CN1569262A - Carboxymethyl chitin membrane for postoperative adhesion prevention and its preparation method - Google Patents
Carboxymethyl chitin membrane for postoperative adhesion prevention and its preparation method Download PDFInfo
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- CN1569262A CN1569262A CN 200410024101 CN200410024101A CN1569262A CN 1569262 A CN1569262 A CN 1569262A CN 200410024101 CN200410024101 CN 200410024101 CN 200410024101 A CN200410024101 A CN 200410024101A CN 1569262 A CN1569262 A CN 1569262A
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- Prior art keywords
- carboxymethyl chitin
- film
- chitosan
- chitin
- linking agent
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Links
- 229920002101 Chitin Polymers 0.000 title claims abstract description 58
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 title claims abstract description 50
- 238000002360 preparation method Methods 0.000 title claims description 14
- 239000012528 membrane Substances 0.000 title claims description 3
- 206010060932 Postoperative adhesion Diseases 0.000 title description 2
- 230000002265 prevention Effects 0.000 title description 2
- 229920001661 Chitosan Polymers 0.000 claims abstract description 21
- 239000000243 solution Substances 0.000 claims abstract description 21
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 14
- 239000000084 colloidal system Substances 0.000 claims abstract description 10
- 230000002980 postoperative effect Effects 0.000 claims abstract 3
- 239000007864 aqueous solution Substances 0.000 claims description 9
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- 238000005406 washing Methods 0.000 claims description 6
- 230000002378 acidificating effect Effects 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 4
- IVIDDMGBRCPGLJ-UHFFFAOYSA-N 2,3-bis(oxiran-2-ylmethoxy)propan-1-ol Chemical compound C1OC1COC(CO)COCC1CO1 IVIDDMGBRCPGLJ-UHFFFAOYSA-N 0.000 claims description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 2
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical group O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 claims description 2
- 230000006196 deacetylation Effects 0.000 claims description 2
- 238000003381 deacetylation reaction Methods 0.000 claims description 2
- 235000019253 formic acid Nutrition 0.000 claims description 2
- UWFRVQVNYNPBEF-UHFFFAOYSA-N 1-(2,4-dimethylphenyl)propan-1-one Chemical compound CCC(=O)C1=CC=C(C)C=C1C UWFRVQVNYNPBEF-UHFFFAOYSA-N 0.000 claims 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 206010067484 Adverse reaction Diseases 0.000 abstract 1
- 239000003929 acidic solution Substances 0.000 abstract 1
- 230000006838 adverse reaction Effects 0.000 abstract 1
- 239000007857 degradation product Substances 0.000 abstract 1
- 238000001035 drying Methods 0.000 description 9
- 230000003405 preventing effect Effects 0.000 description 9
- 238000003756 stirring Methods 0.000 description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- 230000001954 sterilising effect Effects 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000003814 drug Substances 0.000 description 5
- 208000031737 Tissue Adhesions Diseases 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 238000004659 sterilization and disinfection Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 230000000181 anti-adherent effect Effects 0.000 description 2
- 230000003115 biocidal effect Effects 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000005538 encapsulation Methods 0.000 description 2
- 238000012869 ethanol precipitation Methods 0.000 description 2
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- 230000011987 methylation Effects 0.000 description 2
- 238000007069 methylation reaction Methods 0.000 description 2
- 229920006255 plastic film Polymers 0.000 description 2
- 239000002985 plastic film Substances 0.000 description 2
- -1 polyethylene Polymers 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 125000006850 spacer group Chemical group 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 description 1
- AOBIOSPNXBMOAT-UHFFFAOYSA-N 2-[2-(oxiran-2-ylmethoxy)ethoxymethyl]oxirane Chemical compound C1OC1COCCOCC1CO1 AOBIOSPNXBMOAT-UHFFFAOYSA-N 0.000 description 1
- LRWZZZWJMFNZIK-UHFFFAOYSA-N 2-chloro-3-methyloxirane Chemical compound CC1OC1Cl LRWZZZWJMFNZIK-UHFFFAOYSA-N 0.000 description 1
- 206010000087 Abdominal pain upper Diseases 0.000 description 1
- 229920002307 Dextran Polymers 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- 208000000450 Pelvic Pain Diseases 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 238000009098 adjuvant therapy Methods 0.000 description 1
- 239000003146 anticoagulant agent Substances 0.000 description 1
- 229940127219 anticoagulant drug Drugs 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 229920002674 hyaluronan Polymers 0.000 description 1
- 229960003160 hyaluronic acid Drugs 0.000 description 1
- 239000007943 implant Substances 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 208000003243 intestinal obstruction Diseases 0.000 description 1
- FZWBNHMXJMCXLU-BLAUPYHCSA-N isomaltotriose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O)O1 FZWBNHMXJMCXLU-BLAUPYHCSA-N 0.000 description 1
- 239000006193 liquid solution Substances 0.000 description 1
- 229960003511 macrogol Drugs 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- FDRCDNZGSXJAFP-UHFFFAOYSA-M sodium chloroacetate Chemical compound [Na+].[O-]C(=O)CCl FDRCDNZGSXJAFP-UHFFFAOYSA-M 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 238000007910 systemic administration Methods 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
Landscapes
- Materials For Medical Uses (AREA)
Abstract
一种术后防粘连羧甲基甲壳素膜，其特征是它含有羧甲基甲壳素和交联剂或壳聚糖，羧甲基甲壳素与交联剂的重量比为100∶0.1～0.5；羧甲基甲壳素与壳聚糖的重量比为100∶10～1000。制备时，使甲壳素羧甲基化制出羧甲基甲壳素，然后将它与交联剂或壳聚糖制成羧甲基甲壳素水溶性胶体溶液或酸性溶液，再制成羧甲基甲壳素干膜；洗涤，干燥。本发明的防粘连膜组织相容性好，膜与机体创伤面粘贴性好，且能较快被机体降解，降解产物可被机体吸收利用，不产生不良反应。An postoperative anti-adhesion carboxymethyl chitin film is characterized in that it contains carboxymethyl chitin and cross-linking agent or chitosan, and the weight ratio of carboxymethyl chitin and cross-linking agent is 100:0.1-0.5 ; The weight ratio of carboxymethyl chitin to chitosan is 100:10-1000. When preparing, make carboxymethyl chitin to produce carboxymethyl chitin, then make carboxymethyl chitin water-soluble colloid solution or acidic solution with cross-linking agent or chitosan, and then make carboxymethyl chitin Chitin dry film; washed, dried. The anti-adhesion film of the invention has good histocompatibility, good adhesiveness between the film and the wounded surface of the body, and can be degraded by the body quickly, and the degradation products can be absorbed and utilized by the body without adverse reactions.
Description
Technical scheme
The present invention relates to a kind of medical supplies, particularly relate to a kind of post-operation adhesion preventing degradable carboxymethyl chitin film and preparation method thereof.
Background technology
Tissue adhesion is a ubiquitous complication in the surgical operation, and incidence rate can be up to 90%.Tissue adhesion can cause serious clinical symptoms, as stomachache, pelvic pain, intestinal obstruction etc., cause very big misery to the patient, so tissue adhesion is a problem demanding prompt solution.Anti-clinically at present tissue adhesion measure mainly contains two big classes: one is to use medicine to carry out auxiliary treatment, as antibiotic, antibiotic medicine, anticoagulant etc., these adjuvant therapy medicaments or systemic administration, perhaps topical, but curative effect is all undesirable, and some medicine has significant side effects; Two are to use spacer, colloid solution as hyaluronic acid, dextran, sodium carboxymethyl cellulose, polyvinylpyrrolidone, macrogol etc., but these colloid solution spacers exist and are difficult for local control, short shortcoming of adhesion time can not reach very ideal effect between preventing tissue.Chitosan is that a kind of histocompatibility is good, the macromolecular material of biodegradable absorption, has good film property, in the existing research more extensively and profoundly of the application of field of medicaments.Chitosan film has tangible post-operation adhesion preventing effect, but the chitosan film degradation speed is slow excessively, and implants mild inflammation (Lu Fengqi, Cao Zongshun, Zhuan Zhaoxia that unknown cause appears in early stage.The degraded of chitosan film and Study on biocompatibility thereof [J].Biomedical engineering's magazine, 1998,15 (2): 183-185), simultaneously, chitosan film with organize adhibit quality poor, be not easy to clinical operation and manipulate.
Summary of the invention
The purpose of this invention is to provide a kind of biodegradable post-operation adhesion preventing carboxymethyl chitin film and preparation method thereof, it can overcome the above-mentioned shortcoming of prior art.
A kind of post-operation adhesion preventing carboxymethyl chitin film is characterized in that it contains carboxymethyl chitin and cross-linking agent or chitosan, and the weight ratio of carboxymethyl chitin and cross-linking agent is 100: 0.1～0.5; The weight ratio of carboxymethyl chitin and chitosan is 100: 10～1000.
A kind of preparation method of biodegradable post-operation adhesion preventing film, it is characterized in that making the chitin carboxy methylation to make carboxymethyl chitin, then it and cross-linking agent or chitosan are made carboxymethyl chitin water-soluble glue liquid solution or acid solution, make the carboxymethyl chitin dry film again; Washing, drying.
Antiadhesive film histocompatibility of the present invention is good, and film and body wound face adhibit quality are good, and can comparatively fast be degraded by body, and catabolite can be absorbed by body, does not produce untoward reaction.
Specific embodiments
Embodiment 1:
(1) preparation of carboxymethyl chitin: get the chitin powder 10g of purification, in the glass there-necked flask, stir adding isopropyl alcohol or ethanol down, chitin and isopropyl alcohol or alcoholic acid weight ratio are 1: 15～20.Add NaOH or KOH, itself and chitin mol ratio are: 3～10: 1, stir alkalization 6～24 hours.Stir and slowly to add monoxone down, the mol ratio of itself and chitin is 2～5: 1, stirring reaction 8～24 hours.Reaction finishes the back solid-liquid separation and gets solid content, washs solid content with alcoholic solution.Solid content is dissolved in the water into colloid solution, transfers pH to neutral, remove by filter insoluble matter, add ethanol precipitation under the solution stirring, solid-liquid separation with acid solution.Repeat water dissolution filtration, ethanol precipitation, solid-liquid separation, dry solid content, the carboxymethyl chitin of purification.The carboxy methylation degree of described carboxymethyl chitin is 0.5～1.2, and molecular weight ranges is 50KD～600KD.
(2) preparation of carboxymethyl chitin colloid solution: take by weighing purified carboxymethyl chitin, put into beaker, add distilled water or pure water 100ml, stirring and dissolving, make weight percent concentration and be 1%～5% carboxymethyl chitin aqueous solution, remove by filter micro-insoluble matter with sand core funnel, get as clear as crystal colloid solution.Add cross-linking agent, this cross-linking agent can be glutaraldehyde or epoxychloropropane or ethylene glycol bis glycidyl ether or glycerol bisglycidyl ether, and its consumption can be 0.1%～0.5% of a carboxymethyl chitin weight.Leave standstill or vacuum outgas.
(3) system film: get clean glass plate or stainless steel flat plate or polystyrene plate, be poured on the above-mentioned flat board carboxymethyl chitin solution and knifing, the control solution usage, the thickness that makes dry film is 30～300 μ m, natural drying or heat drying become the carboxymethyl chitin dry film.
(4) washing of dry film: with the dry film sheet after crosslinked, thorough washing in the ethanol water of immersion 30%～80%, natural drying or heat drying get anti carboxymethyl chitin film.
(5) sterilization of film: anti carboxymethyl chitin film is cut into small pieces, after aluminum plastic film or polyethylene film encapsulation, warp
60Co irradiation sterilization or ethylene oxide sterilizing.
Embodiment 2:
(1) preparation of the colloid solution of carboxymethyl chitin and chitosan: take by weighing carboxymethyl chitin and chitosan through embodiment 1 preparation, their weight ratio can be: 1: 0.1～10, put into beaker, add acidic aqueous solution 100ml, stirring and dissolving is made weight percent concentration and is 1%～5% the carboxymethyl chitin and the mixed colloidal solution of chitosan, removes by filter micro-insoluble matter with sand core funnel, get as clear as crystal colloid solution, leave standstill or vacuum outgas.The deacetylation of employed chitosan 〉=70%, molecular weight ranges are 50KD～600KD.The acidic aqueous solution that uses can be acetic acid or formic acid or aqueous solution of hydrochloric acid, and its concentration expressed in percentage by weight is 0.5%～5%.
(2) system film: get clean glass plate or stainless steel flat plate or polystyrene plate, the adjustment level, be poured on the above-mentioned flat board mixed solution of carboxymethyl chitin and chitosan and knifing, the control solution usage, the thickness that makes dry film is at 30～300 μ m, natural drying or heat drying become the carboxymethyl chitin dry film.
(3) washing of dry film: with the dry film of preparation, thorough washing in the ethanol water of immersion 30%～80%, natural drying or heat drying get anti carboxymethyl chitin film.
(4) sterilization of film: anti carboxymethyl chitin film is cut into small pieces, after aluminum plastic film or polyethylene film encapsulation, warp
60Co irradiation sterilization or ethylene oxide sterilizing.
The present invention makes carboxymethyl chitin take natural chitin as raw material through carboxymethylation reaction, Make carboxymethyl chitin colloidal solution through water-soluble solution, with covalently cross-linked dose of little molecule or macromolecular The non-covalent crosslinking agent reaction of shitosan, preparation carboxymethyl chitin membrane for postoperative adhesion prevention, this Antiadhesive film Softness and mechanical strength are good, and good biocompatibility is easily absorbed by the body degraded, and is good in surface of a wound adhibit quality, Extremely be fit to clinical post-operation adhesion preventing operation, preventing adhesiving effect is good.
Claims (7)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200410024101 CN1261170C (en) | 2004-05-12 | 2004-05-12 | Postoperative anti-adhesion carboxymethyl chitin film and its preparation method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200410024101 CN1261170C (en) | 2004-05-12 | 2004-05-12 | Postoperative anti-adhesion carboxymethyl chitin film and its preparation method |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1569262A true CN1569262A (en) | 2005-01-26 |
| CN1261170C CN1261170C (en) | 2006-06-28 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 200410024101 Expired - Fee Related CN1261170C (en) | 2004-05-12 | 2004-05-12 | Postoperative anti-adhesion carboxymethyl chitin film and its preparation method |
Country Status (1)
| Country | Link |
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| CN (1) | CN1261170C (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100386090C (en) * | 2006-07-08 | 2008-05-07 | 青岛博益特生物材料有限公司 | Medical dust cloud agent or granular agent and its use |
| CN100415310C (en) * | 2005-03-04 | 2008-09-03 | 蒋婧 | Post-surgery functional barrier film and method for preparing the same |
| CN101361751B (en) * | 2008-09-28 | 2010-10-20 | 浙江曙光科技有限公司 | Hygroscopic self-adhesive anti-postoperative adhesion isolation film and preparation method thereof |
| CN101884806A (en) * | 2010-07-09 | 2010-11-17 | 吴奕光 | Method for preparing cross-linked carboxymethyl chitin tissue engineering scaffold |
| CN101347637B (en) * | 2008-07-08 | 2011-12-07 | 深圳大学 | Method for preparing crosslinked carboxymethyl chitin tissue engineering stent |
| CN102526811A (en) * | 2010-12-16 | 2012-07-04 | 上海其胜生物制剂有限公司 | Preparation method and application of degradable carboxymethyl chitosan composite nerve conduit |
| CN104958790A (en) * | 2015-07-27 | 2015-10-07 | 大连大学 | Composite membrane for preventing postoperative adhesion |
| CN104958789A (en) * | 2015-07-27 | 2015-10-07 | 大连大学 | Preparation method of composite film for preventing postoperative adhesion |
| WO2019007400A1 (en) * | 2017-07-07 | 2019-01-10 | 孙雨龙 | Biodegradable film, preparation method therefor and use thereof |
-
2004
- 2004-05-12 CN CN 200410024101 patent/CN1261170C/en not_active Expired - Fee Related
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100415310C (en) * | 2005-03-04 | 2008-09-03 | 蒋婧 | Post-surgery functional barrier film and method for preparing the same |
| CN100386090C (en) * | 2006-07-08 | 2008-05-07 | 青岛博益特生物材料有限公司 | Medical dust cloud agent or granular agent and its use |
| CN101347637B (en) * | 2008-07-08 | 2011-12-07 | 深圳大学 | Method for preparing crosslinked carboxymethyl chitin tissue engineering stent |
| CN101361751B (en) * | 2008-09-28 | 2010-10-20 | 浙江曙光科技有限公司 | Hygroscopic self-adhesive anti-postoperative adhesion isolation film and preparation method thereof |
| CN101884806B (en) * | 2010-07-09 | 2013-03-27 | 吴奕光 | Method for preparing cross-linked carboxymethyl chitin tissue engineering scaffold |
| CN101884806A (en) * | 2010-07-09 | 2010-11-17 | 吴奕光 | Method for preparing cross-linked carboxymethyl chitin tissue engineering scaffold |
| CN102526811A (en) * | 2010-12-16 | 2012-07-04 | 上海其胜生物制剂有限公司 | Preparation method and application of degradable carboxymethyl chitosan composite nerve conduit |
| CN102526811B (en) * | 2010-12-16 | 2013-10-09 | 上海其胜生物制剂有限公司 | Preparation method and application of degradable carboxymethyl chitosan composite nerve conduit |
| CN104958790A (en) * | 2015-07-27 | 2015-10-07 | 大连大学 | Composite membrane for preventing postoperative adhesion |
| CN104958789A (en) * | 2015-07-27 | 2015-10-07 | 大连大学 | Preparation method of composite film for preventing postoperative adhesion |
| CN104958790B (en) * | 2015-07-27 | 2018-01-23 | 大连大学 | Prevent the composite membrane of postoperative intestinal adhesion |
| CN104958789B (en) * | 2015-07-27 | 2018-01-23 | 大连大学 | Prevent the preparation method of the composite membrane of postoperative intestinal adhesion |
| WO2019007400A1 (en) * | 2017-07-07 | 2019-01-10 | 孙雨龙 | Biodegradable film, preparation method therefor and use thereof |
| CN109206641A (en) * | 2017-07-07 | 2019-01-15 | 孙雨龙 | A kind of biodegradable film and its preparation method and application |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1261170C (en) | 2006-06-28 |
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