CN101361987B - Artificial cardiac valve stitching ring polyester material with antibiosis function - Google Patents
Artificial cardiac valve stitching ring polyester material with antibiosis function Download PDFInfo
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- CN101361987B CN101361987B CN2008100460508A CN200810046050A CN101361987B CN 101361987 B CN101361987 B CN 101361987B CN 2008100460508 A CN2008100460508 A CN 2008100460508A CN 200810046050 A CN200810046050 A CN 200810046050A CN 101361987 B CN101361987 B CN 101361987B
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- stitching ring
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Abstract
The invention aims at providing a heart valve prosthesis suture ring Terylene material with an antibacterial function, and a preparation method thereof. An ozone activation method is used for carrying out surface ozone activation to the heart valve prosthesis suture ring Terylene material so as to induce acrylic acid covalent graft polymerization, and then 1-(3-Dimethyl Amino Methyl Propyl)-3-Ethyl Carbodi-imide (EDC) is used for activating a chitosan molecule covalent bonded by carboxyl in a polyacrylic acid chain and according to the antibacterial property of the chitosan molecule, the heart valve prosthesis suture ring Terylene material with the antibacterial function is prepared. The adhesion rate of Staphylococcus epidermidis of the suture ring Terylene material can be reduced by 86 percent to the maximum extent while the adhesion rate of Staphylococcus aureus thereof can be reduced by 94.8 percent. The preparation method related to the suture ring Terylene material is simple, safe and effective. Furthermore, the heart valve prosthesis suture ring Terylene material has excellent blood compatibility.
Description
Affiliated technical field
The present invention relates to the artificial cardiac valve stitching ring polyester material that human body that the artificial surface modifying method of a kind of usefulness makes uses.
Background technology
Cardiac valve prosthesis is the crucial artificial organ of valvular heart disease such as treatment rheumatic heart disease, congenital heart disease, this class patient accounts for 30% of heart disease patient sum, Cardiac valve prosthesis has reached annual more than 300,000 in global application at present, annual more than 30,000 being applied as of China, and increase with annual 15% amplification.It in the Cardiac valve prosthesis of present domestic clinical practice mechanical valve prosthesis, its advantage is the endurance quality excellence, but thrombosis and thromboembolism, artificial valve's infective endocarditis (Prothetic Valve Endocarditis, complication such as PVE) still can appear after implanting.Wherein, artificial valve's infective endocarditis is one of severe complications in prosthetic valve replacement early stage and late period, and infection rate is 0.1～4.5%, and mortality rate is up to 40～75%.And the suture ring (being used for sewing up valve and cardiac muscle) that often occurs in Cardiac valve prosthesis that grows of antibacterial is located, so good antibacterial performance is to reduce the essential condition of artificial valve's intimitis and prosthetic heart valve operate as normal.In order to reduce the incidence rate of PVE, U.S. St.Jude company has released its flagship product Slzone in 1997, be characterized in having adopted silver coating at the suture ring material surface of its mechanical prosthetic valve, can prevent and treat bacterial endocarditis, but the histocompatibility difference and the possible problems of bringing such as perivalvular leakage of peeling off of silver coating have taken place in clinical use, and this product was recalled comprehensively by St Jude company in 2000.
In order to improve the serviceability of Cardiac valve prosthesis more, need preparation to have the suture ring material of antibiotic property and biocompatibility.
Summary of the invention:
The purpose of this invention is to provide a kind of artificial cardiac valve stitching ring polyester material with antibacterial functions, the suture ring that makes with this kind polyester material has the good tissue compatibility, blood compatibility and antibiotic property, and the preparation technology of material is simple, and is with low cost.
The present invention realizes above goal of the invention, and the technical scheme that is adopted is that a kind of artificial cardiac valve stitching ring polyester material with antibacterial functions is made by following method:
A, will prepare polyester material that artificial cardiac valve stitching ring uses by every 400cm
2Polyester material carry out the ozone surface active of 8-15ml/min, 30～50min;
B, with polyester material behind the surface active and acrylic monomers reactant aqueous solution, the acid of surface grafting propylene copolymerization;
The polyester material of C, surface grafting propylene copolymerization acid that the B step is obtained immerses in the phosphate buffered solution of 1-(3-dimethylamino-propyl)-3-ethyl carbodiimide (EDC), regulate PH=3～6, under 4～25 ℃, keep 2-6h with activating carboxy acid's group, then washing;
D, in addition the weight average molecular weight that 1-10 part is heavy is that 2000～50000 chitosan adds in the heavy 0.1-0.25mol/L acetic acid aqueous solution of 99-90 part, is mixed with chitosan-acetic acid solution,
E, the polyester material that C is gone on foot the activated carboxylic of gained again place D step chitosan-acetic acid solution, 3～5 ℃ of reactions 10～30 hours down, generate the polyester material of surperficial covalent bonding polyacrylic acid/chitosan, and washing is drying to obtain again.
Compared with prior art, the invention has the beneficial effects as follows:
One, causes free radical owing to adopt the method for ozone activation to produce in the preparation of a kind of artificial cardiac valve stitching ring polyester material with anti-microbial property provided by the present invention on the polyester material surface, can cause acrylic monomers and carry out effective graft copolymerization on the polyester material surface, experiment showed, that the acrylic acid percent grafting in polyester material surface reaches as high as 60wt% among the present invention.And effective covalent combination further can take place with the amido in the chitosan molecule after the activation by EDC in the hydroxy-acid group that contains in the acrylic acid of graft copolymerization, experiment showed, that the chitosan density of polyester material surface covalent bonding is 30-120 μ g/cm
2The polyester material of the surperficial covalent bonding polyacrylic acid/chitosan that makes like this, behind the suture ring implant into body by its manufacturing, than the modification silver coating terylene suture ring that once had, the adhesion of its surface reforming layer and terylene substrate improves greatly, has fundamentally overcome surface reforming layer and has come off and cause the defective of perivalvular leakage.
Two, modified material-acrylic acid that is adopted in modifying process and chitosan experimental results demonstrate and have been had the favorable tissue compatibility, blood compatibility and antibiotic property, make gained material of the present invention have fine biological safety, biocompatibility and high-efficiency antimicrobial.Its utilization can effectively reduce the infective endocarditis incidence rate that is caused by suture ring.Main pathogenic bacterium-the staphylococcus epidermidis adherence rate is the highest has reduced by 86% to endocarditic to experiment showed, this material, and the adhesion rate of staphylococcus aureus has reduced by 94.8%.
Three, modified material-acrylic acid that material of the present invention adopted and chitosan compare to expensive argent, cheap, the material preparation process adopts conventional solid-liquid phase reaction, need not expensive specific response equipment and harsh reaction condition, preparation technology is simple, low cost of manufacture.
Above-mentioned polyester material is the Dacron non-woven fabrics, and this non-woven fabrics is the most widely used artificial valve's suture ring material at present.
Polyester material behind the above-mentioned A step ozone activation is transferred in another reaction bulb, and vacuum outgas 30-120min carries out the B operation again.Can reduce the ozone concentration of terylene surface physics absorption after the vacuum outgas, reduce oxidation, improve acrylic acid surface and copolymerized percent grafting that closes acrylic monomers.
The acrylic monomers concentration of aqueous solution in above-mentioned B step is 5-25wt%, and the polymeric reaction temperature in B step is 30-60 ℃, and the time is 60～240min.This reaction condition makes that acrylic acid surface grafting combined polymerization is most effective.
The present invention is described in further detail below in conjunction with drawings and Examples.
Description of drawings
Fig. 1 is with the artificial cardiac valve stitching ring polyester material with anti-microbial property (Dacron-CHI) of the inventive method preparation and the bacterial number cartogram on unmodified common artificial cardiac valve stitching ring polyester material Dacron surface.Among the figure, SA: staphylococcus aureus SE: staphylococcus epidermidis EC: escherichia coli PA: pseudomonas aeruginosa CA: Candida albicans.
Fig. 2 a is that unmodified artificial cardiac valve stitching ring polyester material (Dacron) surface contacts the stereoscan photograph of cultivating 120min with the Freshman platelet rich plasma.
Fig. 2 b is the stereoscan photograph that contacts cultivation 120min with the artificial cardiac valve stitching ring polyester material with anti-microbial property (Dacron-CHI) surface of the inventive method preparation with the Freshman platelet rich plasma.
The specific embodiment
Embodiment 1
First kind of specific embodiment of the present invention is that a kind of artificial cardiac valve stitching ring polyester material with antibacterial functions is made by following method:
A, will prepare Dacron non-woven fabrics polyester material that artificial cardiac valve stitching ring uses by every 400cm
2Polyester material carry out the ozone surface active of 8ml/min, 30min;
Polyester material behind the ozone activation is transferred in another reaction bulb, vacuum outgas 30min.
B, with polyester material behind the surface active and acrylic monomers reactant aqueous solution, the acid of surface grafting propylene copolymerization; The acrylic monomers concentration of aqueous solution is 5wt%, and polymeric reaction temperature is 30 ℃, and the time is 60min.
The polyester material of C, surface grafting propylene copolymerization acid that the B step is obtained immerses in the phosphate buffered solution of 1-(3-dimethylamino-propyl)-3-ethyl carbodiimide (EDC), regulates PH=3, under 4 ℃, keeps 2h with activating carboxy acid's group, then washing.
D, in addition be that 2000 chitosan adds in the 0.1mol/L acetic acid aqueous solution of 99 parts of weights with 1 part of heavy weight average molecular weight, be mixed with chitosan-acetic acid solution;
E, the polyester material that C is gone on foot the activated carboxylic of gained again place D step chitosan-acetic acid solution, 3 ℃ of reactions 10 hours down, generate the polyester material of surperficial covalent bonding polyacrylic acid/chitosan, and washing is drying to obtain again.
Embodiment 2
A kind of artificial cardiac valve stitching ring polyester material with antibacterial functions is made by following method:
A, will prepare Dacron non-woven fabrics polyester material that artificial cardiac valve stitching ring uses by every 400cm
2Polyester material carry out the ozone surface active of 12ml/min, 40min;
Polyester material behind the ozone activation is transferred in another reaction bulb, vacuum outgas 60min.
B, with polyester material behind the surface active and acrylic monomers reactant aqueous solution, the acid of surface grafting propylene copolymerization; The acrylic monomers concentration of aqueous solution is 10wt%, and polymeric reaction temperature is 40 ℃, and the time is 120min.
The polyester material of C, surface grafting propylene copolymerization acid that the B step is obtained immerses in the phosphate buffered solution of 1-(3-dimethylamino-propyl)-3-ethyl carbodiimide (EDC), regulate PH=4.7, under 5 ℃, keep 4h with activating carboxy acid's group, then washing.
D, in addition be that 25000 chitosan adds in the 0.15mol/L acetic acid aqueous solution of 95 parts of weights with 5 parts of heavy weight average molecular weight, be mixed with chitosan-acetic acid solution;
E, the polyester material that C is gone on foot the activated carboxylic of gained again place D step chitosan-acetic acid solution, 4 ℃ of reactions 24 hours down, generate the polyester material of surperficial covalent bonding polyacrylic acid/chitosan, and washing is drying to obtain again.
Main pathogenic bacterium-the staphylococcus epidermidis adherence rate is the highest has reduced by 86% to endocarditic for this material, and the adhesion rate of staphylococcus aureus has reduced by 94.8%.
Embodiment 3
A kind of artificial cardiac valve stitching ring polyester material with antibacterial functions is made by following method:
A, will prepare Dacron non-woven fabrics polyester material that artificial cardiac valve stitching ring uses by every 400cm
2Polyester material carry out the ozone surface active of 15ml/min, 50min;
Polyester material behind the ozone activation is transferred in another reaction bulb, vacuum outgas 120min.
B, with polyester material behind the surface active and acrylic monomers reactant aqueous solution, the acid of surface grafting propylene copolymerization; The acrylic monomers concentration of aqueous solution is 25wt%, and polymeric reaction temperature is 60 ℃, and the time is 240min.
The polyester material of C, surface grafting propylene copolymerization acid that the B step is obtained immerses in the phosphate buffered solution of 1-(3-dimethylamino-propyl)-3-ethyl carbodiimide (EDC), regulates PH=6, under 25 ℃, keeps 6h with activating carboxy acid's group, then washing.
D, in addition be that 50000 chitosan adds in the 0.25mol/L acetic acid aqueous solution of 90 parts of weights with 10 parts of heavy weight average molecular weight, be mixed with chitosan-acetic acid solution.
E, the polyester material that C is gone on foot the activated carboxylic of gained again place D step chitosan-acetic acid solution, 5 ℃ of reactions 30 hours down, generate the polyester material of surperficial covalent bonding polyacrylic acid/chitosan, and washing is drying to obtain again.
Embodiment 4
A kind of artificial cardiac valve stitching ring polyester material with antibacterial functions is made by following method:
A, will prepare Dacron non-woven fabrics polyester material that artificial cardiac valve stitching ring uses by every 400cm
2Polyester material carry out the ozone surface active of 10ml/min, 35min.
B, with polyester material behind the surface active and acrylic monomers reactant aqueous solution, the acid of surface grafting propylene copolymerization; The acrylic monomers concentration of aqueous solution is 13wt%, and polymeric reaction temperature is 50 ℃, and the time is 150min.
The polyester material of C, surface grafting propylene copolymerization acid that the B step is obtained immerses in the phosphate buffered solution of 1-(3-dimethylamino-propyl)-3-ethyl carbodiimide (EDC), regulates PH=5, under 8 ℃, keeps 6h with activating carboxy acid's group, then washing.
D, in addition be that 25000 chitosan adds in the 0.15mol/L acetic acid aqueous solution of 95 parts of weights with 5 parts of heavy weight average molecular weight, be mixed with chitosan-acetic acid solution;
E, the polyester material that C is gone on foot the activated carboxylic of gained again place D step chitosan-acetic acid solution, 5 ℃ of reactions 24 hours down, generate the polyester material of surperficial covalent bonding polyacrylic acid/chitosan, and washing is drying to obtain again.
Experiment showed, that the artificial cardiac valve stitching ring polyester material with antibacterial functions of the present invention has good anti-microbial property:
Fig. 1 is the bacterial number cartogram with the artificial cardiac valve stitching ring polyester material with anti-microbial property (Dacron-CHI) of the inventive method preparation and unmodified common artificial cardiac valve stitching ring polyester material (Dacron) surface.Among the figure, SA: staphylococcus aureus SE: staphylococcus epidermidis EC: escherichia coli PA: pseudomonas aeruginosa CA: Candida albicans.As can be seen from this figure, main pathogenic bacterium-the staphylococcus epidermidis adherence rate is the highest has reduced by 86% to endocarditic for material of the present invention, the adhesion rate of staphylococcus aureus has reduced by 94.8%, and escherichia coli, pseudomonas aeruginosa, Candida albicans are also had the obvious suppression effect.
Fig. 2 a is that unmodified artificial cardiac valve stitching ring polyester material (Dacron) surface contacts the stereoscan photograph of cultivating 120min with the Freshman platelet rich plasma.Fig. 2 b is the stereoscan photograph that contacts cultivation 120min with the artificial cardiac valve stitching ring polyester material with anti-microbial property (Dacron-CHI) surface of the inventive method preparation with the Freshman platelet rich plasma.From Fig. 2 a and Fig. 2 b as can be seen, with adherent platelet counts on the artificial cardiac valve stitching ring polyester material of the present invention surface seldom, far below the adherent platelet of common artificial cardiac valve stitching ring polyester material, illustrate that material of the present invention has excellent anticoagulation function, blood compatibility is good.
Claims (4)
1. artificial cardiac valve stitching ring polyester material with antibacterial functions is made by following method:
A, will prepare the polyester material that artificial cardiac valve stitching ring is used, by every 400cm
2Polyester material carry out the ozone surface active of 8-15m1/min, 30～50min;
B, with polyester material behind the surface active and acrylic monomers reactant aqueous solution, the acid of surface grafting propylene copolymerization;
The polyester material of C, surface grafting propylene copolymerization acid that the B step is obtained immerses in the phosphate buffered solution of 1-(3-dimethylamino-propyl)-3-ethyl carbodiimide (EDC), regulate PH=3～6, under 4～25 ℃, keep 2-6h with activating carboxy acid's group, then washing;
D, in addition the weight average molecular weight that 1-10 part is heavy is that 2000～50000 chitosan adds in the heavy 0.1-0.25mol/L acetic acid aqueous solution of 99-90 part, is mixed with chitosan-acetic acid solution,
E, the polyester material that C is gone on foot the activated carboxylic of gained again place D step chitosan-acetic acid solution, 3～5 ℃ of reactions 10～30 hours down, generate the polyester material of surperficial covalent bonding polyacrylic acid/chitosan, and washing is drying to obtain again.
2. a kind of artificial cardiac valve stitching ring polyester material with antibacterial functions as claimed in claim 1 is characterized in that described polyester material is the Dacron non-woven fabrics.
3. a kind of artificial cardiac valve stitching ring polyester material with antibacterial functions as claimed in claim 1 is characterized in that: the polyester material behind the described A step ozone activation is transferred in another reaction bulb, behind the vacuum outgas 30-120min, carries out the B operation again.
4. a kind of artificial cardiac valve stitching ring polyester material as claimed in claim 1 with antibacterial functions, it is characterized in that: the acrylic monomers concentration of aqueous solution in described B step is 5-25wt%, the polymeric reaction temperature in B step is 30-60 ℃, and the time is 60～240min.
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| Application Number | Priority Date | Filing Date | Title |
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| CN2008100460508A CN101361987B (en) | 2008-09-12 | 2008-09-12 | Artificial cardiac valve stitching ring polyester material with antibiosis function |
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| CN2008100460508A CN101361987B (en) | 2008-09-12 | 2008-09-12 | Artificial cardiac valve stitching ring polyester material with antibiosis function |
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| CN101361987A CN101361987A (en) | 2009-02-11 |
| CN101361987B true CN101361987B (en) | 2011-11-16 |
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Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN105381497B (en) * | 2015-11-30 | 2019-04-09 | 广东泰宝医疗科技股份有限公司 | A kind of preparation method of antibacterial anti hemorrhagic dressing |
| WO2017158148A1 (en) | 2016-03-17 | 2017-09-21 | Centro Cardiologico Monzino | Polymers and uses thereof in manufacturing of 'living' heart valves |
| CN108914575A (en) * | 2018-07-11 | 2018-11-30 | 四川省宜宾惠美线业有限责任公司 | It is a kind of using cellulose fibre as the preparation process of the chitosan anti-bacteria fiber of substrate |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1390991A (en) * | 2002-07-23 | 2003-01-15 | 湘潭陈氏精密化学有限公司 | Modified viscose fibre and its preparing process |
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1390991A (en) * | 2002-07-23 | 2003-01-15 | 湘潭陈氏精密化学有限公司 | Modified viscose fibre and its preparing process |
Non-Patent Citations (3)
| Title |
|---|
| 李建新.与血液接触高分子材料的抗凝/抗菌改性研究.《中国优秀硕士学位论文全文数据库》.2007,第43页. * |
| 李鹏.涤纶人工心脏瓣膜缝合环抗菌性表面改性及机理研究.《中国优秀硕士学位论文全文数据库》.2005,第17-22页. * |
| 李鹏等.医用涤纶表面壳聚糖化学接枝法制备及细菌粘附研究.《功能材料》.2004,第2443-2444页. * |
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Owner name: CHENGDU NORTHWEST JIAO TONG UNIVERSITY SCIENGCE AN Free format text: FORMER OWNER: SOUTHWEST JIAOTONG UNIVERSITY Effective date: 20120801 |
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Effective date of registration: 20120801 Address after: 610031, A, Southwest Jiaotong University Science Park, No. 142, pay road, Sichuan, Chengdu Co-patentee after: Chengdu Jiaoda Maidike Technology Co., Ltd. Patentee after: Chengdu Southwest Jiaotong University Tech Park Management Co., Ltd. Address before: 610031 Sichuan City, Chengdu Province, No. two North Ring Road, No. 111 Co-patentee before: Chengdu Jiaoda Maidike Technology Co., Ltd. Patentee before: Southwest Jiaotong University |
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