CN1036269C - Producing process for 6-0-ethyloic methyl crust amine - Google Patents
Producing process for 6-0-ethyloic methyl crust amine Download PDFInfo
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- CN1036269C CN1036269C CN92106578A CN92106578A CN1036269C CN 1036269 C CN1036269 C CN 1036269C CN 92106578 A CN92106578 A CN 92106578A CN 92106578 A CN92106578 A CN 92106578A CN 1036269 C CN1036269 C CN 1036269C
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- chitosan
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- crust amine
- ethyloic
- methyl
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- Polysaccharides And Polysaccharide Derivatives (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The present invention relates to a technology for preparing 6-O-ethyloic methyl crust amine. The present invention is characterized in that alkaline liquor, a reducing agent and an organic solvent are added to crust amine to produce wet alkali crust amine; the organic solution of chloroacetic acid and solid alkali are added to the wet alkali crust amine to produce 6-O-ethyloic methyl crust amine; water is added to the 6-O-ethyloic methyl crust amine to produce colloidal solutionl; organic solvent is added, which leads the colloidal solutionl to be deposited, desalted and dewatered; the precipitate is filtered; and through decompression drying, a product is obtained. When the method is used for preparation, the conversion rate of raw material can reach 99%, the quality of products is stable, and the price is low. The 6-O-ethyloic methyl crust amine used in cosmetics has the effects moistening the skin, keeping moisture, delaying skin senescence, suppressing cutaneous fungus and treating skin ulcer and stomach diseases.
Description
The present invention relates to a kind of manufacturing of polysaccharose substance cm-chitosan.
Chitosan water insoluble and be dissolved in acid character its application at aspects such as biomaterial for medical purpose, daily-use chemical industry and biotechnology is restricted, for example it is easily degraded by acid catalysis in acidic medium and has reduced viscosity, under acidic conditions, skin there is pungency, is difficult to make anionic detergent or the like with it.In order to utilize abundant shrimp and crab shells resource, enlarge the range of application of chitosan, people are devoted to it is transformed into a kind of water-soluble material for a long time.
(Chitin andChitosan, version in 1989 disclose a kind of N, O-Preparation of Carboxymethylchitosan method in P467) at books that the people showed " chitin and chitosan " such as GUDMUND SKJAK-BRAEK; (disclosing a kind of in P28) is the method for feedstock production δ-O-carboxymethyl chitin with the chitin for Chitin in Natureand Technology, version in 1986 at books that the people showed such as RICCARDOMUZZARELLI.The shortcoming of these methods is complex process, and yield is low, the cost height, and be only limited to laboratory scale.
The object of the present invention is to provide a kind of technology simple, the yield height, what cost was low produces a kind of method of water-soluble δ-O-cm-chitosan by chitosan, to satisfy the needs of industry, medical science and scientific research aspect.
The applicant is being transformed into chitosan in the process of water-soluble material; consider chitosan sloughed the acyl group of some amount after; structurally just the part similarity is arranged with hyaluronic acid with different physiological roles; in view of the above in the technology of being developed; make great efforts the degree of control chitosan deacylated tRNA base and the size of molecular weight, and control C
6The reaction conditions of position carboxylation is made a kind of multi-functional, multi-usage, cheap δ-O-cm-chitosan finally, for this reason, has adopted following technical proposals:
1. add alkali lye, reductive agent and organic solvent to chitosan powder, make it become wet alkaline chitosan; 2. add chloroacetic organic solution to wet alkaline chitosan, controlled temperature is 45～60 ℃, adds solid NaOH or KOH again and makes and produce δ-O-cm-chitosan in the reaction system; 3. adding water to reaction system makes it become colloidal solution; 4. add organic solvent to this colloidal solution, make it that desalination, dehydration take place to precipitate and carry out; 5. from reaction system, leach precipitation and carry out drying under reduced pressure, promptly get this product.
Used concentration of lye is 55～75% (weight) in the 1st step of above-mentioned production technique, its consumption is 1.5～2.5 times of chitosan, used reductive agent can be Sulfothiorine or sodium bisulfite or sodium borohydride, its consumption is a chitosan 1/50～1/10000, used organic solvent can be Virahol or ethanol, and its consumption can be 1～3 times of chitosan; Organic solution in the 2nd step can be chloroacetic aqueous isopropanol or chloroacetic ethanolic soln, and its concentration is 30～55% (weight), and its consumption can be 3～5 times of chitosan, and the consumption of solid NaOH or KOH can be 0.3～0.5 times of chitosan; Amount of water in the 3rd step is 50～100 times of chitosan; Used organic solution can be ethanol (95%) in the 4th step, and its consumption is 1.5～5 times of chitosan.
The advantage of method of the present invention is to produce δ-O-cm-chitosan feed stock conversion with it to reach 99%, and constant product quality, its price only are hyaluronic about 1/15.This product is exposed to moisture absorption in 4 days tends to balance in the air of 75% relative humidity, draws wet weightening finish and can reach 17.2%, the hyaluronic acid weightening finish 11.5% by contrast, and measures both viscosity and the relation of pH is pointed out, both all have the honeybee value at the pH6.5 place.The skin cells culture experiment proves, this product can significantly promote cell growth and obvious delaying cell aging, 35 just clinical application prove that invalid with antibiotic, the treatment by Chinese herbs skin ulcer surface of a wound, and use this product treatment healing in 6～15 days instead, curative ratio reaches 100%.This hair-care articles has extremely strong chelating Hg
2+, Cd
2+, Pb
2+Etc. heavy metal ion and make its toxicide effect.Dermatophytes trichophyton, trichophyton gypseum, cotton-shaped surperficial tinea bacterium and Bai Nian coccus there is the effect of obvious suppression growth.Toxicological experiment proves that without any side effects, this product has broad application prospects.As cosmetics additive, this product has skin moisten, preserves moisture, regulates skin cell metabolism, and delaying decrepitude of skin presses down effects such as anti-dermatophyte.Also can be used as treatment skin ulcer and stomach trouble medicine, also can be used as cell proliferating agent in the cell cultures, heavy metal ion washing composition and toxinicide, aspects such as cell immobilization carrier.
Embodiment is contained in the chitosan powder of 1.0kg in the stainless steel reaction jar, adds the NaOH aqueous solution of 1600ml75% under stirring condition, 15gNa
2S
2O
35H
2O and 1000ml Virahol, obtain the chitosan of wet alkalescence, again to the Mono Chloro Acetic Acid aqueous isopropanol 3500g that wherein adds 32%, after reacting 3.5 hours under 45～60 ℃ the condition, add 300g solid NaOH, stirred 1.5 hours, generated δ-O-cm-chitosan in the reaction system, add the stirring of 100l water and make it become colloidal solution, get filtrate, transfer its pH7-9 with Plate Filtration, ethanol to concentration of ethanol to this glue adding 95% is 65%, just it generates throw out, with 70～95% ethanol desalinations, its throw out is got in dehydration, promptly gets this product with drying under reduced pressure after filtration.
Claims (1)
1. technology of producing δ-O-cm-chitosan, it is characterized in that (1) adds alkali lye to chitosan powder, reductive agent and organic solvent, make it become wet alkaline chitosan, (2) add chloroacetic organic solution to above-mentioned wet alkaline chitosan, controlled temperature is 45～60 ℃, react after 3.5 hours, add solid NaOH or KOH again, make and produce δ-O-cm-chitosan in the reaction system, (3) adding water to reaction system makes it become colloidal solution, (4) adding organic solvent to this colloidal solution makes it that desalination take place to precipitate and carry out, dehydration, (5) leach precipitation, drying under reduced pressure, the used concentration of lye of the first step is 55～75% (weight), its consumption is 1.5～2.5 times of chitosan, used reductive agent can be Sulfothiorine or sodium bisulfite or sodium borohydride, its consumption is a chitosan 1/50～1/10000, and used organic solvent can be Virahol or ethanol, and its consumption can be 1～3 times of chitosan; Organic solution in second step can be chloroacetic aqueous isopropanol or chloroacetic ethanolic soln, and its concentration is 30～55% (weight), and its consumption can be 3～5 times of chitosan, and the consumption of solid NaOH or KOH can be 0.3～0.5 times of chitosan; Amount of water in the 3rd step is 50～100 times of chitosan; Used organic solution can be ethanol (95%) in the 4th step, and its consumption is 1.5～5 times of chitosan.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN92106578A CN1036269C (en) | 1992-06-24 | 1992-06-24 | Producing process for 6-0-ethyloic methyl crust amine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN92106578A CN1036269C (en) | 1992-06-24 | 1992-06-24 | Producing process for 6-0-ethyloic methyl crust amine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1080640A CN1080640A (en) | 1994-01-12 |
| CN1036269C true CN1036269C (en) | 1997-10-29 |
Family
ID=4942236
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN92106578A Expired - Fee Related CN1036269C (en) | 1992-06-24 | 1992-06-24 | Producing process for 6-0-ethyloic methyl crust amine |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1036269C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103007334A (en) * | 2012-12-24 | 2013-04-03 | 南通大学 | Liquid wound repairing film and preparation method thereof |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1078212C (en) * | 1998-12-29 | 2002-01-23 | 中国科学院兰州化学物理研究所 | Process for preparing water solutable chitose derivative |
| CN100450549C (en) * | 2006-01-16 | 2009-01-14 | 中国药科大学 | Solubilization carrier for drug, its preparation method and application |
| CN102532207B (en) * | 2010-12-24 | 2014-11-26 | 大连中科格莱克生物科技有限公司 | N-unsaturated fatty acid acylated chitosan oligosaccharide and preparation and application thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU285976A1 (en) * | ||||
| JPS6281319A (en) * | 1985-10-03 | 1987-04-14 | Toyo Contact Lens Co Ltd | High-viscosity preparation for medical use |
| EP0265561A1 (en) * | 1984-12-24 | 1988-05-04 | Nova Chem Limited | Novel chitosan derivative its preparation and polymer films produced therefrom |
| SU1666459A1 (en) * | 1989-07-10 | 1991-07-30 | Московский Текстильный Институт Им.А.Н.Косыгина | Method for obtaining carboxymethyl ester of chitin |
-
1992
- 1992-06-24 CN CN92106578A patent/CN1036269C/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU285976A1 (en) * | ||||
| EP0265561A1 (en) * | 1984-12-24 | 1988-05-04 | Nova Chem Limited | Novel chitosan derivative its preparation and polymer films produced therefrom |
| JPS6281319A (en) * | 1985-10-03 | 1987-04-14 | Toyo Contact Lens Co Ltd | High-viscosity preparation for medical use |
| SU1666459A1 (en) * | 1989-07-10 | 1991-07-30 | Московский Текстильный Институт Им.А.Н.Косыгина | Method for obtaining carboxymethyl ester of chitin |
Non-Patent Citations (1)
| Title |
|---|
| 《食品科学》，86年NO12,P12 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103007334A (en) * | 2012-12-24 | 2013-04-03 | 南通大学 | Liquid wound repairing film and preparation method thereof |
| CN103007334B (en) * | 2012-12-24 | 2014-11-19 | 南通大学 | Liquid wound repairing film and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1080640A (en) | 1994-01-12 |
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| C14 | Grant of patent or utility model | ||
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| CF01 | Termination of patent right due to non-payment of annual fee |