CN104721875A - Hydrophilic silicone rubber wound dressing and preparation method thereof - Google Patents
Hydrophilic silicone rubber wound dressing and preparation method thereof Download PDFInfo
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Abstract
The invention relates to hydrophilic silicone rubber wound dressing and a preparation method thereof. The hydrophilic silicone rubber wound dressing is composed of a matrix and a surface graft, wherein the matrix is made of a silicone rubber material; the surface graft is composed of hydrophilic substance; the silicone rubber material comprises room temperature vulcanized silicone rubber or heat curing silicone rubber; the hydrophilic substance comprises a cellulose derivative, chitosan and a derivative thereof, chondroitin sulfate materials, polyamino acid, synthetic peptide or collagen. The prepared silicon rubber film has good surface water wettability and good biocompatibility.
Description
Technical field
The invention belongs to field of biomedical materials, specifically relate to a kind of hydrophilic silicone rubber medical dressing and preparation method thereof.
Background technology
Medical dressing, as the covering of wound, in wound healing process, can substitute impaired skin and play temporary barrier action, avoid or control wound infection, provide the environment being 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 chronic skin injury etc. that the disease such as pressure ulcer, diabetes, varicosis brought because of aged tendency of population causes, makes the use of national medical dressing up to tens RMB.In recent years, China's medical reform push forward comprehensively and product hard requirement amount large, China's medical dressing market scale is increased fast with the annual compound growth rate more than 30%.But the medical dressing more than 80% that current China uses remains the low side traditional dressing based on gauze, Cotton Gossypii.The traditional dressing of gauze, Cotton Gossypii class has the advantages such as quick absorbing wound exudate, process of manufacture are simple, low price, but the problem such as traditional dressing in use can cause that wound surface is dewatered, antibacterial easily penetrates, easily stick together wound, cause that mechanicalness is damaged again when changing.Along with the raising that all kinds of patient requires for clinical care, rapidly, various high-performance dressing continues to bring out and is used to clinical, and the value of high-end medical dressing in practical clinical is also more and more higher in medical dressing development.The product of the high-end medical dressing main dependence on import Europe, the United States industry giant of China's clinical practice.Therefore exploitation has the high-end medical dressing product of independent intellectual property right and brand, has very important economic implications and social meaning.
The raw material sources of current business-like medical dressing mainly contain natural material class, synthesized polymer material class, inorganic material class and composite class.According to respective character and feature, it is multi-form that these materials are processed to film type, foam type, Nanowire d type, glue build, aquogel type etc.No matter how are the material of dressing and form, and novel high-performance medical dressing all should possess following features: 1) no cytotoxicity, non-stimulated, without sensitization, reduce the scratchiness of wound and surrounding skin; 2) can manage by active participate wound, control sepage amount, keep suitable moist environment; 3) being separated of slough or infected tissue and wound surface can be promoted, promote wound healing; 4) prevent the intrusion of microorganism, foreign particle and toxic component, reduce wound infection; 5) allow oxygen and steam penetrating, adjustment wound temperature, reduces wound feeling of oppression and heat and burn feeling; 6) bonding with wound firmly, but adhesion wound, avoids again injuring; 7) replacement frequency is few, transparent visual, is beneficial to observation.
Application number be 201020686693.1 utility patent disclose a kind of medical dressing/based composite dressing for medical use, this medical dressing body adopt alginic acid fibre formed by the entanglement obvolvent between fiber, there is good hygroscopicity; Medical dressing and foam medical dressing compound, consist of as adhesive linkage medical adhesive by based composite dressing for medical use, add moisture pick-up properties and the antibacterial shielding properties of medical dressing.But this medical dressing/based composite dressing for medical use adopts alginic acid as body, and product cost is high; Based composite dressing for medical use adopts physics mode bonding, and bonding force is weak.Overall manufacturing cost is high, and industrial applications exists certain limitation.
Application number be 201210358951.7 Chinese patent application disclose a kind of functional medical dressing, the mode that this dressing body adopts medical cotton fiber and chitin fiber to be interweaved by longitude and latitude is made, in imbibition, stop blooding, relieve the pain, respond well in wound healing etc.But this patent bulk material have employed medical cotton fiber, comprise the limitation that conventional medical dressing added value is low, product growing ability is limited; And medical cotton fiber and chitin fiber interweave and form body, chitosan functional surfaces is discontinuous, has the newly-generated granulation tissue of the cotton fiber adhesion of non-cover housing polysaccharide, increases the risk of patient suffering.
At home on market, be only limitted to protect the conventional medical dressing of wound surface still to occupy an leading position, its finished product benefit is not high, added value is lower, profit margin is less, product growing ability is limited.Develop high-end medical dressing, making it no longer be only limitted to protect wound surface, also have accelerating wound speed, improve healing quality, reduce medical dressing consumption, significantly shorten the nursing time, is the developing direction developing following medical dressing market.
summary of the invention:
The object of the present invention is to provide a kind of hydrophilic silicone rubber medical dressing and preparation method thereof, be mainly used in biomedical materials field, particularly medical dressing.
Hydrophilic silicone rubber medical dressing of the present invention is made up of matrix and top layer graft.
The matrix of silicon rubber film of the present invention is made up of silicone rubber, has without sensitization and good biocompatibility.
The top layer graft of silicon rubber film of the present invention is made up of biomacromolecule material, has the effects such as antibacterial, antiinflammatory, accelerating wound.
Wherein, biomacromolecule comprises cellulose derivative or Chitosan-phospholipid complex or chondroitin sulfates material or the material such as polyamino acid or improvement on synthesis.
Top layer graft is combined by covalent bond between matrix.
A kind of hydrophilic silicone rubber medical dressing, described 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 made up of hydroaropic substance.
Preferably, described silastic material comprises room temperature vulcanized silicone rubber or heat vulcanized silicone rubber.
Preferably, hydroaropic substance comprises cellulose derivative, Chitosan-phospholipid complex, chondroitin sulfates material, polyamino acid, improvement on synthesis or collagen protein.
A preparation method for hydrophilic silicone rubber medical dressing, comprises the steps:
(1) 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, the concrete steps of step (1) are as follows:
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 activated.
In said method, the concrete steps of step (2) are as follows:
A () compound concentration is the alcohol-water solution of 0.1wt%-5wt% silane coupler;
B the silicone rubber activated immerses in the coupling agent solution of now joining by (), reaction 0.1-5h, takes out, clean with deionized water rinsing, puts into baking oven, dry, obtains the silicone rubber of surface grafting coupling agent.
In said method, the preparation process of step (3) is as follows:
Immersed by the silicone rubber of surface grafting coupling agent in diisocyanate cpd solution, 50 DEG C of reaction 0.5h-1h, make silastic surface grafting isocyano functional group; The hydroaropic substance solution of preparation 0.1wt%-2wt%, immerses in the solution of hydroaropic substance by the silicone rubber of grafting isocyano functional group, reaction 0.1-10 minute, take out, fully rinse with deionized water, obtain the silicone rubber of surface grafting hydroaropic substance, be i.e. hydrophilic silicone rubber medical dressing.
In said method, coupling agent is: gamma-aminopropyl-triethoxy-silane (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, hydroaropic substance is cellulose derivative or Chitosan-phospholipid complex or chondroitin sulfate compounds or the material such as polyamino acid or improvement on synthesis in step (3).
Advantage of the present invention is:
Main purpose of the present invention is to take silicone rubber as matrix, adopt ultraviolet light irradiation, silastic surface is made to produce the site with chemical reactivity, by coupling agent/isocyano functional group, hydroaropic substance is connected on silastic surface with the formal bond of covalent bond, while keeping silicone rubber body superperformance, improves 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, can also give the certain antiinflammatory of silicon rubber film, analgesia, promotes the effect of wound healing.
This kind of method of modifying raw material is easy to get, inexpensive, technique preparation is simple, and easy suitability for industrialized production, has broad application prospects.
accompanying drawing illustrates:
Fig. 1 is Fourier transform infrared spectroscopy (FT-IR) figure of unmodified silicone rubber.
Fig. 2 is silicone rubber Fourier transform infrared spectroscopy (FT-IR) figure after ultraviolet light irradiation.
Fig. 3 is silicon rubber film Fourier transform infrared spectroscopy (FT-IR) figure of surface grafting chitosan.
Fig. 4 is silicon rubber film Fourier transform infrared spectroscopy (FT-IR) figure of surface grafting chitosan derivant.
Fig. 5 a-Fig. 5 d is the silicone rubber of different phase in example and the contact angle picture of water.
detailed description of the invention:
Below in conjunction with example, the present invention is described further, but do not play restriction.
Embodiment 1:
The methyl vinyl silicone rubber of length of side 15mm × 10mm is first placed in 172nm ultraviolet irradiation reactor irradiation 200s by step (1), obtains the silicone rubber of surface active, waits until follow-uply to use immediately.
The alcohol-water solution of step (2) preparation 0.2wt% KH-550, the silicone rubber of the activation after ultraviolet irradiation, than being 95:5, immersing in KH-550 solution, back flow reaction 5h, takes out, alcohol flushing, N by ethanol and water quality immediately
2purge, put into 100 DEG C, baking oven reaction 5min, obtain the silicone rubber print of surface grafting KH-550, wait until follow-uply to use immediately.
The silicone rubber print of surface grafting KH-550 is put in the acetone soln of hexamethylene diisocyanate (HDI) of 1wt% by step (3), and 50 DEG C of reaction 0.5h, take out, acetone rinsing, N
2purge, then join in the chitosan solution of 0.5wt%, 70 DEG C of reaction 10min, take out, faintly acid deionized water rinsing, N
2purge, obtain the silicon rubber film of surface grafting chitosan.
Fig. 1 is Fourier transform infrared spectroscopy (FT-IR) figure of unmodified silicone rubber.2963cm in figure
-1place is-CH
3asymmetrical stretching vibration absworption peak, 1258cm
-1-SiCH
3symmetrical deformation vibration absworption peak, 1010cm
-1it is the vibration absorption peak of-Si-O-Si-.
Fig. 2 is silicone rubber Fourier transform infrared spectroscopy (FT-IR) figure after ultraviolet irradiation.3300cm in figure
-1there is new characteristic peak in left and right, empirical tests is the characteristic absorption peak of-Si-OH, simultaneously 2960cm
-1, 1260cm
-1place-CH
3,-Si-CH
3characteristic absorption peak intensity reduces, and also verifies through ultraviolet irradiation further, the generation of silicon rubber film surface Si-C bond fission and Si-O key.
Fig. 3 is silicon rubber film Fourier transform infrared spectroscopy (FT-IR) figure of surface grafting chitosan.3310cm in figure
-1the stretching vibration absworption peak of N-H, 1684cm
-1the stretching vibration absworption peak of C=O in urea, 1543cm
-1the bending vibration absworption peak of N-H, 1381cm
-1place is the bending vibration peak of methylene, and the information of comprehensive collection of illustrative plates shows that chitosan is successfully grafted on silastic surface.
Fig. 5 a-Fig. 5 d is the water contact angle picture of different phase silicone rubber.Fig. 5 a is the water contact angle of unmodified silastic surface, θ=102.5 ± 0.8 °; Fig. 5 b is the water contact angle of silastic surface after ultraviolet irradiation 200s, and instrument has been examined and do not measured, and shows surface complete wetting; Fig. 5 c is the water contact angle of silastic surface grafted chitosan, θ=67.2 ± 1.9 °, and silicon rubber film surface hydrophilicity is greatly improved.Hydrophilic effect is outstanding mainly because this dissolubility in water of chitosan bad, and deacetylation is higher, more water insoluble, this factor can have influence on the wellability on surface, but the excellent Biofunctional that has of chitosan and blood compatibility can fill up the defect of this respect completely.
Embodiment 2:
The methyl vinyl silicone rubber of length of side 15mm × 10mm is first placed in 172nm ultraviolet irradiation reactor irradiation 200s by step (1), obtains the silicone rubber print of surface active, waits until follow-uply to use immediately.
The IPTS solution of step (2) preparation 0.5wt%, regulates pH=5, is immersed immediately by the silicone rubber of the activation after ultraviolet irradiation in IPTS solution, back flow reaction 3h, take out, alcohol flushing, N
2purge, obtain the silicone rubber print of surface grafting IPTS, wait until follow-uply to use immediately.
The silicone rubber print of surface grafting IPTS adds in the O-2 '-hydroxypropyltrimethyl ammonium chloride chitosan solution of 1wt% by step (3), and 70 DEG C of reaction 10min, take out, deionized water rinsing, N
2purge, obtain the silicon rubber film of surface grafting n-trimethyl chitosan chloride.
Fig. 4 is silicon rubber film Fourier transform infrared spectroscopy (FT-IR) figure of surface grafting chitosan derivant.3350cm
-1appearance obvious absworption peak in place's is that hydroxyl overlaps herein with amino stretching vibration peak.At 1690cm
-1the characteristic peak occurred is the stretching vibration peak of C=O key in urea, and at 1540cm
-1place is then the bending vibration peak of-NH-.1480cm in addition
-1place's appearance-CH
2-,-CH
3-the strong absworption peak of C-H bending vibration, illustrate that O-2 '-hydroxypropyltrimethyl ammonium chloride chitosan is successfully grafted on silastic surface.
Fig. 5 d is the water contact angle of silastic surface grafting n-trimethyl chitosan chloride, and θ=48.7 ± 6.2 ° are promoted further compared with the hydrophilic of silastic surface grafted chitosan.This introduces charged quaternary ammonium salt side chain in n-trimethyl chitosan chloride molecule, weakens its intermolecular hydrogen bonding, improves the dissolubility of n-trimethyl chitosan chloride in water, makes the hydrophilic of the surface presentation excellence of silicone rubber grafting n-trimethyl chitosan chloride.
Embodiment 3:
The methyl vinyl silicone rubber of length of side 15mm × 10mm is first placed in 172nm ultraviolet irradiation reactor irradiation 200s by step (1), obtains the silicone rubber print of surface active, waits until follow-uply to use immediately.
The alcohol-water solution of step (2) preparation 1wt% KH-560, regulates pH=5, and the silicone rubber of the activation after ultraviolet irradiation, than being 95:5, immersing in KH-550 solution, back flow reaction 5h, takes out, washed with methanol, N by methanol and water quality immediately
2purge, put into 100 DEG C, baking oven reaction 5min, obtain the silicone rubber print of surface grafting KH-560, wait until follow-uply to use immediately.
The silicone rubber print of surface grafting KH-560 is put in the chitosan solution of 1wt% by step (3), and 70 DEG C of reaction 10min, take out, faintly acid deionized water rinsing, N
2purge, obtain the silicon rubber film of surface grafting chitosan, water contact angle θ=66.4 ± 2.1 ° on its surface.
Embodiment 4:
The add-on type liquid silicon rubber of length of side 15mm × 10mm is first placed in 172nm ultraviolet irradiation reactor irradiation 250s by step (1), obtains the silicone rubber print of surface active, waits until follow-uply to use immediately.
The alcohol-water solution of the KH-550 of step (2) preparation 1wt%, the silicone rubber of the activation after ultraviolet irradiation, than being 95:5, immersing in KH-550 solution, back flow reaction 5h, takes out, alcohol flushing, N by ethanol and water quality
2purge, put into 100 DEG C, baking oven reaction 5min, obtain the silicone rubber print of surface grafting KH-550, wait until follow-uply to use immediately.
The silicone rubber print of surface grafting KH-550 is put in the acetone soln of hexamethylene diisocyanate (HDI) of 1wt% by step (3), and 50 DEG C of reaction 0.5h, take out, acetone rinsing, N
2purge, then join in the chitosan solution of 1.0wt%, 70 DEG C of reaction 10min, take out, faintly acid deionized water rinsing, N
2purge, obtain the silicon rubber film print of surface grafting chitosan, water contact angle θ=69.5 ± 3.0 ° on its surface.
Embodiment 5:
The condensed room temperature vulcanized silicone rubber of length of side 15mm × 10mm is first placed in 172nm ultraviolet irradiation reactor irradiation 180s by step (1), obtains the silicone rubber print of surface active, waits until follow-uply to use immediately.
The alcohol-water solution of the KH-550 of step (2) preparation 2wt%, the silicone rubber of the activation after ultraviolet irradiation, than being 95:5, immersing in KH-550 solution, back flow reaction 5h, takes out, alcohol flushing, N by ethanol and water quality
2purge, put into 100 DEG C, baking oven reaction 5min, obtain the silicone rubber print of surface grafting KH-550, wait until follow-uply to use immediately.
The silicone rubber print of surface grafting KH-550 is put in the acetone soln of hexamethylene diisocyanate (HDI) of 1wt% by step (3), and 50 DEG C of reaction 0.5h, take out, acetone rinsing, N
2purge, then join in the chitosan solution of 1.0wt%, 70 DEG C of reaction 10min, take out, faintly acid deionized water rinsing, N
2purge, obtain the silicon rubber film of surface grafting chitosan, water contact angle θ=68.4 ± 2.4 ° on its surface.
The above embodiment of the present invention is only for example of the present invention is clearly described, and is not the restriction to embodiments of the present invention.For those of ordinary skill in the field, can also make other changes in different forms on the basis of the above description.Here exhaustive without the need to also giving all embodiments.All any amendments done within the spirit and principles in the present invention, equivalent to replace and improvement etc., within the protection domain that all should be included in the claims in the present invention.
Claims (9)
1.
a kind of hydrophilic silicone rubber medical dressing, it is characterized in that, described 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 made up of hydroaropic substance.
2. hydrophilic silicone rubber medical dressing according to claim 1, it is characterized in that, described silastic material comprises room temperature vulcanized silicone rubber or heat vulcanized silicone rubber.
3. hydrophilic silicone rubber medical dressing according to claim 1, is characterized in that, hydroaropic substance comprises cellulose derivative, Chitosan-phospholipid complex, chondroitin sulfates material, polyamino acid, improvement on synthesis or collagen protein.
4. prepare the method for hydrophilic silicone rubber medical dressing according to claim 1, it is characterized in that, comprise the steps:
(1) 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.
5. preparation method according to claim 4, is characterized in that, the concrete steps of step (1) are as follows:
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 activated.
6. preparation method according to claim 4, is characterized in that, the concrete steps of step (2) are as follows:
A () compound concentration is the alcohol-water solution of 0.1wt%-5wt% silane coupler;
B the silicone rubber activated immerses in the coupling agent solution of now joining by (), reaction 0.1-5h, takes out, clean with deionized water rinsing, puts into baking oven, dry, obtains the silicone rubber of surface grafting coupling agent.
7. preparation method according to claim 4, is characterized in that, the preparation process of step (3) is as follows:
Immersed by the silicone rubber of surface grafting coupling agent in diisocyanate cpd solution, 50 DEG C of reaction 0.5h-1h, make silastic surface grafting isocyano functional group; The hydroaropic substance solution of preparation 0.1wt%-2wt%, immerses in the solution of hydroaropic substance by the silicone rubber of grafting isocyano functional group, reaction 0.1-10 minute, take out, fully rinse with deionized water, obtain the silicone rubber of surface grafting hydroaropic substance, be i.e. hydrophilic silicone rubber medical dressing.
8. preparation method according to claim 6, it is characterized in that, coupling agent is: gamma-aminopropyl-triethoxy-silane (KH-550), γ-(2,3-epoxy third oxygen) propyl trimethoxy silicane (KH-560) or isocyanates propyl-triethoxysilicane (IPTS).
9. the preparation process of silastic surface grafting hydroaropic substance according to claim 7, it is characterized in that, diisocyanate cpd is: hexamethylene diisocyanate (HDI), toluene di-isocyanate(TDI) (TDI) or 4,4 '-methyl diphenylene diisocyanate (MDI).
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