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Sulfur-containing aromatic polyester as well as preparation method and application thereof

A technology of aromatic polyester and polyvinyl fluoride resin, which is applied in the field of polyester, can solve the problems of higher mechanical and mechanical properties, difficulty in softening, molding, and limited types of polyester, etc., to achieve environmental protection and excellent environmental protection in the preparation process The effect of excellent performance and mechanical properties

Active Publication Date: 2021-11-23
HUNAN AEROSPACE SANFENG SCI & TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Degradable polyesters made from biomass resources can effectively reduce traditional energy consumption and have the advantages of good degradability and biocompatibility, but there are not many types of these polyesters, and polyhydroxyalkanoate (PHA ), polylactic acid (PLA), poly(1,4-butanediol succinate) (PBS) and other aliphatic degradable polyesters have disadvantages such as low decomposition temperature and poor mechanical properties. Its mechanical and mechanical properties are more demanding
[0005] Chinese patent CN 112300372 A discloses the preparation and application of a sulfur-containing copolyester partially derived from biomass, and the obtained product has good thermal stability and excellent degradability, but like PBS, PLA and other polyesters, it has the disadvantages of low decomposition temperature and poor mechanical properties, and the patented product contains benzene rings, which will produce a large odor during the preparation process, and It is not easy to soften and form, and needs to be further improved to improve its environmental protection and product performance

Method used

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  • Sulfur-containing aromatic polyester as well as preparation method and application thereof
  • Sulfur-containing aromatic polyester as well as preparation method and application thereof
  • Sulfur-containing aromatic polyester as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] To a dry single-necked flask (50 mL), 1.7216 g (10 mmol) of 3,4-thiophene dicarboxylic acid, 2.2820 g (10 mmol) of 1,4-cyclohexanedione-2,5-dicarboxylic acid dimethyl, 2.0426g (20mmol) of 1,3-cyclopentanediol and 0.002mmol of zirconium isooctanoate, the reaction mixture was reacted at 155°C under nitrogen protection for 4.5h to obtain an esterification product; continue to heat up to 195°C, and control the vacuum in the reaction system Degree at 30Pa, reaction 2.5h to obtain the crude product of polycondensation product. 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 insoluble matter, centrifuge, filter to obtain a white solid, wash the gained solid with ethanol, The solid obtained after filtering again was dried under vacuum at 55°C for 10.0h to obtain polyester P a1 , the yield was 91.74%. Polyester P a1 M n 138...

Embodiment 2

[0039] To a dry one-necked flask (50 mL), 1.8938 g (11 mmol) of 3,4-thiophene dicarboxylic acid, 1.6397 g (11 mmol) of 1,4-cyclohexanedione-2,5-dicarboxylic acid dimethyl, 2.0426g (20mmol) of 1,3-cyclopentadiol and 0.0035mmol of bismuth neodecanoate, the reaction mixture was reacted at 150°C under nitrogen protection for 5.0h to obtain an esterification product; continue to heat up to 210°C, and control the temperature in the reaction system The vacuum degree was 40Pa, and the reaction was carried out for 3.0 hours to obtain the crude product of the polycondensation product. 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 ethanol, precipitate solid insoluble matter, centrifuge, filter to obtain a white solid, wash the obtained solid with ethanol, The solid obtained after filtering again was dried under vacuum at 60°C for 12.0 hours to obtain polyester P...

Embodiment 3

[0042]To a dry single-necked flask (50 mL), 2.0659 g (12 mmol) of 3,4-thiophene dicarboxylic acid, 2.7384 g (12 mmol) of 1,4-cyclohexanedione-2,5-dicarboxylic acid dimethyl ester, 2.0426g (20mmol) of 1,3-cyclopentanediol and 0.004mmol of lead isooctanoate, the reaction mixture was reacted at 160°C under nitrogen protection for 5.5h to obtain an esterification product; continue to heat up to 220°C, and control the vacuum in the reaction system Degree at 50Pa, react for 3.5h to obtain the crude product of polycondensation product. Dissolve the crude polycondensation product with a sufficient amount of chloroform, take the clear liquid, add the clear liquid to a certain amount of propanol, precipitate solid insoluble matter, centrifuge, filter to obtain a white solid, and wash the obtained solid with ethanol , and the solid obtained after filtering again was dried under vacuum at 60°C for 13.0h to obtain polyester P a3 , the yield was 89.71%, M n 142000g / mol, M w It is 175000g...

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Abstract

According to the invention, bio-based monomers such as 3,4-thiophenedicarboxylic acid, dimethyl 1,4-cyclohexanedione-2,5-dicarboxylate and 1,2-cyclopentanediol or 1,3-cyclopentanediol are used as raw materials, and the sulfur-containing aromatic polyester partially derived from biomass is prepared by a catalytic melt polycondensation method. The 3,4-thiophenedicarboxylic acid can be derived from biomass resources, so that the problem of shortage of petroleum resources is effectively relieved. The prepared polyester material has the characteristics of high molecular weight, high boiling point, no toxicity, stable thermal property, high impact strength, good mechanical property, excellent degradation property and the like, has good compatibility with polyvinyl fluoride resin, can be efficiently used in material processing, plays a plasticizing role, and can effectively improve the plasticizing efficiency of a plasticizer and polyvinyl fluoride.

Description

technical field [0001] The invention belongs to the field of polyester, and relates to a sulfur-containing aromatic polyester, a preparation method and application thereof. Background technique [0002] Plastic products with excellent performance and wide use have been developed from fossil resources as starting materials. At the same time, these petroleum-based polyesters have also brought problems such as resource shortage and environmental pollution. Under the current background of carbon peaking and carbon neutrality, replacing fossil-based products with bio-based products and turning to a low-carbon economy will become a long-term global strategy for solving resource and environmental problems. [0003] With the improvement of living standards, the gradual improvement of plastic properties and the increase in the demand for lightweight, the amount of plastics has also increased rapidly. Plastic products have brought great convenience to people's lives and improved peopl...

Claims

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Application Information

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IPC IPC(8): C08G63/688C08G63/90C08L27/14C08L67/02
CPCC08G63/6886C08G63/90C08L27/14C08L2201/08C08L67/02
Inventor 陈俊丁嘉欣阳区张刚张德清李著初邓勇寇建军
Owner HUNAN AEROSPACE SANFENG SCI & TECH CO LTD
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