Production of aliphatic copolyesters

Abstract

Aliphatic polyester copolymers, which have molecular weights high enough for practical use and which are excellent in thermal stability, tensile strength and moldability, and which are biodegradable as well, are provided, which are produced by a process comprising effecting polycondensation of an aliphatic diol and an aliphatic dicarboxylic acid in the presence of an aliphatic monohydroxymonocarboxylic acid in a specific amount and of a catalyst comprising a germanium compound.

Description

Claims

1. A condensation process for producing an aliphatic copolyester, comprising reacting an aliphatic dicarboxylic acid or a functional derivative thereof with an aliphatic diol in a polyester-producing condensation reaction at a temperature in a range of from 150.degree. C. to 260.degree. C. under a reduced pressure, substantially in the absence of a solvent and in the presence of a catalyst which comprises a germanium compound and of an aliphatic monohydroxymonocarboxylic acid in an amount of 0.04 to 60 mol for 100 mol of the aliphatic dicarboxylic acid so as to obtain an aliphatic copolyester whose number-average molecular weight is at least 10,000.

2. The process for producing an aliphatic copolyester according to claim 1, wherein the amount of the aliphatic diol is from 101 to 150 mol for 100 mol of the aliphatic dicarboxylic acid.

3. The process for producing an aliphatic copolyester according to claim 1, wherein the amount of the aliphatic monohydroxymonocarboxylic acid is from 1.0 to 40 mol for 100 mol of the aliphatic dicarboxylic acid.

4. The process for producing an aliphatic copolyester according to claim 1, wherein the amount of the aliphatic monohydroxymonocarboxylic acid is from 2 to 20 mol for 100 mol of the aliphatic dicarboxylic acid.

5. The process for producing an aliphatic copolyester according to claim 1, wherein the aliphatic dicarboxylic acid is represented by the following formula:

R.sup.0 --CO--R.sup.1 --CO--R.sup.0 ( 1)

wherein R.sup.1 represents a direct bond or an aliphatic group, and R.sup.0 represents OH or a functional derivative of the carboxyl group.

6. The process for producing an aliphatic copolyester according to claim 5, wherein the aliphatic dicarboxylic acid is represented by the following formula:

HOCO--(CH.sub.2).sub.m --COOH (1a)

wherein m is 0 or an integer of 1 to 10.

7. The process for producing an aliphatic copolyester according to claim 1, wherein the aliphatic diol is represented by the following formula:

HO--R.sup.2 --OH (2)

wherein R.sup.2 represents a divalent aliphatic group.

8. The process for producing an aliphatic copolyester according to claim 7, wherein the aliphatic diol is represented by the following formula:

HO--(CH.sub.2).sub.n --OH (2a)

wherein n is an integer of 2 to 10.

9. The process for producing an aliphatic copolyester according to claim 1, wherein the aliphatic monohydroxymonocarboxylic acid is represented by the following formula:

HO--R.sup.3 --CO--R.sup.0 ( 3)

wherein R.sup.3 represents a divalent aliphatic group.

10. The process for producing an aliphatic copolyester according to claim 9, wherein the aliphatic monohydroxymonocarboxylic acid is represented by the following formula: ##STR1## wherein a is 0 or an integer of 1 to 10.

11. The process for producing an aliphatic copolyester according to claim 1, wherein the aliphatic dicarboxylic acid is succinic acid and/or anhydride thereof, optionally in admixture with adipic acid; the aliphatic diol is 1,4-butanediol; and the aliphatic monohydroxymonocarboxylic acid is lactic acid or glycolic acid.

12. The process for producing an aliphatic copolyester according to claim 1, wherein the germanium compound to be used as the catalyst is selected from the group consisting of germanium oxide, germanium halides, and tetraalkoxygermaniums.

13. The process for producing an aliphatic copolyester according to claim 12, wherein the germanium compound is germanium oxide.

14. The process for producing an aliphatic copolyester according to claim 1, wherein the catalyst is used in solution in an aqueous solution of the aliphatic monohydroxymonocarboxylic acid.