# US 5,093,386 A · Liquid curable plastic composition

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- Number: US 5,093,386 A
- Document ID: US5093386A
- Status: Granted
- Kind: A
- Application number: 07/664,491
- Filed: 1991-03-05
- Granted: 1992-03-03
- Earliest claimed: 1989-05-16
- Assignees: Stamicarbon B.V.
- Inventors: Timothy E. Bishop; Tohru Ohtaka; Osamu Ishikawa; Masanobu Takahashi; Katsutoshi Igarashi
- Web page: https://patentgrep.com/patent/US5093386A

## CPC

- C08G 18/672: {Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen}
- C08F 290/147: {Polyurethanes; Polyureas}
- C08G 18/3212: {containing cycloaliphatic groups}
- C08G 18/4825: {Polyethers containing two hydroxy groups (C08G18/4833 - C08G18/5096 take precedence)}
- C08G 18/4854: {Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group}
- C08G 18/4858: {Polyethers containing oxyalkylene groups having more than four carbon atoms in the alkylene group}
- C08G 18/8175: {with esters of acrylic or alkylacrylic acid having only one group containing active hydrogen}
- C08L 75/16: having terminal carbon-to-carbon unsaturated bonds
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- 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

A liquid photocurable plastic composition is disclosed which comprises: (a) from 14% to 70% by weight of a polyurethane (meth)acrylate having a polyoxyalkylene structure in the backbone of the polyurethane, said polyurethane (meth)acrylate containing 0.8 to 8 weight percent of ethylenic unsaturation, from 50% to 98% by weight of the polyoxyalkylene structure, and having a number average molecular weight of 1,000 to 7,000; (b) from 5% to 40% by weight of a polyurethane (meth)acrylate having at least 15% by weight of a tricyclodecane structure in the backbone of the polyurethane and a number average molecular weight of from 500 to 1,000; (c) a reactive diluent; and (d) a polymerization initiator. This combination provides a liquid curable plastic composition suitable as the secondary coating or bundling material for use with optical fibers to provide compositions which photocure rapidly to provide cured coatings which are relatively hard and elongatable and which can be applied at low viscosity without encountering excessive sensitivity to water.

## Claims

### Claim 1

A liquid photocurable plastic composition comprising:
(a) from 14% to 70% by weight of a polyurethane (meth)acrylate having a polyoxyalkylene structure in the backbone of the polyurethane, said polyurethane (meth)acrylate containing 0.8 to 8 weight percent of ethylenic unsaturation, from 50% to 98% by weight of the polyoxyalkylene structure, and having a number average molecular weight of 1,000 to 7,000 ;
(b) from 5% to 40% by weight of a polyurethane (meth)acrylate having at least 15% by weight of a tricyclodecane structure in the backbone of the polyurethane and a number average molecular weight of from 500 to 1,000;
(c) a reactive diluent; and
(d) a polymerization initiator.

### Claim 2 (depends on 1)

A photocurable composition as recited in claim 1 in which said polyoxyalkylene structure is provided by a polyoxytetramethylene structure.

### Claim 3 (depends on 2)

A photocurable composition as recited in claim 2 in which said polyoxytetramethylene structure is provided by a copolymerized diol of tetrahydrofuran and 3-methyl tetrahydrofuran.

### Claim 4 (depends on 1)

A photocurable composition as recited in claim 1 in which said polyurethane (meth)acrylate having a polyoxyalkylene structure is made by the reaction of components comprising an organic diisocyanate, a diol having the polyoxyalkylene structure and an acrylate having a single hydroxy group.

### Claim 5 (depends on 4)

A photocurable composition as recited in claim 4 in which said acrylate having a single hydroxy group is provided by 2-hydroxyethyl acrylate.

### Claim 6 (depends on 1)

A photocurable composition as recited in claim 1 in which said polyurethane (meth)acrylate is present in an amount of from 16% to 70% and contains 1 to 5 weight percent of ethylenic unsaturation, from 60% to 93% by weight of the polyoxyalkylene structure, and has a number average molecular weight of 1,500 to 5,000.

### Claim 7 (depends on 6)

A photocurable composition as recited in claim 6 in which from 70% to 90% by weight of the polyoxyalkylene structure is present.

### Claim 8 (depends on 1)

A photocurable composition as recited in claim 1 in which said polyurethane (meth)acrylate having a tricyclodecane structure is present in an amount of from 10% to 35% and has at least 20% by weight of said tricyclodecane structure and a number average molecular weight of from 700 to 900.

### Claim 9 (depends on 1)

A photocurable composition as recited in claim 1 in which said polyurethane (meth)acrylate having a tricyclodecane structure is based on tricyclodecane dimethanol.

### Claim 10 (depends on 1)

A photocurable composition as recited in claim 1 in which said component (c) comprises an N-vinyl lactam.