A novel thiophenedicarboxylic acid-based copolyester and its preparation method and application

A technology of thiophenedicarboxylic acid-based copolyester and thiophenedicarboxylic acid, which is applied in the field of polymers, can solve problems such as limited application range and yellowing of polyester color, and achieve high light transmittance, high gas barrier performance, and high dependent effect

Active Publication Date: 2021-06-15
NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

They all belong to aliphatic polymers. Due to the lack of rigid aromatic ring structure in the molecular structure, their mechanical properties (such as strength, modulus, creep resistance, etc.) and heat resistance (such as thermomechanical properties, heat distortion temperature, etc.) are obvious. It is lower than petroleum-based polymer materials such as polyethylene terephthalate (PET), polycarbonate (PC), aromatic nylon (PA), bisphenol A epoxy resin (Epoxy), which severely limits their application. Application range
Polyethylene 2,5-furandicarboxylate (PEF) prepared from bio-based 2,5-furandicarboxylic acid and ethylene glycol has excellent mechanical properties, heat resistance and gas barrier properties, but polyester color The problem of yellowing has been difficult to solve

Method used

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  • A novel thiophenedicarboxylic acid-based copolyester and its preparation method and application
  • A novel thiophenedicarboxylic acid-based copolyester and its preparation method and application
  • A novel thiophenedicarboxylic acid-based copolyester and its preparation method and application

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preparation example Construction

[0024] One aspect of the embodiments of the present invention provides a method for preparing a novel thiophenedicarboxylic acid-based copolyester, comprising:

[0025] Under a protective atmosphere, 2,5-thiophenedicarboxylic acid and / or 2,5-thiophenedicarboxylate, 2,4-thiophenedicarboxylic acid and / or 2,4-thiophenedicarboxylate, di- A new type of thiophenedicarboxylic acid-based copolyester is obtained by the reaction of polyalcohol, catalyst, stabilizer and antioxidant.

[0026] Further, the catalysts include esterification catalysts, transesterification catalysts and polycondensation catalysts.

[0027] In some specific embodiments, the preparation method of the novel thiophenedicarboxylic acid-based copolyester specifically includes: under a protective atmosphere, making 2,5-thiophenedicarboxylic acid and / or 2,5-thiophenedicarboxylic acid The mixture of ester compound, 2,4-thiophenedicarboxylic acid and / or 2,4-thiophenedicarboxylate, glycol, esterification catalyst and / or...

Embodiment 1

[0054] Add 0.1 mol of dimethyl 2,5-thiophene dicarboxylate, 0.1 mol of dimethyl 2,4-thiophene dicarboxylate, 0.32 mol of ethylene glycol, and 0.0003 mol of anhydrous zinc acetate into the reactor, pumping Vacuum and nitrogen were replaced three times, start stirring, gradually heat up to 180 ° C, and react for 3 h, then add 0.0003 mol of antimony trioxide, 0.0004 mol of triphenyl phosphate, 0.00025 mol of tetra[β-(3,5-di-tert-butyl] yl-4-hydroxyphenyl)propionic acid] pentaerythritol ester, and then slowly evacuated to below 60Pa, and heated to 220°C, and reacted for 4.5h to obtain polyethylene thiophene dicarboxylate, which is polyethylene thiophene dicarboxylate. ester 1 The data of H-NMR (deuterated trifluoroacetic acid as solvent) are: thiophene ring hydrogen shifts of 7.57 ppm, 7.78 ppm and 8.68 ppm; ethylene glycol methylene hydrogen atom shifts of 4.20 ppm.

[0055] After testing, the relative number average molecular mass of the obtained polyethylene thiophene dicarbox...

Embodiment 2

[0057] 0.16mol of dimethyl 2,5-thiophene dicarboxylate, 0.04mol of dimethyl 2,4-thiophene dicarboxylate, 0.32mol of 1,3-propanediol, 0.0004mol of anhydrous zinc acetate were added to the reactor , evacuated and replaced with nitrogen three times, turned on stirring, gradually heated up to 180 ° C, and reacted for 3 h, then added 0.00045 mol of ethylene glycol antimony, 0.0006 mol of trimethyl phosphate, 0.0004 mol of tetrakis[β-(3,5-dimethicone) tert-butyl-4-hydroxyphenyl)propionic acid] pentaerythritol ester, and then slowly vacuumed to below 60Pa, and heated to 210 ° C, and reacted for 3.0h to obtain polythiophene dicarboxylate. After testing, polythiophene dicarboxylate was obtained. The relative number average molecular mass of the ester is 43000g / mol; the visible light transmittance is 89% (cut off 700nm wavelength), the melt viscosity is lower than 720Pa·S at 220℃, and the glass transition temperature is 34.2℃; T in nitrogen 5 % The thermal weight loss temperature is 385...

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Abstract

The invention discloses a novel thiophenedicarboxylic acid-based copolyester as well as its preparation method and application. The novel thiophenedicarboxylic acid-based copolyester has a structure represented by the following formula: wherein, m, n and x are all selected from 1-200, and R is an aliphatic chain or alicyclic ring with 2-20 C atoms. The novel thiophenedicarboxylic acid copolyester provided by the invention has the characteristics of high visible light transmittance, low melt viscosity, good heat resistance, excellent mechanical properties and gas barrier properties, and can be widely used in barrier films, barrier bottles, fibers and Engineering plastics and other fields.

Description

technical field [0001] The invention belongs to the technical field of polymers, and in particular relates to a novel thiophenedicarboxylic acid-based copolyester and a preparation method and application thereof. Background technique [0002] At present, the widely used bio-based polymer materials mainly include polylactic acid (PLA), polyhydroxyalkanoic acid (PHA), polyglycolic acid (PGA), polybutylene glycol succinate (PBS) and so on. They all belong to aliphatic polymers. Due to the lack of rigid aromatic ring structure in the molecular structure, their mechanical properties (such as strength, modulus, creep resistance, etc.) and heat resistance (such as thermomechanical properties, thermal deformation temperature, etc.) are obvious. It is lower than petroleum-based polymer materials such as polyethylene terephthalate (PET), polycarbonate (PC), aromatic nylon (PA), bisphenol A epoxy resin (Epoxy), etc., which seriously limits their performance. Scope of application. Pol...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G63/688C08G63/78
CPCC08G63/6886C08G63/78
Inventor 王静刚刘小青张小琴樊林朱锦
Owner NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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