Semi-aromatic polyamide based on furan dicarboxylic acid and preparation method thereof

A technology of semi-aromatic polyamide and furandicarboxylic acid, which is applied in the field of semi-aromatic polyamide and its preparation based on furandicarboxylic acid, and can solve problems such as poor effect

Inactive Publication Date: 2016-12-07
NANJING TECH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The technical problem to be solved in the present invention is to provide a semi-aromatic polyamide based on furandicarboxylic acid to solve the problem of poor effect in the prior art

Method used

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  • Semi-aromatic polyamide based on furan dicarboxylic acid and preparation method thereof
  • Semi-aromatic polyamide based on furan dicarboxylic acid and preparation method thereof
  • Semi-aromatic polyamide based on furan dicarboxylic acid and preparation method thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] The Candida sp.99-125 lipase (0.18g, 20wt%) and pre-activated molecular sieve (1.78g, 200wt%) were added to a nitrogen-protected round bottom flask. Then dimethyl furandicarboxylate (0.5000g, 2.715mmol), 1,8-octanediamine (0.3917g, 2.715mmol) and anhydrous toluene (4.46g, 500wt%) were added to the flask, and the flask was sealed. Stir mechanically at 60°C for 72 hr. Then spin the solvent toluene to dryness, dissolve the product with formic acid, filter out the enzyme and molecular sieve, concentrate the toluene solution, add the concentrated solution dropwise to the excess 1,4-dioxane, and separate the crude product by decantation and centrifugation , And then dissolve the crude product in formic acid, then add the formic acid solution dropwise to excess methanol (-20℃), and then centrifuge to obtain a solid, then vacuum drying, the yield reached 65%, the molecular weight reached 46000g / mol, melting point It is 147°C and the glass transition temperature is 116°C. Prepa...

Embodiment 2

[0031] The Candida sp.99-125 lipase (0.08g, 10wt%) and the pre-activated molecular sieve (1.55g, 200wt%) were added to a nitrogen-protected round bottom flask. Then dimethyl furandicarboxylate (0.5000g, 2.715mmol) and 1,5-pentanediamine (0.2772g, 2.715mmol) and anhydrous diphenyl ether (3.89g, 500wt%) were added to the flask, and the flask Seal and stir mechanically at 80°C for 72hr. Then the solvent diphenyl ether was spin-dried, the product was dissolved with formic acid, the enzyme and molecular sieve were filtered, the formic acid solution was concentrated, and the concentrated solution was added dropwise to the excess 1,4-dioxane. The crude product was combined by decantation After centrifugation, the crude product was dissolved in formic acid, and the formic acid solution was added dropwise to excess methanol (-20°C), and then the solid was centrifuged to obtain a solid, which was then vacuum dried. The yield reaches 63%, the molecular weight reaches 40,000 g / mol, the me...

Embodiment 3

[0033] The Candida sp.99-125 lipase (0.12g, 15wt%) and pre-activated molecular sieve (1.6g, 200wt%) were added to a nitrogen-protected round bottom flask. Then dimethyl furandicarboxylate (0.5000g, 2.715mmol), 1,6-hexamethylenediamine (0.3153g, 2.715mmol) and anhydrous benzene (4.08g, 500wt%) were added to the flask, and the flask was sealed. Stir mechanically at 70°C for 60 hr. Then spin-dry the solvent benzene, dissolve the product with formic acid, filter out the enzyme and molecular sieve, concentrate the formic acid solution, add the concentrated solution dropwise to the excess 1,4-dioxane, and separate the crude product by decantation and centrifugation , And then dissolve the crude product in formic acid, add the formic acid solution dropwise to excess methanol (-20°C), and then centrifuge to obtain a solid, and then vacuum dry. The yield reached 60%, the molecular weight reached 43000 g / mol, the melting point was 149°C, and the glass transition temperature was 119°C.

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Abstract

The invention discloses a preparation method of semi-aromatic polyamide based on furan dicarboxylic acid. The semi-aromatic polyamide based on furan dicarboxylic acid is prepared by using dimethyl furandicarboxylate and aliphatic diamine as comonomer and using Candida sp.99-125 lipase as a catalyst to perform polymerization reaction in a solvent. Compared with the prior art, the preparation method provided by the invention has the advantages of simple process, mild reaction conditions, total yield up to 60-80% and molecular weight up to 54000 g / mol. Compared with PPA, the semi-aromatic polyamide based on furan dicarboxylic acid, provided by the invention, shows similar glass transition temperature and crystalline structure, and has lower melting point and better processability.

Description

Technical field [0001] The invention belongs to the field of polymer material synthesis, and specifically relates to a semi-aromatic polyamide based on furandicarboxylic acid and a preparation method thereof. Background technique [0002] Polyphthalamide (PPA) is widely used in military, automation, petroleum industry, electronics industry, machinery and other industries because of its heat resistance, corrosion resistance, good dimensional stability, excellent mechanical properties, and excellent processing properties. The raw materials of traditional PPA are petroleum-based aromatic diacids (terephthalic acid (TPA) and isophthalic acid (IPA)) and fatty diamines, and now we are facing the consumption of petroleum resources, waste discharge and energy Environmental issues such as consumption. In addition, the traditional synthetic route will have side reactions such as branching, decarboxylation, and discoloration. [0003] Therefore, sustainable PPA can be synthesized from renew...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P13/02C08G69/46
CPCC12P13/02C08G69/46
Inventor 郭凯弓桦朱宁胡欣方正王海鑫
Owner NANJING TECH UNIV
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