Plasticized ethylene/vinyl chloride/acrylamide compositions

Claim 2

acrylamide in combination with at least one additional polar monomer selected from the group consisting of acrylonitrile, N-(alkyl) methacrylamide, having from one to three carbon atoms in said alkyl groups, acrylic acid, methacrylic acid and alkali metal and ammonium salts of acrylic and methacrylic acid, maleic and fumaric acids, itaconic and citraconic acids, half alkyl esters of maleic, fumaric, itaconic, and citraconic acids having from one to six carbon atoms in said alkyl groups, acrylyl and methacrylyl esters of hydroxyalkanoic acids having from two to six carbon atoms in said alkanoic acids, acrylyamide and methacrylylamides of aminoAlkanoic acids having from two to six carbon atoms in said aminoalkanoic acid, hydroxyethyl and hydroxypropyl esters of acrylic, methacrylic, maleic, and fumaric acids, vinyl esters of alkanoic acids having from one to six carbon atoms and alkyl sulfonic acid having from one to six carbon atoms, phenylsulfonic acids, and acrylyl and methacrylyl esters of hydroxyalkylsulfonic acid having from one to six carbon atoms in said alkyl moieties, and hydroxyalkylsulfonamides, having from one to six carbon atoms in said hydroxyalkyl moieties; and (B) interpolymers of the type described in (A) treated with an acid or a base having an ionization constant higher than about 10 4 in amounts equivalent to up to about 100 percent of the amide content of said interpolymer, and (II) a compatible plasticizer.

Claim 3

acrylamide in combination with at least one additional polar monomer selected from the group consisting of acrylonitrile, N-(alkyl) acrylamide, having from one to three carbon atoms in said alkyl groups, methacrylamide, N-(alkyl) methacrylamide, having from one to three carbon atoms in said alkyl groups, acrylic acid, methacrylic acid and alkali metal and ammonium salts of acrylic and methacrylic acid, maleic and fumaric acids, itaconic and citraconic acids, half alkyl esters of maleic, fumaric, itaconic, and citraconic acids having from one to six carbon atoms in said alkyl groups, acrylyl and methacrylyl esters of hydroxyalkanoic acids having from two to six carbon atoms in said alkanoic acids, acrylylamide and methacrylylamides of aminoalkanoic acids having from two to six carbon atoms in said aminoalkanoic acid, hydroxyethyl and hydroxypropyl esters of acrylic, methacrylic, maleic, and fumaric acids, vinyl esters of alkanoic acids having from one to six carbon atoms and alkyl sulfonic acid having from one to six carbon atoms, phenylsulfonic acids, and acrylyl and methacrylyl esters hydroxyalkylsulfonic acid having from one to six carbon atoms in said alkyl moieties, and hydroxyalkylsulfonamides, having from one to six carbon atoms in said hydroxyalkyl moieties; and (B) interpolymers of the type described in (A) treated with an acid or a base having an ionization constant higher than about 10 4 in amounts equivalent to up to about 100 percent of the amide content of said interpolymer, and (II) a compatible plasticizer.

Claim 4

acrylamide in combination with at least one additional polar monomer selected from the group consisting of acrylonitrile, N-(alkyl) acrylamide, having from one to three carbon atoms in said alkyl groups N-methylol acrylamide, N(2-(2-methyl-4-oxopentyl))acrylamide, methacrylamide, N-(alkyl) methacrylamide, having from one to three carbon atoms in said alkyl groups, acrylic acid, methacrylic acid and alkali metal and ammonium salts of acrylic and methacrylic acid, maleic and fumaric acids, itaconic and citraconic acids, half alkyl esters of maleic, fumaric, itaconic, and citraconic acids having from one to six carbon atoms in said alkyl groups, acrylyl and methacrylyl esters of hydroxyalkanoic acids having from two to six carbon atoms in said alkanoic acids, acrylylamide and methacrylylamides of aminoalkanoic acids having from two to six carbon atoms in said aminoalkanoic acid, hydroxyethyl and hydroxypropyl esters of acrylic, methacrylic, maleic, and fumaric acids, vinyl esters of alkanoic acids having from one to six carbon atoms and alkyl sulfonic acid having from one to six carbon atoms, phenylsulfonic acids, and acrylyl and methacrylyl esters of hydroxyalkylsulfonic acid having from one to six carbon atoms in said alkyl moieties, and hydroxyalkylsulfonamides, having from one to six carbon atoms in said hydroxyalkyl moieties; and (B) interpolymers of the type described in (A) treated with an acid or a base having an ionization constant higher than about 10 4 in amounts equivalent to up to about 100 percent of the amide content of said interpolymer, and (II) a plasticizing amount of compatible plasticizer.

Claim 5

Composition of claim 1 wherein the plasticizer is selected from the group consisting of a. esters having up to 22 carbon atoms formed by the reaction of an aliphatic monocarboxylic acid having from two to 18 carbon atoms and an alcohol selected from the group consisting of monohydric alcohols having from one to six carbon atoms, dihydric alcohols having from two to eight carbon atoms, glycerol, tetrahydrofurfuryl alcohol, and ether alcohols having from two to eight carbon atoms; b. esters formed by the reaction of an aliphatic polycarboxylic acid having from six to 10 carbon atoms and an alcohol selected from the group consisting of monohydric alcohols having from one to 11 carbon atoms, tetrahydrofurfuryl alcohol, and ether alcohols having from two to eight carbon atoms; c. esters formed by the reaction of An aryl carboxylic acid having from seven to 10 carbon atoms and an alcohol selected from the group consisting of monohydric alcohols having from one to 13 carbon atoms, dihydric alcohols having from two to six carbon atoms, glycerol, pentaerythritol, phenols having from six to eight carbon atoms, tetrahydrofurfuryl alcohol, and ether alcohols having from two to eight carbon atoms; d. phosphoric acid derivatives selected from the group consisting of trialkyl phosphates, trialkoxy alkyl phosphates, alkyl aryl phosphates, trialkylaryl phosphates, triaryl phosphates and trihaloalkyl phosphates having two to 18 carbon atoms in each alkyl or alkoxy group; e. sulfonamides selected from the group consisting of N-alkyl and N-allyl arylsulfonamides, arylsulfonamides, hydroxyalkyl arylsulfonamides, N,N-dialkyl arylsulfonamides, and N,N-bis(cyanoalkyl) arylsulfonamides of not more than 12 carbon atoms in each alkyl or aryl group; f. hydrocarbons selected from the group consisting of polyphenyls, chlorinated polyphenyls, alkylated polyphenyls, partially hydrogenated polyphenyls, alkyl aryl hydrocarbons and partially hydrogenated alkyl aryl hydrocarbons wherein the alkyl group contains from two to four carbon atoms; g. cyanamides selected from the group consisting of allyl cyanamide, alkyl cyanamides and aralkyl cyanamides wherein the alkyl group contains from about one to about 10 carbon atoms and the aralkyl group contains from about seven to about nine carbon atoms, h. epoxy compounds selected from the group consisting of epoxy esters, glycidols and glycidyl ethers, i. chloroalkanes and mixtures thereof having from about 10 to about 25 carbon atoms, from about seven to about 21 chlorine atoms, and containing an average of 40 to 70 weight percent chlorine, and j. terminated polyesters having an average molecular weight of less than 4,000 comprising the residue of a dihydroxy aliphatic compound of from two to six carbon atoms and a saturated, aliphatic dicarboxylic acid of from four to 10 carbon atoms, said polyester being terminated with a member selected from the group consisting of residues of monocarboxylic saturated and unsaturated aliphatic acids of from six to 20 carbon atoms, benzoic acid, naphthoic acid, saturated aliphatic alcohols of from four to 20 carbon atoms and phenylalkyl and phenoxyalkyl alcohols of from seven to 10 carbon atoms.

Claim 6

Composition of claim 3 wherein the plasticizer is represented by a.

Claim 7

Composition of claim 3 wherein the plasticizer is represented by b.

Claim 8

Composition of claim 3 wherein the plasticizer is represented by c.

Claim 9

Composition of claim 3 wherein the plasticizer is represented by d.

Claim 10

Composition of claim 4 wherein the plasticizer is an oleate.

Claim 11

Composition of claim 5 wherein the plasticizer is a dialkyl adipate.

Claim 12

Composition of claim 9 wherein the adipate is a dioctyl adipate.

Claim 13

Composition of claim 6 wherein the plasticizer is an alkyl aryl phthalate.

Claim 14

Composition of claim 11 wherein the phthalate is butyl benzyl phthalate.

Claim 15

Composition of claim 6 wherein the plasticizer is a dialkyl phthalate.

Claim 16

Composition of claim 13 wherein the phthalate is dibutyl phthalate.

Claim 17

Composition of claim 13 wherein the phthalate is dioctyl phthalate.

Claim 18

Composition of claim 6 wherein the plasticizer is an alkyl phthalyl alkyl glycollate.

Claim 19

Composition of claim 7 wherein the plasticizer is an alkyl diaryl phosphate.

Claim 20

Composition of claim 17 wherein the phosphate is 2-ethylhexyl diphenyl phosphate.

Claim 21

Aqueous coating composition comprising a pigment and from about 1 to about 100 parts by weight, per 100 parts by weight of pigment, of a plasticized ethylene/vinyl chloride/acrylamide composition comprising (I) an ethylene/vinyl chloride/acrylamide interpolymer selected from the group consisting of (A) an ethylene/vinyl chlOride interpolymer containing from about 2 to about 70 weight percent ethylene, from about 30 to about 88 weight percent vinyl chloride, and from 0.1 to about 10 weight percent of a polar component selected from the group consisting of

Claim 22

Composition of claim 19 wherein the interpolymer contains from about 15 to about 70 weight percent ethylene, from about 30 to about 85 weight percent vinyl chloride and from about 1 to about 5 weight percent acrylamide.

Claim 23

Composition of claim 19 wherein the plasticizer is selected from the group consisting of a. esters having up to 22 carbon atoms formed by the reaction of an aliphatic monocarboxylic acid having from two to 18 carbon atoms and an alcohol selected from the group consisting of monohydric alcohols having from one to six carbon atoms, dihydric alcohols having from two to eight carbon atoms, glycerol, tetrahydrofurfuryl alcohol, and ether alcohols having from two to eight carbon atoms; b. esters formed by the reaction of an aliphatic polycarboxylic acid having from six to 10 carbon atoms and an alcohol selected from the group consisting of monohydric alcohols having from one to 11 carbon atoms, tetrahydrofurfuryl alcohol, and ether alcohols having from two to eight carbon atoms; c. esters formed by the reaction of an aryl carboxylic acid having from seven to 10 carbon atoms and an alcohol selected from the group consisting of monohydric alcohols having from one to 13 carbon atoms, dihydric alcohols having from two to six carbon atoms, glycerol, pentaerythritol, phenols having from six to eight carbon atoms, tetrahydrofurfuryl alcohol, and ether alcohols having from 2 to 8 carbons; d. phosphoric acid derivatives selected from the group consisting of trialkyl phosphates, trialkoxy alkyl phosphates, alkyl aryl phosphates, trialkylaryl phosphates, triaryl phosphates and trihaloalkyl phosphates having two to 18 carbon atoms in each alkyl or alkoxy group; e. sulfonamides selected from the group consisting of N-alkyl and N-allyl arylsulfonamides, arylsulfonamides, hydroxyalkyl arylsulfonamides, N,N-dialkyl arylsulfonamides, and N,N-bis(cyanoalkyl) arylsulfonamides of not more than 12 carbon atoms in each alkyl or aryl group; f. hydrocarbons selected from the group consistIng of polyphenyls, chlorinated polyphenyls, alkylated polyphenyls, partially hydrogenated polyphenyls, alkyl aryl hydrocarbons and partially hydrogenated alkyl aryl hydrocarbons wherein the alkyl group contains from two to four carbons; g. cyanamides selected from the group consisting of allyl cyanamide, alkyl cyanamides and aralkyl cyanamides wherein the alkyl group contains from about one to about 10 carbon atoms and the aralkyl group contains from about seven to about nine carbon atoms, h. epoxy compounds selected from the group consisting of epoxy esters, glycidols and glycidyl ethers, i. chloroalkanes and mixtures thereof having from about 10 to about 25 carbon atoms, from about seven to about 21 chlorine atoms and containing an average of 40 to 70 weight percent chlorine, and j. terminated polyesters having an average molecular weight of less than 4,000 comprising the residue of a dihydroxy aliphatic compound of from two to six carbon atoms and a saturated, aliphatic dicarboxylic acid of from four to 10 carbon atoms, said polyester being terminated with a member selected from the group consisting of residues of monocarboxylic saturated and unsaturated aliphatic acids of from six to 20 carbon atoms, benzoic acid, naphthoic acid, saturated aliphatic alcohols of from four to 20 carbon atoms and phenylalkyl and phenoxyalkyl alcohols of from seven to 10 carbon atoms.

Claim 24

Composition of claim 21 wherein the plasticizer is represented by a.

Claim 25

Composition of claim 21 wherein the plasticizer is represented by b.

Claim 26

Composition of claim 21 wherein the plasticizer is represented by c.

Claim 27

Composition of claim 21 wherein the plasticizer is represented by d.

Claim 28

Composition of claim 22 wherein the plasticizer is an oleate.

Claim 29

Composition of claim 23 wherein the plasticizer is a dialkyl adipate.

Claim 30

Composition of claim 27 wherein the adipate is a dioctyl adipate.

Claim 31

Composition of claim 24 wherein the plasticizer is an alkyl aryl phthalate.

Claim 32

Composition of claim 29 wherein the phthalate is butyl benzyl phthalate.

Claim 33

Composition of claim 24 wherein the plasticizer is a dialkyl phthalate.

Claim 34

Composition of claim 31 wherein the phthalate is dibutyl phthalate.

Claim 35

Composition of claim 31 wherein the phthalate is dioctyl phthalate.

Claim 36

Composition of claim 24 wherein the plasticizer is an alkyl phthalyl alkyl glycollate.

Claim 37

Composition of claim 25 wherein the plasticizer is an alkyl diaryl phosphate.

Claim 38

Composition of claim 35 wherein the phosphate is 2-ethylhexyl diphenyl phosphate.

Claim 39

Cellulosic substrate having on at least one surface thereof a dried coating comprising a pigment and from about 1 to about 100 parts by weight, per 100 parts by weight of pigment, of a plasticized ethylene/vinyl chloride/acrylamide composition comprising (I) an ethylene/vinyl chloride/acrylamide interpolymer selected from the group consisting of (A) an ethylene/vinyl chloride interpolymer containing from about 2 to about 70 weight percent ethylene, from about 30 to about 88 weight percent vinyl chloride, and from 0.1 to about 10 weight percent of a polar component selected from the group consisting of

Claim 40

Composition of claim 37 wherein the interpolymer contains from about 15 to about 70 weight percent ethylene, from about 30 to about 85 weight percent vinyl chloride and from about 1 to about 5 weight percent acrylamide.

Claim 41

Composition of claim 37 wherein the plasticizer is selected from the group consisting of a. esters having up to 22 carbon atoms formed by the reaction of an aliphatic monocarboxylic acid having from two to 18 carbon atoms and an alcohol selected from the group consisting of monohydric alcohols having from one to six carbon atoms, dihydric alcohols having from two to eight carbon atoms, glycerol, tetrahydrofurfuryl alcohol, and ether alcohols having from two to eight carbon atoms; b. esters formed by the reaction of an aliphatic polycarboxylic acid having from six to 10 carbon atoms and an alcohol selected from the group consisting of monohydric alcohols having from one to 11 carbon atoms, tetrahydrofurfuryl alcohol, and ether alcohols having from two to eight carbon atoms; c. esters formed by the reaction of an aryl carboxylic acid having from seven to 10 carbon atoms and an alcohol selected from the group consisting of monohydric alcohols having from one to 13 carbon atoms, dihydric alcohols having from two to six carbon atoms, glycerol, pentaerythritol, phenols having from six to eight carbon atoms, tetrahydrofurfuryl alcohol, and ether alcohols having from two to eight carbon atoms; d. phosphoric acid derivatives selected from the group consisting of trialkyl phosphates, trialkoxy alkyl phosphates, alkyl aryl phosphates, trialkylaryl phosphates, triaryl phosphates, and trihaloalkyl phosphates having two to 18 carbon atoms in each alkyl or alkoxy group; e. sulfonamides selected from the group consisting of N-alkyl and N-allyl arylsulfonamides, arylsulfonamides, hydroxyalkyl arylsulfonamides, N,N-dialkyl arylsulfonamides, and N,N-bis(cyanoalkyl) arylsulfonamides of not more than 12 carbon atoms in each alkyl or aryl group. f. hydrocarbons selected from the group consisting of polyphenyls, chlorinated polyphenyls, alkylated polyphenyls, partially hydrogenated polyphenyls, alkyl aryl hydrocarbons and partially hydrogenated alkyl aryl hydrocarbons wherein the alkyl group contains from two to four carbons; g. cyanamides selected from the group consisting of allyl cyanamide, alkyl cyanamides and aralkyl cyanamides wherein the alkyl group contains from about one to about 10 carbon atoms and the aralkyl group contains from about seven to about nine carbon atoms, h. epoxy compounds selected from the group consisting of epoxy esters, glycidols and glycidyl ethers, i. chloroalkanes and mixtures thereof having from about 10 to about 25 carbon atoms, from about seven to about 21 chlorine atoms, and containing an average of 40 to 70 weight percent chlorine, and j. terminated polyesters having an average molecular weight of less than 4,000 comprising the residue of a dihydroxy aliphatic compound of from two to six carbon atoms and a saturated, aliphatic dicarboxylic aCid of from four to 10 carbon atoms, said polyester being terminated with a member selected from the group consisting of residues of mono-carboxylic saturated and unsaturated aliphatic acids of from six to 20 carbon atoms, benzoic acid, naphthoic acid, saturated aliphatic alcohols of from four to 20 carbon atoms and phenylalkyl and phenoxyalkyl alcohols of from seven to 10 carbon atoms.

Claim 42

Composition of claim 39 wherein the plasticizer is represented by c.

Claim 43

Composition of claim 3 wherein the plasticizer is represented by (C) and is present in an amount from about 5 to about 50 parts by weight for each 100 parts by weight of interpolymer and said interpolymer contains from about 15 to 70 percent by weight polymerized vinyl chloride, from 30 to about 85 percent by weight ethylene and 1 to 5 weight percent acrylamide.