# US 10,870,727 B2 · Biomass-resource-derived polyester and production process thereof

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- Number: US 10,870,727 B2
- Document ID: US10870727B2
- Status: Granted
- Kind: B2
- Application number: 16/290,140
- Filed: 2019-03-01
- Published: 2019-06-20
- Granted: 2020-12-22
- Earliest claimed: 2005-04-22
- Assignees: Mitsubishi Chemical Corporation
- Applicants: Mitsubishi Chemical Corporation
- Inventors: Takayuki Aoshima; Yasuaki Miki; Katsuhisa Kumazawa; Satoshi Katou; Tadashi Uyeda; Toyomasa Hoshino; Noboru Shintani; Kenji Yamagishi; Atsushi Isotani
- Web page: https://patentgrep.com/patent/US10870727B2

## CPC

- C08G 63/16: Dicarboxylic acids and dihydroxy compounds
- C08G 63/20: Polyesters having been prepared in the presence of compounds having one reactive group or more than two reactive groups
- C08G 63/78: Preparation processes
- C08L 67/02: Polyesters derived from dicarboxylic acids and dihydroxy compounds (C08L67/06 takes precedence)
- C12N 15/52: Genes encoding for enzymes or proenzymes
- C12P 7/18: polyhydric
- C12P 7/44: Polycarboxylic acids
- C12P 7/46: Dicarboxylic acids having four or less carbon atoms, e.g. fumaric acid, maleic acid
- C08L 1/00: Compositions of cellulose, modified cellulose or cellulose derivatives
- C08L 3/00: Compositions of starch, amylose or amylopectin or of their derivatives or degradation products
- C08L 5/00: Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00
- C08L 99/00: Compositions of natural macromolecular compounds or of derivatives thereof not provided for in groups C08L89/00 - C08L97/00
- C08L 2201/06: Biodegradable
- C12R 2001/13: Brevibacterium
- Y02W 90/10: Bio-packaging, e.g. packing containers made from renewable resources or bio-plastics
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- C12N: MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA (microbiological testing media C12Q1/00)
- C12P: FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE {(brewing of beer C12C; producing vinegar C12J; producing specific peptides or proteins C07K; producing enzymes C12N9/00; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification C12N15/00; measuring or testing processes involving enzymes or microorganisms C12Q; measuring or testing processes involving nucleic acid amplification reactions C12Q1/6844; fermentation processes to form a food composition, A21 or A23; compounds in general, see the relevant compound class, e.g. C01, C07)}
- C12R: INDEXING SCHEME ASSOCIATED WITH SUBCLASSES C12C - C12Q, RELATING TO MICROORGANISMS
- Y02W: CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT

## Abstract

An aliphatic dicarboxylic acid, an aliphatic diol or a derivatives thereof and/or as succinic acid, a butane diol, or a both-hydroxy-terminated polyether having the number of carbon atoms of 4 to 1000, each of which is derived from a biomass resource and has nitrogen atoms in an amount of 0.01 to 100 ppm. Products and methods using these materials are also provided.

## Claims

### Claim 1

A biomass-resource-derived polyester, comprising as a main repeating unit thereof at least one dicarboxylic acid unit and at least one diol unit, wherein at least one of the dicarboxylic acid and diol used as raw materials of the polyester is obtained from biomass resources and a nitrogen atom content in the polyester except nitrogen atoms contained in covalently bonded functional groups in the molecule of the polyester are, in terms of a mass ratio, 0.01 ppm to 100 ppm relative to the polyester.

### Claim 2 (depends on 1)

The biomass-resource-derived polyester according to claim 1, wherein the biomass resources are plant resources.

### Claim 3 (depends on 1)

The biomass-resource-derived polyester according to claim 1, wherein the nitrogen atom content in the polyester is, in terms of a mass ratio, 0.01 ppm to 50 ppm relative to the polyester.

### Claim 4 (depends on 1)

The biomass-resource-derived polyester according to claim 1, wherein the polyester has a reduced viscosity (ηsp/c) of 0.5 or greater.

### Claim 5 (depends on 1)

The biomass-resource-derived polyester according to claim 1, wherein the polyester has a reduced viscosity (ηsp/c) of 1.0 or greater.

### Claim 6 (depends on 1)

The biomass-resource-derived polyester according to claim 1, wherein the polyester has YI value of −10 to 30.

### Claim 7 (depends on 1)

A process for producing the biomass-resource-derived polyester according to claim 1, comprising reacting at least one dicarboxylic acid and at least one diol, wherein at least one of the dicarboxylic acid as raw material and diol as raw material provided for the reaction is derived from biomass resources; a nitrogen atom content in the dicarboxylic acid as raw material and diol as raw material derived from biomass resources is, in terms of a mass ratio, 0.01 ppm to 100 ppm relative to the total amount of the raw materials.

### Claim 8 (depends on 7)

A biomass-resource-derived polyester obtained by the process as claimed in claim 7.

### Claim 9 (depends on 0, 1)

A biomass-resource-derived polyester-sin composition, which comprises 99.9 to 0.1 wt. % of a biomass-resource-derived polyester according to claim 1 and 0.1 to 99.9 wt. % of a thermoplastic resin, biodegradable resin, natural resin or polysaccharide.

### Claim 10 (depends on 1)

A pellet obtained from a biomass-resource-derived polyester according to claim 1.

### Claim 11 (depends on 9)

A pellet obtained from a biomass-resource-derived polyester resin composition according to claim 9.

### Claim 12 (depends on 1)

A molded product obtained by molding the biomass-resource-derived polyester according to claim 1.

### Claim 13 (depends on 9)

A molded product obtained by molding the biomass-resource-derived polyester resin composition according to claim 9.

### Claim 14 (depends on 12)

The molded product according to claim 12, which is selected from the group consisting of a film, a sheet, a container, a nonwoven fabric, a fiber and a foam.

### Claim 15 (depends on 13)

The molded product according to claim 13, which is selected from the group consisting of a film, a sheet, a container, a nonwoven fabric, a fiber and a foam.
