A kind of preparation method of polyether ester random copolymer based on polyethylene furandicarboxylate

The technology of ethylene furandicarboxylate and furandicarboxylate is applied in the field of preparation of polyetherester random copolymers, and can solve the problems of narrow adjustable range of ether bond content, large amount of catalyst, expensive catalyst and the like, Achieve the effects of low cost, high activity, excellent gas barrier properties and mechanical strength

Active Publication Date: 2022-05-24
ZHEJIANG HENGYI PETROCHEMICAL RES INST CO LTD +1
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  • Abstract
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  • Application Information

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Problems solved by technology

[0006] To sum up, the synthesis of polyether ester often needs to add a third monomer, and the one-pot synthesis technology without adding a third monomer still has the disadvantages of expensive / toxic catalyst, large amount of catalyst, and narrow adjustable range of ether bond content And other issues

Method used

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  • A kind of preparation method of polyether ester random copolymer based on polyethylene furandicarboxylate
  • A kind of preparation method of polyether ester random copolymer based on polyethylene furandicarboxylate
  • A kind of preparation method of polyether ester random copolymer based on polyethylene furandicarboxylate

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[0033] A preparation method of polyetherester random copolymer based on polyethylene furandicarboxylate: comprising:

[0034] 1) Taking 2,5-furandicarboxylic acid and / or 2,5-furandicarboxylic acid diester and ethylene glycol with a molar ratio of 1:1.1-1:5 as polymerized monomers, in the catalysis of polyvalent organic sulfonic acid catalyst The esterification-etherification reaction is carried out under the reaction temperature of 160-210°C, the reaction time is 2-5h, and the reaction pressure is normal pressure or positive pressure, and the polyetherester oligomer is obtained after the reaction.

[0035] 2) adding an organometallic catalyst to the polyetherester oligomer obtained in step 1) to carry out a polycondensation reaction, the reaction temperature is 210-260° C., the reaction time is 1-6h, and the reaction pressure is less than 50Pa; polyetherester is obtained after the reaction Random copolymer, namely polyethylene furandicarboxylate-co-diglycol.

[0036] Wherein,...

Embodiment 1

[0048] 30.00g of 2,5-furandicarboxylic acid, 23.85g of ethylene glycol, and 0.072g of propanedisulfonic acid were added to the reactor with nitrogen protection, and the reaction was carried out at 180 °C for 1 h, at 190 °C for 1 h, and at 200 °C to No more water was distilled out to obtain polyetherester oligomer. Then 0.06g of dibutyltin oxide was added to the polyetherester oligomer, and under high vacuum conditions (figure 1 of the samples prepared for Example 1 1 H NMR spectrum; figure 2 DSC curve of the sample prepared for Example 1.

Embodiment 2

[0050] 30.00g of 2,5-furandicarboxylic acid, 23.85g of ethylene glycol, 0.015g of propanedisulfonic acid were added to the reactor with nitrogen protection, and the reaction was carried out at 180 °C for 1 h, at 190 °C for 1 h, and at 200 °C to No more water was distilled out to obtain a polyetherester oligomer; then 0.06g of dibutyltin oxide was added to the polyetherester oligomer, and the reaction was carried out at 230°C for 1 h under high vacuum conditions (<50Pa) at 240°C. The following reaction was carried out for 3 h to obtain polyethylene furandicarboxylate-co-diglycol, whose performance parameters are shown in Table 1.

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Abstract

The invention relates to the field of polymer synthesis, and discloses a preparation method of a random copolymer of polyether ester based on polyethylene furandicarboxylate, using 2,5-furandicarboxylic acid and / or 2,5-furandicarboxylic acid Formic acid diester and ethylene glycol are polymerized monomers, and under the action of multi-component organic sulfonic acid catalysts and organic metal catalysts, the esterification-etherification and polycondensation reactions are carried out in sequence to prepare polyether ester random copolymers. Wherein, through the regulation and control of catalyst content, the content of diethylene glycol chain unit in the polyether ester random copolymer is 5-80 mol%. The method of the present invention can synthesize polyether ester efficiently and environmentally friendly through a one-pot method by using a low-added multi-component organic sulfonic acid catalyst and an organic metal catalyst as a composite catalyst without adding a third monomer, and the polyether ester The diethylene glycol chain unit content in the copolymer can be adjusted in a wide range, and has excellent thermodynamic properties and gas barrier properties.

Description

technical field [0001] The invention relates to the field of polymer synthesis, in particular to a preparation method of a polyetherester random copolymer based on polyethylene furandicarboxylate. Background technique [0002] Polyethylene furandicarboxylate (PEF), obtained by the polymerization of the bio-based monomer 2,5-furandicarboxylic acid (FDCA) and ethylene glycol, is a fully bio-based polyester with similar properties to PET polyester. structure, but its thermodynamic properties and barrier properties are more excellent, so it is considered to be a new bio-based high-performance material superior to PET. In addition to the homopolyester PEF, PEF-based polyetheresters also have excellent properties and can be used as high-performance plastics and elastomers. [0003] Polyether diols such as polyethylene glycol (PEG) and polytetrahydrofuran (PTMG) are added as macromonomers during the synthesis of PEF to obtain polyetherester thermoplastic elastomers, but the additi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G63/672C08G63/87C08G63/85
CPCC08G63/672C08G63/87C08G63/85
Inventor 吴林波李志松李伯耿胡宇苗王松林张婉迎
Owner ZHEJIANG HENGYI PETROCHEMICAL RES INST CO LTD
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