Aliphatic-aromatic copolyesters and their mixtures

Patent metadata

Field	Value
Publication number	US-9676902-B2
Application number	US-201113699939-A
Country	US
Kind code	B2
Filing date	May 24, 2011
Priority date	May 24, 2010
Publication date	Jun 13, 2017
Grant date	Jun 13, 2017

Abstract

Aliphatic-aromatic copolyester comprising the repeating units, which comprise a dicarboxylic component and a dihydroxylic component:

—[—O—(R 11 )—O—C(O)—(R 13 )—C(O)—]—

—[—O—(R 12 )—O—C(O)—(R 14 )—C(O)—]—.

The dihydroxylic component comprises units —O—(R 11 )—O— and —O—(R 12 )—O— from diols, wherein R 11 and R 12 individually are selected from C 2 -C 14 alkylene, C 5 -C 10 cycloalkylene, C 2 -C 12 oxyalkylene, heterocycles and mixtures thereof. The dicarboxylic component comprises units —C(O)—(R 13 )—C(O)— from aliphatic diacids and units —C(O)—(R 14 )—C(O)— from aromatic diacids, wherein R 13 is C 0 -C 20 alkylene and mixtures thereof. The aromatic diacids comprise at least one heterocyclic aromatic diacid of renewable origin, and preferably furandicarboxylic acid. The molar percentage of the aromatic diacids is >90% and <100% of the dicarboxylic component. The aliphatic-aromatic copolyester has appreciable workability, toughness and high values for ultimate tensile strength and elastic modulus. It can be mixed with other polymers.

First claim

The invention claimed is:

1. Aliphatic-aromatic copolyester of a dicarboxylic component and a dihydroxylic component and comprising the following repeating units:
—[—O—(R 11 )—O—C(O)—(R 13 )—C(O)—]—

—[—O—(R 12 )—O—C(O)—(R 14 )—C(O)—]—

wherein the dihydroxylic component comprises units —O—(R 11 )—O— and —O—(R 12 )—O— deriving from a diol, wherein R 11 and R 12 are the same or different and are selected from the group consisting of C 2 -C 14 alkylene, C 5 -C 10 cycloalkylene, C 2 -C 12 oxyalylene, heterocycles and mixtures thereof, wherein the dicarboxylic component consists of units —C(O)—(R 13 )—C(O)— deriving from an aliphatic diacid selected from the group consisting of succinic acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, undecandioic acid, dodecandioic acid, brassylic acid, octadecandioic acid and mixtures thereof and units —C(O)—(R 14 )—C(O)— deriving from 2,5-furandicarboxylic acid of renewable origin and wherein the molar percentage of said 2,5-furandicarboxylic acid is at least 91% and lower than 100% of the dicarboxylic component, and wherein said diol comprises at least 50 mol % of 1,4-butanediol with respect to the total diol content, said aliphatic-aromatic copolyester having a Young's Modulus of at least 1000 MPa after annealing for 12-18 hours in a temperature range of 60-80° C.

2. Aliphatic-aromatic copolyester according to claim 1 , wherein the molar percentage of said 2,5-furandicarboxylic acid is between 91 and 99%.

3. Aliphatic-aromatic copolyester according to claim 2 , wherein the molar percentage of said 2,5-furandicarboxylic acid is between 92 and 98%.

4. Aliphatic-aromatic copolyester according to claim 1 wherein said aliphatic diacid is of renewable origin.

5. Aliphatic-aromatic copolyester according to claim 1 , used in mixture with one or more additional polymers of synthetic or natural origin.

6. Mixture according to claim 5 , wherein said one or more additional polymers of synthetic or natural origin is biodegradable.

7. Mixture according to claim 6 , wherein said additional biodegradable polymer is a biodegradable polyester of the diacid-diol type, from hydroxyacid or of the polyester-ether type.

8. Mixture according to claim 7 , wherein said additional biodegradable polyester of the diacid-diol type is aliphatic.

9. Mixture according to claim 7 , wherein said additional biodegradable polyester of the diacid-diol type is aliphatic-aromatic.

10. Mixture according to claim 7 , wherein said additional biodegradable polyester from hydroxyacid is selected from the group consisting of poly L lactic acid, poly D lactic acid and stereocomplexed poly D-L lactic, poly-ε-caprolactone, poly hydroxybutyrrate, poly hydroxybutirrate-valerate, poly hydroxybutirrate propanoate, poly hydroxybutirrate-hexanoate, poly hydroxybutirrate-decanoate, poly hydroxybutirrate-dodecanoate, poly hydroxybutirrate-hexadecanoate, poly hydroxybutirrate-octadecanoate, poly 3-hydroxybutirrate 4-hydroxybutirrate.

11. Mixture according to claim 6 , wherein said additional polymer of natural origin is selected from the group consisting of starch, cellulose, chitin, chitosan, alginates, proteins, natural rubbers, rosinic acid and its derivatives, lignins as such, purified, hydrolyzed, basified and their derivatives.

12. Mixture according to claim 5 , wherein said additional polymer is selected from the group consisting of a polyolefin, a non-biodegradable polyester, a polyester- and polyether-urethan, a polyurethan, a polyamide, a polyaminoacid, a polyether, a polyurea, a polycarbonate and mixture thereof.

13. An article produced from a copolyester according to claim 1 or mixture thereof with one or more additional biodegradable polymers of synthetic or natural origin being selected from the group consisting of:
mono- and bi-oriented films, and films multilayered with other polymeric materials;
films for use in the agricultural sector;
cling films for use with foodstuffs, for bales in agriculture, and for wrapping waste;
bags and bin liners for the organic waste collection;
thermoformed foodstuff packaging, both mono- and multi-layered;
coatings obtained using the extrusion coating method;
multilayer laminates with layers of paper, plastic, aluminium, or metallized films;
expanded or expandable beads for the production of pieces obtained by sintering;
expanded and semi-expanded products;
foam sheets, thermoformed foam sheets, and containers obtained from them for use in foodstuff packaging;
fruit and vegetable containers in general;
composites with gelatinised, destructured and/or complexed starch, natural starch, flours or vegetable or inorganic natural fillers;
fibres, microfibers, composite microfibers wherein the core is constituted by rigid polymers and the shell is constituted by said biodegradable polyester, blend composite fibres, fibres with different sections, from circular to multilobed, stample fibres, woven and nonwoven fabrics or spun bonded, melt blown or thermobonded for use in sanitary and hygiene products, and in the agricultural and clothing sectors.

Assignees

• Bastioli Catia
• Borsotti Giampietro
• Capuzzi Luigi
• Milizia Tiziana
• Vallero Roberto
• Novamont Spa

Inventors

• Bastioli Catia
• Borsotti Giampietro
• Capuzzi Luigi
• Milizia Tiziana
• Vallero Roberto

Classifications

• Y10T428/31786

  Of polyester [e.g., alkyd, etc.] · CPC title

• Y10T428/2929

  Bicomponent, conjugate, composite or collateral fibers or filaments [i.e., coextruded sheath-core or side-by-side type] · CPC title

• C08L67/04

  Polyesters derived from hydroxycarboxylic acids, e.g. lactones (C08L67/06 takes precedence) · CPC title

• Y10T428/1345

  Single layer [continuous layer] · CPC title

• Y10T428/3179

  Next to cellulosic · CPC title