CN115337442A - Medical adhesive glue and preparation method and application thereof - Google Patents
Medical adhesive glue and preparation method and application thereof Download PDFInfo
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- CN115337442A CN115337442A CN202110529414.3A CN202110529414A CN115337442A CN 115337442 A CN115337442 A CN 115337442A CN 202110529414 A CN202110529414 A CN 202110529414A CN 115337442 A CN115337442 A CN 115337442A
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- medical adhesive
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- polyethylene glycol
- mixed solution
- crosslinking reaction
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- 239000000853 adhesive Substances 0.000 title claims abstract description 118
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 118
- 239000003292 glue Substances 0.000 title claims abstract description 39
- 238000002360 preparation method Methods 0.000 title claims abstract description 30
- 239000002202 Polyethylene glycol Substances 0.000 claims abstract description 56
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract description 56
- 239000011259 mixed solution Substances 0.000 claims abstract description 44
- 238000002156 mixing Methods 0.000 claims abstract description 35
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 27
- 238000004132 cross linking Methods 0.000 claims abstract description 26
- 238000006243 chemical reaction Methods 0.000 claims abstract description 25
- 239000002994 raw material Substances 0.000 claims abstract description 23
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 22
- -1 acrylic compound Chemical class 0.000 claims abstract description 16
- 239000000872 buffer Substances 0.000 claims abstract description 16
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 16
- 239000003999 initiator Substances 0.000 claims abstract description 15
- 210000001519 tissue Anatomy 0.000 claims abstract description 13
- 239000002562 thickening agent Substances 0.000 claims abstract description 9
- 210000004872 soft tissue Anatomy 0.000 claims abstract description 7
- 239000003937 drug carrier Substances 0.000 claims abstract description 5
- 230000008439 repair process Effects 0.000 claims abstract description 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 30
- 239000007853 buffer solution Substances 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 13
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical group [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 11
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Chemical compound CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims description 11
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 10
- 108010010803 Gelatin Proteins 0.000 claims description 10
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims description 10
- 125000004386 diacrylate group Chemical group 0.000 claims description 10
- 229920000159 gelatin Polymers 0.000 claims description 10
- 239000008273 gelatin Substances 0.000 claims description 10
- 235000019322 gelatine Nutrition 0.000 claims description 10
- 235000011852 gelatine desserts Nutrition 0.000 claims description 10
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 9
- 239000000463 material Substances 0.000 claims description 9
- 229910052760 oxygen Inorganic materials 0.000 claims description 9
- 239000001301 oxygen Substances 0.000 claims description 9
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 claims description 7
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 claims description 7
- 235000010413 sodium alginate Nutrition 0.000 claims description 7
- 239000000661 sodium alginate Substances 0.000 claims description 7
- 229940005550 sodium alginate Drugs 0.000 claims description 7
- 229910001870 ammonium persulfate Inorganic materials 0.000 claims description 6
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 claims description 6
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims description 5
- 235000017557 sodium bicarbonate Nutrition 0.000 claims description 5
- GJKGAPPUXSSCFI-UHFFFAOYSA-N 2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone Chemical compound CC(C)(O)C(=O)C1=CC=C(OCCO)C=C1 GJKGAPPUXSSCFI-UHFFFAOYSA-N 0.000 claims description 4
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 claims description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 4
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 claims description 4
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 2
- 238000006392 deoxygenation reaction Methods 0.000 claims description 2
- 230000002439 hemostatic effect Effects 0.000 claims description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 1
- 230000009278 visceral effect Effects 0.000 claims 1
- 239000000243 solution Substances 0.000 abstract description 11
- 238000007789 sealing Methods 0.000 abstract description 5
- 210000001835 viscera Anatomy 0.000 abstract description 4
- 239000000835 fiber Substances 0.000 abstract description 3
- 230000023597 hemostasis Effects 0.000 abstract description 3
- 230000000052 comparative effect Effects 0.000 description 15
- 206010052428 Wound Diseases 0.000 description 12
- 208000027418 Wounds and injury Diseases 0.000 description 12
- 238000012360 testing method Methods 0.000 description 11
- 238000005452 bending Methods 0.000 description 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 6
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 6
- 229920001651 Cyanoacrylate Polymers 0.000 description 5
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 5
- MWCLLHOVUTZFKS-UHFFFAOYSA-N Methyl cyanoacrylate Chemical compound COC(=O)C(=C)C#N MWCLLHOVUTZFKS-UHFFFAOYSA-N 0.000 description 5
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 5
- RBTBFTRPCNLSDE-UHFFFAOYSA-N 3,7-bis(dimethylamino)phenothiazin-5-ium Chemical compound C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 RBTBFTRPCNLSDE-UHFFFAOYSA-N 0.000 description 4
- VYFYYTLLBUKUHU-UHFFFAOYSA-N dopamine Chemical compound NCCC1=CC=C(O)C(O)=C1 VYFYYTLLBUKUHU-UHFFFAOYSA-N 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 239000000017 hydrogel Substances 0.000 description 4
- 229960000907 methylthioninium chloride Drugs 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 238000013461 design Methods 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- WROUWQQRXUBECT-UHFFFAOYSA-N 2-ethylacrylic acid Chemical compound CCC(=C)C(O)=O WROUWQQRXUBECT-UHFFFAOYSA-N 0.000 description 2
- 239000011837 N,N-methylenebisacrylamide Substances 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- 125000003172 aldehyde group Chemical group 0.000 description 2
- 230000000740 bleeding effect Effects 0.000 description 2
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Natural products OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- 229960003638 dopamine Drugs 0.000 description 2
- 230000000214 effect on organisms Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 206010020718 hyperplasia Diseases 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229920001690 polydopamine Polymers 0.000 description 2
- 230000002980 postoperative effect Effects 0.000 description 2
- 231100000241 scar Toxicity 0.000 description 2
- 239000000565 sealant Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- 230000029663 wound healing Effects 0.000 description 2
- IJVRPNIWWODHHA-UHFFFAOYSA-N 2-cyanoprop-2-enoic acid Chemical compound OC(=O)C(=C)C#N IJVRPNIWWODHHA-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- 229920001661 Chitosan Polymers 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- 239000004830 Super Glue Substances 0.000 description 1
- 229940069521 aloe extract Drugs 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000012024 dehydrating agents Substances 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- AEDZKIACDBYJLQ-UHFFFAOYSA-N ethane-1,2-diol;hydrate Chemical compound O.OCCO AEDZKIACDBYJLQ-UHFFFAOYSA-N 0.000 description 1
- FGBJXOREULPLGL-UHFFFAOYSA-N ethyl cyanoacrylate Chemical compound CCOC(=O)C(=C)C#N FGBJXOREULPLGL-UHFFFAOYSA-N 0.000 description 1
- 230000035876 healing Effects 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 208000028867 ischemia Diseases 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- ZLMJMSJWJFRBEC-AKLPVKDBSA-N potassium-42 Chemical group [42K] ZLMJMSJWJFRBEC-AKLPVKDBSA-N 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 230000017423 tissue regeneration Effects 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Images
Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
- A61L24/04—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials
- A61L24/06—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
- A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
- A61L24/001—Use of materials characterised by their function or physical properties
- A61L24/0042—Materials resorbable by the body
-
- 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
- A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
- A61L24/04—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials
- A61L24/046—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
- A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
- A61L24/04—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials
- A61L24/08—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
- A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
- A61L24/04—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials
- A61L24/10—Polypeptides; Proteins
- A61L24/104—Gelatin
-
- 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
- A61L2400/00—Materials characterised by their function or physical properties
- A61L2400/04—Materials for stopping bleeding
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- Health & Medical Sciences (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Surgery (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Materials For Medical Uses (AREA)
Abstract
The invention provides medical adhesive and a preparation method and application thereof. The medical adhesive comprises the following raw materials in parts by weight: 6-50 parts of acrylate polyethylene glycol, 0.2-35 parts of acrylic compound, 0.001-1 part of cross-linking agent and 0.1-3 parts of alkaline buffer. Firstly, mixing acrylate polyethylene glycol, an acrylic compound, a cross-linking agent, an initiator and water to obtain a mixed solution A; mixing a thickening agent with water to obtain a mixed solution B; and then mixing the solution A and the solution B, adjusting the pH of the mixed solution to 6-7 by using an alkaline buffer, and then carrying out a crosslinking reaction to obtain the medical adhesive glue. The medical adhesive has higher adhesive strength, better fitting property, good biocompatibility and degradability, and can be used as a drug carrier for wound hemostasis, viscera and soft tissue wound sealing and leaking stoppage, repair of fiber ring fracture or tissue engineering.
Description
Technical Field
The invention belongs to the technical field of biomedical materials, and particularly relates to medical adhesive and a preparation method and application thereof.
Background
In clinical practice, surgical sutures or skin staplers are often used to connect the ruptured tissues to restore the normal structure and function of the body. The conventional anastomat is complicated and time-consuming to use, and local tissue ischemia is easily caused by over-tight suture of the incision, so that surrounding tissues are inflamed, nodule hyperplasia or postoperative scar and the like. With the rapid development of economic levels and the promotion of medical health care, the demands of patients on surgical services and postoperative wound appearance are continuously increased. In recent years, the research and development and industrialization of biomedical adhesive glue are rapidly developed. The medical adhesive can be quickly solidified into a film and tightly embedded with the wound surface, can firmly keep the involution state of the wound, reduces the bleeding and infection probability of the wound, and has the effects of controlling bleeding, closing the wound, inhibiting scar hyperplasia and the like.
CN103585671A discloses a cyanoacrylate medical adhesive. The cyanoacrylate adhesive comprises the following components in percentage by mass: 80-95% of cyanoacrylate, 2-10% of citrate, 2-8% of formaldehyde inhibitor, 0.1-0.5% of hydroquinone and 0.1-1.0% of sulfur dioxide stabilizer; the preparation method of the cyanoacrylate medical adhesive comprises the following steps: accurately weighing and mixing cyanoacrylate and citric acid ester according to the mass ratio, adding a formaldehyde inhibitor and hydroquinone, fully stirring, and introducing a sulfur dioxide stabilizer to prepare the cyanoacrylate medical adhesive. The adhesive prepared by the technical scheme has good bonding strength, but poor biocompatibility.
CN111876104A discloses a medical adhesive and a preparation process thereof. The medical adhesive comprises the following components in parts by weight: 56 parts of alpha-cyanoacrylate, 0.1 part of sulfur dioxide, 20 parts of waterborne polyurethane, 0.5 part of aloe extract, 1 part of polysaccharide compound, 0.2 part of aminated carboxymethyl chitosan, 1 part of sodium citrate, 1 part of rosin, 0.2 part of hydroquinone, 1 part of polyethylene glycol, 20 parts of deionized water, a catalyst, a dehydrating agent and a plasticizer. In the technical scheme, the components for preparing the medical adhesive are complex, the process steps for preparing the adhesive are complex, and the mechanical strength of the prepared adhesive is poor.
With the development of science and technology, the viscous hydrogel with the touch similar to biological soft tissue represents an innovative biomedical sealant, and the sealant can promote wound healing and tissue regeneration and is widely developed in basic research and clinical application. For example, CN110484184A discloses a hydrogel adhesive, a preparation method and applications thereof. The hydrogel adhesive comprises a component A and a component B, wherein the molar ratio of hydroxylamino in the component A to aldehyde groups in the component B is 1; the component A is a buffer solution dissolved with a sulfhydryl-terminated polyethylene glycol block polymer; the component B is a buffer solution containing alkynyl-terminated four-arm polyethylene glycol, gelatin and polydopamine; the preparation method comprises the following steps: (1) Adding the sulfhydryl-terminated polyethylene glycol block polymer into a buffer solution, and heating the buffer solution under an inert atmosphere until the sulfhydryl-terminated polyethylene glycol block polymer is completely dissolved to obtain a component A; (2) Dissolving dopamine in a buffer solution, adjusting the pH value to 11.0, stirring for 2-3h at room temperature to polymerize dopamine to form polydopamine, adjusting the pH value to 7-8, adding alkynyl-terminated four-arm polyethylene glycol and gelatin, and stirring uniformly at room temperature to obtain a component B; (3) And (3) subpackaging the component A and the component B according to the molar ratio of hydroxyl amino to aldehyde group of 1. In the technical scheme, the step of preparing the sulfhydryl-terminated polyethylene glycol block polymer is complex, so that the method for preparing the hydrogel adhesive is complex and tedious and is not suitable for industrial production.
In order to improve the wound healing power and the post healing properties of the adhesive on the tissue, an ideal medical adhesive must be able to achieve a close fit with the soft tissue. Therefore, how to provide a medical adhesive having both mechanical strength and bending deformation and simple preparation process is a technical problem to be solved urgently at present.
Disclosure of Invention
Aiming at the defects of the prior art, the invention aims to provide medical adhesive glue and a preparation method and application thereof. According to the invention, through the design of the raw material components of the medical adhesive glue, the prepared medical adhesive glue has high adhesive strength, good fitting property, good biocompatibility and degradability, and can realize sealing of wound surfaces and the like.
In order to achieve the purpose, the invention adopts the following technical scheme:
in a first aspect, the invention provides a medical adhesive, which is prepared from the following raw materials in parts by weight: 6-50 parts of acrylate polyethylene glycol, 0.2-35 parts of acrylic compound, 0.001-1 part of cross-linking agent and 0.1-3 parts of alkaline buffer.
According to the invention, through the design of the raw material components of the medical adhesive glue, the medical adhesive glue with a cross-linked net structure is prepared by further reacting acrylate polyethylene glycol, an acrylic compound and a cross-linking agent, so that the prepared medical adhesive glue has high adhesive strength and mechanical strength, and simultaneously has good biocompatibility and biodegradability.
In the invention, the weight portion of the acrylate polyethylene glycol can be 6, 10, 15, 20, 25, 30, 35, 40, 45 or 50 parts.
The acrylic compound may be present in an amount of 0.2 parts, 1 part, 2 parts, 5 parts, 8 parts, 10 parts, 15 parts, 17 parts, 20 parts, 22 parts, 25 parts, 27 parts, 30 parts, 33 parts, 35 parts, or the like by weight.
The crosslinking agent may be present in an amount of 0.001 parts, 0.005 parts, 0.01 parts, 0.02 parts, 0.05 parts, 0.1 parts, 0.2 parts, 0.3 parts, 0.4 parts, 0.5 parts, 0.6 parts, 0.7 parts, 0.8 parts, 0.9 parts, 1 part, or the like, by weight.
The alkaline buffer may be present in an amount of 0.1 parts, 0.2 parts, 0.5 parts, 0.7 parts, 1 part, 1.2 parts, 1.5 parts, 1.8 parts, 2 parts, 2.3 parts, 2.5 parts, 2.7 parts, 3 parts, or the like, by weight.
The following is a preferred embodiment of the present invention, but not a limitation to the embodiment provided by the present invention, and the object and advantageous effects of the present invention can be more preferably achieved by the following preferred embodiment.
In a preferred embodiment of the present invention, the acrylate polyethylene glycol is selected from any one of polyethylene glycol methyl ether methacrylate, polyethylene glycol diacrylate, polyethylene glycol dimethacrylate, and methoxypolyethylene glycol acrylate, or a combination of at least two thereof.
Preferably, the acrylate polyethylene glycol has a weight average molecular weight of 300 to 2000, which may be, for example, 300, 400, 600, 800, 1000, 1200, 1400, 1600, 1800, 2000, or the like.
Preferably, the acrylic compound is selected from any one or at least two compounds of acrylic acid, methacrylic acid or 2-ethacrylic acid.
In a preferred embodiment of the present invention, the crosslinking agent is selected from any one of polyethylene glycol diacrylate, N-methylene bisacrylamide, polyethylene glycol dimethacrylate, and ethylene glycol dimethacrylate, or a combination of at least two thereof.
Preferably, the weight average molecular weight of the cross-linking agent is 300 to 2000, and may be, for example, 300, 400, 600, 800, 1000, 1200, 1400, 1600, 1800, 2000, or the like.
Preferably, the alkaline buffer is selected from any one of sodium hydroxide, sodium bicarbonate or disodium hydrogen phosphate or a combination of at least two of the foregoing.
Preferably, the alkaline buffer is an alkaline buffer solution.
Preferably, the content of the alkaline buffer in the alkaline buffer solution is 5-30% by mass, for example, 5%, 7%, 10%, 12%, 15%, 18%, 22%, 25%, 27% or 30% by mass.
In a preferred embodiment of the present invention, the raw material for preparing the medical adhesive glue further comprises 1-15 parts of a thickening agent, which may be, for example, 1 part, 2 parts, 3 parts, 4 parts, 5 parts, 6 parts, 7 parts, 8 parts, 9 parts, 10 parts, 11 parts, 12 parts, 13 parts, 14 parts or 15 parts.
Preferably, the thickener is selected from gelatin and/or sodium alginate.
In a preferred embodiment of the present invention, the raw material for preparing the medical adhesive glue further comprises 0.001-1 part of an initiator, which may be, for example, 0.001 part, 0.005 part, 0.01 part, 0.02 part, 0.05 part, 0.07 part, 0.1 part, 0.2 part, 0.3 part, 0.4 part, 0.5 part, 0.6 part, 0.7 part, 0.8 part, 0.9 part or 1 part.
Preferably, the initiator is selected from a thermal initiator or a photoinitiator.
Preferably, the thermal initiator is selected from ammonium persulfate and/or potassium persulfate.
Preferably, the photoinitiator is selected from any one or combination of at least two of 2-hydroxy-4- (2-hydroxyethoxy) -2-methyl propiophenone, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butanone, azobisisobutylamidine hydrochloride and azobisisobutylimidazoline hydrochloride.
Preferably, the raw material for preparing the medical adhesive glue also comprises 50-99 parts of water, such as 50 parts, 55 parts, 60 parts, 65 parts, 70 parts, 75 parts, 80 parts, 85 parts, 90 parts, 95 parts or 99 parts.
In a second aspect, the present invention provides a method for preparing the medical adhesive glue according to the first aspect, comprising the following steps:
(1) Mixing acrylate polyethylene glycol, an acrylic compound, a cross-linking agent and water to obtain a mixed solution A;
mixing an optional thickening agent with water to obtain a mixed solution B;
(2) And (2) mixing the mixed solution A, the mixed solution B, the alkaline buffer and the initiator obtained in the step (1), and then carrying out a crosslinking reaction to obtain the medical adhesive glue.
In addition, the pH value of the mixed solution obtained by mixing in the step (2) can be adjusted to 6-7 by using an alkaline buffer, and the mixed solution can be directly contacted with the skin, and in the invention, after the mixing in the step (2), the mixture can be transferred into a mold with a specific shape for crosslinking reaction, so that the medical adhesive glue with a specific shape can be prepared. In addition, in the examples, in order to clearly characterize the bonding performance of the adhesive glue, methylene blue (0.01-0.1 part) can be added into the mixed solution A for dyeing, so that the prepared adhesive glue presents blue.
In a preferred embodiment of the present invention, the content of the mixed solution a may be 6 to 50% by mass, for example, 6%, 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, or the like.
Preferably, the content of the mixed solution B is 5 to 30% by mass, for example, 5%, 7%, 10%, 12%, 15%, 18%, 20%, 22%, 25%, 27%, 30%, or the like.
In a preferred embodiment of the present invention, the crosslinking reaction in step (2) is selected from a thermal crosslinking reaction and a photocrosslinking reaction.
If the initiator added in the step (2) is a thermal initiator, performing a thermal crosslinking reaction in the step (2); and (3) if the crosslinking agent added in the step (2) is a photoinitiator, carrying out a photocrosslinking reaction in the step (2).
Preferably, the thermal crosslinking reaction temperature is 60-80 ℃, for example can be 60 ℃, 62 ℃, 64 ℃, 66 ℃, 68 ℃, 70 ℃, 72 ℃, 74 ℃, 76 ℃, 78 ℃ or 80 ℃.
Preferably, the photo-crosslinking reaction is a crosslinking reaction under ultraviolet light.
Preferably, the time of the crosslinking reaction is 0.5-60min, and may be, for example, 0.5min, 1min, 2min, 5min, 7min, 10min, 12min, 15min, 18min, 20min, 23min, 25min, 27min, 30min, 40min, 50min, or 60 min.
Preferably, the step (2) further comprises a post-treatment step after the mixing.
Preferably, the method of post-treatment is ultrasonic oxygen removal.
In the invention, the ultrasonic deoxidization operation is carried out after the mixing in the step (2), so that oxygen in the mixture can be removed, the influence of the existence of the oxygen on the subsequent crosslinking reaction is avoided, and if the deoxidization operation is not carried out, the finally prepared medical adhesive has poor adhesive forming effect and even can not form adhesive.
As a preferred technical scheme of the invention, the preparation method specifically comprises the following steps:
(1) Uniformly mixing acrylate polyethylene glycol, an acrylic compound, a cross-linking agent and water to obtain a mixed solution A with the mass percentage of 6-50%;
uniformly mixing an optional thickening agent and water to obtain a mixed solution B with the mass percentage of 5-30%;
(2) And (2) uniformly mixing the mixed solution A, the mixed solution B, the buffer solution and the initiator obtained in the step (1), and performing ultrasonic deoxygenation and crosslinking to obtain the medical adhesive glue.
In a third aspect, the present invention provides a use of the medical adhesive according to the first aspect, wherein the use comprises the medical adhesive being used as a wound hemostatic material, a material for sealing and plugging wounds of internal organs and soft tissues, a repair material for rupture of fibrous ring or a drug carrier material for tissue engineering.
Compared with the prior art, the invention has the following beneficial effects:
the medical adhesive glue prepared by the invention has high adhesive strength, can instantly adhere to tissues, has the adhesive strength of 40-88N/m, has good bending fitting performance, can closely fit tissue joints, has biocompatibility and biodegradability, has no toxic or side effect on organisms, and is suitable for wound hemostasis, viscera and soft tissue wound sealing and leaking stoppage, and repair of fiber ring fracture or a drug carrier of tissue engineering.
Drawings
FIG. 1 is a diagram of a medical adhesive prepared in example 1 of the present invention for testing adhesion and fit;
FIG. 2 is a diagram of a flexible bending deformation test of the medical adhesive prepared in example 4 of the present invention;
FIG. 3 is a diagram of a medical adhesive prepared in example 5 of the present invention for testing adhesion and fit.
Detailed Description
The technical scheme of the invention is further explained by the specific implementation mode in combination with the attached drawings. It should be understood by those skilled in the art that the examples are only for the understanding of the present invention and should not be construed as the specific limitation of the present invention.
Some of the feed component sources in the following examples and comparative examples are as follows:
polyethylene glycol methyl ether methacrylate: sigma-Aldrich;
polyethylene glycol methacrylate: lake south China Huateng pharmaceutical Co., ltd;
polyethylene glycol diacrylate: sigma-Aldrich;
methoxy polyethylene glycol acrylate: shanghai West Biotech, inc.;
polyethylene glycol dimethacrylate: sigma-Aldrich;
gelatin: sigma-Aldrich;
sodium alginate: shanghai Maxin Biochemical technologies, inc.
Example 1
The embodiment provides a medical adhesive and a preparation method thereof, wherein the preparation raw materials comprise the following components in parts by weight: 29.8 parts of polyethylene glycol methyl ether methacrylate, 0.2 part of acrylic acid, 0.01 part of polyethylene glycol diacrylate, 0.1 part of sodium hydroxide solution, 5 parts of gelatin, 0.05 part of ammonium persulfate, 0.01 part of methylene blue and 64 parts of water;
the mass percentage of the sodium hydroxide solution is 20%.
The preparation method of the medical adhesive comprises the following steps:
(1) Uniformly mixing polyethylene glycol methyl ether methacrylate, acrylic acid, polyethylene glycol diacrylate, methylene blue and water to obtain a mixed solution A with the mass percentage of 30%;
uniformly mixing gelatin and water to obtain a mixed solution B with the mass percentage of 5%;
(2) And (2) uniformly mixing the mixed solution A, the mixed solution B, a sodium hydroxide solution and ammonium persulfate obtained in the step (1), removing oxygen by ultrasonic waves, and heating to 70 ℃ for crosslinking reaction for 25min to obtain the medical adhesive.
The medical adhesive prepared in this example was subjected to a fitting test, as shown in fig. 1, the medical adhesive provided in this example was cut into a strip of 8cm × 1.5cm, and attached to a steel ruler having a curvature of 120 °, as can be seen from fig. 1, the medical adhesive can be tightly adhered to the steel ruler, which indicates that the medical adhesive is better in fitting.
Example 2
The embodiment provides a medical adhesive and a preparation method thereof, and the preparation raw materials comprise the following components in parts by weight: 6 parts of polyethylene glycol methacrylate, 35 parts of methacrylic acid, 0.1 part of N, N-methylene bisacrylamide, 0.1 part of alkaline buffer solution, 5 parts of sodium alginate, 0.01 part of 2-hydroxy-4- (2-hydroxyethoxy) -2-methyl propiophenone and 52 parts of water;
the alkaline buffer consists of sodium hydroxide and disodium hydrogen phosphate according to a mass ratio of 3.
The preparation method of the medical adhesive comprises the following steps:
(1) Uniformly mixing polyethylene glycol methacrylate, methacrylic acid, N-methylene bisacrylamide and water to obtain a mixed solution A with the mass percentage of 45%;
uniformly mixing sodium alginate and water to obtain a mixed solution B with the mass percentage of 10%;
(2) And (2) uniformly mixing the mixed solution A, the mixed solution B, the alkaline buffer solution and 2-hydroxy-4- (2-hydroxyethoxy) -2-methyl propiophenone obtained in the step (1), removing oxygen by ultrasonic waves, and carrying out photo-crosslinking for 1min under the irradiation of an ultraviolet mercury lamp with the power of 2000W to obtain the medical adhesive.
Example 3
The embodiment provides a medical adhesive and a preparation method thereof, and the preparation raw materials comprise the following components in parts by weight: 50 parts of methoxy polyethylene glycol acrylate, 5 parts of acrylic acid, 0.01 part of polyethylene glycol dimethacrylate, 3 parts of sodium bicarbonate solution, 3 parts of gelatin, 0.01 part of potassium persulfate and 42 parts of water;
the mass percentage of the sodium bicarbonate solution is 30%.
The preparation method of the medical adhesive comprises the following steps:
(1) Uniformly mixing methoxy polyethylene glycol acrylate, acrylic acid, polyethylene glycol dimethacrylate and water to obtain a mixed solution A with the mass percentage of 55%;
evenly mixing gelatin and water to obtain a mixed solution B with the mass percentage of 15%;
(2) And (2) uniformly mixing the mixed solution A, the mixed solution B, the sodium bicarbonate solution and the potassium persulfate obtained in the step (1), removing oxygen by ultrasonic waves, and heating to 65 ℃ for crosslinking reaction for 30min to obtain the medical adhesive.
Example 4
The embodiment provides a medical adhesive and a preparation method thereof, and the preparation raw materials comprise the following components in parts by weight: 20 parts of methoxy polyethylene glycol acrylate, 10 parts of 2-ethyl acrylic acid, 0.01 part of N, N-methylene bisacrylamide, 1 part of alkaline buffer solution, 15 parts of sodium alginate, 0.1 part of ammonium persulfate and 55 parts of water;
the alkaline buffer comprises disodium hydrogen phosphate and sodium hydroxide according to a mass ratio of 1.
The preparation method of the medical adhesive comprises the following steps:
(1) Uniformly mixing methoxy polyethylene glycol acrylate, 2-ethyl acrylic acid, N-methylene bisacrylamide and water to obtain a mixed solution A with the mass percentage of 30%;
uniformly mixing sodium alginate and water to obtain a mixed solution B with the mass percentage of 15%;
(2) And (2) uniformly mixing the mixed solution A, the mixed solution B, the alkaline buffer solution and ammonium persulfate obtained in the step (1), removing oxygen by ultrasonic waves, and heating to 70 ℃ for crosslinking reaction for 30min to obtain the medical adhesive.
The medical adhesive glue prepared in this embodiment is subjected to a flexibility bending test, as shown in fig. 2, the medical adhesive glue provided in this embodiment can be bent by 360 ° to form a circular ring and maintain the stable shape, which indicates that the medical adhesive glue has excellent flexibility bending deformation performance.
Example 5
The embodiment provides a medical adhesive and a preparation method thereof, and the preparation raw materials comprise the following components in parts by weight: 10 parts of polyethylene glycol methacrylate, 15 parts of acrylic acid, 0.05 part of ethylene glycol dimethacrylate, 0.3 part of sodium hydroxide solution, 8 parts of gelatin, 0.05 part of 2-benzyl-2-dimethylamino-1- (4-morpholinylphenyl) butanone, 0.1 part of methylene blue and 68 parts of water;
the mass percentage of the sodium hydroxide solution is 25%.
The preparation method of the medical adhesive comprises the following steps:
(1) Uniformly mixing polyethylene glycol methacrylate, acrylic acid, ethylene glycol dimethacrylate and water to obtain a mixed solution with the mass percentage of 25%;
(2) And (2) uniformly mixing the mixed solution obtained in the step (1), a sodium hydroxide solution and 2-benzyl-2-dimethylamino-1- (4-morpholinylphenyl) butanone, removing oxygen by ultrasonic waves, and performing photo-crosslinking for 2min under the irradiation of an ultraviolet mercury lamp with the power of 2000W to obtain the medical adhesive.
The medical adhesive prepared in this embodiment is subjected to an adhesion and fitting test, as shown in fig. 3, the medical adhesive provided in this embodiment can be tightly adhered to the joints of the hand and can be adhered and fitted along with the bending of the joints, which indicates that the medical adhesive has good adhesion and fitting performance.
Example 6
This example provides a medical adhesive and a method for preparing the same, which are different from example 1 only in that the weight part of the polyethylene glycol diacrylate is 0.001 part; other conditions were the same as in example 1.
Example 7
This example provides a medical adhesive and a method for preparing the same, which are different from example 1 only in that the polyethylene glycol diacrylate is 1 part by weight; other conditions were the same as in example 1.
Comparative example 1
This comparative example provides a medical adhesive and a method for preparing the same, which are different from example 1 only in that the polyethylene glycol diacrylate is present in an amount of 1.2 parts by weight; other conditions were the same as in example 1.
Comparative example 2
The comparative example provides a medical adhesive glue and a preparation method thereof, and the difference from the example 1 is that the raw material components of the medical adhesive glue do not contain polyethylene glycol methyl ether methacrylate, and the weight part of acrylic acid is 30 parts; other conditions were the same as in example 1.
Comparative example 3
The comparative example provides a medical adhesive glue and a preparation method thereof, and the difference from the example 1 is that the raw material components of the medical adhesive glue do not contain acrylic acid, and the weight part of polyethylene glycol methyl ether methacrylate is 30 parts; other conditions were the same as in example 1.
The medical adhesive glue provided by the above examples and comparative examples was tested for its performance according to the following test criteria:
adhesive strength: the test was performed according to the adhesion test method for testing the peel of flexible adhesive glues from relatively hard substrates according to the T-peel test (ASTM D903).
The above examples and comparative examples provide test results of the performance of the medical adhesive glue as shown in table 1:
TABLE 1
Example 1 | Example 2 | Example 3 | Example 4 | Example 5 | |
Adhesive Strength (N/m) | 60 | 42 | 88 | 54 | 40 |
Example 6 | Example 7 | Comparative example 1 | Comparative example 2 | Comparative example 3 | |
Adhesive Strength (N/m) | 48 | 40 | 30 | 28 | 35 |
As can be seen from Table 1 and FIGS. 1 to 3, the medical adhesive prepared by the invention through the design of the raw material components of the medical adhesive has high adhesive strength, can instantly adhere tissues, has the adhesive strength of 40 to 88N/m, has good bending and fitting properties, can tightly fit tissue joints, has biocompatibility and biodegradability, has no toxic or side effect on organisms, and is suitable for wound hemostasis, viscera and soft tissue wound sealing and leakage stoppage, repair of fiber ring fracture or drug carriers of tissue engineering.
Compared with the example 1, if the content of the cross-linking agent in the raw materials for preparing the medical adhesive glue is too large (comparative example 1), the adhesive strength of the prepared medical adhesive glue is lower than 30N/m; if the raw materials for preparing the medical adhesive glue do not contain acrylate polyethylene glycol (comparative example 2) or acrylic compounds (comparative example 3), the prepared adhesive strength is also low. Therefore, the medical adhesive glue with high adhesive strength can be prepared by designing the components and the content of the raw materials for preparing the medical adhesive glue.
The applicant states that the present invention is illustrated by the detailed process flow of the present invention through the above examples, but the present invention is not limited to the above detailed process flow, that is, it does not mean that the present invention must rely on the above detailed process flow to be implemented. It should be understood by those skilled in the art that any modifications of the present invention, equivalent substitutions of the raw materials of the product of the present invention, and the addition of auxiliary components, selection of specific modes, etc., are within the scope and disclosure of the present invention.
Claims (10)
1. The medical adhesive is characterized in that the medical adhesive is prepared from the following raw materials in parts by weight: 6-50 parts of acrylate polyethylene glycol, 0.2-35 parts of acrylic compound, 0.001-1 part of cross-linking agent and 0.1-3 parts of alkaline buffer.
2. The medical adhesive according to claim 1, wherein the acrylate polyethylene glycol is selected from any one of polyethylene glycol methyl ether methacrylate, polyethylene glycol diacrylate, polyethylene glycol dimethacrylate or methoxypolyethylene glycol acrylate or a combination of at least two thereof;
preferably, the weight average molecular weight of the acrylate polyethylene glycol is 300-2000;
preferably, the acrylic compound is selected from any one or at least two compounds of acrylic acid, methacrylic acid or 2-ethacrylic acid.
3. The medical adhesive according to claim 1 or 2, wherein the cross-linking agent is selected from any one or a combination of two of polyethylene glycol diacrylate, N-methylene bisacrylamide, polyethylene glycol dimethacrylate or ethylene glycol dimethacrylate;
preferably, the weight average molecular weight of the cross-linking agent is 300 to 2000;
preferably, the alkaline buffer is selected from any one of sodium hydroxide, sodium bicarbonate or disodium hydrogen phosphate or a combination of at least two of the same;
preferably, the alkaline buffer is an alkaline buffer solution;
preferably, the content of the alkaline buffer in the alkaline buffer solution is 5-30% by mass.
4. The medical adhesive glue according to any one of claims 1 to 3, wherein the raw materials for preparing the medical adhesive glue further comprise 1 to 15 parts of a thickening agent;
preferably, the thickener is selected from gelatin and/or sodium alginate.
5. The medical adhesive according to any one of claims 1 to 4, wherein the raw materials for preparing the medical adhesive further comprise 0.001 to 1 part of an initiator;
preferably, the initiator is selected from a thermal initiator or a photoinitiator;
preferably, the thermal initiator is selected from ammonium persulfate and/or potassium persulfate;
preferably, the photoinitiator is selected from any one or the combination of at least two of 2-hydroxy-4- (2-hydroxyethoxy) -2-methyl propiophenone, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butanone, azodiisobutyronidine hydrochloride or azodiisobutyronidazoline hydrochloride;
preferably, the raw materials for preparing the medical adhesive glue also comprise 50-99 parts of water.
6. A method for preparing the medical adhesive according to any one of claims 1 to 5, wherein the method comprises the following steps:
(1) Mixing acrylate polyethylene glycol, an acrylic compound, a cross-linking agent and water to obtain a mixed solution A;
mixing an optional thickener and water to obtain a mixed solution B;
(2) And (2) mixing the mixed solution A, the mixed solution B, the alkaline buffer and the initiator obtained in the step (1), and then carrying out a crosslinking reaction to obtain the medical adhesive glue.
7. The preparation method according to claim 6, wherein the mixed solution A is 6-50% by mass;
preferably, the mass percentage content of the mixed solution B is 5-30%.
8. The production method according to claim 6 or 7, wherein the crosslinking reaction in the step (2) is selected from a thermal crosslinking reaction or a photo crosslinking reaction;
preferably, the temperature of the thermal crosslinking reaction is 60-80 ℃;
preferably, the photo-crosslinking reaction is a crosslinking reaction under ultraviolet light;
preferably, the time of the crosslinking reaction is 0.5-60min;
preferably, the step (2) further comprises a post-treatment step after the mixing;
preferably, the post-treatment method is ultrasonic oxygen removal.
9. The preparation method according to any one of claims 6 to 8, characterized in that it comprises in particular the steps of:
(1) Uniformly mixing acrylate polyethylene glycol, an acrylic compound, a cross-linking agent and water to obtain a mixed solution A with the mass percentage of 6-50%;
uniformly mixing an optional thickening agent and water to obtain a mixed solution B with the mass percentage of 5-30%;
(2) And (2) uniformly mixing the mixed solution A, the mixed solution B, the buffer solution and the initiator obtained in the step (1), and performing ultrasonic deoxygenation and then performing a crosslinking reaction to obtain the medical adhesive.
10. Use of the medical adhesive according to any one of claims 1 to 5, which comprises the use of the medical adhesive as a wound hemostatic material, a material for visceral and soft tissue wound closure and leakage stoppage, a material for repair of ruptured annulus fibrosus, or a drug carrier material for tissue engineering.
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN115970048A (en) * | 2023-02-24 | 2023-04-18 | 海孵(海南自贸区)医疗科技有限责任公司 | High-moisture-retention polyethylene glycol liquid dressing and preparation method thereof |
CN117860952A (en) * | 2024-03-12 | 2024-04-12 | 颢箔医疗科技(上海)有限公司 | Adhesive material and application thereof |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2002356661A (en) * | 2001-05-30 | 2002-12-13 | Nippon Koden Corp | Pressure sensitive-adhesive composition, method for manufacturing the same, and bioelectric electrodes using the same |
CN101087860A (en) * | 2004-12-03 | 2007-12-12 | 3M创新有限公司 | Process for making pressure sensitive adhesive hydrogels |
CN101955744A (en) * | 2009-07-16 | 2011-01-26 | Lg化学株式会社 | Acrylic pressure sensitive adhesive and method of preparing the same |
CN105169465A (en) * | 2015-07-13 | 2015-12-23 | 广州新诚生物科技有限公司 | Medical anti-adhesion hydrogel dressing and preparation method thereof |
CN111150878A (en) * | 2018-11-07 | 2020-05-15 | 财团法人工业技术研究院 | Biodegradable sealing glue and its use |
CN112391131A (en) * | 2020-11-16 | 2021-02-23 | 中山市皇冠胶粘制品有限公司 | Environment-friendly water-soluble acrylate pressure-sensitive adhesive, adhesive tape and preparation method and application thereof |
-
2021
- 2021-05-14 CN CN202110529414.3A patent/CN115337442A/en active Pending
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2002356661A (en) * | 2001-05-30 | 2002-12-13 | Nippon Koden Corp | Pressure sensitive-adhesive composition, method for manufacturing the same, and bioelectric electrodes using the same |
CN101087860A (en) * | 2004-12-03 | 2007-12-12 | 3M创新有限公司 | Process for making pressure sensitive adhesive hydrogels |
CN101955744A (en) * | 2009-07-16 | 2011-01-26 | Lg化学株式会社 | Acrylic pressure sensitive adhesive and method of preparing the same |
CN105169465A (en) * | 2015-07-13 | 2015-12-23 | 广州新诚生物科技有限公司 | Medical anti-adhesion hydrogel dressing and preparation method thereof |
CN111150878A (en) * | 2018-11-07 | 2020-05-15 | 财团法人工业技术研究院 | Biodegradable sealing glue and its use |
CN112391131A (en) * | 2020-11-16 | 2021-02-23 | 中山市皇冠胶粘制品有限公司 | Environment-friendly water-soluble acrylate pressure-sensitive adhesive, adhesive tape and preparation method and application thereof |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN115970048A (en) * | 2023-02-24 | 2023-04-18 | 海孵(海南自贸区)医疗科技有限责任公司 | High-moisture-retention polyethylene glycol liquid dressing and preparation method thereof |
CN117860952A (en) * | 2024-03-12 | 2024-04-12 | 颢箔医疗科技(上海)有限公司 | Adhesive material and application thereof |
CN117860952B (en) * | 2024-03-12 | 2024-05-24 | 颢箔医疗科技(上海)有限公司 | Adhesive material and application thereof |
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