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Method for preparing modified PEF copolyester from citric acid-based aromatic diester

A technology of copolyester and diethyl phthalate, which is applied in the field of preparing modified PEF copolyester with citric acid-based aromatic diester, can solve the problems of low glass transition temperature and limited application range, and achieve easy processing, Conducive to industrial production and less environmental pollution

Inactive Publication Date: 2021-03-09
TIANJIN UNIVERSITY OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the glass transition temperature of PEF is low, which limits its application range

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Embodiment 1: Preparation of 2,3-diphenyl-1,4-diethyl terephthalate monomer

[0021] After benzil (15g, 0.075mol), diethyl 1,3-acetonedicarboxylate (18g, 0.09mol) and methanol (100mL) were mixed and dissolved, sodium hydroxide (15g) was added and stirred at room temperature for 24h. The resulting product 2,5-diethoxycarbonyl-4-hydroxyl-3,4-diphenylcyclopentadienone (25g, 0.065mol) and acetic anhydride (50mL) were mixed uniformly, then diluted with acetic anhydride (50mL) The final concentrated sulfuric acid (7 mL) solution was stirred at room temperature for 12 h, and quenched by adding water (150 mL). The resulting product 2,5-diethoxycarbonyl-3,4-diphenylcyclopentadienone (24g, 0.06mol) was mixed with dicycloheptadiene (22.8g, 0.21mol) and toluene (100mL) Heated to reflux at 110°C for 12h, removed the solvent under reduced pressure, and recrystallized with methanol to obtain white crystals.

Embodiment 2

[0022] Example 2: Preparation of PEF modified copolyester by 2,3-diphenyl-1,4-diethyl terephthalate, 2,5-dimethyl furandicarboxylate and ethylene glycol

[0023] Add 4g (10.68mmol) 2,3-diphenyl-1,4-diethyl terephthalate, 1.96g (10.68mmol) dimethyl 2,5-furandicarboxylate and 3.98g (64.01mmol) of ethylene glycol to obtain a mixed solution, add catalyst zinc acetate and 0.63mg of antimony trioxide, slowly feed nitrogen and continue to stir, heat to 160°C, react at this temperature for 2h, then gradually increase the temperature to 240°C ℃, after reacting for 4 hours, remove the nitrogen protection, change the vacuum to 1mmHg, heat up to 260℃ and continue polycondensation for 4 hours, after the reaction solution is cooled to room temperature, add 10mL of chloroform to dissolve it, then add methanol to precipitate, and pump the precipitated white solid Filter and fully dry to obtain copolyester.

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Abstract

The invention relates to a method for preparing modified PEF copolyester by using 2, 3-diphenyl-diethyl terephthalate, which is used for preparing the PEF copolyester by using dimethyl acetone dicarboxylate and cinnamyl aldehyde as raw materials and zinc acetate and antimonous oxide as catalysts under the conditions of high temperature and high vacuum, and comprises the following steps: 1) preparing the 2, 3-diphenyl-diethyl terephthalate from the diethyl acetone dicarboxylate; and 2) preparing the modified PEF copolyester from the 2, 3-diphenyl-diethyl terephthalate. The preparation method has the advantages that the PEF polyester is wide in raw material source, low in price, renewable and low in production cost; the PEF polyester modification synthesis process is simple, easy to operate,environmentally friendly, high in yield and beneficial to industrial production; the prepared modified PEF copolyester material is good in thermal stability and adjustable in performance, structure and function diversification is easy to achieve, the performance of the modified PEF copolyester material can be comparable with that of polyester based on petroleum raw materials, and the modified PEFcopolyester material has the possibility of large-scale production.

Description

technical field [0001] The invention relates to the technical field of renewable resource utilization and green synthesis, in particular to a modified polyethylene 2,5-furandicarboxylate (PEF) prepared from 2,3-diphenyl-diethyl terephthalate. ) method of copolyester. Background technique [0002] Polyethylene 2,5-furandicarboxylate (PEF) is a bio-based polymer, and its synthetic raw material can be derived from biomass raw materials, that is, the monomer 2,5-furan dicarboxylate obtained from biomass Formic acid (FDCA) and ethylene glycol (EG). Compared with petroleum-based polyester - poly(ethylene terephthalate) (PET), PEF polyester has better mechanical properties and higher gas barrier properties, and can be applied to high barrier packaging materials, High-performance fibers and engineering plastics and other fields. However, the glass transition temperature of PEF is low, which limits its application range. [0003] The object of the present invention proposes a sol...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/672C08G63/78
CPCC08G63/672C08G63/78
Inventor 庞成才赵圣科刘福德
Owner TIANJIN UNIVERSITY OF TECHNOLOGY
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