# US 2013/0158199 A1 · Pressure-sensitive adhesive compositions, pressure-sensitive adhesive layers, and pressure-sensitive adhesive sheets

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- Number: US 2013/0158199 A1
- Document ID: US20130158199A1
- Status: Published application
- Kind: A1
- Application number: 13/719,917
- Filed: 2012-12-19
- Published: 2013-06-20
- Earliest claimed: 2011-12-20
- Assignees: Nitto Denko Corporation
- Inventors: Toru ISEKI; Keisuke HIRANO
- Web page: https://patentgrep.com/patent/US20130158199A1

## CPC

- C09J 133/14: of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
- C09J 7/385: {Acrylic polymers}
- C09J 133/066: {containing -OH groups}
- C08K 5/0091: {Complexes with metal-heteroatom-bonds}
- C08K 5/07: Aldehydes; Ketones
- C08K 5/29: Compounds containing {one or more} carbon-to-nitrogen double bonds
- C08K 5/34924: {containing cyanurate groups; Tautomers thereof}
- C09J 2301/408: additives as essential feature of the adhesive layer
- 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)
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

Provided are a pressure-sensitive adhesive composition that is produced with no tin compound, has a sufficiently long pot life, and can be rapidly crosslinked in the process of forming a pressure-sensitive adhesive layer; and a pressure-sensitive adhesive layer and a pressure-sensitive adhesive sheet each produced using such a pressure-sensitive adhesive composition. A pressure-sensitive adhesive composition, comprising: 100 parts by weight of an acrylic polymer (A) having an active hydrogen-containing functional group; 0.1 parts by weight to 10 parts by weight of an isocyanate crosslinking agent (B); 0.002 parts by weight to 0.5 parts by weight of a catalyst (C) having an iron active center; and a compound (D) capable of undergoing keto-enol tautomerism, wherein the weight ratio (D/C) of the compound (D) capable of undergoing keto-enol tautomerism to the catalyst (C) having an iron active center is from 3 to 70.

## Claims

### Claim 1

A pressure-sensitive adhesive composition, comprising:
100 parts by weight of an acrylic polymer (A) having an active hydrogen-containing functional group;
0.1 parts by weight to 10 parts by weight of an isocyanate crosslinking agent (B);
0.002 parts by weight to 0.5 parts by weight of a catalyst (C) having an iron active center; and
a compound (D) capable of undergoing keto-enol tautomerism, wherein
the weight ratio (D/C) of the compound (D) capable of undergoing keto-enol tautomerism to the catalyst (C) having an iron active center is from 3 to 70.

### Claim 2 (depends on 1)

The pressure-sensitive adhesive composition according to claim 1, wherein the acrylic polymer (A) having an active hydrogen-containing functional group comprises, as monomer components, 70% by weight to 99.9% by weight of an alkyl(meth)acrylate having an alkyl group of 4 to 12 carbon atoms and 0.1% by weight to 30% by weight of a monomer having an active hydrogen-containing functional group.

### Claim 3 (depends on 1)

The pressure-sensitive adhesive composition according to claim 1, wherein the catalyst (C) having an iron active center is an iron chelate compound.

### Claim 4 (depends on 1)

The pressure-sensitive adhesive composition according to claim 1, wherein the compound (D) capable of undergoing keto-enol tautomerism is a β-diketone.

### Claim 5 (depends on 1)

The pressure-sensitive adhesive composition according to claim 1, which has a gel fraction of 80% or more after crosslinked.

### Claim 6 (depends on 1)

A pressure-sensitive adhesive layer comprising a product of crosslinking of the pressure-sensitive adhesive composition according to claim 1.

### Claim 7 (depends on 6)

A pressure-sensitive adhesive sheet comprising a support and the pressure-sensitive adhesive layer according to claim 6 formed on the support.

### Claim 8 (depends on 5)

A pressure-sensitive adhesive layer comprising a product of crosslinking of the pressure-sensitive adhesive composition according to claim 5.

### Claim 9 (depends on 8)

A pressure-sensitive adhesive sheet comprising a support and the pressure-sensitive adhesive layer according to claim 8 formed on the support.

### Claim 10 (depends on 1)

The pressure-sensitive adhesive composition according to claim 1, wherein the viscosity of the pressure-sensitive adhesive composition is 2.0 Pa·s or less.

### Claim 11 (depends on 1)

The pressure-sensitive adhesive composition according to claim 1, wherein the viscosity of the pressure-sensitive adhesive composition is 2.0 Pa·s or less 48 hours after the preparation of the pressure-sensitive adhesive composition.

### Claim 12 (depends on 1)

The pressure-sensitive adhesive composition according to claim 1, which has a gel fraction of 80% or more after crosslinking with a crosslinking agent, and wherein there is no change in the gel fraction during the time period starting immediately after preparation and ending three days after preparation.
