CN109675096A - A kind of preparation method of chitin fiber aerogel dressing - Google Patents
A kind of preparation method of chitin fiber aerogel dressing Download PDFInfo
- Publication number
- CN109675096A CN109675096A CN201910130786.1A CN201910130786A CN109675096A CN 109675096 A CN109675096 A CN 109675096A CN 201910130786 A CN201910130786 A CN 201910130786A CN 109675096 A CN109675096 A CN 109675096A
- Authority
- CN
- China
- Prior art keywords
- chitin fiber
- maleoyl
- chitosan
- preparation
- fiber cloth
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000835 fiber Substances 0.000 title claims abstract description 153
- 229920002101 Chitin Polymers 0.000 title claims abstract description 127
- 239000004964 aerogel Substances 0.000 title claims abstract description 40
- 238000002360 preparation method Methods 0.000 title claims abstract description 36
- 125000003099 maleoyl group Chemical group C(\C=C/C(=O)*)(=O)* 0.000 claims abstract description 123
- 229920001661 Chitosan Polymers 0.000 claims abstract description 99
- 239000004744 fabric Substances 0.000 claims abstract description 74
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 58
- 239000000243 solution Substances 0.000 claims description 60
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 39
- 239000000017 hydrogel Substances 0.000 claims description 38
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 34
- 238000006243 chemical reaction Methods 0.000 claims description 32
- 238000006467 substitution reaction Methods 0.000 claims description 31
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 30
- 239000008367 deionised water Substances 0.000 claims description 27
- 229910021641 deionized water Inorganic materials 0.000 claims description 27
- 239000002798 polar solvent Substances 0.000 claims description 26
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 24
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 24
- 238000003756 stirring Methods 0.000 claims description 23
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 20
- 239000000843 powder Substances 0.000 claims description 15
- 239000003513 alkali Substances 0.000 claims description 14
- 239000007864 aqueous solution Substances 0.000 claims description 14
- 239000011259 mixed solution Substances 0.000 claims description 13
- 239000007788 liquid Substances 0.000 claims description 12
- 235000019441 ethanol Nutrition 0.000 claims description 11
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 10
- 230000008961 swelling Effects 0.000 claims description 9
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 8
- 230000018044 dehydration Effects 0.000 claims description 8
- 238000006297 dehydration reaction Methods 0.000 claims description 8
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical group [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 claims description 8
- 238000002156 mixing Methods 0.000 claims description 8
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 claims description 8
- 239000002585 base Substances 0.000 claims description 6
- 229910001507 metal halide Inorganic materials 0.000 claims description 6
- 150000005309 metal halides Chemical class 0.000 claims description 6
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 claims description 5
- 230000015572 biosynthetic process Effects 0.000 claims description 5
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 claims description 5
- 230000035484 reaction time Effects 0.000 claims description 5
- YJUUZFWMKJBVFJ-UHFFFAOYSA-N 1,3-dimethylimidazolidin-4-one Chemical compound CN1CN(C)C(=O)C1 YJUUZFWMKJBVFJ-UHFFFAOYSA-N 0.000 claims description 4
- SIMFZBAGLIDEPJ-UHFFFAOYSA-N C1(=CC=CC=C1)CC(C)=O.C(C)OOOCC Chemical compound C1(=CC=CC=C1)CC(C)=O.C(C)OOOCC SIMFZBAGLIDEPJ-UHFFFAOYSA-N 0.000 claims description 4
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 claims description 4
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 claims description 3
- 125000002252 acyl group Chemical group 0.000 claims description 3
- 239000001110 calcium chloride Substances 0.000 claims description 3
- 229910001628 calcium chloride Inorganic materials 0.000 claims description 3
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 claims description 3
- 238000002242 deionisation method Methods 0.000 claims description 3
- 238000000502 dialysis Methods 0.000 claims description 3
- FBAFATDZDUQKNH-UHFFFAOYSA-M iron chloride Chemical compound [Cl-].[Fe] FBAFATDZDUQKNH-UHFFFAOYSA-M 0.000 claims description 3
- 238000005406 washing Methods 0.000 claims description 3
- KILGIXRNINKGLK-UHFFFAOYSA-N 5,5-dimethoxycyclohexa-1,3-diene Chemical compound COC1(OC)CC=CC=C1 KILGIXRNINKGLK-UHFFFAOYSA-N 0.000 claims description 2
- 239000011592 zinc chloride Substances 0.000 claims description 2
- 235000005074 zinc chloride Nutrition 0.000 claims description 2
- OSNIIMCBVLBNGS-UHFFFAOYSA-N 1-(1,3-benzodioxol-5-yl)-2-(dimethylamino)propan-1-one Chemical compound CN(C)C(C)C(=O)C1=CC=C2OCOC2=C1 OSNIIMCBVLBNGS-UHFFFAOYSA-N 0.000 claims 1
- 230000035876 healing Effects 0.000 abstract description 6
- 229920000554 ionomer Polymers 0.000 abstract description 5
- 238000010382 chemical cross-linking Methods 0.000 abstract description 4
- 239000003431 cross linking reagent Substances 0.000 abstract description 4
- 231100000419 toxicity Toxicity 0.000 abstract description 3
- 230000001988 toxicity Effects 0.000 abstract description 3
- 150000001299 aldehydes Chemical class 0.000 abstract description 2
- 230000002195 synergetic effect Effects 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000007711 solidification Methods 0.000 abstract 1
- 230000008023 solidification Effects 0.000 abstract 1
- 238000004132 cross linking Methods 0.000 description 16
- 206010052428 Wound Diseases 0.000 description 13
- 208000027418 Wounds and injury Diseases 0.000 description 13
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 13
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 10
- 239000000203 mixture Substances 0.000 description 10
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 8
- 239000000499 gel Substances 0.000 description 7
- -1 1- hydroxycyclohexylphenyl Chemical group 0.000 description 6
- 238000004458 analytical method Methods 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 229920002521 macromolecule Polymers 0.000 description 6
- 238000009738 saturating Methods 0.000 description 6
- 235000011121 sodium hydroxide Nutrition 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 5
- 238000007654 immersion Methods 0.000 description 5
- 229910021645 metal ion Inorganic materials 0.000 description 5
- 238000007334 copolymerization reaction Methods 0.000 description 4
- 231100000263 cytotoxicity test Toxicity 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 description 3
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 3
- 229920005615 natural polymer Polymers 0.000 description 3
- IAZDPXIOMUYVGZ-WFGJKAKNSA-N Dimethyl sulfoxide Chemical group [2H]C([2H])([2H])S(=O)C([2H])([2H])[2H] IAZDPXIOMUYVGZ-WFGJKAKNSA-N 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- 238000005917 acylation reaction Methods 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 231100000135 cytotoxicity Toxicity 0.000 description 2
- 230000003013 cytotoxicity Effects 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 230000002708 enhancing effect Effects 0.000 description 2
- 150000004676 glycans Chemical class 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 230000029663 wound healing Effects 0.000 description 2
- 206010067484 Adverse reaction Diseases 0.000 description 1
- 229910021591 Copper(I) chloride Inorganic materials 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- PQLVXDKIJBQVDF-UHFFFAOYSA-N acetic acid;hydrate Chemical compound O.CC(O)=O PQLVXDKIJBQVDF-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 230000006838 adverse reaction Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 150000008064 anhydrides Chemical group 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000013270 controlled release Methods 0.000 description 1
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000001804 debridement Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- WCHFOOKTKZYYAE-UHFFFAOYSA-N ethoxyperoxyethane Chemical compound CCOOOCC WCHFOOKTKZYYAE-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000007306 functionalization reaction Methods 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 230000023597 hemostasis Effects 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000006193 liquid solution Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- QCCDLTOVEPVEJK-UHFFFAOYSA-N phenylacetone Chemical compound CC(=O)CC1=CC=CC=C1 QCCDLTOVEPVEJK-UHFFFAOYSA-N 0.000 description 1
- LUMVCLJFHCTMCV-UHFFFAOYSA-M potassium;hydroxide;hydrate Chemical compound O.[OH-].[K+] LUMVCLJFHCTMCV-UHFFFAOYSA-M 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 231100000167 toxic agent Toxicity 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 230000010148 water-pollination Effects 0.000 description 1
- 238000002166 wet spinning Methods 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- 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
- A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
- A61L26/0009—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form containing macromolecular materials
- A61L26/0023—Polysaccharides
-
- 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
- A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
- A61L26/0061—Use of materials characterised by their function or physical properties
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
- A61L26/0061—Use of materials characterised by their function or physical properties
- A61L26/008—Hydrogels or hydrocolloids
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
- C08J3/075—Macromolecular gels
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/24—Crosslinking, e.g. vulcanising, of macromolecules
- C08J3/243—Two or more independent types of crosslinking for one or more polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/28—Treatment by wave energy or particle radiation
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- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/32—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond
- D06M11/36—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond with oxides, hydroxides or mixed oxides; with salts derived from anions with an amphoteric element-oxygen bond
- D06M11/38—Oxides or hydroxides of elements of Groups 1 or 11 of the Periodic System
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- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
- D06M13/203—Unsaturated carboxylic acids; Anhydrides, halides or salts thereof
-
- A—HUMAN NECESSITIES
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- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/40—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
- A61L2300/412—Tissue-regenerating or healing or proliferative agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2305/00—Characterised by the use of polysaccharides or of their derivatives not provided for in groups C08J2301/00 or C08J2303/00
- C08J2305/08—Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2405/00—Characterised by the use of polysaccharides or of their derivatives not provided for in groups C08J2401/00 or C08J2403/00
- C08J2405/08—Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/16—Halogen-containing compounds
- C08K2003/162—Calcium, strontium or barium halides, e.g. calcium, strontium or barium chloride
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/16—Halogen-containing compounds
- C08K2003/168—Zinc halides
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/16—Halogen-containing compounds
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Abstract
The present invention relates to a kind of preparation method of aerogel dressing, especially a kind of chitin fiber aerogel dressing preparation method belongs to the preparation technical field of medical dressing.Preparation method of the invention is compound by maleoyl chitin fiber cloth and maleoyl chitosan, using ultraviolet light solidification and ionomer technology, forms double cross-linked network structure chitosan fiber water gel dressings.Preparation method of the invention gives full play to the synergistic effect of chemical crosslinking and ionomer, assigns dressing high wet strength.Due to not using the toxicity crosslinking agents such as any aldehydes, so that chitin fiber aerogel dressing good biocompatibility obtained, any damage will not be caused to the surface of a wound, is conducive to the healing of the surface of a wound when sticking the surface of a wound.
Description
Technical field
The present invention relates to a kind of preparation method of aerogel dressing, especially a kind of chitin fiber aerogel dressing preparation
Method belongs to the preparation technical field of medical dressing.
Background technique
Aerogel dressing is the gel rubber material that a kind of performance is better than gauze, mainly passes through physics or change by hydrophilic macromolecule
Effect is cross-linked to form, and when acting on the surface of a wound, is played debridement, is absorbed wound fluid, provides Moist healing environment to accelerate to create
The effect of face healing.Aquagel dressing is the aerogel dressing formed based on natural polymer chitosan, except having water
Outside the advantages of gel dressing, the good characteristic of chitosan is also given full play to, as Nantural non-toxic, hemostasis, antibacterial, the promotion surface of a wound are cured
Close etc..
Currently, the common preparation method of aquagel dressing has chemical crosslink technique, irradiation crosslinking etc..Chinese patent
Publication No. CN108992702A, publication date are on December 14th, 2018, a kind of entitled " porous nano oxide modifying
The preparation method of chitosan medical aerogel dressing " discloses the preparation method of chitosan medical aerogel dressing, in this method
Use the toxic agents such as glutaraldehyde as crosslinking agent, even if this toxicity crosslinking agent minimal residue, still can make to tissue
At different degrees of damage, the healing of the surface of a wound is influenced.Chinese Publication No. CN101502667B, publication date are December 5 in 2012
Day, entitled " a kind of medical chitosan transparent hydrogel wound dressing and its preparation and application ", China Patent Publication No.
For CN103480034A, publication date is on January 1st, 2014, entitled " cross-linking radiation chitosan/gelatin/polyvinyl alcohol water
Gel dressing and its preparation method and application ", China Patent Publication No. CN1579559, publication date are on 2 16th, 2005,
Entitled " drug containing, polyvinyl alcohol hydrogel dressing of chitosan and preparation method thereof " etc. discloses natural polymer shell
Glycan composite synthesis macromolecule, forms the case of aerogel dressing using the method for cross-linking radiation, on the one hand this method can be led
Largely there is the problem of hydrogel intensity difference to chitosan in degradation under high-energy ray irradiation condition in cause aquagel dressing,
On the other hand, more synthesis macromolecule is added in aerogel dressing, so that the biocompatibility of these aerogel dressings drops
It is low, it can have a certain impact in a way to the healing of the surface of a wound.
Summary of the invention
In view of the above-mentioned problems, the purpose of the present invention is to provide a kind of wet strength height, the chitosan of good biocompatibility
The preparation method of fiber aerogel dressing.
To achieve the goals above, its technical solution is as follows, a kind of preparation method of chitin fiber aerogel dressing, institute
Preparation method is stated to sequentially include the following steps:
A. the preparation of maleoyl chitin fiber cloth
Chitin fiber cloth is dispersed in polar solvent, the mass volume ratio of chitin fiber cloth and polar solvent is
Maleic anhydride is added in the mixed liquor of chitin fiber cloth and polar solvent by 1g:10~100mL, chitin fiber cloth
The molar ratio of amino and maleic anhydride is 1:0.1~5, is stirred evenly at room temperature, anti-in water bath with thermostatic control under the conditions of 35~80 DEG C
6~18h is answered, then the mixing liquid of chitin fiber cloth and polar solvent, maleic anhydride formation after reaction is separated, is connect
The chitin fiber cloth first product of branch maleoyl.
The chitin fiber cloth first product for being grafted maleoyl is dispersed in the alcohol-water mixed solution that volume ratio is 80:20
In, 30% (w/v) inorganic strong alkali aqueous solution is added dropwise, the pH of alcohol-water mixed solution is adjusted between 6~8, impregnates 30 points
Clock, then the chitin fiber cloth first product for being grafted maleoyl is separated with the mixing liquid of ethyl alcohol, inorganic strong alkali, water, it is placed in body
It is washed 2 times in the alcohol that fraction is 75%, after dehydration, dry under the conditions of 40 DEG C, obtaining maleoyl molar substitution is
0.05~0.9 maleoyl chitin fiber cloth.
B. the preparation of maleoyl chitosan
Chitosan powder and maleic anhydride are placed in polar solvent, Chitosan powder is with polar solvent w/v
1g:10~200mL, the molar ratio of amino and maleic anhydride is 1:5~10 in chitosan molecule chain, is stirred evenly at room temperature,
It is reacted under the conditions of 35~80 DEG C, the reaction time is 12~48 hours, after reaction, in chitosan, maleic anhydride, polar solvent
Mixed solution in be added 1mol/L inorganic strong alkali aqueous solution, adjust mixed solution pH to 11~13, the mixing after pH is adjusted
Solution moves into bag filter, dialyses in deionized water, and it is 8000-14000Da, dialysis time 2 that bag filter, which intercepts molecular weight,
It, forms maleoyl chitosan solution, by maleoyl chitosan solution under the conditions of -50 DEG C, 48h is lyophilized, obtains Malaysia
The maleoyl chitosan that acyl group molar substitution is 1.0~2.5.
C. the maleoyl chitin fiber cloth that will be obtained through step a, the maleoyl chitosan obtained through step b, water
It is respectively as follows: according to mass percent
Ratio, be uniformly mixed at room temperature, under ultraviolet light irradiate 5~15min, formed chitin fiber hydrogel, ultraviolet light
Wavelength is 320-400nm, and light intensity is 5~100mW/cm2。
D. the chitin fiber hydrogel that will be obtained through step c, is placed in the deionization of the metal halide of 0.1~1mol/L
In aqueous solution, at room temperature stand 0.1~5h, is formed Equilibrium swelling ratio for 0.02~0.1 chitin fiber hydrogel, gone from
Sub- water washing 3~5 times, obtains chitin fiber aerogel dressing.
The polar solvent is in dimethyl sulfoxide or dimethylformamide or acetonitrile or 1,3- dimethyl-2-imidazolinone
One kind.
The inorganic strong alkali is one of sodium hydroxide or potassium hydroxide.
The photoinitiator is 2- hydroxy-2-methyl -1- to ethoxy ether phenylacetone or 1- hydroxycyclohexylphenyl
One of ketone or 2,2- dimethoxy-phenylf ethyl ketone.
The metal halide is lithium chloride or calcium chloride or zinc chloride or one of copper chloride or iron chloride.
Due to using the technology described above, the preparation method of chitin fiber aerogel dressing of the invention, beneficial to skill
Art effect is:
(1) preparation method of the invention is solidified and is stood using ultraviolet light crosslinking technological and combines, and passes through maleoyl shell
Crosslinking copolymerization on glycan fiber surface strand in carbon-carbon double bond and maleoyl chitosan molecule chain between carbon-carbon double bond, with
And carboxyl on maleoyl chitin fiber surface molecular chain, in maleoyl chitosan molecule chain between carboxyl and metal ion
Complex reaction, form double cross-linked network structure chitosan fiber water gel dressings, give full play to chemical crosslinking and ionomer
Synergistic effect, significantly improve the wet strength of aerogel dressing, overcome completely natural polymer formed hydrogel intensity it is low
Common defects.
(2) not using toxicity crosslinking agents such as any aldehydes in preparation method of the invention, so that chitosan obtained is fine
Aerogel dressing good biocompatibility is tieed up, any damage will not be caused when sticking the surface of a wound to the surface of a wound, be conducive to the healing of the surface of a wound.
Specific embodiment
The present invention is described in further detail combined with specific embodiments below.
A kind of preparation method of chitin fiber aerogel dressing, the preparation method sequentially include the following steps:
A. the preparation of maleoyl chitin fiber cloth
Chitin fiber cloth is dispersed in polar solvent, the mass volume ratio of chitin fiber cloth and polar solvent is
Maleic anhydride is added in the mixed liquor of chitin fiber cloth and polar solvent by 1g:10~100mL, chitin fiber cloth
The molar ratio of amino and maleic anhydride is 1:0.1~5, is stirred evenly at room temperature, anti-in water bath with thermostatic control under the conditions of 35~80 DEG C
6~18h is answered, then the mixing liquid of chitin fiber cloth and polar solvent, maleic anhydride formation after reaction is separated, is connect
The chitin fiber cloth first product of branch maleoyl.
The chitin fiber cloth first product for being grafted maleoyl is dispersed in the alcohol-water mixed solution that volume ratio is 80:20
In, 30% (w/v) inorganic strong alkali aqueous solution is added dropwise, the pH of alcohol-water mixed solution is adjusted between 6~8, impregnates 30 points
Clock, then the chitin fiber cloth first product for being grafted maleoyl is separated with the mixing liquid of ethyl alcohol, inorganic strong alkali, water, it is placed in body
It is washed 2 times in the alcohol that fraction is 75%, after dehydration, dry under the conditions of 40 DEG C, obtaining maleoyl molar substitution is
0.05~0.9 maleoyl chitin fiber cloth.The polar solvent is dimethyl sulfoxide or dimethylformamide or acetonitrile
Or one of 1,3- dimethyl-2-imidazolinone.The inorganic strong alkali is one of sodium hydroxide or potassium hydroxide.
Chitosan is a kind of hydrophilic natural macromolecule, has many good characteristics, such as good biocompatibility, life
Biodegradable, reproducibility, antibiotic property and promotion wound healing etc..Due to having these characteristics, chitosan is in wound dressing, medicine
All various aspects such as object controlled release system and organizational project have a wide range of applications.
Chitosan can be prepared chitin fiber by wet spinning technology, general viscosity average molecular weigh 1,000,000 with
On chitosan be easy to be spun into fiber.The hydroxyl and amino group on chitin fiber surface are due to the draw orientation in spinning process
A large amount of intermolecular, intramolecular hydrogen bond is formd, it is difficult to form effective active force with group on macromolecule strand in solution, it causes
Make chitin fiber for often causing enhancing to be lost because of the weak problem of interface binding power when enhancing hydrogel intensity
It loses.If some reactive groups such as maleoyl is grafted to chitin fiber surface, itself and the macromolecule in solution are allowed
Functional group's such as maleoyl reacts on strand, forms covalent cross-linking, then the fiber hydrogel intensity advantageously formed obtains
It is obviously improved.Therefore, it is necessary to carry out structural modification to chitin fiber.But due to a large amount of molecule in chitosan molecule structure
Between/presence of interior hydrogen bond, cause reactant molecules to be difficult to enter into chitin fiber molecule interchain.It is asked to solve this
Topic, we, as reaction medium, can effectively be opened intermolecular/interior in chitin fiber structure using the polar solvent of small molecule
Hydrogen bond enables its reaction reagent to react with amino in chitosan molecule chain and hydroxyl.Here, we select maleic anhydride to make
For reaction reagent, on the one hand carbon-carbon double bond can be grafted to chitin fiber surface its group further reacted is provided, separately
On the one hand with metal ion complex reaction can also occur for the carboxyl of grafting up.In step a, by controlling chitin fiber cloth
Amino and maleic anhydride molecule on carbon-carbon double bond molar ratio and reaction condition, in the amino N of Lai Shixian chitin fiber
Positioning replaces, and realizes maleoyl molar substitution in 0.05~0.9 range.Therefore, suitable molar ratio is selected are as follows: 1:
0.1~5;Select suitable reaction condition are as follows: 35~80 DEG C of temperature, 6~18h of reaction time.
The chitin fiber cloth first product of maleoyl is grafted in acidity, inorganic strong alkali water is used in alcohol-water mixed solution
Solution adjusts pH value between 6~8, and the chitin fiber cloth first product of obtained maleoyl avoids connecing with the surface of a wound close to neutrality
Cause the adverse reactions such as surface of a wound stimulation after touch.The maleoyl chitin fiber that maleoyl molar substitution is 0.05~0.9
Cloth can absorb a large amount of liquid, still be able to maintain this form of fiber base and tensile strength with higher, Bu Huirong after absorbing liquid
Solution.When molar substitution is 0.9~1.0, maleoyl chitin fiber cloth be will disperse in aqueous solution, form colloid,
Lose the form of fiber itself.When molar substitution is greater than 1.0, maleoyl chitin fiber cloth can be dissolved completely in aqueous
In solution, solution is formed.After fibre morphology loses, the effect of fiber reinforcement hydrogel intensity is unobvious or absolutely not.
B. the preparation of maleoyl chitosan
Chitosan powder and maleic anhydride are placed in polar solvent, Chitosan powder is with polar solvent w/v
1g:10~200mL, the molar ratio of amino and maleic anhydride is 1:5~10 in chitosan molecule chain, is stirred evenly at room temperature,
It is reacted under the conditions of 35~80 DEG C, the reaction time is 12~48 hours, after reaction, in chitosan, maleic anhydride, polar solvent
Mixed solution in be added 1mol/L inorganic strong alkali aqueous solution, adjust mixed solution pH to 11~13, the mixing after pH is adjusted
Solution moves into bag filter, dialyses in deionized water, and it is 8000-14000Da, dialysis time 2 that bag filter, which intercepts molecular weight,
It, forms maleoyl chitosan solution, by maleoyl chitosan solution under the conditions of -50 DEG C, 48h is lyophilized, obtains Malaysia
The maleoyl chitosan that acyl group molar substitution is 1.0~2.5.The polar solvent is dimethyl sulfoxide or dimethyl formyl
One of amine or acetonitrile or 1,3- dimethyl-2-imidazolinone.The inorganic strong alkali is in sodium hydroxide or potassium hydroxide
It is a kind of.
Chitosan is only capable of being dissolved in dilute acid solution, and solubility is extremely low in most organic solvents, this is just greatly
Limit the processing and application of chitosan.The generation of the solubility problem of chitosan is existed because their molecular structures are regular
Intermolecular, intramolecular hydrogen bond is easy to crystallize.If destroying this regularity, weakens intermolecular and intramolecular hydrogen bond, make its crystallization
Degree decline, just has certain dissolubility.Especially in biomedical aspect, more interested is the water solubility of chitosan, because
Only water solubilityization, which can just be fed them into cell liquid, plays the effect of its functionalization.
Chitosan by the acylation reaction between maleic anhydride, on the one hand weaken or destroy between chitosan molecule and point
Hyarogen-bonding in son, while the higher carboxyl of hydrophily is introduced, the solubility of the neutral aqueous solution of chitosan is greatly improved,
On the other hand, by acylation reaction, optical active group maleoyl is introduced in chitosan molecule chain, can be made water-soluble
Photo-crosslinking can occur under the irradiation of ultraviolet light for maleoyl chitosan, the three-dimensional net structure hydrogel being crosslinked.
It is handed in addition, the carbon-carbon double bond on maleoyl can also polymerize copolymerization with the carbon-carbon double bond on the chitin fiber cloth surface of maleoyl
Connection forms the structure being formed by connecting between fiber by macromolecular chain, is obviously improved the wet strength of aquagel.Finally,
Carboxyl on maleoyl chitin fiber cloth surface, the carboxyl in maleoyl chitosan molecule chain can be with metal ion networks
Crosslinking is closed, the wet strength of aquagel is further promoted.
In step b, by controlling the molar ratio and reaction condition of the amino of chitosan and the anhydride group of maleic anhydride, come
Realize that the molar substitution of maleoyl in 1.0~2.5 ranges, guarantees that Nmaleoyl chitosan has the same of good aqueous solubility
When, the polymerization reaction or cross-linking reaction that have the double bond of enough contents that can carry out next step on strand.Therefore, selection is suitable
Molar ratio are as follows: 1:5~10;Select suitable reaction condition are as follows: 35~80 DEG C of temperature, the reaction time 12~48 hours.Here
Using viscosity average molecular weigh, in 900,000 chitosans below, maleoyl high substituted degree can be prepared in Chitosan powder
Water-soluble maleoyl chitosan.
C. the maleoyl chitin fiber cloth that will be obtained through step a, the maleoyl chitosan obtained through step b, water
It is respectively as follows: according to mass percent
Ratio, be uniformly mixed at room temperature, under ultraviolet light irradiate 5~15min, formed chitin fiber hydrogel, ultraviolet light
Wavelength is 320-400nm, and light intensity is 5~100mW/cm2.The photoinitiator is 2- hydroxy-2-methyl -1- to ethoxy ether
One of phenylacetone or 1- hydroxycyclohexyl phenyl ketone or 2,2- dimethoxy-phenylf ethyl ketone.
Using the method for uv photopolymerization in step c, this method has reaction condition mild, the reaction heat of release
It is low, the features such as crosslinking curing time is short.Optical active group maleoyl in maleoyl chitosan molecule chain is in ultraviolet light
Irradiation issues the third contact of a total solar or lunar eclipse and causes auto polymerization, forms the hydrogel of three-dimensional crosslinked network to a certain degree.Meanwhile maleoyl chitosan point
Carbon-carbon double bond in subchain can also polymerize crosslinking copolymerization with the carbon-carbon double bond on the chitin fiber cloth surface of maleoyl, be formed fine
The structure being formed by connecting between dimension by macromolecular chain.By control monomer and initiator proportion, time for exposure, light intensity index, make
The carbon-carbon double bond contained in the system of obtaining can be fully converted into carbon-carbon single bond, avoid monomer residue problem.The shell of maleoyl is poly-
The introducing of sugared fiber cloth, on the one hand by with maleoyl crosslinking copolymerization in solution, formed fiber between connected by macromolecular chain
Made of structure, can will apply external force on the hydrogel and effectively be transferred on the higher fiber of intensity, to improve
Maleoyl aquagel wet strength, on the other hand, the chitin fiber cloth of maleoyl can be absorbed in solution
Moisture improves the solid content of maleoyl chitosan solution, to improve its wet strength.That uses in the present invention is light-initiated
Agent 2- hydroxy-2-methyl -1- is to ethoxy ether phenylacetone or 1- hydroxycyclohexyl phenyl ketone or 2,2- dimethoxy-benzene
Base ethyl ketone is the good photoinitiator of biocompatibility, has had been reported that in document.
D. the chitin fiber hydrogel that will be obtained through step c, is placed in the deionization of the metal halide of 0.1~1mol/L
In aqueous solution, at room temperature stand 0.1~5h, is formed Equilibrium swelling ratio for 0.02~0.1 chitin fiber hydrogel, gone from
Sub- water washing 3~5 times, obtains chitin fiber aerogel dressing.The metal halide is lithium chloride or calcium chloride or chlorination
Zinc or one of copper chloride or iron chloride.
Using 1 valence to the method for trivalent metal ion crosslinked in step d.Metal ion can be poly- with maleoyl shell
Complexing occurs for the carboxyl on the carboxyl, maleoyl chitosan molecule chain on sugared fiber cloth surface, forms ionomer, makes
It obtains the chitosan molecule chain being chemically crosslinked and further crosslinking occurs, further the hygrometric state of promotion aquagel dressing is strong
Degree forms the three-dimensional net structure of chemical crosslinking with ionomer double cross connection.In the present invention, chemical crosslinking and physical crosslinking are tied
Collectively form the chitin fiber hydrogel of the three-dimensional net structure of double cross connection.Two kinds of crosslinking synergisms assign chitosan
The high wet strength of fiber aerogel dressing.
Specific embodiment
Embodiment 1
1g chitin fiber cloth is weighed, is dispersed in 10mL dimethyl sulfoxide, 0.05g maleic anhydride is added, stirs at room temperature
Mix uniformly, react 6h in water bath with thermostatic control under the conditions of 35 DEG C, by after reaction chitin fiber cloth and reaction mixture separate, and
It is scattered in the ethanol-water mixture that volume ratio is 80:20,30% (w/v) sodium hydrate aqueous solution is added dropwise, by ethyl alcohol-
The pH of water mixed liquid is adjusted to 6.0, impregnates 30 minutes, then the fiber cloth after immersion is separated from mixed liquor, uses volume
Score is ethanol wash 2 times of 75%, dry under the conditions of 40 DEG C after dehydration, and obtaining maleoyl molar substitution is 0.05
Maleoyl chitin fiber cloth.
1g Chitosan powder, 2.49g maleic anhydride are weighed, is added in 10mL dimethylformamide, stirring is equal at room temperature
It is even, it is reacted under the conditions of 35 DEG C 12 hours, after reaction, 1mol/L NaOH solution is added, adjusting pH value of solution, will be molten to 11
Liquid moves into bag filter, dialyses 2 days in deionized water, and it is 8000-14000D that bag filter, which intercepts molecular weight, then by solution
Under the conditions of -50 DEG C, 48h is lyophilized, obtains the maleoyl chitosan that maleoyl molar substitution is 1.0.
Weigh the maleoyl chitin fiber cloth 0.2g that maleoyl molar substitution is 0.05, maleoyl mole takes
The maleoyl chitosan 2g that Dai Du is 1.0, is placed in 97.75mL deionized water, and 2- hydroxyl-is added to being completely dissolved in stirring
2- methyl-1-to ethoxy ether phenylacetone 0.05g, wavelength be 320-400nm, light intensity 5mW/cm2It is shone under ultraviolet light
15min is penetrated, chitin fiber hydrogel is obtained, chitin fiber hydrogel is placed in the LiCl solution of 0.1mol/L, room temperature
Lower standing 0.1h forms the chitin fiber hydrogel that Equilibrium swelling ratio is 0.1, washs 3 times through deionized water, obtain chitosan
Fiber aerogel dressing.
Embodiment 2
1g chitin fiber cloth is weighed, is dispersed in 100mL dimethylformamide, 2.49g maleic anhydride is added, at room temperature
It stirs evenly, reacts 18h in water bath with thermostatic control under the conditions of 80 DEG C, by the chitin fiber cloth and reaction mixture point after reaction
From, and be scattered in the ethanol-water mixture that volume ratio is 80:20,30% (w/v) potassium hydroxide aqueous solution is added dropwise, it will
The pH of ethanol-water mixture is adjusted to 8.0, impregnates 30 minutes, then the fiber cloth after immersion is separated from mixed liquor, uses
Volume fraction is ethanol wash 2 times of 75%, and after dehydration, dry under the conditions of 40 DEG C, obtaining maleoyl molar substitution is
0.9 maleoyl chitin fiber cloth.
1g Chitosan powder, 4.98g maleic anhydride are weighed, is added in 200mL acetonitrile, stirs evenly at room temperature, 80
It is reacted under the conditions of DEG C 48 hours, after reaction, 1mol/L KOH solution is added, adjusted pH value of solution to 13, solution is moved into saturating
It analyses in bag, dialyses 2 days in deionized water, it is 8000-14000D that bag filter, which intercepts molecular weight, then by solution in -50 DEG C of items
Under part, 48h is lyophilized, obtains the maleoyl chitosan that maleoyl molar substitution is 2.5.
Weigh the maleoyl chitin fiber cloth 2g that maleoyl molar substitution is 0.9, maleoyl mole replaces
The maleoyl chitosan 12g that degree is 2.5, is placed in 85.9mL deionized water, and 1- hydroxy cyclohexylphenyl is added to being completely dissolved in stirring
Base phenyl ketone 0.1g, wavelength be 320-400nm, light intensity 100mW/cm25min is irradiated under ultraviolet light, obtains chitosan fibre
Hydrogel is tieed up, chitin fiber hydrogel is placed in the CaCl of 1mol/L2In solution, 5h is stood at room temperature, forms equilibrium swelling
The chitin fiber hydrogel that degree is 0.03 washs 5 times through deionized water, obtains chitin fiber aerogel dressing.
Embodiment 3
1g chitin fiber cloth is weighed, is dispersed in 50mL1, in 3- dimethyl-2-imidazolinone, 1.25g maleic acid is added
Acid anhydride stirs evenly at room temperature, reacts 12h in water bath with thermostatic control under the conditions of 50 DEG C, by after reaction chitin fiber cloth and reaction
Mixed liquor separation, and be scattered in the ethanol-water mixture that volume ratio is 80:20,30% (w/v) potassium hydroxide water is added dropwise
The pH of ethanol-water mixture is adjusted to 7.2, impregnated 30 minutes, then the fiber cloth after immersion is separated from mixed liquor by solution
Out, dry under the conditions of 40 DEG C after dehydration with ethanol wash 2 times that volume fraction is 75%, it obtains maleoyl mole and takes
The maleoyl chitin fiber cloth that Dai Du is 0.4.
1g Chitosan powder, 3.74g maleic anhydride are weighed, is added in 100mL acetonitrile, stirs evenly at room temperature, 60
It is reacted under the conditions of DEG C 36 hours, after reaction, 1mol/L KOH solution is added, adjusted pH value of solution to 12, solution is moved into saturating
It analyses in bag, dialyses 2 days in deionized water, it is 8000-14000D that bag filter, which intercepts molecular weight, then by solution in -50 DEG C of items
Under part, 48h is lyophilized, obtains the maleoyl chitosan that maleoyl molar substitution is 1.6.
Weigh the maleoyl chitin fiber cloth 1g that maleoyl molar substitution is 0.4, maleoyl mole replaces
The maleoyl chitosan 5g that degree is 1.6, is placed in 93.92mL deionized water, and 2,2- dimethoxy is added to being completely dissolved in stirring
Base-Phenyl ethyl ketone 0.08g, wavelength be 320-400nm, light intensity 50mW/cm212min is irradiated under ultraviolet light, obtains chitosan
Chitin fiber hydrogel is placed in the ZnCl of 0.5mol/L by fiber hydrogel2In solution, 2h is stood at room temperature, forms balance
The chitin fiber hydrogel that swellbility is 0.05 washs 4 times through deionized water, obtains chitin fiber aerogel dressing.
Embodiment 4
1g chitin fiber cloth is weighed, is dispersed in 100mL dimethylformamide, 2.49g maleic anhydride is added, at room temperature
It stirs evenly, reacts 18h in water bath with thermostatic control under the conditions of 80 DEG C, by the chitin fiber cloth and reaction mixture point after reaction
From, and be scattered in the ethanol-water mixture that volume ratio is 80:20,30% (w/v) potassium hydroxide aqueous solution is added dropwise, it will
The pH of ethanol-water mixture is adjusted to 8.0, impregnates 30 minutes, then the fiber cloth after immersion is separated from mixed liquor, uses
Volume fraction is ethanol wash 2 times of 75%, and after dehydration, dry under the conditions of 40 DEG C, obtaining maleoyl molar substitution is
0.9 maleoyl chitin fiber cloth.
1g Chitosan powder, 4.98g maleic anhydride are weighed, is added in 200mL acetonitrile, stirs evenly at room temperature, 80
It is reacted under the conditions of DEG C 48 hours, after reaction, 1mol/L KOH solution is added, adjusted pH value of solution to 13, solution is moved into saturating
It analyses in bag, dialyses 2 days in deionized water, it is 8000-14000D that bag filter, which intercepts molecular weight, then by solution in -50 DEG C of items
Under part, 48h is lyophilized, obtains the maleoyl chitosan that maleoyl molar substitution is 2.5.
Weigh the maleoyl chitin fiber cloth 2g that maleoyl molar substitution is 0.9, maleoyl mole replaces
The maleoyl chitosan 12g that degree is 2.5, is placed in 85.9mL deionized water, and 1- hydroxy cyclohexylphenyl is added to being completely dissolved in stirring
Base phenyl ketone 0.1g, wavelength be 320-400nm, light intensity 100mW/cm25min is irradiated under ultraviolet light, obtains chitosan fibre
Hydrogel is tieed up, chitin fiber hydrogel is placed in the CuCl of 0.4mol/L2In solution, 5h is stood at room temperature, and it is molten to form balance
The chitin fiber hydrogel that expansibility is 0.04 washs 5 times through deionized water, obtains chitin fiber aerogel dressing.
Embodiment 5
1g chitin fiber cloth is weighed, is dispersed in 100mL dimethylformamide, 2.49g maleic anhydride is added, at room temperature
It stirs evenly, reacts 18h in water bath with thermostatic control under the conditions of 80 DEG C, by the chitin fiber cloth and reaction mixture point after reaction
From, and be scattered in the ethanol-water mixture that volume ratio is 80:20,30% (w/v) potassium hydroxide aqueous solution is added dropwise, it will
The pH of ethanol-water mixture is adjusted to 8.0, impregnates 30 minutes, then the fiber cloth after immersion is separated from mixed liquor, uses
Volume fraction is ethanol wash 2 times of 75%, and after dehydration, dry under the conditions of 40 DEG C, obtaining maleoyl molar substitution is
0.9 maleoyl chitin fiber cloth.
1g Chitosan powder, 4.98g maleic anhydride are weighed, is added in 200mL acetonitrile, stirs evenly at room temperature, 80
It is reacted under the conditions of DEG C 48 hours, after reaction, 1mol/L KOH solution is added, adjusted pH value of solution to 13, solution is moved into saturating
It analyses in bag, dialyses 2 days in deionized water, it is 8000-14000D that bag filter, which intercepts molecular weight, then by solution in -50 DEG C of items
Under part, 48h is lyophilized, obtains the maleoyl chitosan that maleoyl molar substitution is 2.5.
Weigh the maleoyl chitin fiber cloth 2g that maleoyl molar substitution is 0.9, maleoyl mole replaces
The maleoyl chitosan 12g that degree is 2.5, is placed in 85.9mL deionized water, and 1- hydroxy cyclohexylphenyl is added to being completely dissolved in stirring
Base phenyl ketone 0.1g, wavelength be 320-400nm, light intensity 100mW/cm25min is irradiated under ultraviolet light, obtains chitosan fibre
Hydrogel is tieed up, chitin fiber hydrogel is placed in the FeCl of 1mol/L3In solution, 5h is stood at room temperature, forms equilibrium swelling
The chitin fiber hydrogel that degree is 0.02 washs 5 times through deionized water, obtains chitin fiber aerogel dressing.
Embodiment 6
1g Chitosan powder, 4.98g maleic anhydride are weighed, is added in 200mL acetonitrile, stirs evenly at room temperature, 80
It is reacted under the conditions of DEG C 48 hours, after reaction, 1mol/L KOH solution is added, adjusted pH value of solution to 13, solution is moved into saturating
It analyses in bag, dialyses 2 days in deionized water, it is 8000-14000D that bag filter, which intercepts molecular weight, then by solution in -50 DEG C of items
Under part, 48h is lyophilized, obtains the maleoyl chitosan that maleoyl molar substitution is 2.5.
The maleoyl chitosan 12g that maleoyl molar substitution is 2.5 is weighed, is placed in 85.9mL deionized water,
1- hydroxycyclohexyl phenyl ketone 0.1g is added to being completely dissolved in stirring, wavelength be 320-400nm, light intensity 100mW/cm2
5min is irradiated under ultraviolet light, obtains aquagel, aquagel is placed in the FeCl of 1mol/L3In solution, room temperature
Lower standing 5h forms the aquagel that Equilibrium swelling ratio is 0.05, washs 5 times through deionized water, obtain chitosan water-setting
Glue dressing.
Embodiment 7
1g Chitosan powder, 2.1g maleic anhydride are weighed, is added in 10mL dimethylformamide, stirring is equal at room temperature
It is even, it is reacted under the conditions of 35 DEG C 12 hours, after reaction, 1mol/L NaOH solution is added, adjusting pH value of solution, will be molten to 11
Liquid moves into bag filter, dialyses 2 days in deionized water, and it is 8000-14000D that bag filter, which intercepts molecular weight, then by solution
Under the conditions of -50 DEG C, 48h is lyophilized, obtains the maleoyl chitosan that maleoyl molar substitution is 0.9.
The maleoyl chitosan 12g that maleoyl molar substitution is 0.9 is weighed, the acetic acid water of 85.9mL1% is placed in
In solution, stirring is added 2mL25% glutaraldehyde solution, stirs evenly to being completely dissolved, and stands 2h, obtains aquagel,
Aquagel is placed in the FeCl of 1mol/L3In solution, 5h is stood at room temperature, and it is poly- to form the shell that Equilibrium swelling ratio is 0.06
Syrup gel washs 5 times through deionized water, obtains aquagel dressing.
Embodiment 8
1g Chitosan powder, 4.98g maleic anhydride are weighed, is added in 200mL acetonitrile, stirs evenly at room temperature, 80
It is reacted under the conditions of DEG C 48 hours, after reaction, 1mol/L KOH solution is added, adjusted pH value of solution to 13, solution is moved into saturating
It analyses in bag, dialyses 2 days in deionized water, it is 8000-14000D that bag filter, which intercepts molecular weight, then by solution in -50 DEG C of items
Under part, 48h is lyophilized, obtains the maleoyl chitosan that maleoyl molar substitution is 2.5.
It weighs chitin fiber cloth 2g, the maleoyl chitosan 12g that maleoyl molar substitution is 2.5, is placed in
In 85.9mL deionized water, 1- hydroxycyclohexyl phenyl ketone 0.1g is added to being completely dissolved in stirring, is 320- in wavelength
400nm, light intensity 100mW/cm25min is irradiated under ultraviolet light, obtains chitin fiber hydrogel, by chitin fiber hydrogel
It is placed in the FeCl of 1mol/L3In solution, 5h is stood at room temperature, forms the chitin fiber hydrogel that Equilibrium swelling ratio is 0.07,
It is washed 5 times through deionized water, obtains chitin fiber aerogel dressing.
Obtained chitin fiber aerogel dressing wet strength, cytotoxicity test are as follows.
(1) wet strength is tested
The dumbbell shaped batten of intermediate long 20mm, width 2mm will be cut into a thickness of the gel sample of 2mm with cut-off knife, in omnipotent material
Expect to carry out tensile property test on testing machine, the effective initial length of fixture is 10mm, and the speed being uniaxially stretched is set as 10mm/
min.Test result such as table 1.
(2) cytotoxicity test
According to the method in ISO 10993-5 (2009) international standard, cytotoxicity test is carried out to gel sample.Test
As a result such as table 1.
Wet strength (MPa) | Cytotoxicity | |
Embodiment 1 | 4.85±0.35 | 0 grade (nothing) |
Embodiment 2 | 5.06±0.13 | 1 grade (slight) |
Embodiment 3 | 4.78±0.21 | 0 grade (nothing) |
Embodiment 4 | 5.25±0.19 | 0 grade (nothing) |
Embodiment 5 | 5.90±0.22 | 1 grade (slight) |
Embodiment 6 | 0.18±0.05 | 1 grade (slight) |
Embodiment 7 | 0.23±0.07 | 3 grades (severe) |
Embodiment 8 | 0.34±0.06 | 1 grade (slight) |
Strength test results show that the wet strength of Examples 1 to 5 chitin fiber aerogel dressing is significantly higher than and do not add
The maleoyl aquagel dressing (embodiment 6) for entering maleoyl chitin fiber cloth, also significantly greater than joined not
The chitin fiber aerogel dressing (embodiment 8) of modified chitin fiber cloth.Cytotoxicity test results shows embodiment
The cytotoxicity of 1~5 chitin fiber aerogel dressing is better than the aquagel dressing (embodiment of glutaraldehyde cross-linking
7)。
The above test results show that chitin fiber aerogel dressing of the invention has wet strength height, bio-compatible
The good feature of property, is conducive to the effect of wound healing for Wound treating.
Claims (5)
1. a kind of preparation method of chitin fiber aerogel dressing, which is characterized in that the preparation method according to the following steps into
Row:
A. the preparation of maleoyl chitin fiber cloth
Chitin fiber cloth is dispersed in polar solvent, the mass volume ratio of chitin fiber cloth and polar solvent is 1g:10
Maleic anhydride is added in the mixed liquor of chitin fiber cloth and polar solvent by~100mL, the amino of chitin fiber cloth with
The molar ratio of maleic anhydride be 1:0.1~5, stir evenly at room temperature, under the conditions of 35~80 DEG C in water bath with thermostatic control reaction 6~
18h, then the mixing liquid of chitin fiber cloth and polar solvent, maleic anhydride formation after reaction is separated, obtain grafting horse
Carry out the chitin fiber cloth first product of acyl group;
The chitin fiber cloth first product for being grafted maleoyl is dispersed in the alcohol-water mixed solution that volume ratio is 80:20, drop
Add 30% (w/v) inorganic strong alkali aqueous solution, the pH of alcohol-water mixed solution is adjusted between 6~8, impregnate 30 minutes, then will
The chitin fiber cloth first product of grafting maleoyl is separated with the mixing liquid of ethyl alcohol, inorganic strong alkali, water, and being placed in volume fraction is
It is washed 2 times in 75% alcohol, dry under the conditions of 40 DEG C after dehydration, obtaining maleoyl molar substitution is 0.05~0.9
Maleoyl chitin fiber cloth;
B. the preparation of maleoyl chitosan
Chitosan powder and maleic anhydride are placed in polar solvent, Chitosan powder and polar solvent w/v are 1g:
10~200mL, the molar ratio of amino and maleic anhydride is 1:5~10 in chitosan molecule chain, is stirred evenly at room temperature, 35~
Reacted under the conditions of 80 DEG C, the reaction time is 12~48 hours, after reaction, chitosan, maleic anhydride, polar solvent it is mixed
It closes and 1mol/L inorganic strong alkali aqueous solution is added in solution, adjust mixed solution pH to 11~13, the mixed solution after pH is adjusted
It moves into bag filter, dialyses in deionized water, it is 8000-14000Da that bag filter, which intercepts molecular weight, and dialysis time is 2 days, shape
At maleoyl chitosan solution, by maleoyl chitosan solution under the conditions of -50 DEG C, 48h is lyophilized, obtains maleoyl and rubs
The maleoyl chitosan that your degree of substitution is 1.0~2.5;
C. the maleoyl chitin fiber cloth that will be obtained through step a, the maleoyl chitosan obtained through step b, water according to
Mass percent is respectively as follows:
Ratio, be uniformly mixed at room temperature, under ultraviolet light irradiate 5~15min, formed chitin fiber hydrogel, ultraviolet light
Wavelength is 320-400nm, and light intensity is 5~100mW/cm2;
D. the chitin fiber hydrogel that will be obtained through step c, the deionization for being placed in the metal halide of 0.1~1mol/L are water-soluble
In liquid, 0.1~5h is stood at room temperature, the chitin fiber hydrogel that Equilibrium swelling ratio is 0.02~0.1 is formed, through deionized water
Washing 3~5 times, obtains chitin fiber aerogel dressing.
2. the preparation method of chitin fiber aerogel dressing according to claim 1, it is characterised in that: the polar solvent
For dimethyl sulfoxide or one of dimethylformamide or acetonitrile or 1,3- dimethyl-2-imidazolinone.
3. the preparation method of chitin fiber aerogel dressing according to claim 1, it is characterised in that: the inorganic strong alkali
For one of sodium hydroxide or potassium hydroxide.
4. the preparation method of chitin fiber aerogel dressing according to claim 1, it is characterised in that: the photoinitiator
It is 2- hydroxy-2-methyl -1- to ethoxy ether phenylacetone or 1- hydroxycyclohexyl phenyl ketone or 2,2- dimethoxy-benzene
One of base ethyl ketone.
5. the preparation method of chitin fiber aerogel dressing according to claim 1, it is characterised in that: the metal halide
Object is lithium chloride or calcium chloride or zinc chloride or one of copper chloride or iron chloride.
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CN113308195A (en) * | 2021-07-13 | 2021-08-27 | 浙江理工大学 | Preparation method of environment-adaptive collosol water based on composite phase-change hydrogel and microwave synthesis technology |
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CN104027833B (en) * | 2014-06-04 | 2015-11-18 | 武汉纺织大学 | A kind of preparation method of aquagel dressing |
CN105732999B (en) * | 2016-04-18 | 2018-08-24 | 北京师范大学 | High intensity cross-linked hydrogel and elastomer and preparation method thereof |
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