CN109306049B - 植物油-壳聚糖基可生物降解pua及其制备方法和应用 - Google Patents
植物油-壳聚糖基可生物降解pua及其制备方法和应用 Download PDFInfo
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- CN109306049B CN109306049B CN201811141047.4A CN201811141047A CN109306049B CN 109306049 B CN109306049 B CN 109306049B CN 201811141047 A CN201811141047 A CN 201811141047A CN 109306049 B CN109306049 B CN 109306049B
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- chitosan
- vegetable oil
- pua
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- diisocyanate
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/671—Unsaturated compounds having only one group containing active hydrogen
- C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01G—HORTICULTURE; CULTIVATION OF VEGETABLES, FLOWERS, RICE, FRUIT, VINES, HOPS OR SEAWEED; FORESTRY; WATERING
- A01G9/00—Cultivation in receptacles, forcing-frames or greenhouses; Edging for beds, lawn or the like
- A01G9/14—Greenhouses
- A01G9/1438—Covering materials therefor; Materials for protective coverings used for soil and plants, e.g. films, canopies, tunnels or cloches
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0024—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Glucans; (beta-1,3)-D-Glucans, e.g. paramylon, coriolan, sclerotan, pachyman, callose, scleroglucan, schizophyllan, laminaran, lentinan or curdlan; (beta-1,6)-D-Glucans, e.g. pustulan; (beta-1,4)-D-Glucans; (beta-1,3)(beta-1,4)-D-Glucans, e.g. lichenan; Derivatives thereof
- C08B37/0027—2-Acetamido-2-deoxy-beta-glucans; Derivatives thereof
- C08B37/003—Chitin, i.e. 2-acetamido-2-deoxy-(beta-1,4)-D-glucan or N-acetyl-beta-1,4-D-glucosamine; Chitosan, i.e. deacetylated product of chitin or (beta-1,4)-D-glucosamine; Derivatives thereof
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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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/64—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
- C08G18/6484—Polysaccharides and derivatives thereof
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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
- C08G2230/00—Compositions for preparing biodegradable polymers
Landscapes
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- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
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- Engineering & Computer Science (AREA)
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- Molecular Biology (AREA)
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- Soil Sciences (AREA)
- Environmental Sciences (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
Description
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Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4923643A (en) * | 1988-09-16 | 1990-05-08 | Phillips Petroleum Company | Antimony mercaptide esters and methods of preparing the same |
CN1340555A (zh) * | 2000-09-01 | 2002-03-20 | 中国人民解放军国防科学技术大学 | 一种完全生物降解共聚物及其制备方法 |
CN102423299A (zh) * | 2011-12-20 | 2012-04-25 | 中国热带农业科学院农产品加工研究所 | 一种新型壳聚糖纳米载药微球的制备方法 |
WO2015017847A1 (en) * | 2013-08-02 | 2015-02-05 | International Park Of Creativity | Polyurethane biofoams derived from natural products and methods of making and using thereof |
CN106700021A (zh) * | 2017-01-18 | 2017-05-24 | 中国科学院长春应用化学研究所 | 壳聚糖改性阳离子水性聚氨酯树脂、其制备方法及应用 |
CN106794362A (zh) * | 2014-06-09 | 2017-05-31 | 乔治亚州立大学研究基金会股份有限公司 | 用于治疗应用的一氧化碳‑释放分子及其制备和使用方法 |
CN107418501A (zh) * | 2017-05-11 | 2017-12-01 | 华南农业大学 | 植物油基多元醇型可生物降解uv固化胶黏剂及制备方法 |
CN108129589A (zh) * | 2017-12-18 | 2018-06-08 | 广州纽楷美新材料科技有限公司 | 植物油基硫醇自固化树脂及其制备方法与应用 |
-
2018
- 2018-09-28 CN CN201811141047.4A patent/CN109306049B/zh active Active
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4923643A (en) * | 1988-09-16 | 1990-05-08 | Phillips Petroleum Company | Antimony mercaptide esters and methods of preparing the same |
CN1340555A (zh) * | 2000-09-01 | 2002-03-20 | 中国人民解放军国防科学技术大学 | 一种完全生物降解共聚物及其制备方法 |
CN102423299A (zh) * | 2011-12-20 | 2012-04-25 | 中国热带农业科学院农产品加工研究所 | 一种新型壳聚糖纳米载药微球的制备方法 |
WO2015017847A1 (en) * | 2013-08-02 | 2015-02-05 | International Park Of Creativity | Polyurethane biofoams derived from natural products and methods of making and using thereof |
CN106794362A (zh) * | 2014-06-09 | 2017-05-31 | 乔治亚州立大学研究基金会股份有限公司 | 用于治疗应用的一氧化碳‑释放分子及其制备和使用方法 |
CN106700021A (zh) * | 2017-01-18 | 2017-05-24 | 中国科学院长春应用化学研究所 | 壳聚糖改性阳离子水性聚氨酯树脂、其制备方法及应用 |
CN107418501A (zh) * | 2017-05-11 | 2017-12-01 | 华南农业大学 | 植物油基多元醇型可生物降解uv固化胶黏剂及制备方法 |
CN108129589A (zh) * | 2017-12-18 | 2018-06-08 | 广州纽楷美新材料科技有限公司 | 植物油基硫醇自固化树脂及其制备方法与应用 |
Non-Patent Citations (6)
Title |
---|
"Stimulation of wound healing by electroactive, antibacterial and antioxidant polyurethane/siloxane dressing membranes: in-vitro and in-vivo evaluations";Gharibi Reza等;《ACS APPLIED MATERIALS & INTERFACES 》;20151104;第7卷(第43期);第24296-24311页 * |
"全油酸基水性聚氨酯的制备与性能";彭桂香,等;《涂料工业》;20160930;第46卷(第9期);第14-20页 * |
"壳聚糖-g-脂肪酸聚合物的制备及其相变特性研究";许思晋;《中国优秀硕士学位论文全文数据库 工程科技Ⅰ辑》;20170515(第5期);第B014-142页 * |
"巯基-烯光点击反应辅助合成多官能度蓖麻油基聚氨酯丙烯酸酯";管晓媛,等;《影像科学与光化学》;20160331;第34卷(第2期);第159-164页 * |
"蓖麻油改性巯基-烯UV固化水性聚氨酯分散体的制备";付长清,等;《涂料工业》;20121031;第42卷(第10期);第37-40,44页 * |
"载姜黄素壳聚糖—油酸胶束的制备及性质考察";胥洪鹃;《中国优秀硕士学位论文全文数据库 医药卫生科技辑》;20140515(第5期);第E079-53页 * |
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