CN109010929A - A kind of Medical urethral catheter - Google Patents
A kind of Medical urethral catheter Download PDFInfo
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- CN109010929A CN109010929A CN201811111434.3A CN201811111434A CN109010929A CN 109010929 A CN109010929 A CN 109010929A CN 201811111434 A CN201811111434 A CN 201811111434A CN 109010929 A CN109010929 A CN 109010929A
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- pyrroles
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F226/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
- C08F226/06—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen by a heterocyclic ring containing nitrogen
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
- C08F230/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal
- C08F230/08—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing silicon
- C08F230/085—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing silicon the monomer being a polymerisable silane, e.g. (meth)acryloyloxy trialkoxy silanes or vinyl trialkoxysilanes
-
- 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
- A61L2420/00—Materials or methods for coatings medical devices
- A61L2420/02—Methods for coating medical devices
-
- 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
- A61L2420/00—Materials or methods for coatings medical devices
- A61L2420/06—Coatings containing a mixture of two or more compounds
Abstract
The invention discloses a kind of Medical urethral catheters, it includes urethral catheterization tube body and the coating coated on catheter body surface, it is made of fluorine silicon materials copolymer, polyurethane and 1- [3- (triethoxysilicane alkyl) propyl] -1H- pyrroles -2,5- diketone modified fullerenes;The coating of the catheter body surface is by 1,1- methylene two [3- (2- hydroxyethyl) -2-Pyrrolidone], 1,1,3,3- tetramethyl -1,3- pairs-[2- [7- aoxidizes bicyclic [4.1.0] hept- 3- yl] ethyl] disiloxane, polylactic acid are prepared by chemical reaction.The Medical urethral catheter excellent combination property that the present invention is prepared has and continues fungistatic effect, and surface hydrophilic lubricity, flexibility and comfort are excellent, and intubation is easy.
Description
Technical field
The present invention relates to the field of medical instrument technology more particularly to a kind of Medical urethral catheter and preparation method thereof.
Background technique
In recent years, the whole body because of caused by the cerebral disorders such as headstroke or spinal injury etc. is unsuccessful or hemiplegia, because before
The non-neurogenic bladder disease and spina bifida or more of obstruction caused by column gland hypertrophy, ankylurethria or postoperative urine retention etc
The patient populations of the neurogenic bladder disease of hair property sclerosis etc with advanced age population increase and traffic accident or industry
Disaster increase etc. reason and increase year by year.These patients need continuous urethral catheterization in treatment to empty its bladder, and when urethral catheterization needs
Will by means of Medical urethral catheter, Medical urethral catheter as it is a kind of safely, effectively, the preferable diagnosing and treating tool of compatibility,
Using increasingly extensively.
Currently, in medicine using more catheter be with pipeline made of natural rubber, silicon rubber or polyvinyl chloride, this
A little catheters more or less exist since the histocompatbility of material and urethra leads to urinary tract infections and allergy, and surface particles are thicker
Lose lubricity, it is easy to which the growth for inducing bacterial biof iotalm easily generates patient during entering bladder by way of urethra
Feeling of pain as calcination, or even cause because damaging mucous membrane the defect of inflammation, inconvenience is brought to medical treatment, nursing, also gives patient
Unnecessary pain is caused, while increasing the hidden danger that medical tangle occurs, or even threatens the life and health safety of patient.
In order to improve the biocidal property and lubricity of catheter, researchers have done many effort, the method for improving biocidal property
Mainly it is easy in one layer of bacteriostatic agent of rubber urinary catheter outer layer spraying plating or the hydrosol or lubricating jelly of antibiotic, such method
Falling off for coating material is caused during subsequent operation, and has no practical clinical;In addition also have by catheter table
Bacteriostatic agent is added in surface treatment liquid and has realized that catheter carries the method for bacteriostatic agent, not can effectively improve the tissue of catheter equally
Compatibility, and increase the stability of bacteriostatic agent.The technical measures of lubricity are improved mainly in the surface coated with paraffin of catheter
The lubricants such as oil or chelated iodine, but paraffin oil easily causes other diseases, chelated iodine is often right when in use not by mucosa absorption
Catheter locally wipes, and does not have comprehensive lubricant effect, these methods improve intubation there is no catheter hydrophily is improved
Difficulty increases the pain of patient.
Therefore, developing one kind has lasting fungistatic effect, and surface hydrophilic lubricity, flexibility and comfort are excellent, intubation
Easy catheter becomes urgent problem to be solved in the industry, be it is clinical and practical application there is an urgent need to.
Summary of the invention
In order to overcome the defects of the prior art, the present invention provides a kind of Medical urethral catheter and preparation method thereof, the preparation
Method is simple and easy, and raw material is easy to get, cheap, is suitble to large-scale production;The Medical urethral catheter comprehensive performance being prepared is excellent
It is different, have and continue fungistatic effect, surface hydrophilic lubricity, flexibility and comfort are excellent, and intubation is easy, and can effectively prevent to urinate
Road feel dye reduces mucous membrane of urethra damage simultaneously, improves therapeutic effect, reduces the pain of patient.
To achieve the above object of the invention, the technical solution adopted by the present invention is that: a kind of Medical urethral catheter, including catheter sheet
Body and coating coated on catheter body surface, the urethral catheterization tube body is by fluorine silicon materials copolymer, polyurethane and 1- [3-
(triethoxysilicane alkyl) propyl] -1H- pyrrole-2,5-diones modified fullerenes are made;The coating of the catheter body surface
It is by -1,3- couples raw material 1,1- methylene two [3- (2- hydroxyethyl) -2-Pyrrolidone], 1,1,3,3- tetramethyl-[2- [7-
Aoxidize bicyclic [4.1.0] hept- 3- yl] ethyl] disiloxane, polylactic acid by chemical reaction be prepared.
Further, the fluorine silicon materials copolymer is by 1- (4,5- dimethyl -1- vinyl -1H- pyrroles -2-
Base) -2,2,2- trifluoroethane ketone, 2- trimethylsiloxy group -1,1,1,5,5,5- hexafluoro -2- amylene -4- ketone, (6,6,7,7,8,
The fluoro- 2,2- dimethyl -3,5- acetyl caproyl of 8,8- seven acid) silver, (5R) -5- [fluoro- 3- hydroxy-4-phenyl -1- of (1E, 3R) -4,4- two
Cyclobutenyl] -1- [6- (1H-TETRAZOLE -5- base) hexyl] -2-Pyrrolidone is copolymerized the copolymer to be formed.
Preferably, the preparation method of the urethral catheterization tube body, includes the following steps:
I by 1- (4,5- dimethyl -1- vinyl -1H- pyrroles -2- base) -2,2,2- trifluoroethane ketone, 2- trimethyl silicane oxygen
Base -1,1,1,5,5,5- hexafluoro -2- amylene -4- ketone, (the fluoro- 2,2- dimethyl -3,5- acetyl caproyl of 6,6,7,7,8,8,8- seven acid)
Silver, (5R) -5- [the fluoro- 3- hydroxy-4-phenyl -1- cyclobutenyl of (1E, 3R) -4,4- two] -1- [6- (1H-TETRAZOLE -5- base) hexyl] -
2-Pyrrolidone, initiator, emulsifier, water are added in high boiling solvent, stir at nitrogen or 70-80 DEG C of atmosphere of inert gases
Reaction 6-8 hour, after be precipitated in water, and with polymer 3-5 times of ethanol washing precipitation, then be placed in vacuum oven 75-85
It is 15-20 hours dry at DEG C, obtain fluorine silicon materials copolymer;
II disperses fullerene in organic solvent, then 1- [3- (triethoxysilicane alkyl) propyl] -1H- is added thereto
Pyrroles -2,5- diketone is stirred to react 6-8 hours at 50-60 DEG C, and organic solvent is evaporated off in back spin, obtains 1- [3- (three ethoxies
Base silane base) propyl] -1H- pyrrole-2,5-diones modified fullerenes;
III will pass through the copolymer that step I is prepared, the 1- [3- (triethoxysilane being prepared by step II
Base) propyl] -1H- pyrroles -2,5- diketone modified fullerenes, polyurethane is added in double screw extruder and carries out extrusion molding, obtain
To urethral catheterization tube body.
Preferably, 1- described in step I (4,5- dimethyl -1- vinyl -1H- pyrroles -2- base) -2,2,2- trifluoroethane
Ketone, 2- trimethylsiloxy group -1,1,1,5,5,5- hexafluoro -2- amylene -4- ketone, (the fluoro- 2,2- diformazan of 6,6,7,7,8,8,8- seven
Base -3,5- acetyl caproyl acid) silver, (5R) -5- [the fluoro- 3- hydroxy-4-phenyl -1- cyclobutenyl of (1E, 3R) -4,4- two] -1- [6- (1H-
Tetrazolium -5- base) hexyl] -2-Pyrrolidone, initiator, emulsifier, water, high boiling solvent mass ratio be 1:1:1:1:
(0.03-0.05):0.04:(20-25):(20-25)。
Preferably, the initiator is selected from one of sodium peroxydisulfate, potassium peroxydisulfate, ammonium persulfate, azodiisobutyronitrile
Or it is several.
Preferably, the emulsifier is selected from lauryl sodium sulfate salt, dodecyl sodium sulfate salt, aliphatic alcohol polyethenoxy
One or more of ether, sorbitan fatty acid ester polyoxyethylene ether, sorbitan fatty acid ester.
Preferably, the high boiling solvent is in dimethyl sulfoxide, n,N-Dimethylformamide, N-Methyl pyrrolidone
It is one or more of.
Preferably, the inert gas is selected from one of helium, neon, argon gas.
Preferably, fullerene described in step II, organic solvent, 1- [3- (triethoxysilicane alkyl) propyl] -1H- pyrrole
The mass ratio for coughing up -2,5- diketone is (3-5): (10-15): 1.
Preferably, the organic solvent is selected from one or more of ethyl alcohol, acetonitrile, acetone, tetrahydrofuran.
Preferably, copolymer described in step III, 1- [3- (triethoxysilicane alkyl) propyl] -1H- pyrroles -2,5- diketone
Modified fullerenes, polyurethane mass ratio be 1:0.1:(3-5).
Preferably, the double screw extruder extrusion temperature is 230-250 DEG C, screw speed 1000-1200r/min.
Preferably, the preparation method of the coating of the catheter body surface includes the following steps: 1,1- methylene two
[[7- aoxidizes bicyclic [4.1.0] hept- 3- to 2- to [3- (2- hydroxyethyl) -2-Pyrrolidone], 1,1,3,3- tetramethyl -1,3- pairs -
Base] ethyl] disiloxane is dissolved in N-Methyl pyrrolidone and forms solution, then basic catalyst is added into solution, in 80-90
Be stirred to react at DEG C 10-12 hours, after be added polylactic acid thereto, continue insulated and stirred and react 3-5 hour, it is rear to pass through addition salt
Acid adjusts PH to 7, refilters, and revolving removes solvent, obtains the coating of catheter body surface.
Preferably, 1, the 1- methylene two [3- (2- hydroxyethyl) -2-Pyrrolidone], 1,1,3,3- tetramethyl -1,
3- is bis--and it is [2- [7- aoxidizes bicyclic [4.1.0] hept- 3- yl] ethyl] disiloxane, N-Methyl pyrrolidone, basic catalyst, poly-
The mass ratio of lactic acid is 1:1.5:(10-15): (0.5-0.7): 0.1.
Preferably, the basic catalyst is selected from one of sodium carbonate, potassium carbonate, sodium hydroxide, potassium hydroxide or several
Kind.
Preferably, the preparation method of the Medical urethral catheter includes the following steps: that the coating by catheter body surface adds
Enter into isopropanol, stirred at 40-60 DEG C and obtain within 1-2 hours coating solution, then the catheter that will be handled by cleaning-sterilizing
Ontology is immersed in coating solution 3-5 hours, and rear take out spontaneously dries, and is carried out sterilization treatment afterwards, is obtained Medical urethral catheter.
Preferably, the mass ratio of the coating of the catheter body surface, isopropanol is 1:(0.5-1).
The beneficial effects of adopting the technical scheme are that
1) Medical urethral catheter provided by the invention, preparation method is simple, and raw material is easy to get, cheap, is suitble to scale
Metaplasia produces.
2) Medical urethral catheter provided by the invention overcomes the generally existing stability of catheter in the prior art
Difference, since the histocompatbility of material and urethra leads to urinary tract infections and allergy, surface particles more slightly lose lubricity, it is easy to
The growth for inducing bacterial biof iotalm easily makes patient generate the feeling of pain as calcination, very during entering bladder by way of urethra
The defect for extremely causing inflammation because damaging mucous membrane, with excellent combination property, lasting good antimicrobial effect, surface hydrophilic lubricity,
Flexibility and comfort are good, and intubation is easy, and can effectively prevent urinary tract infections while reduce mucous membrane of urethra damage, improve treatment
Effect reduces the advantage of the pain of patient.
3) Medical urethral catheter provided by the invention, smell and small toxicity, using more safety and environmental protection, surface covering passes through 1,
[[7- oxidation is bicyclic by 2- for 1- methylene two [3- (2- hydroxyethyl) -2-Pyrrolidone], 1,1,3,3- tetramethyl -1,3- pairs -
[4.1.0] hept- 3- yl] ethyl] disiloxane polycondensation reaction is made, and good hydrophilic property, lubricity is good, than introducing pyrrole with branched form
Pyrrolidone structure Hydrophilic lubrication is more preferable, and performance more preferably, and is blocked by polylactic acid, introduces the substance advantageous of good biocompatibility
In the biocompatibility for improving catheter, urinary tract infections and allergy are reduced;And coating and urethral catheterization tube body compatibility are good, cohesive force
By force.
4) Medical urethral catheter provided by the invention, urethral catheterization tube body is using polyurethane and copolymer blended, additional modified richness
The mode for strangling alkene is prepared, firstly, copolymer introduces fluorine silicon materials and azole structure, can significantly improve the Mechanics of Machinery of material
Performance and weatherability, it is ensured that the stability of material;It acts synergistically, plays anti-together with azoles structure secondly, introducing silver ion
Bacterium effect;Again, pyrrolidone structure is introduced, structure similar to pyrrolidones in coating improves coating and urethral catheterization tube body
Describing property;Modified fullerenes are introduced, lubricity and intensity is improved by modification and improves the compatibility and dispersibility of material;Poly- ammonia
Ester structure can guarantee the mechanical properties such as the excellent elasticity of material, toughness, and good with copolymer and coating compatibility.
5) Medical urethral catheter provided by the invention, each ingredient and structure cooperate, act synergistically, and form one completely
System so that Medical urethral catheter excellent combination property of the present invention, antibacterial Hydrophilic lubrication is good, service life extend.
Specific embodiment
In order to make those skilled in the art more fully understand technical solution of the present invention, and make features described above of the invention,
Purpose and advantage are more clear understandable, and the present invention will be further explained with reference to the examples below.Embodiment is only used for
It is bright the present invention rather than limit the scope of the invention.
Raw material described in the following embodiments of the present invention is from upper Haiquan sunrise foreign trade Co., Ltd.
Embodiment 1
A kind of Medical urethral catheter, the coating including urethral catheterization tube body and coated on catheter body surface, the catheter
Ontology is by 1- (4,5- dimethyl -1- vinyl -1H- pyrroles -2- base) -2,2,2- trifluoroethane ketone, 2- trimethylsiloxy group -
1,1,1,5,5,5- hexafluoro -2- amylene -4- ketone, (6,6,7,7,8,8,8- seven fluoro- 2,2- dimethyl -3,5- acetyl caproyl acid) silver,
(5R) -5- [the fluoro- 3- hydroxy-4-phenyl -1- cyclobutenyl of (1E, 3R) -4,4- two] -1- [6- (1H-TETRAZOLE -5- base) hexyl] -2-
Pyrrolidones is copolymerized the copolymer to be formed, polyurethane and 1- [3- (triethoxysilicane alkyl) propyl] -1H- pyrroles -2,5- diketone
Modified fullerenes are made;The coating of the catheter body surface is by [3- (2- the hydroxyethyl) -2- of raw material 1,1- methylene two
Pyrrolidones], 1,1,3,3- tetramethyl -1,3- it is double-[2- [7- aoxidizes bicyclic [4.1.0] hept- 3- yl] ethyl] disiloxane, poly-
Lactic acid is prepared by chemical reaction.
The preparation method of the urethral catheterization tube body, includes the following steps:
I by 1- (4,5- dimethyl -1- vinyl -1H- pyrroles -2- base) -2,2,2- trifluoroethane ketone 100g, 2- trimethyl
Siloxy -1,1,1,5,5,5- hexafluoro -2- amylene -4- ketone 100g, (the fluoro- 2,2- dimethyl -3,5- of 6,6,7,7,8,8,8- seven is pungent
Two ketone acids) silver 100g, (5R) -5- [the fluoro- 3- hydroxy-4-phenyl -1- cyclobutenyl of (1E, 3R) -4,4- two] -1- [6- (1H-TETRAZOLE -
5- yl) hexyl] -2-Pyrrolidone 100g, sodium peroxydisulfate 3g, lauryl sodium sulfate salt 4g, water 2000g addition dimethyl sulfoxide
In 2000g, be stirred to react at 70 DEG C of nitrogen atmosphere 6 hours, after be precipitated in water, and with ethanol washing be precipitated polymer 3
It is secondary, then drying 15 hours at 75 DEG C of vacuum oven are placed in, obtain fluorine silicon materials copolymer;
II disperses fullerene 30g in ethyl alcohol 100g, then 1- [3- (triethoxysilicane alkyl) propyl]-is added thereto
1H- pyrroles -2,5- diketone 10g is stirred to react 6 hours at 50 DEG C, and ethyl alcohol is evaporated off in back spin, obtains 1- [3- (triethoxysilicane
Alkyl) propyl] -1H- pyrrole-2,5-diones modified fullerenes;
III will pass through the copolymer 1 00g that step I is prepared, the 1- [3- (triethoxy being prepared by step II
Silylation) propyl] -1H- pyrrole-2,5-diones modified fullerenes 10g, polyurethane 300g be added in double screw extruder and carry out
Extrusion molding obtains urethral catheterization tube body.
The double screw extruder extrusion temperature is 230 DEG C, screw speed 1000r/min.
The preparation method of the coating of the catheter body surface includes the following steps: the [3- (2- of 1,1- methylene two
Hydroxyethyl) -2-Pyrrolidone] 100g, 1,1,3,3- tetramethyl -1,3- pairs-[2- [7- aoxidizes bicyclic [4.1.0] hept- 3- yl]
Ethyl] disiloxane 150g is dissolved in N-Methyl pyrrolidone 1000g and forms solution, then sodium carbonate 50g is added into solution,
Be stirred to react at 80 DEG C 10 hours, after be added polylactic acid 10g thereto, continue insulated and stirred and react 3 hours, it is rear by the way that salt is added
Acid adjusts PH to 7, refilters, and revolving removes solvent, obtains the coating of catheter body surface.
The preparation method of the Medical urethral catheter includes the following steps: for the coating 100g of catheter body surface to be added
It into isopropanol 50g, is stirred at 40 DEG C and obtains within 1 hour coating solution, then the urethral catheterization tube body that will be handled by cleaning-sterilizing
It is immersed in coating solution 3 hours, rear take out spontaneously dries, and carries out sterilization treatment afterwards, obtains Medical urethral catheter.
Embodiment 2
A kind of Medical urethral catheter, the coating including urethral catheterization tube body and coated on catheter body surface, the catheter
Ontology is by 1- (4,5- dimethyl -1- vinyl -1H- pyrroles -2- base) -2,2,2- trifluoroethane ketone, 2- trimethylsiloxy group -
1,1,1,5,5,5- hexafluoro -2- amylene -4- ketone, (6,6,7,7,8,8,8- seven fluoro- 2,2- dimethyl -3,5- acetyl caproyl acid) silver,
(5R) -5- [the fluoro- 3- hydroxy-4-phenyl -1- cyclobutenyl of (1E, 3R) -4,4- two] -1- [6- (1H-TETRAZOLE -5- base) hexyl] -2-
Pyrrolidones is copolymerized the copolymer to be formed, polyurethane and 1- [3- (triethoxysilicane alkyl) propyl] -1H- pyrroles -2,5- diketone
Modified fullerenes are made;The coating of the catheter body surface is by [3- (2- the hydroxyethyl) -2- of raw material 1,1- methylene two
Pyrrolidones], 1,1,3,3- tetramethyl -1,3- it is double-[2- [7- aoxidizes bicyclic [4.1.0] hept- 3- yl] ethyl] disiloxane, poly-
Lactic acid is prepared by chemical reaction.
The preparation method of the urethral catheterization tube body, includes the following steps:
I by 1- (4,5- dimethyl -1- vinyl -1H- pyrroles -2- base) -2,2,2- trifluoroethane ketone 100g, 2- trimethyl
Siloxy -1,1,1,5,5,5- hexafluoro -2- amylene -4- ketone 100g, (the fluoro- 2,2- dimethyl -3,5- of 6,6,7,7,8,8,8- seven is pungent
Two ketone acids) silver 100g, (5R) -5- [the fluoro- 3- hydroxy-4-phenyl -1- cyclobutenyl of (1E, 3R) -4,4- two] -1- [6- (1H-TETRAZOLE -
5- yl) hexyl] -2-Pyrrolidone 100g, potassium peroxydisulfate 3.5g, dodecyl sodium sulfate salt 4g, water 2100g addition N, N- diformazan
In base formamide 2100g, be stirred to react at 73 DEG C of helium atmosphere 6.5 hours, after be precipitated in water, and be precipitated with ethanol washing
Polymer 4 times, then be placed at 77 DEG C of vacuum oven 16 hours dry, obtain fluorine silicon materials copolymer;
II disperses fullerene 350g in acetonitrile 1150g, then 1- [3- (triethoxysilicane alkyl) third is added thereto
Base] -1H- pyrroles -2,5- diketone 100g, it is stirred to react at 53 DEG C 6.5 hours, acetonitrile is evaporated off in back spin, obtains 1- [3- (three
Ethoxysilane base) propyl] -1H- pyrrole-2,5-diones modified fullerenes;
III will pass through the copolymer 1 00g that step I is prepared, the 1- [3- (triethoxy being prepared by step II
Silylation) propyl] -1H- pyrrole-2,5-diones modified fullerenes 10g, polyurethane 350g be added in double screw extruder and carry out
Extrusion molding obtains urethral catheterization tube body.
The double screw extruder extrusion temperature is 235 DEG C, screw speed 1050r/min.
The preparation method of the coating of the catheter body surface includes the following steps: the [3- (2- of 1,1- methylene two
Hydroxyethyl) -2-Pyrrolidone] 100g, 1,1,3,3- tetramethyl -1,3- pairs-[2- [7- aoxidizes bicyclic [4.1.0] hept- 3- yl]
Ethyl] disiloxane 150g is dissolved in N-Methyl pyrrolidone 1200g and forms solution, then potassium carbonate 55g is added into solution,
Be stirred to react at 83 DEG C 10.5 hours, after be added polylactic acid 10g thereto, continue insulated and stirred and react 3.5 hours, it is rear by plus
Enter hydrochloric acid and adjust PH to 7, refilter, revolving removes solvent, obtains the coating of catheter body surface.
The preparation method of the Medical urethral catheter includes the following steps: for the coating 100g of catheter body surface to be added
It into isopropanol 65g, is stirred at 45 DEG C and obtains within 1.2 hours coating solution, then the catheter sheet that will be handled by cleaning-sterilizing
Body is immersed in coating solution 3.5 hours, and rear take out spontaneously dries, and is carried out sterilization treatment afterwards, is obtained Medical urethral catheter.
Embodiment 3
A kind of Medical urethral catheter, the coating including urethral catheterization tube body and coated on catheter body surface, the catheter
Ontology is by 1- (4,5- dimethyl -1- vinyl -1H- pyrroles -2- base) -2,2,2- trifluoroethane ketone, 2- trimethylsiloxy group -
1,1,1,5,5,5- hexafluoro -2- amylene -4- ketone, (6,6,7,7,8,8,8- seven fluoro- 2,2- dimethyl -3,5- acetyl caproyl acid) silver,
(5R) -5- [the fluoro- 3- hydroxy-4-phenyl -1- cyclobutenyl of (1E, 3R) -4,4- two] -1- [6- (1H-TETRAZOLE -5- base) hexyl] -2-
Pyrrolidones is copolymerized the copolymer to be formed, polyurethane and 1- [3- (triethoxysilicane alkyl) propyl] -1H- pyrroles -2,5- diketone
Modified fullerenes are made;The coating of the catheter body surface is by [3- (2- the hydroxyethyl) -2- of raw material 1,1- methylene two
Pyrrolidones], 1,1,3,3- tetramethyl -1,3- it is double-[2- [7- aoxidizes bicyclic [4.1.0] hept- 3- yl] ethyl] disiloxane, poly-
Lactic acid is prepared by chemical reaction.
The preparation method of the urethral catheterization tube body, includes the following steps:
I by 1- (4,5- dimethyl -1- vinyl -1H- pyrroles -2- base) -2,2,2- trifluoroethane ketone 100g, 2- trimethyl
Siloxy -1,1,1,5,5,5- hexafluoro -2- amylene -4- ketone 100g, (the fluoro- 2,2- dimethyl -3,5- of 6,6,7,7,8,8,8- seven is pungent
Two ketone acids) silver 100g, (5R) -5- [the fluoro- 3- hydroxy-4-phenyl -1- cyclobutenyl of (1E, 3R) -4,4- two] -1- [6- (1H-TETRAZOLE -
5- yl) hexyl] -2-Pyrrolidone 100g, ammonium persulfate 4g, fatty alcohol polyoxyethylene ether 4g, water 2300g addition N- methylpyrrole
In alkanone 2300g, be stirred to react at 75 DEG C of neon atmosphere 7 hours, after be precipitated in water, and with ethanol washing be precipitated polymerization
Object 4 times, then drying 17.5 hours at 80 DEG C of vacuum oven are placed in, obtain fluorine silicon materials copolymer;
II disperses fullerene 400g in acetone 1300g, then 1- [3- (triethoxysilicane alkyl) third is added thereto
Base] -1H- pyrroles -2,5- diketone 100g, it is stirred to react at 55 DEG C 7 hours, acetone is evaporated off in back spin, obtains 1- [3- (three second
Oxysilane base) propyl] -1H- pyrrole-2,5-diones modified fullerenes;
III will pass through the copolymer 1 00g that step I is prepared, the 1- [3- (triethoxy being prepared by step II
Silylation) propyl] -1H- pyrrole-2,5-diones modified fullerenes 10g, polyurethane 400g be added in double screw extruder and carry out
Extrusion molding obtains urethral catheterization tube body.
The double screw extruder extrusion temperature is 240 DEG C, screw speed 1100r/min.
The preparation method of the coating of the catheter body surface includes the following steps: the [3- (2- of 1,1- methylene two
Hydroxyethyl) -2-Pyrrolidone] 100g, 1,1,3,3- tetramethyl -1,3- pairs-[2- [7- aoxidizes bicyclic [4.1.0] hept- 3- yl]
Ethyl] disiloxane 150g is dissolved in N-Methyl pyrrolidone 1300g and forms solution, then sodium hydroxide 60g is added into solution,
Be stirred to react at 86 DEG C 11 hours, after be added polylactic acid 10g thereto, continue insulated and stirred and react 4 hours, after pass through addition
Hydrochloric acid adjusts PH to 7, refilters, and revolving removes solvent, obtains the coating of catheter body surface.
The preparation method of the Medical urethral catheter includes the following steps: for the coating 100g of catheter body surface to be added
It into isopropanol 75g, is stirred at 50 DEG C and obtains within 1.6 hours coating solution, then the catheter sheet that will be handled by cleaning-sterilizing
Body is immersed in coating solution 5 hours, and rear take out spontaneously dries, and is carried out sterilization treatment afterwards, is obtained Medical urethral catheter.
Embodiment 4
A kind of Medical urethral catheter, the coating including urethral catheterization tube body and coated on catheter body surface, the catheter
Ontology is by 1- (4,5- dimethyl -1- vinyl -1H- pyrroles -2- base) -2,2,2- trifluoroethane ketone, 2- trimethylsiloxy group -
1,1,1,5,5,5- hexafluoro -2- amylene -4- ketone, (6,6,7,7,8,8,8- seven fluoro- 2,2- dimethyl -3,5- acetyl caproyl acid) silver,
(5R) -5- [the fluoro- 3- hydroxy-4-phenyl -1- cyclobutenyl of (1E, 3R) -4,4- two] -1- [6- (1H-TETRAZOLE -5- base) hexyl] -2-
Pyrrolidones is copolymerized the copolymer to be formed, polyurethane and 1- [3- (triethoxysilicane alkyl) propyl] -1H- pyrroles -2,5- diketone
Modified fullerenes are made;The coating of the catheter body surface is by [3- (2- the hydroxyethyl) -2- of raw material 1,1- methylene two
Pyrrolidones], 1,1,3,3- tetramethyl -1,3- it is double-[2- [7- aoxidizes bicyclic [4.1.0] hept- 3- yl] ethyl] disiloxane, poly-
Lactic acid is prepared by chemical reaction.
The preparation method of the urethral catheterization tube body, includes the following steps:
I by 1- (4,5- dimethyl -1- vinyl -1H- pyrroles -2- base) -2,2,2- trifluoroethane ketone 100g, 2- trimethyl
Siloxy -1,1,1,5,5,5- hexafluoro -2- amylene -4- ketone 100g, (the fluoro- 2,2- dimethyl -3,5- of 6,6,7,7,8,8,8- seven is pungent
Two ketone acids) silver 100g, (5R) -5- [the fluoro- 3- hydroxy-4-phenyl -1- cyclobutenyl of (1E, 3R) -4,4- two] -1- [6- (1H-TETRAZOLE -
5- yl) hexyl] -2-Pyrrolidone 100g, initiator 4.5g, emulsifier 4g, water 2400g be added high boiling solvent 2450g in,
Be stirred to react at 78 DEG C of argon atmosphere 7.5 hours, after be precipitated, and be precipitated with ethanol washing in water polymer 4 times, then be placed in
It is 18 hours dry at 83 DEG C of vacuum oven, obtain fluorine silicon materials copolymer;The initiator be sodium peroxydisulfate, potassium peroxydisulfate,
The mixture that ammonium persulfate, azodiisobutyronitrile 1:2:3:1 in mass ratio are mixed;The emulsifier is dodecyl sulphate
Sodium salt, dodecyl sodium sulfate salt, fatty alcohol polyoxyethylene ether, sorbitan fatty acid ester polyoxyethylene ether, Sorbitan
The mixture that alcohol fatty acid ester 2:3:5:4:3 in mass ratio is mixed;The high boiling solvent is dimethyl sulfoxide, N, N- diformazan
The mixture that base formamide, N-Methyl pyrrolidone 3:2:3 in mass ratio are mixed;
II disperses fullerene 450g in organic solvent 1450g, then 1- [3- (triethoxysilicane alkyl) is added thereto
Propyl] -1H- pyrroles -2,5- diketone 100g, it is stirred to react at 58 DEG C 7.7 hours, organic solvent is evaporated off in back spin, obtains 1-
[3- (triethoxysilicane alkyl) propyl] -1H- pyrrole-2,5-diones modified fullerenes;The organic solvent be ethyl alcohol, acetonitrile,
The mixture that acetone, tetrahydrofuran 1:1:2:2 in mass ratio are mixed;
III will pass through the copolymer 1 00g that step I is prepared, the 1- [3- (triethoxy being prepared by step II
Silylation) propyl] -1H- pyrrole-2,5-diones modified fullerenes 10g, polyurethane 450g be added in double screw extruder and carry out
Extrusion molding obtains urethral catheterization tube body.
The double screw extruder extrusion temperature is 245 DEG C, screw speed 1150r/min.
The preparation method of the coating of the catheter body surface includes the following steps: the [3- (2- of 1,1- methylene two
Hydroxyethyl) -2-Pyrrolidone] 100g, 1,1,3,3- tetramethyl -1,3- pairs-[2- [7- aoxidizes bicyclic [4.1.0] hept- 3- yl]
Ethyl] disiloxane 150g is dissolved in N-Methyl pyrrolidone 1450g and forms solution, then basic catalyst is added into solution
65g is stirred to react 11.5 hours at 88 DEG C, after be added polylactic acid 10g thereto, continue insulated and stirred and react 4.5 hours, after
PH to 7 is adjusted by the way that hydrochloric acid is added, is refiltered, revolving removes solvent, obtains the coating of catheter body surface;The alkalinity is urged
Agent is the mixture that sodium carbonate, potassium carbonate, sodium hydroxide, potassium hydroxide 1:2:1:1 in mass ratio are mixed.
The preparation method of the Medical urethral catheter includes the following steps: for the coating 100g of catheter body surface to be added
It into isopropanol 95g, is stirred at 58 DEG C and obtains within 1.8 hours coating solution, then the catheter sheet that will be handled by cleaning-sterilizing
Body is immersed in coating solution 4.5 hours, and rear take out spontaneously dries, and is carried out sterilization treatment afterwards, is obtained Medical urethral catheter.
Embodiment 5
A kind of Medical urethral catheter, the coating including urethral catheterization tube body and coated on catheter body surface, the catheter
Ontology is by 1- (4,5- dimethyl -1- vinyl -1H- pyrroles -2- base) -2,2,2- trifluoroethane ketone, 2- trimethylsiloxy group -
1,1,1,5,5,5- hexafluoro -2- amylene -4- ketone, (6,6,7,7,8,8,8- seven fluoro- 2,2- dimethyl -3,5- acetyl caproyl acid) silver,
(5R) -5- [the fluoro- 3- hydroxy-4-phenyl -1- cyclobutenyl of (1E, 3R) -4,4- two] -1- [6- (1H-TETRAZOLE -5- base) hexyl] -2-
Pyrrolidones is copolymerized the copolymer to be formed, polyurethane and 1- [3- (triethoxysilicane alkyl) propyl] -1H- pyrroles -2,5- diketone
Modified fullerenes are made;The coating of the catheter body surface is by [3- (2- the hydroxyethyl) -2- of raw material 1,1- methylene two
Pyrrolidones], 1,1,3,3- tetramethyl -1,3- it is double-[2- [7- aoxidizes bicyclic [4.1.0] hept- 3- yl] ethyl] disiloxane, poly-
Lactic acid is prepared by chemical reaction.
The preparation method of the urethral catheterization tube body, includes the following steps:
I by 1- (4,5- dimethyl -1- vinyl -1H- pyrroles -2- base) -2,2,2- trifluoroethane ketone 100g, 2- trimethyl
Siloxy -1,1,1,5,5,5- hexafluoro -2- amylene -4- ketone 100g, (the fluoro- 2,2- dimethyl -3,5- of 6,6,7,7,8,8,8- seven is pungent
Two ketone acids) silver 100g, (5R) -5- [the fluoro- 3- hydroxy-4-phenyl -1- cyclobutenyl of (1E, 3R) -4,4- two] -1- [6- (1H-TETRAZOLE -
5- yl) hexyl] -2-Pyrrolidone 100g, azodiisobutyronitrile 5g, sorbitan fatty acid ester polyoxyethylene ether 4g, water
2500g is added in dimethyl sulfoxide 2500g, is stirred to react at 80 DEG C of nitrogen atmosphere 8 hours, after be precipitated in water, and use ethyl alcohol
Polymer 5 times of washing precipitation, then drying 20 hours at 85 DEG C of vacuum oven are placed in, obtain fluorine silicon materials copolymer;
II disperses fullerene 50g in tetrahydrofuran 150g, then 1- [3- (triethoxysilicane alkyl) third is added thereto
Base] -1H- pyrroles -2,5- diketone 10g, it is stirred to react at 60 DEG C 8 hours, organic solvent is evaporated off in back spin, obtains 1- [3- (three
Ethoxysilane base) propyl] -1H- pyrrole-2,5-diones modified fullerenes;
III will pass through the copolymer 1 00g that step I is prepared, the 1- [3- (triethoxy being prepared by step II
Silylation) propyl] -1H- pyrrole-2,5-diones modified fullerenes 10g, polyurethane 500g be added in double screw extruder and carry out
Extrusion molding obtains urethral catheterization tube body.
The double screw extruder extrusion temperature is 250 DEG C, screw speed 1200r/min.
The preparation method of the coating of the catheter body surface includes the following steps: the [3- (2- of 1,1- methylene two
Hydroxyethyl) -2-Pyrrolidone] 100g, 1,1,3,3- tetramethyl -1,3- pairs-[2- [7- aoxidizes bicyclic [4.1.0] hept- 3- yl]
Ethyl] disiloxane 150g is dissolved in N-Methyl pyrrolidone 1500g and forms solution, then potassium hydroxide 70g is added into solution,
Be stirred to react at 90 DEG C 12 hours, after be added polylactic acid 10g thereto, continue insulated and stirred and react 5 hours, after pass through addition
Hydrochloric acid adjusts PH to 7, refilters, and revolving removes solvent, obtains the coating of catheter body surface.
The preparation method of the Medical urethral catheter includes the following steps: for the coating 100g of catheter body surface to be added
It into isopropanol 100g, is stirred at 60 DEG C and obtains within 2 hours coating solution, then the urethral catheterization tube body that will be handled by cleaning-sterilizing
It is immersed in coating solution 5 hours, rear take out spontaneously dries, and carries out sterilization treatment afterwards, obtains Medical urethral catheter.
Comparative example
Commercially available Medical urethral catheter, is prepared by silastic material.
Medical urethral catheter obtained by above-described embodiment 1-5 and comparative example is tested for the property, test method and test knot
Fruit is shown in Table 1.
Table 1
As seen from Table 1, Medical urethral catheter disclosed by the embodiments of the present invention, compared with commercially available Medical urethral catheter, antibiotic property and
Biocompatibility is more preferable, and mechanical property is more excellent.
The basic principles, main features and advantages of the present invention have been shown and described above.The technology of the industry
Personnel are it should be appreciated that the present invention is not limited to the above embodiments, and what is described in the above embodiment and the description is only the present invention
Principle, various changes and improvements may be made to the invention without departing from the spirit and scope of the present invention, these variation and
Improvement is both fallen in the range of claimed invention.The present invention claims protection scope by appended claims and its
Equivalent defines.
Claims (10)
1. a kind of Medical urethral catheter, which is characterized in that the coating including urethral catheterization tube body and coated on catheter body surface, institute
State urethral catheterization tube body be by fluorine silicon materials copolymer, polyurethane and 1- [3- (triethoxysilicane alkyl) propyl] pyrroles-2-1H-,
5- diketone modified fullerenes are made.
2. Medical urethral catheter according to claim 1, which is characterized in that the coating of the catheter body surface is by original
Expect -1,3- pairs 1,1- methylene two [3- (2- hydroxyethyl) -2-Pyrrolidone], 1,1,3,3- tetramethyl-[2- [7- bis oxide
Ring [4.1.0] hept- 3- yl] ethyl] disiloxane, polylactic acid by chemical reaction be prepared.
3. Medical urethral catheter according to claim 1, which is characterized in that the fluorine silicon materials copolymer be by 1- (4,
5- dimethyl -1- vinyl -1H- pyrroles -2- base) -2,2,2- trifluoroethane ketone, 2- trimethylsiloxy group -1,1,1,5,5,5-
Hexafluoro -2- amylene -4- ketone, (6,6,7,7,8,8,8- seven fluoro- 2,2- dimethyl -3,5- acetyl caproyl acid) silver, (5R) -5- [(1E,
3R) the fluoro- 3- hydroxy-4-phenyl -1- cyclobutenyl of -4,4- two] copolymerization of -1- [6- (1H-TETRAZOLE -5- base) hexyl] -2-Pyrrolidone
The copolymer of formation.
4. Medical urethral catheter according to claim 1, which is characterized in that the preparation method of the fluorine silicon materials copolymer
Are as follows: by 1- (4,5- dimethyl -1- vinyl -1H- pyrroles -2- base) -2,2,2- trifluoroethane ketone, trimethylsiloxy group -1 2-,
1,1,5,5,5- hexafluoro -2- amylene -4- ketone, (6,6,7,7,8,8,8- seven fluoro- 2,2- dimethyl -3,5- acetyl caproyl acid) silver,
(5R) -5- [the fluoro- 3- hydroxy-4-phenyl -1- cyclobutenyl of (1E, 3R) -4,4- two] -1- [6- (1H-TETRAZOLE -5- base) hexyl] -2-
Pyrrolidones, initiator, emulsifier, water are added in high boiling solvent, stir at nitrogen or 70-80 DEG C of atmosphere of inert gases anti-
Answer 6-8 hours, after be precipitated, and be precipitated with ethanol washing in water polymer 3-5 times, then be placed in 75-85 DEG C of vacuum oven
Lower dry 15-20 hours, obtain fluorine silicon materials copolymer.
5. Medical urethral catheter according to claim 4, which is characterized in that initiator is selected from sodium peroxydisulfate, potassium peroxydisulfate, mistake
One or more of ammonium sulfate, azodiisobutyronitrile;The emulsifier is selected from lauryl sodium sulfate salt, dodecyl sodium sulfonate
One of sodium salt, fatty alcohol polyoxyethylene ether, sorbitan fatty acid ester polyoxyethylene ether, sorbitan fatty acid ester
Or it is several;The high boiling solvent is selected from one of dimethyl sulfoxide, N,N-dimethylformamide, N-Methyl pyrrolidone or several
Kind.
6. Medical urethral catheter according to claim 1, which is characterized in that the 1- [3- (triethoxysilicane alkyl) third
Base] -1H- pyrroles -2,5- diketone modified fullerenes the preparation method comprises the following steps: disperse fullerene in organic solvent, then thereto
1- [3- (triethoxysilicane alkyl) propyl] -1H- pyrroles -2,5- diketone is added, is stirred to react at 50-60 DEG C 6-8 hours, after
Revolving removes organic solvent, obtains 1- [3- (triethoxysilicane alkyl) propyl] -1H- pyrroles -2,5- diketone modified fullerenes.
7. Medical urethral catheter according to claim 6, which is characterized in that the organic solvent is selected from ethyl alcohol, acetonitrile, third
One or more of ketone, tetrahydrofuran.
8. Medical urethral catheter according to claim 1, which is characterized in that the preparation method of the urethral catheterization tube body is by fluorine
Silicon materials copolymer, 1- [3- (triethoxysilicane alkyl) propyl] -1H- pyrrole-2,5-diones modified fullerenes, polyurethane are added
Extrusion molding is carried out into double screw extruder to be made.
9. Medical urethral catheter according to claim 2, which is characterized in that the preparation of the coating of the catheter body surface
Method are as follows: by -1,3- couples 1,1- methylene two [3- (2- hydroxyethyl) -2-Pyrrolidone], 1,1,3,3- tetramethyl-[2- [7-
Aoxidize bicyclic [4.1.0] hept- 3- yl] ethyl] disiloxane is dissolved in N-Methyl pyrrolidone and forms solution, then adds into solution
Enter basic catalyst, be stirred to react at 80-90 DEG C 10-12 hours, after be added polylactic acid thereto, continue insulated and stirred reaction
It is 3-5 hours, rear to adjust PH to 7 by the way that hydrochloric acid is added, it refilters, revolving removes solvent, obtains the coating of catheter body surface.
10. Medical urethral catheter according to claim 9, which is characterized in that the basic catalyst is selected from sodium carbonate, carbonic acid
One or more of potassium, sodium hydroxide, potassium hydroxide.
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
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CN202011037750.8A CN112043940A (en) | 2018-09-23 | 2018-09-23 | Bacteriostatic hydrophilic catheter |
CN202011037751.2A CN112057675A (en) | 2018-09-23 | 2018-09-23 | Preparation method of biocompatible catheter |
CN201811111434.3A CN109010929B (en) | 2018-09-23 | 2018-09-23 | Medical catheter |
CN202011037754.6A CN112142914A (en) | 2018-09-23 | 2018-09-23 | Antibacterial fluorosilicone material copolymer and application thereof |
Applications Claiming Priority (1)
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CN201811111434.3A CN109010929B (en) | 2018-09-23 | 2018-09-23 | Medical catheter |
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CN202011037750.8A Division CN112043940A (en) | 2018-09-23 | 2018-09-23 | Bacteriostatic hydrophilic catheter |
CN202011037754.6A Division CN112142914A (en) | 2018-09-23 | 2018-09-23 | Antibacterial fluorosilicone material copolymer and application thereof |
CN202011037751.2A Division CN112057675A (en) | 2018-09-23 | 2018-09-23 | Preparation method of biocompatible catheter |
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CN109010929A true CN109010929A (en) | 2018-12-18 |
CN109010929B CN109010929B (en) | 2021-08-13 |
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CN201811111434.3A Active CN109010929B (en) | 2018-09-23 | 2018-09-23 | Medical catheter |
CN202011037751.2A Withdrawn CN112057675A (en) | 2018-09-23 | 2018-09-23 | Preparation method of biocompatible catheter |
CN202011037750.8A Withdrawn CN112043940A (en) | 2018-09-23 | 2018-09-23 | Bacteriostatic hydrophilic catheter |
CN202011037754.6A Withdrawn CN112142914A (en) | 2018-09-23 | 2018-09-23 | Antibacterial fluorosilicone material copolymer and application thereof |
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CN202011037751.2A Withdrawn CN112057675A (en) | 2018-09-23 | 2018-09-23 | Preparation method of biocompatible catheter |
CN202011037750.8A Withdrawn CN112043940A (en) | 2018-09-23 | 2018-09-23 | Bacteriostatic hydrophilic catheter |
CN202011037754.6A Withdrawn CN112142914A (en) | 2018-09-23 | 2018-09-23 | Antibacterial fluorosilicone material copolymer and application thereof |
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CN109568676A (en) * | 2018-12-29 | 2019-04-05 | 张桂玲 | A kind of antibacterial super slippery medical retention conduit material |
CN110804359A (en) * | 2019-12-09 | 2020-02-18 | 孙爱芬 | Environment-friendly water-based paint and preparation method thereof |
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CN115518191B (en) * | 2022-09-16 | 2023-07-28 | 浙江隆泰医疗科技有限公司 | Preparation method of medical dressing capable of promoting wound to quickly stop bleeding |
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US20040249441A1 (en) * | 2002-02-08 | 2004-12-09 | Miller Kathleen M. | Implantable or insertable medical device resistant to microbial growth and biofilm formation |
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CN102921049A (en) * | 2012-09-28 | 2013-02-13 | 深圳清华大学研究院 | Antibacterial medical catheter and preparation method thereof |
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2018
- 2018-09-23 CN CN201811111434.3A patent/CN109010929B/en active Active
- 2018-09-23 CN CN202011037751.2A patent/CN112057675A/en not_active Withdrawn
- 2018-09-23 CN CN202011037750.8A patent/CN112043940A/en not_active Withdrawn
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US20040249441A1 (en) * | 2002-02-08 | 2004-12-09 | Miller Kathleen M. | Implantable or insertable medical device resistant to microbial growth and biofilm formation |
CN101812265A (en) * | 2009-02-24 | 2010-08-25 | 赛诺医疗科学技术有限公司 | Hydrophilic coat solution applied to surface of medicinal instrument and preparation method thereof |
CN102921049A (en) * | 2012-09-28 | 2013-02-13 | 深圳清华大学研究院 | Antibacterial medical catheter and preparation method thereof |
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CN109568676A (en) * | 2018-12-29 | 2019-04-05 | 张桂玲 | A kind of antibacterial super slippery medical retention conduit material |
CN110804359A (en) * | 2019-12-09 | 2020-02-18 | 孙爱芬 | Environment-friendly water-based paint and preparation method thereof |
Also Published As
Publication number | Publication date |
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CN109010929B (en) | 2021-08-13 |
CN112057675A (en) | 2020-12-11 |
CN112142914A (en) | 2020-12-29 |
CN112043940A (en) | 2020-12-08 |
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