# US 4,398,012 A · Transparent copolyamide from caprolactam, cyclic diamine and cyclic dicarboxylic acid

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- Number: US 4,398,012 A
- Document ID: US4398012A
- Status: Granted
- Kind: A
- Application number: 06/336,976
- Filed: 1982-01-19
- Granted: 1983-08-09
- Earliest claimed: 1982-01-19
- Assignees: Allied Corporation
- Inventors: Robert G. Merrill; Robert A. Lofquist; Gene C. Weedon; John C. Haylock; Ian C. Twilley
- Web page: https://patentgrep.com/patent/US4398012A

## CPC

- C08G 18/603: {Polyamides}
- C08G 18/3821: {Carboxylic acids; Esters thereof with monohydroxyl compounds}
- C08G 69/36: derived from amino acids, polyamines and polycarboxylic acids
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

## Abstract

This invention is a transparent alcohol resistant, hot water resistant, thermoplastically formable copolymer of (A) 80.4 to 88.8 weight percent epsilon-caprolactam and the remaining (B) 11.2 to 19.6 weight percent of substantially equimolar portions of a moiety derived from (1) a diamine or diisocyanate and (2) a diacid or (c) 11.2 to 19.6 weight percent para amino benzoic acid.

## Claims

### Claim 1

A transparent, alcohol resistant, hot water resistant, thermoplastically formable copolymer of
(A) 80.4 to 88.8 weight percent epsilon-caprolactam and the remaining
(B) 11.2 to 19.6 weight percent of substantially equimolar portions of a moiety derived from a (1) diamine or diisocyanate selected from the group consisting of ##STR4## and mixtures thereof, and a diacid selected from the group consisting of ##STR5## and mixtures thereof, wherein R.sub.1 is independently selected from the group consisting of --H, --CH.sub.3, CH.sub.2 CH.sub.3, ##STR6## and --CH.sub.2 CH.sub.2 CH.sub.3, R.sub.2 is independently selected from the group consisting of --H, --CH.sub.3 and --CH.sub.2 CH.sub.3, R.sub.3 is independently selected from the group consisting of --CH.sub.2 -- and --CH.sub.2 CH.sub.2 --, and R.sub.4 is independently selected from the group consisting of --CH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 -- and ##STR7## or (C) 11.2 to 19.6 weight percent of ##STR8## wherein said copolymer is thermoformable at a temperature greater than the glass transition temperature of the copolymer and withstands exposure to an alcohol for extended periods without becoming translucent, dissolving or flowing.

### Claim 2 (depends on 1)

The copolymer of claim 1 wherein the copolymer withstands a lower alcohol.

### Claim 3 (depends on 2)

The copolymer of claim 2 wherein the alcohol is ethanol.

### Claim 4 (depends on 2)

The copolymer of claim 2 wherein the alcohol is methanol.

### Claim 5 (depends on 2)

The copolymer of claim 2 wherein the alcohol is isopropanol.

### Claim 6 (depends on 1)

The copolymer of claim 1 wherein the copolymer withstands a mixture of hydrocarbons and a lower alcohol.

### Claim 7 (depends on 1)

The copolymer of claim 1 wherein the copolymer withstands a mixture of gasoline, 80-99 percent by weight and 1 to 20 percent by weight of ethanol.

### Claim 8 (depends on 6)

The copolymer of claim 6 wherein (B)(1) is bis(4-aminocyclohexyl) methane and (B)(2) is terephthalic acid.

### Claim 9 (depends on 1)

The copolymer of claim 1 wherein (B)(1) is bis(4-aminocyclohexyl) methane and (B) (2) is terephthalic acid.

### Claim 10 (depends on 1)

The copolymer of claim 1 wherein (B)(1) is 1,3-cyclohexane bis(methylamine) and (B)(2) is terephthalic acid.

### Claim 11 (depends on 1)

The copolymer of claim 1 wherein (B)(1) is 1,4-cyclohexane bis(methylamine) and (B)(2) is terephthalic acid.