Sulfobutyl-alpha-cyclodextrin and preparation method thereof

A technology of cyclodextrin and sulfobutyl, which is applied in the field of sulfobutyl-α-cyclodextrin and its preparation, can solve the problems of low solubility and application limitations of α-cyclodextrin, and achieve good water solubility and stability Strong, operable effect

Active Publication Date: 2013-03-27
SHAANXI UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The object of the present invention is to provide a kind of sulfobutyl-α-cyclodextrin, to...

Method used

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  • Sulfobutyl-alpha-cyclodextrin and preparation method thereof
  • Sulfobutyl-alpha-cyclodextrin and preparation method thereof
  • Sulfobutyl-alpha-cyclodextrin and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0034] Embodiment 1, sulfobutyl-α-cyclodextrin and its preparation method:

[0035] (1) First weigh 10g of α-cyclodextrin and mix it with 2g of sodium hydroxide, add 50ml of water, stir slowly until swelling, adjust the pH value to 14, and set aside;

[0036] (2) Weigh 2 g of 1,4-butane sultone, add 1,4-butane sultone dropwise to step (1) for reaction, then heat the reaction at 30°C for 3 hours to fully react until At the end of the reaction, the product is ready for use;

[0037] (3) Under stirring, wash the product obtained in step (2) with chloroform, adjust the pH value to neutral with 0.5mol / L hydrochloric acid, then evaporate the organic solvent, and freeze-dry at -40°C to obtain colorless crystals Sulfobutyl-α-cyclodextrin;

[0038] (4) The measured yield is greater than 60%;

[0039] (5) Measure its molecular weight to be 1108.17, and its chemical formula is C 36+4n h 60+7n o 30 [SO 3 H] n , n=1.

Embodiment 2

[0040] Embodiment 2, sulfobutyl-alpha-cyclodextrin and its preparation method:

[0041] (1) First weigh 10g of α-cyclodextrin and mix it with 0.1g of sodium hydroxide, add 50ml of water, stir slowly until swelling, adjust the pH value to 10, and set aside;

[0042] (2) Weigh 5 g of 1,4-butane sultone, add 1,4-butane sultone dropwise to step (1) for reaction, then heat the reaction at 80°C for 3 hours to fully react until At the end of the reaction, the product is ready for use;

[0043] (3) Under stirring, wash the product obtained in step (2) with chloroform, adjust the pH value to neutral with 0.5mol / L hydrochloric acid, then evaporate the organic solvent, and freeze-dry at -40°C to obtain colorless crystals Sulfobutyl-α-cyclodextrin;

[0044] (4) The measured yield is greater than 60%;

[0045] (5) measure its molecular weight to be 1653, chemical formula is C 36+4n h 60+7n o 30 [SO 3 H] n , n=5.

Embodiment 3

[0046] Embodiment 3, sulfobutyl-α-cyclodextrin and its preparation method:

[0047] (1) First weigh 10g of α-cyclodextrin and mix it with 0.5g of sodium hydroxide, add 50ml of water, stir slowly until swelling, adjust the pH value to 12, and set aside;

[0048] (2) Weigh 20 g of 1,4-butane sultone, add 1,4-butane sultone dropwise to step (1) for reaction, then heat the reaction at 30°C for 18 hours to fully react until At the end of the reaction, the product is ready for use;

[0049] (3) Under stirring, wash the product obtained in step (2) with chloroform, adjust the pH value to neutral with 0.5mol / L hydrochloric acid, then evaporate the organic solvent, and freeze-dry at -40°C to obtain colorless crystals Sulfobutyl-α-cyclodextrin;

[0050] (4) The measured yield is greater than 60%;

[0051] (5) measure that its molecular weight is 1789, and its chemical formula is C 36+4n h 60+7n o 30 [SO 3 H] n , n=6.

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Abstract

The invention provides sulfobutyl-alpha-cyclodextrin and a preparation method thereof. The structural formula of the sulfobutyl-alpha-cyclodextrin is shown in the specification, wherein R=H, and the molecular weight is 1,108.17-2,605; and the sulfobutyl-alpha-cyclodextrin is prepared by the reaction of 1,4-butanesultone and alpha-cyclodextrin in a strong alkali solution. The water solubility of the sulfobutyl-alpha-cyclodextrin provided by the invention reaches 80g at 20 DEG C and is improved by 4 times over the existing alpha-cyclodextrin. The preparation method of the sulfobutyl-alpha-cyclodextrin provided by the invention is simple and has high reaction efficiency; the prepared sulfobutyl-alpha-cyclodextrin has strong stability and good water solubility; the whole preparation method has strong operability; and the sulfobutyl-alpha-cyclodextrin can be conveniently prepared into various guest molecule inclusion compounds and compositions.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis, and relates to a sulfobutyl-alpha-cyclodextrin and a preparation method thereof. Background technique [0002] Cyclodextrin was first discovered in 1891. In 1903, Schardinger obtained α-cyclodextrin by digesting starch with an isolated strain. α-cyclodextrin is a white crystal, and the crystal formed in water is a needle-like crystal, and its solubility in water increases with the increase of temperature. Due to the low solubility of α-cyclodextrin, which is 14.5g at room temperature, and its small molecular cavity, the application of α-cyclodextrin is limited. Contents of the invention [0003] The object of the present invention is to provide a sulfobutyl-α-cyclodextrin to solve the problem that the application of the existing α-cyclodextrin is limited due to its low solubility. [0004] The object of the present invention is achieved like this, sulfobutyl-alpha-cyclodextrin, its...

Claims

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Application Information

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IPC IPC(8): C08B37/16
Inventor 沈文张光华杨帆李运涛
Owner SHAANXI UNIV OF SCI & TECH
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