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Preparation method of lignin-based polymerizable monomer

A lignin-based, lignin-based technology, applied in the field of polymerizable monomer preparation, can solve the problems of complex preparation process and large influence of lignin structure graft modification reaction, and achieve simple process, low raw material cost and energy saving Effect

Inactive Publication Date: 2019-12-13
QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] In order to solve the problem that the preparation process of the existing lignin-based polymerizable monomer is complicated, and the complexity of the lignin structure has a great influence on the grafting modification reaction, the present invention provides a preparation method of the lignin-based polymerizable monomer

Method used

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  • Preparation method of lignin-based polymerizable monomer

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specific Embodiment approach 1

[0029] Embodiment 1: Preparation of lignin-based polymerizable monomer (i)

[0030] Weigh 1g of alkali lignin (5mmol alkali lignin, wherein the phenolic hydroxyl content is 3.85mmol), place it in a 50mL eggplant-shaped bottle, add 0.5mmol of anhydrous potassium carbonate as a catalyst, and then add 50mmol of ethylene carbonate The ester is used as a solvent and a reactant, and the reflux pipe and the three-way valve are connected, and blown off with argon to form an oxygen-free environment; after adjusting the temperature to 150°C, react for 1 hour.

[0031] After the reaction, add 40 mL of toluene dropwise to the reaction solution, shake and wash to make the unreacted ethylene carbonate and toluene miscible, then pour out the supernatant; add distilled water to the precipitate, shake and wash, repeat 3~ 5 times to remove anhydrous potassium carbonate, and obtain lignin-based polymerizable monomer (i) after drying.

specific Embodiment approach 2

[0032] Embodiment 2: Preparation of lignin-based polymerizable monomer (ii)

[0033] Weigh 1g of alkali lignin (5mmol alkali lignin, wherein the phenolic hydroxyl content is 3.85mmol), in a 50mL eggplant-shaped bottle, add 0.5mmol of anhydrous potassium carbonate as a catalyst, then add 50mmol of ethylene carbonate as solvents and reactants. Connect the reflux pipe and the three-way valve, and blow off with argon to form an oxygen-free environment; after adjusting the temperature to 130°C, react for 1 h.

[0034] After the reaction, add the reaction solution dropwise into 40mL toluene, shake and wash to make the unreacted ethylene carbonate and toluene miscible, then pour out the supernatant; add distilled water to the precipitate, shake and wash, repeat 3 to 5 times to remove anhydrous potassium carbonate, and obtain lignin-based polymerizable monomer (ii) after drying. After testing, the conversion rate of phenolic hydroxyl groups in alkali lignin molecules is as high as 1...

specific Embodiment approach 3

[0036] Embodiment 3: Preparation of lignin-based polymerizable monomer (iii)

[0037] Weigh 1g of alkali lignin (5mmol alkali lignin, wherein the phenolic hydroxyl content is 3.85mmol), in a 50mL eggplant-shaped bottle, add 0.5mmol of anhydrous potassium carbonate as a catalyst, then add 50mmol of ethylene carbonate as solvents and reactants. Connect the reflux pipe and the three-way valve, and blow off with argon to form an oxygen-free environment; after adjusting the temperature to 110°C, react for 1 h.

[0038] After the reaction, add the reaction solution dropwise into 40mL toluene, shake and wash to make the unreacted ethylene carbonate and toluene miscible, then pour out the supernatant; add distilled water to the precipitate, shake and wash, repeat 3 to 5 times to remove anhydrous potassium carbonate, and obtain lignin-based polymerizable monomer (iii) after drying. After testing, the conversion rate of phenolic hydroxyl groups in lignin molecules is as high as 20%. ...

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Abstract

The invention discloses a preparation method of a lignin-based polymerizable monomer, and belongs to the technical field of polymerizable monomer preparation. The preparation method is adopted for solving the problems in the prior art that the existing lignin-based polymerizable monomer preparation process is complex, and the influence of the complexity of the lignin structure on the graft modification reaction is great. According to the preparation method, industrial lignin is directly utilized to react with vinylethylene carbonate, double bonds are introduced into lignin molecules, and the lignin-based polymerizable monomer is prepared. The method is capable of avoiding the influence of the complexity of the lignin structure on the graft modification reaction, completely converting phenolic hydroxyl groups in lignin molecules and introducing the same number of C=C double bond polymerizable units, provideing a new way for applications of lignin as a bio-based polymer material, and provideing a new possibility for high-valued utilization of lignin. The weight-average molecular weight of the lignin-based polymerizable monomer prepared by the method can reach 3000-7000 Da, and meanwhile, the lignin-based polymerizable monomer has low molecular weight dispersity and can be further subjected to controllable polymerization to prepare a lignin-based polymer material.

Description

technical field [0001] The invention relates to a preparation method of a lignin-based polymerizable monomer, and belongs to the technical field of preparation of a polymerizable monomer. Background technique [0002] Petroleum-based polymer materials developed from petrochemical resources, including plastics, fibers, rubber, coatings, adhesives and other products, are indispensable in human daily life. However, due to the oil crisis and the use of petrochemical resources Environmental problems are becoming more and more serious. There is an increasing demand for bio-based polymer products for sustainable development and protection of the natural environment. The development of bio-based polymers to replace petroleum-based polymers has become the consensus of researchers at home and abroad. [0003] Lignin, a natural aromatic polymer widely present in plants, has gained increasing attention in the past 30 years due to its low cost, high abundance, and renewable characteris...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08H7/00
CPCC08H6/00
Inventor 冯德鑫梁凤兵咸漠
Owner QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI
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