Degradation of chitosan/chitin with sulfonated carbon solid acid into high value 5-hydroxymethyl furfural

A technology of hydroxymethyl furfural and chitosan, applied in the direction of organic chemistry and the like, can solve the problems of difficult combination of process control and cost control, high production cost and application of 5-hydroxymethyl furfural, and achieve stable structure and post-processing. Simple and effective in reducing waste water generation

Inactive Publication Date: 2016-01-20
TIANJIN POLYTECHNIC UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

5-Hydroxymethylfurfural is an extremely important platform compound for the comprehensive utilization of biomass, but the high production cost limits the industrial application of 5-Hydroxymethylfurfural
Comparing the above utilization methods of biomass, it is found that high-temperature hydrothermal effect is a relatively feasible method in the utilization of plant fibers, but the existing hydrolysis methods are difficult to achieve a good combination in terms of process control and cost control

Method used

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  • Degradation of chitosan/chitin with sulfonated carbon solid acid into high value 5-hydroxymethyl furfural
  • Degradation of chitosan/chitin with sulfonated carbon solid acid into high value 5-hydroxymethyl furfural
  • Degradation of chitosan/chitin with sulfonated carbon solid acid into high value 5-hydroxymethyl furfural

Examples

Experimental program
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Effect test

example 1

[0023] Example 1 Add 50mg chitosan to 50ml polytetrafluoroethylene lining, 250mg sulfonated carbon solid acid MC-SO 3 H, 2g of dimethyl sulfoxide and 10g of distilled water, then add the rotor, put it into a stainless steel reaction kettle and tighten it. Put it in a heat-collecting magnetic stirrer at a constant temperature of 180° C. for 4 hours. Immediately after the reaction time was up, it was quenched in an ice-water bath. After filtering the residue, a golden yellow aqueous solution was obtained, and then 1ml of the reaction solution was put into a small beaker, and 3g of methanol was added for dilution. Then it was filtered through a 0.22 μm nylon filter, and 2 μl of the diluted solution was injected into HPLC. The 5-hydroxymethylfurfural yield was calculated according to the 5-hydroxymethylfurfural marking line. The aqueous layer was extracted with 3×10 ml of ethyl acetate, and concentrated under reduced pressure to obtain relatively pure 5-hydroxymethylfurfural. ...

example 2

[0024] Example 2 Add 150mg chitosan 300mg sulfonated carbon solid acid MC-SO to 50ml polytetrafluoroethylene lining 3 H, 8g of dimethyl sulfoxide and 16g of distilled water, then add the rotor, put it into a stainless steel reaction kettle and tighten it. Put it in a heat-collecting magnetic stirrer at a constant temperature of 180° C. for 5 hours. Immediately after the reaction time was up, it was quenched in an ice-water bath. After filtering the residue, a golden yellow aqueous solution was obtained, and then 1ml of the reaction solution was put into a small beaker, and 3g of methanol was added for dilution. Then it was filtered through a 0.22 μm nylon filter, and 2 μl of the diluted solution was injected into HPLC. The 5-hydroxymethylfurfural yield was calculated according to the 5-hydroxymethylfurfural marking line. The aqueous layer was extracted with 3×10 ml of ethyl acetate, and concentrated under reduced pressure to obtain relatively pure 5-hydroxymethylfurfural. ...

Embodiment 3

[0025] Example 3 Add 100mg chitin and 500mg sulfonated carbon solid acid MC-SO to 50ml polytetrafluoroethylene lining 3 H, 4g of dimethyl sulfoxide and 20g of distilled water, then add the rotor, put it into a stainless steel reaction kettle and tighten it. Put it in a heat-collecting magnetic stirrer at 200° C. for 0.5 hours. Immediately after the reaction time was up, it was quenched in an ice-water bath. After filtering the residue, a golden yellow aqueous solution was obtained, and then 1ml of the reaction solution was put into a small beaker, and 3g of methanol was added for dilution. Then it was filtered through a 0.22 μm nylon filter, and 2 μl of the diluted solution was injected into HPLC. The 5-hydroxymethylfurfural yield was calculated according to the 5-hydroxymethylfurfural marking line. The aqueous layer was extracted with 3×10 ml of ethyl acetate, and concentrated under reduced pressure to obtain relatively pure 5-hydroxymethylfurfural. The highest yield of 5...

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Abstract

The invention discloses a method for preparation of 5-hydroxymethyl furfural from chitin/chitosan. The method is achieved by: taking chitin/chitosan as the raw material, adopting sulfonated carbon solid acid as the catalyst, degrading chitosan in a polytetrafluoroethylene hydrothermal reaction kettle to obtain 5-hydroxymethyl furfural, performing extraction separation, and then conducting detection with high performance liquid chromatography and carrying out quantification. The chitin/chitosan raw material involved in the invention is cheap, easily available and renewable, and also the application field of chitin/chitosan is also broadened. By adopting water and dimethyl sulfoxide as the reaction medium and catalyst, the activity of solid acid in heterogeneous reaction is enhanced. The catalyst is easy to prepare and cheap, and exists in the form of solid during reaction, and can be filtered and recovered for cyclic utilization. Also the aftertreatment is simple, and pollution to the environment is reduced.

Description

technical field [0001] The invention belongs to the use of renewable biomass energy chitin / chitosan as raw materials to degrade and prepare 5-hydroxymethylfurfural, and to use renewable, simple and cheap sulfonated carbon solid acid catalysis to reduce costs and effectively reduce pollution . Background technique [0002] With the massive consumption of non-renewable resources, the global energy shortage, the energy crisis has increasingly aroused people's general concern. Facing the status quo of the gradual depletion of petroleum resources, we have to find a renewable resource to replace non-renewable petroleum for the production of basic chemical substances. Therefore, the use of renewable biomass instead of petroleum to produce important chemical products has become a research hotspot. Chitosan is the deacetylation product of chitin, which is very abundant in nature. It is widely found in the shells of shrimps, crabs and insects, as well as in the cell walls of algae a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/46B01J27/02
CPCC07D307/46B01J27/02
Inventor 臧洪俊李明广颜丙蒋毅王婧
Owner TIANJIN POLYTECHNIC UNIV
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