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Preparation method of bio-based polyester

A technology based on polyester and biology, applied in the field of preparation of bio-based polyester, to achieve the effect of controllable polymerization reaction and elimination of depolymerization reaction

Active Publication Date: 2020-08-07
NANJING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The use of organic small molecule catalysts to control polycondensation reactions has not been reported at home and abroad.

Method used

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  • Preparation method of bio-based polyester
  • Preparation method of bio-based polyester
  • Preparation method of bio-based polyester

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] For the preparation of DBU·BA, dissolve benzoic acid in ether solution at room temperature under nitrogen or inert gas protection conditions, and drop DBU into the reaction flask while stirring to obtain the product. The hydrogen spectrum structure of DBU·BA is as follows figure 1 As shown, the carbon spectrum structure is as figure 2 shown.

[0035] The argon in the reaction kettle was replaced three times, and 19.4g of dimethyl terephthalate and 10.8ml of ethylene glycol (molar ratio of 1:2) were added under the state of argon, and the temperature was gradually raised to 250 ℃, carry out the condensation reaction until no methanol is distilled out. Add 0.028g DBU·BA salt (0.1% mol) and reduce the pressure to 0.3 atmosphere to carry out the transesterification reaction, raise the temperature to 280°C until no ethylene glycol evaporates. After the reaction was complete, cool to room temperature with nitrogen gas, and the product was a colorless transparent solid wit...

Embodiment 2

[0037] The DBU·BA catalyst was prepared as in Example 1.

[0038] Replace the argon in the reaction kettle three times, add 19.4g dimethyl terephthalate and 14.5ml 1,3-propanediol (molar ratio is 1:2) under the state of argon, and gradually increase the temperature under normal pressure To 250 ° C, the condensation reaction is carried out until no methanol is distilled out. Then add 0.028g of DBU·BA salt (0.1% mol), then reduce the pressure to 0.2 atmosphere to carry out the transesterification reaction, raise the temperature to 280°C until no ethylene glycol is distilled out. After the reaction was complete, the reaction was cooled to room temperature with nitrogen gas, and the product was a colorless transparent solid with a weight of 19.9 g and a yield of 60%.

Embodiment 3

[0040] The DBU·BA catalyst was prepared as in Example 1.

[0041] The argon in the reaction kettle was pumped three times, and 19.4g of dimethyl terephthalate and 17.7ml of 1,4-butanediol (molar ratio was 1:2) were added under the state of argon, and gradually increased under normal pressure. The temperature is up to 220°C, and the condensation reaction is carried out until no methanol is distilled out. Then add 1.12g of DBU·BA salt (4% mol), then reduce the pressure to 0.3 atmospheric pressure to carry out the transesterification reaction, raise the temperature to 280°C until no ethylene glycol evaporates. After the reaction is complete, the nitrogen gas is cooled to room temperature, and the product is a colorless, transparent to pale yellow solid, with a product weight of 25.3 g and a yield of 65%. The product PBT and its raw materials are as follows: Figure 4 shown.

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Abstract

The invention belongs to the technical field of organic synthesis, and particularly relates to a preparation method of bio-based polyester. Terephthalic acid and derivatives thereof are synthesized into high-molecular-weight polyester compounds by adopting a two-step method. By adopting the method disclosed by the invention, efficient, mild and controllable polymerization reaction is realized, introduction of any metal in a catalytic polymerization reaction process is completely avoided, a depolymerization reaction of the catalyst in a secondary (or subsequent) process is avoided, polymer molecules with a predetermined structure are constructed, and design and control of the performance of a polymer material are realized.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and in particular relates to a preparation method of bio-based polyester. Background technique [0002] With the increasingly serious problems of environmental protection and fossil resources, the development of bio-based polymer materials based on renewable biomass resources has become a future development trend. As one of the most valuable bio-based platform compounds, terephthalic acid and its derivatives have been widely attempted in the synthesis of fine chemicals and polymer materials. [0003] In recent years, for metal catalyst systems, tin-containing metal series catalysts represented by stannous isooctanoate (SnOct2) are the most commonly used catalyst types for ring-opening polymerization. In the earliest research of Carothers and the current industrial production, tin-based, bismuth-based and antimony-based compounds are commonly used as polycondensation catalysts. In the ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/87C08G63/183
CPCC08G63/87C08G63/183
Inventor 郭凯姚志威李振江张婵朱玥嘉张磊罗子堃高宇王海鑫颜蕊
Owner NANJING UNIV OF TECH
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