CN112574460A - Polymer medical instrument with hydrophilic lubricating coating and preparation method thereof - Google Patents
Polymer medical instrument with hydrophilic lubricating coating and preparation method thereof Download PDFInfo
- Publication number
- CN112574460A CN112574460A CN202011492001.4A CN202011492001A CN112574460A CN 112574460 A CN112574460 A CN 112574460A CN 202011492001 A CN202011492001 A CN 202011492001A CN 112574460 A CN112574460 A CN 112574460A
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- China
- Prior art keywords
- medical device
- preparation
- coating
- hydrophilic
- lubricating coating
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- 238000000576 coating method Methods 0.000 title claims abstract description 122
- 239000011248 coating agent Substances 0.000 title claims abstract description 111
- 230000001050 lubricating effect Effects 0.000 title claims abstract description 66
- 238000002360 preparation method Methods 0.000 title claims abstract description 40
- 229920000642 polymer Polymers 0.000 title claims abstract description 31
- 239000002243 precursor Substances 0.000 claims abstract description 31
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 23
- 239000007788 liquid Substances 0.000 claims abstract description 19
- 239000002861 polymer material Substances 0.000 claims abstract description 16
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 13
- 239000003999 initiator Substances 0.000 claims abstract description 13
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 13
- 239000001301 oxygen Substances 0.000 claims abstract description 13
- 229920001477 hydrophilic polymer Polymers 0.000 claims abstract description 12
- 239000002904 solvent Substances 0.000 claims abstract description 11
- 238000009832 plasma treatment Methods 0.000 claims abstract description 8
- 238000002156 mixing Methods 0.000 claims abstract description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 35
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 21
- 239000012965 benzophenone Substances 0.000 claims description 15
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 14
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 claims description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical group C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 11
- 238000004140 cleaning Methods 0.000 claims description 10
- 238000007598 dipping method Methods 0.000 claims description 10
- VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical group C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 claims description 8
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims description 8
- 238000002791 soaking Methods 0.000 claims description 7
- 239000004952 Polyamide Substances 0.000 claims description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 6
- 238000000016 photochemical curing Methods 0.000 claims description 6
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- 238000004528 spin coating Methods 0.000 claims description 6
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- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 5
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 5
- VNQXSTWCDUXYEZ-UHFFFAOYSA-N 1,7,7-trimethylbicyclo[2.2.1]heptane-2,3-dione Chemical compound C1CC2(C)C(=O)C(=O)C1C2(C)C VNQXSTWCDUXYEZ-UHFFFAOYSA-N 0.000 claims description 4
- UGVRJVHOJNYEHR-UHFFFAOYSA-N 4-chlorobenzophenone Chemical compound C1=CC(Cl)=CC=C1C(=O)C1=CC=CC=C1 UGVRJVHOJNYEHR-UHFFFAOYSA-N 0.000 claims description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 4
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 claims description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims description 4
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 4
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 claims description 4
- 150000004056 anthraquinones Chemical class 0.000 claims description 4
- 150000008366 benzophenones Chemical class 0.000 claims description 4
- 229930006711 bornane-2,3-dione Natural products 0.000 claims description 4
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 4
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 claims description 4
- 229920000570 polyether Polymers 0.000 claims description 4
- -1 polyethylene Polymers 0.000 claims description 4
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 claims description 4
- 235000010234 sodium benzoate Nutrition 0.000 claims description 4
- 239000004299 sodium benzoate Substances 0.000 claims description 4
- QLNZDMTUYPQUCX-UHFFFAOYSA-N (2,3-diphenoxyphenyl)-phenylmethanone Chemical group C=1C=CC(OC=2C=CC=CC=2)=C(OC=2C=CC=CC=2)C=1C(=O)C1=CC=CC=C1 QLNZDMTUYPQUCX-UHFFFAOYSA-N 0.000 claims description 3
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- JNELGWHKGNBSMD-UHFFFAOYSA-N xanthone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3OC2=C1 JNELGWHKGNBSMD-UHFFFAOYSA-N 0.000 claims description 3
- KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 claims description 2
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 claims description 2
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- 102000008186 Collagen Human genes 0.000 claims description 2
- 108010035532 Collagen Proteins 0.000 claims description 2
- 108010010803 Gelatin Proteins 0.000 claims description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 2
- 229920002845 Poly(methacrylic acid) Polymers 0.000 claims description 2
- 239000004698 Polyethylene Substances 0.000 claims description 2
- 239000004642 Polyimide Substances 0.000 claims description 2
- 239000004743 Polypropylene Substances 0.000 claims description 2
- 239000004793 Polystyrene Substances 0.000 claims description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 2
- 229920002125 Sokalan® Polymers 0.000 claims description 2
- 229940072056 alginate Drugs 0.000 claims description 2
- 229920000615 alginic acid Polymers 0.000 claims description 2
- 235000010443 alginic acid Nutrition 0.000 claims description 2
- 229920001436 collagen Polymers 0.000 claims description 2
- 238000006356 dehydrogenation reaction Methods 0.000 claims description 2
- 230000010102 embolization Effects 0.000 claims description 2
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- 235000019322 gelatine Nutrition 0.000 claims description 2
- 235000011852 gelatine desserts Nutrition 0.000 claims description 2
- JYVHOGDBFNJNMR-UHFFFAOYSA-N hexane;hydrate Chemical compound O.CCCCCC JYVHOGDBFNJNMR-UHFFFAOYSA-N 0.000 claims description 2
- 229920002674 hyaluronan Polymers 0.000 claims description 2
- 229960003160 hyaluronic acid Drugs 0.000 claims description 2
- 238000005470 impregnation Methods 0.000 claims description 2
- 229920000609 methyl cellulose Polymers 0.000 claims description 2
- 239000001923 methylcellulose Substances 0.000 claims description 2
- 210000000056 organ Anatomy 0.000 claims description 2
- 229920000747 poly(lactic acid) Polymers 0.000 claims description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims description 2
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 claims description 2
- 239000004584 polyacrylic acid Substances 0.000 claims description 2
- 229920000573 polyethylene Polymers 0.000 claims description 2
- 229920001721 polyimide Polymers 0.000 claims description 2
- 239000004626 polylactic acid Substances 0.000 claims description 2
- 229920000193 polymethacrylate Polymers 0.000 claims description 2
- 239000004926 polymethyl methacrylate Substances 0.000 claims description 2
- 229920001155 polypropylene Polymers 0.000 claims description 2
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- 239000011734 sodium Substances 0.000 claims description 2
- 229910052708 sodium Inorganic materials 0.000 claims description 2
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 claims description 2
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- PQJUJGAVDBINPI-UHFFFAOYSA-N 9H-thioxanthene Chemical class C1=CC=C2CC3=CC=CC=C3SC2=C1 PQJUJGAVDBINPI-UHFFFAOYSA-N 0.000 claims 1
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- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical class CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 4
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- GJKGAPPUXSSCFI-UHFFFAOYSA-N 2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone Chemical compound CC(C)(O)C(=O)C1=CC=C(OCCO)C=C1 GJKGAPPUXSSCFI-UHFFFAOYSA-N 0.000 description 1
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 1
- KKJUPNGICOCCDW-UHFFFAOYSA-N 7-N,N-Dimethylamino-1,2,3,4,5-pentathiocyclooctane Chemical compound CN(C)C1CSSSSSC1 KKJUPNGICOCCDW-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
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- 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
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- 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
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Abstract
本发明提供了一种带有亲水润滑涂层的高分子医疗器械及其制备方法，所述制备方法包括如下步骤：(1)将亲水性高分子材料、引发剂和溶剂混合，得到亲水润滑涂层的前驱液；(2)对高分子医疗器械进行氧等离子体处理后，然后在前处理液中浸泡处理；其中，所述前处理液中含有光引发剂；(3)将步骤(1)得到的前驱液包覆在步骤(2)处理后的高分子医疗器械的表面，然后进行光固化，得到所述带有亲水润滑涂层的高分子医疗器械。本发明提供的带有亲水润滑涂层的高分子医疗器械具有稳定长效的超润滑和亲水的特性，其制备方法中不存在单体聚合的过程，可以保证亲水润滑涂层具有优良的生物相容性。
The invention provides a polymer medical device with a hydrophilic lubricating coating and a preparation method thereof. The preparation method includes the following steps: (1) mixing a hydrophilic polymer material, an initiator and a solvent to obtain a hydrophilic polymer material. Precursor liquid for water lubricating coating; (2) after oxygen plasma treatment is performed on polymer medical devices, and then immersion treatment in pretreatment liquid; wherein, the pretreatment liquid contains photoinitiator; (3) step (1) The obtained precursor liquid is coated on the surface of the polymer medical device treated in step (2), and then light-cured to obtain the polymer medical device with a hydrophilic lubricating coating. The polymer medical device with the hydrophilic lubricating coating provided by the present invention has the characteristics of stable and long-term super-lubrication and hydrophilicity, and there is no monomer polymerization process in the preparation method, which can ensure that the hydrophilic lubricating coating has excellent properties. of biocompatibility.
Description
Technical Field
The invention belongs to the technical field of medical instruments, and relates to a polymer medical instrument with a hydrophilic lubricating coating and a preparation method thereof.
Background
The medical instrument surface coated with the medical lubricating coating has lower surface friction coefficient, such as a guide wire, a PTCA catheter, a catheter, an endoscope and the like, when the medical instrument is inserted and pulled out, the friction between the instrument and human tissues can be reduced, the pain of a patient in an operation can be relieved, the operation difficulty of a doctor can be effectively reduced, and the defect that severe lesion can not enter a lesion part due to large friction resistance can be avoided.
At present, the surface friction coefficient of implantable or interventional medical devices in blood and tissue environments can be reduced by coating hydrophilic coatings, but the existing problems of the hydrophilic coatings comprise complex manufacturing process, poor lubricity, insufficient durability and the like, the lubricating performance in the long-term use process cannot be maintained, and the development of the coating process is not facilitated.
CN 107754017A takes hydrophilic polymer, polyhydroxy polymer, anhydride cross-linking agent and dispersion medium as coating material, the prepared coating is applied on the surface of medical equipment and then heated, cured and formed, and the hydrogel network coating formed by three-dimensional cross-linking is obtained. Although the lubricity and hydrophilicity of the hydrophilic coatings are improved on medical instruments and consumables, the coating materials cannot form effective chemical bond connection with the base materials, so that the hydrophilic coatings generally have the problems of falling off or failure and the like in the long-term use process, and the fallen off coating materials can further block blood vessels, thereby causing more serious side effects. WO-0405909a1 discloses the use of plasticizers in crosslinked hydrophilic coatings of hydrophilic polymers on substrates; the plasticizer forms part of a polymer solution that is applied to a substrate, which may be a medical device such as a catheter, guidewire, or endoscope, and, after application, the polymer solution is dried and cured. Medical devices coated with a hydrophilic coating are wetted with water prior to use on a patient, the plasticizer having the effect of providing a hydrophilic coating that exhibits high abrasion resistance and a low coefficient of friction when wetted; this patent application uses water to lubricate the hydrophilic coating, by using water as the major component in the wetting agent, the wetting time is extremely short, and the hydrophilic coating is generally not lubricated anymore within a period of 15 minutes after wetting or after removal of the medical device from the package. CN 110819183A selects water-soluble monomer as coating precursor liquid material, utilizes silane coupling agent as functional group for bonding, and realizes firm hydrophilic coating on the surface of medical apparatus by initiating polymerization-dip coating-heating curing method, but the coating material may contain unreacted monomer raw material, which affects biocompatibility of the whole apparatus, and the whole coating process has long time, thus being not beneficial to large-scale production.
Generally, the current hydrophilic coating material and preparation method cannot ensure long-time and stable lubricating performance, and meanwhile, certain defects exist in the aspect of manufacturing process, the mass and rapid production process cannot be met, and the required cost is high, so that a new hydrophilic lubricating coating needs to be provided to meet the application requirement.
Disclosure of Invention
The invention aims to provide a polymer medical appliance with a hydrophilic lubricating coating and a preparation method thereof. The macromolecular medical device with the hydrophilic lubricating coating provided by the invention has stable and long-acting super-lubricating and hydrophilic characteristics, and the preparation method does not have a monomer polymerization process, so that the hydrophilic lubricating coating can be ensured to have excellent biocompatibility.
In order to achieve the purpose, the invention adopts the following technical scheme:
in a first aspect, the present invention provides a method for preparing a polymer medical device with a hydrophilic lubricating coating, the method comprising the following steps:
(1) mixing a hydrophilic high polymer material, an initiator and a solvent to obtain a precursor solution of the hydrophilic lubricating coating;
(2) after oxygen plasma treatment is carried out on the polymer medical instrument, soaking treatment is carried out in the pretreatment liquid;
wherein the pretreatment liquid contains a photoinitiator;
(3) coating the precursor solution obtained in the step (1) on the surface of the polymer medical instrument treated in the step (2),
(4) and (4) carrying out ultraviolet curing on the coated instrument obtained in the step (3) to obtain the polymer medical instrument with the hydrophilic lubricating coating.
The hydrophilic lubricating coating is arranged on the surface of the medical instrument, so that the medical instrument has a lubricating effect, the friction coefficient of the surface of the medical instrument is reduced, and meanwhile, the preparation method provided by the invention can ensure that a firm covalent bond is formed between the finally obtained hydrophilic lubricating coating and the medical instrument, namely, the finally obtained medical instrument has long-term and stable hydrophilic lubricating performance.
The hydrophilic high molecular material is selected from the precursor solution of the hydrophilic lubricating coating selected by the invention, and the hydrophilic high molecular material does not contain small molecular monomers, so that the finally obtained hydrophilic lubricating coating does not contain small molecular substances, and the good biocompatibility of the coating is further ensured.
In addition, the preparation method provided by the invention is easy to coat by methods such as dipping or spin coating, the thickness of the coating is uniform and controllable, oxygen is not required to be isolated in the curing process of the coating, and the coating can be cured by ultraviolet irradiation in a very short time, so that the preparation process of the coating is effectively simplified, and the preparation cost of the coating is reduced; the preparation method provided by the invention is simple and feasible, has a simple coating process, and is suitable for large-scale batch production.
Preferably, the photoinitiator is selected from any one or a combination of at least two of benzophenone, michler's ketone, diphenoxybenzophenone, alkyl substituted benzophenone, thioxanthone, anthraquinone, coumarone, camphorquinone, sodium benzoate, acetophenone, p-chlorobenzophenone or benzaldehyde.
According to the invention, the photoinitiator is added into the pretreatment liquid, so that a functional group for chemical bonding with the coating is introduced on the surface of the polymer guide wire, and the stable bonding of the coating and the polymer substrate is realized.
Preferably, the solvent for the pretreatment liquid is selected from any one of methanol, ethanol, isopropanol, acetone or toluene or a combination of at least two of the above.
Preferably, the photoinitiator is contained in the pretreatment liquid in an amount of 5 to 10% by mass, for example, 5.5%, 6%, 6.5%, 7%, 7.5%, 8%, 8.5%, 9%, 9.5% or the like. Too low a concentration of photoinitiator may not form sufficient chemical bonds on the surface of the polymer substrate, and too much may affect the biocompatibility of the coating.
Preferably, the hydrophilic polymer material in step (1) is selected from any one or a combination of at least two of alginate, hyaluronic acid, agarose, chitosan, collagen, gelatin, polyethylene glycol, polyvinyl alcohol, polyvinylpyrrolidone, polyacrylic acid, polymethacrylic acid, sodium polyacrylate, sodium polymethacrylate, methylcellulose or polyisopropylacrylamide.
The hydrophilic polymer material selected by the invention is a water-soluble polymer material, has strong hydrophilicity, transparent optical property and good biocompatibility, and can be used for improving the rejection reaction of uncoated medical instruments in vivo and reducing the side effect of the medical instruments. Meanwhile, the coating material has a certain antibacterial effect, and the service performance of related instruments and consumables can be improved; in addition, the coating can dissolve certain medicines and can be used for fixed-point slow release of the medicines in the process of implanting the device.
Preferably, the initiator of step (1) is selected from hydrogen abstraction type initiators, further preferably any one or a combination of at least two of benzophenone, Michler's ketone, benzophenone oxide, alkyl substituted benzophenone, thioxanthone, anthraquinone, coumarone, camphorquinone, sodium benzoate, acetophenone, p-chlorobenzophenone or benzaldehyde.
Preferably, the solvent in step (1) is selected from any one of water, methanol, ethanol, acetone, formamide, N-dimethylformamide or dimethyl sulfoxide or a combination of at least two of the above.
Preferably, in the precursor solution of step (1), the mass percentage of the hydrophilic polymer material is 5-20%, for example, 6%, 8%, 10%, 12%, 13%, 15%, 16%, 17%, 18%, 19%, etc.
Preferably, in the precursor solution of step (1), the initiator is contained in an amount of 0.1-2% by mass, for example, 0.2%, 0.5%, 0.6%, 0.8%, 1.0%, 1.2%, 1.4%, 1.5%, 1.6%, 1.7%, 1.8%, 1.9%, etc.
Preferably, the polymer medical device in step (2) comprises an implantable medical device or an interventional medical device.
Preferably, the polymer material for the medical device is selected from any one of silicone rubber, polyethylene, polystyrene, polypropylene, polyamide, polyether block polyamide, polylactic acid, polyimide, polymethyl methacrylate or polyurethane or a combination of at least two of the above.
Preferably, the medical device comprises an artificial organ, a stent, an intravascular catheter, a guidewire or a sheath embolization device.
Preferably, the oxygen plasma treatment time in step (2) is 1-5min, such as 1.5min, 2min, 2.5min, 3min, 3.5min, 4min, 4.5min, etc.
Preferably, the soaking time in step (2) is 1-5min, such as 1.5min, 2min, 2.5min, 3min, 3.5min, 4min, 4.5min, etc.
Preferably, the coating method in step (3) is selected from dipping and/or spin coating.
Preferably, the impregnation is carried out at a pulling speed of 10-300mm/min, such as 20mm/min, 50mm/min, 80mm/min, 100mm/min, 120mm/min, 150mm/min, 200mm/min, 230mm/min, 270mm/min, 290mm/min, etc.
Preferably, the photo-curing is uv-curing.
Preferably, the medical device and the ultraviolet lamp are spaced apart by 10-50mm, such as 12mm, 15mm, 20mm, 25mm, 30mm, 35mm, 40mm, 45mm, 48mm, etc., when photocuring is performed.
Preferably, the illumination intensity of the ultraviolet lamp is 0.1-2W/cm2E.g. 0.2W/cm2、0.4W/cm2、0.5W/cm2、0.8W/cm2、1.0W/cm2、1.2W/cm2、1.4W/cm2、1.6W/cm2、1.8W/cm2And the like.
Preferably, the photocuring time is 1-90min, such as 5min, 10min, 20min, 30min, 40min, 50min, 60min, 70min, 80min, 85min, and the like.
Preferably, the preparation method further comprises: cleaning and drying the medical instrument before step (2).
Preferably, the solvent for cleaning comprises any one of water, ethanol, isopropanol, acetone, heptane or n-hexane or a combination of at least two thereof.
Preferably, the drying is air drying, and the air drying time is 1-5min, such as 1.5min, 2min, 2.5min, 3min, 3.5min, 4min, 4.5min, and the like.
As a preferred technical scheme of the invention, the preparation method comprises the following steps:
(1) mixing a hydrophilic high polymer material, an initiator and a solvent to obtain a precursor solution of the hydrophilic lubricating coating, wherein in the precursor solution, the mass percentage of the hydrophilic high polymer material is 5-20%, and the mass percentage of the initiator is 0.1-2%;
(2) cleaning medical instruments, airing for 1-5min, carrying out oxygen plasma treatment on the cleaned medical instruments for 1-5min, and soaking in a pretreatment liquid containing a photoinitiator for 1-5 min;
(3) coating the precursor solution obtained in the step (1) on the surface of the medical instrument treated in the step (2) by a dipping or spin coating method
(4) And (4) carrying out ultraviolet curing on the coated medical instrument obtained in the step (3) for 1-90min to obtain the polymer medical instrument with the hydrophilic lubricating coating.
In a second aspect, the invention provides a medical polymer device with a hydrophilic lubricating coating prepared according to the preparation method of the first aspect.
Compared with the prior art, the invention has the following beneficial effects:
(1) the hydrophilic lubricating coating is arranged on the surface of the medical instrument, so that the medical instrument has a lubricating effect, the friction coefficient of the surface of the medical instrument is reduced, and meanwhile, the preparation method provided by the invention can ensure that a firm covalent bond is formed between the finally obtained hydrophilic lubricating coating and the medical instrument, namely the finally obtained medical instrument has long-term and stable hydrophilic lubricating performance;
(2) hydrophilic high molecular materials are selected from the precursor solution of the hydrophilic lubricating coating, and small molecular monomers are not included, so that the finally obtained hydrophilic lubricating coating does not include small molecular substances, and the good biocompatibility of the coating is further ensured;
(3) the preparation method provided by the invention enables the coating to be easily coated by methods such as dipping or spin coating, the thickness of the coating is uniform and controllable, oxygen is not required to be isolated in the curing process of the coating, and the coating can be cured by ultraviolet irradiation in a very short time, so that the preparation process of the coating is effectively simplified, and the preparation cost of the coating is reduced;
(4) the preparation method provided by the invention is simple and feasible, has a simple coating process, and is suitable for large-scale batch production.
Drawings
FIG. 1 is a flow chart of the preparation of the polymeric medical device with a hydrophilic lubricating coating according to the present invention.
Fig. 2 is a friction-displacement graph in a friction test of a Pebax guidewire with a hydrophilic lubricious coating provided in example 1 of the invention.
Fig. 3 is a friction-displacement graph in a friction test of the Pebax guidewire provided in comparative example 1 of the present invention.
Fig. 4 is a friction-displacement graph in a friction test of a TPU guidewire with a hydrophilic lubricious coating provided in example 2 of the invention.
Fig. 5 is a friction-displacement graph in a friction test of the TPU guidewire provided by comparative example 2 of the present invention.
Detailed Description
The technical solution of the present invention is further explained by the following embodiments. It should be understood by those skilled in the art that the examples are only for the understanding of the present invention and should not be construed as the specific limitations of the present invention.
Example 1
A Pebax (polyether block polyamide) guide wire with a hydrophilic lubricating coating is prepared by the following steps:
(1) uniformly dissolving 13% by mass of polyvinylpyrrolidone (type Sigma-Aldrich # PVP360, molecular weight of about 360000) and 0.5% by mass of benzophenone in a mixed solution of water and ethanol (volume ratio of 1:1) to obtain a precursor solution of the hydrophilic lubricating coating;
(2) sequentially cleaning the surface of the Pebax guide wire with isopropanol, ethanol and water, and airing for 3 min;
(3) carrying out oxygen plasma treatment on the Pebax guide wire for 1min, and further soaking in acetone solution with the mass fraction of 10% of benzophenone for 5min to activate the surface of the Pebax guide wire;
(4) coating the precursor solution obtained in the step (1) on the surface of the Pebax guide wire treated in the step (3) by using a dipping method, wherein the pulling speed in the dipping method is 100 mm/min;
(5) carrying out ultraviolet curing on the coated Pebax guide wire coating obtained in the step (4), wherein the distance between the Pebax guide wire and an ultraviolet lamp is 50mm, and the illumination intensity of the ultraviolet lamp is 0.3W/cm2And curing for 10min to obtain the Pebax guide wire with the hydrophilic lubricating coating.
Example 2
The embodiment provides a TPU guide wire with a hydrophilic lubricating coating, and the preparation method comprises the following steps:
(1) uniformly dissolving 10% by mass of polyethylene glycol (type is Supelco 81206, the molecular weight is about 218000) and 0.2% by mass of benzophenone in a mixed solution of water and ethanol (the volume ratio is 1.2:1) to obtain a precursor solution of the hydrophilic lubricating coating;
(2) cleaning the surface of the TPU guide wire by using isopropanol and water in sequence, and airing for 5 min;
(3) carrying out oxygen plasma treatment on the TPU guide wire for 2min, and further soaking the TPU guide wire in an ethanol solution of benzophenone with the mass fraction of 5% for 2min to activate the surface of the TPU guide wire;
(4) coating the precursor solution obtained in the step (1) on the surface of the TPU guide wire treated in the step (3), wherein the coating is realized by a dipping method, and the pulling speed is 60 mm/min;
(5) carrying out ultraviolet curing on the coated stainless steel guide wire coating obtained in the step (4), wherein the distance between a Pebax guide wire and an ultraviolet lamp is 50mm, and the illumination intensity of the ultraviolet lamp is 0.6W/cm2And curing for 5min to obtain the TPU guide wire with the hydrophilic lubricating coating.
Example 3
The embodiment provides a Pebax guide wire with a hydrophilic lubricating coating, and the preparation method is as follows:
(1) uniformly dissolving agarose (the model is Sigma-Aldrich # A1296) with the mass fraction of 5% and coumarone with the mass fraction of 2% in a mixed solution of water and ethanol (the volume ratio is 1.2:1) to obtain a precursor solution of the hydrophilic lubricating coating;
(2) sequentially cleaning the surface of the Pebax guide wire with isopropanol and water, and airing for 1 min;
(3) carrying out oxygen plasma treatment on the Pebax guide wire for 5min, and further soaking in an ethanol solution of coumarone with the mass fraction of 8% for 1min to activate the surface of the Pebax guide wire;
(4) coating the precursor solution obtained in the step (1) on the surface of the Pebax guide wire treated in the step (3), wherein the coating is realized by a dipping method, and the pulling speed is 40 mm/min;
(5) and (4) carrying out ultraviolet curing on the coated Pebax guide wire coating obtained in the step (4), wherein the distance between the Pebax guide wire and an ultraviolet lamp is 10mm, and the illumination intensity of the ultraviolet lamp is 0.1W/cm2And curing for 30min to obtain the Pebax guide wire with the hydrophilic lubricating coating.
Comparative example 1
Example 1 provides a Pebax (polyether block polyamide) guidewire.
Comparative example 2
Example 2 provides a TPU guidewire.
Comparative example 3
CN 110819183 a provides example 3, namely, a hydrophilic lubricating coating for thermoplastic polyurethane elastomer (TPU) surface is provided, which is prepared by the following method:
(1) cleaning the surface of the TPU guide wire by using acetone, ethanol and water in sequence, and drying for later use;
(2) putting the cleaned TPU guide wire obtained in the step (1) into an oxygen plasma cleaning machine for surface activation treatment for 20min, taking out and putting into deionized water for later use;
(3) preparing 25% sodium acrylate (type: Sigma-Aldrich 408220) water solution, and adjusting pH to 3.5 with 0.1mol/l hydrochloric acid solution; adding 9 μ L of 3- (trimethoxysilyl) propyl methacrylate (model: Sigma-Aldrich 440159) as silane coupling agent to each ml of solution, wherein the final mass concentration is 0.94%, and stirring until the mixture is hydrolyzed completely; adding 2 μ L of ethanol solution of 2-hydroxy-4' - (2-hydroxyethoxy) -2-methyl propiophenone (model: Sigma-Aldrich 410896) with a molar concentration of 0.1mol/L into each ml of solution, stirring well, and then sucking into a syringe; placing the injector under ultraviolet light to carry out free radical polymerization reaction for 30min to obtain hydrogel precursor liquid for preparing the hydrophilic lubricating coating;
(4) taking out the TPU guide wire obtained in the step (2), and coating the coating precursor liquid obtained in the step (3) on the surface of the guide wire in a dip-coating mode;
(5) after the coating is shaped, putting the TPU into a closed container, heating the TPU in a 65 ℃ oven for 24 hours to fully crosslink and solidify the hydrogel precursor liquid, and finally forming a hydrophilic lubricating coating on the surface of the TPU.
Comparative example 4
The difference from example 1 is that in this comparative example, the pretreatment liquid was an aqueous solution of trimethoxy (propyl) silane with a mass fraction of 10%.
Comparative example 5
The difference from example 1 is that step (1) is: uniformly dissolving 13% by mass of polyvinylpyrrolidone and 5% by mass of benzophenone in a mixed solution of water and ethanol (volume ratio of 1:1) to obtain a precursor solution of the hydrophilic lubricating coating.
Comparative example 6
The difference from example 1 is that the mass fraction of polyvinylpyrrolidone in the precursor liquid of the hydrophilic lubricating coating in this example is 1%.
Performance testing
The polymer medical devices provided in examples 1 to 4 and comparative examples 1 to 4 were subjected to a performance test by the following method:
(1) and (3) friction test: fixing two ends of a sample with the length of 15cm and the diameter of 0.3mm on a chuck of a material testing machine, wherein the maximum measuring range of a sensor of the used material testing machine is 10N, placing a water tank filled with pure water on an operation table of the material testing machine, controlling the temperature of the water to be 37 ℃, placing a chuck capable of applying certain pre-pressure in the water tank, covering the contact part of the chuck and a guide wire by a silica gel gasket, controlling the pressure to be 0.5N, clamping the guide wire to be tested in the middle, paying attention to the fact that the free end of the guide wire cannot touch the bottom or the inner wall of the water tank, and ensuring that the guide wire is vertical to a pressure head;
after the experiment begins, the material testing machine is loaded back and forth at the speed of 100mm/min to drive the guide wire to move up and down, the cyclic loading frequency is 20 times, during the cyclic loading, the part of the guide wire, which is in contact with the chuck, generates reciprocating friction, and the magnitude of the friction force is recorded by the testing software;
fig. 2 is a graph of friction versus displacement in a friction test of the Pebax guidewire provided with a hydrophilic lubricious coating in example 1, fig. 3 is a graph of friction versus displacement in a friction test of the Pebax guidewire provided in comparative example 1 (bare uncoated guidewire), and it can be seen from a comparison of fig. 2 and fig. 3 that the bare Pebax guidewire without a coating (comparative example 1) has a relatively high frictional resistance with an average value of about 0.6N; the friction resistance of the Pebax guide wire with the hydrophilic lubricating coating prepared in the example 1 is obviously reduced, the average value is about 0.03N, and the lubricating property required by the Pebax guide wire is met.
Fig. 4 is a graph of friction versus displacement in a friction test of the TPU guidewire provided with a hydrophilic lubricious coating in example 2, fig. 5 is a graph of friction versus displacement in a friction test of the TPU guidewire provided in comparative example 2 (bare guidewire without coating), and from a comparison of fig. 4 and fig. 5, the bare TPU guidewire without coating (comparative example 2) has a greater frictional resistance, with an average value of about 0.6N; the friction resistance of the TPU guide wire with the hydrophilic lubricating coating prepared in the example 2 is obviously reduced, the average value is about 0.02N, and the lubricating property required by the TPU guide wire can be met.
(2) Biocompatibility: part 5 of the biological evaluation of medical devices according to GB/T16886.5-2017: cytotoxicity test-in vitro method, MTT method was used to evaluate potential cytotoxicity of samples.
The results of the performance tests on the examples and comparative examples are shown in table 1:
TABLE 1
According to the embodiment and the performance test, the polymer medical instrument with the hydrophilic lubricating coating has good lubricating property and coating firmness, and the friction force is basically unchanged in a repeated reciprocating friction test, so that the lubricating property of the polymer medical instrument with the hydrophilic lubricating special layer has long-acting stability; meanwhile, the preparation method of the invention is suitable for various polymer medical instruments; wherein, the friction force of the coating under the condition that the positive pressure is 0.5N is below 0.1N, the cell viability value of 100 percent of leaching liquor of the coating is above 72 percent, and the biocompatibility is good.
As can be seen from the comparison between example 1 and comparative example 3, the hydrophilic lubricating coating obtained by the present invention has better biocompatibility than the precursor solution for preparing the hydrophilic lubricating coating by using the monomer. As can be seen from the comparison between example 1 and comparative example 4, the hydrophilic lubricating coating obtained by the preparation method of the present invention has stable interfacial chemical bonding with the medical device, thereby ensuring that the medical device can obtain stable and long-lasting hydrophilic lubricity.
The applicant states that the present invention is illustrated by the above examples of the polymeric medical device with hydrophilic lubricating coating and the method for preparing the same, but the present invention is not limited to the above process steps, i.e. it does not mean that the present invention must rely on the above process steps to be implemented. It will be apparent to those skilled in the art that any modification of the present invention, equivalent substitutions of selected materials and additions of auxiliary components, selection of specific modes and the like, which are within the scope and disclosure of the present invention, are contemplated by the present invention.
Claims (10)
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