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Method for preparing glucosyl group 5-hydroxymethy furfural through ionic liquid and three chlorizated salt

A technology of hydroxymethylfurfural and ionic liquids, which is applied in the field of biomass sugar resource utilization, can solve the problems of unfavorable industrial production, high microwave radiation power, and expensive ionic liquids, so as to avoid the difficulty of solvent recovery, reduce pollution, Inexpensive effect

Inactive Publication Date: 2015-10-07
JIANGSU UNIV
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Problems solved by technology

Zhao Haibo's research group discovered that CrCl 2 Glucose can be effectively converted into 5-hydroxymethylfurfural in ionic liquid [Haibo Zhao, Johnathan E.Holladay, Heather Brown, Z.Conrad Zhang.Science 2007, 316, 1597], with an unprecedented yield of 70%, However, ionic liquids are expensive, have not been recycled, and have poor environmental protection, which is not conducive to industrial production
Zhao Zongbao and others used alkylimidazole and alkylpyridine type ionic liquids as the reaction medium to catalyze the dehydration of sugar to prepare 5-HMF under the condition of microwave radiation [Zhao Zongbao, Li Changzhi, a microwave-promoted 5-hydroxymethylfurfural The method, the application number is 200710158826.0, the publication number is CN101456851A], utilizes the mode of vacuum distillation, has realized the recycling of ionic liquid, but this catalytic system does not add any catalyst, does not utilize glucose and other biomass to be isomerized into fructose, Moreover, the power of microwave radiation is too large, the safety factor is low, and by-products are easily produced

Method used

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  • Method for preparing glucosyl group 5-hydroxymethy furfural through ionic liquid and three chlorizated salt
  • Method for preparing glucosyl group 5-hydroxymethy furfural through ionic liquid and three chlorizated salt
  • Method for preparing glucosyl group 5-hydroxymethy furfural through ionic liquid and three chlorizated salt

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] Add glucose (100 mg) and 1-butyl-3-methylimidazolium chloride ([BMIM]Cl, 1 g) to 5 mL ampoules, and ultrasonically assisted dissolution: at ultrasonic frequency and power of 25 kHz and 600 W, respectively, at 28 kHz and Under the conditions of 600W, 40kHz and 600W, the three-frequency simultaneous ultrasonic treatment was performed for 15min each, and the temperature was 25-30°C. The sonicated solution was placed in a water bath at 50°C for preheating for 15min, and FeCl was added. 3 ·6H 2 O (10mg), carry out nitrogen saturation treatment for 5min, and seal with alcohol blowtorch. Under the heating conditions of 100 ℃, 110 ℃, 120 ℃ and 130 ℃ oil bath, respectively, heat for 8 hours. For the first 1 hour, take a sample every 15 minutes, and then take a sample every 1 hour for the next 7 hours. Three parallels were performed for each sample. With the increase of the reaction temperature and the prolongation of the reaction time, the yield of 5-HMF increased continuously...

Embodiment 2

[0048] Add glucose (100 mg) and 1-butyl-3-methylimidazolium chloride ([BMIM]Cl, 1 g) to 5 mL ampoules, ultrasonic-assisted dissolution: at ultrasonic frequency and power of 25 kHz and 600 W, respectively, at 28 kHz and Under the conditions of 600W, 40kHz and 600W, the three-frequency simultaneous ultrasonic treatment was performed for 15min each, and the temperature was 25-30°C. The solution after ultrasonication was placed in a water bath at 50°C for preheating for 15min, and AlCl was added. 3 (10mg), irrigated with nitrogen for 5 minutes, and sealed with an alcohol torch. Under the heating conditions of 100 ℃, 110 ℃, 120 ℃ and 130 ℃ oil bath, respectively, heat for 8 hours. For the first 1 hour, take a sample every 15 minutes, and then take a sample every 1 hour for the next 7 hours. Three parallels were performed for each sample. The highest yield of 5-HMF reached was 27.68 ± 1.26% at 130 °C for 30 min, and it also showed a downward trend after that, for the same reasons a...

Embodiment 3

[0050] Add glucose (100 mg) and 1-butyl-3-methylimidazolium chloride ([BMIM]Cl, 1 g) to 5 mL ampoules, ultrasonic-assisted dissolution: at ultrasonic frequency and power of 25 kHz and 600 W, respectively, at 28 kHz and Under the conditions of 600W, 40kHz and 600W, the three-frequency simultaneous ultrasonic treatment was performed for 15min each, and the temperature was 25-30℃. The solution after ultrasonication was placed in a water bath at 50℃ for preheating for 15min, and CrCl was added. 3 ·6H 2 O (10mg), saturated with nitrogen for 5min, and sealed with an alcohol torch. Under the conditions of oil bath heating at 100°C, 110°C, 120°C, and 130°C, respectively, heat for 8h, take samples every 15min for the first 1 hour, and take samples every 1h for the last 7 hours. Three parallels were performed for each sample. At 120 °C, the yield of 5-HMF reached 31.66 ± 2.09% after 60 min of reaction, and then showed a downward trend for the same reasons as above. Distill the reacte...

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Abstract

The invention relates to a method for preparing glucosyl group 5-hydroxymethy furfural through ionic liquid and three chlorizated salt, and belongs to the technical field of resource utilization of biomass saccharides. The method comprises the steps that [ BMIM ] C1 is used as solvent, the three chlorizated salt is used as a catalyst, dissolution is assisted through ultrasonic wave, preheating is conducted before reaction, nitrogen is saturated, an ampoule bottle is sealed, atmospheric distillation separation is conducted on the 5-hydroxymethy furfural, the solvent [ BMIM ] C1 is recycled through reduced pressure distillation, recycled operating process is achieved, raw materials of glucose are added constantly, repeated use of the solvent and the catalyst is achieved, efficient conversion of the glucosyl group 5 -hydroxymethy furfural is achieved, and recycle of the solvent and efficient utilization of the catalyst are achieved. The method for preparing the glucosyl group 5-hydroxymethy furfural through the ionic liquid and the three chlorizated salt is designed aiming at utilizing a key rate-limiting step that the glucose is converted into the 5-hydroxymethy furfural in the resource utilization of the biomass saccharides, and a new path is provided for preparing 5-hydroxymethy furfural platform chemicals from the resource utilization of the biomass saccharides.

Description

Technical field [0001] The present invention is a technical field of biomass sugar resource use, which involves the use of ionic liquid as solvents and chloride salt as a catalyst to prepare glucose group 5-hydroxytaltal formalum. Background technique [0002] With the increasingly serious energy crisis and the rapid consumption of non -renewable resources, the use of renewable resources instead of non -renewable resources has attracted more and more attention from the world.5-hydroxymamoids (5-HMF) can be prepared from biomass resources. Through further reactions, it can be directly converted into fuel. At the same time, it has good reaction characteristics.one. [0003] Early research was mainly concentrated in the study of acid catalytic fruit sugar conversion to 5-HMF. However, this method has serious equipment corrosion, expensive raw materials, low catalytic efficiency, and more by-products, and do not meet the development requirements of the green environment.Compared to f...

Claims

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Application Information

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IPC IPC(8): C07D307/46
CPCC07D307/46
Inventor 周存山赵静马海乐刘伟民余筱洁任晓峰刘淑兰
Owner JIANGSU UNIV
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