CN104721875B - A kind of hydrophilic silicone rubber medical dressing and preparation method thereof - Google Patents
A kind of hydrophilic silicone rubber medical dressing and preparation method thereof Download PDFInfo
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Abstract
The present invention relates to a kind of hydrophilic silicone rubber medical dressing and preparation method thereof.This hydrophilic silicone rubber medical dressing is made up of matrix and top layer graft, and matrix is made up of silastic material；Top layer graft is to be made up of hydroaropic substance；Described silastic material includes room temperature vulcanized silicone rubber or heat vulcanized silicone rubber；Hydroaropic substance includes cellulose derivative, Chitosan-phospholipid complex, chondroitin sulfates material, polyamino acid, synthesis polypeptide or collagen protein.The water logging lubricant nature on the silicon rubber film surface of present invention preparation preferably, has good biocompatibility.
Description
Technical field
The invention belongs to field of biomedical materials, it is specifically related to a kind of hydrophilic silicone rubber medical dressing and its preparation
Method.
Background technology
Medical dressing, as the covering of wound, in wound healing process, can substitute impaired skin and play temporarily
The barrier action of when property, it is to avoid or control wound infection, it is provided with the environment beneficial to wound healing.Domestic medical dressing market is very
Huge, domestic have tens million of person-times to cause skin trauma because of contingency or operation every year, the pressure ulcer that brings because of aged tendency of population,
Chronic skin injury that the diseases such as diabetes, varicosis cause etc., makes use up to tens people of national medical dressing
Coin.In recent years, China's medical reform push forward comprehensively and product hard requirement amount is big, make China's medical dressing market scale to exceed
30% annual compound growth rate carries out rapid growth.But, the medical dressing more than 80% that current China uses remain with gauze,
Low side traditional dressing based on Cotton Gossypii.Gauze, the traditional dressing of Cotton Gossypii class have quick absorbing wound exudate, production and processing
Journey is simple, low price the advantages of, but traditional dressing can cause wound surface dehydration, antibacterial to penetrate readily through in use
, when easily sticking together wound, changing the problems such as lead to mechanicalness to be damaged again.Raising clinical care being required with all kinds of patients,
Medical dressing quickly grows, and various high-performance dressing continue to bring out and are used for clinic, and high-end medical dressing is in reality
Value in clinical practice also more and more higher.It is huge that the high-end medical dressing of China's clinical practice relies primarily on import Europe, the United States industry
The product of head.Therefore exploitation has the high-end medical dressing product of independent intellectual property right and brand, has very important economy
Meaning and social meaning.
The raw material sources of business-like medical dressing mainly have natural material class, synthesis macromolecular material class, inorganic at present
Material class and composite class.According to respective property and feature, these materials are processed to film type, foam type, Nanowire
The multi-forms such as d type, glue build, aquogel type.No matter how are the material of dressing and form, novel high-performance medical dressing
All should have the following characteristics that：1) no cytotoxicity, non-stimulated, no sensitization, reduce the scratchiness of wound and surrounding skin；
2) wound management can be actively engaged in, control sepage amount, keep suitable moist environment；3）Slough or sense can be promoted
Dye tissue is separated with wound surface, promotes wound healing；4) prevent the intrusion of microorganism, foreign particle and toxic component, reduce wound
Mouthfeel contaminates；5) allow oxygen and vapor penetrating, adjust wound temperature, reduce wound feeling of oppression and heat and burn feeling；6) and wound
Bonding is firm, but adhesion wound, it is to avoid injure again；7) replacement frequency is few, transparent visual, beneficial to observation.
The utility patent of Application No. 201020686693.1 discloses a kind of medical dressing/based composite dressing for medical use, this doctor
Formed by the entanglement obvolvent between fiber using alginic acid fibre with dressing body, there is good hygroscopicity；Composite medical
Dressing is used as adhesive linkage by medical adhesive, medical dressing is combined composition with foam medical dressing, increased the suction of medical dressing
Wet performance and antibacterial shielding propertiess.But, this medical dressing/based composite dressing for medical use adopts alginic acid as body, product cost
High；Based composite dressing for medical use adopts physics mode bonding, and bonding force is weak.Overall manufacturing high cost, there is a foregone conclusion in industrial applications
Sex-limited.
The Chinese patent application of Application No. 201210358951.7 discloses a kind of feature medical dressing, and this dressing is originally
Body is made by the way of medical cotton fiber is interweaved by longitude and latitude with chitin fiber, in imbibition, stops blooding, relieves the pain, promoting wound surface
Healing etc. aspect respond well.But, this patent bulk material employs medical cotton fiber, comprises conventional medical dressing and adds
The limitation that value is low, product growing ability is limited；And medical cotton fiber and chitin fiber interweave composition body, shitosan function
Face is discontinuous, has the newly-generated granulation tissue of cotton fiber adhesion not covering shitosan, the risk increasing patient suffering.
In the domestic market, it is only limitted to protect the conventional medical dressing of wound surface still to occupy an leading position, its finished product benefit is high,
Added value is relatively low, profit margin is less, product growing ability is limited.Develop high-end medical dressing so as to no longer be only limitted to protect
Wound surface, also has quickening speed of wound healing, improves healing quality, reduces medical dressing consumption, notable shortening nursing time, is
The developing direction in the following medical dressing market of exploitation.
Content of the invention：
It is an object of the invention to provide a kind of hydrophilic silicone rubber medical dressing and preparation method thereof, it is mainly used in biology
Field of medical materials, particularly medical dressing.
The hydrophilic silicone rubber medical dressing of the present invention is made up of matrix and top layer graft.
The matrix of the silicon rubber film of the present invention is made up of silicone rubber, has no sensitization and good biocompatibility.
The top layer graft of the silicon rubber film of the present invention is made up of biomacromolecule material, has antibacterial, antiinflammatory, quickening
The effects such as wound healing.
Wherein, biomacromolecule includes cellulose derivative or Chitosan-phospholipid complex or chondroitin sulfates material
Material or the material such as polyamino acid or synthesis polypeptide.
Pass through Covalent bonding together between top layer graft and matrix.
A kind of hydrophilic silicone rubber medical dressing, described hydrophilic silicone rubber medical dressing is by matrix and top layer graft group
Become, matrix is made up of silastic material；Top layer graft is to be made up of hydroaropic substance.
Preferably, described silastic material includes room temperature vulcanized silicone rubber or heat vulcanized silicone rubber.
Preferably, hydroaropic substance include cellulose derivative, Chitosan-phospholipid complex, chondroitin sulfates material,
Polyamino acid, synthesis polypeptide or collagen protein.
A kind of preparation method of hydrophilic silicone rubber medical dressing, comprises the steps：
（1）The surface active of silastic material；
（2）Silastic material is silicane coupling agent surface grafted；
（3）Silastic material surface grafting hydroaropic substance, obtains hydrophilic silicone rubber medical dressing.
In said method, step（1）Comprise the following steps that：
The silastic material of clean surface is placed in ultraviolet irradiation reactor, irradiation wavelengths 100-350nm, exposure time
1-1200s, silastic material surface produces reactable site, obtains the silicone rubber activating.
In said method, step（2）Comprise the following steps that：
（a）Compound concentration is the alcohol-water solution of 0.1wt%-5wt% silane coupler；
（b）In the coupling agent solution that the silicone rubber activating immersion is now joined, react 0.1-5h, take out, deionized water
Rinse well, put into baking oven, be dried, obtain the silicone rubber of surface grafting coupling agent.
In said method, step（3）Preparation process as follows：
By in the silicone rubber immersion diisocyanate cpd solution of surface grafting coupling agent, 50 DEG C are reacted 0.5h-1h, make
Silastic surface is grafted isocyano functional group；Prepare the hydroaropic substance solution of 0.1wt%-2wt%, isocyano official will be grafted
The silicone rubber that can roll into a ball immerses in the solution of hydroaropic substance, reacts 0.1-10 minute, takes out, deionized water is fully rinsed, and obtains
To the silicone rubber of surface grafting hydroaropic substance, i.e. hydrophilic silicone rubber medical dressing.
In said method, coupling agent is：γ-aminopropyl triethoxysilane（KH-550）, γ-(2,3- epoxy third oxygen)
Propyl trimethoxy silicane（KH-560）Or isocyanates propyl-triethoxysilicane（IPTS）.
In said method, diisocyanate cpd is：Hexamethylene diisocyanate（HDI）, toluene di-isocyanate(TDI)
（TDI）Or 4,4 '-methyl diphenylene diisocyanate（MDI）.
In said method, step（3）Middle hydroaropic substance is cellulose derivative or Chitosan-phospholipid complex or sulfur
Aching and limp bone chlorins compound or the material such as polyamino acid or synthesis polypeptide.
Advantage of the invention is that：
The main purpose of the present invention is with silicone rubber as matrix, using ultraviolet light irradiation, makes silastic surface produce tool
There is the site of chemical reactivity, by coupling agent/isocyano functional group, hydroaropic substance is bonded in the form of covalent bond
In silastic surface, keep while silicone rubber body superperformance, improving the water logging lubricant nature on its surface.
Hydroaropic substance is linked to silastic surface by covalent bond, can keep the hydrophilic of silastic surface for a long time
Property moreover it is possible to give the certain antiinflammatory of silicon rubber film, analgesia, promote the effect of wound healing.
This kind of method of modifying raw material is easy to get, inexpensive, and technique preparation is simple, and easy industrialized production, before having wide application
Scape.
Brief description：
Fig. 1 is the Fourier transform infrared spectroscopy of unmodified silicone rubber（FT-IR）Figure.
Fig. 2 is the silicone rubber Fourier transform infrared spectroscopy after ultraviolet light irradiation（FT-IR）Figure.
Fig. 3 is the silicon rubber film Fourier transform infrared spectroscopy of surface grafting chitosan（FT-IR）Figure.
Fig. 4 is the silicon rubber film Fourier transform infrared spectroscopy of surface grafting chitosan derivant（FT-IR）Figure.
Fig. 5 a- Fig. 5 d is the contact angle picture of the silicone rubber of different phase and water in example.
Specific embodiment：
With reference to example, the present invention is described further, but does not play restriction effect.
Embodiment 1：
Step（1）First the methyl vinyl silicone rubber of length of side 15mm × 10mm is placed in 172nm ultraviolet irradiation reactor
Irradiation 200s, obtains the silicone rubber of surface active, remains subsequently to use immediately.
Step（2）Prepare the alcohol-water solution of 0.2wt% KH-550, ethanol and water quality ratio is for 95:5, will be through ultraviolet spoke
According to after the silicone rubber of activation immerse in KH-550 solution immediately, back flow reaction 5h, take out, alcohol flushing, N2Purging, puts into baking
100 DEG C of reaction 5min of case, obtain the silicone rubber print of surface grafting KH-550, remain subsequently to use immediately.
Step（3）The silicone rubber print of surface grafting KH-550 is put into the hexamethylene diisocyanate of 1wt%
（HDI）Acetone soln in, 50 DEG C reaction 0.5h, take out, acetone rinsing, N2Purging, the shitosan being then added to 0.5wt% is molten
In liquid, 70 DEG C of reaction 10min, take out, faintly acid deionized water rinsing, N2Purging, obtains final product the silicone rubber of surface grafting chitosan
Thin film.
Fig. 1 is the Fourier transform infrared spectroscopy of unmodified silicone rubber（FT-IR）Figure.In figure 2963cm-1Place is-CH3's
Asymmetrical stretching vibration absworption peak, 1258cm-1It is-SiCH3Symmetrical deformation vibration absworption peak, 1010cm-1It is shaking of-Si-O-Si-
Dynamic absworption peak.
Fig. 2 is the silicone rubber Fourier transform infrared spectroscopy after ultraviolet irradiation（FT-IR）Figure.In figure 3300cm-1Left and right
New characteristic peak occurs, empirical tests are the characteristic absorption peaks of-Si-OH, 2960cm simultaneously-1、1260cm-1Place-CH3、-Si-CH3Special
Levy absorption peak strength to reduce, also verify further through ultraviolet irradiation, the Si-C bond fission of silicon rubber film surface and Si-O key
Generate.
Fig. 3 is the silicon rubber film Fourier transform infrared spectroscopy of surface grafting chitosan（FT-IR）Figure.In figure
3310cm-1It is the stretching vibration absworption peak of N-H, 1684cm-1It is the stretching vibration absworption peak of C=O in urea, 1543cm-1It is N-H
Bending vibration absworption peak, 1381cm-1Place is the flexural vibrations peak of methylene, and the information of comprehensive collection of illustrative plates shows that shitosan is successful
Graft on silastic surface.
Fig. 5 a- Fig. 5 d is the water contact angle picture of different phase silicone rubber.Fig. 5 a is that the water of unmodified silastic surface connects
Feeler, θ=102.5 ± 0.8 °；Fig. 5 b is water contact angle after ultraviolet irradiation 200s for the silastic surface, and instrument is examined and do not measured,
Show surface complete wetting；Fig. 5 c is the water contact angle of silastic surface grafted chitosan, θ=67.2 ± 1.9 °, silicon rubber thin
Film surface hydrophilicity is greatly improved.Hydrophilic effect does not project and is primarily due to this dissolubility in water of shitosan simultaneously
Bad, and deacetylation is higher, and more water insoluble, this factor influences whether the wellability on surface, but shitosan is had
Excellent Biofunctional and blood compatibility can fill up the defect of this respect completely.
Embodiment 2：
Step（1）First the methyl vinyl silicone rubber of length of side 15mm × 10mm is placed in 172nm ultraviolet irradiation reactor
Irradiation 200s, obtains the silicone rubber print of surface active, remains subsequently to use immediately.
Step（2）Prepare the IPTS solution of 0.5wt%, adjust pH=5, the silicone rubber of the activation after ultraviolet irradiation is stood
I.e. in immersion IPTS solution, back flow reaction 3h, take out, alcohol flushing, N2Purging, obtains the silicone rubber print of surface grafting IPTS,
Remain subsequently to use immediately.
Step（3）The silicone rubber print of surface grafting IPTS is added the O-2 '-hydroxypropyl-trimethyl ammonium chloride shell of 1wt%
In polysaccharide solution, 70 DEG C of reaction 10min, take out, deionized water rinsing, N2Purging, obtains final product surface grafting n-trimethyl chitosan chloride
Silicon rubber film.
Fig. 4 is the silicon rubber film Fourier transform infrared spectroscopy of surface grafting chitosan derivant（FT-IR）Figure.
3350cm-1An obvious absworption peak in place, is that hydroxyl is overlapped herein with the stretching vibration peak of amino.?
1690cm-1The characteristic peak occurring is the stretching vibration peak of C=O key in urea, and in 1540cm-1Place is then the bending vibration of-NH-
Peak.In addition 1480cm-1Place appearance-CH2-、-CH3- C-H bending vibration strong absworption peak, O-2 '-Hydroxyproyl Trimethyl chlorine is described
Change ammonium shitosan and be successfully grafted on silastic surface.
Fig. 5 d is the water contact angle that silastic surface is grafted n-trimethyl chitosan chloride, θ=48.7 ± 6.2 °, compared with silastic surface
The hydrophilic of grafted chitosan is lifted further.This is to introduce charged quaternary ammonium salt side in n-trimethyl chitosan chloride molecule
Chain, weakens its intermolecular hydrogen bonding, improves dissolubility in water for the n-trimethyl chitosan chloride, makes silicone rubber be grafted n-trimethyl chitosan chloride
Surface assumes excellent hydrophilic.
Embodiment 3：
Step（1）First the methyl vinyl silicone rubber of length of side 15mm × 10mm is placed in 172nm ultraviolet irradiation reactor
Irradiation 200s, obtains the silicone rubber print of surface active, remains subsequently to use immediately.
Step（2）Prepare the alcohol-water solution of 1wt% KH-560, adjust pH=5, methanol and water quality ratio is for 95:5, will pass through
The silicone rubber of the activation after ultraviolet irradiation immerses in KH-550 solution immediately, back flow reaction 5h, takes out, and methanol rinses, N2Purging,
Put into 100 DEG C of reaction 5min of baking oven, obtain the silicone rubber print of surface grafting KH-560, remain subsequently to use immediately.
Step（3）The silicone rubber print of surface grafting KH-560 is put in the chitosan solution of 1wt%, 70 DEG C of reactions
10min, takes out, faintly acid deionized water rinsing, N2Purging, obtains final product the silicon rubber film of surface grafting chitosan, its surface
Water contact angle θ=66.4 ± 2.1 °.
Embodiment 4：
Step（1）First the add-on type liquid silicon rubber of length of side 15mm × 10mm is placed in 172nm ultraviolet irradiation reactor
Irradiation 250s, obtains the silicone rubber print of surface active, remains subsequently to use immediately.
Step（2）Prepare the alcohol-water solution of the KH-550 of 1wt%, ethanol and water quality ratio is for 95:5, will be through ultraviolet irradiation
In the silicone rubber immersion KH-550 solution of activation afterwards, back flow reaction 5h, take out, alcohol flushing, N2Purging, puts into baking oven 100
DEG C reaction 5min, obtain the silicone rubber print of surface grafting KH-550, remain subsequently to use immediately.
Step（3）The silicone rubber print of surface grafting KH-550 is put into the hexamethylene diisocyanate of 1wt%
（HDI）Acetone soln in, 50 DEG C reaction 0.5h, take out, acetone rinsing, N2Purging, the shitosan being then added to 1.0wt% is molten
In liquid, 70 DEG C of reaction 10min, take out, faintly acid deionized water rinsing, N2Purging, obtains final product the silicone rubber of surface grafting chitosan
Thin film print, water contact angle θ=69.5 ± 3.0 ° on its surface.
Embodiment 5：
Step（1）First the condensed room temperature vulcanized silicone rubber of length of side 15mm × 10mm is placed in the reaction of 172nm ultraviolet irradiation
Irradiation 180s in device, obtains the silicone rubber print of surface active, remains subsequently to use immediately.
Step（2）Prepare the alcohol-water solution of the KH-550 of 2wt%, ethanol and water quality ratio is for 95:5, will be through ultraviolet irradiation
In the silicone rubber immersion KH-550 solution of activation afterwards, back flow reaction 5h, take out, alcohol flushing, N2Purging, puts into baking oven 100
DEG C reaction 5min, obtain the silicone rubber print of surface grafting KH-550, remain subsequently to use immediately.
Step（3）The silicone rubber print of surface grafting KH-550 is put into the hexamethylene diisocyanate of 1wt%
（HDI）Acetone soln in, 50 DEG C reaction 0.5h, take out, acetone rinsing, N2Purging, the shitosan being then added to 1.0wt% is molten
In liquid, 70 DEG C of reaction 10min, take out, faintly acid deionized water rinsing, N2Purging, obtains final product the silicone rubber of surface grafting chitosan
Thin film, water contact angle θ=68.4 ± 2.4 ° on its surface.
The above embodiment of the present invention is only intended to clearly illustrate example of the present invention, and is not to the present invention
Embodiment restriction.For those of ordinary skill in the field, can also make on the basis of the above description
The change of other multi-forms or variation.There is no need to be exhaustive to all of embodiment.All the present invention's
Any modification, equivalent and improvement made within spirit and principle etc., should be included in the protection of the claims in the present invention
Within the scope of.
Claims (5)
1. a kind of hydrophilic silicone rubber medical dressing is it is characterised in that described hydrophilic silicone rubber medical dressing is by matrix and table
Layer graft composition, matrix is made up of silastic material；Top layer graft is made up of hydroaropic substance；
The preparation method of described hydrophilic silicone rubber medical dressing, comprises the steps：
（1）The surface active of silastic material；
（2）Silastic material is silicane coupling agent surface grafted；
（3）Silastic material surface grafting hydroaropic substance, obtains hydrophilic silicone rubber medical dressing；
Step（1）Comprise the following steps that：
The silastic material of clean surface is placed in ultraviolet irradiation reactor, irradiation wavelengths 100-350nm, exposure time 1-
1200s, silastic material surface produces reactable site, obtains the silicone rubber activating；
Step（2）Comprise the following steps that：
（a）Compound concentration is the alcohol-water solution of 0.1wt%-5wt% silane coupler；
（b）In the coupling agent solution that the silicone rubber activating immersion is now joined, react 0.1-5h, take out, deionized water is rinsed
Totally, put into baking oven, be dried, obtain the silicone rubber of surface grafting coupling agent；
Step（3）Preparation process as follows：
By in the silicone rubber immersion diisocyanate cpd solution of surface grafting coupling agent, 50 DEG C are reacted 0.5h-1h, make silicon rubber
Glue surface grafting isocyano functional group；Prepare the hydroaropic substance solution of 0.1wt%-2wt%, isocyano functional group will be grafted
Silicone rubber immerse hydroaropic substance solution in, react 0.1-10 minute, take out, deionized water is fully rinsed, and obtains table
Face is grafted the silicone rubber of hydroaropic substance, i.e. hydrophilic silicone rubber medical dressing.
2. hydrophilic silicone rubber medical dressing according to claim 1 is it is characterised in that described silastic material includes room
Temperature vulcanizable silicone rubber or heat vulcanized silicone rubber.
3. hydrophilic silicone rubber medical dressing according to claim 1 is it is characterised in that hydroaropic substance includes cellulose
Derivant, Chitosan-phospholipid complex, chondroitin sulfates material, polyamino acid, synthesis polypeptide or collagen protein.
4. hydrophilic silicone rubber medical dressing according to claim 1 is it is characterised in that coupling agent is：γ-aminopropyl
Triethoxysilane（KH-550）, γ-(2,3- epoxy third oxygen) propyl trimethoxy silicane（KH-560）Or isocyanates third
Ethyl triethoxy silicane alkane（IPTS）.
5. hydrophilic silicone rubber medical dressing according to claim 1 is it is characterised in that diisocyanate cpd is：
Hexamethylene diisocyanate（HDI）, toluene di-isocyanate(TDI)（TDI）Or 4,4 '-methyl diphenylene diisocyanate（MDI）.
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| CN106178144B (en) * | 2016-07-07 | 2017-10-10 | 腾科宝迪（厦门）生物科技有限公司 | disposable incision protective sleeve and preparation method thereof |
| CN106519320B (en) * | 2016-11-01 | 2018-10-16 | 昆明云垦橡胶有限公司 | A kind of preparation method of high-performance medicine specific rubber |
| EP3569263B1 (en) | 2017-01-13 | 2024-05-29 | FUJIFILM Corporation | Medical lubricating member, medical instrument in which same is used, and method for manufacturing medical lubricating member |
| CN107141502B (en) * | 2017-05-31 | 2019-08-23 | 泰州度博迈医疗器械有限公司 | A kind of antibacterial silicon rubber, preparation method and applications |
| CN107022101B (en) * | 2017-06-01 | 2020-09-08 | 广州新诚生物科技有限公司 | Massage unit and preparation method and application thereof |
| CN107286339B (en) * | 2017-06-15 | 2019-10-18 | 泰州度博迈医疗器械有限公司 | A kind of preparation method and applications of antibacterial silicon rubber |
| US10525147B2 (en) | 2018-02-13 | 2020-01-07 | Imam Abdulrahman Bin Faisal University | Bionanocomposite synthesis for would healing |
| CN108653799B (en) * | 2018-05-05 | 2021-11-19 | 唐山尚创医疗科技有限公司 | Preparation method of hydrophilic antibacterial silicone rubber medical dressing |
| CN113825806A (en) * | 2019-05-08 | 2021-12-21 | 美国圣戈班性能塑料公司 | Hydrophilic polymer composition |
| CN113047030A (en) * | 2020-05-06 | 2021-06-29 | 杭州鹿扬科技有限公司 | Medical cotton gauze |
| CN112852344A (en) * | 2020-12-31 | 2021-05-28 | 佛山市三水日邦化工有限公司 | Water-based shoe material spray adhesive and preparation method thereof |
| CN113198080B (en) * | 2021-04-08 | 2022-01-04 | 湖南万脉医疗科技有限公司 | Anti-condensation respirator pipeline and respirator |
| CN113456877B (en) * | 2021-07-09 | 2023-04-11 | 广西德之然生物科技有限公司 | Organosilicon foam medical dressing and preparation method and application thereof |
| CN116871149A (en) * | 2023-08-01 | 2023-10-13 | 深圳市亚微新材料有限公司 | Hydrophilic silica gel leather, manufacturing method and application of silazane in silica gel leather |
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| CN102028973A (en) * | 2010-12-31 | 2011-04-27 | 南昌大学 | Preparation method and application of silicon rubber/collagen-based porous skin scaffold material |
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