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A kind of cellulose chiral derivative and its preparation method and use

A technology of cellulose and derivatives, which is applied in the field of chiral cellulose derivatives and their preparation, can solve the problems of unsuitable chiral stationary phase, poor solubility, non-rigidity, etc., and achieve chiral separation, effect improvement, chiral Effect of separation function improvement

Inactive Publication Date: 2019-08-02
WUHAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although cellulose itself shows a certain chiral recognition ability for some enantiomers, it is not suitable for direct use as a chiral stationary phase due to its poor solubility and non-rigidity.

Method used

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  • A kind of cellulose chiral derivative and its preparation method and use
  • A kind of cellulose chiral derivative and its preparation method and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Take 10cm×30cm filter paper and 10g of cellulose powder and soak them in 100mL 5% NaOH solution for 2h respectively. The treated filter paper is washed until neutral, and dried; the treated cellulose powder is filtered, washed until neutral, and dried.

Embodiment 2

[0025] The filter paper treated in Example 1 was placed in a reactor, and a 2wt% sodium periodate solution (containing periodic acid and periodate aqueous solution) was added at pH=5, and the reaction was carried out in a water bath at 35° C. under light-shielding conditions. After the reaction, wash with ethanol and pure water successively until no IO can be detected. 4 - , air-dried naturally to obtain an oxidized filter paper with an aldehyde content of 29.76%.

Embodiment 3

[0027] The filter paper treated in Example 1 was placed in a reactor, and a 10wt% sodium periodate solution (containing periodic acid and periodate aqueous solution) was added at pH=2, and reacted in a water bath at 45°C for 10 After the reaction, wash with ethanol and pure water successively until no IO can be detected. 4 - , air-dried naturally to obtain an oxidized filter paper with an aldehyde content of 85.06%.

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Abstract

The invention discloses a cellulose chiral derivative, and a preparation method and an application thereof, belonging to the field of chiral stationary phases. The cellulose chiral derivative providedby the invention is a structure with oxidized cellulose bonding with a nitrogen atom through a carbon-nitrogen double bond and with the nitrogen atom connecting with a chiral carbon atom. The preparation method comprises the following steps: through a chemical oxidation process, oxidizing cellulose so as to form a new carbonyl group, then carrying out a Schiff base reaction with an amino containing chiral compound, and introducing a new chiral group onto the cellulose so as to obtain the cellulose chiral derivative. The cellulose chiral derivative provided by the invention can be used for separation and / or purity detection of chiral compounds. According to the invention, under the actions of an original chiral system and a newly added chiral system, the improvement of a cellulose chiral separation function is realized, and the effect of cellulose chiral separation is greatly improved.

Description

technical field [0001] The invention belongs to the field of chiral stationary phases, and in particular relates to a chiral cellulose derivative, a preparation method and application thereof. Background technique [0002] In 1939, Henderson and Rule chromatographically separated racemic camphor derivatives on lactose. In 1973, Hesse and Hagel prepared chiral resolved cellulose triacetate. Although cellulose itself shows a certain chiral recognition ability for some enantiomers, it is not suitable for direct use as a chiral stationary phase due to its poor solubility and non-rigidity. In order to reduce the polarity of cellulose and improve enantioselectivity, it is necessary to derivatize cellulose. The derivatization of cellulose generally reacts with the hydroxyl group on the glucose unit in cellulose through the related acid chloride compound and isocyanate to obtain the chirality of two types of derivatives of cellulose ester and cellulose phenyl carbamate. Stationar...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08B15/02C08B15/06B01D39/04B01D15/08B01D15/20
Inventor 罗立新张海雁王玉
Owner WUHAN UNIV
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