# US 7,465,493 B2 · Acrylic pressure sensitive adhesives

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- Number: US 7,465,493 B2
- Document ID: US7465493B2
- Status: Granted
- Kind: B2
- Application number: 10/522,142
- Filed: 2003-07-09
- Published: 2006-05-11
- Granted: 2008-12-16
- Earliest claimed: 2003-07-09
- Assignees: Cytec Surface Specialties, S.A.
- Inventors: Xinya Lu
- Web page: https://patentgrep.com/patent/US7465493B2

## CPC

- C09J 139/06: Homopolymers or copolymers of N-vinyl-pyrrolidones
- C09J 7/385: {Acrylic polymers}
- C09J 133/02: Homopolymers or copolymers of acids; Metal or ammonium salts thereof
- C09J 133/06: of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C08L 71/02: Polyalkylene oxides
- C08L 2312/00: Crosslinking
- C08L 2666/14: Macromolecular compounds according to C08L59/00 - C08L87/00; Derivatives thereof
- C08L 2666/22: Macromolecular compounds not provided for in C08L2666/16 - C08L2666/20
- C08L 2666/28: Non-macromolecular organic substances
- C09J 2301/302: the adhesive being pressure-sensitive, i.e. tacky at temperatures inferior to 30°C
- Y10S 526/931: Pressure sensitive adhesive
- Y10T 428/2852: Adhesive compositions
- Y10T 428/2857: including metal or compound thereof or natural rubber
- Y10T 428/2891: including addition polymer from alpha-beta unsaturated carboxylic acid [e.g., acrylic acid, methacrylic acid, etc.] Or derivative thereof
- C09J: ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES (preparation of glue or gelatine C09H)
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

The present invention concerns solvent-based acrylic pressure sensitive adhesives and hot melt (or solvent-less) acrylic pressure sensitive adhesives comprising a solution or misible blend of a. at least one hydrophobic (meth) acrylic polymer, b. at least one substantially water insoluble polyol having a number average molecular weight of from 1,000 to 20,000 and selected from the group consisting of polyester polyols, acrylic polyols, polycarbonate polyols and polyether polyols, c. at least one transition metal complex as cross-linking agent, d. optionally one or more tackifying resins, g. optionally one or more solvents, h. optionally one or more of plasticizers, adhesion promoters, pigments, fillers, antioxidants and UV stabilizers. It employs polyols which are substantially insoluble in water and miscible with the acrylic polymer used in the adhesive composition.

## Claims

### Claim 1

An acrylic pressure-sensitive adhesive composition comprising a solution or miscible blend consisting essentially of:
a. from 50 to 99% by weight of at least one hydrophobic C1-22alkyl (meth)acrylate copolymer,
b. at least one substantially water insoluble polyol oligomer having at least two terminal hydroxyl groups and a number average molecular weight of from 1000 to 20000 and selected from the group consisting of polyester polyols, acrylic polyols, polycarbonate polyols and polyether polyols,
c. at least one cross-linking agent selected from the group consisting of a transition metal complex and aluminum acetyl acetonate.
d. optionally at least one tackifying resin,
e. optionally at least one solvent, and
f. optionally at least one selected from the group consisting of: plasticizers, adhesion promoters, pigments, fillers, antioxidants and UV stabilizers.

### Claim 2 (depends on 1)

The acrylic pressure sensitive adhesive composition according to claim 1 wherein:
a. is present in an amount of about 30 to 95% by weight,
b. is present in an amount of about 5 to 50% by weight,
c. is present in an amount of about 0.05 to 2.0% by weight,
d. is present in an amount of up to about 50% by weight,
e. is present in an amount of up to about 90% by weight and
f. is present in an amount of about 10% by weight.

### Claim 3 (depends on 1)

The acrylic pressure-sensitive adhesive composition according to claim 1 wherein the (meth)acrylic copolymer comprises the reaction product of:
i) 50 to 99% by weight of at least one alkyl (meth)acrylate monomer having an alkyl group which contains 1 to 22 carbon atoms;
ii) 0 to 50% by weight of at least one other monomer selected from the group consisting of alkyl (meth)acrylate monomers having an alkyl group containing 1 to 22 carbon atoms, vinyl acetate and styrene; and
iii) 0.5 to 20% by weight of at least one polar monomer selected from the group consisting of monofunctional carboxylic acid monomers, multifunctional carboxylic acid monomers, monofunctional hydroxy monomers, multifunctional hydroxy monomers, cyanoalkyl acrylates, acrylamides, acrylonitriles, butanediol monoacrylate and vinyl pyrrolidone.

### Claim 4 (depends on 1)

The acrylic pressure-sensitive adhesive composition according to claim 1 wherein the cross-linking agent c. is selected from the group consisting of transition metal acetyl acetonates and aluminum acetyl acetonate.

### Claim 5 (depends on 1)

The acrylic pressure-sensitive adhesive composition according to claim 1 wherein the tackifying resin d. is selected from the group consisting of:
i) rosin acid, polymerized rosin acid, rosin ester and mixtures thereof;
ii) hydrogenated rosin acid, hydrogenated rosin ester and mixtures thereof;
iii) polyterpene and terpene phenolic resins;
iv) aromatic resins consisting of a reaction product of styrene, alpha-methyl styrene, vinyl toluene and mixtures thereof and
v) phenolic modified aromatic resins, benzoate resins, coumarone-indene resins, synthetic phenol resins, and mixtures thereof.

### Claim 6 (depends on 1)

The acrylic pressure-sensitive adhesive composition according to claim 1 wherein the solvent of e. is selected from the group consisting of aliphatic esters, aliphatic hydrocarbons, halogenated aliphatic hydrocarbons, aromatic hydrocarbons, aliphatic alcohols, aliphatic ketones and mixtures thereof.

### Claim 7 (depends on 6)

The acrylic pressure-sensitive adhesive composition according to claim 6 wherein the aliphatic hydrocarbons are heptane or hexane, the aromatic hydrocarbons are toluene or xylene, the aliphatic alcohols are methanol, ethanol or isopropanol, the aliphatic ketone is acetone and the aliphatic ester is ethyl acetate.

### Claim 8 (depends on 1)

The acrylic pressure-sensitive adhesive composition according to claim 1 containing 40.1 to 2.0% by weight of an antioxidant or UV stabilizer.

### Claim 9 (depends on 1)

An adhesive coated sheet material formed by coating a substrate sheet with the acrylic pressure-sensitive adhesive composition of claim 1.

### Claim 10 (depends on 1)

The acrylic pressure-sensitive adhesive composition according to claim 1 wherein the cross-linking agent c. is aluminum acetyl acetonate.