# US 5,352,754 A · High impact polyurethane

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- Number: US 5,352,754 A
- Document ID: US5352754A
- Status: Granted
- Kind: A
- Application number: 07/966,234
- Filed: 1992-10-26
- Granted: 1994-10-04
- Earliest claimed: 1992-10-26
- Assignees: Becton, Dickinson and Company
- Inventors: Delmer R. Rhodes; James M. Lambert; Donald D. Solomon
- Web page: https://patentgrep.com/patent/US5352754A

## CPC

- C08G 18/3206: {aliphatic}
- C08G 18/3275: {containing two hydroxy groups}
- C08G 18/6535: {Compounds of group C08G18/3271}
- C08G 18/73: acyclic
- C08G 18/758: {containing two or more cycloaliphatic rings}
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

## Abstract

A non-yellowing, impact resistant high hard segment polyurethane made from a non-aromatic diisocyanate, a diol chain extender and an aminodiol chain extender may also contain up to five percent by weight of a macroglycol. A catalyst free method to prepare the polyurethane is a feature of the invention.

## Claims

### Claim 1

A melt processable, non-elastomeric polyurethane consisting essentially of a product from the reaction of a non-aromatic diisocyanate, a diol chain extender of up to 12 carbon atoms and a bis-hydroxyalkyl tertiary amine catalyst, said polyurethane being devoid of leachable heavy metal or leachable tertiary amine materials.

### Claim 2 (depends on 1)

The polyurethane of claim 1 wherein said non-aromatic diisocyanate is selected from the group consisting of isophorone diisocyanate, 4,4'-dicyclohexylmethane diisocyanate and 1,6-hexamethylene diisocyanate.

### Claim 3 (depends on 1)

The polyurethane of claim 1 wherein said diol chain extender is selected from the group consisting of ethylene glycol, diethylene glycol, triethylene glycol, 1,2-propanediol, 1,3-propanediol, 1,6-hexanediol, 1,8-octanediol, 1,4-bis hydroxymethyl cyclohexane, 1,4-butanediol, and hydroquinone dihydroxyethyl ether.

### Claim 4 (depends on 1)

The polyurethane of claim 1 wherein said bis hydroxyalkyl tertiary amine is selected from the group consisting of N-methyldiethanolamine, N-dodecyldiethanolamine, N-octadecyldiethanolamine, N-ethyldiisopropanolamine and N-butyldiethanolamine.

### Claim 5

A melt processable non-elastomeric polyurethane consisting essentially of the reaction product of 4,4'-dicyclohexylmethane diisocyanate, 1,4-butanediol and N-butyldiethanolamine catalyst, said polyurethane being devoid of leachable heavy metal or leachable tertiary amine materials.

### Claim 6

A method to prepare a melt processable, non-elastomeric polyurethane comprising:
a) preparing a mixture consisting essentially of a non-aromatic diisocyanate, a diol chain extender and a bis-hydroxylalkyl tertiary amine, said tertiary amine being both a chain extender and a catalyst;
b) stirring said mixture at a temperature sufficient to induce reaction between said isocyanate and said chain extenders to give a viscous melt; and
c) curing said melt, whereby said polyurethane is devoid of leachable heavy metal or leachable tertiary amine materials.

### Claim 7 (depends on 6)

The method of claim 6 wherein said melt is cured with water.

### Claim 8

A melt processable, non-elastomeric polyurethane consisting essentially of a product from the reaction of a non-aromatic diisocyanate, a diol chain extender of up to 12 carbon atoms, a bis-hydroxylalkyl tertiary amine catalyst and up to 5 weight percent of a macroglycol having a molecular weight of about 500-8000 selected from the group consisting of a polyether glycol, a polyester glycol and a silicone glycol, said polyurethane being devoid of leachable heavy metal or leachable tertiary amine materials.

### Claim 9

A melt processable non-elastomeric polyurethane consisting essentially of the reaction product of 4,4'-dicyclohexylmethane diisocyanate, 1,4-butanediol, N-butyldiethanolamine catalyst and up to 5 percent by weight of a macroglycol selected from the group consisting of polyethylene oxide glycol and polytetramethylene ether glycol, said polyurethane being devoid of leachable heavy metal or leachable tertiary amine materials.

### Claim 10

A method to prepare a melt processable, non-elastomeric polyurethane comprising:
a) preparing a mixture consisting essentially of a non-aromatic diisocyanate, a diol chain extender, a bis-hydroxylalkyl tertiary amine which is both a chain extender and a catalyst and up to 5 weight percent of a macroglycol having a molecular weight of about 500-8000;
b) stirring said mixture at a temperature sufficient to induce reaction between said isocyanate, chain extenders and macroglycol to give a viscous melt; and c) curing said melt, whereby said polyurethane is devoid of leachable heavy metal or leachable tertiary amine materials.