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P-containing modified chitosan lyotropic liquid crystal and preparation method thereof

A technology of lyotropic liquid crystal and chitosan, applied in the field of polymer chemistry, can solve the problems of increasing the solubility of chitosan, not examining the liquid crystal and optical properties, etc., and achieves the effect of good application prospects.

Active Publication Date: 2014-12-31
NORTHEASTERN UNIV LIAONING
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In the previous research, many people only studied phosphorylated chitosan. Although some people have prepared modified chitosan containing P, it only played a role in destroying the chitosan modified monomer. The role of intermolecular hydrogen bonds to increase the solubility of chitosan has not been investigated for its liquid crystal and optical rotation properties.

Method used

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  • P-containing modified chitosan lyotropic liquid crystal and preparation method thereof
  • P-containing modified chitosan lyotropic liquid crystal and preparation method thereof
  • P-containing modified chitosan lyotropic liquid crystal and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] When the structural formula of X is X1:

[0034] , the structural formula of the prepared modified chitosan lyotropic liquid crystal P-CTS-X1 containing P element is:

[0035]

[0036] The preparation method of the modified chitosan lyotropic liquid crystal P-CTS-X1 containing P element is as follows:

[0037] (1) Add 2g chitosan in 24mL pyridine, stir and swell for 1d, then add 2g DCC, 0.5g DMAP, stir for 2h, add 1.09g cholesteryl adipate, stir and react at room temperature for 48h, precipitate with 40ml ethanol, Suction filtration, the filter cake is filtered with hot ethanol, removes DCU, and the filter cake is dried to obtain pale yellow CTS-X1. Infrared spectrum analysis shows that CTS-X1 (see figure 2 ) at 1631cm -1 The stretching vibration absorption peak of the secondary amide appears at , which is the stretching vibration absorption peak of the ester group formed on adipic acid, 3433cm -1 The hydroxyl or amino stretching vibration peak on the sugar cha...

Embodiment 2

[0041] When the structural formula of X is X2:

[0042] , the structural formula of the prepared modified chitosan lyotropic liquid crystal P-CTS-X2 containing P element is:

[0043]

[0044] The preparation method of the modified chitosan lyotropic liquid crystal P-CTS-X2 containing P element is as follows:

[0045] (1) Add 3g chitosan into 60mL pyridine, stir and swell for 2d, then add 1.8g DCC, 1g DMAP, stir for 2h, add 2.56g menthyl succinate monoester, stir at room temperature, precipitate with 60ml ethanol, pump Filter the filter cake with hot ethanol to remove DCU and dry the filter cake to obtain CTS-X2.

[0046] Infrared spectrum analysis shows that, with raw material chitosan (see figure 1 ) compared to CTS-X2 (see image 3 ) at 1730cm -1 The absorption peak of the ester carbonyl group appeared at 1200cm -1 The absorption peak of the ether bond appeared at , and the vibrational absorption peaks of the carbonyl group of the amide I band and the N-H band of the...

Embodiment 3

[0050] When the structural formula of X is X3: , the structural formula of the prepared modified chitosan lyotropic liquid crystal P-CTS-X3 containing P element is:

[0051]

[0052] The preparation method of the modified chitosan lyotropic liquid crystal P-CTS-X3 containing P element is as follows:

[0053] (1) Add 5g of chitosan into 75mL of pyridine, stir and swell for 3d, then add 2.5g of DCC, 1.5g of DMAP, stir for 2h, add 8.493g of chenodeoxycholic acid, stir at room temperature for reaction, precipitate with 125ml of ethanol, and filter with suction , the filter cake was filtered with hot ethanol to remove DCU, and the filter cake was dried to obtain off-white chenodeoxycholic acid acylated chitosan CTS-X3.

[0054] Infrared spectrum analysis shows that, with raw material chitosan (see figure 1 ) compared to CTS-X3 (see Figure 4 ) at 1730cm -1 The absorption peak of the ester carbonyl group appeared at 1200cm -1 The absorption peak of the ether bond appeared a...

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Abstract

The invention discloses a P-containing modified chitosan lyotropic liquid crystal and a preparation method thereof, belonging to the technical field of high polymer chemistry. The structural formula of the P-containing modified chitosan lyotropic liquid crystal disclosed by the invention is shown in the specification, wherein n = 2,4,6,8,...; and X is any -COOH-containing chiral monomer. The preparation method comprises the following steps of: adding chitosan into pyridine, adding catalysts DCC and DMAP and stirring the obtained mixture, adding an X monomer into the obtained product, carrying out precipitation on the obtained product by using ethanol, and carrying out filtering so as to obtain CTS-X; dissolving the CTS-X into a loprazolam solution at normal temperature so as to carry out ice-water bathing for cooling, adding P2O5, and under the protection of N2, carrying out mechanical stirring reaction for 2-5h; and the reaction is completed, adding ether to precipitation, and carrying out washing and vacuum drying on the obtained product so as to obtain a P-element containing modified chitosan lyotropic liquid crystal. The liquid crystal disclosed by the invention has the advantages that: the liquid crystal is closer to a biological membrane in the aspect of composition; a possibility of applying the liquid crystal to the aspect of chiral drugs is provided; and the liquid crystal has a good application prospect in the aspect of treating cancerous cells.

Description

technical field [0001] The invention belongs to the technical field of polymer chemistry, in particular to a P-containing modified chitosan lyotropic liquid crystal and a preparation method thereof. Background technique [0002] With the development of science and technology, material science and biology have developed rapidly, especially in new medical materials. People have new requirements for biocompatibility, safety, convenience and service life of medical materials. [0003] Chitosan is a kind of natural biological polysaccharide that exists in large quantities in nature. It is biodegradable and has good biocompatibility. Because of its molecular structure contains active hydroxyl (-OH) and amino (-NH 2 ), derivatives with different structures and functions can be formed through various chemical modifications and modifications. [0004] Chemical modification of chitosan can not only improve the solubility of chitosan, but also improve its performance in other aspect...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08B37/08C07H11/04C07H1/02C09K19/38A61P35/00
Inventor 张宝砚丛越华王文娟郭月华葛向阳张填昊
Owner NORTHEASTERN UNIV LIAONING