CN107118305A - A kind of preparation method of anti-adhesion medical polypropylene tissue patching material - Google Patents
A kind of preparation method of anti-adhesion medical polypropylene tissue patching material Download PDFInfo
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- CN107118305A CN107118305A CN201710275552.7A CN201710275552A CN107118305A CN 107118305 A CN107118305 A CN 107118305A CN 201710275552 A CN201710275552 A CN 201710275552A CN 107118305 A CN107118305 A CN 107118305A
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- Prior art keywords
- polypropylene
- preparation
- patching material
- adhesion
- adhesion medical
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F255/00—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00
- C08F255/02—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00 on to polymers of olefins having two or three carbon atoms
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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
- A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
- A61L31/04—Macromolecular materials
- A61L31/048—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
- A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
- A61L31/04—Macromolecular materials
- A61L31/06—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
- A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
- A61L31/14—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
-
- 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
- A61L2400/18—Modification of implant surfaces in order to improve biocompatibility, cell growth, fixation of biomolecules, e.g. plasma treatment
Abstract
It is an object of the invention to provide a kind of preparation method of anti-adhesion medical polypropylene tissue patching material, this method is simple and easy to apply, and polypropylene surface is modified, to obtain the performance of specific hydrophily and Anti cell adhesion.The present invention comprises the following steps:1) polypropylene material is placed in dichloromethane is cleaned by ultrasonic or stirring and washing 3~24 hours is to remove various additives, then 25 DEG C~40 DEG C dryings in an oven;2) above-mentioned polypropylene material is handled 30 seconds~2 minutes by oxygen plasma;3) derivatives monomer of dopamine is synthesized;4) triggered by free radical and form the coating with anti-adhesion properties on polypropylene material surface;5) above-mentioned surface-functionalized polypropylene material PP/PEGMA DMA are taken out, and use deionized water thoroughly cleaning, to remove unreacted PEGMA DMA, after above-mentioned processing routine, the hydrophilic anti-adhesion medical polypropylene material of apparent height are just obtained.
Description
Technical field
The present invention relates to the surface modification technology of medical polypropylene material, more particularly to a kind of use DOPA it is amine-modified poly- third
Alkene film, net, the preparation method of particle or micro-sphere material.
Background technology
Polypropylene (PP) is a kind of thermoplastic resin, is one of current global five big general-purpose plastics, can be divided into isotactic poly- third
Alkene (isotaetic polyprolene), random polypropylene (atactic polypropylene) and syndiotactic polypropylene
Three kinds of (syndiotatic polypropylene).PP is a kind of semi-crystalline material, than polyethylene (polyethylene,
PE) there are bigger hardness and Geng Gao fusing point.Because the polypropylene of homopolymerization type has certain fragility, so usually adding during polymerization
Enter 1%~4% or higher amount ethene as comonomer so as to obtaining the copolymer of polypropylene-polyethylene.Homopolymer type and
The PP materials of copolymer type all have excellent resistance to water soak, antiacid caustic corrosion and antilysis.Polypropylene for medical article has been made
Widely used for medical device materials, such as in addition to as manufacture medical catheter and blood purification filter membrane, also in hernia surgery
Hernia patching material is widely used as in operation.But on the premise of keeping its body mechanical property not to be remarkably decreased, how
Hydrophily, anti-adhesive and biocompatibility of this kind of material etc. are improved, technological difficulties and study hotspot are still.
Polyethylene glycol (Polyethylene glycol, PEG), it is nonpoisonous and tasteless, with higher biocompatibility.PEG is molten
Solution is with good anti-tissue adhesion's performance.Generally it is used to coat relevant position between art, can effectively reduces post-operation adhesion
Generation.And the now existing commercialized PEG listings that prevent adhesion, so for from raw material, PEG is safe and reliable.
The content of the invention
Technical problem:The purpose of the present invention is by way of a kind of novel surface biological modification, to make patching material surface
Performance is changed, and prevents the occurrence probability of adhesion, and the generation of complication is reduced to the full extent.
Technical scheme:In order to solve the above problems, a kind of anti-adhesion medical polypropylene tissue repairing material that the present invention is provided
The preparation method of material is as follows:
Step one:Polypropylene material is placed in dichloromethane ultrasonic cleaning or stirring and washing to remove various additives, so
Dry in an oven afterwards;
Step 2:Above-mentioned polypropylene material is handled by oxygen plasma, it is standby;
Step 3:Take sodium tetraborate decahydrate and sodium acid carbonate to be put into round-bottomed flask, be passed through nitrogen gas stirring;
Step 4:Add Dopamine hydrochloride monomer;
Step 5:Methacrylic anhydride is added and is slowly added dropwise after being sufficiently mixed in tetrahydrofuran to the solution of step 4
In, and sodium hydroxide solution regulation pH value, make pH > 8.0, and in environment temperature, reacted under nitrogen protective condition;
Step 6:Ethyl acetate is added into the solution of step 5 to wash twice, and is discarded ethyl acetate layer, is added thereto
Salt acid for adjusting pH value, makes pH < 2.0, and extracted with ethyl acetate;
Step 7:Extract in combining step six, and add anhydrous magnesium sulfate drying;
Step 8:By the liquid in rotation evaporation in step 7, and it is added into n-hexane, after standing, discards n-hexane,
Collect precipitation and in vacuum drying;Obtain dopamine methacrylate DMA;
Step 9:Take PEG methyl methacrylate to add in DMF, be passed through nitrogen gas stirring;
Step 10:Take DMA to be dissolved in solution described in step 9, and be separately added into azodiisobutyronitrile AIBN and step 2
Treated polypropylene material, more than 65 DEG C reactions;
Step 11:Reacted polypropylene material in step 10 is taken out, and cleans, dry in distilled water;Through above-mentioned
After processing routine, the hydrophilic anti-adhesion medical polypropylene tissue patching material of apparent height is just obtained.
Wherein, described polypropylene material includes isotactic polypropylene isotaeticpolyprolene, random polypropylene
Atacticpolypropylene or syndiotactic polypropylene syndiotaticpolypropylene and addition 1~4wt% ethene
Random copolymer RCP or the blocked copolymer of ethylene contents more at high proportion,
Described polypropylene material shape includes one or more of combinations of film, net, silk, particle or microballoon.
Described Dopamine hydrochloride monomer is the Dopamine hydrochloride monomer powders that purity is 98%.
PH=1.0~2.0 in described step six.
PH=8.0~9.0 in described step five.
The 65 DEG C of stirring reaction temperature of being more than used in described step ten are 65 DEG C~70 DEG C, the reaction time is 8~
24 hours;
Molecular weight used in described PEG methyl methacrylate is Mw=360.
The concentration that the sodium hydroxide solution of pH value is adjusted in described step five is 1mol/L.
The concentration of hydrochloric acid that pH value addition is adjusted in described step six is 6mol/L.
Beneficial effect:In today's society, hernia incidence rises year by year, medically mainly takes Using prosthesis to repair at present
Mode solve this problem, most repairing prosthetic materials now are exactly propene polymer patch, but due to material itself
Characteristic makes after Using prosthesis with time lengthening, is sticked together in patient's body with internal organs, cause patient feel internal foreign body sensation or
Bring serious complication, such as chronic ache, intestinal obstruction, bowel narrow etc..The purpose of the present invention is by a kind of novel table
Face bio-modification mode, makes patching material surface property change, and prevents the occurrence probability of adhesion, reduces to the full extent simultaneously
Send out the generation of disease.
Embodiment
Embodiment 1
1. by 0.5g PP GRANULESs (or microballoon), cleaned with dichloromethane three times, each 20mL, scavenging period 3 hours,
And dried 24 hours under the conditions of 40 DEG C.
2. above-mentioned polypropylene material is handled 2 minutes by oxygen plasma.
3. taking 10g sodium tetraborate decahydrates and 4g sodium acid carbonates to be put into 500ml round-bottomed flasks, nitrogen gas stirring 20min is passed through.
4. 5g Dopamine hydrochloride monomers are added in step 3.
It is slowly added dropwise 5. 5ml methacrylic anhydrides are added after being sufficiently mixed in 20ml tetrahydrofurans to the solution of step 4
In, and pH is adjusted with 1mol/L sodium hydroxide solution, make pH=8.0, and in 25 DEG C of environment, reacted under nitrogen protective condition
14 hours.
6. adding 100ml ethyl acetate into the solution of step 5 to wash twice, ethyl acetate layer is discarded.Add thereto
6mol/L salt acid for adjusting pH, makes pH=2.0, and extracted 3 times with 100ml ethyl acetate.
7. the extract in combining step 6, and add 2g anhydrous magnesium sulfates drying 24 hours.
8. the liquid in rotation in step 7 is evaporated into 50ml, and it is added dropwise in 400ml n-hexanes, is placed in 4 DEG C
24 hours, n-hexane is discarded, precipitation is collected and is dried in vacuo 24 hours at 25 DEG C;Obtain dopamine methacrylate (DMA).
9. taking 0.0055mol polyethylene glycol methyl methacrylate to add in 30ml DMFs, nitrogen is passed through
Gas agitating 20 minutes.
10. taking 0.0011mol DMA to be dissolved in solution described in step 9, and it is separately added into 0.033g azodiisobutyronitriles
(AIBN) reacted 8 hours in, the polypropylene material in step 2,65 DEG C of environment.
11. taking out the polypropylene material in step 10, and cleaned 10 minutes in distilled water, 12 are dried in 40 DEG C of environment small
When.Obtain after above-mentioned processing routine, apparent height hydrophily and the PP GRANULES for preventing cell adherence.
Embodiment 2
1. PP GRANULES is laid on one piece of flake aluminum, it is heated to melting on magnetic force heating stirrer, then will
Another aluminium flake is pressed on the PP GRANULES of thawing, controls thickness, and polypropylene screen is made.Film thickness is about 0.1mm, and diameter is big
Small about 2cm.
2. by step 1 or polypropylene screen is cleaned three times with dichloromethane, each 20mL, scavenging period 3 hours, and 40
Dried 24 hours under the conditions of DEG C.
3. above-mentioned polypropylene sheet is handled 2 minutes by oxygen plasma.
4. taking 10g sodium tetraborate decahydrates and 4g sodium acid carbonates to be put into 500ml round-bottomed flasks, nitrogen gas stirring 20min is passed through.
5. 5g Dopamine hydrochloride monomers are added in step 3.
It is slowly added dropwise 6. 5ml methacrylic anhydrides are added after being sufficiently mixed in 20ml tetrahydrofurans to the solution of step 5
In, and pH is adjusted with 1mol/L sodium hydroxide solution, make pH=9.0, and in 25 DEG C of environment, reacted under nitrogen protective condition
14 hours.
7. adding 100ml ethyl acetate into the solution of step 6 to wash twice, ethyl acetate layer is discarded.Add thereto
6mol/L salt acid for adjusting pH, makes pH=2.0, and extracted 3 times with 100ml ethyl acetate.
8. the extract in combining step 7, and add 2g anhydrous magnesium sulfates drying 24 hours.
9. the liquid in rotation in step 8 is evaporated into 50ml, and it is added dropwise in 400ml n-hexanes, is placed in 24 in 4 DEG C
Hour, n-hexane is discarded, precipitation is collected and is dried in vacuo 24 hours at 25 DEG C;Obtain dopamine methacrylate (DMA).
10. taking 0.0055mol polyethylene glycol methyl methacrylate to add in 30ml DMFs, it is passed through
Nitrogen gas stirring 30 minutes.
11. taking 0.0011mol DMA to be dissolved in solution described in step 10, and it is separately added into 0.033g azodiisobutyronitriles
(AIBN) reacted 8 hours in, the polypropylene material in step 3,70 DEG C of environment.
12. taking out the polypropylene material in step 11, and cleaned 10 minutes in distilled water, 12 are dried in 40 DEG C of environment small
When.Obtain after above-mentioned processing routine, just obtain apparent height hydrophily and prevent the polypropylene sheet of cell adherence.
Embodiment 3
1. under normal temperature, by polypropylene net (2cm × 2cm) 50g/m2Cleaned with dichloromethane or acetone three times, each 20mL,
Scavenging period 3 hours, and dried 24 hours under the conditions of 40 DEG C.
2. above-mentioned polypropylene net is handled 2 minutes by oxygen plasma.
3. taking 10g sodium tetraborate decahydrates and 4g sodium acid carbonates to be put into 500ml round-bottomed flasks, nitrogen gas stirring 20min is passed through.
4. 5g Dopamine hydrochloride monomers are added in step 3.
It is slowly added dropwise 5. 5ml methacrylic anhydrides are added after being sufficiently mixed in 20ml tetrahydrofurans to the solution of step 4
In, and pH is adjusted with 1mol/L sodium hydroxide solution, make pH=9.0, and in 25 DEG C of environment, reacted under nitrogen protective condition
14 hours.
6. adding 100ml ethyl acetate into the solution of step 5 to wash twice, ethyl acetate layer is discarded.Add thereto
6mol/L salt acid for adjusting pH, makes pH=2.0, and extracted 3 times with 100ml ethyl acetate.
7. the extract in combining step 6, and add 2g anhydrous magnesium sulfates drying 24 hours.
8.:Liquid in rotation in step 7 is evaporated to 50ml, and is added dropwise in 400ml n-hexanes, is placed in 4 DEG C
24 hours, n-hexane is discarded, precipitation is collected and is dried in vacuo 24 hours at 25 DEG C;Obtain dopamine methacrylate (DMA).
9. taking 0.0055mol polyethylene glycol methyl methacrylate to add in 30ml DMFs, nitrogen is passed through
Gas agitating 20 minutes.
10. taking 0.0011mol DMA to be dissolved in solution described in step 9, and it is separately added into 0.033g azodiisobutyronitriles
(AIBN) reacted 14 hours in, the polypropylene material in step 2,65 DEG C of environment.
11. taking out the polypropylene material in step 10, and cleaned 15 minutes in distilled water, 24 are dried in 40 DEG C of environment small
When.After above-mentioned processing routine, just obtain apparent height hydrophily and prevent the polypropylene net of cell adherence.
Claims (10)
1. a kind of preparation method of anti-adhesion medical polypropylene tissue patching material, it is characterised in that this method includes following step
Suddenly:
Step one:Polypropylene material is placed in dichloromethane ultrasonic cleaning or stirring and washing to remove various additives, Ran Hou
Dried in baking oven;
Step 2:Above-mentioned polypropylene material is handled by oxygen plasma, it is standby;
Step 3:Take sodium tetraborate decahydrate and sodium acid carbonate to be put into round-bottomed flask, be passed through nitrogen gas stirring;
Step 4:Add Dopamine hydrochloride monomer;
Step 5:Methacrylic anhydride is added and is slowly added dropwise after being sufficiently mixed in tetrahydrofuran into the solution of step 4, and
Sodium hydroxide solution adjusts pH value, makes pH > 8.0, and in environment temperature, is reacted under nitrogen protective condition;
Step 6:Ethyl acetate is added into the solution of step 5 to wash twice, and discards ethyl acetate layer, hydrochloric acid is added thereto
PH value is adjusted, makes pH < 2.0, and extracted with ethyl acetate;
Step 7:Extract in combining step six, and add anhydrous magnesium sulfate drying;
Step 8:By the liquid in rotation evaporation in step 7, and it is added into n-hexane, after standing, discards n-hexane, collect
Precipitate and in vacuum drying;Obtain dopamine methacrylate DMA;
Step 9:Take PEG methyl methacrylate to add in DMF, be passed through nitrogen gas stirring;
Step 10:Take DMA to be dissolved in solution described in step 9, and be separately added into processing in azodiisobutyronitrile AIBN and step 2
The polypropylene material crossed, more than 65 DEG C reactions;
Step 11:Reacted polypropylene material in step 10 is taken out, and cleans, dry in distilled water;Through above-mentioned processing
After program, the hydrophilic anti-adhesion medical polypropylene tissue patching material of apparent height is just obtained.
2. the preparation method of anti-adhesion medical polypropylene tissue patching material according to claim 1, it is characterised in that institute
The polypropylene material stated includes isotactic polypropylene isotaeticpolyprolene, random polypropylene
Atacticpolypropylene or syndiotactic polypropylene syndiotaticpolypropylene and addition 1~4wt% ethene
Random copolymer RCP or the blocked copolymer of ethylene contents more at high proportion.
3. the preparation method of anti-adhesion medical polypropylene tissue patching material according to claim 1, it is characterised in that institute
The polypropylene material shape stated includes one or more of combinations of film, net, silk, particle or microballoon.
4. the preparation method of anti-adhesion medical polypropylene tissue patching material according to claim 1, it is characterised in that institute
The Dopamine hydrochloride monomer stated is the Dopamine hydrochloride monomer powders that purity is 98%.
5. the preparation method of anti-adhesion medical polypropylene tissue patching material according to claim 1, it is characterised in that institute
PH=1.0~2.0 in the step of stating six.
6. the preparation method of anti-adhesion medical polypropylene tissue patching material according to claim 1, it is characterised in that institute
PH=8.0~9.0 in the step of stating five.
7. the preparation method of anti-adhesion medical polypropylene tissue patching material according to claim 1, it is characterised in that institute
The 65 DEG C of stirring reaction temperature that are more than used in the step of stating ten are 65 DEG C~70 DEG C, and the reaction time is 8~24 hours.
8. the preparation method of anti-adhesion medical polypropylene tissue patching material according to claim 1, it is characterised in that institute
Molecular weight used in the PEG methyl methacrylate stated is Mw=360.
9. the preparation method of anti-adhesion medical polypropylene tissue patching material according to claim 1, it is characterised in that institute
The concentration that the sodium hydroxide solution of pH value is adjusted in the step of stating five is 1mol/L.
10. the preparation method of anti-adhesion medical polypropylene tissue patching material according to claim 1, it is characterised in that
The concentration of hydrochloric acid that pH value addition is adjusted in described step six is 6mol/L.
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN114106361A (en) * | 2020-08-25 | 2022-03-01 | 苏州至善新材料科技有限公司 | Polypropylene material loaded with zwitterionic polymer coating and preparation method thereof |
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CN114106361B (en) * | 2020-08-25 | 2024-04-05 | 苏州至善新材料科技有限公司 | Polypropylene material loaded with zwitterionic polymer coating and preparation method thereof |
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