# US 7,612,151 B2 · Moisture-curable polyurethane hot-melt adhesive

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- Number: US 7,612,151 B2
- Document ID: US7612151B2
- Status: Granted
- Kind: B2
- Application number: 10/599,705
- Filed: 2005-04-07
- Published: 2007-10-04
- Granted: 2009-11-03
- Earliest claimed: 2004-04-09
- Assignees: Dainippon Ink and Chemicals, Inc.
- Inventors: Yukihiko Minamida; Masayoshi Imanaka; Toshio Niwa
- Web page: https://patentgrep.com/patent/US7612151B2

## CPC

- C09J 175/04: Polyurethanes
- C08G 18/12: using two or more compounds having active hydrogen in the first polymerisation step
- C08G 18/4018: {Mixtures of compounds of group C08G18/42 with compounds of group C08G18/48}
- C08G 18/4202: {Two or more polyesters of different physical or chemical nature (C08G18/44 takes precedence)}
- C08G 18/4211: {derived from aromatic dicarboxylic acids and dialcohols}
- C08G 18/4213: {from terephthalic acid and dialcohols}
- C08G 18/4238: {derived from dicarboxylic acids and dialcohols}
- C08G 18/4825: {Polyethers containing two hydroxy groups (C08G18/4833 - C08G18/5096 take precedence)}
- C08G 18/4841: {containing oxyethylene end groups}
- C08G 2170/20: Compositions for hot melt adhesives
- Y02P 20/582: Recycling of unreacted starting or intermediate materials
- 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)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- Y02P: CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS

## Abstract

A moisture-curable polyurethane hot-melt adhesive, which includes a urethane prepolymer obtained by a reaction between polyisocyanate and polyols, wherein the polyols contain: long-chain aliphatic polyester polyol (A) represented by a general formula (I); aliphatic polyether polyol (B) having a number average molecular weight of 3,000 to 15,000; and aromatic polyester polyol (CI) which has a number average molecular weight of 1,000 to 5,000 and has a glass-transition temperature of 40° C. or more; (in the general formula (I), R1 and R2 each independently represent a straight chain alkylene group wherein the number of carbon atoms in the group is an even number, the sum of the number of carbon atoms in R1 and R2 is 12 or more, and n represents a number of 3 to 40).

## Claims

### Claim 1

A moisture-curable polyurethane hot-melt adhesive, which comprises urethane prepolymer obtained by a reaction between polyisocyanate and polyols, wherein the polyols comprise:
long-chain aliphatic polyester polyol (A) represented by a general formula (I); aliphatic polyether polyol (B) having a number average molecular weight of 3,000 to 15,000; aromatic polyester polyol (CI) which has a number average molecular weight of 1,000 to 5,000 and has a glass-transition temperature of 40° C. or more, and aromatic polyester polyol (CII) which has a number average molecular weight of 400 to 3,500, a glass-transition temperature of 20° C. or less, wherein said aromatic polyester polyol (CII) is obtained by a reaction between a polyol having a low molecular weight and a side chain(s), and o-phthalic acid,
wherein R1 and R2 each independently represents a straight chain alkylene group wherein the number of carbon atoms in the group is an even number, the sum of the number of carbon atoms in R1 and R2 is 12 or more, and n represents a number of 3 to 40.

### Claim 2 (depends on 1)

The moisture-curable polyurethane hot-melt adhesive according to claim 1, wherein the aliphatic polyetherpolyol (B) is a polypropylene glycol or polybutylene glycol, which has a number average molecular weight of 3,000 to 15,000.

### Claim 3 (depends on 1)

The moisture-curable polyurethane hot-melt adhesive according to claim 1, wherein the aliphatic polyetherpolyol (B) is ethylene oxide denatured polypropylene glycol or ethylene oxide denatured polybutylene glycol, which is obtained by adding ethylene oxide to both terminal ends of polypropylene glycol or polybutylene glycol.

### Claim 4 (depends on 3)

The moisture-curable polyurethane hot-melt adhesive according to claim 3, wherein the aliphatic polyetherpolyol (B) comprises 20% by mass or less of structural units originating from ethylene oxide based on the total amount of the aliphatic polyetherpolyol (B).

### Claim 5 (depends on 1)

The moisture-curable polyurethane hot-melt adhesive according to claim 1, wherein the adhesive is obtained by a reaction of the polyisocyanate and the polyols, which comprises 20 to 60 parts by mass of the long-chain aliphatic polyester polyol (A), 5 to 40 parts by mass of the aliphatic polyether polyol (B) and 5 to 25 parts by mass of the aromatic polyester polyol (CI) based on 100 parts by mass of the total amount of the polyol and the polyisocyanates.

### Claim 6 (depends on 1)

The moisture-curable polyurethane hot-melt adhesive according to claim 1, wherein
the adhesive is obtained by a reaction of the polyisocyanate and the polyols, which comprises 20 to 60 parts by mass of the long-chain aliphatic polyester polyol (A), 5 to 40 parts by mass of the aliphatic polyether polyol (B), 5 to 20 parts by mass of the aromatic polyester polyol (CI) and 5 to 20 parts by mass of the aromatic polyesterpolyol (CII), wherein the sum of the polyols (CI) and (CII) is in the range of 10 to 35 parts by mass, based on 100 parts by mass of the total amount of the polyol and the polyisocyanates.

### Claim 7 (depends on 1)

The moisture-curable polyurethane hot-melt adhesive according to claim 1, wherein the urethane prepolymer comprises an island like phase separated structure.

### Claim 8 (depends on 1)

The moisture-curable polyurethane hot-melt adhesive according to claim 1, wherein the melt viscosity at 125° C. of the adhesive is in the range of 2,000 to 9,000 mPa·s.

### Claim 9 (depends on 1)

A decorative fixture member, which is obtained by pasting a sheet or film on a substrate with the moisture-curable polyurethane hot-melt adhesive according to claim 1.

### Claim 10 (depends on 1)

A moisture-curable polyurethane hot-melt adhesive according to claim 1, wherein the initial adhesive strength as measured by a 180° tensile test is within a range of 5 to 10 N/25 mm.