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2,5-thiophenedicarboxylic acid-based copolyester and preparation method thereof

A technology of thiophenedicarboxylic acid-based copolyester and thiophenedicarboxylic acid diester, which is applied in the field of polyester materials, can solve the problems of high glass transition temperature, poor material toughness, large production demand, etc., and achieves the reduction of crystallinity, The effect of lowering glass transition temperature and improving toughness

Active Publication Date: 2019-04-12
芜湖万隆新材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Hence, the consumption and production of terephthalate-based polyesters are huge
[0003] Terephthalic acid-based polyester mainly uses terephthalic acid or dimethyl terephthalate as raw materials, which are petroleum-based raw materials. Due to the huge demand for the production of phthalic acid-based polyester, a large amount of the above-mentioned petroleum is consumed The production and preparation of basic raw materials has aggravated the problem of shortage of oil resources
In addition, in some fields, the toughness requirements of materials are high, and terephthalic acid-based polyester is easy to crystallize and has a high glass transition temperature, which leads to poor toughness of materials and is difficult to meet the use requirements

Method used

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  • 2,5-thiophenedicarboxylic acid-based copolyester and preparation method thereof
  • 2,5-thiophenedicarboxylic acid-based copolyester and preparation method thereof
  • 2,5-thiophenedicarboxylic acid-based copolyester and preparation method thereof

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preparation example Construction

[0059] The present invention also provides a method for preparing the 2,5-thiophenedicarboxylate copolyester described in the above technical solution, comprising the following steps:

[0060] a) Under the action of a catalyst, the diacid and diol A are subjected to an esterification reaction to obtain a prepolymer;

[0061] The diacids are 2,5-thiophenedicarboxylic acid and terephthalic acid;

[0062] or

[0063] Under the action of a catalyst, the diester and diol B are subjected to a transesterification reaction to obtain a prepolymer;

[0064] The diester is 2,5-thiophenedicarboxylic acid diester and terephthalic acid diester;

[0065] b) subjecting the prepolymer to polycondensation reaction to obtain 2,5 thiophenedicarboxylic acid-based copolyester;

[0066] The diol A and diol B are independently selected from C3-C20 linear diols, 1,4-cyclohexanedimethanol, 1,4-cyclohexanediol, isosorbide, 2,5-furan One or more of dimethanol and diethylene glycol.

[0067] In the p...

Embodiment 1

[0089] Under the action of ethylene glycol antimony, 2,5-thiophenedicarboxylic acid, terephthalic acid and 1,3-propanediol were added to the reaction flask, wherein the mass ratio of ethylene glycol antimony to the total diacid was 0.3%, The molar ratio of 1,3-propanediol to total diacids is 2.5:1, and the molar ratio of 2,5-thiophenedicarboxylic acid to terephthalic acid is 0.24:0.80. Under the protection of nitrogen, the reaction was stirred at 200° C. for 3 h to obtain a prepolymer. The above prepolymer was evacuated to 90Pa, stirred and reacted at 235°C for 5h to obtain copolyester.

[0090] Gained copolyester is carried out proton nuclear magnetic spectrum test, the result is as follows: figure 1 as shown, figure 1 It is the H NMR spectrum of the copolyester obtained in Example 1 of the present invention. It can be seen that the resulting copolyester has a structure of formula (1), wherein R is -(CH 2 ) 3 -.

Embodiment 2

[0092] Under the action of stannous octoate, dimethyl 2,5-thiophenedicarboxylate, dimethyl terephthalate and 1,4-butanediol were added to the reaction flask, wherein stannous octoate accounted for 1% of the total diester The mass ratio is 0.3%, the molar ratio of 1,4-butanediol to total diester is 3:1, and the molar ratio of dimethyl 2,5-thiophenedicarboxylate to dimethyl terephthalate is 0.23:0.77 . Under the protection of nitrogen, the reaction was stirred at 200° C. for 3 h to obtain a prepolymer. The above prepolymer was evacuated to 80Pa, stirred and reacted at 235°C for 8h to obtain copolyester.

[0093] Gained copolyester is carried out proton nuclear magnetic spectrum test, the result is as follows: figure 2 as shown, figure 2 It is the H NMR spectrum of the copolyester obtained in Example 2 of the present invention. It can be seen that the resulting copolyester has a structure of formula (1), wherein R is -(CH 2 ) 4 -.

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Abstract

The invention provides 2,5-thiophenedicarboxylic acid-based copolyester and a preparation method thereof. The 2,5-thiophenedicarboxylic acid-based copolyester provided by the invention has a structurerepresented by a formula (1), wherein m is greater than or equal to 1, n is greater than or equal to 1, and x is an integer between 3 and 20. The 2,5-thiophenedicarboxylic acid-based copolyester provided by the invention contains 2,5-thiophenedicarboxylic acid biomass monomer raw materials, and dependence of polyester materials on petroleum resources is avoided. Meanwhile, in the 2,5-thiophenedicarboxylic acid-based copolyester structure, due to the unique molecular structure of thiophenedicarboxylic acid, regularity of a chain can be destroyed, and crystallinity of the copolyester can be reduced; moreover, rigidity of the thiophenedicarboxylic acid is less than rigidity of terephthalic acid, so that the glass transition temperature of the copolyester can be reduced. Therefore, toughnessof the polyester can be greatly improved.

Description

technical field [0001] The invention relates to the technical field of polyester materials, in particular to a 2,5-thiophenedicarboxylate copolyester and a preparation method thereof. Background technique [0002] Due to its good physical and chemical stability, polyester is widely used in various packaging materials (such as beverage bottles), fiber fabrics, films, films, coatings and other industrial fields. Among them, phthalic acid-based polyesters are more commonly used polyesters. Compared with polyester resins prepared from isophthalic acid and phthalic acid, terephthalic acid-based polyester has better thermal stability, mechanical properties and corrosion resistance, so it is widely used in polyester fiber, polyester Film, polyester bottle, chemical fiber, light industry, electronics, construction and other aspects. Therefore, both the consumption and production of terephthalate-based polyesters are enormous. [0003] Terephthalic acid-based polyester mainly uses...

Claims

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Application Information

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IPC IPC(8): C08G63/688C08G63/78
CPCC08G63/6886C08G63/78
Inventor 周光远姜敏王国强张强
Owner 芜湖万隆新材料有限公司
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