# US 10,768,528 B2 · Patterned film article comprising cleavable crosslinker and methods

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- Number: US 10,768,528 B2
- Document ID: US10768528B2
- Status: Granted
- Kind: B2
- Application number: 15/745,737
- Filed: 2016-09-15
- Published: 2018-08-16
- Granted: 2020-09-08
- Earliest claimed: 2015-09-28
- Assignees: 3M Innovative Properties Company
- Applicants: 3M Innovative Properties Company
- Inventors: Jason D. Clapper; Dennis E. Vogel; Ann R. Fornof; Andrew R. Davis; Babu N. Gaddam
- Web page: https://patentgrep.com/patent/US10768528B2

## CPC

- C08F 2/28: cationic
- C08F 220/1808: {C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (meth)acrylate}
- C08F 220/1811: {C10or C11-(Meth)acrylate, e.g. isodecyl (meth)acrylate, isobornyl (meth)acrylate or 2-naphthyl (meth)acrylate}
- C08F 230/00: Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
- C08J 3/28: Treatment by wave energy or particle radiation
- C08J 5/18: Manufacture of films or sheets
- C09J 7/385: {Acrylic polymers}
- C09J 133/08: Homopolymers or copolymers of acrylic acid esters
- C09J 143/00: Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium, or a metal; Adhesives based on derivatives of such polymers
- G03F 7/2004: {characterised by the use of a particular light source, e.g. fluorescent lamps or deep UV light}
- C08F 220/1806: {C6-(meth)acrylate, e.g. (cyclo)hexyl (meth)acrylate or phenyl (meth)acrylate}
- C08J 2333/08: Homopolymers or copolymers of acrylic acid esters
- C08J 2343/00: Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium or a metal; Derivatives of such polymers (of metal salts, e.g. phenolates, alcoholates, see the parent compounds)
- C09J 2301/21: the adhesive layer being formed by alternating adhesive areas of different nature
- C09J 2301/414: presence of a copolymer
- C09J 2433/00: Presence of (meth)acrylic polymer
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08J: WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H (working, e.g. shaping, of plastics B29)
- 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)
- G03F: PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR; (phototypographic composing devices B41B; photosensitive materials or processes for photographic purposes G03C; electrophotography, sensitive layers or processes therefor G03G)

## Abstract

A pattern article comprising a copolymer having polymerized units derived from a cleavable crosslinking monomer, to which a pattern is imparted by the release of incipient acid from a thermal acid generator or photoacid generator. The selective release of the acid provides a pattern of high crosslink density and low crosslink density as result of the incipient acid cleaving a portion of the crosslinks.

## Claims

### Claim 1

A method of making a patterned film article comprising the steps of:
a) providing a substrate having a coating of a photoacid generator in a preselected pattern, contacting the patterned photoacid generator with a layer of acrylic copolymer, the acrylic copolymer having crosslinks with at least one group having the formula —O—C(R2)(R3)—O—, wherein R2 and R3 are independently hydrogen, alkyl, or aryl
b) irradiating the coated substrate to photolyze the photoacid generator releasing incipient acid,
whereby the incipient acid catalyzes the cleavage of the crosslinks of the copolymer; and
wherein the copolymer comprises polymerized units derived from one or more non-cyclic alkyl (meth)acrylate monomer(s) having 4 to 20 carbon atoms.

### Claim 2 (depends on 1)

The method of claim 1 where in the copolymer comprises interpolymerized monomer units of the formula:
R1 is hydrogen or methyl;
R2 and R3 are independently hydrogen, alkyl, or aryl; and
L1 is a divalent linking group.

### Claim 3 (depends on 1)

The method of claim 1 where in the copolymer comprises interpolymerized monomer units of the formula:
R1 is hydrogen or methyl;
R3 is independently hydrogen, alkyl, or aryl; and
L1 is a divalent linking group.

### Claim 4

A method making a patterned article comprising the steps of
a) providing a substrate having a coating of an acid in a preselected pattern, contacting the patterned acid with a layer of acrylic adhesive copolymer, the acrylic adhesive copolymer having crosslinks with at least one group having the formula —O—C(R2)(R3)—O—, wherein R2 and R3 are independently hydrogen, alkyl, or aryl whereby the acid catalyzes the cleavage of the crosslinks of the adhesive copolymer.

### Claim 5 (depends on 4)

The method of claim 4 wherein the patterned article has regions of high crosslink density and low crosslink density.