Method for preparing p-hydroxy-cinnamate by using ionic liquid to catalyze lignin

A technology of ionic liquid and cinnamate, which is applied in chemical instruments and methods, preparation of organic compounds, preparation of carboxylate, etc., can solve problems such as low efficiency and poor selectivity, and achieve simple preparation, atom economy, and realization of recycling Effect

Active Publication Date: 2018-01-19
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] In order to overcome the deficiencies of the prior art, the purpose of the present invention is to break through the problems of poor selectivity and low efficiency in the catalytic degradation of lignin, and provide a method for preparing p-hydroxycinnamate from lignin catalyzed by ionic liquids, realizing the realization of Efficient utilization of waste and highly selective catalytic depolymerization of lignin, the reaction conversion rate reaches 40-50%

Method used

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  • Method for preparing p-hydroxy-cinnamate by using ionic liquid to catalyze lignin
  • Method for preparing p-hydroxy-cinnamate by using ionic liquid to catalyze lignin
  • Method for preparing p-hydroxy-cinnamate by using ionic liquid to catalyze lignin

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Embodiment 1

[0037] A method utilizing ionic liquid to catalyze lignin to prepare p-hydroxycinnamate, the operation steps are as follows:

[0038] (1) Halogen metal salt ionic liquid [C 4 mim][FeCl 4 ] Preparation: 1-butyl-4-methylimidazolium chloride salt C of 20mmol ferric chloride and equivalent substance amount 4mimCl was mixed, stirred at 30°C for 3h, extracted with 5mL of dichloromethane, the resulting solution was evaporated to remove the solvent, and dried in vacuum at 60°C for 12-24h to obtain the metal salt halogen ionic liquid [C 4 mim][FeCl 4 ].

[0039] (2) Extraction of organic lignin: add 250mL ethanol, 100mL deionized water, 1.0g sulfuric acid, and 20g bagasse powder into a 500mL stainless steel reaction kettle, react at 160°C for 4h, filter and separate, and add deionized water to the liquid phase. After the water is filtered and separated, the solid phase obtained is organic lignin.

[0040] (3) catalytic depolymerization of lignin: the gained halogen metal salt ioni...

Embodiment 2

[0042] The difference between this embodiment and embodiment 1 is:

[0043] (1) Halogen metal salt ionic liquid [C n mim][AlCl 4 ] preparation: 1-ethyl-4-methylimidazolium chloride salt C of 10mol aluminum chloride and equivalent substance quantity 2 mimCl was mixed, stirred at 80°C for 12h, extracted with 15mL of dichloromethane, the resulting solution was evaporated to remove the solvent, and vacuum-dried at 70°C for 12-24h to obtain the metal salt halogen ionic liquid [C 2 mim][AlCl 4 ].

[0044] (2) Extraction of organic lignin: add 200mL ethanol, 100mL deionized water, 1.5g sulfuric acid, and 30g corn stalk powder into a 1L stainless steel reaction kettle, react at 120°C for 6h, filter and separate, add the liquid phase After deionized water is filtered and separated, the obtained solid phase is organosoluble lignin.

[0045] (3) catalytic depolymerization of lignin: the gained halogen metal salt ionic liquid of step (1) [C 2 mim][AlCl 4 ] 5mmol mixes with the orga...

Embodiment 3

[0047] The difference between this embodiment and embodiment 1 is:

[0048] (1) Halogen metal salt ionic liquid [C 6 mim][CoCl 4 ] preparation: 20mmol cobalt chloride and 1-hexyl-4-methylimidazolium chloride [C 6 mim]Cl were mixed, stirred at 80°C for 8h, extracted with 15mL of dichloromethane, the resulting solution was evaporated to remove the solvent, and vacuum-dried at 80°C for 12-24h to obtain the metal salt halogen ionic liquid [C 6 mim][CoCl 4 ].

[0049] (2) Extraction of organic lignin: add 1000mL ethanol, 500mL deionized water, 8.0g sulfuric acid, and 200g wheat straw powder into a 2L stainless steel reaction kettle, react at 150°C for 6h, filter and separate, add the liquid phase After deionized water is filtered and separated, the obtained solid phase is organosoluble lignin.

[0050] (3) catalytic depolymerization of lignin: the gained halogen metal salt ionic liquid of step (1) [C 6 mim][CoCl 4 ] 10mmol mixes with the organic lignin 2.5g that step (2) ext...

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Abstract

The invention discloses a method for preparing p-hydroxy-cinnamate by using ionic liquid to catalyze lignin. The method comprises the following steps of: (1) preparation of the metal halide salt ionicliquid, wherein an alkyl imidazole chloride salt and metal chloride are heated and stirred at 30-80 DEG C so as to obtain the metal halide salt ionic liquid; (2) catalytic depolymerization of the lignin, wherein the metal halide salt ionic liquid, the lignin and alcohol are mixed, and a mixture obtained after N2 replacement is heated and stirred at 140-200 DEG C for a reaction for 4-8 hours, so that high value-added chemicals which mainly comprise the p-hydroxy-cinnamate are obtained. The method for preparing the p-hydroxy-cinnamate by using the ionic liquid to catalyze the lignin has the advantages of a simple process, mild conditions, environment protection and high selectivity to the main product, the preparation of the ionic liquid which can be recycled and have economical atoms is simple, and the yield of the p-hydroxy-cinnamate can reach 40-80 mg / g under a preferred condition.

Description

technical field [0001] The invention relates to the field of high-efficiency utilization technology of agricultural waste and high-value utilization of renewable resources, in particular to a method for preparing p-hydroxycinnamate by using ionic liquid to selectively catalyze lignin. Background technique [0002] With the development of society and the improvement of people's living standards, the demand for disposable fossil resources has gradually increased and the environment has been tested. Renewable energy has become the focus of attention, and biomass energy, as the only renewable carbon energy that can be converted into energy and chemicals, has attracted more and more attention. Over the past few decades, research on biomass has focused on the biorefining of cellulose and hemicellulose, from which fuel ethanol has been produced industrially. [0003] As one of the biomass resources second only to cellulose in content, lignin is an important renewable raw material ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/31C07C69/732B01J31/02
CPCC07C67/03B01J31/0284B01J31/0298B01J31/30C07C69/732B01J31/0281C07C67/30
Inventor 李雪辉李章敏蔡镇平龙金星赵伟杰马宏卫
Owner SOUTH CHINA UNIV OF TECH
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