Macromolecule cross-linking agent based on functional cellulose ester and preparation method and application thereof

A technology of macromolecular crosslinking agent and cellulose ester, which is applied in the field of macromolecular crosslinking agent based on functional cellulose ester and its preparation, can solve the limitations of gelatin film tensile and biodegradation resistance, crosslinking Low degree, unfavorable problems, etc., to achieve the effect of improving mechanical properties and surface hydrophobicity, high resistance to degradation, and inhibiting in vitro degradation

Inactive Publication Date: 2016-07-06
QILU UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The macromolecular crosslinking agents used to modify gelatin reported in the prior art mainly include: Chinese patent CN104861078A discloses a cellulose-based macromolecular crosslinking agent, but the macromolecular crosslinking agent needs the help of the first The tripartite molecule EDTAD acts as a bridge to connect cellulose and gelatin, and the microscopic morphology of the modified gelatin is not conducive to drug loading and embedding, which is very unfavorable for the application as a drug carrier
[0005] Chinese patent CN105237645A discloses a macromolecular crosslinking agent TMN based on oxidized cellulose. Although the macromolecular crosslinking agent does not need third-party molecules as bridges to realize the direct connection of gelatin and cellulose macromolecules, But its degree of cross-linking is low, and the stretch resistance and biodegradation resistance of the modified gelatin film have certain limitations.

Method used

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  • Macromolecule cross-linking agent based on functional cellulose ester and preparation method and application thereof
  • Macromolecule cross-linking agent based on functional cellulose ester and preparation method and application thereof
  • Macromolecule cross-linking agent based on functional cellulose ester and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] Example 1: Preparation of macromolecular crosslinking agent based on functional cellulose ester

[0064] (1) Synthesis of citric anhydride (CAD):

[0065] Weigh the corresponding mass of anhydrous citric acid (CA), acetic acid and acetic anhydride in a molar ratio of 1:2:1.2, and react at 35°C for 18h. After the reaction was over, the solvent acetic acid was distilled off under reduced pressure, and the residual oily product was added with 3 times the volume of chloroform of the reaction solution while stirring, and a large amount of white solids were precipitated. Suction filter and wash with chloroform, dry to obtain citric anhydride (CAD).

[0066] like figure 1 as shown, 1 HNMR (400MHz, DMSO): δ2.761, 2.618(d, 2H), δ2.945, 2.921(d, 2H), δ5.174(s, 1H), δ6.706(s, 1H), δ3.080 (s, DMSO), δ2.496-2.488 (m, DMSO);

[0067] like figure 2 Shown, FT-IR: at 1863.66cm -1 and 1784.57cm -1 The characteristic absorption peak of acid anhydride appears at 1784.57cm -1 The ...

Embodiment 2

[0086] Example 2: Preparation of macromolecular crosslinking agent based on functional cellulose ester

[0087] (1) Synthesis of citric anhydride (CAD):

[0088] Weigh corresponding masses of anhydrous citric acid (CA), acetic acid and acetic anhydride in a molar ratio of 1:2:1.5, and react at 37°C for 18h. After the reaction was over, the solvent acetic acid was distilled off under reduced pressure, and chloroform of 4 times the volume of the reaction solution was added to the residual oil under stirring conditions, and a large amount of white solids were precipitated. Suction filter and wash with chloroform, dry to obtain citric anhydride (CAD).

[0089] (2) Preparation of CAD functionalized microcrystalline cellulose (MC):

[0090] Weigh 1 g of microcrystalline cellulose (MCC) and 5 g of CAD in 40 ml of DMF, stir magnetically in an oil bath at 65 °C for 20 h, wash with 10 ml of DMF, 100 ml of distilled water, 30 ml of saturated NaHCO3 solution, 200 ml of distilled water, an...

Embodiment 3

[0093] Embodiment 3: Preparation of macromolecular crosslinking agent based on functional cellulose ester

[0094] (1) Synthesis of citric anhydride (CAD):

[0095] Weigh corresponding masses of anhydrous citric acid (CA), acetic acid and acetic anhydride at a molar ratio of 1:2:1.8, and react at 40°C for 16h. After the reaction, the solvent acetic acid was distilled off under reduced pressure, and the residual oily product was added with 5 times the volume of the reaction solution of chloroform under stirring conditions, and a large amount of white solids were precipitated. Suction filter and wash with chloroform, dry to obtain citric anhydride (CAD).

[0096] (2) Preparation of CAD functionalized microcrystalline cellulose (MC):

[0097] Weigh 1g of microcrystalline cellulose (MCC) and 8g of CAD in 60ml of DMF, stir magnetically in an oil bath at 72°C for 22 hours, wash with 15ml of DMF, 150ml of distilled water, 40ml of saturated NaHCO3 solution, 300ml of distilled water,...

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Abstract

The invention discloses a macromolecule cross-linking agent based on functional cellulose ester. The structural unit of the macromolecule cross-linking agent is shown in the formula I. The invention further discloses a preparation method of the macromolecule cross-linking agent. H-hydroxy succinimide and functional cellulose are used as raw materials, 1-(3-dimethyl aminopropy)-3-ethyl carbodiimide hydrochloride is used as an activating agent, a reaction is performed, and the macromolecule cross-linking agent is prepared. The active ester group in the prepared macromolecule cross-linking agent can have an amidation reaction with primary amine in gelatin, and the gelatin is modified in a chemical cross-linking mode; the heat stability, biodegradation resistance ability, mechanical property and surface hydrophobicity of the gelatin composition modified by the macromolecule cross-linking agent are improved to the great degree; particularly, the honeycomb small-cell type surface microscopic form of a freeze-dried gelatin composite network provides a dwelling plate for medicine loading and embedding, and advantages are provided for application of the gelatin as a medicine carrier.

Description

technical field [0001] The invention belongs to the technical field of macromolecular crosslinking agents, and in particular relates to a functional cellulose ester-based macromolecular crosslinking agent and its preparation method and application. Background technique [0002] Gelatin is a kind of natural protein obtained by alkaline or acidic hydrolysis of collagen. It is widely used in biological materials etc. However, its low thermal stability, poor mechanical properties, and easy degradation limit its application, so gelatin is often modified. [0003] Microcrystalline cellulose (MCC) is a renewable resource with a wide range of sources. Its good compatibility with living cells and non-toxicity make it often blended with gelatin or optimized by reacting with gelatin with a third-party cross-linking agent. The nature of gelatin, and then meet the requirements of the medical field. Such as Ooi prepared a kind of glutaraldehyde crosslinked gelatin / cellulose hydrogel, a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B15/06C08J5/18C08J3/24C08L89/00C08L1/08C08K5/053
CPCC08B15/06C08J3/24C08J5/18C08J2389/00C08J2401/08C08L89/00C08L2201/08C08L1/08C08K5/053
Inventor 陶芙蓉庄辰崔月芝李俊英
Owner QILU UNIV OF TECH
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