Structural adhesive formulations

Claim 2

A room temperature-curable adhesive system comprising (A) as a polymerizable adhesive composition, a mixture consisting essentially of (a) from about 10 to about 90 percent by weight of at least one polymerizable material selected from the group consisting of styrene, methyl methacrylate, ethyl methacrylate, n-butyl methacrylate, isobutyl methacrylate, t-butyl methacrylate, hexyl methacrylate, ethylhexyl methacrylate, partially polymerized syrup of one or more of such monomers, such syrup containing both polymer and unpolymerized monomer, and mixtures thereof; (b) from about 10 to about 90 percent by weight of at least one reaction product of at least one isocyanate-functional prepolymer and at least one hydroxy-functional monomer having at least one unit of polymerizable olefinic unsaturation, such reaction product being characterized by the presence of at least two units of olefinic unsaturation and the substantial absence of free isocyanate group; (c) from about 0.5 to about 30 percent by weight of acrylic acid or methacrylic acid; (d) from zero to about 20 percent by weight of at least one polymerizable olefinically unsaturated monomer, the amount of said monomer being in addition to the amount of any such monomer employed in (A) (a); (e) from zero to about 40 percent by weight of at least one elastomeric polymeric material having a second order glass transition temperature below about 5° C.; the respective percentages of (a)-(e) being based on the total weight of (a)-(e); (f) an effective amount of at least one phosphorus-containing compound having the formulae ##STR7## wherein each R is the same or different, and each R is independently a divalent organic radical directly bonded to the phosphorus atom through a carbon-phosphorus bond, said divalent radical being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 80 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus; and wherein each X is the same or different, and each X is independently a functional group selected from the class consisting of hydrogen, hydroxyl, amino, mercapto, halogen and CH=C<; ##STR8## wherein R and X are as previously defined; and R 1 is hydrogen or --R 2 --X, wherein R 2 is a divalent organic radical directly bonded to the oxygen radical through a carbon-oxygen bond, said divalent radical R 2 being selected from the group having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus and X is as previously defined; and ##STR9## wherein R 1 is as previously described; (g) an effective amount of at least one reducing agent; (h) from zero to about 10 percent by weight of polymerizable adhesive composition of at least one tertiary amine having the formula ##STR10## wherein Z is methylene; Y is selected from the group consisting of hydrogen, hydroxy, amino, halogen, alkyl radical having from one to 8 carbon atoms, and alkoxy radicals wherein the alkyl moiety has from one to 8 carbon atoms; a is zero or one; and b is one or two; (i) from zero to about 15 percent by weight of polymerizable adhesive composition of a mixture of a metal molybdate selected from the group consisting of zinc molybdate, calcium molybdate, barium molybdate, strontium molybdate and mixtures thereof and a metal phosphate selected from the group consisting of zinc phosphate, calcium phosphate, magnesium phosphate and mixtures thereof; said metal molybdate being present on a volume concentration basis of from about 2 to about 3 parts per part of said metal phosphate; and (j) from zero to about 15 percent by weight of polymerizable adhesive composition of at least one compound selected from the group consisting of polybasic lead salts of phosphorous acid, polybasic lead salts to saturated organic dicarboxylic acids and acid anhydrides, polybasic lead salts of unsaturated organic dicarboxylic acids and acid anhydrides, zinc oxide, and mixtures thereof; the percentage of (a)-(e) being 100 minus the combined percentages of (f)-(j); and (B) as a bonding accelerator an effective amount of at least one oxidizing agent, said oxidizing agent being reactive at room temperature with said reducing agent to generate free radicals effective to initiate addition polymerization of said polymerizable adhesive composition.

Claim 3

An adhesive system according to claim 1 wherein said phosphorus-containing compound is present in an amount in the range from about 0.1 to about 20 percent by weight, of polymerizable adhesive composition; said reducing agent is present in an amount in the range from about 0.05 to about 10 percent by weight of polymerizable adhesive composition; said oxidizing agent is present in an amount in the range from about 0.5 to about 30 percent by weight of bonding accelerator; and said bonding accelerator contains from about 40 to about 99.5 percent by weight of a carrier vehicle comprising at least one inert organic diluent, said carrier vehicle being capable of maintaining said oxidizing agent as a stable solution or dispersion.

Claim 4

An adhesive system according to claim 2 wherein said tertiary amine having the formula (V) is present in an amount in the range from about 0.01 to about 10 percent by weight.

Claim 5

An adhesive system according to claim 3 wherein said tertiary amine having the formula (V) comprises N,N-dimethylaniline.

Claim 6

An adhesive system according to claim 4 wherein said oxidizing agent comprises benzoyl peroxide.

Claim 7

An adhesive system according to claim 3 wherein said tertiary amine having the formula (V) comprises N,N-dimethylaminomethyl phenol.

Claim 8

An adhesive system according to claim 6 wherein said oxidizing agent comprises benzoyl peroxide.

Claim 9

An adhesive system according to claim 2 wherein said bonding accelerator contains from about 0.05 to about 50 percent by weight of at least one organic polymeric film-forming binder material selected from the group consisting of saturated organic polymeric composition having a glass transition temperature in the range from about 0° C. to about 150° C. and polymer-in-monomer syrup, said polymer-in-monomer syrup consisting essentially of (i) from about 2 to about 60 percent by weight of at least one addition polymer; (ii) from about 10 to about 98 percent by weight of at least one polymerizable olefinically unsaturated compound having at least one <C═C< group; and (iii) from zero to about 30 percent by weight of a polymer containing the group --CH 2 CCl═CH--CH 2 ) n , wherein n is an integer; wherein (i) and (ii) are present as a partial polymerization product of (ii) or of (ii) in the presence of (iii), the mixture of (i) and (ii) or of (i), (ii) and (iii) being a syrup of polymeric materials dissolved or dispersed in monomer, in which syrup the amount of (i) derived from (ii) is in the range from about 2 to about 90 percent by weight, based on the total weight of (i), (ii) and (iii); said carrier vehicle being capable of maintaining said oxidizing agent and said film-forming binder material as a stable solution or dispersion.

Claim 10

An adhesive system according to claim 8 wherein said tertiary amine having the formula (V) is present in an amount in the range from about 0.01 to about 10 percent by weight.

Claim 11

An adhesive system according to claim 9 wherein said tertiary amine having the formula (V) comprises N,N-dimethylaniline.

Claim 12

An adhesive system according to claim 10 wherein said oxidizing agent comprises benzoyl peroxide.

Claim 13

An adhesive system according to claim 9 wherein said tertiary amine having the formula (V) comprises N,N-dimethylaminomethyl phenol.

Claim 14

An adhesive system according to claim 12 wherein said oxidizing agent comprises benzoyl peroxide.

Claim 15

An adhesive system according to claim 1 wherein said phosphorus-containing compound has the formula ##STR11## wherein R 3 is selected from the group consisting of hydrogen, halogen, an alkyl group having from one to 8 carbon atoms, and CH 2 ═CH--; R 4 is selected from the group consisting of hydrogen, an alkyl group having from one to 8 carbon atoms, and a haloalkyl group having one to 8 carbon atoms; A is selected from the group consisting of --R 5 O-- and --R 6 O) n , wherein R 5 is an aliphatic or cycloaliphatic alkylene group group containing from one to 9 carbon atoms; R 6 is an alkylene group having from one to 7 carbon atoms; n is an integer from 2 to 10, and m is one or 2.

Claim 16

An adhesive system according to claim 14 wherein said phosphorus-containing compound comprises 2-methacryloyloxyethyl phosphate.

Claim 17

An adhesive system according to claim 14 wherein said phosphorus-containing compound is present in an amount in the range from about 0.1 to about 20 percent by weight of polymerization adhesive composition; said reducing agent is present in an amount in the range from about 0.05 to about 10 percent by weight of polymerizable adhesive composition; said oxidizing agent is present in an amount in the range from about 0.5 to about 30 percent by weight of bonding accelerator; and said bonding accelerator contains from about 10 to about 99.5 l percent by weight of bonding accelerator of a carrier vehicle comprising at least one inert organic diluent, said carrier vehicle being capable of maintaining said oxidizing agent as a stable solution or dispersion.

Claim 18

An adhesive system according to claim 16 wherein said phosphorous-containing compound comprises 2-methacryloyloxyethyl phosphate.

Claim 19

An adhesive system according to claim 17 wherein said oxidizing agent comprises benzoyl peroxide.

Claim 20

An adhesive system according to claim 16 wherein said tertiary amine having the formula (V) is present in an amount in the range from about 0.01 to about 10 percent by weight.

Claim 21

An adhesive system according to claim 19 wherein said tertiary amine having the formula (V) comprises N,N-dimethylaniline.

Claim 22

An adhesive system according to claim 20 wherein said phosphorus-containing compound comprises 2-methacryloyloxyethyl phosphate and said oxidizing agent comprises benzoyl peroxide.

Claim 23

An adhesive system according to claim 19 wherein said tertiary amine having the formula (V) comprises N,N-dimethylaminomethyl phenol.

Claim 24

An adhesive system according to claim 22 wherein said phosphorus-containing compound comprises 2-methacryloyloxyethyl phosphate and said oxidizing agent comprises benzoyl peroxide.

Claim 25

An adhesive system according to claim 16 wherein said bonding accelerator contains from about 0.05 to about 50 percent by weight of at least one organic polymeric film-forming binder material selected from the group consisting of saturated organic polymer composition having a glass transition temperature in the range from about 0° C. to about 150° C. and polymer-in-monomer syrup, said polymer-in-monomer syrup consisting essentially of (i) from about 2 to about 60 percent by weight of at least one addition polymer; (ii) from about 10 to 98 percent by weight of at least one polymerizable olefinically unsaturated compound having at least one >C═C< groups; and (iii) From zero to about 30 percent by weight of a polymer containing the group --CH 2 CCl═CH--CH 2 ) n , wherein n is an integer; wherein (i) and (ii) are present as a partial polymerization product of (ii) or of (ii) in the presence of (iii), the mixture of (i) and (ii) or of (i), (ii) and (iii) being a syrup of polymeric materials dissolved or dispersed in monomer, in which syrup the amount of (i) derived from (ii) is in the range from about 2 to about 90 percent by weight, based on the total weight of (i), (ii) and (iii); said carrier vehicle being capable of maintaining said oxidizing agent and said film-forming binder material as a stable solution or dispersion.

Claim 26

An adhesive system according to claim 24 wherein said phosphorus-containing compound comprises 2-methacryloyloxyethyl phosphate.

Claim 27

An adhesive system according to claim 25 wherein said oxidizing compound comprises benzoyl peroxide.

Claim 28

An adhesive system according to claim 24 wherein said tertiary amine having the formula (V) is present in an amount in the range from about 0.01 to about 10 percent by weight.

Claim 29

An adhesive system according to claim 27 wherein said tertiary amine having the formula (V) comprises N,N-dimethylaniline.

Claim 30

An adhesive system according to claim 28 wherein said phosphorus-containing compound comprises 2-methacryloyloxyethyl phosphate and said oxidizing agent comprises benzoyl peroxide.

Claim 31

An adhesive system according to claim 27 wherein said tertiary amine having the formula (V) comprises N,N-dimethylaminomethyl phenol.

Claim 32

An adhesive system according to claim 30 wherein said phosphorus-containing compound comprises 2-methacryloyloxyethyl phosphate and said oxidizing agent comprises benzoyl peroxide.

Claim 33

A room temperature-curable adhesive system comprising A. as a polymerizable adhesive composition, a mixture consisting essentially of (a) from about 10 to about 90 percent by weight of at least one polymerizable material selected from the group consisting of styrene, methyl methacrylate, ethyl methacrylate, n-butyl methacrylate, isobutyl methacrylate, t-butyl-methacrylate, hexyl methacrylate, ethylhexyl methacrylate, partially polymerized syrup of one or more of such monomers, such syrup containing both polymer and unpolymerized monomer, and mixtures thereof; (b) from about 10 to about 90 percent by weight of at least reaction product of at least one isocyanate-functional prepolymer and at least one hydroxy-functional monomer having at least one unit of polymerizable olefinic unsaturation, such reaction product being characterized by the presence of at least two units of olefinic unsaturation and the substantial absence of free isocyanate group; (c) from about 0.5 to about 30 percent by weight of acrylic acid or methacrylic acid; (d) from zero to about 20 percent by weight of at least one polymerizable olefinically unsaturated monomer, the amount of said monomer being in addition to the amount of any such monomer employed in (A) (a); (e) from zero to about 40 percent by weight of at least one elastomeric polymeric material having a second order glass transition temperature below about 5° C.; the respective percentages of (a)-(e) being based on the total weight of (a)-(e); (f) an effective amount of at least one reducing agent; (g) from zero to about 15 percent by weight of polymerizable adhesive composition of a mixture of a metal molybdate selected from the group consisting of zinc molybdate, calcium molybdate, barium molybdate, strontium molybdate and mixtures thereof and a metal phosphate selected from the group consisting of zinc phosphate, calcium phosphate, magnesium phosphate and mixtures thereof; said metal molybdate being present on a volume concentration basis of from about 2 to about 3 parts per part of said metal phosphate; and (h) from zero to about 15 percent by weight of polymerizable adhesive composition of at least one compound selected from the group consisting of polybasic lead salts of phosphorous acid, polybasic lead salts of saturated organic dicarboxylic acids and acid anhydrides, polybasic lead salts of unsaturated organic dicarboxylic acids and acid anhydrides, zinc oxide, and mixtures thereof; and the amount of (a)-(e), in percent by weight, being 100 minus the combined amount in total percent by weight of (f)-(h); and B. as a bonding accelerator, an admixture consisting essentially of (a) from about 0.5 to about 30 percent by weight of at least one oxidizing agent; said oxidizing agent being reactive at room temperature with said reducing agent to generate free radicals effective to initiate addition polymerization of said polymerizable adhesive composition; (b) from about 0.1 to about 20 percent by weight of at least one phosphorus-containing compound having the formulae ##STR12## wherein each R is the same or different, and each R is independently a divalent organic radical directly bonded to the phosphorus atom through a carbon-phosphorus bond, said divalent radical being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus; and wherein each X is the same or different, and each X is independently a functional group selected from the class consisting of hydrogen, hydroxyl, amino, mercapto, halogen and CH 2 ═C<; ##STR13## wherein R and X are as previously defined; and R 1 is hydrogen or --R 2 --X, wherein R 2 is a divalent organic radical directly bonded to the oxygen radical through a carbon-oxygen bond, said divalent radical R 2 being selected from the group consisting of divalent unsubstituted group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus and X is as previously defined; and ##STR14## wherein R 1 is as previously described; (c) from zero to about 5 percent by weight of at least one free radical scavenger; and (d) from about 40 to about 99 percent by weight of a carrier vehicle comprising at least one inert organic diluent, said carrier vehicle being capable of maintaining said oxidizing agent and said phosphorus-containing compound as a stable solution or dispersion.

Claim 34

A room temperature-curable adhesive system comprising A. as a polymerizable adhesive composition, a mixture consisting essentially of (a) from about 10 to about 90 percent by weight of at least one polymerizable material selected from the group consisting of styrene, methyl methacrylate, ethyl methacrylate, n-butyl methacrylate, isobutyl methacrylate, t-butyl-methacrylate, hexyl methacrylate, ethylhexyl methacrylate, partially polymerized syrup of one or more of such monomers, such syrup containing both polymer and unpolymerized monomer, and mixtures thereof; (b) from about 10 to about 90 percent by weight of at least reaction product of at least one isocyanate-functional prepolymer and at least one hydroxy-functional monomer having at least one unit of polymerizable olefinic unsaturation, such reaction product being characterized by the presence of at least two units of olefinic unsaturation and the substantial absence of free isocyanate group; (c) from about 0.5 to about 30 percent by weight of acrylic acid or methacrylic acid; (d) from zero to about 20 percent by weight of at least one polymerizable olefinically unsaturated monomer, the amount of said monomer being in addition to the amount of any such monomer employed in (A) (a); (e) from zero to about 40 percent by weight of at least one elastomeric polymeric material having a second order glass transition temperature below about 5° C.; the respective percentages of (a)-(e) being based on the total weight of (a)-(e); (f) an effective amount of at least one reducing agent; (g) from zero to about 15 percent by weight of polymerizable adhesive composition of a mixture of a metal molybdate selected from the group consisting of zinc molybdate, calcium molybdate, barium molybdate, strontium molybdate and mixtures thereof and a metal phosphate selected from the group consisting of zinc phosphate, calcium phosphate, magnesium phosphate and mixtures thereof; said metal molybdate being present on a volume concentration basis of from about 2 to about 3 parts per part of said metal phosphate; and (h) from zero to about 15 percent by weight of polymerizable adhesive composition of at least one compound selected from the group consisting of polybasic lead salts of phosphorous acid, polybasic lead salts of saturated organic dicarboxylic acids and acid anhydrides, polybasic lead salts of unsaturated organic dicarboxylic acids and acid anhydrides, zinc oxide, and mixtures thereof; and the amount of (a)-(e), in percent by weight, being 100 minus the combined amount in total percent by weight of (f)-(h); and B. as a bonding accelerator, an admixture consisting essentially of (a) from about 0.5 to about 30 percent by weight of at least one oxidizing agent; said oxidizing agent being reactive at room temperature with said reducing agent to generate free radicals effective to initiate addition polymerization of said polymerizable adhesive composition; (b) from about 0.1 to about 20 percent by weight of at least one phosphorus-containing compound having the formulae ##STR12## wherein each R is the same or different, and each R is independently a divalent organic radical directly bonded to the phosphorus atom through a carbon-phosphorus bond, said divalent radical being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus; and wherein each X is the same or different, and each X is independently a functional group selected from the class consisting of hydrogen, hydroxyl, amino, mercapto, halogen and CH 2 ═C<; ##STR13## wherein R and X are as previously defined; and R 1 is hydrogen or --R 2 --X, wherein R 2 is a divalent organic radical directly bonded to the oxygen radical through a carbon-oxygen bond, said divalent radical R 2 being selected from the group consisting of divalent unsubstituted group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus and X is as previously defined; and ##STR14## wherein R 1 is as previously described; (c) from zero to about 5 percent by weight of at least one free radical scavenger; and (d) from about 40 to about 99 percent by weight of a carrier vehicle comprising at least one inert organic diluent, said carrier vehicle being capable of maintaining said oxidizing agent and said phosphorus-containing compound as a stable solution or dispersion.

Claim 35

An adhesive system according to claim 35 wherein said reducing agent is present in an amount in the range from about 0.05 to about 10 percent by weight of polymerizable adhesive composition.

Claim 36

An adhesive system according to claim 33 wherein said oxidizing agent comprises benzoyl peroxide.

Claim 37

An adhesive system according to claim 33 wherein the amount of said free radical scavenger is in the range from about 0.01 to about 5 percent by weight.

Claim 38

An adhesive system according to claim 35 wherein said oxidizing agent comprises benzoyl peroxide.

Claim 39

An adhesive system according to claim 32 wherein said phosphorus-containing compound has the formula ##STR15## wherein R 3 is selected from the group consisting of hydrogen, halogen, an alkyl group having from one to 8 carbon atoms, and CH 2 ═CH-; R 4 is selected from the group consisting of hydrogen, an alkyl group having from one to 8 carbon atoms, and a haloalkyl group having one to 8 carbon atoms; A is selected from the group consisting of --R 5 O-- and --R 6 O) n , wherein R is an aliphatic or cycloaliphatic alkylene group group containing from one to 9 carbon atoms; R 6 is an alkylene group having from one to 7 carbon atoms; n is an integer from 2 to 10, and m is one or 2.

Claim 40

An adhesive system according to claim 37 wherein said phosophorus-containing compound comprises 2-methacryloyloxyethyl phosphate.

Claim 41

An adhesive system according to claim 38 wherein said bonding accelerator comprises benzoyl peroxide.

Claim 42

An adhesive system according to claim 37 wherein said reducing agent is present in an amount in the range from about 0.05 to about 10 percent by weight of polymerizable adhesive composition.

Claim 43

An adhesive system according to claim 40 wherein the amount of said free radical scavenger is in the range from about 0.01 to about 5 percent by weight.

Claim 44

An adhesive system according to claim 41 wherein said oxidizing agent comprises benzoyl peroxide.

Claim 45

An adhesive system according to claim 41 wherein said phosphorus-containing compound comprises 2-methacryloyloxyethyl phosphate.

Claim 46

An adhesive system according to claim 43 wherein said oxidizing agent comprises benzoyl peroxide.

Claim 47

An adhesive system according to claim 39 wherein said bonding accelerator contains from about 0.05 to about 50 percent by weight of at least one organic polymeric film-forming binder material selected from the group consisting of saturated organic polymeric composition having a glass transition temperature in the range from about 0° C. to about 150° C. and polymer-in-monomer syrup, said polymer-in-monomer syrup consisting essentially of (i) from about 2 to about 60 percent by weight of at least one addition polymer; (ii) from about 10 to about 98 percent by weight of at least one polymerizable olefinically unsaturated compound having at least one >C═C< group; and (iii) from zero to about 30 percent by weight of a polymer containing the group --CH 2 CCl═CH--CH 2 -- n , wherein n is an integer; wherein (i) and (ii) are present as a partial polymerization product of (ii) or of (ii) in the presence of (iii), the mixutre of (i) and (ii) or of (i), (ii) and (iii) being a syrup of polymeric materials dissolved or dispersed in monomer, in which syrup the amount of (i) derived from (ii) is in the range from about 2 to about 90 percent by weight, based on the total weight of (i), (ii) and (iii); and the carrier vehicle being capable of maintaining said oxidizing agent, said phosphorus-containing compound and said film-forming binder material as a stable solution or dispersion.

Claim 48

An adhesive system according to claim 45 wherein said phosphorus-containing compound comprises 2-methacryloyloxyethyl phosphate.

Claim 49

An adhesive system according to claim 46 wherein said oxidizing agent comprises benzoyl peroxide.

Claim 50

An adhesive system according to claim 45 wherein said reducing agent is present in an amount in the range from about 0.05 to about 10 percent by weight of polymerizable adhesive composition.

Claim 51

An adhesive system according to claim 48 wherein the amount of said free radical scavenger is in the range from about 0.01 to about 5 percent by weight.

Claim 52

An adhesive system according to claim 49 wherein said oxidizing agent comprises benzoyl peroxide.

Claim 53

An adhesive system according to claim 49 wherein said phosphorus-containing compound comprises 2-methacryloyloxyethyl phosphate.

Claim 54

An adhesive system according to claim 51 wherein said oxidizing agent comprises benzoyl peroxide.

Claim 55

A room temperature-curable adhesive system comprising AA. as a polymerizable adhesive composition, a mixture consisting essentially of (a) from about one to about 30 percent by weight of at least one elastomeric polymeric material selected from the group consisting of polybutadiene homopolymer; copolymer of butadiene and at least one monomer copolymerizable therewith selected from the group consisting of styrene, acrylonitrile, methacrylonitrile and mixtures thereof; modified polymeric material selected from the group consisting of polybutadiene homopolymer and copolymer of butadiene as previously defined, which homopolymer and copolymer having been modified by copolymerization therein of trace amounts up to about 5 percent by weight, based on weight of elastomeric material, of at least one functional monomer; (b) from about 25 to about 85 percent by weight of at least one polymerizable acrylic or substituted acrylic monomer; (c) from zero to about 50 percent by weight of at least one polymerizable olefinically unsaturated non-acrylic monomer; (d) from zero to about 60 percent by weight of at least one polymeric material having an intrinsic viscosity in the range from about 0.1 to about 1.3 derived from at least one of said (b) and (c) monomers; (e) from about 5 to about 20 percent by weight of methacrylic acid; the amounts of (a)-(e) being based on total weight of (a)-(e); (f) an effective amount of at least one phosphorus-containing compound having the formulae ##STR16## wherein each R is the same or different, and each R is independently a divalent organic radical directly bonded to the phosphorus atom through a carbon phosphorus bond, said divalent radical being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus; and wherein each X is the same or different, and each X is independently a functional group selected from the class consisting of hydrogen, hydroxyl, amino, mercapto, halogen and CH 2 ═C<; ##STR17## wherein R and X are as previously defined; and R 1 is hydrogen or --R 2 --X, wherein R 2 is a divalent organic radical directly bonded to the oxygen radical through a carbon-oxygen bond, said divalent radical R 2 being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus; and X is as previously defined; and ##STR18## wherein R 1 is as previously described; (g) an effective amount of at least one reducing agent; (h) from zero to about 10 percent by weight of polymerizable adhesive composition of at least one tertiary amine having the formula ##STR19## wherein Z is methylene; Y is selected from the group consisting of hydrogen, hydroxy, amino, halogen, alkyl radical having from one to 8 carbon atoms, and alkoxy radicals wherein the alkyl moiety has from one to 8 carbon atoms; a is zero or one; and (b) is one or two; (i) from zero to about 15 percent by weight of polymerizable adhesive composition of a mixture of a metal molybdate selected from the group consisting of zinc molybdate, calcium molybdate, barium molybdate, strontium molybdate and mixtures thereof and a metal phosphate selected from the group consisting of zinc phosphate, calcium phosphate magnesium phosphate and mixtures thereof; said metal molybdate being present on a volume concentration basis of from about 2 to about 3 parts per part of said metal phosphate; and (j) from zero to about 15 percent by weight of polymerizable adhesive composition of at least one compound selected from the group consisting of polybasic lead salts of phosphorous acid; polybasic lead salts of saturated organic dicarboxylic acids and acid anhydrides, polybasic lead salts of unsaturated organic dicarboxylic acids and acid anhydrides, zinc oxide, and mixtures thereof; the amount of (a)-(e), in percent by weight, being 100--the combined amounts of (f)-(j), in percent by weight; and AB. as a bonding accelerator, an effective amount of at least one oxidizing agent, said oxidizing agent being reactive at room temperature with said reducing agent to generate free radicals effective to initiate addition polymerization of said polymerizable adhesive composition.

Claim 56

A room temperature-curable adhesive system comprising AA. as a polymerizable adhesive composition, a mixture consisting essentially of (a) from about one to about 30 percent by weight of at least one elastomeric polymeric material selected from the group consisting of polybutadiene homopolymer; copolymer of butadiene and at least one monomer copolymerizable therewith selected from the group consisting of styrene, acrylonitrile, methacrylonitrile and mixtures thereof; modified polymeric material selected from the group consisting of polybutadiene homopolymer and copolymer of butadiene as previously defined, which homopolymer and copolymer having been modified by copolymerization therein of trace amounts up to about 5 percent by weight, based on weight of elastomeric material, of at least one functional monomer; (b) from about 25 to about 85 percent by weight of at least one polymerizable acrylic or substituted acrylic monomer; (c) from zero to about 50 percent by weight of at least one polymerizable olefinically unsaturated non-acrylic monomer; (d) from zero to about 60 percent by weight of at least one polymeric material having an intrinsic viscosity in the range from about 0.1 to about 1.3 derived from at least one of said (b) and (c) monomers; (e) from about 5 to about 20 percent by weight of methacrylic acid; the amounts of (a)-(e) being based on total weight of (a)-(e); (f) an effective amount of at least one phosphorus-containing compound having the formulae ##STR16## wherein each R is the same or different, and each R is independently a divalent organic radical directly bonded to the phosphorus atom through a carbon phosphorus bond, said divalent radical being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus; and wherein each X is the same or different, and each X is independently a functional group selected from the class consisting of hydrogen, hydroxyl, amino, mercapto, halogen and CH 2 ═C<; ##STR17## wherein R and X are as previously defined; and R 1 is hydrogen or --R 2 --X, wherein R 2 is a divalent organic radical directly bonded to the oxygen radical through a carbon-oxygen bond, said divalent radical R 2 being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus; and X is as previously defined; and ##STR18## wherein R 1 is as previously described; (g) an effective amount of at least one reducing agent; (h) from zero to about 10 percent by weight of polymerizable adhesive composition of at least one tertiary amine having the formula ##STR19## wherein Z is methylene; Y is selected from the group consisting of hydrogen, hydroxy, amino, halogen, alkyl radical having from one to 8 carbon atoms, and alkoxy radicals wherein the alkyl moiety has from one to 8 carbon atoms; a is zero or one; and (b) is one or two; (i) from zero to about 15 percent by weight of polymerizable adhesive composition of a mixture of a metal molybdate selected from the group consisting of zinc molybdate, calcium molybdate, barium molybdate, strontium molybdate and mixtures thereof and a metal phosphate selected from the group consisting of zinc phosphate, calcium phosphate magnesium phosphate and mixtures thereof; said metal molybdate being present on a volume concentration basis of from about 2 to about 3 parts per part of said metal phosphate; and (j) from zero to about 15 percent by weight of polymerizable adhesive composition of at least one compound selected from the group consisting of polybasic lead salts of phosphorous acid; polybasic lead salts of saturated organic dicarboxylic acids and acid anhydrides, polybasic lead salts of unsaturated organic dicarboxylic acids and acid anhydrides, zinc oxide, and mixtures thereof; the amount of (a)-(e), in percent by weight, being 100--the combined amounts of (f)-(j), in percent by weight; and AB. as a bonding accelerator, an effective amount of at least one oxidizing agent, said oxidizing agent being reactive at room temperature with said reducing agent to generate free radicals effective to initiate addition polymerization of said polymerizable adhesive composition.

Claim 57

An adhesive system according to claim 53 wherein said bonding accelerator contains from about 0.05 to about 50 percent by weight of at least one organic polymeric film-forming binder material selected from the group consisting of saturated organic polymeric composition having a glass transition temperature in the range from about 0° C. to about 150° C. and polymer-in-monomer syrup, said polymer-in-monomer syrup consisting essentially of (i) from about 2 to about 60 percent by weight of at least one addition polymer; (ii) from about 10 to about 98 percent by weight of at least one polymerizable olefinically unsaturated compound having at least one >C═C< group; and (iii) from zero to about 30 percent by weight of a polymer containing the group --CH 2 CCl═CH--CH 2 ) n , wherein n is an integer; wherein (i) and (ii) are present as a partial polymerization product of (ii) or of (ii) in the presence of (iii), the mixture of (i) and (ii) or of (i), (ii) and (iii) being a syrup of polymeric materials dissolved or dispersed in monomer, in which syrup the amount of (i) derived from (ii) is in the range from about 2 to about 90 percent by weight, based on the total weight of (i), (ii) and (iii); and from about 40 to about 99 percent by weight of a carrier vehicle comprising at least one inert organic diluent; said carrier behicle being capable of maintaining said oxidizing agent and said film-forming binder material as a stable solution or dispersion.

Claim 58

A room temperature-curable adhesive system comprising AA. as a polymerizable adhesive composition, a mixture consisting essentially of (a) from about one to about 30 percent by weight of at least one elastomeric polymeric material selected from the group consisting of polybutadiene homopolymer; copolymer of butadiene and at least one monomer copolymerizable therewith selected from the group consisting of styrene, acrylonitrile, methacrylonitrile and mixtures thereof; modified polymeric material selected from the group consisting of polybutadiene homopolymer and copolymer of butadiene as previously defined, which homopolymer and copolymer having been modified by copolymerization therein of trace amounts up to about 5 percent by weight, based on weight of elastomeric material, of at least one functional monomer; (b) from about 25 to about 85 percent by weight of at least one polymerizable acrylic or substituted acrylic monomer; (c) from zero to about 50 percent by weight of at least one polymerizable olefinically unsaturated non-acrylic monomer; (d) from zero to about 60 percent by weight of at least one polymeric material having an intrinsic viscosity in the range from about 0.1 to about 1.3 derived from at least one said (b) and (c) monomers; (e) from about 5 to about 20 percent by weight of methacrylic acid; the amounts of (a)-(e) being based on total weight of (a)-(e); (f) an effective amount of at least one reducing agent; (g) from zero to about 15 percent by weight of polymerizable adhesive composition of a mixture of a metal molybdate selected from the group consisting of zinc molybdate, calcium molybdate, barium molybdate, strontium molybdate and mixtures thereof and a metal phosphate selected from the group consisting of zinc phosphate, calcium phosphate, magnesium phosphate and mixtures thereof; said metal molybdate being present on a volume concentration basis of from about 2 to about 3 parts per part of said metal phosphate; and (h) from zero to about 15 percent by weight of polymerizable adhesive composition of at least one compound selected from the group consisting of polybasic lead salts of phosphorous acid, polybasic lead salts of saturated organic dicarboxylic acids and acid anhydrides, polybasic lead salts of unsaturated organic dicarboxylic acids and acid anhydrides, zinc oxide, and mixtures thereof; the amount of (a)-(e), in percent by weight, being 100 minus the combined amount, in total percent by weight, of (f)-(h); and AB. as a bonding accelerator, an admixture consisting essentially of (a) from about 0.5 to about 30 percent by weight of at least one oxidizing agent, said oxidizing agent being reactive at room temperature with said reducing agent to generate free radicals effective to initiate addition polymerization of said polymerizable adhesive composition; (b) an effective amount of at least one phosphorus-containing compound having the formulae ##STR20## wherein each R is the same or different, and each R is independently a divalent organic radical directly bonded to the phosphorus atom through a carbon-phosphorus bond, said divalent radical being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus; and wherein each X is the same or different, and each X is independently a functional group effected from the class consisting of hydrogen, hydroxyl, amino, mercapto, halogen and CH 2 ═C<; ##STR21## wherein R and X are as previously defined; and R 1 is hydrogen or --R 2 --X, wherein R 2 is a divalent organic radical directly bonded to the oxygen radical through a carbon-oxygen bond, said divalent radical R 2 being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus and X is as previously defined; and ##STR22## wherein R 1 is as previously described; (c) from zero to about 5 percent by weight of at least one free radical scavenger; and (d) from about 40 to about 99 percent by weight of a carrier vehicle comprising at least one inert organic diluent, said carrier vehicle being capable of maintaining said oxidizing agent and said phosphorus-containing compound as a stable solution or dispersion.

Claim 59

A room temperature-curable adhesive system comprising AA. as a polymerizable adhesive composition, a mixture consisting essentially of (a) from about one to about 30 percent by weight of at least one elastomeric polymeric material selected from the group consisting of polybutadiene homopolymer; copolymer of butadiene and at least one monomer copolymerizable therewith selected from the group consisting of styrene, acrylonitrile, methacrylonitrile and mixtures thereof; modified polymeric material selected from the group consisting of polybutadiene homopolymer and copolymer of butadiene as previously defined, which homopolymer and copolymer having been modified by copolymerization therein of trace amounts up to about 5 percent by weight, based on weight of elastomeric material, of at least one functional monomer; (b) from about 25 to about 85 percent by weight of at least one polymerizable acrylic or substituted acrylic monomer; (c) from zero to about 50 percent by weight of at least one polymerizable olefinically unsaturated non-acrylic monomer; (d) from zero to about 60 percent by weight of at least one polymeric material having an intrinsic viscosity in the range from about 0.1 to about 1.3 derived from at least one said (b) and (c) monomers; (e) from about 5 to about 20 percent by weight of methacrylic acid; the amounts of (a)-(e) being based on total weight of (a)-(e); (f) an effective amount of at least one reducing agent; (g) from zero to about 15 percent by weight of polymerizable adhesive composition of a mixture of a metal molybdate selected from the group consisting of zinc molybdate, calcium molybdate, barium molybdate, strontium molybdate and mixtures thereof and a metal phosphate selected from the group consisting of zinc phosphate, calcium phosphate, magnesium phosphate and mixtures thereof; said metal molybdate being present on a volume concentration basis of from about 2 to about 3 parts per part of said metal phosphate; and (h) from zero to about 15 percent by weight of polymerizable adhesive composition of at least one compound selected from the group consisting of polybasic lead salts of phosphorous acid, polybasic lead salts of saturated organic dicarboxylic acids and acid anhydrides, polybasic lead salts of unsaturated organic dicarboxylic acids and acid anhydrides, zinc oxide, and mixtures thereof; the amount of (a)-(e), in percent by weight, being 100 minus the combined amount, in total percent by weight, of (f)-(h); and AB. as a bonding accelerator, an admixture consisting essentially of (a) from about 0.5 to about 30 percent by weight of at least one oxidizing agent, said oxidizing agent being reactive at room temperature with said reducing agent to generate free radicals effective to initiate addition polymerization of said polymerizable adhesive composition; (b) an effective amount of at least one phosphorus-containing compound having the formulae ##STR20## wherein each R is the same or different, and each R is independently a divalent organic radical directly bonded to the phosphorus atom through a carbon-phosphorus bond, said divalent radical being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus; and wherein each X is the same or different, and each X is independently a functional group effected from the class consisting of hydrogen, hydroxyl, amino, mercapto, halogen and CH 2 ═C<; ##STR21## wherein R and X are as previously defined; and R 1 is hydrogen or --R 2 --X, wherein R 2 is a divalent organic radical directly bonded to the oxygen radical through a carbon-oxygen bond, said divalent radical R 2 being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus and X is as previously defined; and ##STR22## wherein R 1 is as previously described; (c) from zero to about 5 percent by weight of at least one free radical scavenger; and (d) from about 40 to about 99 percent by weight of a carrier vehicle comprising at least one inert organic diluent, said carrier vehicle being capable of maintaining said oxidizing agent and said phosphorus-containing compound as a stable solution or dispersion.

Claim 60

An adhesive system according to claim 55 wherein said bonding accelerator contains from about 0.05 to about 50 percent by weight of at least one organic polymeric film-forming binder material selected from the group consisting of saturated organic polymeric composition having a glass transition temperature in the range from about 0° C. to about 150° C. and polymer-in-monomer syrup consisting essentially of (i) from about 2 to about 60 percent by weight of at least one addition polymer; (ii) from about 10 to about 98 percent by weight of at least one polymerizable olefinically unsaturated compound having at least one >C═C< group; and (iii) from zero to about 30 percent by weight of a polymer containing the group --CH 2 CCl═CH--CH 2 ) n , wherein n is an integer; wherein (i) and (ii) are present as a partial polymerization product of (ii) or of (ii) in the presence of (iii), the mixture of (i) and (ii) or of (i), (ii) and (iii) being a syrup of polymeric materials dissolved or dispersed in monomer, in which syrup the amount of (i) derived from (ii) is in the range from about 2 to about 90 percent by weight, based on the total weight of (i), (ii) and (iii); and from about 40 to about 99 percent by weight of a carrier vehicle comprising at least one inert organic diluent, said carrier vehicle being capable of maintaining said oxidizing agent and said film-forming binder material as a stable solution or dispersion.

Claim 61

A room temperature-curable adhesive system comprising BA. as a polymerizable adhesive composition, a mixture consisting essentially of (a) a sulfur-containing composition selected from the group consisting of chlorosulfonated polyethylene and a mixture of sulfonyl chloride with chlorinated polyethylene, said sulfur-containing composition having a chlorine content in the range from about 25 to about 67 weight percent and from about 3 to about 150 mmols sulfonyl chloride moiety per 100 grams polymer, and wherein the polyethylene from which said chlorosulfonated polyethylene or said chlorinated polyethylene is made has a melt index in the range from about 4 to about 500; (b) at least one polymerizable olefinically unsaturated monomer; wherein the amount of said polymerizable monomer is in the range from about 25 to about 2000 parts by weight per 100 parts by weight of said chlorosulfonated polyethylene or chlorinated ethylene; (c) from about 0.1 to about 20 percent by weight of polymerizable adhesive composition of at least one phosphorus-containing compound having the formulae ##STR23## wherein each R is the same or different, and each R is independently a divalent organic radical directly bonded to the phosphorus atom through a carbon-phosphorus bond, said divalent radical being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus; and wherein each X is the same or different, and each X is independently a functional group selected from the class consisting of hydrogen, hydroxyl, amino, mercapto, halogen and CH 2 =C<; ##STR24## wherein R and X are as previously defined; and R 1 is hydrogen or --R 2 --X, wherein R 2 is a divalent organic radical directly bonded to the oxygen radical through a carbon-oxygen bond, said divalent radical R 2 being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one automatic nucleus and X is as previously defined; and ##STR25## wherein R 1 is as previously described; (d) from zero to about 10 percent by weight of polymerizable adhesive composition of at least one tertiary amine having the formula ##STR26## wherein Z is methylene; Y is selected from the group consisting of hydrogen, hydroxy, amino, halogen, alkyl radical having from one to 8 carbon atoms, and alkoxy radicals wherein the alkyl moiety has from one to 8 carbon atoms; a is zero or one; and b is one or two; (e) from zero to about 15 percent by weight of polymerizable adhesive composition of a mixture of a metal molybdate selected from the group consisting of zinc molybdate, calcium molybdate, barium molybdate, strontium molybdate and mixtures thereof and a metal phosphate selected from the group consisting of zinc phosphate, calcium phosphate, magnesium phosphate and mixtures thereof; said metal molybdate being present on a volume concentration basis of from about 2 to about 3 parts per part of said metal phosphate; and (f) from zero to about 10 percent by weight of polymerizable adhesive composition of at least one compound selected from the group consisting of polybasic lead salts of phosphorus acid, polybasic lead salts or saturated organic dicarboxylic acids and acid anhydrides, polybasic lead salts of unsaturated organic dicarboxylic acids and acid anhydrides, zinc oxide, and mixtures thereof; the amount of (a) and (b), in percent by weight, being 100 minus the combined amount, in total percent by weight, of (c)-(f); and BB. as a bonding accelerator, an effective amount of at least one polymerization catalyst selected from the group consisting of an initiator, a promoter, an accelerator and a free radical generator, and mixtures thereof, said polymerization catalyst being reactive at room temperature with said sulfonyl chloride moiety to initiate addition polymerization of said polymerizable adhesive composition.

Claim 62

A room temperature-curable adhesive system comprising BA. as a polymerizable adhesive composition, a mixture consisting essentially of (a) a sulfur-containing composition selected from the group consisting of chlorosulfonated polyethylene and a mixture of sulfonyl chloride with chlorinated polyethylene, said sulfur-containing composition having a chlorine content in the range from about 25 to about 67 weight percent and from about 3 to about 150 mmols sulfonyl chloride moiety per 100 grams polymer, and wherein the polyethylene from which said chlorosulfonated polyethylene or said chlorinated polyethylene is made has a melt index in the range from about 4 to about 500; (b) at least one polymerizable olefinically unsaturated monomer; wherein the amount of said polymerizable monomer is in the range from about 25 to about 2000 parts by weight per 100 parts by weight of said chlorosulfonated polyethylene or chlorinated ethylene; (c) from about 0.1 to about 20 percent by weight of polymerizable adhesive composition of at least one phosphorus-containing compound having the formulae ##STR23## wherein each R is the same or different, and each R is independently a divalent organic radical directly bonded to the phosphorus atom through a carbon-phosphorus bond, said divalent radical being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus; and wherein each X is the same or different, and each X is independently a functional group selected from the class consisting of hydrogen, hydroxyl, amino, mercapto, halogen and CH 2 =C<; ##STR24## wherein R and X are as previously defined; and R 1 is hydrogen or --R 2 --X, wherein R 2 is a divalent organic radical directly bonded to the oxygen radical through a carbon-oxygen bond, said divalent radical R 2 being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one automatic nucleus and X is as previously defined; and ##STR25## wherein R 1 is as previously described; (d) from zero to about 10 percent by weight of polymerizable adhesive composition of at least one tertiary amine having the formula ##STR26## wherein Z is methylene; Y is selected from the group consisting of hydrogen, hydroxy, amino, halogen, alkyl radical having from one to 8 carbon atoms, and alkoxy radicals wherein the alkyl moiety has from one to 8 carbon atoms; a is zero or one; and b is one or two; (e) from zero to about 15 percent by weight of polymerizable adhesive composition of a mixture of a metal molybdate selected from the group consisting of zinc molybdate, calcium molybdate, barium molybdate, strontium molybdate and mixtures thereof and a metal phosphate selected from the group consisting of zinc phosphate, calcium phosphate, magnesium phosphate and mixtures thereof; said metal molybdate being present on a volume concentration basis of from about 2 to about 3 parts per part of said metal phosphate; and (f) from zero to about 10 percent by weight of polymerizable adhesive composition of at least one compound selected from the group consisting of polybasic lead salts of phosphorus acid, polybasic lead salts or saturated organic dicarboxylic acids and acid anhydrides, polybasic lead salts of unsaturated organic dicarboxylic acids and acid anhydrides, zinc oxide, and mixtures thereof; the amount of (a) and (b), in percent by weight, being 100 minus the combined amount, in total percent by weight, of (c)-(f); and BB. as a bonding accelerator, an effective amount of at least one polymerization catalyst selected from the group consisting of an initiator, a promoter, an accelerator and a free radical generator, and mixtures thereof, said polymerization catalyst being reactive at room temperature with said sulfonyl chloride moiety to initiate addition polymerization of said polymerizable adhesive composition.

Claim 63

An adhesive system according to claim 57 wherein said initiator comprises at least one tertiary amine, said promoter comprises at least one transition metal organic salt, and said accelerator comprises at least one aldehyde-amine condensation product.

Claim 64

An adhesive system according to claim 57 wherein said bonding accelerator contains from about 0.05 to about 50 percent by weight of at least one organic polymeric film-forming binder material selected from the group consisting of saturated organic polymer composition having a glass transition temperature in the range from about 0° C. to about 150° C. and polymer-in-monomer syrup, said polymer-in-monomer syrup consisting essentially of (i) from about 2 to about 60 percent by weight of at least one addition polymer; (ii) from about 10 to about 98 percent by weight of at least one polymerizable olefinically unsaturated compound having at least one >C═C< group; and (iii) from zero to about 30 percent by weight of a polymer containing the group --CH 2 CCl═CH--CH 2 ) n , wherein n is an integer; wherein (i) and (ii) are present as a partial polymerization product of (ii) or of (ii) in the presence of (iii), the mixture of (i) and (ii) or of (i), (ii) and (iii) being a syrup of polymeric materials dissolved or dispersed in monomer, in which syrup the amount of (i) derived from (ii) is in the range from about 2 to about 90 percent by weight, based on the total weight of (i), (ii) and (iii); and from about 40 to about 99 percent by weight of a carrier vehicle comprising at least one inert organic diluent, said carrier vehicle being capable of maintaining said polymerization catalyst and said film-forming binder material as a stable solution or dispersion.

Claim 65

A room temperature-curable adhesive system comprising BA. as a polymerizable adhesive composition, a mixture consisting essentially of (a) a sulfur-containing composition selected from the group consisting of chlorosulfonated polyethylene and a mixture of sulfonyl chloride with chlorinated polyethylene, said sulfur-containing composition having a chlorine content in the range from about 25 to about 67 weight percent and from about 3 to about 160 mmols sulfonyl chloride moiety per 100 grams polymer, and wherein the polyethylene from which said chlorosulfonated polyethylene or said chlorinated polyethylene is made has a melt index in the range from about 4 to about 500; (b) at least one polymerizable olefinically unsaturated monomer; wherein the amount of said polymerizable monomer is in the range from about 25 to about 2000 parts by weight per 100 parts by weight of said chlorosulfonated polyethylene or chlorinated ethylene; (c) from zero to about 15 percent by weight of polymerizable adhesive composition of a mixture of a metal molybdate selected from the group consisting of zinc molybdate, calcium molybdate, barium molybdate, strontium molybdate and mixture thereof and a metal phosphate selected from the group consisting of zinc phosphate, calcium phosphate, magnesium phosphate and mixtures thereof; said metal molybdate being present on a volume concentration basis of from about 2 to about 3 parts per part of said metal phosphate; and (d) from zero to about 10 percent by weight of polymerizable adhesive composition of at least one compound selected from the group consisting of polybasic lead salts of phosphorous acid, polybasic lead salts of saturated organic dicarboxylic acids and acid anhydrides, polybasic lead salts of unsaturated organic dicarboxylic acids and acid anhydrides, zinc oxide, and mixtures thereof; the amount of (a) and (b), in percent by weight, being 100 minus the combined amount, in total percent by weight, of (c) and (d); and BB. as a bonding accelerator, an admixture consisting essentially of (a) an effective amount of at least one polymerization catalyst selected from the group consisting of initiators, promoters, accelerators, free radical generators, and mixtures thereof, said polymerization catalyst being reactive at room temperature with said sulfonyl chloride moiety to initiate polymerization of said polymerizable adhesive composition: (b) from about 0.1 to about 20 percent by weight of at least one phosphorus-containing compound having the formulae ##STR27## wherein each R is the same or different, and each R is independently a divalent organic radical directly bonded to the phosphorus atom through a carbon-phosphorus bond, said divalent radical being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus; and wherein each X is the same or different, and each X is independently a functional group selected from the class consisting of hydrogen, hydroxyl, amino, mercapto, halogen and CH 2 ═C<; ##STR28## wherein R and X are as previously defined; and R 1 is hydrogen or --R 2 --X, wherein R 2 is a divalent organic radical directly bonded to the oxygen radical through a carbon-oxygen bond, said divalent radical R 2 being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus and X is as previously defined; and ##STR29## wherein R 1 is as previously described; (c) from zero to about 5 percent by weight of at least one free radical scavenger; and (d) from about 40 to about 99 percent by weight of a carrier vehicle comprising at least one inert organic diluent, said carrier behicle being capable of maintaining said polymerization catalyst and said phosphorus-containing compound as a stable solution or dispersion.

Claim 66

A room temperature-curable adhesive system comprising BA. as a polymerizable adhesive composition, a mixture consisting essentially of (a) a sulfur-containing composition selected from the group consisting of chlorosulfonated polyethylene and a mixture of sulfonyl chloride with chlorinated polyethylene, said sulfur-containing composition having a chlorine content in the range from about 25 to about 67 weight percent and from about 3 to about 160 mmols sulfonyl chloride moiety per 100 grams polymer, and wherein the polyethylene from which said chlorosulfonated polyethylene or said chlorinated polyethylene is made has a melt index in the range from about 4 to about 500; (b) at least one polymerizable olefinically unsaturated monomer; wherein the amount of said polymerizable monomer is in the range from about 25 to about 2000 parts by weight per 100 parts by weight of said chlorosulfonated polyethylene or chlorinated ethylene; (c) from zero to about 15 percent by weight of polymerizable adhesive composition of a mixture of a metal molybdate selected from the group consisting of zinc molybdate, calcium molybdate, barium molybdate, strontium molybdate and mixture thereof and a metal phosphate selected from the group consisting of zinc phosphate, calcium phosphate, magnesium phosphate and mixtures thereof; said metal molybdate being present on a volume concentration basis of from about 2 to about 3 parts per part of said metal phosphate; and (d) from zero to about 10 percent by weight of polymerizable adhesive composition of at least one compound selected from the group consisting of polybasic lead salts of phosphorous acid, polybasic lead salts of saturated organic dicarboxylic acids and acid anhydrides, polybasic lead salts of unsaturated organic dicarboxylic acids and acid anhydrides, zinc oxide, and mixtures thereof; the amount of (a) and (b), in percent by weight, being 100 minus the combined amount, in total percent by weight, of (c) and (d); and BB. as a bonding accelerator, an admixture consisting essentially of (a) an effective amount of at least one polymerization catalyst selected from the group consisting of initiators, promoters, accelerators, free radical generators, and mixtures thereof, said polymerization catalyst being reactive at room temperature with said sulfonyl chloride moiety to initiate polymerization of said polymerizable adhesive composition: (b) from about 0.1 to about 20 percent by weight of at least one phosphorus-containing compound having the formulae ##STR27## wherein each R is the same or different, and each R is independently a divalent organic radical directly bonded to the phosphorus atom through a carbon-phosphorus bond, said divalent radical being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus; and wherein each X is the same or different, and each X is independently a functional group selected from the class consisting of hydrogen, hydroxyl, amino, mercapto, halogen and CH 2 ═C<; ##STR28## wherein R and X are as previously defined; and R 1 is hydrogen or --R 2 --X, wherein R 2 is a divalent organic radical directly bonded to the oxygen radical through a carbon-oxygen bond, said divalent radical R 2 being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus and X is as previously defined; and ##STR29## wherein R 1 is as previously described; (c) from zero to about 5 percent by weight of at least one free radical scavenger; and (d) from about 40 to about 99 percent by weight of a carrier vehicle comprising at least one inert organic diluent, said carrier behicle being capable of maintaining said polymerization catalyst and said phosphorus-containing compound as a stable solution or dispersion.

Claim 67

An adhesive system according to claim 60 wherein said initiator comprises at least one tertiary amine, said promoter comprises at least one transition metal organic salt, and said accelerator comprises at least one aldehydeamine condensation product.

Claim 68

An adhesive system according to claim 60 wherein said bonding accelerator contains from about 0.05 to about 50 percent by weight of at least one organic polymeric film-forming binder material selected from the group consisting of saturated organic polymeric composition having a glass transition temperature in the range from about 0° to about 150° C. and polymer-in-monomer syrup consisting essentially of (i) from about 2 to about 60 percent by weight of at least one addition polymer; (ii) from about 10 to about 98 percent by weifht of at least one polymerizable olefinically unsaturated compound having at least one >C═C< group; and (iii) from zero to about 30 percent by weight of a polymer containing the group --CH 2 CCl═CH--CH 2 ) n , wherein n is an integer; wherein (i) and (ii) are present as a partial polymerization product of (ii) or of (ii) in the presence of (iii), the mixture of (i) and (ii) or of (i), (ii) and (iii) being a syrup of polymeric materials dissolved or dispersed in monomer, in which syrup the amount of (i) derived from (ii) is in the range from about 2 to about 90 percent by weight, based on the total weight of (i), (ii) and (iii); and the carrier vehicle being capable of maintaining said polymerization, said phosphorus-containing compound and said film-forming binder material as a stable solution or dispersion.

Claim 69

A room temperature-curable adhesive system comprising CA. as a polymerizable adhesive composition, a mixture consisting essentially of

Claim 70

A room temperature-curable adhesive system comprising CA. as a polymerizable adhesive composition, a mixture consisting essentially of

Claim 71

(a) from about 25 to about 95 percent by weight of at least one alkyl ester or hydroxyalkyl ester of acrylic acid or methacrylic acid, said ester having from one to about 18 carbon atoms in the alkyl moiety; (b) from about 5 to about 75 percent by weight of at least one polymeric material selected from the group consisting of polyvinyl alkyl ether, styrene-acrylonitrile resin, unsaturated polyester resin and mixtures thereof, the alkyl moiety of such ether having from one to 8 carbon atoms;

Claim 72

(a) from about 25 to about 95 percent by weight of at least one alkyl ester or hydroxyalkyl ester of acrylic acid or methacrylic acid, said ester having from one to about 18 carbon atoms in the alkyl moiety; (b) from about 5 to about 75 percent by weight of at least one polymeric material selected from the group consisting of polyvinyl alkyl ether, styrene-acrylonitrile resin, unsaturated polyester resin and mixtures thereof, the alkyl moiety of such ether having from one to 8 carbon atoms;

Claim 73

(c) an effective amount of at least one phosphorus-containing compound having the formulae ##STR30## wherein each R is the same or different, and each R is independently a divalent organic radical directly bonded to the phosphorus atom through a carbon-phosphorus bond, said divalent radical being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus; and wherein each X is the same or different, and each X is independently a functional group selected from the class consisting of hydrogen, hydroxyl, amino, mercapto, halogen and CH 2 ═C<; ##STR31## wherein R and X are as previously defined; and R 1 is hydrogen or --R--X, wherein R is a divalent organic radical directly bonded to the oxygen radical through a carbon-oxygen bond, said divalent radical R 2 being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus and X is as previously defined; and ##STR32## wherein R 1 is as previoysly described; (d) an effective amount of at least one reducing agent; (e) from zero to about 10 percent by weight of polymerizable adhesive composition of at least one tertiary amine having the formula ##STR33## wherein Z is methylene; Y is selected from the group consisting of hydrogen, hydroxy, amino, halogen, alkyl radical having from one to 8 carbon atoms, and alkoxy radicals wherein the alkyl moiety has from one to 8 carbon atoms; a is zero or one; and b is one or two; (f) from zero to about 15 percent by weight of polymerizable adhesive composition of a mixture of a metal molybdate selected from the group consisting of zinc phosphate, calcium phosphate, magnesium phosphate and mixtures thereof; said metal molybdate being present on a volume concentration basis of from about 2 to about 3 parts per part of said metal phosphate; and (g) from zero to about 10 percent by weight of polymerizable adhesive composition of at least one compound selected from the group consisting of polybasic lead salts of phosphorous acid, polybasic lead salts of saturated organic dicarboxylic acids and acid anhydrides, polybasic lead salts of unsaturated organic dicarboxylic acids and acid anhydrides, zinc oxide, and mixtures thereof; said percentages being based on total weight of (a)-(g); and CB. as a bonding accelerator, an effective amount of at least one oxidizing agent, said oxidizing agent being reactive at room temperature with said reducing agent to generate free radicals effective to initiate addition polymerization of said polymerizable adhesive composition.

Claim 74

(c) an effective amount of at least one phosphorus-containing compound having the formulae ##STR30## wherein each R is the same or different, and each R is independently a divalent organic radical directly bonded to the phosphorus atom through a carbon-phosphorus bond, said divalent radical being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus; and wherein each X is the same or different, and each X is independently a functional group selected from the class consisting of hydrogen, hydroxyl, amino, mercapto, halogen and CH 2 ═C<; ##STR31## wherein R and X are as previously defined; and R 1 is hydrogen or --R--X, wherein R is a divalent organic radical directly bonded to the oxygen radical through a carbon-oxygen bond, said divalent radical R 2 being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus and X is as previously defined; and ##STR32## wherein R 1 is as previoysly described; (d) an effective amount of at least one reducing agent; (e) from zero to about 10 percent by weight of polymerizable adhesive composition of at least one tertiary amine having the formula ##STR33## wherein Z is methylene; Y is selected from the group consisting of hydrogen, hydroxy, amino, halogen, alkyl radical having from one to 8 carbon atoms, and alkoxy radicals wherein the alkyl moiety has from one to 8 carbon atoms; a is zero or one; and b is one or two; (f) from zero to about 15 percent by weight of polymerizable adhesive composition of a mixture of a metal molybdate selected from the group consisting of zinc phosphate, calcium phosphate, magnesium phosphate and mixtures thereof; said metal molybdate being present on a volume concentration basis of from about 2 to about 3 parts per part of said metal phosphate; and (g) from zero to about 10 percent by weight of polymerizable adhesive composition of at least one compound selected from the group consisting of polybasic lead salts of phosphorous acid, polybasic lead salts of saturated organic dicarboxylic acids and acid anhydrides, polybasic lead salts of unsaturated organic dicarboxylic acids and acid anhydrides, zinc oxide, and mixtures thereof; said percentages being based on total weight of (a)-(g); and CB. as a bonding accelerator, an effective amount of at least one oxidizing agent, said oxidizing agent being reactive at room temperature with said reducing agent to generate free radicals effective to initiate addition polymerization of said polymerizable adhesive composition.

Claim 75

An adhesive system according to claim 63 wherein said polymeric material comprises at least one polyvinyl alkyl ether.

Claim 76

An adhesive system according to claim 63 wherein said polymeric material comprises at least one styrene-acrylonitrile resin.

Claim 77

An adhesive system according to claim 63 wherein said polymeric material comprises at least one unsaturated polyester resin.

Claim 78

An adhesive system according to claim 63 wherein said bonding accelerator contains from about 0.05 to about 50 percent by weight of at least one organic polymeric film-forming binder material selected from the group consisting of saturated organic polymeric composition having a glass transition temperature in the range from about 0° C. to about 150° C. and polymer-in-monomer syrup, said polymer-in-monomer syrup consisting essentially of (i) from about 2 to about 60 percent by weight of at least one addition polymer; (ii) from about 10 to about 98 percent by weight of at least one polymerizable olefinically unsaturated compound having at least one >C═C< group; and (iii) from zero to about 30 percent by weight of a polymer containing the group --CH 2 CCl═CH--CH 2 ) n , wherein n is an integer; wherein (i) and (ii) are present as a partial polymerization product of (ii) or of (ii) in the presence of (iii), the mixture of (i) and (ii) or of (i), (ii) and (iii) being a syrup of polymeric materials dissolved or dispersed in monomer, in which syrup the amount of (i) derived from (ii) is in the range from about 2 to about 90 percent by weight, based on the total weight of (i), (ii) and (iii); said carrier vehicle being capable of maintaining said oxidizing agent and said filmforming binder material as a stable solution or dispersion.

Claim 79

A room temperature-curable adhesive system comprising CA. as a polymerizable adhesive composition, a mixture consisting essentially of (a) from about 25 to about 95 percent by weight of polymerizable adhesive composition of at least one alkyl ester or hydroxyalkyl ester of acrylic acid or methacrylic acid, said ester having from one to about 18 carbon atoms in the alkyl moiety; (b) from about 5 to about 75 percent by weight of polymerizable adhesive composition of at least one polymeric material selected from the group consisting of polyvinyl alkyl ether, styrene-acrylonitrile resin, unsaturated polyester resin and mixtures thereof, the alkyl moiety of such ether having from one to 8 carbon atoms; (c) an effective amount of at least one reducing agent; (d) from zero to about 15 percent by weight of polymerizable adhesive composition of a mixture of a metal molybdate selected from the group consisting of zinc molybdate, calcium molybdate, barium molybdate, strontium molybdate and mixtures thereof and a metal phosphate selected from the group consisting of zinc phosphate, calcium phosphate, magnesium phosphate and mixtures thereof; said metal molybdate being present on a volume concentration basis of from abou 2 to about 3 parts per part of said metal phosphate; and (e) from zero to about 15 percent by weight of polymerizable adhesive composition of at least one compound selected from the group consisting of polybasic lead salts of phosphorous acid, polybasic lead salts of saturated organic dicarboxylic acids and acid anhydrides, polybasic lead salts of unsaturated organic dicarboxylic acids and acid anhydrides, zinc oxide, and mixtures thereof; and CB. as a bonding accelerator, an admixture consisting essentially of (a) from about 0.5 to about 30 percent by weight of at least one oxidizing agent, said oxidizing agent being reactive at room temperature with said reducing agent to generate free radicals effective to initiate addition polymerization of said polymerizable adhesive composition; (b) from about 0.1 to about 20 percent by weight of at least one phosphorous-containing compound having the formulae ##STR34## wherein each R is the same or different, and each R is independently a divalent organic radical directly bonded to the phosphorus atom through a carbon-phosphorus bond, said divalent radical being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus; and wherein each X is the same or different, and each X is independently a functional group selected from the class consisting of hydrogen, hydroxyl, amino, mercapto, halogen and CH 2 ═C<; ##STR35## wherein R and X are as previously defined; and R 1 is hydrogen or --R 2 --X, wherein R 2 is a divalent organic radical directly bonded to the oxygen radical through a carbon-oxygen bond, said divalent radical R 2 being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus and X is as previously defined; and ##STR36## wherein R 1 is as previously described; (c) from zero to about 5 percent by weight of at least one free radical scavenger; and (d) from about 40 to about 99 percent by weight of a carrier vehicle comprising at least one inert organic diluent, said carrier vehicle being capable of maintaining said oxidizing agent and said phosphorus-containing compound as a stable solution or dispersion.

Claim 80

A room temperature-curable adhesive system comprising CA. as a polymerizable adhesive composition, a mixture consisting essentially of (a) from about 25 to about 95 percent by weight of polymerizable adhesive composition of at least one alkyl ester or hydroxyalkyl ester of acrylic acid or methacrylic acid, said ester having from one to about 18 carbon atoms in the alkyl moiety; (b) from about 5 to about 75 percent by weight of polymerizable adhesive composition of at least one polymeric material selected from the group consisting of polyvinyl alkyl ether, styrene-acrylonitrile resin, unsaturated polyester resin and mixtures thereof, the alkyl moiety of such ether having from one to 8 carbon atoms; (c) an effective amount of at least one reducing agent; (d) from zero to about 15 percent by weight of polymerizable adhesive composition of a mixture of a metal molybdate selected from the group consisting of zinc molybdate, calcium molybdate, barium molybdate, strontium molybdate and mixtures thereof and a metal phosphate selected from the group consisting of zinc phosphate, calcium phosphate, magnesium phosphate and mixtures thereof; said metal molybdate being present on a volume concentration basis of from abou 2 to about 3 parts per part of said metal phosphate; and (e) from zero to about 15 percent by weight of polymerizable adhesive composition of at least one compound selected from the group consisting of polybasic lead salts of phosphorous acid, polybasic lead salts of saturated organic dicarboxylic acids and acid anhydrides, polybasic lead salts of unsaturated organic dicarboxylic acids and acid anhydrides, zinc oxide, and mixtures thereof; and CB. as a bonding accelerator, an admixture consisting essentially of (a) from about 0.5 to about 30 percent by weight of at least one oxidizing agent, said oxidizing agent being reactive at room temperature with said reducing agent to generate free radicals effective to initiate addition polymerization of said polymerizable adhesive composition; (b) from about 0.1 to about 20 percent by weight of at least one phosphorous-containing compound having the formulae ##STR34## wherein each R is the same or different, and each R is independently a divalent organic radical directly bonded to the phosphorus atom through a carbon-phosphorus bond, said divalent radical being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus; and wherein each X is the same or different, and each X is independently a functional group selected from the class consisting of hydrogen, hydroxyl, amino, mercapto, halogen and CH 2 ═C<; ##STR35## wherein R and X are as previously defined; and R 1 is hydrogen or --R 2 --X, wherein R 2 is a divalent organic radical directly bonded to the oxygen radical through a carbon-oxygen bond, said divalent radical R 2 being selected from the group consisting of divalent unsubstituted organic radical and divalent organic radical having at least one substituent group selected from the class consisting of halogen, hydroxyl, amino, alkyl radical containing from 1 to 8 carbon atoms and aryl radical having at least one moiety containing at least one aromatic nucleus and X is as previously defined; and ##STR36## wherein R 1 is as previously described; (c) from zero to about 5 percent by weight of at least one free radical scavenger; and (d) from about 40 to about 99 percent by weight of a carrier vehicle comprising at least one inert organic diluent, said carrier vehicle being capable of maintaining said oxidizing agent and said phosphorus-containing compound as a stable solution or dispersion.

Claim 81

An adhesive system according to claim 68 wherein said polymeric compound comprises at least one polyvinyl alkyl ether.

Claim 82

An adhesive system according to claim 68 wherein said polymeric compound comprises at least one styrene-acrylonitrile resin.

Claim 83

An adhesive system according to claim 68 wherein said polymeric material comprises at least one unsaturated polyester resin.

Claim 84

An adhesive system according to claim 68 wherein said bonding accelerator contains from about 0.05 to about 50 percent by weight of at least one organic polymeric film-forming binder material selected from the group consisting of saturated organic polymeric composition having a glass transition temperature in the range from about 0° C. to about 150° C. and polymer-in-monomer syrup consisting essentially of (i) from about 2 to about 60 percent by weight of at least one addition polymer; (ii) from about 10 to about 98 percent by weight of at least one polymerizable olefinically unsaturated compound having at least one >C═C< group; and (iii) from zero to about 30 percent by weight of a polymer containing the group --CH 2 CCl═CH--CH 2 ) n , wherein n is an integer; wherein (i) and (ii) are present as a partial polymerization product of (ii) or of (ii) in the presence of (iii), the mixture of (i) and (ii) or of (i), (ii) and (iii) being a syrup of polymeric materials dissolved or dispersed in monomer, in which syrup the amount of (i) derived from (ii) is in the range from about 2 to about 90 percent by weight, based on the total weight of (i), (ii) and (iii); and the carrier vehicle being capable of maintaining said oxidizing agent, said phosphorus-containing compound and said film-forming binder material as a stable solution or dispersion.

Claim 85

A process for bonding mating surfaces of two or more substrates comprising (i) applying to at least one of such surfaces a bonding accelerator as defined in claim 56; (ii) applying to the same or a different surface a room temperature-curable polymerizable adhesive composition as defined in claim 56; and (iii) placing the mating surfaces, including such at least one treated surface, in abutting relationship until the adhesive composition polymerizes to effect bonding of said surfaces.

Claim 86

A process for bonding mating surfaces of two or more substrates comprising (i) applying to at least one of such surfaces a bonding accelerator as defined in claim 59; (ii) applying to the same or a different surface a room temperature-curable polymerizable adhesive composition as defined in claim 59; and (iii) placing the mating surfaces, including such at least one treated surface, in abutting relationship until the adhesive composition polymerizes to effect bonding of said surfaces.