Method for synthesizing 2,5-furandicarboxylic acid from furancarboxylic acid and carbon dioxide

A technology of furandicarboxylic acid and furandicarboxylate, applied in the direction of organic chemistry and the like, can solve the problems of high price, instability, and unsuitability for industrial production of lithium diisopropylamide, so as to avoid the generation of impurities and improve the conversion rate. , the effect of increasing solubility

Pending Publication Date: 2021-10-01
吉林省中科聚合工程塑料有限公司
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Problems solved by technology

The lithium diisopropylamide used in the reaction is expensive and unstable, and is not suitable for industrial production

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] Potassium 2-furoate (150 g, 10 mmol), potassium carbonate (77 g, 5.5 mmol) and 200 g of diphenyl ether were added into the autoclave, 10 MPa of carbon dioxide was introduced, and the reaction was stirred at 260°C for 10 hours. Post-processing: cooling to 40°C and filtering, the obtained solid is the crude potassium salt of 2,5-furandicarboxylate, and the solvent is recovered for reuse. The crude product was dissolved in 300 g of water, filtered to remove insoluble matter, adjusted to acidity with hydrochloric acid, and filtered to obtain a white solid of 2,5-furandicarboxylic acid with a yield of 99%.

Embodiment 2

[0054] Potassium 2-furoate (150 g, 10 mmol), potassium carbonate (77 g, 5.5 mmol) and 200 g of sulfolane were added to the autoclave, and carbon dioxide was introduced to reach 0.8 MPa, and heated to 200°C for 10 hours. Post-processing: cooling to 40°C and filtering, the obtained solid is the crude potassium salt of 2,5-furandicarboxylate, and the solvent is recovered for reuse. The crude product was dissolved in 300 g of water, filtered to remove insoluble matter, adjusted to acidity with hydrochloric acid, filtered to obtain a solid, and recrystallized with water to obtain a white solid, 2,5-furandicarboxylic acid, with a yield of 85%.

Embodiment 3

[0058] Potassium 2-furoate (150 g, 10 mmol), potassium carbonate (77 g, 5.5 mmol) and 200 g of sulfolane were added to the autoclave, and carbon dioxide was introduced to reach 10 MPa, and heated to 200° C. for 10 hours. Post-treatment: The obtained solid is the crude potassium salt of 2,5-furandicarboxylate, which is dissolved by adding 300 grams of water, filtered to remove insoluble matter, adjusted to acidity with hydrochloric acid, filtered to obtain a solid, and recrystallized with water to obtain a white solid as 2,5- Furandicarboxylic acid, the conversion rate is 80%.

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Abstract

The invention provides a method for synthesizing 2,5-furandicarboxylic acid from furancarboxylic acid and carbon dioxide, and belongs to the technical field of synthesis of 2,5-furandicarboxylic acid. The method comprises the following steps: reacting furancarboxylic acid, inorganic alkali and a solvent under the condition of carbon dioxide to obtain 2, 5-furandimethyl salt, and performing post-treatment to obtain 2, 5-furandicarboxylic acid, wherein the used solvent is an aprotic compound. The aprotic compound is used as the solvent in the reaction process, so that the conversion rate of furancarboxylic acid can be greatly improved, the yield of 2,5-furandicarboxylic acid is increased, and impurities are avoided. Meanwhile, by controlling the reaction conditions, the solubility in the solvent can be increased, and the reaction time is greatly shortened. Experimental results show that the yield of the 2,5-furandicarboxylic acid prepared by the method can reach 99%.

Description

technical field [0001] The invention belongs to the technical field of 2,5-furandicarboxylic acid synthesis, and relates to a method for synthesizing 2,5-furandicarboxylic acid from furancarboxylic acid and carbon dioxide. Background technique [0002] 2,5-furandicarboxylic acid (FDCA), the chemical formula is C 6 h 4 o 5 , as an important derivative of furan, it is a bio-based polymer aromatic ring monomer with a "rigid" planar structure, which can be polymerized with monomers such as diols and diamines to prepare new bio-based polymer synthetic materials with excellent performance , is an important chemical raw material and organic chemical intermediate. [0003] At present, with the wide application of polyester products, the rapid development of the polyester raw material industry has been driven. Among them, the development of bio-based polyester monomers used to replace petroleum-based raw materials has become one of the current research hotspots in the field of po...

Claims

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Application Information

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IPC IPC(8): C07D307/68
CPCC07D307/68
Inventor 周光远李友王瑞刘佳王吉峰
Owner 吉林省中科聚合工程塑料有限公司
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