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1,2,3-triazole starch derivatives and preparation method thereof

A technology for starch derivatives and triazoles, which is applied in the field of daily chemicals and achieves the effects of high yield, simple synthesis steps, and easy availability of equipment and raw materials

Active Publication Date: 2015-11-11
YANTAI INST OF COASTAL ZONE RES CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there are fewer reports on the utilization of this renewable resource compared to other polysaccharides with a higher degree of utilization.

Method used

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  • 1,2,3-triazole starch derivatives and preparation method thereof
  • 1,2,3-triazole starch derivatives and preparation method thereof
  • 1,2,3-triazole starch derivatives and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] The synthesis route of 1,2,3-triazole starch is as follows.

[0034]

[0035] Wherein R is an alcoholic hydroxyl group with different chain lengths; the average value range of n is 5-12000.

[0036] In this example, the target compound 1,2,3-triazole starch was synthesized according to the above synthetic route.

[0037] 1) Preparation of brominated starch: 1.62g starch (see figure 1 ) in 50mL of DMF (N,N-dimethylformamide) at 130°C for 1h, then lower the temperature to 90°C, and add 2.0g of lithium bromide to aid in dissolution. Under ice-cooling, 7.12g of N-bromosuccinimide and 10.49g of triphenylphosphine were added and reacted at 80°C for 3h. Then precipitate with ethanol, wash with ethanol and acetone, and freeze-dry to obtain the product brominated starch (see figure 2 ) 2.01g, set aside.

[0038] 2) Preparation of azide starch: 0.225g brominated starch (see figure 2 ) was added to 15mLDMSO (dimethyl sulfoxide), then 0.16g sodium azide was added, and rea...

Embodiment 2

[0041] The difference from Example 1 is:

[0042] 1) Preparation of brominated starch: 1.62g starch (see figure 1 ) in 50mL of DMF (N,N-dimethylformamide) at 120°C for 1h, then cooled down to 80°C, and added 2.0g of lithium bromide to aid in dissolution. Under ice-cooling, add 5.34g of N-bromosuccinimide and 7.87g of triphenylphosphine, and react at 70°C for 3h. Then precipitate with ethanol, wash with ethanol and acetone, and freeze-dry to obtain the product brominated starch (see figure 2 ) 1.84g, set aside.

[0043] 2) Preparation of azide starch: 0.225g brominated starch (see figure 2 ) was added to 10mLDMSO (dimethyl sulfoxide), then 0.13g sodium azide was added, and reacted at 70°C under argon protection for 24h, then directly precipitated with ethanol, washed with ethanol and acetone, and freeze-dried to obtain starch azide (see image 3 ) 0.14g, set aside.

[0044] 3) Preparation of 6-(4-hydroxyethyl)-1,2,3-triazole starch: 0.187g azide starch (see image 3 ) int...

Embodiment 3

[0046] The difference from Example 1 is:

[0047] 1) Preparation of brominated starch: 1.62g starch (see figure 1 ) in 50mL of DMF (N,N-dimethylformamide) at 120°C for 1h, then cooled down to 90°C, and added 2.0g of lithium bromide to aid in dissolution. Under ice-cooling, 7.12g of N-bromosuccinimide and 10.49g of triphenylphosphine were added and reacted at 60°C for 4h. Then precipitate with ethanol, wash with ethanol and acetone, and freeze-dry to obtain the product brominated starch (see figure 2 ) 1.82g, set aside.

[0048] 2) Preparation of azide starch: 0.225g brominated starch (see figure 2 ) was added to 10mLDMSO (dimethyl sulfoxide), then 0.2g sodium azide was added, and reacted at 70°C under argon protection for 24h, then directly precipitated with ethanol, washed with ethanol and acetone, and freeze-dried to obtain starch azide (see image 3 ) 0.17g, set aside.

[0049] 3) Preparation of 6-(4-hydroxypropyl)-1,2,3-triazole starch: 0.187g azide starch (see im...

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Abstract

The invention relates to the field of cosmetic and pharmaceutical industries, in particular to 1,2,3-triazole starch derivatives and a preparation method thereof. The structural formula of the 1,2,3-triazole starch derivatives is represented by the formula (1), wherein R is an alcoholic hydroxyl group containing chains with different lengths, and the average degree of polymerization n ranges from 5 to 12000. According to the invention, the reaction is efficient, the 1,2,3-triazole starch derivatives and the preparation method are easy to popularize, the required equipment and raw materials are readily available. Researches show that the synthesized 1,2,3-triazole starch derivatives are good in water solubility and excellent in oxidation resistance; the biological activity of starch is improved, and the application range of starch is enlarged; the 1,2,3-triazole starch derivatives can be widely used in the field of cosmetic and pharmaceutical industries. (The formula (1) is shown in the description).

Description

technical field [0001] The invention relates to the field of daily chemicals and the pharmaceutical industry, in particular to a 1,2,3-triazole starch derivative and its preparation. Background technique [0002] Starch is a high-molecular carbohydrate with a chemical structure of (C 6 h 10 o 5 )n is a covalent polymer formed by connecting D-glucose with water molecules through glycosidic bonds. Starch is mainly derived from crops such as corn, wheat, and potatoes, and is the main component of human food. Glucose units in starch molecules are linked in two ways to form two different starch molecules, namely amylose and amylopectin. Starch is mainly used as food for humans. Compared with hyaluronic acid, heparin, chitosan and other sugars, it has almost no obvious biological activity, which leads to the low industrial application value of starch. The reason should be related to the fact that there is only Hydroxyl is an active group, which is related to the lack of carbo...

Claims

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Application Information

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IPC IPC(8): C08B31/00
Inventor 郭占勇谭文强王刚董方李青
Owner YANTAI INST OF COASTAL ZONE RES CHINESE ACAD OF SCI
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