# US 10,246,616 B2 · Adhesive compositions and articles, and methods of making and using the same

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- Number: US 10,246,616 B2
- Document ID: US10246616B2
- Status: Granted
- Kind: B2
- Application number: 15/615,425
- Filed: 2017-06-06
- Published: 2017-10-05
- Granted: 2019-04-02
- Earliest claimed: 2015-12-28
- Assignees: 3M Innovative Properties Company
- Applicants: 3M Innovative Properties Company
- Inventors: David J. Yarusso; Thu-Van T. Tran; Soyoung Kim; Ross E. Behling; Karl E. Benson
- Web page: https://patentgrep.com/patent/US10246616B2

## CPC

- C09J 133/10: Homopolymers or copolymers of methacrylic acid esters
- B32B 27/306: {comprising vinyl acetate or vinyl alcohol (co)polymers}
- C08F 220/1808: {C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (meth)acrylate}
- C08F 265/06: Polymerisation of acrylate or methacrylate esters on to polymers thereof
- C08F 290/046: {Polymers of unsaturated carboxylic acids or derivatives thereof}
- C08L 23/02: not modified by chemical after-treatment
- C08L 33/08: Homopolymers or copolymers of acrylic acid esters
- C08L 33/10: Homopolymers or copolymers of methacrylic acid esters
- C08L 33/26: Homopolymers or copolymers of acrylamide or methacrylamide
- C09J 133/08: Homopolymers or copolymers of acrylic acid esters
- C09J 133/26: Homopolymers or copolymers of acrylamide or methacrylamide
- C09J 155/005: {Homopolymers or copolymers obtained by polymerisation of macromolecular compounds terminated by a carbon-to-carbon double bond}
- B32B 2307/306: Resistant to heat
- C08L 2205/02: containing two or more polymers of the same C08L -group
- C08L 2205/025: containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure
- C08L 2205/05: containing polymer components which can react with one another
- 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)
- B32B: LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)

## Abstract

An adhesive composition includes a first acrylic polymer preparable from first components and a second acrylic polymer. The first components comprising i) a branched first alkyl (meth)acrylate having from 4 to 22 carbon atoms, and ii) at least one of acrylic acid and methacrylic acid. The second acrylic polymer is preparable from second components comprising iii) at least one second alkyl (meth)acrylate having from 4 to 22 carbon atoms, iv) a (meth)acrylamide represented by the formula wherein R1 is H or methyl, and R2 and R3 each independently represents H or an alkyl group having from 1 to 8 carbon atoms, or taken together R2 and R3 may form a divalent alkylene group having from 4 to 6 carbon atoms, and v) at least one high Tg macromer having a terminal free-radically polymerizable unsaturated group, the high Tg macromer having a Tg of at least 45° C. Based on the combined total weight of the at least one first acrylic polymer and the at least one second acrylic polymer, the at least one second acrylic polymer is present at a level of from 5 to 40 percent by weight. Methods of making the adhesive composition are also disclosed.

## Claims

### Claim 1

An adhesive composition comprising a polymerized reaction product of components comprising:
a) first components of a first acrylic polymer comprising:
i) at least one alkyl (meth)acrylate having from 4 to 22 carbon atoms;
ii) at least one of acrylic acid and methacrylic acid;
b) at least one second acrylic polymer prepared by polymerization of second components comprising:
iii) at least one alkyl (meth)acrylate having from 4 to 22 carbon atoms;
iv) at least one (meth)acrylamide represented by the formula
wherein R1 is H or methyl; and
R2 and R3 independently represents H or an alkyl group having from 1 to 8 carbon atoms, or taken together R2 and R3 may form a divalent alkylene group having from 4 to 6 carbon atoms; and
v) at least one high Tg macromer having a terminal free-radically polymerizable unsaturated group, wherein the high Tg macromer has a Tg of at least 45° C.; and
wherein, based on the combined total weight of the components a) and b), second acrylic polymer b) is present at a level of from 5 to 40 percent by weight.

### Claim 2 (depends on 1)

The adhesive composition of claim 1, wherein the high Tg macromer has a Tg of at least 80° C.

### Claim 3 (depends on 1)

The adhesive composition of claim 1, wherein the at least one high Tg macromer comprises a polymethyl methacrylate macromer having a terminal free-radically polymerizable unsaturated group.

### Claim 4 (depends on 1)

The adhesive composition of claim 1, wherein based on the total weight of components i) and ii), the first components comprise:
85 to 99 percent by weight of first component i); and
1 to 15 percent by weight of first component ii).

### Claim 5 (depends on 1)

The adhesive composition of claim 1, wherein based on the total weight of the components iii), iv), and v), the second acrylic polymer comprises:
30 to 94 percent by weight of second component iii);
1 to 10 percent by weight of second component iv); and
5 to 60 percent by weight of second component v).

### Claim 6 (depends on 1)

The adhesive composition of claim 1, wherein based on the total weight of the adhesive composition, the macromer comprises from 1 to 15 percent by weight of the adhesive composition.

### Claim 7 (depends on 1)

An extrudable adhesive pouch comprising the adhesive composition of claim 1, sealed within a thermoplastic pouch.

### Claim 8 (depends on 7)

The extrudable adhesive pouch of claim 7, wherein the thermoplastic pouch comprises an ethylene-vinyl acetate copolymer.
