CN108721683A - A kind of preparation method of biodegradable hemostasis mesh sheet - Google Patents
A kind of preparation method of biodegradable hemostasis mesh sheet Download PDFInfo
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- CN108721683A CN108721683A CN201810499233.9A CN201810499233A CN108721683A CN 108721683 A CN108721683 A CN 108721683A CN 201810499233 A CN201810499233 A CN 201810499233A CN 108721683 A CN108721683 A CN 108721683A
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- Prior art keywords
- mesh sheet
- hemostasis
- polyethylene glycol
- biodegradable
- preparation
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- 230000023597 hemostasis Effects 0.000 title claims abstract description 21
- 238000002360 preparation method Methods 0.000 title claims abstract description 14
- 239000002202 Polyethylene glycol Substances 0.000 claims abstract description 25
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract description 25
- 239000000203 mixture Substances 0.000 claims abstract description 17
- 229920001577 copolymer Polymers 0.000 claims abstract description 13
- 239000000835 fiber Substances 0.000 claims abstract description 9
- 238000002074 melt spinning Methods 0.000 claims abstract description 7
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 20
- 229910052786 argon Inorganic materials 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 claims description 10
- 239000007789 gas Substances 0.000 claims description 10
- RKDVKSZUMVYZHH-UHFFFAOYSA-N 1,4-dioxane-2,5-dione Chemical compound O=C1COC(=O)CO1 RKDVKSZUMVYZHH-UHFFFAOYSA-N 0.000 claims description 6
- JBFHTYHTHYHCDJ-UHFFFAOYSA-N gamma-caprolactone Chemical compound CCC1CCC(=O)O1 JBFHTYHTHYHCDJ-UHFFFAOYSA-N 0.000 claims description 5
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 claims description 5
- 239000004970 Chain extender Substances 0.000 claims description 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 3
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical class O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 claims description 3
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 2
- 230000007613 environmental effect Effects 0.000 claims description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 2
- 230000000694 effects Effects 0.000 abstract description 4
- 102000012286 Chitinases Human genes 0.000 abstract description 2
- 108010022172 Chitinases Proteins 0.000 abstract description 2
- 230000007547 defect Effects 0.000 abstract description 2
- 229920005615 natural polymer Polymers 0.000 abstract description 2
- 230000001681 protective effect Effects 0.000 abstract description 2
- 239000002904 solvent Substances 0.000 abstract description 2
- 238000009987 spinning Methods 0.000 abstract 1
- 239000000463 material Substances 0.000 description 11
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 5
- 239000001768 carboxy methyl cellulose Substances 0.000 description 5
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 5
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 5
- 230000002439 hemostatic effect Effects 0.000 description 4
- 230000015556 catabolic process Effects 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 238000006731 degradation reaction Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002324 minimally invasive surgery Methods 0.000 description 2
- 102000008186 Collagen Human genes 0.000 description 1
- 108010035532 Collagen Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 229920001436 collagen Polymers 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 238000005213 imbibition Methods 0.000 description 1
- 230000005934 immune activation Effects 0.000 description 1
- 238000009940 knitting Methods 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 230000009385 viral infection Effects 0.000 description 1
- 230000010148 water-pollination Effects 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical group O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 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
- 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
- A61L24/001—Use of materials characterised by their function or physical properties
-
- 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
- A61L2400/00—Materials characterised by their function or physical properties
- A61L2400/04—Materials for stopping bleeding
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Surgery (AREA)
- Epidemiology (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials For Medical Uses (AREA)
Abstract
The invention discloses a kind of preparation methods of biodegradable hemostasis mesh sheet, and feature is first to prepare polyethylene glycol(L- lactide coglycolides -6-caprolactone)Segmented copolymer, then spinning is carried out to it and is woven into mesh sheet, obtain biodegradable hemostasis mesh sheet;Advantage is prepared polyethylene glycol(L- lactide coglycolides -6-caprolactone)Segmented copolymer compliance is good, is spun into soft after fiber, overcomes the hard and rough defect of natural polymer hemostasis mesh sheet;And the composition for mesh sheet of stopping blooding can all be degraded by human chitinase, therefore it is with good biocompatibility;In addition, being shaped to mesh sheet by melt spinning, preparation method is more environmentally protective, use it is safer because of no solvent residue, to the less side effects of tissue.
Description
Technical field
The present invention relates to the preparation method of hemostatic material in medical use more particularly to a kind of preparation sides of biodegradable hemostasis mesh sheet
Method.
Background technology
Needle holder being applied to surgery Minimally is very extensive in the world, and Minimally Invasive Surgery is because of the small group made after cutting in operable space
Knitting can only be by hemostasis with packs, and the taking-up that should not perform the operation again, therefore, Absorbable hemostatic material has obtained extensively in Minimally Invasive Surgery
General application.For the Absorbable hemostatic material of Clinical practice based on sodium carboxymethylcellulose, this kind of material can be internal at present
A variety of enzymes be degraded to small fragment or small molecule, be then absorbed by the body or be discharged.However, the degradation production of sodium carboxymethylcellulose
Object is acidic materials, is easy to cause acid excessive in local organization and generate harm to tissue.Meanwhile sodium carboxymethylcellulose
It is made by cellulose through chemically reacting, there may be source difference, unstable quality, difference in material properties are big for raw material cellulose
The problems such as, weave into after mesh sheet that not only texture is harder, but also cause imbibition rate and rate of liquid aspiration to be both needed to since hydrophily is not good enough
It further increases.Moreover, because molecular weight cellulose is big, it is difficult to which homogeneous phase solution is made, the chemical reaction being modified to it cannot be equal
Occur on entire strand evenly, the performance so as to cause sodium carboxymethylcellulose material is uneven, influences having for its hemostasis
Effect property.
In addition to sodium carboxymethylcellulose, also a kind of more common hemostatic material is the protides high scores such as collagen and gelatin
Son.This kind of material is easy to happen immune activation, microorganism and virus infection etc. in use since it is animal origin
Potential risks, when especially needing the amount of bleeding using more such product more, risk bigger.On the other hand, protein-based material
Material makes its product be generated in performance greatly poor due to differences such as the place of production, feeding time, animal species, post-processing modes
Different and unstability.
Invention content
That technical problem to be solved by the invention is to provide a kind of texture is soft, safety is good, Small side effects and degradation speed
The preparation method of the adjustable biodegradable hemostasis mesh sheet of rate.
Technical solution is used by the present invention solves above-mentioned technical problem:A kind of preparation side of biodegradable hemostasis mesh sheet
Method, including step in detail below:
(1), weigh weight average molecular weight be 2000~10000 polyethylene glycol be put into reaction kettle, and be added molar ratio be 1:1:1
L- lactides, glycolide, 6-caprolactone mixture, the mass ratio for controlling polyethylene glycol and mixture is 1:1~5, then add
Enter the stannous octoate for being 0.001~0.1% with the total mass ratio of polyethylene glycol and mixture, argon gas at a temperature of 120~160 DEG C
It is reacted 20~40 hours in environmental protection;
(2), be added with polyethylene glycol equimolar than chain extender, stirred in argon gas protection environment at a temperature of 100~150 DEG C
Reaction 20~40 hours, obtains polyethylene glycol(L- lactide coglycolides -6-caprolactone)Segmented copolymer;
(3), segmented copolymer obtained above is granulated, the fibre that fibre diameter is 0.1~0.5mm is obtained by melt spinning
Silk is tieed up, then filament is weaved into the mesh sheet of multiple aperture on demand by braider, obtains biodegradable hemostasis mesh sheet.
Further, the chain extender be cyclohexyl Isosorbide-5-Nitrae-diisocyanate, 4,4 '-di-2-ethylhexylphosphine oxide phenyl isocyanates,
4,4 '-hexylmethanes or hexamethylene diisocyanate.
Compared with prior art, it is an advantage of the invention that prepared polyethylene glycol(L- lactide coglycolides-ε-oneself
Lactone)Segmented copolymer compliance is good, is spun into soft after fiber, and it is hard and rough to overcome natural polymer hemostasis mesh sheet
Defect;And the composition for mesh sheet of stopping blooding can all be degraded by human chitinase, therefore it is with good biocompatibility;It is handed over by L- third
The copolymer that three kinds of ester, glycolide and 6-caprolactone monomer polymerizations obtain, can neatly adjust as needed component proportion to
Its degradation rate is adjusted, preferably to match organizations needs;In addition, being shaped to mesh sheet, preparation side by melt spinning
Method is more environmentally protective, use it is safer because of no solvent residue, to the less side effects of tissue.
Specific implementation mode
Present invention is further described in detail with reference to embodiments.
Embodiment one:A kind of preparation method of biodegradable hemostasis mesh sheet, including step in detail below:
(1), weigh weight average molecular weight(Mw)It is put into reaction kettle for 2000 polyethylene glycol, and it is 1 that molar ratio, which is added,:1:1
The mixture of L- lactides, glycolide, 6-caprolactone, the mass ratio for controlling polyethylene glycol and mixture is 1:1, it adds and gathers
The stannous octoate that the total mass ratio of ethylene glycol and mixture is 0.01%, reaction 40 is small in argon gas protection environment at a temperature of 120 DEG C
When;
(2), be added with polyethylene glycol equimolar than cyclohexyl Isosorbide-5-Nitrae-diisocyanate, at a temperature of 100 DEG C argon gas protect
It is stirred to react in environment 40 hours, obtains polyethylene glycol(L- lactide coglycolides -6-caprolactone)Segmented copolymer;
(3), segmented copolymer obtained above is granulated, the filament that fibre diameter is 0.3mm is obtained by melt spinning,
The mesh sheet that filament is weaved into multiple aperture on demand by braider again obtains biodegradable hemostasis mesh sheet.
Embodiment two:A kind of preparation method of biodegradable hemostasis mesh sheet, including step in detail below:
(1), weigh weight average molecular weight(Mw)It is put into reaction kettle for 10000 polyethylene glycol, and it is 1 that molar ratio, which is added,:1:1
The mixture of L- lactides, glycolide, 6-caprolactone, the mass ratio for controlling polyethylene glycol and mixture is 1:3, it adds and gathers
The stannous octoate that the total mass ratio of ethylene glycol and mixture is 0.1%, reaction 20 is small in argon gas protection environment at a temperature of 160 DEG C
When;
(2), be added with polyethylene glycol equimolar than 4,4 '-di-2-ethylhexylphosphine oxide phenyl isocyanates, at a temperature of 120 DEG C argon gas protect
It is stirred to react in retaining ring border 30 hours, obtains polyethylene glycol(L- lactide coglycolides -6-caprolactone)Multiblock
Object;
(3), segmented copolymer obtained above is granulated, the filament that fibre diameter is 0.1mm is obtained by melt spinning,
The mesh sheet that filament is weaved into multiple aperture on demand by braider again obtains biodegradable hemostasis mesh sheet.
Embodiment three:A kind of preparation method of biodegradable hemostasis mesh sheet, including step in detail below:
(1), weigh weight average molecular weight(Mw)It is put into reaction kettle for 6000 polyethylene glycol, and it is 1 that molar ratio, which is added,:1:1
The mixture of L- lactides, glycolide, 6-caprolactone, the mass ratio for controlling polyethylene glycol and mixture is 1:5, it adds and gathers
The stannous octoate that the total mass ratio of ethylene glycol and mixture is 0.008%, reacts 35 at a temperature of 140 DEG C in argon gas protection environment
Hour;
(2), be added with polyethylene glycol equimolar than 4,4 '-hexylmethanes, argon at a temperature of 150 DEG C
It is stirred to react in gas shielded environment 20 hours, obtains polyethylene glycol(L- lactide coglycolides -6-caprolactone)More blocks
Copolymer;
(3), segmented copolymer obtained above is granulated, the filament that fibre diameter is 0.5mm is obtained by melt spinning,
The mesh sheet that filament is weaved into multiple aperture on demand by braider again obtains biodegradable hemostasis mesh sheet.
Claims (2)
1. a kind of preparation method of biodegradable hemostasis mesh sheet, it is characterised in that including step in detail below:
(1), weigh weight average molecular weight be 2000~10000 polyethylene glycol be put into reaction kettle, and be added molar ratio be 1:1:1
L- lactides, glycolide, 6-caprolactone mixture, the mass ratio for controlling polyethylene glycol and mixture is 1:1~5, then add
Enter the stannous octoate for being 0.001~0.1% with the total mass ratio of polyethylene glycol and mixture, argon gas at a temperature of 120~160 DEG C
It is reacted 20~40 hours in environmental protection;
(2), be added with polyethylene glycol equimolar than chain extender, stirred in argon gas protection environment at a temperature of 100~150 DEG C
Reaction 20~40 hours, obtains polyethylene glycol(L- lactide coglycolides -6-caprolactone)Segmented copolymer;
(3), segmented copolymer obtained above is granulated, the fibre that fibre diameter is 0.1~0.5mm is obtained by melt spinning
Silk is tieed up, then filament is weaved into the mesh sheet of multiple aperture on demand by braider, obtains biodegradable hemostasis mesh sheet.
2. a kind of preparation method of biodegradable hemostasis mesh sheet as described in claim 1, it is characterised in that:The chain extender
For cyclohexyl 1,4- diisocyanate, 4,4 '-di-2-ethylhexylphosphine oxide phenyl isocyanates, 4,4 '-hexylmethanes or
Hexamethylene diisocyanate.
Priority Applications (1)
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CN201810499233.9A CN108721683A (en) | 2018-05-23 | 2018-05-23 | A kind of preparation method of biodegradable hemostasis mesh sheet |
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CN201810499233.9A CN108721683A (en) | 2018-05-23 | 2018-05-23 | A kind of preparation method of biodegradable hemostasis mesh sheet |
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CN201810499233.9A Pending CN108721683A (en) | 2018-05-23 | 2018-05-23 | A kind of preparation method of biodegradable hemostasis mesh sheet |
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Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1771061A (en) * | 2003-01-09 | 2006-05-10 | 聚合物器官股份有限公司 | Biomedical foams |
CN103495211A (en) * | 2013-10-15 | 2014-01-08 | 山东赛克赛斯药业科技有限公司 | Absorbable anti-adhesive membrane for cardiac surgery and preparation method of absorbable anti-adhesive membrane |
CN104031287A (en) * | 2014-06-19 | 2014-09-10 | 山东赛克赛斯药业科技有限公司 | Preparation method of biodegradable nasal hemostatic sponge |
US8927001B2 (en) * | 2005-06-15 | 2015-01-06 | Poly-Med, Inc. | Bioswellable, crystalline, amphiphilic, block/graft polymers and applications thereof |
CN104744661A (en) * | 2015-03-03 | 2015-07-01 | 宁波市医疗中心李惠利医院 | Hydrophilic degradable segmented polyurethane as well as preparation method and application thereof |
CN106279644A (en) * | 2016-08-11 | 2017-01-04 | 江苏邦士医疗科技有限公司 | A kind of Biodegradable high molecular absorbable hemostatic sponge and preparation method thereof |
-
2018
- 2018-05-23 CN CN201810499233.9A patent/CN108721683A/en active Pending
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1771061A (en) * | 2003-01-09 | 2006-05-10 | 聚合物器官股份有限公司 | Biomedical foams |
US8927001B2 (en) * | 2005-06-15 | 2015-01-06 | Poly-Med, Inc. | Bioswellable, crystalline, amphiphilic, block/graft polymers and applications thereof |
CN103495211A (en) * | 2013-10-15 | 2014-01-08 | 山东赛克赛斯药业科技有限公司 | Absorbable anti-adhesive membrane for cardiac surgery and preparation method of absorbable anti-adhesive membrane |
CN104031287A (en) * | 2014-06-19 | 2014-09-10 | 山东赛克赛斯药业科技有限公司 | Preparation method of biodegradable nasal hemostatic sponge |
CN104744661A (en) * | 2015-03-03 | 2015-07-01 | 宁波市医疗中心李惠利医院 | Hydrophilic degradable segmented polyurethane as well as preparation method and application thereof |
CN106279644A (en) * | 2016-08-11 | 2017-01-04 | 江苏邦士医疗科技有限公司 | A kind of Biodegradable high molecular absorbable hemostatic sponge and preparation method thereof |
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