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Biomass-based phenolic resin and preparation method thereof

A technology based on phenolic resin and biomass, applied in the field of new phenolic resin polymer materials, can solve the problems of serious pollution, limited reserves, non-renewable, etc., and achieve the effect of avoiding the polymerization process and avoiding oxidation

Active Publication Date: 2013-11-06
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

On the one hand, these monomers mainly rely on fossil resources such as petroleum, while fossil resources such as coal, petroleum and natural gas have limited reserves and are not renewable; on the other hand, due to the volatility and high toxicity of formaldehyde, serious It pollutes the environment and poses a potential threat to human health. Therefore, it is of great significance and prospect to study and explore new, environmentally friendly renewable monomer raw materials to replace the chemical formaldehyde.

Method used

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  • Biomass-based phenolic resin and preparation method thereof
  • Biomass-based phenolic resin and preparation method thereof
  • Biomass-based phenolic resin and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Example 1: 50 mL of an aqueous solution of 10 mmol 2,5-diformylfuran, 50 mL of an aqueous solution of 5 mmol phenol and 0.5 mmol sodium hydroxide were simultaneously added dropwise into a 250 mL four-neck round bottom flask. Under the protection of nitrogen, react at 40°C for 0.5h; then raise the temperature to 120°C, and react at this temperature for 3h. Water and other impurities in the reaction system were then distilled off under reduced pressure. After cooling to room temperature, the obtained polymer was a milky white solid, which was vacuum-dried at 50°C for 12 hours. The molar yield of the polymer is 90% based on the feed amount of the monomer 2,5-diformylfuran. NMR spectrogram measurement results and attribution analysis are: 1 H NMR (TFA-d 1 , ppm): 6.50-7.00 (m, benzene-H), 5.76 (s, furan-H), 5.57 (s, -CH-), 5.0 (s, -OH); 13 C NMR (TFA-d 1 , ppm): 36.4 (-CH-), 107.4 (C 3 / C 4 ), 110-160 (benzene-C). Infrared spectrogram measurement results and attribu...

Embodiment 2

[0026] Example 2: 50 mL of an aqueous solution of 10 mmol 2,5-diformylfuran, 50 mL of an aqueous solution of 40 mmol p-cresol and 0.05 mmol sodium carbonate were simultaneously added dropwise to a 250 mL four-neck round bottom flask. Under the protection of nitrogen, react at 50°C for 1h; then raise the temperature to 100°C, and react at this temperature for 4h. Water and other impurities in the reaction system were then distilled off under reduced pressure. After cooling to room temperature, the obtained polymer was a milky white solid, which was vacuum-dried at 50°C for 12 hours. Calculated according to the feeding amount of monomer 2,5-diformylfuran, the molar yield of the polymer is 95%. NMR spectrogram measurement results and attribution analysis are: 1 H NMR (TFA-d 1 , ppm): 6.50-7.00 (m, benzene-H), 5.76 (s, furan-H), 5.57 (s, -CH-), 5.0 (s, -OH), 2.35 (s, -CH3). 13 C NMR (TFA-d 1 , ppm): 24.3 (-CH 3 ), 36.4(-CH-), 107.4(C 3 / C 4 ), 110-160 (benzene-C). Infrare...

Embodiment 3

[0029] Example 3: 50 mL of an aqueous solution of 10 mmol 2,5-diformylfuran, 50 mL of an aqueous solution of 100 mmol p-tert-butylphenol and 1 mmol potassium hydroxide were simultaneously added dropwise to a 250 mL four-neck round bottom flask. Under the protection of nitrogen, react at 60°C for 5h; then raise the temperature to 180°C, and react at this temperature for 0.5h. Water and other impurities in the reaction system were then distilled off under reduced pressure. After cooling to room temperature, the obtained polymer was a milky white solid, which was vacuum-dried at 50°C for 12 hours. The molar yield of the polymer is 96% based on the feed amount of the monomer 2,5-diformylfuran. NMR spectrogram measurement results and attribution analysis are: 1 H NMR (TFA-d 1 , ppm): 6.50-7.00 (m, benzene-H), 5.76 (s, furan-H), 5.57 (s, -CH-), 5.0 (s, -OH), 1.34 (s, -C (CH 3 ) 3 -). 13 C NMR (TFA-d 1 , ppm): 36.4(-CH-), 31.4(-C(CH 3 ) 3 -), 40.7(-C(CH 3 ) 3 -), 107.4(C ...

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Abstract

The invention relates to a preparation method of a biomass-based phenolic resin. According to the invention, a biomass monomer 2,5-diformyl furan and phenol are adopted as raw materials; under the catalyzing of alkali, a temperature of 30-200 DEG C, and nitrogen gas protection, the raw materials are subjected to a addition and condensation reactions for 1-10h; and water and other impurities in the reaction system are removed with a vacuum distillation method, such that a novel phenolic resin high-quality product with 2,5-diformyl furan for substituting formaldehyde is obtained. With the method, the prepared product has the advantages of high yield, easy separation, and environment-friendliness. The method has good application prospect.

Description

technical field [0001] The present invention relates to the field of high molecular polymer materials and chemistry and chemical industry, specifically, to the addition and condensation of 2,5-diformyl furan and phenol under the action of alkali catalysis to prepare high-quality 2,5-diformyl furan to replace formaldehyde A Biomass-Based Approach for Novel Phenolic Resin Polymer Materials. Background technique [0002] Phenolic resin (PF) is one of the most widely used synthetic resins and has been widely used in various fields of social life. At present, PF has been widely used in composite materials, adhesives, coatings and foam plastics, especially in public infrastructure such as schools, airports, automobiles, electronics, transportation and hospitals, as well as national defense such as aviation, aerospace and navigation. more. The aqueous solution of formaldehyde or paraformaldehyde is the key monomer for the preparation of traditional PF and is in great demand. On ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G8/06
Inventor 徐杰马继平王敏杜中田高进王峰
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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