# US 5,352,763 A · Biodegradable optically active polymers and intermediate oligomers thereof, and process for producing them

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- Number: US 5,352,763 A
- Document ID: US5352763A
- Status: Granted
- Kind: A
- Application number: 08/005,081
- Filed: 1993-01-15
- Granted: 1994-10-04
- Earliest claimed: 1992-01-17
- Assignees: Takasago International Corporation
- Inventors: Akio Yamaguchi; Yoji Hori; Takashi Imai; Motoki Suzuki; Susumu Akutagawa
- Web page: https://patentgrep.com/patent/US5352763A

## CPC

- C08G 18/4283: {Hydroxycarboxylic acid or ester}
- C07C 69/675: of saturated hydroxy-carboxylic acids
- C07C 235/10: having the nitrogen atom of at least one of the carboxamide groups bound to an acyclic carbon atom of a hydrocarbon radical substituted by nitrogen atoms not being part of nitro or nitroso groups
- C08G 18/3221: {hydroxylated esters of carboxylic acids other than higher fatty acids}
- C08G 63/60: derived from the reaction of a mixture of hydroxy carboxylic acids, polycarboxylic acids and polyhydroxy compounds
- C08G 63/695: containing silicon
- C08G 2230/00: Compositions for preparing biodegradable polymers
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

An optically active oligomer obtained by polycondensation of an (R)-3-hydroxyalkanoic acid alkyl ester and at least one of a diol, a diamine and an amino alcohol and an optically active polymer obtained by copolymerization of said oligomer and a monomer selected from diisocyanic acid esters, dicarboxylic acid derivatives, and dichlorosilanes are disclosed. Novel functional polymers with biodegradability and hydrolyzability are produced with industrial advantage.

## Claims

### Claim 1

An optically active polymer comprising a 3-hydroxyalkanoic acid ester unit represented by formula (II): ##STR9## wherein R.sup.1 represents an alkyl group having from 1 to 5 carbon atoms; R.sup.3 represents a branched or straight chain alkylene group having from 2 to 6 carbon atoms, a straight chain alkenylene group having from 4 to 6 carbon atoms, a straight chain alkynylene group having from 4 to 6 carbon atoms, an oxyalkylene group having from 5 to 8 carbon atoms, or a 1,4-phenylenedimethylene group; Y.sup.1 and Y.sup.2 each represent an oxygen atom; X represents ##STR10## R.sup.4 represents an alkylene group having from 1 to 10 carbon atoms, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, or a substituted or unsubstituted methylenebiphenyl group; and m and n each represents zero or an integer of from 1 to 20, provided that m and n do not simultaneously represent zero.

### Claim 2

A process for producing an optically active polymer comprising a 3-hydroxyalkanoic acid ester unit represented by formula (II): ##STR11## wherein R.sup.1 represents an alkyl group having from 1 to 5 carbon atoms; R.sup.3 represents a branched or straight chain alkylene group having from 2 to 6 carbon atoms, a straight chain alkenylene group having from 4 to 6 carbon atoms, a straight chain alkynylene group having from 4 to 6 carbon atoms, an oxyalkylene group having from 5 to 8 carbon atoms, or a 1,4-phenylenedimethylene group; Y.sup.1 and Y.sup.2 each represent an oxygen atom; X represents ##STR12## R.sup.4 represents an alkylene group having from 1 to 10 carbon atoms, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, or a substituted or unsubstituted methylenebiphenyl group; and m and n each represents zero or an integer of from 1 to 20, provided that m and n do not simultaneously represent zero,
comprising polycondensing an optically active oligomer represented by formula (I): ##STR13## wherein R.sup.1, R.sup.3, Y.sup.1 Y2, m and n are as defined above, with a diisocyanic acid ester represented by formula (VIII):
O.dbd.C.dbd.N--R.sup.4 --N.dbd.C.dbd.O (VIII)
wherein R.sup.4 is as defined above.