Granted Patent B2

US 9,243,171 · App. 14/082,776 · Granted Jan 26, 2016

Abstract

Claims (73)

1. A pressure sensitive adhesive composition comprising about 79 to 99.5 wt %, of an acrylic polymer dispersion and about 0.5 to 21 wt %, of a polyolefin dispersion, with the wt % being based on the solids of the composition;

wherein the acrylic polymer dispersion comprises one or more vinyl esters of C 4 -C 12 carboxylic acids, and about 0.5 to about 5 wt % of one or more nitriles or amides of an ethylenically unsaturated carboxylic acids.

2. The pressure sensitive adhesive composition of claim 1 wherein the acrylic polymer dispersion comprises about 0.5 to about 20 wt % of one or more vinyl esters of a C 4 -C 12 carboxylic acids, with the wt % based on the weight of the acrylic polymer dispersion.

3. The pressure sensitive adhesive composition of claim 1 wherein the one or more nitriles or amides of ethylenically unsaturated carboxylic acids is selected from acrylonitrile, alpha chloroacrylonitrile, methacrylonitrile and (meth)acrylamide.

4. The pressure sensitive adhesive composition of claim 1 wherein the polyolefin dispersion comprises one or more polyolefins which may or may not include acid functionality.

5. A pressure sensitive adhesive composition comprising about 79 to about 99.5 wt %, of an acrylic polymer dispersion and about 0.5 to 21 wt %, of a polyolefin dispersion, with the wt % being based on the solids of the composition,

wherein the acrylic polymer dispersion comprises:

i. about 75 to about 95 wt % of one or more acrylic acid ester or (meth) acrylate acid esters;

ii. about 5 to about 10 wt % of one or more hydrocarbon monomers;

iii. about 0.5 to about 3 wt % of one or more ethylenically unsaturated carboxylic acids;

iv. about 0.5 to about 5 wt % of one or more nitriles or amides of an ethylenically unsaturated carboxylic acids;

v. about 5 to about 20 wt % of one or more vinyl esters of C 4 -C 12 carboxylic acids;

vi. optionally 0 to about 5 wt % of one or more nitrogen containing acetoacetoxy functional compounds; and

vii. optionally 0 to about 0.5 wt % of one or more mercaptan chain transfer agents;

with the wt % being based on the weight of components i-v;

and wherein the polyolefin dispersion comprises one or more polyolefins, which may or may not include acid functionality.

6. The pressure sensitive adhesive composition of claim 5 wherein the acrylic polymer dispersion comprises:

i. one or more acrylic acid ester or (meth)acrylate acid esters selected from methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, isopropyl acrylate, isopropyl methacrylate, n-butyl acrylate, n-butyl methacrylate, i-butyl acrylate, i-butyl methacrylate, t-butyl acrylate, t-butyl methacrylate, hexyl acrylate, hexyl methacrylate ethylhexyl acrylate, ethylhexyl methacrylate, 3,3 dimethylbutyl methacrylate and lauryl acrylate;

ii. one or more hydrocarbon monomers selected from styrene, carboxylated styrene, alpha-methyl styrene, ethylene, propylene, butylene and conjugated dienes;

iii. one or more ethylenically unsaturated carboxylic acids selected from acrylic acid, methacrylic acid, ethacrylic acid, crotonic acid, carboxyethyl acrylate, maleic acid, fumaric acid, itaconic acid, citraconic acid, aconitic acid, and including their halogen substituted derivatives and anydrides;

iv. one or more nitriles or amides of an ethylenically unsaturated carboxylic acids selected from acrylonitrile, alpha chloroacrylonitrile and methacrylonitrile;

v. one or more vinyl esters of a C 4 -C 12 carboxylic acids;

vi. optionally one or more nitrogen containing acetoacetoxy functional compounds; and

vii. optionally one or more mercaptan chain transfer agents; with the wt % being based on the weight of components i-v;

and wherein the polyolefin dispersion comprises one or more polyolefins including acid functionality.

7. The pressure sensitive adhesive composition of claim 5 wherein the acrylic polymer dispersion comprises:

i. a combination of methyl methacrylate, ethyl acrylate, and ethylhexyl acrylate;

ii. styrene;

iii. a combination of acrylic acid and carboxyethyl acrylate;

iv. acrylonitrile;

v. one or more vinyl esters of a C 9 or C 10 carboxylic acids;

vi. 0.5 to about 5 wt % of one or more nitrogen containing acetoacetoxy functional compound(s); and

vii. 0.05 to about 0.5 wt % of one or more mercaptan chain transfer agents; with the wt % being based on the weight of components i-v;

and wherein the polyolefin dispersion comprises one or more of polyolefins including acid functionality is selected from an ethylene acrylic acid copolymer and a propylene acrylic acid copolymer.

8. The pressure sensitive adhesive of claim 7 wherein the one or more nitrogen containing acetoacetoxy functional compounds is selected from t-butylaminoethyl methacrylate, dimethylaminoethyl methacrylate, diethyl-5 aminoethyl methacrylate, N,N-dimethylaminopropyl methacrylamide, 2-t-butylaminoethyl methacrylate, N,N-dimethylaminoethyl acrylate, N-(2-methacrylamido-ethyl)ethylene urea, and N-(2-methacryloyloxyethyl) ethylene urea.

9. The pressure sensitive adhesive of claim 5 wherein the one or more mercaptan chain transfer agents is a C 6 -C 18 alkyl mercaptan.

10. A method of making a pressure sensitive adhesive composition comprising:

combining about 79 to 99.5 wt %, of an acrylic polymer dispersion and about 0.5 to 21 wt %, of a polyolefin dispersion, with the wt % being based on the solids of the composition;

wherein the acrylic polymer dispersion comprises one or more vinyl esters of a c 4 -C 12 carboxylic acids, and about 0.5 to about 5 wt % of one or more nitriles or amides of an ethylenically unsaturated carboxylic acids.

11. The method of claim 10 wherein the acrylic polymer dispersion comprises about 0.5 to about 20 wt % of one or more vinyl esters of a C 4 -C 12 carboxylic acids, with the wt % based on the weight of the acrylic polymer dispersion.

12. The method of claim 10 wherein the one or more nitriles or amides of ethylenically unsaturated carboxylic acids is selected from acrylonitrile, alpha chloroacrylonitrile, methacrylonitrile and (meth)acrylamide.

13. The method of claim 10 wherein the polyolefin dispersion comprises one or more polyolefins which may or may not include acid functionality.

14. A method of making a pressure sensitive adhesive composition comprising:

combining about 79 to 99.5 wt %, of an acrylic polymer dispersion and about 0.5 to 21 wt %, of a polyolefin dispersion, with the wt % being based on the solids of the composition,

wherein the acrylic polymer dispersion comprises:

i. about 75 to about 95 wt % of one or more acrylic acid ester or (meth)acrylate acid esters;

ii. about 5 to about 10 wt % of one or more hydrocarbon monomers;

iii. about 0.5 to about 3 wt % of one or more ethylenically unsaturated carboxylic acids;

iv. about 0.5 to about 5 wt % of one or more nitriles or amides of an ethylenically unsaturated carboxylic acids;

v. about 5 to about 20 wt % of one or more vinyl esters of C 4 -C 12 carboxylic acids;

vi. optionally 0 to about 5 wt % of one or more nitrogen containing acetoacetoxy functional compounds; and

vii. optionally 0 to about 0.5 wt % of one or more mercaptan chain transfer agents; with the wt % being based on the weight of components i-v;

and wherein the polyolefin dispersion comprises one or more polyolefins, which may or may not include acid functionality.

15. The method of claim 14 wherein the acrylic polymer dispersion comprises:

i. one or more acrylic acid ester or (meth)acrylate acid esters selected from methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, isopropyl acrylate, isopropyl methacrylate, n-butyl acrylate, n-butyl methacrylate, i-butyl acrylate, i-butyl methacrylate, t-butyl acrylate, t-butyl methacrylate, hexyl acrylate, hexyl methacrylate ethylhexyl acrylate, ethylhexyl methacrylate, 3,3 dimethylbutyl methacrylate and lauryl acrylate;

ii. one or more hydrocarbon monomers selected from styrene, carboxylated styrene, alpha-methyl styrene, ethylene, propylene, butylene and conjugated dienes;

iii. one or more ethylenically unsaturated carboxylic acids selected from acrylic acid, methacrylic acid, ethacrylic acid, crotonic acid, carboxyethyl acrylate, maleic acid, fumaric acid, itaconic acid, citraconic acid, aconitic acid, and including their halogen substituted derivatives and anydrides;

iv. one or more nitriles or amides of an ethylenically unsaturated carboxylic acids selected from acrylonitrile, alpha chloroacrylonitrile and methacrylonitrile;

v. one or more vinyl esters of a C 4 -C 12 carboxylic acids;

vi. optionally one or more nitrogen containing acetoacetoxy functional compounds; and

vii. optionally one or more mercaptan chain transfer agents; with the wt % being based on the weight of components i-v;

and wherein the polyolefin dispersion comprises one or more polyolefins including acid functionality.

16. The method of claim 14 wherein the acrylic polymer dispersion comprises:

i. a combination of methyl methacrylate, ethyl acrylate, and ethylhexyl acrylate;

ii. styrene;

iii. a combination of acrylic acid and carboxyethyl acrylate;

iv. acrylonitrile;

v. one or more vinyl esters of a C 9 or C 10 carboxylic acids;

vi. 0.5 to about 5 wt % of one or more nitrogen containing acetoacetoxy functional compounds; and

vii. 0.05 to about 0.5 wt % of one or more mercaptan chain transfer agents; with the wt % being based on the weight of components i-v;

and wherein the polyolefin dispersion comprises one or more of polyolefins including acid functionality is selected from an ethylene acrylic acid copolymer and a propylene acrylic acid copolymer.

17. The method of claim 16 wherein the one or more nitrogen containing acetoacetoxy functional compounds is selected from t-butylaminoethyl methacrylate, dimethylaminoethyl methacrylate, diethyl-5 aminoethyl methacrylate, N,N-dimethylaminopropyl methacrylamide, 2-t-butylaminoethyl methacrylate, N,N-dimethylaminoethyl acrylate, N-(2-methacrylamido-ethyl)ethylene urea, and N-(2-methacryloyloxyethyl)ethylene urea.

18. The method of claim 14 wherein the one or more mercaptan chain transfer agents is a C 6 -C 18 alkyl mercaptan.

Assignments (10)