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A kind of ionic liquid for synthesizing long-chain alkyl glycoside, its preparation method and application

A long-chain alkyl glycoside and ionic liquid technology, which is applied in the preparation of sugar derivatives, chemical instruments and methods, sugar derivatives, etc., can solve the problems of high viscosity of materials, inability to filter and separate ionic liquid catalysts, etc. The effect of mild reaction conditions and high conversion rate of glucose

Active Publication Date: 2018-08-31
CHINA RES INST OF DAILY CHEM IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, when using long carbon chain linear alkanol (more than ten carbons) to synthesize APG in this process, the temperature is lowered to below 50°C after the reaction, and the viscosity of the material is very high, so it is impossible to filter and separate the ionic liquid catalyst

Method used

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  • A kind of ionic liquid for synthesizing long-chain alkyl glycoside, its preparation method and application
  • A kind of ionic liquid for synthesizing long-chain alkyl glycoside, its preparation method and application
  • A kind of ionic liquid for synthesizing long-chain alkyl glycoside, its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] (1) Preparation of ionic liquid catalyst

[0020] Add equimolar 1,3-propane sultone and 1-butylimidazole into the three-necked flask, stir at 40°C for 10 h, and a white precipitate forms. After the reaction is complete, wash with ether three times, filter with suction, and dry in vacuo to obtain a white powder of 1-(butyl 4-sulfonic acid)-3-butylimidazolium salt (recovered ether is reused after distillation and purification). Add sulfuric acid and 1,3-propane sultone equimolar to the salt dropwise at room temperature, stir at 80°C for 6 hours, and dry in vacuum to obtain a transparent viscous ionic liquid. The structure of the ionic liquid is as follows:

[0021]

[0022] (2) Preparation of Alkyl Glycosides

[0023] Anhydrous glucose and isooctyl alcohol are added in the reactor in a molar ratio of 1:2, and the catalyst prepared in step (1) is added (the addition amount is 0.5% of the total mass of anhydrous glucose and alkyl alcohol) and the temperature is raised ...

Embodiment 2

[0025] (1) Preparation of ionic liquid catalyst

[0026] Add equimolar 1,3-propane sultone and 1-butylimidazole into the three-necked flask, stir at 50°C for 12h, and a white precipitate is formed. After the reaction is complete, wash with ether three times, filter with suction, and dry in vacuo to obtain a white powder of 1-(butyl 4-sulfonic acid)-3-butylimidazolium salt (recovered ether is reused after distillation and purification). Phosphoric acid and 1,3-propane sultone equimolar were added dropwise to the salt at room temperature, stirred at 80°C for 9 hours, and dried in vacuum to obtain a transparent viscous ionic liquid. The structure of the ionic liquid is as follows:

[0027]

[0028] (2) Preparation of Alkyl Glycosides

[0029] Anhydrous glucose and 2-propyl heptanol are added in the reactor in a molar ratio of 1: 6, and the catalyst (addition amount is 0.8% of the total mass of anhydrous glucose and alkyl alcohol) is added and the temperature is raised to Re...

Embodiment 3

[0031] (1) Preparation of ionic liquid catalyst

[0032] Add equimolar 1,3-propane sultone and 1-butylimidazole into the three-necked flask, stir at 45°C for 11 hours, and a white precipitate is formed. After the reaction is complete, wash with ether three times, filter with suction, and dry in vacuo to obtain a white powder of 1-(butyl 4-sulfonic acid)-3-butylimidazolium salt (recovered ether is reused after distillation and purification). Add p-toluenesulfonic acid and 1,3-propane sultone equimolar p-toluenesulfonic acid in batches slowly to the salt at room temperature and stir, react at 90°C for 9 hours, and dry in vacuum to obtain a transparent viscous ionic liquid. The structure of the ionic liquid is as follows:

[0033]

[0034] (2) Preparation of Alkyl Glycosides

[0035] Add anhydrous glucose and n-decyl alcohol into the reactor at a molar ratio of 1:8, add the catalyst prepared in step (1) (addition amount is 1% of the total mass of anhydrous glucose and alkyl ...

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Abstract

The invention discloses an ionic liquid for synthesizing long-chain alkyl glucoside. The ionic liquid is characterized by comprising the following compounds represented by a structural formula in the description, wherein in the structural formula, the R represents HSO4-, H2PO4-, A, and B, (A and B are represented in the description). The provided ionic liquid has the advantages of high catalytic activity, little corrosion to equipment, and high glucose conversion rate.

Description

technical field [0001] The invention relates to an ionic liquid for synthesizing long-chain alkyl glycosides, a preparation method and application. Background technique [0002] Alkyl glucoside is a new type of surfactant, which has the properties of both anionic and nonionic surfactants. It has excellent surface activity and foaming ability, strong detergency, excellent compatibility, and good synergistic effect. It is widely used as the main active substance for washing, emulsifying, solubilizing and other items, and has broad application prospects in washing, food and cosmetic industries. [0003] The method that can be used for large-scale preparation of alkyl glycosides is the Fischer method. The Fischer method is divided into direct glycoside method and transglycoside method. Both direct glycoside method and transglycoside method use acidic catalysts. In principle, any acid of sufficient strength can act as a catalyst for this reaction, and the rate of the reaction de...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/02C07D233/60C07H15/04C07H1/00
Inventor 白亮杨秀全张军吴志宇周媛
Owner CHINA RES INST OF DAILY CHEM IND