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Dialdehyde cellulose with high aldehyde group content as well as preparation method and application thereof

A technology of dialdehyde cellulose and cellulose, which is applied in the field of functional polymers and natural polymers, can solve the problems of low accessibility, poor reaction uniformity, decreased product yield, etc., and achieves improved yield drop, uniform product, Simple preparation process

Active Publication Date: 2020-09-29
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, most of the existing preparation methods are prepared by dispersing the cellulose material in a solid form in an aqueous solution of sodium periodate through a heterogeneous process. During the reaction, the accessibility of sodium periodate to cellulose is low, and the reaction is uniform. Poor performance, the content of aldehyde groups in the product is 30%-70%, and the yield of products with increased aldehyde content decreases significantly (Zhao Bing, Lin Hong, Chen Yuyue. Modern Textile Technology. 2013,5:58-61)

Method used

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  • Dialdehyde cellulose with high aldehyde group content as well as preparation method and application thereof
  • Dialdehyde cellulose with high aldehyde group content as well as preparation method and application thereof
  • Dialdehyde cellulose with high aldehyde group content as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Weigh 4g of dry microcrystalline cellulose, whose degree of polymerization is about 220, add it to 36g of ionic liquid 1-allyl-3-methylimidazolium chloride (AmimCl), stir and dissolve at 80°C to obtain a mass fraction of 10% Cellulose clear clear solution. The reaction flask was tightly covered with tin foil to avoid light, and then 10.56 g of sodium periodate was added, and stirred and reacted at 80° C. for 8 hours. After the reaction, ethanol was added to precipitate, and the crude product obtained was washed three times with ethylene glycol and then dried to obtain the product dialdehyde cellulose powder. The product was tested by infrared with a Perkin-Elmer2000 infrared spectrometer with a resolution of 4 cm. -1 , the infrared spectrum as figure 1As shown, of which 1629cm -1 A new peak appeared, proving the formation of aldehyde group.

[0044] The aldehyde group content of the product is determined by the hydroxylamine hydrochloride method: add 100mL of hydroxy...

Embodiment 2

[0054] Take by weighing 3g dry absorbent cotton, its degree of polymerization is about 1300, join in the mixed solvent of 57g ionic liquid 1-ethyl-3-methylimidazole acetate (EmimAc) and DMSO (the massfraction of DMSO in the mixed solvent is 10 %), stirred and dissolved at 80°C to obtain a transparent and clear solution of cellulose with a mass fraction of 5%. Tightly cover the reaction flask with tin foil to avoid light, add 7.92g of sodium periodate, stir and react at 60°C for 8 hours to obtain a solution, add deionized water to the reaction solution for precipitation washing, filter to obtain the crude product, and use ethylene glycol Stirring and washing for three times, drying to obtain the product dialdehyde cellulose powder. The aldehyde content of the product and the determination method of the yield were measured according to the description in Example 1, and the aldehyde content was measured to be 82%, and the product yield was 98%.

[0055] Repeat the above reaction...

Embodiment 3

[0057] Take by weighing 3g dry cotton pulp, its degree of polymerization is about 800, join in the mixed solvent of 57g ionic liquid 1-butyl-3-methylimidazole acetate (BmimAc) and methylimidazole (methylimidazole in mixed solvent The mass fraction of imidazole is 15%), stirred at 60° C. to obtain a cellulose transparent and clear solution with a mass fraction of 5%. The reaction flask was tightly covered with tin foil to avoid light, and then 7.92 g of sodium periodate was added, and stirred and reacted at 80° C. for 10 hours. After the reaction is completed, add deionized water to precipitate and wash, filter to obtain the crude product, stir and wash with ethylene glycol for three times, and then dry to obtain the product dialdehyde cellulose powder. The aldehyde content of the product and the determination method of the yield were measured according to the description in Example 1, and the aldehyde content was measured to be 90%, and the product yield was 97%.

[0058] Dis...

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Abstract

The invention belongs to the field of functional polymers and natural polymers, and particularly relates to a dialdehyde cellulose with a high aldehyde group content as well as a preparation method and application thereof. The invention provides a preparation method of dialdehyde cellulose with a high aldehyde group content. The preparation method comprises the following steps: (1) dissolving a cellulose raw material in a solvent to obtain a cellulose solution; and (2) adding an oxidizing agent into the cellulose solution to carry out reactions in the absence of light, and solidifying and forming in a coagulating bath to obtain the dialdehyde cellulose with a high aldehyde group content of 50-90%. According to the method, the reaction of the oxidized cellulose is carried out in a homogeneous solution of the cellulose, so that the reaction uniformity and the accessibility of an oxidizing agent to the cellulose are greatly improved; the method can efficiently prepare the dialdehyde cellulose with a high aldehyde group content, the yield can reach 95% or above, the product is uniform; the preparation process is simple, and industrialization is easy to realize.

Description

Technical field [0001] The invention belongs to the field of functional polymers and natural polymers, and specifically relates to a dialdehyde cellulose with high aldehyde group content and its preparation method and application. Background technique [0002] As ecological security issues and petroleum resource depletion issues become increasingly prominent, the development of environmentally friendly renewable materials has become a major trend in material development. Cellulose is a renewable resource widely found in nature. It is composed of glucose residues connected through β-1,4-glycosidic bonds. In the glucose unit, the 2-, 3- and 6-positions of the glucose ring are There is a hydroxyl group, and sodium periodate can oxidize the ortho-dihydroxyl group into an aldehyde group to generate dialdehyde cellulose. Dialdehyde cellulose is widely used in the medical industry and can be used as a sustained drug release carrier, hemostatic gauze, drug fiber, surgical sutures, ...

Claims

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Application Information

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IPC IPC(8): C08B15/02C08J3/09C08J3/075C08J9/28B01J20/28B01J20/24C02F1/28C02F101/20C08L1/04
CPCC08B15/02C08J3/095C08J3/075C08J9/28B01J20/28023B01J20/24C02F1/286C08J2301/04C02F2101/20Y02P20/54
Inventor 张金明许如梦张军
Owner INST OF CHEM CHINESE ACAD OF SCI
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