CN108607151A - 一种抗菌导尿管及其制备方法 - Google Patents
一种抗菌导尿管及其制备方法 Download PDFInfo
- Publication number
- CN108607151A CN108607151A CN201810489917.0A CN201810489917A CN108607151A CN 108607151 A CN108607151 A CN 108607151A CN 201810489917 A CN201810489917 A CN 201810489917A CN 108607151 A CN108607151 A CN 108607151A
- Authority
- CN
- China
- Prior art keywords
- dissolved
- hydroxide solution
- optical fiber
- gained
- tyrosine
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 230000003115 biocidal effect Effects 0.000 title claims abstract description 37
- 238000002360 preparation method Methods 0.000 title claims description 9
- 239000013307 optical fiber Substances 0.000 claims abstract description 35
- 239000007800 oxidant agent Substances 0.000 claims abstract description 25
- 230000001590 oxidative effect Effects 0.000 claims abstract description 25
- 230000000844 anti-bacterial effect Effects 0.000 claims abstract description 24
- 238000007711 solidification Methods 0.000 claims abstract description 9
- 230000008023 solidification Effects 0.000 claims abstract description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 81
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 72
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 55
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 36
- 239000010936 titanium Substances 0.000 claims description 36
- 229910052719 titanium Inorganic materials 0.000 claims description 36
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 claims description 35
- 239000011701 zinc Substances 0.000 claims description 34
- 229910052725 zinc Inorganic materials 0.000 claims description 34
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 33
- 238000006243 chemical reaction Methods 0.000 claims description 26
- 238000006467 substitution reaction Methods 0.000 claims description 25
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 24
- 239000002904 solvent Substances 0.000 claims description 24
- 125000001493 tyrosinyl group Chemical group [H]OC1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])(N([H])[H])C(*)=O 0.000 claims description 24
- 229940125904 compound 1 Drugs 0.000 claims description 22
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims description 20
- 239000012264 purified product Substances 0.000 claims description 20
- 238000005292 vacuum distillation Methods 0.000 claims description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 20
- 238000001914 filtration Methods 0.000 claims description 19
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 claims description 16
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 16
- 238000000746 purification Methods 0.000 claims description 16
- 239000000741 silica gel Substances 0.000 claims description 16
- 229910002027 silica gel Inorganic materials 0.000 claims description 16
- 239000000843 powder Substances 0.000 claims description 15
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 12
- 238000001035 drying Methods 0.000 claims description 12
- 150000002825 nitriles Chemical class 0.000 claims description 12
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 claims description 10
- 230000002421 anti-septic effect Effects 0.000 claims description 10
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 9
- 238000005406 washing Methods 0.000 claims description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 8
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 239000003480 eluent Substances 0.000 claims description 8
- 239000012065 filter cake Substances 0.000 claims description 8
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 8
- 239000012074 organic phase Substances 0.000 claims description 8
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 8
- 238000003756 stirring Methods 0.000 claims description 8
- 238000010792 warming Methods 0.000 claims description 8
- 239000004246 zinc acetate Substances 0.000 claims description 8
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 4
- 235000019253 formic acid Nutrition 0.000 claims description 4
- 238000010992 reflux Methods 0.000 claims description 4
- 239000000243 solution Substances 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 230000000845 anti-microbial effect Effects 0.000 claims description 2
- 239000004599 antimicrobial Substances 0.000 claims 1
- 239000006227 byproduct Substances 0.000 claims 1
- 239000002054 inoculum Substances 0.000 claims 1
- 150000002576 ketones Chemical class 0.000 claims 1
- 229920006316 polyvinylpyrrolidine Polymers 0.000 claims 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract description 3
- 208000019206 urinary tract infection Diseases 0.000 abstract description 2
- 239000000523 sample Substances 0.000 description 14
- 239000011248 coating agent Substances 0.000 description 10
- 238000000576 coating method Methods 0.000 description 10
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 9
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 9
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 9
- 235000011181 potassium carbonates Nutrition 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- 235000013904 zinc acetate Nutrition 0.000 description 8
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 7
- 239000007788 liquid Substances 0.000 description 4
- -1 polyethylene pyrrolidones Polymers 0.000 description 4
- 238000001556 precipitation Methods 0.000 description 4
- 238000001228 spectrum Methods 0.000 description 4
- DJWUNCQRNNEAKC-UHFFFAOYSA-L zinc acetate Chemical class [Zn+2].CC([O-])=O.CC([O-])=O DJWUNCQRNNEAKC-UHFFFAOYSA-L 0.000 description 4
- 229910000635 Spelter Inorganic materials 0.000 description 3
- 239000004411 aluminium Substances 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- 239000003242 anti bacterial agent Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 239000011800 void material Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- 241001478240 Coccus Species 0.000 description 2
- 241000588724 Escherichia coli Species 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000013068 control sample Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 238000005286 illumination Methods 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 238000006277 sulfonation reaction Methods 0.000 description 2
- 229920001817 Agar Polymers 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 241000222122 Candida albicans Species 0.000 description 1
- 206010064687 Device related infection Diseases 0.000 description 1
- 241000295644 Staphylococcaceae Species 0.000 description 1
- 241000191967 Staphylococcus aureus Species 0.000 description 1
- 208000027418 Wounds and injury Diseases 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 229940095731 candida albicans Drugs 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 125000003963 dichloro group Chemical group Cl* 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 206010013990 dysuria Diseases 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000002695 general anesthesia Methods 0.000 description 1
- 230000003760 hair shine Effects 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 208000014674 injury Diseases 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- NYGZKMXIYAFNRM-UHFFFAOYSA-N methanol;zinc Chemical compound [Zn].OC NYGZKMXIYAFNRM-UHFFFAOYSA-N 0.000 description 1
- 239000006916 nutrient agar Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 230000036407 pain Effects 0.000 description 1
- 244000052769 pathogen Species 0.000 description 1
- 230000001717 pathogenic effect Effects 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical class OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 1
- 210000001635 urinary tract Anatomy 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
- A61M25/00—Catheters; Hollow probes
- A61M25/10—Balloon catheters
- A61M25/1011—Multiple balloon catheters
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L29/00—Materials for catheters, medical tubing, cannulae, or endoscopes or for coating catheters
- A61L29/08—Materials for coatings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L29/00—Materials for catheters, medical tubing, cannulae, or endoscopes or for coating catheters
- A61L29/08—Materials for coatings
- A61L29/085—Macromolecular materials
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L29/00—Materials for catheters, medical tubing, cannulae, or endoscopes or for coating catheters
- A61L29/14—Materials characterised by their function or physical properties, e.g. lubricating compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L29/00—Materials for catheters, medical tubing, cannulae, or endoscopes or for coating catheters
- A61L29/14—Materials characterised by their function or physical properties, e.g. lubricating compositions
- A61L29/16—Biologically active materials, e.g. therapeutic substances
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
- A61M25/00—Catheters; Hollow probes
- A61M25/0017—Catheters; Hollow probes specially adapted for long-term hygiene care, e.g. urethral or indwelling catheters to prevent infections
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
- A61M25/00—Catheters; Hollow probes
- A61M25/10—Balloon catheters
- A61M25/1027—Making of balloon catheters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/06—Zinc compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/20—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials
- A61L2300/216—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials with other specific functional groups, e.g. aldehydes, ketones, phenols, quaternary phosphonium groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/40—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
- A61L2300/404—Biocides, antimicrobial agents, antiseptic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/60—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a special physical form
- A61L2300/606—Coatings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2400/00—Materials characterised by their function or physical properties
- A61L2400/10—Materials for lubricating medical devices
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
- A61M25/00—Catheters; Hollow probes
- A61M25/10—Balloon catheters
- A61M25/1011—Multiple balloon catheters
- A61M2025/1013—Multiple balloon catheters with concentrically mounted balloons, e.g. being independently inflatable
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
- A61M25/00—Catheters; Hollow probes
- A61M25/10—Balloon catheters
- A61M25/1027—Making of balloon catheters
- A61M25/1029—Production methods of the balloon members, e.g. blow-moulding, extruding, deposition or by wrapping a plurality of layers of balloon material around a mandril
- A61M2025/1031—Surface processing of balloon members, e.g. coating or deposition; Mounting additional parts onto the balloon member's surface
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
- A61M2205/00—General characteristics of the apparatus
- A61M2205/02—General characteristics of the apparatus characterised by a particular materials
- A61M2205/0205—Materials having antiseptic or antimicrobial properties, e.g. silver compounds, rubber with sterilising agent
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Heart & Thoracic Surgery (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Biomedical Technology (AREA)
- Biophysics (AREA)
- Chemical & Material Sciences (AREA)
- Pulmonology (AREA)
- Anesthesiology (AREA)
- Hematology (AREA)
- Organic Chemistry (AREA)
- Child & Adolescent Psychology (AREA)
- Molecular Biology (AREA)
- Medicinal Chemistry (AREA)
- Urology & Nephrology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Materials For Medical Uses (AREA)
Abstract
本发明公开了一种抗菌导尿管,包括引流管,引流管外周设置透明外管,透明外管内壁与引流管外壁之间形成充气腔,透明外管上设置球囊,充气腔与球囊和充气嘴相通,充气腔内部周圈设置多个侧光光纤,侧光光纤与光纤光源器连接,透明外管外壁周圈设置酞菁类光敏抗菌剂层,酞菁类光敏抗菌剂层外周设置固化剂层,本发明的抗菌导尿管,内腔为导尿管,外腔和球囊连接起到固定导尿管的作用,通过在透明外管外壁周圈设置酞菁类光敏抗菌剂层,该层在与光纤光源器连接的侧光光纤照射下,能够产生自由态或单线态氧,从而起到很好的抗菌作用,大大降低了导尿管的尿路感染概率,提高了导尿管的安全性。
Description
技术领域
本发明涉及医疗器械技术领域,具体说是一种抗菌导尿管及其制备方法。
背景技术
导尿管是一类重要的医疗器械,主要应用于全麻手术、排尿困难等患者,在尿液引流、降低膀胱压力等方面有着不可替代的作用,但是,据美国CDC的研究数据表明,导尿管留置10~30%会引起尿路感染,其中1~4%的患者可引起血液感染,严重时甚至导致死亡,因此关于预防导尿管感染的工作越来越引起重视。
目前的抗菌导尿管主要分为两类:一类是直接掺入抗菌试剂,如在导管材料掺入银系抗菌剂或其他光谱抗生素,另一类是在表面涂敷抗菌试剂,如在导尿管表面涂复合抗生素或者光谱抗生素,但是掺入的抗菌材料还可能对导尿管的其他性能造成影响,并且抗生素的加入会影响患者的用药情况,给医生正常的诊断造成困扰;尤其是第一种方法的掺入抗菌剂的量大、生产成本高,并且掺入的抗菌剂只有渗透至表面部分才能起到抗菌作用。
发明内容
为解决上述问题,本发明的目的是提供一种抗菌导尿管及其制备方法。
本发明为实现上述目的,通过以下技术方案实现:
一种抗菌导尿管,包括引流管,引流管外周设置透明外管,透明外管内壁与引流管外壁之间形成充气腔,透明外管上设置球囊,充气腔与球囊和充气嘴相通,充气腔内部周圈设置多个侧光光纤,侧光光纤与光纤光源器连接,透明外管外壁周圈设置酞菁类光敏抗菌剂层,酞菁类光敏抗菌剂层外周设置固化剂层;
优选的,固化剂层为聚乙烯吡咯烷酮;
优选的,酞菁类光敏抗菌剂层为酪氨酸取代钛菁锌,其结构式为
优选的,酪氨酸取代钛菁锌按照以下步骤制备得到:
①将Boc-L-酪氨酸乙酯、4-硝基邻苯二腈、无水碳酸钾溶于DMF中,在30~50℃下反应4~6小时,得到反应液,将反应液中加入水洗涤,然后用二氯甲烷萃取,有机相用无水硫酸钠干燥后,减压蒸馏除去溶剂,得到化合物1;
化合物1的结构式为:
其中Boc-L-酪氨酸乙酯、4-硝基邻苯二腈、无水碳酸钾和DMF的质量体积比为1g:0.4~1g:1~2g:3~5ml;
反应液、水和二氯甲烷的体积比为1:8~12:5~8;
②将醋酸锌、步骤①所得化合物1溶解于正戊醇中,在70~90℃下反应1~2小时,然后向其中加入1,8-二氮杂二环[5.4.0]十一碳-7-烯,即DBU,升温至130~150℃反应20~25小时,减压蒸馏除去溶剂,用硅胶柱纯化,得到纯化产物;
醋酸锌、步骤①所得化合物1、正戊醇和DBU的质量体积比为2~4g:10g:155~165ml:15~25g;
硅胶柱纯化时的洗脱剂由体积比1:40的甲醇和二氯甲烷的混合得到;
③将步骤②所得纯化产物溶于质量分数10%的氢氧化钾溶液中,加热回流5~7小时,过滤,将滤饼干燥后溶于甲醇和三氟乙酸,搅拌4~6小时后减压蒸馏除去溶剂,得到粉末样品,将所得粉末样品溶于氢氧化钠溶液中,继续用氢氧化钠溶液调节pH至8~9后静置,过滤,滤饼用水洗涤、干燥,得到酪氨酸取代钛菁锌;
氢氧化钠溶液的质量浓度为3.5×10-6~10-4%;
步骤②所得纯化产物、氢氧化钾溶液、甲酸、三氟乙酸和氢氧化钠溶液的质量比为1g:35~45ml:6~10ml:0.8~1.2ml:20~30ml。
酪氨酸取代钛菁锌的合成路线为:
进一步优选的,酪氨酸取代钛菁锌按照以下步骤制备得到:
①将Boc-L-酪氨酸乙酯、4-硝基邻苯二腈、无水碳酸钾溶于DMF中,在40℃下反应5小时,得到反应液,将反应液中加入水洗涤,然后用二氯甲烷萃取,有机相用无水硫酸钠干燥后,减压蒸馏除去溶剂,得到化合物1;
其中Boc-L-酪氨酸乙酯、4-硝基邻苯二腈、无水碳酸钾和DMF的质量体积比为1g:0.5g:1.5g:4ml;
反应液、水和二氯甲烷的体积比为1:10:6;
②将醋酸锌、步骤①所得化合物1溶解于正戊醇中,在80℃下反应1.5小时,然后向其中加入1,8-二氮杂二环[5.4.0]十一碳-7-烯,即DBU,升温至140℃反应22小时,减压蒸馏除去溶剂,用硅胶柱纯化,得到纯化产物;
醋酸锌、步骤①所得化合物1、正戊醇和DBU的质量体积比为3g:10g:160ml:20g;
硅胶柱纯化时的洗脱剂由体积比1:40的甲醇和二氯甲烷的混合得到;
③将步骤②所得纯化产物溶于质量分数10%的氢氧化钾溶液中,加热回流6小时,过滤,将滤饼干燥后溶于甲醇和三氟乙酸,搅拌5小时后减压蒸馏除去溶剂,得到粉末样品,将所得粉末样品溶于氢氧化钠溶液中,继续用氢氧化钠溶液调节pH至8.5静置,过滤,滤饼用水洗涤、干燥,得到酪氨酸取代钛菁锌;
氢氧化钠溶液的质量浓度为10-4%;
步骤②所得纯化产物、氢氧化钾溶液、甲酸、三氟乙酸和氢氧化钠溶液的质量比为1:40ml:7ml:1ml:25ml。
本发明还包括抗菌导尿管的制备方法,包括以下步骤:
⑴用甲醇浸泡引流管管体1~2小时后干燥,得到预处理的引流管管体;
⑵以重量份计,将0.5~1份酞菁类光敏抗菌剂溶于100份甲醇中,然后将步骤⑴所得预处理的引流管管体放入其中,浸泡5~10分钟,烘干,然后在最外层涂覆固化剂,如聚乙烯吡咯烷酮,烘干;
⑷向充气腔填充侧光光纤,然后将侧光光纤与光纤光源器连接。
本发明相比现有技术具有以下优点:
本发明的抗菌导尿管,内腔为导尿管,外腔和球囊连接起到固定导尿管的作用,通过在透明外管外壁周圈设置酞菁类光敏抗菌剂层,该层在与光纤光源器连接的侧光光纤照射下,能够产生自由态或单线态氧,从而起到很好的抗菌作用,大大降低了导尿管的尿路感染概率,提高了导尿管的安全性,延长了导尿管的留置时间,减少了因置换导尿管给患者带来的伤痛,经过在光照下对常见致病菌(包括但不限于金色葡萄球菌、大肠杆菌和白色念珠球菌)在15~1小时的杀菌率能达到80~100%,并且安全可靠,不影响医生对患者疾病的诊断和治疗;
本发明的抗菌导尿管不用添加抗生素成分,患者不会产生抗生素的依赖,并且掺入的抗菌剂量小,成本低,并且掺入的酞菁类光敏抗菌剂不会影响导尿管其他性能;通过在导尿管最外层涂覆聚乙烯吡咯烷酮,不仅可以起到固化酞菁类光敏抗菌剂层的作用,而且能够改善导尿管表面的润滑性能。
附图说明:
图1为本发明抗菌导尿管的结构示意图;
图2为本发明抗菌导尿管的剖视图;
图3为酪氨酸取代钛菁锌的核磁氢谱图。
附图标记:1引流管,2透明外管,3充气腔,4球囊,5充气嘴,6侧光光纤,7光纤光源器,8酞菁类光敏抗菌剂层,9固化剂层。
具体实施方式
一种抗菌导尿管,包括引流管1,引流管1外周设置透明外管2,透明外管2内壁与引流管1外壁之间形成充气腔3,透明外管2上设置球囊4,充气腔3与球囊4和充气嘴5相通,充气腔3内部周圈设置多个侧光光纤6,侧光光纤6与光纤光源器7连接,透明外管2外壁周圈设置酞菁类光敏抗菌剂层8,酞菁类光敏抗菌剂层8外周设置固化剂层9;酞菁类光敏抗菌剂由于在光照下可以产生自由态或单线态氧,从而起到杀菌作用,常见的酞菁类材料如酞菁锌类及铝酞菁类材料,包括钛菁锌、不同磺化度的锌酞菁(ZnSPC)、氯铝酞菁和磺化氯铝酞菁(AlSPC)等。固化剂层可以采用聚乙烯吡咯烷酮(PVP)、聚丙烯酸酯和芳香聚酯等材料,不仅可以起到固化酞菁锌涂层的作用,而且可以改善导尿管表面的润滑性能。
一种抗菌导尿管的制备方法,包括以下步骤:
⑴用甲醇浸泡引流管管体1~2小时后干燥,得到预处理的引流管管体,经过预处理引流管管体的表面空隙变大,有助于酪氨酸取代钛菁锌进入空隙;
⑵以重量份计,将0.5~1份酞菁类光敏抗菌剂溶于100份甲醇中,然后将步骤⑴所得预处理的引流管管体放入其中,浸泡5~10分钟,烘干,然后在最外层涂覆固化剂,如聚乙烯吡咯烷酮PVP,烘干;通过PVP的涂覆,不仅可以固化酞菁类光敏抗菌剂涂层,而且可以改善导尿管表面的润滑性能;
⑷向充气腔填充侧光光纤,一般为3~5根,然后将侧光光纤与光纤光源器连接。
实施例1
如图1所示,一种抗菌导尿管,包括引流管1,引流管1外周设置透明外管2,透明外管2内壁与引流管1外壁之间形成充气腔3,透明外管2上设置球囊4,充气腔3与球囊4和充气嘴5相通,充气腔3内部周圈设置多个侧光光纤6,侧光光纤6与光纤光源器7连接,透明外管2外壁周圈设置酞菁类光敏抗菌剂层8,酞菁类光敏抗菌剂层8外周设置固化剂层9。
实施例2
抗菌导尿管的结构如实施例1,不同之处在于,所述酞菁类光敏抗菌剂层8为酪氨酸取代钛菁锌,其结构式为
实施例3
酪氨酸取代钛菁锌按照以下步骤制备得到:
①将100g Boc-L-酪氨酸乙酯、40g 4-硝基邻苯二腈、100g无水碳酸钾溶于300mlDMF中,在30℃下反应4小时,得到反应液,将反应液中加入2400ml水洗涤,然后用1500ml二氯甲烷萃取,有机相用无水硫酸钠干燥后,减压蒸馏除去溶剂,得到化合物1;
②将10g醋酸锌、50g步骤①所得化合物1溶解于775ml正戊醇中,在70℃下反应1小时,然后向其中加入75g 1,8-二氮杂二环[5.4.0]十一碳-7-烯,即DBU,升温至130℃反应20小时,减压蒸馏除去溶剂,用硅胶柱纯化,得到纯化产物;
硅胶柱纯化时的洗脱剂由体积比1:40的甲醇和二氯甲烷的混合得到;
③将20g步骤②所得纯化产物溶于700g质量分数10%的氢氧化钾溶液中,加热回流5小时,过滤,将滤饼干燥后溶于120ml甲醇和16ml三氟乙酸,搅拌4小时后减压蒸馏除去溶剂,得到粉末样品,将所得粉末样品溶于400ml氢氧化钠溶液中,调节pH至8析出沉淀后静置,过滤,滤饼用水洗涤、干燥,得到酪氨酸取代钛菁锌;
氢氧化钠溶液的质量浓度为3.5×10-6%。
酪氨酸取代钛菁锌的合成路线为:
实施例4
酪氨酸取代钛菁锌的合成路线和实施例3一致,按照以下步骤制备得到:
①将100g Boc-L-酪氨酸乙酯、100g 4-硝基邻苯二腈、200g无水碳酸钾溶于500mlDMF中,在50℃下反应6小时,得到反应液,将反应液中加入6L水洗涤,然后用4L二氯甲烷萃取,有机相用无水硫酸钠干燥后,减压蒸馏除去溶剂,得到化合物1;
②将20g醋酸锌、50g步骤①所得化合物1溶解于825ml正戊醇中,在90℃下反应2小时,然后向其中加入125g 1,8-二氮杂二环[5.4.0]十一碳-7-烯,即DBU,升温至150℃反应25小时,减压蒸馏除去溶剂,用硅胶柱纯化,得到纯化产物;
硅胶柱纯化时的洗脱剂由体积比1:40的甲醇和二氯甲烷的混合得到;
③将20g步骤②所得纯化产物溶于900ml质量分数10%的氢氧化钾溶液中,加热回流7小时,过滤,将滤饼干燥后溶于200ml甲醇和24ml三氟乙酸,搅拌6小时后减压蒸馏除去溶剂,得到粉末样品,将所得粉末样品溶于600ml氢氧化钠溶液中,调节pH至9析出沉淀后静置,过滤,滤饼用水洗涤、干燥,得到酪氨酸取代钛菁锌;
氢氧化钠溶液的质量浓度为10-4%。
实施例5
酪氨酸取代钛菁锌的合成路线和实施例3一致,按照以下步骤制备得到:
①将100g Boc-L-酪氨酸乙酯、80g 4-硝基邻苯二腈、180g无水碳酸钾溶于350mlDMF中,在35℃下反应5小时,得到反应液,将反应液中加入3.85L水洗涤,然后用1.35L二氯甲烷萃取,有机相用无水硫酸钠干燥后,减压蒸馏除去溶剂,得到化合物1;
②将12.5g醋酸锌、50g步骤①所得化合物1溶解于790ml正戊醇中,在75℃下反应1.5小时,然后向其中加入90g 1,8-二氮杂二环[5.4.0]十一碳-7-烯,即DBU,升温至135℃反应22小时,减压蒸馏除去溶剂,用硅胶柱纯化,得到纯化产物;
硅胶柱纯化时的洗脱剂由体积比1:40的甲醇和二氯甲烷的混合得到;
③将20g步骤②所得纯化产物溶于760ml质量分数10%的氢氧化钾溶液中,加热回流5.5小时,过滤,将滤饼干燥后溶于180ml甲醇和18ml三氟乙酸,搅拌4.5小时后减压蒸馏除去溶剂,得到粉末样品,将所得粉末样品溶于560ml氢氧化钠溶液中,调节pH至8.5析出沉淀后静置,过滤,滤饼用水洗涤、干燥,得到酪氨酸取代钛菁锌;
氢氧化钠溶液的质量浓度为8×10-5%。
实施例6
酪氨酸取代钛菁锌的合成路线和实施例3一致,按照以下步骤制备得到:
①将100g Boc-L-酪氨酸乙酯、50g 4-硝基邻苯二腈、150g无水碳酸钾溶于400mlDMF中,在40℃下反应5小时,得到反应液,将反应液中加入4L水洗涤,然后用2.4L二氯甲烷萃取,有机相用无水硫酸钠干燥后,减压蒸馏除去溶剂,得到化合物1;
②取15g醋酸锌、50g步骤①所得化合物1溶解于0.8L正戊醇中,在80℃下反应1.5小时,然后向其中加入100g 1,8-二氮杂二环[5.4.0]十一碳-7-烯,即DBU,升温至140℃反应22小时,减压蒸馏除去溶剂,用硅胶柱纯化,得到纯化产物;
硅胶柱纯化时的洗脱剂由体积比1:40的甲醇和二氯甲烷的混合得到;
③取20g步骤②所得纯化产物溶于0.8L质量分数10%的氢氧化钾溶液中,加热回流6小时,过滤,将滤饼干燥后溶于140ml甲醇和20ml三氟乙酸,搅拌5小时后减压蒸馏除去溶剂,得到粉末样品,将所得粉末样品溶于500ml氢氧化钠溶液中,调节pH至8.5析出沉淀后静置,过滤,滤饼用水洗涤、干燥,得到酪氨酸取代钛菁锌;
氢氧化钠溶液的质量浓度为10-5%。
对实施例6所得的酪氨酸取代钛菁锌进行元素分析,结果如下:C:71.01%,H:4.53%,N:4.38%,O:14.97%,Zn:5.06%。
实施例6所得的酪氨酸取代钛菁锌的核磁氢谱图如图3所示,由图3可以看出8.84ppm和8.48ppm附近的化学位移是酞菁环的苯环上质子的化学位移;7.21ppm~7.52ppm之间的化学位移是苯环上质子(酞菁环和R1酪氨酸取代基上的苯环)的化学位移,为多重峰;4.32ppm处的化学位移是R1取代基中-CH-的质子的化学位移,3.01ppm~3.15ppm之间的化学位移是R1取代基中-CH2-的质子的化学位移。此外,8.84~8.48之间和3.01~3.15之间的积分比约为1:1.1,与理论值1:1接近。由此得出,成功合成了酪氨酸取代钛菁锌。
实施例7
一种抗菌导尿管的制备方法,包括以下步骤:
⑴用甲醇浸泡引流管管体1小时后干燥,得到预处理的引流管管体,经过预处理引流管管体的表面空隙变大,有助于酪氨酸取代钛菁锌进入空隙;
⑵以重量份计,将0.5份酞菁类光敏抗菌剂溶于100份甲醇中,然后将步骤⑴所得预处理的引流管管体放入其中,浸泡5分钟,烘干,然后在最外层涂覆聚乙烯吡咯烷酮PVP,烘干;通过PVP的涂覆,不仅可以固化酪氨酸取代钛菁锌涂层,而且可以改善导尿管表面的润滑性能;
⑷向充气腔填充侧光光纤,一般为3根,然后将侧光光纤与光纤光源器连接。
实施例8
一种抗菌导尿管的制备方法,包括以下步骤:
⑴用甲醇浸泡引流管管体2小时后干燥,得到预处理的引流管管体,经过预处理引流管管体的表面空隙变大,有助于酪氨酸取代钛菁锌进入空隙;
⑵以重量份计,将1份酞菁类光敏抗菌剂溶于100份甲醇中,然后将步骤⑴所得预处理的引流管管体放入其中,浸泡10分钟,烘干,然后在最外层涂覆聚乙烯吡咯烷酮PVP,烘干;通过PVP的涂覆,不仅可以固化酪氨酸取代钛菁锌涂层,而且可以改善导尿管表面的润滑性能;
⑷向充气腔填充侧光光纤,一般为5根,然后将侧光光纤与光纤光源器连接。
对酪氨酸取代钛菁锌进行抗菌性试验,采用LED红光对不同菌种进行试验,试验过程为:
试验组为5ml酪氨酸取代钛菁锌甲醇溶液(质量浓度0.5%),对照组为5ml甲醇,均置于无菌试管中,加入0.1ml菌悬液(菌密度105~106cfu/ml),混匀。将试验组和对照组的试管在照射能量密度为6J/cm2的红光下照射15min/60min。然后分别取0.5ml试管样液,接种无菌平皿一式两份,倒入营养琼脂培养基或硫乙醇酸盐琼脂培养基混匀。待冷却凝固后置于生化培养箱内培养48h观察结果,记录平板上菌落数,计算抗菌率。抗菌率试验过程计算公式为:抗菌率=(对照样液平均菌落数-试验样液平均菌落数)/对照样液平均菌落数×100%。
结果如表1所示,可以看出酪氨酸取代钛菁锌对大肠杆菌、金黄色葡萄球菌和白色念球菌均有很好的抗菌效果,在15分钟的照射下,抗菌率能达到80%以上,1小时的照射下,抗菌率能达到99%以上,因此可以推测含有酪氨酸取代钛菁锌的抗菌导尿管也具有很好的抗菌效果。
表1酪氨酸取代钛菁锌的抗菌效果表
Claims (6)
1.一种抗菌导尿管,包括引流管(1),其特征在于:引流管(1)外周设置透明外管(2),透明外管(2)内壁与引流管(1)外壁之间形成充气腔(3),透明外管(2)上设置球囊(4),充气腔(3)与球囊(4)和充气嘴(5)相通,充气腔(3)内部周圈设置多个侧光光纤(6),侧光光纤(6)与光纤光源器(7)连接,透明外管(2)外壁周圈设置酞菁类光敏抗菌剂层(8),酞菁类光敏抗菌剂层(8)外周设置固化剂层(9)。
2.根据权利要求1所述的一种抗菌导尿管,其特征在于:固化剂层(9)为聚乙烯吡咯烷酮。
3.根据权利要求1所述的一种抗菌导尿管,其特征在于:所述酞菁类光敏抗菌剂层(8)为酪氨酸取代钛菁锌,其结构式为:
4.根据权利要求3所述的一种抗菌导尿管,其特征在于:酪氨酸取代钛菁锌按照以下步骤制备得到:
①将Boc-L-酪氨酸乙酯、4-硝基邻苯二腈、无水碳酸钾溶于DMF中,在30~50℃下反应4~6小时,得到反应液,将反应液中加入水洗涤,然后用二氯甲烷萃取,有机相用无水硫酸钠干燥后,减压蒸馏除去溶剂,得到化合物1;
化合物1的结构式为:
其中Boc-L-酪氨酸乙酯、4-硝基邻苯二腈、无水碳酸钾和DMF的质量体积比为1g:0.4~1g:1~2g:3~5ml;
反应液、水和二氯甲烷的体积比为1:8~12:5~8;
②将醋酸锌、步骤①所得化合物1溶解于正戊醇中,在70~90℃下反应1~2小时,然后向其中加入1,8-二氮杂二环[5.4.0]十一碳-7-烯,即DBU,升温至130~150℃反应20~25小时,减压蒸馏除去溶剂,用硅胶柱纯化,得到纯化产物;
醋酸锌、步骤①所得化合物1、正戊醇和DBU的质量体积比为2~4g:10g:155~165ml:15~25g;
硅胶柱纯化时的洗脱剂由体积比1:40的甲醇和二氯甲烷的混合得到;
③将步骤②所得纯化产物溶于质量分数10%的氢氧化钾溶液中,加热回流5~7小时,过滤,将滤饼干燥后溶于甲醇和三氟乙酸,搅拌4~6小时后减压蒸馏除去溶剂,得到粉末样品,将所得粉末样品溶于氢氧化钠溶液中,继续用氢氧化钠溶液调节pH至8~9后静置,过滤,滤饼用水洗涤、干燥,得到酪氨酸取代钛菁锌;
氢氧化钠溶液的质量浓度为3.5×10-6~10-4%;
步骤②所得纯化产物、氢氧化钾溶液、甲酸、三氟乙酸和氢氧化钠溶液的质量比为1g:35~45ml:6~10ml:0.8~1.2ml:20~30ml。
5.根据权利要求4所述的一种抗菌导尿管,其特征在于:酪氨酸取代钛菁锌按照以下步骤制备得到:
①将Boc-L-酪氨酸乙酯、4-硝基邻苯二腈、无水碳酸钾溶于DMF中,在40℃下反应5小时,得到反应液,将反应液中加入水洗涤,然后用二氯甲烷萃取,有机相用无水硫酸钠干燥后,减压蒸馏除去溶剂,得到化合物1;
其中Boc-L-酪氨酸乙酯、4-硝基邻苯二腈、无水碳酸钾和DMF的质量体积比为1g:0.5g:1.5g:4ml;
反应液、水和二氯甲烷的体积比为1:10:6;
②将醋酸锌、步骤①所得化合物1溶解于正戊醇中,在80℃下反应1.5小时,然后向其中加入1,8-二氮杂二环[5.4.0]十一碳-7-烯,即DBU,升温至140℃反应22小时,减压蒸馏除去溶剂,用硅胶柱纯化,得到纯化产物;
醋酸锌、步骤①所得化合物1、正戊醇和DBU的质量体积比为3g:10g:160ml:20g;
硅胶柱纯化时的洗脱剂由体积比1:40的甲醇和二氯甲烷的混合得到;
③将步骤②所得纯化产物溶于质量分数10%的氢氧化钾溶液中,加热回流6小时,过滤,将滤饼干燥后溶于甲醇和三氟乙酸,搅拌5小时后减压蒸馏除去溶剂,得到粉末样品,将所得粉末样品溶于氢氧化钠溶液中,继续用氢氧化钠溶液调节pH至8.5静置,过滤,滤饼用水洗涤、干燥,得到酪氨酸取代钛菁锌;
氢氧化钠溶液的质量浓度为10-4%;
步骤②所得纯化产物、氢氧化钾溶液、甲酸、三氟乙酸和氢氧化钠溶液的质量比为1:40ml:7ml:1ml:25ml。
6.一种抗菌导尿管的制备方法,其特征在于,包括以下步骤:
⑴用甲醇浸泡引流管管体1~2小时后干燥,得到预处理的引流管管体;
⑵以重量份计,将0.5~1份酞菁类光敏抗菌剂溶于100份甲醇中,然后将步骤⑴所得预处理的引流管管体放入其中,浸泡5~10分钟,烘干,然后在最外层涂覆固化剂,烘干;
⑷向充气腔填充侧光光纤,然后将侧光光纤与光纤光源器连接。
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201810489917.0A CN108607151B (zh) | 2018-05-21 | 2018-05-21 | 一种抗菌导尿管及其制备方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201810489917.0A CN108607151B (zh) | 2018-05-21 | 2018-05-21 | 一种抗菌导尿管及其制备方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN108607151A true CN108607151A (zh) | 2018-10-02 |
CN108607151B CN108607151B (zh) | 2021-06-01 |
Family
ID=63663884
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201810489917.0A Active CN108607151B (zh) | 2018-05-21 | 2018-05-21 | 一种抗菌导尿管及其制备方法 |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN108607151B (zh) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN111569159A (zh) * | 2019-02-15 | 2020-08-25 | 江苏百赛飞生物科技有限公司 | 一种输尿管导管及其制备方法 |
CN111803716A (zh) * | 2020-06-01 | 2020-10-23 | 凌岫泉 | 一种长效抗菌涂层及其在医用导管中的应用方法 |
CN113274518A (zh) * | 2021-05-24 | 2021-08-20 | 三明学院 | 一种用于汽车消毒的光敏除菌喷雾及除菌方法 |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101212987A (zh) * | 2005-06-29 | 2008-07-02 | 阿利提兄弟有限公司L.莫太尼公司 | 自杀菌产品 |
US20080257355A1 (en) * | 2007-04-18 | 2008-10-23 | Rao Chamkurkishtiah P | Self-cleaning and sterilizing endotracheal and tracheostomy tube |
CN201431691Y (zh) * | 2009-07-08 | 2010-03-31 | 大连理工大学 | 一种抗菌亲水涂层导尿管 |
CN103068432A (zh) * | 2010-07-09 | 2013-04-24 | 延世大学校产学协力团 | 导液管及其制造方法 |
CN103111010A (zh) * | 2013-01-25 | 2013-05-22 | 阳泉煤业(集团)有限责任公司 | 一种双腔球囊管及其应用 |
CN105412995A (zh) * | 2015-12-04 | 2016-03-23 | 江苏道森新材料有限公司 | 医用导管及其表面形成抗菌亲水涂层的方法 |
CN106563179A (zh) * | 2015-10-07 | 2017-04-19 | 明达医学科技股份有限公司 | 导尿管装置及其运作方法 |
-
2018
- 2018-05-21 CN CN201810489917.0A patent/CN108607151B/zh active Active
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101212987A (zh) * | 2005-06-29 | 2008-07-02 | 阿利提兄弟有限公司L.莫太尼公司 | 自杀菌产品 |
US20080257355A1 (en) * | 2007-04-18 | 2008-10-23 | Rao Chamkurkishtiah P | Self-cleaning and sterilizing endotracheal and tracheostomy tube |
US20130152921A1 (en) * | 2007-04-18 | 2013-06-20 | Chamkurkishtiah P. Rao | Self-cleaning and sterilizing medical tube |
CN201431691Y (zh) * | 2009-07-08 | 2010-03-31 | 大连理工大学 | 一种抗菌亲水涂层导尿管 |
CN103068432A (zh) * | 2010-07-09 | 2013-04-24 | 延世大学校产学协力团 | 导液管及其制造方法 |
CN103111010A (zh) * | 2013-01-25 | 2013-05-22 | 阳泉煤业(集团)有限责任公司 | 一种双腔球囊管及其应用 |
CN106563179A (zh) * | 2015-10-07 | 2017-04-19 | 明达医学科技股份有限公司 | 导尿管装置及其运作方法 |
CN105412995A (zh) * | 2015-12-04 | 2016-03-23 | 江苏道森新材料有限公司 | 医用导管及其表面形成抗菌亲水涂层的方法 |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN111569159A (zh) * | 2019-02-15 | 2020-08-25 | 江苏百赛飞生物科技有限公司 | 一种输尿管导管及其制备方法 |
CN111569159B (zh) * | 2019-02-15 | 2022-03-11 | 江苏百赛飞生物科技有限公司 | 一种输尿管导管及其制备方法 |
CN111803716A (zh) * | 2020-06-01 | 2020-10-23 | 凌岫泉 | 一种长效抗菌涂层及其在医用导管中的应用方法 |
CN113274518A (zh) * | 2021-05-24 | 2021-08-20 | 三明学院 | 一种用于汽车消毒的光敏除菌喷雾及除菌方法 |
Also Published As
Publication number | Publication date |
---|---|
CN108607151B (zh) | 2021-06-01 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN108607151A (zh) | 一种抗菌导尿管及其制备方法 | |
CN102702727B (zh) | 一种抗菌复合材料的制备方法 | |
CN105596367B (zh) | 以壳聚糖-泊洛沙姆为凝胶基质的纳米银抗菌凝胶及其制备方法和应用 | |
CN106243246B (zh) | 一种羊依诺肝素钠及其制备方法与应用 | |
CN107982534B (zh) | 壳聚糖/硫化铜纳米复合空心球的制备方法及其产品和应用 | |
Wu et al. | Regulating the bacterial oxygen microenvironment via a perfluorocarbon-conjugated bacteriochlorin for enhanced photodynamic antibacterial efficacy | |
CN111939124B (zh) | 一种金属聚合物、金属聚合物纳米胶束及其制备方法和应用 | |
CN107510842A (zh) | 一种洁净且具有优良光热效果的复合光热剂的制备方法 | |
CN113621149A (zh) | 一种3d打印抗菌水凝胶敷料及其制备方法 | |
CN105601638B (zh) | 一种叶绿酸衍生物及其制备方法、作为光敏抑菌剂及光敏杀虫剂的应用 | |
CN103142649B (zh) | 直链淀粉包覆并络合i3-的银包铁复合纳米粒子的制备方法 | |
CN103435639B (zh) | 一种轴向核苷不对称修饰的硅酞菁及其制备方法和应用 | |
CN112853747B (zh) | 一种基于复合纳米银的长效抗菌聚酯纤维的制备方法及其专用装置 | |
CN106236705A (zh) | 一种可用于饮水给药的氟苯尼考溶液剂及其制备方法 | |
CN113144282A (zh) | 基于共轭聚合物/螺旋聚异腈多肽复合仿生抗菌水凝胶伤口敷料的应用 | |
CN109453390A (zh) | 一种恩诺沙星羟丙基环糊精包合物及其制备方法和应用 | |
CN104844645A (zh) | 一种轴向ala修饰的硅酞菁及其制备方法和应用 | |
CN106924732A (zh) | 一种超声治疗用肿瘤靶向型血卟啉注射剂及其制备方法 | |
CN106902440B (zh) | 一种肿瘤内科医疗用引流管 | |
CN114209825B (zh) | 亚铜离子响应的no释放和光热协同治疗剂及其应用 | |
CN108610460B (zh) | 一种活性氧刺激响应型纳米凝胶药物载体及其制备方法和应用 | |
CN1810815B (zh) | 用于治疗的硝基咪唑衍生物 | |
CN108997381A (zh) | 一种吡唑并[1,5-a]吡啶类药物及其制备方法、组合物及在皮肤溃疡病人护理的应用 | |
CN114588112A (zh) | 辣木秸秆介导合成生物硒纳米颗粒及其抗菌应用 | |
CN102827226B (zh) | 一种尿苷衍生物修饰的硅酞菁及其制备方法和应用 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
GR01 | Patent grant | ||
GR01 | Patent grant |