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Preparation and application of sulfur-containing copolyester partially derived from biomass

A technology of sulfur-containing copolyester and biomass, which is applied in the preparation of sulfur-containing copolyester and the field of sulfur-containing copolyester, can solve the problems of poor thermal performance, mechanical performance, poor degradation performance, and poor mechanical performance, and achieve Easy to degrade, high molecular weight, good mechanical properties

Pending Publication Date: 2021-02-02
WUHAN UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Petroleum-based biodegradable polyesters include polycaprolactone (PCL), polybutylene adipate / terephthalate (PBAT), etc., and the main raw materials include PTA, oxalic acid, butylene glycol and other oil-based or coal-based Chemical products, PCL, PBAT and other aromatic polyesters have poor degradation performance; bio-based degradable polyesters include polylactic acid (PLA), polyhydroxydimethyl ester (PHA), poly(1,4-butanediol butanediol Degradable polyesters made from biomass resources can reduce traditional energy consumption, but there is a problem of competing with people for food, and these aliphatic polyesters such as PLA, PHA, and PBS have decomposition temperatures Disadvantages such as low and poor mechanical properties
[0004] Chinese patent CN 109438684 A discloses a 2,5-thiophenedicarboxylate polyester and its preparation method. Although the polyester has good degradation performance, it has problems such as poor thermal and mechanical properties

Method used

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  • Preparation and application of sulfur-containing copolyester partially derived from biomass
  • Preparation and application of sulfur-containing copolyester partially derived from biomass

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] To a dry single-necked flask (50 mL) were successively added 1.2815 g (5 mmol) of 3,4-dimethyl(2,3-B)thiophene-2,5-dicarboxylic acid (DTDA), 0.8414 g (5 mmol) of 3,5-Dithia-1,7-heptanediol (DTH), 0.9115g (5mmol) of 3,6-dithia-1,8-octanediol (DTO) and 0.0030g (0.35mmol) The germanium dioxide was obtained, and the reaction mixture was reacted under nitrogen protection at 150 °C for 5.0 h to obtain an esterified product. The temperature of the esterification product was continued to rise to 190° C., the vacuum degree in the reaction system was controlled at 40-100 Pa, and the crude product of the polycondensation product was obtained after the reaction for 2.0 h. After dissolving the crude product of the polycondensation product with a sufficient amount of chloroform, take the clear liquid, add the clear liquid to a certain amount of isopropanol, precipitate solid insolubles, centrifuge, and filter to obtain a white solid, and the obtained solid is treated with ethanol. T...

Embodiment 2

[0051] To a dry single-necked flask (50 mL), 1.2815 g (5 mmol) of 3,4-dimethyl(2,3-B)thiophene-2,5-dicarboxylic acid (DTDA), 1.066 g (5 mmol) of (1S,2S)-(+)-2-amino-1-[4-(methylthio)phenyl-1,3-propanediol, 0.948 g (5.2 mmol) of 3,6-dithia-1, 8-Octanediol (DTO) and 0.0026g (0.04mmol) of germanium dioxide, the reaction mixture was reacted under nitrogen protection at 155°C for 5.0h to obtain an esterified product. The temperature of the esterification product was continued to rise to 195° C., the vacuum degree in the reaction system was controlled at 40-100 Pa, and the crude product of the polycondensation product was obtained after the reaction for 3.0 h. After dissolving the crude product of the polycondensation product with a sufficient amount of chloroform, take the clear liquid, add the clear liquid to a certain amount of methanol, precipitate solid insolubles, centrifuge, and filter to obtain a white solid, and the obtained solid is washed with ethanol, The solid filtered...

Embodiment 3

[0054] To a dry single-necked flask (50 mL), 1.2815 g (5 mmol) of 3,4-dimethyl(2,3-B)thiophene-2,5-dicarboxylic acid (DTDA) and 0.8582 g (5.1 mmol) were sequentially added of 3,5-dithia-1,7-heptanediol (DTH), 0.9115g (5mmol) of 3,6-dithia-1,8-octanediol (DTO) and 0.0017g (0.005mmol ) of tetrabutoxide germanium, the reaction mixture was reacted at 150° C. under nitrogen protection for 5.0 h to obtain an esterified product. The temperature of the esterification product was continued to rise to 200° C., the vacuum degree in the reaction system was controlled at 40-100 Pa, and the crude product of the polycondensation product was obtained after the reaction for 2.0 h. After dissolving the crude product of the polycondensation product with a sufficient amount of chloroform, take the clear liquid, add the clear liquid to a certain amount of n-butanol, precipitate solid insolubles, centrifuge, and filter to obtain a white solid, and the obtained solid is treated with ethanol. The so...

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Abstract

According to the invention, 3,4-dimethylthieno[2,3-B]thiophene-2,5-dicarboxylic acid, 3,6-dithia-1,8-octanediol, and 3,5-dithia-1,7-heptanediol or (1S, 2S)-(+)-2-amino-1-[4-(methylthio)phenyl]-1,3-propanediol are used as raw materials, and a sulfur-containing copolyester partially derived from the biomass raw material is prepared through two reaction steps of catalytic melt esterification or transesterification and catalytic melt polymerization. The 3,4-dimethylthieno[2,3-B]thiophene-2,5-dicarboxylic acid can be obtained from biomass resources, and the problem of shortage of petroleum resources is avoided. The prepared polyester has the characteristics that the polyester material has good thermal stability, ductility and other mechanical properties and excellent degradability, when the content of 3,6-dithia-1,8-octanediol exceeds 35%, the elongation at break of the polyester reaches 420% or above, and the polyester material has good toughness, and can be used as a high-impact-resistance polyester material. The sulfur-containing copolyester partially derived from the biomass raw material prepared by the invention is mainly used for achieving a plasticizing effect in processing of apolyvinyl chloride material.

Description

technical field [0001] The invention belongs to the field of polymer synthesis, and relates to the preparation and use of a sulfur-containing copolyester partially derived from biomass. Specifically related to 3,4-dimethyl(2,3-B)thiophene-2,5-dicarboxylic acid, 3,6-dithia-1,8-octanediol, and 3,5-disulfide Hetero-1,7-heptanediol or (1S,2S)-(+)-2-amino-1-[4-(methylthio)phenyl-1,3-propanediol by catalytic melt esterification or esterification A two-step reaction of exchange reaction and catalytic melt polycondensation is used to prepare a sulfur-containing copolyester with excellent performance. Background technique [0002] For a long time, human beings have used non-renewable fossil resources such as oil and coal as starting materials to develop a wide variety of petroleum-based products with extensive use value, such as widely used plastics. At present, about 75% of the plastics used by people are petroleum-based plastics, and about 20% of recycled plastics are basically m...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/688C08G63/78C08G63/90C08L27/06C08L67/02
CPCC08G63/6886C08G63/78C08G63/90C08L27/06C08L67/02
Inventor 程正载陈俊熊景马里奥高斯尔贾如艳孙欣袁贝贝闻东
Owner WUHAN UNIV OF SCI & TECH
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