Unlock instant, AI-driven research and patent intelligence for your innovation.

Preparation method for nonyl glucoside

A technology of nonyl glucoside and fully acylated nonyl glucoside is applied in the field of preparation of nonyl glucoside, can solve the problems of difficult separation of product and catalyst, deepened product color, complicated operation steps and the like, and achieves low production cost, Easy operation and simple process effect

Inactive Publication Date: 2012-11-28
EAST CHINA NORMAL UNIV
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There are many deficiencies in these methods. Although liquid acid is used as a catalyst, although the catalytic activity is high, it is easy to corrode equipment, and some acids also have side reactions with raw materials, resulting in darker product color, and separation of product and catalyst in the post-treatment process. Difficult, resulting in cumbersome operation steps
[0003] At present, there is no report on the synthesis reaction of nonyl glycosidation with other monosaccharides

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Preparation method for nonyl glucoside
  • Preparation method for nonyl glucoside

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] a. Synthesis of fully acylated nonyl glycosides

[0018] Mix 1g of fully acetylated mannose with 3.0ml of nonanol (Acros) and 30ml of anhydrous toluene, stir and add 1.0mL of boron trifluoride ether (chemically pure) at room temperature, then heat to 50°C and continue stirring to carry out the per-acyl The reaction was carried out for 5 hours, and after the reaction was completed, the pure white solid was separated by column chromatography, which was fully acylated nonyl mannoside, and the yield was 36% (α:β>19:1).

[0019] The NMR structure analysis of fully acylated nonyl glucoside was carried out, and the test data are as follows:

[0020] 1 H NMR (500MHz, CDCl 3 ), δ: 0.92(t, 3H, CH 3 ), 1.30-1.37(m, 12H), 1.62-1.65(m, 2H), 2.03, 2.08, 2.14, 2.19(s, 12H, 4COCH 3 ), 3.48(m, 1H), 3.70(m, 1H), 3.71(m, 1H), 4.01(m, 1H), , 4.15(m, 1H), 4.31(m, 1H), 4.83(br s 1H ), 5.27(br s 1H), 5.31(m, 1H), 5.39(m, 1H)

[0021] b. Synthesis of Nonyl Glycosides

[0022] Take 0.25 ...

Embodiment 2

[0029] a. Synthesis of fully acylated nonyl glycosides

[0030] Take 5g of fully acetylated xylose, mix with 10.0ml of nonanol (Acros) and 250ml of anhydrous dichloromethane, stir and add 1.0mL of trimethylsilyl trifluoromethanesulfonate (TMSOTf) (Aldrich) at 0°C, Then be warmed to 25 ℃ and continue to stir, carry out full acylation reaction 3 hours, obtain pure white solid through column chromatography separation after reaction is full acylation nonyl xyloside, and its productive rate is 42% (α: β ~1.7:1).

[0031] b. Synthesis of Nonyl Glycosides

[0032] Take 2 g of the above-mentioned product fully acylated nonyl xyloside and add 5 ml of absolute ethanol to mix, stir and slowly add 0.1 g of NaOH dropwise at room temperature, carry out the deacylation reaction for 1 hour, and add dropwise 732 type ion exchange resin ( h + , ~ 6g) neutralized to pH=7, then filtered, and the filtrate was suspended and evaporated under reduced pressure to remove the solvent, and obtained wh...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a preparation method for nonyl glucoside, which is characterized in that acetylated mannose or xylose and nonyl alcohol are mixed with solvent and then compounded into acetylated nonyl glucoside under the action of the glycosylation catalyst, and finally the acetylated nonyl glucoside undergoes the deacylation reaction to prepare the nonyl glucoside. The preparation methodhas simple technology, convenient operation, high yield, cheap and available materials used for compounding, low manufacturing cost and pollution free to environment; and the product has good surfaceactivity, no objectional odor and stable performance and is a surface active agent with application prospect.

Description

technical field [0001] The invention relates to the technical field of fine chemicals, in particular to a preparation method of nonyl glucoside. Background technique [0002] Alkyl glucoside is a new type of non-ionic surfactant developed in recent years. It is known as a "world-class" surfactant and is a new generation of mild, green and environmentally friendly surfactants. Alkyl glycosides are made from renewable resource carbohydrates and long-chain natural fatty alcohols. The raw materials used in the entire production process are cheap and easy to obtain, and there are no other toxic and harmful wastes in the production process except for the products. Produce (Wang Peiyi, Xu Baocai, Wang Jun: Surfactant—Synthesis·Performance·Application. Beijing: Chemical Industry Press, 2007). Active agent. [M]. Beijing: Chemical Industry Press, 2003.), most of the current patent reports use glucose as raw material to synthesize alkyl glycosides, such as CN200510096464.8, CN98813130...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07H15/04C07H1/00
Inventor 张剑波陈旋周家芬李娟
Owner EAST CHINA NORMAL UNIV