Biodegradable copolyesters

Patent metadata

Field	Value
Publication number	US-10106642-B2
Application number	US-201515532834-A
Country	US
Kind code	B2
Filing date	Nov 30, 2015
Priority date	Dec 5, 2014
Publication date	Oct 23, 2018
Grant date	Oct 23, 2018

Abstract

The present invention further relates to a process for the production of, and to the use of, the abovementioned biodegradable copolyesters.

First claim

The invention claimed is:

1. A process for the continuous production of biodegradable copolyesters, which comprises
i-1) mixing a mixture of an aliphatic dihydroxy compounds and an aliphatic and an aromatic dicarboxylic acids to give a paste, optionally without addition of a catalyst, or alternatively a dihydroxy compound and the liquid esters of dicarboxylic acids, and optionally other comonomers are fed into the system, optionally without addition of a catalyst, and in a first stage this mixture is continuously esterified or, respectively, transesterified together with optionally the entire quantity or a partial quantity of the catalyst;
i-2) in a second stage, the transesterification or esterification product obtained according to i-1) is continuously precondensed until intrinsic viscosity in accordance with DIN 53728 reaches from 20 to 70 cm 3 /g;
i-3) in a third stage, the product obtained from i-2) is continuously polycondensed until intrinsic viscosity in accordance with DIN 53728 reaches from 50 to 180 cm 3 /g to produce middle block i, wherein the ratio of hydroxy number to (hydroxy number+acid number) in said middle block i is more than 85% and the molecular weight Mn of said middle block i is from 5000 to 25 000 measured by 1 H NMR,
ii) from 51 to 84% by weight, based on the copolyester, of the polyester middle block i obtained from i-3) is then continuously reacted with from 15.9 to 48.9% by weight, based on the copolyester, of a lactide in the presence of tin dioctanate, and
iii) in a fifth stage, the polyester triblock obtained from ii) with molecular weight Mn from 5800 to 49 500 measured by 1 H NMR is continuously reacted in a polyaddition reaction with from 0.1 to 3% by weight, based on the copolyester, of a diisocyanate until intrinsic viscosity in accordance with DIN 53728 reaches from 100 to 320 cm 3 /g.

2. The process according to claim 1 , wherein the molecular weight Mn of the polyester middle block i is from 5000 to 25 000 measured by 1 H NMR and said middle block i is composed of:
A) an acid component:
a1) from 45 to 100 mol %, based on the acid component A, of at least one aliphatic dicarboxylic acid selected from the group consisting of succinic acid, adipic acid, azelaic acid, sebacic acid, and brassylic acid, and ester-forming derivatives thereof, and mixtures thereof
a2) from 0 to 55 mol %, based on the acid component A, of a terephthalic acid or a furan-2,5-dicarboxylic acid, or ester-forming derivatives thereof; and

B) an alcohol component:
b1) from 98 to 99.99 mol %, based on the alcohol component B, of a C 2 - to C 12 -alkanediol, or a mixture thereof; and
b2) from 0.01 to 2 mol %, based on the alcohol component B, of a polyol selected from the group consisting of trimethylolpropane, trimethylolethane, pentaerythritol, polyethertriol, and glycerol.

3. The process according to claim 2 , wherein the molecular weight Mn of the polyester middle block i is from 10 000 to 25 000 measured by 1 H NMR and said middle block i is composed of:
A) an acid component:
a1) from 50 to 80 mol %, based on the acid component A, of at least one aliphatic dicarboxylic acid selected from the group consisting of succinic acid, adipic acid, and sebacic acid, and ester-forming derivatives thereof, and mixtures thereof
a2) from 20 to 50 mol %, based on the acid component A, of a terephthalic acid or ester-forming derivative thereof; and

B) an alcohol component:
b1) from 98 to 99.99 mol %, based on the alcohol component B, of 1,4-butanediol or 1,3-propanediol, or a mixture thereof; and
b2) from 0.01 to 2 mol %, based on the alcohol component B, of a polyol selected from the group consisting of trimethylolpropane, pentaerythritol, and glycerol.

4. The process according to claim 1 , wherein more than 90% of the quantity of the lactide in step ii) used is composed of L-lactide.

5. The process according to claim 3 , wherein more than 90% of the quantity of the lactide in step ii) used is composed of L-lactide.

6. The process according to claim 1 , wherein hexamethylene diisocyanate is used as diisocyanate in step iii).

7. The process according to claim 5 , wherein hexamethylene diisocyanate is used as diisocyanate in step iii).

Assignees

• Basf Se

Inventors

• Molawi Kian
• Loos Robert
• Künkel Andreas

Classifications

• C08G18/428 Primary

  Lactides · CPC title

• C08G63/91

  Polymers modified by chemical after-treatment · CPC title

• C08G63/18

  the acids or hydroxy compounds containing carbocyclic rings · CPC title

• C08G63/78

  Preparation processes · CPC title

• C08G63/08

  Lactones or lactides · CPC title