# US 9,040,614 B2 · Composition of polymers derived from renewable resources

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- Number: US 9,040,614 B2
- Document ID: US9040614B2
- Status: Granted
- Kind: B2
- Application number: 14/262,926
- Filed: 2014-04-28
- Published: 2014-08-21
- Granted: 2015-05-26
- Earliest claimed: 2010-04-13
- Assignees: Futerro S.A.
- Applicants: Futerro S.A.
- Inventors: Thierry Coupin
- Web page: https://patentgrep.com/patent/US9040614B2

## CPC

- C08L 67/07: having terminal carbon-to-carbon unsaturated bonds
- C08L 67/00: Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain (of polyester-amides C08L77/12; of polyester-imides C08L79/08); Compositions of derivatives of such polymers
- C08L 67/04: Polyesters derived from hydroxycarboxylic acids, e.g. lactones (C08L67/06 takes precedence)
- C08K 5/101: of monocarboxylic acids
- C08K 5/11: of acyclic polycarboxylic acids
- C08L 23/0869: with unsaturated acids, e.g. [meth]acrylic acid; with unsaturated esters, e.g. [meth]acrylic acid esters
- C08L 23/0884: Epoxide-containing esters
- C08L 67/02: Polyesters derived from dicarboxylic acids and dihydroxy compounds (C08L67/06 takes precedence)
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

The present invention relates to a polymer composition comprising polylactide and, based on the weight of this polymer, from 17 to 25 wt % of a chain modifier, from 30 to 55 wt % of an elastomeric polymer and from 20 to 45 wt % of a plasticizer. The invention also relates to the method of preparing said composition as well as to the method of manufacturing an article starting from said composition and the article per se.

## Claims

### Claim 1

A method of preparing a composition comprising:
mixing in the molten state:
a polylactide;
from 17 to 25 wt % of a chain modifier based on a weight of the polylactide, wherein the chain modifier is selected from copolymers and terpolymers comprising ethylene or styrene and an unsaturated monomer bearing at least one epoxide or carboxylic acid or carboxylic acid anhydride fraction and optionally a (meth)acrylate fraction;
from 30 to 55 wt % of an elastomeric polymer based on the weight of the polylactide, wherein the elastomeric polymer is selected from biodegradable polyesters, aliphatic copolyesters, aromatic copolyesters and mixtures thereof; and
from 20 to 45 wt % of a plasticizer based on the weight of the polylactide.

### Claim 2 (depends on 1)

The method of claim 1, characterized in that the polylactide has a number-average molecular weight between 50,000 and 250,000.

### Claim 3 (depends on 1)

The method of claim 1, characterized in that the chain modifier is selected from copolymers and terpolymers comprising ethylene or styrene and an unsaturated monomer bearing a carboxylic acid anhydride fraction or bearing an epoxide fraction and a (meth)acrylate fraction.

### Claim 4 (depends on 1)

The method of claim 1, characterized in that the chain modifier is selected from copolymers of ethylene or of styrene and of glycidyl (meth)acrylate or maleic anhydride and terpolymers of ethylene or of styrene, of alkyl (meth)acrylate and of glycidyl (meth)acrylate or of maleic anhydride.

### Claim 5 (depends on 1)

The method of claim 1, characterized in that the chain modifier is selected from the copolymer of ethylene and of glycidyl methacrylate and the terpolymers of ethylene or of styrene, of alkyl acrylate and of glycidyl (meth)acrylate or of maleic anhydride.

### Claim 6 (depends on 1)

The method of claim 1, characterized in that the chain modifier is selected from the copolymer of ethylene and of glycidyl methacrylate and the terpolymers of ethylene or of styrene, of alkyl acrylate and of glycidyl methacrylate.

### Claim 7 (depends on 1)

The method of claim 1, characterized in that the chain modifier is selected from a terpolymer of ethylene, methyl acrylate and glycidyl methacrylate.

### Claim 8 (depends on 1)

The method of claim 1, characterized in that the elastomeric polymer is selected from poly(butylene adipate-co-terephthalate) and poly(butylene succinate-co-adipate).

### Claim 9 (depends on 1)

The method of claim 1, characterized in that the plasticizer is selected from the citrate esters, the butyrate esters and mixtures thereof.

### Claim 10

A method of manufacturing an article comprising:
transforming a composition by moulding by extrusion, injection, compression, or thermoforming;
wherein the composition comprises:
a polylactide;
from 17 to 25 wt % of a chain modifier based on a weight of the polylactide, wherein the chain modifier is selected from copolymers and terpolymers comprising ethylene or styrene and an unsaturated monomer bearing at least one epoxide or carboxylic acid or carboxylic acid anhydride fraction and optionally a (meth)acrylate fraction;
from 30 to 55 wt % of an elastomeric polymer based on the weight of the polylactide, wherein the elastomeric polymer is selected from biodegradable polyesters, aliphatic copolyesters, aromatic copolyesters and mixtures thereof; and
from 20 to 45 wt % of a plasticizer based on the weight of the polylactide.

### Claim 11 (depends on 10)

An article obtained by the method according to claim 10.

### Claim 12 (depends on 11)

The article according to claim 11, characterized in that the article is a figurine.

### Claim 13 (depends on 10)

The method of claim 10, characterized in that the polylactide has a number-average molecular weight between 50,000 and 250,000.

### Claim 14 (depends on 10)

The method of claim 10, characterized in that the chain modifier is selected from copolymers and terpolymers comprising ethylene or styrene and an unsaturated monomer bearing a carboxylic acid anhydride fraction or bearing an epoxide fraction and a (meth)acrylate fraction.

### Claim 15 (depends on 10)

The method of claim 10, characterized in that the chain modifier is selected from copolymers of ethylene or of styrene and of glycidyl (meth)acrylate or maleic anhydride and terpolymers of ethylene or of styrene, of alkyl (meth)acrylate and of glycidyl (meth)acrylate or of maleic anhydride.

### Claim 16 (depends on 10)

The method of claim 10, characterized in that the chain modifier is selected from the copolymer of ethylene and of glycidyl methacrylate and the terpolymers of ethylene or of styrene, of alkyl acrylate and of glycidyl (meth)acrylate or of maleic anhydride.

### Claim 17 (depends on 10)

The method of claim 10, characterized in that the chain modifier is selected from the copolymer of ethylene and of glycidyl methacrylate and the terpolymers of ethylene or of styrene, of alkyl acrylate and of glycidyl methacrylate.

### Claim 18 (depends on 10)

The method of claim 10, characterized in that the chain modifier is selected from a terpolymer of ethylene, methyl acrylate and glycidyl methacrylate.

### Claim 19 (depends on 10)

The method of claim 10, characterized in that the elastomeric polymer is selected from poly(butylene adipate-co-terephthalate) and poly(butylene succinate-co-adipate).

### Claim 20 (depends on 10)

The method of claim 10, characterized in that the plasticizer is selected from the citrate esters, the butyrate esters and mixtures thereof.
