1,4;3,6-dianhydro mannitol modified furan dicarboxylic acid-based random copolymer, preparation method and applications thereof

A technology of random copolymer and furandicarboxylic acid, applied in the field of polymer materials, can solve the problems of increasing production cost, reducing the proportion of bio-based monomer units, etc., and achieves increased molecular weight, high glass transition temperature, and high intrinsic viscosity. Effect

Active Publication Date: 2019-08-30
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Patent application CN104955869A discloses a polyester based on furandicarboxylic acid made of isosorbide, but in order to improve the performance of the product, naphthalene dicarboxylic acid is partially added, which reduces the proportion of bio-based monomer units, and the method of solid-state polycondensation increased production costs

Method used

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  • 1,4;3,6-dianhydro mannitol modified furan dicarboxylic acid-based random copolymer, preparation method and applications thereof
  • 1,4;3,6-dianhydro mannitol modified furan dicarboxylic acid-based random copolymer, preparation method and applications thereof
  • 1,4;3,6-dianhydro mannitol modified furan dicarboxylic acid-based random copolymer, preparation method and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0071] Embodiment 1. prepare the polybutylene furandicarboxylate random copolymer of isosorbide modification

[0072] (1) At room temperature, in a 250mL glass flask, add 11.7g (0.08mol) isosorbide, 36.0g (0.40mol) dimethyl carbonate and 0.0026g transesterification catalyst lithium acetylacetonate under nitrogen atmosphere, (isosorbide The molar ratio of sorbitol to dimethyl carbonate is 1:5), stirred and reacted at 60°C for 3 hours, then gradually raised the temperature to 200°C, and completely distilled out the by-product methanol produced by the reaction to obtain isosorbide polycarbonate Esters prepolymer O1; characterized by NMR, its transesterification rate is 90%.

[0073] (2) In a 250mL glass flask, add 18.6g (0.12mol) of furandicarboxylic acid, 21.8g (0.24mol) of 1,4-butanediol and 0.002g of esterification catalyst titanium glycol (furan) under a nitrogen atmosphere The molar ratio of dicarboxylic acid to 1,4-butanediol is 1:2.0), start stirring at 160°C, gradually r...

Embodiment 2

[0085] Embodiment 2. prepare the polybutylene furandicarboxylate random copolymer of isosorbide modification

[0086] (1) At room temperature, in a 500mL glass flask, add 17.6g (0.12mol) isosorbide, 216g (2.4mol) dimethyl carbonate and 0.0016g transesterification catalyst potassium hydroxide, (isosorbide The molar ratio of alcohol to dimethyl carbonate is 1:20), stirred and reacted at 60°C for 3 hours, then gradually raised the temperature to 200°C, and completely distilled out the by-product methanol produced by the reaction to obtain isosorbide polycarbonate The prepolymer O1; the transesterification rate is 95% by NMR.

[0087] (2) In a 250mL glass flask, add 12.4g (0.08mol) of furandicarboxylic acid, 145g (1.6mol) of 1,4-butanediol and 0.0016g of esterification catalyst titanium glycol (furand dicarboxylate) under a nitrogen atmosphere. The molar ratio of formic acid to 1,4-butanediol is 1:20), start stirring at 160°C, gradually raise the temperature to 200°C, and react u...

Embodiment 3

[0089] Embodiment 3. prepare isosorbide modified polybutylene furandicarboxylate random copolymer

[0090] (1) At room temperature, in a 1000mL glass flask, add 23.4g (0.16mol) isosorbide, 701g (4.8mol) dimethyl carbonate and 0.00026g transesterification catalyst stannous octoate, (isosorbide The molar ratio of alcohol to dimethyl carbonate is 1:30), stirred and reacted at 60°C for 3 hours, then gradually raised the temperature to 200°C, distilled out the by-product methanol produced by the reaction until the reaction was complete, and stopped the reaction to obtain The prepolymer O1 of isosorbide polycarbonate; the transesterification rate is 98% as characterized by NMR.

[0091] (2) In a 50mL glass flask, add 3.1g (0.02mol) furandicarboxylic acid, 2.7g (0.03mol) 1,4-butanediol and 0.002g of esterification catalyst tetrabutyl titanate ( The molar ratio of furandicarboxylic acid to 1,4-butanediol is 1:1.5), start stirring at 160°C, gradually raise the temperature to 200°C, an...

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Abstract

The invention belongs to the field of polymer materials, and particularly relates to a 1,4;3,6-dianhydro mannitol modified furan dicarboxylic acid-based random copolymer, a preparation method and applications thereof, wherein the furan dicarboxylic acid-based random copolymer has a furan dicarboxylate-based repeating unit represented by a formula I, a carbonate repeating unit represented by a formula II, and a fatty acid ester repeating unit represented by a formula III, m is an integer of 2-4, and n is an integer of 3-18. According to the present invention, the prepared bio-based random copolymer has advantages of high molecular weight, high modulus, high strength, good thermal stability, excellent gas barrier property, biodegradability and the like, further has high glass transition temperature, and can be used for preparing polymer alloys, heat-resistant packaging materials, bottles, films, fibers, sheets, optical products and the like.

Description

technical field [0001] The invention belongs to the field of polymer materials, and in particular relates to a furandicarboxylic acid-based random copolymer modified by isosorbide and its preparation method and application, more specifically, to 1,4;3,6-dichlorohexyl Hexaol-modified furandicarboxylic acid-based random copolymer, its preparation method and application. Background technique [0002] The increasing depletion of petroleum resources and the aggravation of environmental pollution make bio-based polymer materials attract widespread attention. Bio-based degradable polyesters, such as polylactic acid (PLA), polybutylene succinate (PBS), and polyhydroxyalkanoate (PHA), have been commercialized and used in agricultural and medical applications. However, relatively low heat resistance and poor mechanical properties cannot meet the requirements of various applications. Therefore, the development of biodegradable high-performance polymer materials has become an urgent n...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/44C08G63/672
CPCC08G63/64C08G63/672
Inventor 欧阳庆李春成刘佳健孟现明张栋张博
Owner INST OF CHEM CHINESE ACAD OF SCI
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