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Imidazole ionic liquid and application thereof in alcoholysis of 2, 5-furandicarboxylate

A technology of furan dicarboxylate and methylimidazole furan formate, which is applied in the fields of green, chemical production, plastics, and clean catalysis technology, can solve problems such as waste of resources, refractory degradation, and impact on the ecological environment, and reduce energy consumption , less catalyst consumption, improved catalytic activity and catalytic efficiency

Pending Publication Date: 2022-04-12
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although poly 2,5-furandicarboxylate is derived from renewable resources, it has injected new vitality into the traditional polyester industry that relies on petroleum resources, but poly 2,5-furandicarboxylate is still difficult to produce under natural conditions. Degradation, in the long run, will not only affect the ecological environment, but also waste resources

Method used

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  • Imidazole ionic liquid and application thereof in alcoholysis of 2, 5-furandicarboxylate
  • Imidazole ionic liquid and application thereof in alcoholysis of 2, 5-furandicarboxylate
  • Imidazole ionic liquid and application thereof in alcoholysis of 2, 5-furandicarboxylate

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preparation example Construction

[0072] The preparation method of imidazoles ionic liquid catalyst adopts two-step method, is example with 1-ethyl-3 methylimidazolium furoate, in the flask that reflux pipe, dropping funnel and stirring device are housed, add the N of 8.211g -Methylimidazole, slowly add 11.25g of bromoethane into the constantly stirring N-methylimidazole, keep the water bath above 30°C until the addition is complete, then keep for 72h, stop heating, cool down, pour out the excess bromoethane, and then vacuum the remaining bromoethane to obtain the initial product of 1-ethyl-3-methylimidazole bromide, which can be recrystallized; 15.10g potassium furoate and 19.10g bromide 1- Ethyl-3-methylimidazole was dissolved in 200mL of absolute ethanol, and then the solution of potassium furanate was added dropwise to the solution of 1-ethyl-3-methylimidazole bromide, and the reaction temperature was maintained at 50 °C, finally filter the reacted solution to remove potassium bromide, and distill off anhy...

Embodiment 1

[0075] Take the reactants PEF, methanol and 1-butyl-3-methylimidazolium furoate and add them to a stainless steel autoclave with stirring and thermometer in sequence, wherein the mass of PEF is 5g, and the mass ratio of PEF to methanol is 1:1 , 1-butyl-3-methylimidazolium furoate accounts for 0.3% of the PEF mass; the reaction system is heated to 60°C in a water bath and kept for 3h; Filtration, washing and extraction steps to obtain pure dimethyl 2,5-furandicarboxylate, wherein, figure 1It is the NMR comparison chart of the product and the standard reagent dimethyl 2,5-furandicarboxylate, from which it can be determined that the product is dimethyl 2,5-furandicarboxylate. The calculated conversion rate of PEF is 100%, and the yield of dimethyl 2,5-furandicarboxylate is 97%.

Embodiment 2

[0077] Take the reactants PEF, methanol and 1-butyl-3-methylimidazolium furoate and add them to a stainless steel autoclave with stirring and thermometer in sequence, wherein the mass of PEF is 5g, and the mass ratio of PEF to methanol is 1:1 , 1-butyl-3-methylimidazolium furoate accounts for 0.5% of the PEF mass; the reaction system is heated to 60°C in a water bath and kept for 3h; Through the steps of filtration, washing and extraction, pure dimethyl 2,5-furandicarboxylate was obtained, the conversion rate of PEF was calculated to be 100%, and the yield of dimethyl 2,5-furandicarboxylate was 99%.

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Abstract

The invention discloses an imidazolium ionic liquid and an application of the imidazolium ionic liquid in alcoholysis of 2, 5-furandicarboxylic acid ester. The imidazolium ionic liquid has a structure as shown in a formula (I). Wherein n is a positive integer greater than or equal to 1; a <-> is selected from carboxylate anions. The imidazole ionic liquid is applied to alcoholysis polymerization of 2, 5-furandicarboxylate as a catalyst, has the advantages of simple catalyst preparation, high catalytic activity, reusability, mild alcoholysis reaction conditions, and high efficiency and cleanness under the condition of low catalyst dosage, is an environment-friendly production process, and has a good industrial application prospect.

Description

technical field [0001] The application relates to an imidazole ionic liquid and its application in alcohol depolymerization of 2,5-furandicarboxylate, which belongs to the fields of green and clean catalytic technology, chemical production and plastics. Background technique [0002] Poly 2,5-furandicarboxylate is a new type of bio-based polyester material with excellent properties, which is composed of 2,5-furandicarboxylic acid (or its derivatives) and diols from renewable resources It is prepared by bulk polycondensation method, solution polymerization method and interfacial polymerization method, etc., and is considered to be a substitute for terephthalic acid-based polyester derived from petroleum resources. Although poly 2,5-furandicarboxylate is derived from renewable resources, it has injected new vitality into the traditional polyester industry that relies on petroleum resources, but poly 2,5-furandicarboxylate is still difficult to produce under natural conditions. ...

Claims

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Application Information

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IPC IPC(8): C07D233/58B01J31/02C07D307/68
Inventor 周光远姜敏曲小玲
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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