CN113754890B - Cellulose derivative and preparation method and application thereof - Google Patents
Cellulose derivative and preparation method and application thereof Download PDFInfo
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- CN113754890B CN113754890B CN202111168448.0A CN202111168448A CN113754890B CN 113754890 B CN113754890 B CN 113754890B CN 202111168448 A CN202111168448 A CN 202111168448A CN 113754890 B CN113754890 B CN 113754890B
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G81/00—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/22—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons containing macromolecular materials
- A61L15/26—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B15/00—Preparation of other cellulose derivatives or modified cellulose, e.g. complexes
- C08B15/02—Oxycellulose; Hydrocellulose; Cellulosehydrate, e.g. microcrystalline cellulose
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
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Abstract
The invention discloses a cellulose derivative and a preparation method and application thereof, and the preparation method comprises 4 steps of pretreating cellulose, preparing a cellulose-diatomite material, preparing an oxidized cellulose composite material and preparing a cellulose derivative, the invention firstly oxidizes the cellulose by hydrogen peroxide to increase active groups, then enlarges the pores in the cellulose by utilizing a steam explosion technology, is beneficial to the subsequent modification of the cellulose by pretreating the cellulose, then introduces the modified diatomite into the cellulose material to be used as a dressing to be contacted with a wound, and can adsorb blood coagulation factors in blood to achieve the aim of rapid hemostasis, and then adopts sodium periodate as a strong oxidant to oxidize the hydroxyl on the surface of the cellulose into dialdehyde, then grafts hyaluronic acid on the cellulose, and can accelerate the wound healing by introducing the hyaluronic acid, further shortening the hemostasis time.
Description
Technical Field
The invention relates to the technical field of cellulose derivatives, in particular to a cellulose derivative and a preparation method and application thereof.
Background
Cellulose and derivatives thereof have good hydrophilicity and biocompatibility and are hot spots for developing and utilizing cellulose at present, and cellulose-based porous materials have the advantages of good moisture absorption and retention performance, biodegradability after use and the like.
Patent document (CN 109125795A) discloses a polysaccharide hemostatic composition, a preparation method and applications thereof, comprising a product obtained by cross-linking carboxymethyl starch and cellulose derivative as raw materials under the action of a cross-linking agent, wherein the prepared polysaccharide hemostatic composition is a hemostatic polymer with strong hydrophilicity and adhesiveness, and is a pure plant source; patent document (CN 106421877A) discloses a preparation method of cellulose-based antibacterial hemostatic microspheres, first dissolving amphiphilic cellulose derivative in organic solvent, dissolving alginate in water, and mixing the two; adding oil-in-water emulsifier and tea tree oil into the mixed solution, and heating and stirring at 30-80 deg.C for 1-10 hr; finally, separating the microspheres by centrifugation, washing the microspheres by using a washing assistant, filtering and drying the microspheres to obtain a microsphere product; the method avoids the toxic effect generated by microsphere crosslinking by a chemical crosslinking agent, and the obtained microsphere has certain hydrophilic performance and good hemostatic and antibacterial effects.
Although the cellulose hemostatic material prepared at present has a certain hemostatic effect, the hemostatic effect is not good, and the hemostatic performance of the cellulose material needs to be further improved.
Disclosure of Invention
Aiming at the defects of the prior art, the invention aims to provide a cellulose derivative, a preparation method and application thereof, and solves the technical problem that the existing cellulose material is poor in hemostatic performance.
In order to achieve the purpose, the invention adopts the following technical scheme:
a method for preparing a cellulose derivative, comprising the following preparation steps:
(1) soaking cellulose in hydrogen peroxide, filtering, and performing steam explosion on filter residues to obtain pretreated cellulose;
(2) adding pretreated cellulose into ionic liquid, stirring for dissolving, then adding modified diatomite into the ionic liquid, stirring and mixing uniformly, freeze-drying, then soaking the ionic liquid by using a solvent, replacing the ionic liquid, and freeze-drying again to obtain a cellulose-diatomite material;
(3) adding a cellulose-diatomite material into a sodium periodate solution, reacting for 60-120min, washing after the reaction is finished, and freeze-drying to obtain an oxidized cellulose composite material;
(4) and adding the oxidized cellulose composite material into a hyaluronic acid solution, uniformly mixing, standing for 12-18h, and freeze-drying to obtain the cellulose derivative.
Preferably, in the step (1), the cellulose is microcrystalline cellulose or bacterial cellulose, and the mass ratio of the cellulose to the hydrogen peroxide is 1: 5-10.
Preferably, in the step (2), the preparation method of the modified diatomite comprises the following steps:
adding the diatomite into the mixed acid, stirring uniformly, carrying out ultrasonic treatment, roasting at 400-500 ℃ for 30-60min, cooling to room temperature, and carrying out laser etching to obtain the modified diatomite.
Preferably, the mass ratio of the diatomite to the mixed acid is 20-30:50-80, and the mixed acid is hydrofluoric acid and sulfuric acid, wherein the mass ratio of the hydrofluoric acid to the sulfuric acid is 1: 1-2.
Preferably, in the step (2), the mass ratio of the pretreated cellulose to the ionic liquid to the modified diatomite is 10-20:80-100:1-3, and the ionic liquid is [ BMIM ] Cl or [ C4MIM ] Cl.
Preferably, in the step (2), the stirring and dissolving conditions are as follows: magnetically stirring at 100-120 deg.c to dissolve for 5-7 hr and standing for 12-16 hr.
Preferably, in the step (3), the mass ratio of the cellulose-diatomite material to the sodium periodate solution is 10-15:85-100, and the mass fraction of the sodium periodate solution is 10-20%.
Preferably, in the step (4), the mass ratio of the oxidized cellulose composite material to the hyaluronic acid solution is 10:50-100, and the concentration of the hyaluronic acid solution is 2-5 wt%.
The present invention provides a cellulose derivative obtained by the above production method.
The invention also provides the application of the cellulose derivative in medical dressings.
Compared with the prior art, the invention has the following beneficial effects:
(1) the invention provides a cellulose derivative and a preparation method and application thereof.
(2) The invention provides a cellulose derivative and a preparation method and application thereof, wherein hydrofluoric acid and sulfuric acid are used for treating diatomite, so that the purity of the diatomite can be improved, the density of the diatomite is reduced, the pore volume, the specific surface area and the like are increased, the pore structure can also be obviously improved, the diatomite is roasted, the pore diameter can be increased, the specific surface area is increased, then, through laser etching, the surface of nano diatomite is etched into micro fluff, the surface of the diatomite is rougher, the surface area is further increased, and the modified diatomite is introduced into a cellulose material and can adsorb blood coagulation factors in blood when being used as a dressing and being contacted with a wound, so that the purpose of quickly stopping bleeding is achieved.
(3) The invention provides a cellulose derivative and a preparation method and application thereof.
Detailed Description
The present invention will be described in more detail with reference to specific preferred embodiments, but the present invention is not limited to the following embodiments.
It should be noted that, unless otherwise specified, the chemical reagents involved in the present invention are commercially available.
Example 1
A method for preparing a cellulose derivative, comprising the following preparation steps:
(1) soaking 10g of microcrystalline cellulose in 100g of 30wt% hydrogen peroxide, filtering, and performing steam explosion on filter residues to obtain pretreated cellulose;
(2) adding 20g of diatomite into 50g of mixed acid (25 g of hydrofluoric acid and 25g of sulfuric acid), uniformly stirring, firstly carrying out ultrasonic treatment, then roasting at 400 ℃ for 30min, cooling to room temperature, and carrying out laser etching to obtain modified diatomite;
(3) adding 10g of pretreated cellulose into 80g of ionic liquid [ BMIM ] Cl, magnetically stirring and dissolving for 5h at 100 ℃, standing for 12h, then adding 1g of modified diatomite, stirring and mixing uniformly, freeze-drying, then soaking with a solvent to displace the ionic liquid, and freeze-drying again to obtain a cellulose-diatomite material;
(4) adding 10g of cellulose-diatomite material into 90g of 12wt% sodium periodate solution, reacting for 60min, washing after the reaction is finished, and freeze-drying to obtain an oxidized cellulose composite material;
(5) and adding 10g of oxidized cellulose composite material into 60g of 4wt% hyaluronic acid solution, uniformly mixing, standing for 12h, and freeze-drying to obtain the cellulose derivative.
Example 2
A preparation method of a cellulose derivative comprises the following preparation steps:
(1) soaking 10g of bacterial cellulose in 80g of 30wt% hydrogen peroxide, filtering, and performing steam explosion on filter residues to obtain pretreated cellulose;
(2) adding 20g of diatomite into 60g of mixed acid (20 g of hydrofluoric acid and 40g of sulfuric acid), uniformly stirring, firstly carrying out ultrasonic treatment, then roasting at 450 ℃ for 45min, cooling to room temperature, and carrying out laser etching to obtain modified diatomite;
(3) adding 10g of pretreated cellulose into 85g of ionic liquid [ BMIM ] Cl, magnetically stirring and dissolving for 5h at 110 ℃, standing for 12h, adding 2g of modified diatomite, stirring and mixing uniformly, freeze-drying, soaking with a solvent to displace the ionic liquid, and freeze-drying again to obtain a cellulose-diatomite material;
(4) adding 10g of cellulose-diatomite material into 95g of 15wt% sodium periodate solution, reacting for 60min, washing after the reaction is finished, and freeze-drying to obtain an oxidized cellulose composite material;
(5) and adding 10g of oxidized cellulose composite material into 70g of 4wt% hyaluronic acid solution, uniformly mixing, standing for 12h, and freeze-drying to obtain the cellulose derivative.
Example 3
A preparation method of a cellulose derivative comprises the following preparation steps:
(1) soaking 10g of bacterial cellulose in 90g of 30wt% hydrogen peroxide, filtering, and performing steam explosion on filter residues to obtain pretreated cellulose;
(2) adding 20g of diatomite into 60g of mixed acid (30 g of hydrofluoric acid and 30g of sulfuric acid), uniformly stirring, performing ultrasonic treatment, roasting at 500 ℃ for 60min, cooling to room temperature, and performing laser etching to obtain modified diatomite;
(3) adding 10g of pretreated cellulose into 95g of ionic liquid [ BMIM ] Cl, magnetically stirring and dissolving for 6h at 120 ℃, standing for 12h, then adding 1g of modified diatomite, stirring and mixing uniformly, freeze-drying, then soaking with a solvent to displace the ionic liquid, and freeze-drying again to obtain a cellulose-diatomite material;
(4) adding 12g of cellulose-diatomite material into 90g of 10wt% sodium periodate solution, reacting for 60min, washing after the reaction is finished, and freeze-drying to obtain an oxidized cellulose composite material;
(5) and adding 10g of oxidized cellulose composite material into 80g of 5wt% hyaluronic acid solution, uniformly mixing, standing for 12h, and freeze-drying to obtain the cellulose derivative.
Example 4
A preparation method of a cellulose derivative comprises the following preparation steps:
(1) soaking 10g of microcrystalline cellulose in 90g of 30wt% hydrogen peroxide, filtering, and performing steam explosion on filter residues to obtain pretreated cellulose;
(2) adding 20g of diatomite into 80g of mixed acid (40 g of hydrofluoric acid and 40g of sulfuric acid), uniformly stirring, firstly carrying out ultrasonic treatment, then roasting at 450 ℃ for 50min, cooling to room temperature, and carrying out laser etching to obtain modified diatomite;
(3) adding 10g of pretreated cellulose into 100g of ionic liquid [ BMIM ] Cl, magnetically stirring and dissolving for 6h at 120 ℃, standing for 12h, adding 2g of modified diatomite into the mixture, uniformly stirring and mixing, freeze-drying, soaking in a solvent to displace the ionic liquid, and freeze-drying again to obtain a cellulose-diatomite material;
(4) adding 12g of cellulose-diatomite material into 100g of 10wt% sodium periodate solution, reacting for 60min, washing after the reaction is finished, and freeze-drying to obtain an oxidized cellulose composite material;
(5) and adding 10g of oxidized cellulose composite material into 100g of 3wt% hyaluronic acid solution, uniformly mixing, standing for 12h, and freeze-drying to obtain the cellulose derivative.
Comparative example 1
A method for preparing a cellulose derivative, comprising the following preparation steps:
(1) adding 20g of diatomite into 50g of mixed acid (25 g of hydrofluoric acid and 25g of sulfuric acid), uniformly stirring, firstly carrying out ultrasonic treatment, then roasting at 400 ℃ for 30min, cooling to room temperature, and carrying out laser etching to obtain modified diatomite;
(2) adding 10g of cellulose into 80g of ionic liquid [ BMIM ] Cl, magnetically stirring and dissolving for 5h at 100 ℃, standing for 12h, then adding 1g of modified diatomite, stirring and mixing uniformly, freeze-drying, then soaking with a solvent to displace the ionic liquid, and freeze-drying again to obtain a cellulose-diatomite material;
(3) adding 10g of cellulose-diatomite material into 90g of 12wt% sodium periodate solution, reacting for 60min, washing after the reaction is finished, and freeze-drying to obtain an oxidized cellulose composite material;
(4) and adding 10g of oxidized cellulose composite material into 60g of 4wt% hyaluronic acid solution, uniformly mixing, standing for 12h, and freeze-drying to obtain the cellulose derivative.
Comparative example 2
A preparation method of a cellulose derivative comprises the following preparation steps:
(1) soaking 10g of microcrystalline cellulose in 100g of 30wt% hydrogen peroxide, filtering, and performing steam explosion on filter residues to obtain pretreated cellulose;
(2) adding 10g of pretreated cellulose into 80g of ionic liquid [ BMIM ] Cl, magnetically stirring and dissolving for 5h at 100 ℃, standing for 12h, then adding 1g of diatomite, stirring and mixing uniformly, freeze-drying, then soaking with a solvent to displace the ionic liquid, and freeze-drying again to obtain a cellulose-diatomite material;
(3) adding 10g of cellulose-diatomite material into 90g of 12wt% sodium periodate solution, reacting for 60min, washing after the reaction is finished, and freeze-drying to obtain an oxidized cellulose composite material;
(4) and adding 10g of oxidized cellulose composite material into 60g of 4wt% hyaluronic acid solution, uniformly mixing, standing for 12h, and freeze-drying to obtain the cellulose derivative.
Comparative example 3
A preparation method of a cellulose composite material comprises the following preparation steps:
(1) soaking 10g of microcrystalline cellulose in 100g of 30wt% hydrogen peroxide, filtering, and performing steam explosion on filter residues to obtain pretreated cellulose;
(2) adding 20g of diatomite into 50g of mixed acid (25 g of hydrofluoric acid and 25g of sulfuric acid), uniformly stirring, firstly carrying out ultrasonic treatment, then roasting at 400 ℃ for 30min, cooling to room temperature, and carrying out laser etching to obtain modified diatomite;
(3) adding 10g of pretreated cellulose into 80g of ionic liquid [ BMIM ] Cl, magnetically stirring and dissolving for 5h at 100 ℃, standing for 12h, then adding 1g of modified diatomite, stirring and mixing uniformly, freeze-drying, then soaking with a solvent to displace the ionic liquid, and freeze-drying again to obtain the cellulose composite material.
The materials prepared in examples 1 to 4 and comparative examples 1 to 3 were tested for hemostatic properties by the following specific test procedures:
when each group of materials is tested, 6 healthy New Zealand white rabbits are selected for male and female use, 3% sodium pentobarbital is injected intravenously according to the dose of 1mL/kg to anaesthetize animals, and then fixed on an operating table, 1cm is manufactured in the middle of rabbit ears 2 And the wound surface was allowed to contain arteries, the prepared material was applied to the wound surface, observed until bleeding ceased, the hemostasis time was recorded, and the average hemostasis time for each group of materials was calculated, with the test results as shown in the following table:
| example 1 | Example 2 | Example 3 | Example 4 | Comparative example 1 | Comparative example 2 | Comparative example 3 | |
| Hemostasis time(s) | 27.6 | 34.5 | 29.8 | 33.1 | 57.4 | 62.3 | 78.9 |
As can be seen from the table, the cellulose derivative material prepared in this example has good hemostatic properties.
Finally, it is to be noted that: the above examples do not limit the invention in any way. It will be apparent to those skilled in the art that various modifications and improvements can be made to the invention. Accordingly, any modification or improvement made without departing from the spirit of the present invention shall fall within the scope of the claims of the present invention.
Claims (8)
1. A method for preparing a cellulose derivative, comprising the steps of:
(1) soaking cellulose in hydrogen peroxide, filtering, and performing steam explosion on filter residues to obtain pretreated cellulose;
(2) adding pretreated cellulose into ionic liquid, stirring for dissolving, then adding modified diatomite into the ionic liquid, stirring and mixing uniformly, freeze-drying, then soaking with a solvent to displace the ionic liquid, and freeze-drying again to obtain a cellulose-diatomite material;
(3) adding a cellulose-diatomite material into a sodium periodate solution, reacting for 60-120min, washing after the reaction is finished, and freeze-drying to obtain an oxidized cellulose composite material;
(4) adding the oxidized cellulose composite material into a hyaluronic acid solution, uniformly mixing, standing for 12-18h, and freeze-drying to obtain a cellulose derivative;
wherein in the step (1), the cellulose is microcrystalline cellulose or bacterial cellulose, and the mass ratio of the cellulose to the hydrogen peroxide is 1: 5-10;
in the step (2), the preparation method of the modified diatomite comprises the following steps:
adding the diatomite into the mixed acid, uniformly stirring, firstly carrying out ultrasonic treatment, then roasting at 400-500 ℃ for 30-60min, cooling to room temperature, and then carrying out laser etching to obtain the modified diatomite.
2. The method for producing a cellulose derivative according to claim 1, wherein the mass ratio of the diatomaceous earth to the mixed acid is 20-30:50-80, and the mixed acid is hydrofluoric acid and sulfuric acid, wherein the mass ratio of the hydrofluoric acid to the sulfuric acid is 1: 1-2.
3. The method for producing the cellulose derivative according to claim 1, wherein in the step (2), the mass ratio of the pretreated cellulose to the ionic liquid [ BMIM ], to the modified diatomaceous earth is 10-20:80-100:1-3]Cl or [ C ] 4 MIM]Cl。
4. The method for producing a cellulose derivative according to claim 1, wherein in the step (2), the stirring and dissolving conditions are: magnetically stirring at 100-120 deg.C for 5-7 hr for dissolving, and standing for 12-16 hr.
5. The method for preparing cellulose derivatives according to claim 1, wherein in the step (3), the mass ratio of the cellulose-diatomite material to the sodium periodate solution is 10-15:85-100, and the mass fraction of the sodium periodate solution is 10-20%.
6. The method for preparing a cellulose derivative according to claim 1, wherein in the step (4), the mass ratio of the oxidized cellulose composite material to the hyaluronic acid solution is 10:50-100, and the concentration of the hyaluronic acid solution is 2-5 wt%.
7. A cellulose derivative obtained by the production method according to any one of claims 1 to 6.
8. Use of a cellulose derivative according to claim 7 in a medical dressing.
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Effective date of registration: 20230529 Address after: 223600 No. 26 Yiwu Road, Shuyang Economic Development Zone, Suqian, Jiangsu. Patentee after: JIANGSU YINONG BIOTECHNOLOGY CO.,LTD. Address before: 22 Chaiyi Road, Shucheng, Nanjing, Jiangsu 210000 Patentee before: Nanjing yinuoweilai Medical Technology Co.,Ltd. Patentee before: Shuyang Fuyan Biotechnology Co.,Ltd. |