CN104194023A - Dopamine-based method for improving surface hydrophilicity and biocompatibility of medical polyurethane material - Google Patents
Dopamine-based method for improving surface hydrophilicity and biocompatibility of medical polyurethane material Download PDFInfo
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- CN104194023A CN104194023A CN201410396182.9A CN201410396182A CN104194023A CN 104194023 A CN104194023 A CN 104194023A CN 201410396182 A CN201410396182 A CN 201410396182A CN 104194023 A CN104194023 A CN 104194023A
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Abstract
The invention discloses a dopamine-based method for improving surface hydrophilicity and biocompatibility of a medical polyurethane material. The method comprises the following steps: carrying out pretreatment on a medical polyurethane material by using dopamine so as to obtain a site with proper surface roughness and abundant reaction activity; putting the medical polyurethane material subjected to dopamine pretreatment into hydrophilic membrane concentrate, and carrying out heating reaction for 4-8 hours; and fully cleaning and drying the reaction product. According to the method disclosed by the invention, a layer of film is prepared on the material surface on the basis of the dopamine, and the prepared film has high hydrophily, the blood compatibility can be improved, the damage to tissue is reduced, the film has good stability, and low water contact angle and high hydrophily of a sample can be kept for a long period of time.
Description
Technical field
The present invention relates to medical polymer material technology field, be specifically related to a kind of method that improves medical polyurethane material surface hydrophilicity and biocompatibility based on Dopamine HCL.
Background technology
Urethane is one of medical macromolecular materials that are widely used in human body, has the excellent physical mechanical propertys such as good wear resistance and elasticity, and the biocompatibility of antithrombotic and low toxicity characteristic, guarantees that it is applied to the security of medical material.
The 1950's, urethane is as fracture repair material, first by biomedical applications; And successfully for vascular operation, sew up with supplementing coating soon subsequently.Urethane, to during 20 century 70, starts to obtain people as medical material and more and more payes attention to.And enter after the eighties in 20th century, owing to adopting the artificial heart of polyurethane material manufacture to obtain success in transplantation, the application development of urethane on raw doctor field stepped into forward again major step.Until today, urethane has the macromolecular material of medical value as a class, become already one of primary study object of numerous scientists, in a lot of medicine equipments, device and artificial organs manufacture, is bringing into play very important effect.At present, polyurethane material comprises at the common product making of biomedical sector: artificial blood vessel, tracheae, insertion conduit, heart valve prosthesis, bone cementum, dental material etc.
Although, polyurethane material self has good blood compatibility, but not yet reach the degree of making us being satisfied with very much, for further improving hydrophilicity and the physiologically acceptable performance on polyurethane material surface, both at home and abroad to polyurethane-modified, done a large amount of research, wherein surface modification is exactly one of research contents.Surface modification is the effective way of improving blood compatibility and keeping biomaterial bulk property.The method of surface modification is of a great variety, can be divided into physical method and chemical process on the whole.Physical method is that material monolithic is carried out to modification, comprises physical blending and coating; Chemical process is that the material surface after moulding is carried out to modification, comprises surperficial covalent bonding, surface grafting etc.
Summary of the invention
The object of the invention is to provide a kind of method that improves medical polyurethane material surface hydrophilicity and biocompatibility based on Dopamine HCL, at material surface, prepare thin film, this film surface has high-hydrophilic and good blood compatibility, lasting stability, have no side effect, can be widely used in medical macromolecular materials and medical apparatus surface.
The present invention is by the following technical solutions:
A method that improves medical polyurethane material surface hydrophilicity and biocompatibility based on Dopamine HCL, comprises the steps:
Step 1, to prepare pH be respectively 7.5～9.5 Tris-HCl solution and 0.05wt%～20wt% dopamine solution, and Tris-HCl solution and dopamine solution are mixed 18～22:0.036～0.040 in mass ratio, obtains mixing solutions;
Under step 2, room temperature, the medical polyurethane material after cleaning-drying is joined in mixing solutions prepared by step 1 and sealed, place 12～48h, or 15W～50W ultrasonication 1～8h; Afterwards, take out and clean, be dried the medical polyurethane material that obtains Dopamine HCL modification;
Step 3, the medical polyurethane material that Dopamine HCL is modified join in the hydrophilic film stoste of removing oxygen, at nitrogen atmosphere, 30～90 ℃, react 4～8h; Afterwards, clean, be dried.
Described in step 3, hydrophilic film stoste is composed of the following components by mass percentage: hydrophilic polymer or monomer 0.2%～30%, additive 0～5.0%, catalyzer 0.1%～0.5%, surplus are distilled water.
Described hydrophilic polymer or monomer comprise one or more in vinylformic acid, methacrylic acid, acrylamide, N,N-DMAA, N-V-Pyrol RC, polyoxyethylene glycol, Hydroxyethyl acrylate, chitosan, heparin, zwitterionic compound.
Described additive comprises one or more in ethylene glycol, Virahol, ethanol, ethamine, allyl amine, cyclic ethers, alkyl ketone or nitric acid.
Described catalyzer is positive quadrivalent cerium ionic compound, ferrous sulfate or Potassium Persulphate.
The preparation method of described hydrophilic film stoste is: under agitation condition, add successively distilled water, hydrophilic polymer or monomer, additive, catalyzer, mix.
Described in step 3, reaction is to react under agitation condition.
Described medical polyurethane material is that medical polyester is that urethane, medical polyethers are urethane, medical aromatic urethane or medical fat family urethane.
Beneficial effect of the present invention:
1, the inventive method is prepared thin film based on Dopamine HCL at material surface, the film of preparation has high-hydrophilic, can improve blood compatibility, reduces the damage to tissue, and have satisfactory stability, sample can keep lower water contact angle and higher wetting ability for a long time.
2, urethane itself has good biocompatibility, is the medical macromolecular materials that a kind of mechanical property is superior.Surface film can not change the excellent mechanical property of urethane itself.
3, film reaction adopts solid-liquid phase inhomogeneous reaction, can conveniently control the composition of reactant, thereby effectively restrains or eliminate the formation that has toxic byproduct.
4, film of the present invention can, for the surface film of various materials (as metal, polymer etc.) medicine equipment, improve the surface hydrophilicity of material equally.
5, the inventive method adopts single step reaction method, and preparation process is simple, not high to equipment requirements, for industrialized production provides feasibility foundation.
Accompanying drawing explanation
Fig. 1 is the surface growth situation of L929 cell before embodiment 1 material modification.
Fig. 2 is the surface growth situation that L929 cell is directly processed by hydrophilic film stoste without Dopamine HCL pre-treatment at embodiment 1 material.
Fig. 3 is the surface growth situation that L929 cell is processed by hydrophilic film stoste after Dopamine HCL pre-treatment at embodiment 1 material.
Fig. 4 is that the medical polyurethane film material used of each embodiment is at modification front surface contact angle.
Fig. 5 be material surface contact angle after embodiment 1 modification and ultrasonic through 4 times after contact angle.
Fig. 6 be material surface contact angle after embodiment 3 modifications and ultrasonic through 4 times after contact angle.
Fig. 7 be material surface contact angle after embodiment 4 modifications and ultrasonic through 4 times after contact angle.
embodiment
Below in conjunction with embodiment, the present invention is done further and explained.Following embodiment does not limit the present invention in any form, and all employings are equal to replaces or technical scheme that the mode of equivalent transformation obtains, all among protection scope of the present invention.
A method that improves medical polyurethane material surface hydrophilicity and biocompatibility based on Dopamine HCL, comprises the steps:
Step 1, to prepare pH be respectively 7.5～9.5 Tris-HCl solution and 0.05wt%～20wt% dopamine solution, and Tris-HCl solution and dopamine solution are mixed 18～22:0.036～0.040 in mass ratio, obtains mixing solutions.
Under step 2, room temperature, the medical polyurethane material after cleaning-drying is joined in mixing solutions prepared by step 1 and sealed, place 12～48h, or 15W～50W ultrasonication 1～8h; Afterwards, take out cleaning, the dry medical polyurethane material that obtains Dopamine HCL modification, to obtain, there is suitable surface roughness and abundant reaction active site.Medical polyurethane material is that medical polyester is that urethane, medical polyethers are urethane, medical aromatic urethane or medical fat family urethane, comprises the medical polyurethane materials such as medical catheter, seal wire, heart valve and hemodialysis membrane.
Step 3, the medical polyurethane material that Dopamine HCL is modified join in the hydrophilic film stoste of removing oxygen, stirring reaction 4～8h at nitrogen atmosphere, 30～90 ℃; Afterwards, clean, be dried.Hydrophilic film stoste is composed of the following components by mass percentage: hydrophilic polymer or monomer 0.2%～30%, additive 0～5.0%, catalyzer 0.1%～0.5%, surplus are distilled water.Hydrophilic polymer or monomer comprise one or more in vinylformic acid, methacrylic acid, acrylamide, N,N-DMAA, N-V-Pyrol RC, polyoxyethylene glycol, Hydroxyethyl acrylate, chitosan, heparin, zwitterionic compound.Additive comprises one or more in ethylene glycol, Virahol, ethanol, ethamine, allyl amine, cyclic ethers, alkyl ketone or nitric acid.Catalyzer is positive quadrivalent cerium ionic compound, ferrous sulfate or Potassium Persulphate.The preparation method of hydrophilic film stoste is: under agitation condition, add successively distilled water, hydrophilic polymer or monomer, additive, catalyzer, mix.
The sulfanilamide (SN) zwitter-ion preparation method that following examples relate to is as follows: by 7.27gN-(4-ethenylphenyl)-N, N dimethylamine is dissolved in 80ml trichloromethane, by 6.07g (48mmol) 1,3-N-morpholinopropanesulfonic acid lactone is dissolved in 80ml trichloromethane, under agitation condition, PS solution is dropwise added to N-(4-ethenylphenyl)-N, in N dimethylamine solution, at 30 ℃, react 10h.After reaction finishes, reacting liquid filtering is obtained to white powder object, i.e. the finished product.
Embodiment 1
Tris-HCl solution and 10wt% dopamine solution that preparation pH is 8.5, mix 20gTris-HCl solution and 0.040g dopamine solution, obtains mixing solutions.Get the medical polyurethane film material supersound washing of suitable size for several times, vacuum-drying immediately, joins in above-mentioned mixing solutions afterwards, with plastic fresh-keeping membrane, seals, under room temperature, place 24h, taking-up is afterwards cleaned, vacuum-drying obtains the medical polyurethane film material that Dopamine HCL is modified.In 100ml there-necked flask, add successively distilled water, vinylformic acid, nitric acid, ceric ammonium nitrate, mix and obtain hydrophilic film stoste, pass into nitrogen to remove oxygen.The medical polyurethane film material of afterwards Dopamine HCL being modified joins in the hydrophilic film stoste of removing oxygen, magnetic stirring reaction 4h at nitrogen atmosphere, 60 ℃.After reaction, material with deionized water wash for several times, to remove remained on surface reactant, is immersed in soaked overnight in deionized water by the material after washing, and take out next day, 40 ℃ of vacuum-drying 8h.
The composition of hydrophilic film stoste
L929 cell material surface, the material surface of directly processing by hydrophilic film stoste without Dopamine HCL pre-treatment, material surface growing state that use hydrophilic film stoste is processed after Dopamine HCL pre-treatment before modification as shown in Figure 1, 2, 3, show that the medical polyurethane film after modification has good biocompatibility.
Embodiment 2
Tris-HCl solution and 0.05wt% dopamine solution that preparation pH is 7.5, mix 18gTris-HCl solution and 0.036g dopamine solution, obtains mixing solutions.Get the medical polyurethane film material supersound washing of suitable size for several times, vacuum-drying immediately, joins in above-mentioned mixing solutions afterwards, with plastic fresh-keeping membrane, seals, 15W ultrasonication 8h under room temperature, taking-up is afterwards cleaned, vacuum-drying obtains the medical polyurethane film material that Dopamine HCL is modified.In 100ml there-necked flask, add successively distilled water, vinylformic acid, nitric acid, ceric ammonium nitrate, mix and obtain hydrophilic film stoste, pass into nitrogen and remove oxygen.The medical polyurethane film material of afterwards Dopamine HCL being modified joins in the hydrophilic film stoste of removing oxygen, magnetic stirring reaction 6h at nitrogen atmosphere, 60 ℃.After reaction, deionized water ultrasonic cleaning 60min for material, changes water 3 times, and by the material soaked overnight in deionized water after cleaning, take out next day, 40 ℃ of vacuum-drying 8h.
The composition of hydrophilic film stoste
Embodiment 3
Tris-HCl solution and 20wt% dopamine solution that preparation pH is 9.5, mix 22gTris-HCl solution and 0.040g dopamine solution, obtains mixing solutions.Get the medical polyurethane film material supersound washing of suitable size for several times, vacuum-drying immediately, joins in above-mentioned mixing solutions afterwards, with plastic fresh-keeping membrane, seals, under room temperature, place 12h, taking-up is afterwards cleaned, vacuum-drying obtains the medical polyurethane film material that Dopamine HCL is modified.In 100ml there-necked flask, add successively distilled water, acrylamide, ceric ammonium nitrate, mix and obtain hydrophilic film stoste, pass into nitrogen to remove oxygen.The medical polyurethane film material of afterwards Dopamine HCL being modified joins in the hydrophilic film stoste of removing oxygen, and at nitrogen atmosphere, 90 ℃, the magnetic stirring reaction time is 4h.After reaction, material with deionized water wash for several times, to remove remained on surface reactant, is immersed in soaked overnight in deionized water by the material after washing, and take out next day, 40 ℃ of vacuum-drying 8h.
The composition of hydrophilic film stoste
Embodiment 4
Tris-HCl solution and 10wt% dopamine solution that preparation pH is 8.5, mix 20gTris-HCl solution and 0.040g dopamine solution, obtains mixing solutions.Get the medical polyurethane film material supersound washing of suitable size for several times, vacuum-drying immediately, joins in above-mentioned mixing solutions afterwards, with plastic fresh-keeping membrane, seals, under room temperature, place 48h, taking-up is afterwards cleaned, vacuum-drying obtains the medical polyurethane film material that Dopamine HCL is modified.In 100ml there-necked flask, add successively distilled water, chitosan, Potassium Persulphate, mix and obtain hydrophilic film stoste, pass into nitrogen to remove oxygen.The medical polyurethane film material of afterwards Dopamine HCL being modified joins in the hydrophilic film stoste of removing oxygen, magnetic stirring reaction 8h at nitrogen atmosphere, 30 ℃.After reaction, material with deionized water wash for several times, to remove remained on surface reactant, is immersed in soaked overnight in deionized water by the material after washing, and take out next day, 40 ℃ of vacuum-drying 8h.
The composition of hydrophilic film stoste
Embodiment 5
Tris-HCl solution and 10wt% dopamine solution that preparation pH is 8.5, mix 20gTris-HCl solution and 0.040g dopamine solution, obtains mixing solutions.Get the medical polyurethane film material supersound washing of suitable size for several times, vacuum-drying immediately, joins in above-mentioned mixing solutions afterwards, with plastic fresh-keeping membrane, seals, under room temperature, place 24h, taking-up is afterwards cleaned, vacuum-drying obtains the medical polyurethane film material that Dopamine HCL is modified.In 100ml there-necked flask, add successively distilled water, heparin, ferrous sulfate, mix and obtain hydrophilic film stoste, pass into nitrogen to remove oxygen.The medical polyurethane film material of afterwards Dopamine HCL being modified joins in the hydrophilic film stoste of removing oxygen, magnetic stirring reaction 4h at nitrogen atmosphere, 60 ℃.After reaction, material with deionized water wash for several times, to remove remained on surface reactant, is immersed in soaked overnight in deionized water by the material after washing, and take out next day, 40 ℃ of vacuum-drying 24h.
The composition of hydrophilic film stoste
Embodiment 6
Tris-HCl solution and 10wt% dopamine solution that preparation pH is 8.5, mix 20gTris-HCl solution and 0.040g dopamine solution, obtains mixing solutions.Get the medical polyurethane film material supersound washing of suitable size for several times, vacuum-drying immediately, joins in above-mentioned mixing solutions afterwards, with plastic fresh-keeping membrane, seals, 50W ultrasonication 1h under room temperature, taking-up is afterwards cleaned, vacuum-drying obtains the medical polyurethane film material that Dopamine HCL is modified.In 100ml there-necked flask, add successively distilled water, sulfanilamide (SN) zwitter-ion, ferrous sulfate, mix and obtain hydrophilic film stoste, pass into nitrogen to remove oxygen.The medical polyurethane film material of afterwards Dopamine HCL being modified joins in the hydrophilic film stoste of removing oxygen, magnetic stirring reaction 7h at nitrogen atmosphere, 37 ℃.After reaction, with the normal saline washing of 50 ℃, then be immersed in the salt solution of 50 ℃ and spend the night, take out next day, 60 ℃ of vacuum-drying 24h.
The composition of hydrophilic film stoste
Embodiment 7
Tris-HCl solution and 10wt% dopamine solution that preparation pH is 8.5, mix 20gTris-HCl solution and 0.040g dopamine solution, obtains mixing solutions.Get the medical polyurethane film material supersound washing of suitable size for several times, vacuum-drying immediately, joins in above-mentioned mixing solutions afterwards, with plastic fresh-keeping membrane, seals, under room temperature, place 24h, taking-up is afterwards cleaned, vacuum-drying obtains the medical polyurethane film material that Dopamine HCL is modified.In 100ml there-necked flask, add successively distilled water, N,N-DMAA, ethylene glycol, Potassium Persulphate, mix and obtain hydrophilic film stoste, pass into nitrogen to remove oxygen.The medical polyurethane film material of afterwards Dopamine HCL being modified joins in the hydrophilic film stoste of removing oxygen, magnetic stirring reaction 6h at nitrogen atmosphere, 60 ℃.After reaction, material with deionized water wash for several times, to remove remained on surface reactant, is immersed in soaked overnight in deionized water by the material after washing, and take out next day, 40 ℃ of vacuum-drying 8h.
The composition of hydrophilic film stoste
Embodiment 8
Tris-HCl solution and 10wt% dopamine solution that preparation pH is 8.5, mix 20gTris-HCl solution and 0.040g dopamine solution, obtains mixing solutions.Get the medical polyurethane film material supersound washing of suitable size for several times, vacuum-drying immediately, joins in above-mentioned mixing solutions afterwards, with plastic fresh-keeping membrane, seals, 35W ultrasonication 5h under room temperature, taking-up is afterwards cleaned, vacuum-drying obtains the medical polyurethane film material that Dopamine HCL is modified.In 100ml there-necked flask, add successively distilled water, Hydroxyethyl acrylate, ethamine, ferrous sulfate, mix and obtain hydrophilic film stoste, pass into nitrogen and remove oxygen.The medical polyurethane film material of afterwards Dopamine HCL being modified joins in the hydrophilic film stoste of removing oxygen, magnetic stirring reaction 6h at nitrogen atmosphere, 60 ℃.After reaction, deionized water ultrasonic cleaning 60min for material, changes water 3 times, and by the material soaked overnight in deionized water after cleaning, take out next day, 40 ℃ of vacuum-drying 8h.
The composition of hydrophilic film stoste
The medical polyurethane film material that above embodiment uses is 70.9 ° at modification front surface contact angle, as shown in Figure 4.Material surface contact angle after embodiment 1,3,4 modifications is respectively 24.8 °, 36.1 °, 42.3 °, as shown in Fig. 5 a, Fig. 6 a, Fig. 7 a, illustrates that the medical polyurethane material surface after modification has good wetting ability.Material after embodiment 1,3,4 modifications is ultrasonic (once ultrasonic week about through 4 times, ultrasonic power 25W, ultrasonic time 30min each time) afterwards, material surface contact angle is respectively 22.7 °, 37.1 °, 42.2 °, as shown in Fig. 5 b, Fig. 6 b, Fig. 7 b, surface contact angle changes little, shows that the film after modification has satisfactory stability.
Claims (8)
1. based on Dopamine HCL, improve a method for medical polyurethane material surface hydrophilicity and biocompatibility, it is characterized in that, comprise the steps:
Step 1, to prepare pH be respectively 7.5～9.5 Tris-HCl solution and 0.05wt%～20wt% dopamine solution, and Tris-HCl solution and dopamine solution are mixed 18～22:0.036～0.040 in mass ratio, obtains mixing solutions;
Under step 2, room temperature, the medical polyurethane material after cleaning-drying is joined in mixing solutions prepared by step 1 and sealed, place 12～48h, or 15W～50W ultrasonication 1～8h; Afterwards, take out and clean, be dried the medical polyurethane material that obtains Dopamine HCL modification;
Step 3, the medical polyurethane material that Dopamine HCL is modified join in the hydrophilic film stoste of removing oxygen, at nitrogen atmosphere, 30～90 ℃, react 4～8h; Afterwards, clean, be dried.
2. the method that improves medical polyurethane material surface hydrophilicity and biocompatibility based on Dopamine HCL according to claim 1, it is characterized in that, hydrophilic film stoste is composed of the following components by mass percentage described in step 3: hydrophilic polymer or monomer 0.2%～30%, additive 0～5.0%, catalyzer 0.1%～0.5%, surplus are distilled water.
3. the method that improves medical polyurethane material surface hydrophilicity and biocompatibility based on Dopamine HCL according to claim 2, it is characterized in that, described hydrophilic polymer or monomer comprise one or more in vinylformic acid, methacrylic acid, acrylamide, N,N-DMAA, N-V-Pyrol RC, polyoxyethylene glycol, Hydroxyethyl acrylate, chitosan, heparin, zwitterionic compound.
4. the method that improves medical polyurethane material surface hydrophilicity and biocompatibility based on Dopamine HCL according to claim 2, it is characterized in that, described additive comprises one or more in ethylene glycol, Virahol, ethanol, ethamine, allyl amine, cyclic ethers, alkyl ketone or nitric acid.
5. the method that improves medical polyurethane material surface hydrophilicity and biocompatibility based on Dopamine HCL according to claim 2, is characterized in that, described catalyzer is positive quadrivalent cerium ionic compound, ferrous sulfate or Potassium Persulphate.
6. the method that improves medical polyurethane material surface hydrophilicity and biocompatibility based on Dopamine HCL according to claim 2, it is characterized in that, the preparation method of described hydrophilic film stoste is: under agitation condition, add successively distilled water, hydrophilic polymer or monomer, additive, catalyzer, mix.
7. the method that improves medical polyurethane material surface hydrophilicity and biocompatibility based on Dopamine HCL according to claim 1 and 2, is characterized in that, reaction is to react under agitation condition described in step 3.
8. the method that improves medical polyurethane material surface hydrophilicity and biocompatibility based on Dopamine HCL according to claim 1 and 2, it is characterized in that, described medical polyurethane material is that medical polyester is that urethane, medical polyethers are urethane, medical aromatic urethane or medical fat family urethane.
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