Organic silicon-nitrogen compositions and their use as adhesion promoters in room temperature vulcanizable polydiorganosiloxane compositions

Claim 3

A method according to claim 1 wherein the substrate is aluminum or steel.

Claim 4

A method according to claim 2 wherein about 0.1-5.0 parts by weight of said compound is employed per 100 parts of said polydiorganosiloxane.

Claim 5

A method according to claim 3 wherein R 1 is methyl, R 2 is hydrogen, R 3 is isobutyl and n is 3.

Claim 6

A room temperature vulcanizable composition comprising (A) at least one polyalkoxy-terminated polydiorganosiloxane, (B) a catalytic amount of a curing catalyst, and (C) an amount effective to enhance adhesion to a substrate of a silicon-nitrogen composition prepared by effecting reaction at a temperature in the range of about 30°-100° C. between approximately equimolar amounts of a glycidoxyalkyltrialkoxysilane of the formula ##STR9## and a primary amine of the formula R.sup.3 --NH.sub.2, (II) wherein R 1 is C 1-8 alkyl, each R 2 is independently hydrogen or C 1-4 primary or secondary alkyl, R 3 is an alkyl or cycloalkyl radical containing about 3-10 carbon atoms and n is from 2 to about 10.

Claim 7

A room temperature vulcanizable composition comprising (A) at least one polyalkoxy-terminated polydiorganosiloxane, (B) a catalytic amount of a curing catalyst, and (C) an amount effective to enhance adhesion to a substrate of a silicon-nitrogen composition prepared by effecting reaction at a temperature in the range of about 30°-100° C. between approximately equimolar amounts of a glycidoxyalkyltrialkoxysilane of the formula ##STR9## and a primary amine of the formula R.sup.3 --NH.sub.2, (II) wherein R 1 is C 1-8 alkyl, each R 2 is independently hydrogen or C 1-4 primary or secondary alkyl, R 3 is an alkyl or cycloalkyl radical containing about 3-10 carbon atoms and n is from 2 to about 10.

Claim 8

A composition according to claim 5 wherein component B is an organotin complex of the formula ##STR10## or an organotin salt of the formula (R.sup.7).sub.2 SnY, (VI) wherein R 7 is an unsubstituted or substituted hydrocarbon radical containing from 1 to about 18 carbon atoms; each of R 8 , R 9 and R 10 is independently hydrogen, R 12 , Si(R 12 ) 3 , acyl or nitrile; R 12 is an unsubstituted or substituted hydrocarbon radical containing from 1 to about 18 carbon atoms; Y is a dicarboxylate group; and m is 0 or 1.

Claim 9

A composition according to claim 6 wherein about 0.1-10.0 parts of component B and about 0.1-5.0 parts of component C are employed per 100 parts of component A.

Claim 10

A composition according to claim 7 which also comprises at least one of the following, all proportions being per 100 parts of component A: (E) about 0.05-5.0 parts of a diketone of the formula ##STR11## (F) about 0.01-10.0 parts of at least one polyalkoxysilane of the formula (R.sup.4).sub.a Si(OR.sup.5).sub.4-a, (VII) wherein R 4 is an unsubstituted or substituted hydrocarbon radical containing from 1 to about 13 carbon atoms, R 5 is an alkyl, alkoxyalkyl, acylalkyl, acyloxyalkyl or cyanoalkyl radical containing from 1 to about 8 carbon atoms or an aralkyl radical containing from 1 to about 14 carbon atoms, and a is 0 or 1; (G) about 1-50 parts of a plasticizer; (H) about 5-700 parts of at least one filler; and (J) about 0.1-5.0 parts of an amine or guanidine as a curing accelerator.

Claim 11

A composition according to claim 8 which also comprises (D) a cyanoalkyltrialkoxysilane in the amount of about 0.1-5.0 parts per 100 parts of component A.

Claim 12

A composition according to claim 9 which also comprises components E, F and G, wherein component G is at least one trialkylsilyl-terminated polydiorganosiloxane of the formula ##STR12## wherein R 6 is an unsubstituted or substituted hydrocarbon radical containing about 1-13 carbon atoms and p is in the range of about 25-5000.

Claim 13

A composition according to claim 10 wherein component B has formula V; R 4-6 , R 8 and R 10 are methyl, R 7 is n-butyl, R 9 is hydrogen and a is 1.

Claim 16

A method according to claim 12 wherein the substrate is aluminum or steel.

Claim 17

A method according to claim 13 wherein about 0.1-5.0 parts by weight of said compound is employed per 100 parts of said polydiorganosiloxane.

Claim 18

A method according to claim 14 wherein R 1 is methyl, R 2 is hydrogen, R 3 is isobutyl and n is 3.

Claim 19

A room temperature vulcanizable composition comprising (A) at least one polyalkoxy-terminated polydiorganosiloxane, (B) a catalytic amount of a curing catalyst, and (C) an amount effective to enhance adhesion to a substrate of a silicon-nitrogen compound of the formula ##STR14## wherein one of X and Y is OH and the other is NHR 3 , R 1 is C 1-8 alkyl, each R 2 is independently hydrogen or C 1-4 primary or secondary alkyl, R 3 is an alkyl or cycloalkyl radical containing about 3-10 carbon atoms and n is from 2 to about 10.

Claim 20

A room temperature vulcanizable composition comprising (A) at least one polyalkoxy-terminated polydiorganosiloxane, (B) a catalytic amount of a curing catalyst, and (C) an amount effective to enhance adhesion to a substrate of a silicon-nitrogen compound of the formula ##STR14## wherein one of X and Y is OH and the other is NHR 3 , R 1 is C 1-8 alkyl, each R 2 is independently hydrogen or C 1-4 primary or secondary alkyl, R 3 is an alkyl or cycloalkyl radical containing about 3-10 carbon atoms and n is from 2 to about 10.

Claim 21

A composition according to claim 16 wherein component B is an organotin complex of the formula ##STR15## or an organotin salt of the formula (R.sup.7).sub.2 SnY, (VI) wherein R 7 is an unsubstituted or substituted hydrocarbon radical containing from 1 to about 18 carbon atoms; each of R 8 , R 9 and R 10 is independently hydrogen, R 12 , Si(R 12 ) 3 , acyl or nitrile; R 12 is an unsubstituted or substituted hydrocarbon radical containing from 1 to about 18 carbon atoms; and Y is a dicarboxylate group.

Claim 22

A composition according to claim 17 wherein about 0.1-10.0 parts of component B and about 0.1-5.0 parts of component C are employed per 100 parts of component A.

Claim 23

A composition according to claim 18 which also comprises at least one of the following, all proportions being per 100 parts of component A; (E) about 0.05-5.0 parts of a diketone of the formula ##STR16## (F) about 0.01-10.0 parts of at least one polyalkoxysilane of the formula (R.sup.4).sub.a Si(OR.sup.5).sub.4-a, (VII) wherein R 4 is an unsubstituted or substituted hydrocarbon radical containing from 1 to about 13 carbon atoms, R 5 is an alkyl, alkoxyalkyl, acylalkyl, acyloxyalkyl or cyanoalkyl radical containing from 1 to about 8 carbon atoms or an aralkyl radical containing from 1 to about 14 carbon atoms, and a is 0 or 1; (G) about 1-50 parts of a plasticizer; (H) about 5-700 parts of at least one filler; and (J) about 0.1-5.0 parts of an amine or guanidine as a curing accelerator.

Claim 24

A composition according to claim 19 which also comprises (D) a cyanoalkyltrialkoxysilane in the amount of about 0.1-5.0 parts per 100 parts of component A.

Claim 25

A composition according to claim 20 which also comprises components E, F and G, wherein component G is at least one trialkylsilyl-terminated polydiorganosiloxane of the formula ##STR17## wherein R 6 is an unsubstituted or substituted hydrocarbon radical containing about 1-13 carbon atoms; and p is in the range of about 25-5000.

Claim 26

A composition according to claim 21 wherein component B has formula V; R 4-6 , R 8 and R 10 are methyl, R 7 is n-butyl, R 9 is hydrogen and a is 1.