CN113509490B - Non-irritant medical disinfectant and preparation method thereof - Google Patents
Non-irritant medical disinfectant and preparation method thereof Download PDFInfo
- Publication number
- CN113509490B CN113509490B CN202110497665.8A CN202110497665A CN113509490B CN 113509490 B CN113509490 B CN 113509490B CN 202110497665 A CN202110497665 A CN 202110497665A CN 113509490 B CN113509490 B CN 113509490B
- Authority
- CN
- China
- Prior art keywords
- cellulose
- imidazole
- chitosan
- quaternary ammonium
- ammonium salt
- 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.)
- Active
Links
- 239000000645 desinfectant Substances 0.000 title claims abstract description 31
- 239000002085 irritant Substances 0.000 title claims abstract description 22
- 238000002360 preparation method Methods 0.000 title claims description 12
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims abstract description 80
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims abstract description 30
- KDHWOCLBMVSZPG-UHFFFAOYSA-N 3-imidazol-1-ylpropan-1-amine Chemical compound NCCCN1C=CN=C1 KDHWOCLBMVSZPG-UHFFFAOYSA-N 0.000 claims abstract description 21
- 231100000021 irritant Toxicity 0.000 claims abstract description 20
- TZLNJNUWVOGZJU-UHFFFAOYSA-M sodium;3-chloro-2-hydroxypropane-1-sulfonate Chemical compound [Na+].ClCC(O)CS([O-])(=O)=O TZLNJNUWVOGZJU-UHFFFAOYSA-M 0.000 claims abstract description 19
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 claims abstract description 16
- 229940073608 benzyl chloride Drugs 0.000 claims abstract description 16
- 238000005956 quaternization reaction Methods 0.000 claims abstract description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 56
- 239000002904 solvent Substances 0.000 claims description 29
- 238000005406 washing Methods 0.000 claims description 28
- 238000001816 cooling Methods 0.000 claims description 27
- 238000001035 drying Methods 0.000 claims description 27
- 230000001376 precipitating effect Effects 0.000 claims description 27
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 23
- 229910052740 iodine Inorganic materials 0.000 claims description 23
- 239000011630 iodine Substances 0.000 claims description 23
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 22
- PFKFTWBEEFSNDU-UHFFFAOYSA-N carbonyldiimidazole Chemical compound C1=CN=CN1C(=O)N1C=CN=C1 PFKFTWBEEFSNDU-UHFFFAOYSA-N 0.000 claims description 22
- 238000001914 filtration Methods 0.000 claims description 17
- 239000008367 deionised water Substances 0.000 claims description 9
- 229910021641 deionized water Inorganic materials 0.000 claims description 9
- 229920000136 polysorbate Polymers 0.000 claims description 9
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 claims description 9
- 235000019345 sodium thiosulphate Nutrition 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 238000003756 stirring Methods 0.000 claims description 2
- 229920001661 Chitosan Polymers 0.000 claims 11
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 4
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 claims 1
- 229940067606 lecithin Drugs 0.000 claims 1
- 235000010445 lecithin Nutrition 0.000 claims 1
- 239000000787 lecithin Substances 0.000 claims 1
- 229920002678 cellulose Polymers 0.000 abstract description 112
- 239000001913 cellulose Substances 0.000 abstract description 112
- 230000000844 anti-bacterial effect Effects 0.000 abstract description 11
- -1 imidazole quaternary ammonium salt Chemical class 0.000 abstract description 7
- 238000004659 sterilization and disinfection Methods 0.000 abstract description 7
- 241000191967 Staphylococcus aureus Species 0.000 abstract description 6
- 210000000170 cell membrane Anatomy 0.000 abstract description 6
- 244000005700 microbiome Species 0.000 abstract description 4
- 210000004027 cell Anatomy 0.000 abstract description 3
- 210000002421 cell wall Anatomy 0.000 abstract description 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 2
- 239000001257 hydrogen Substances 0.000 abstract description 2
- 231100000344 non-irritating Toxicity 0.000 abstract description 2
- 230000005611 electricity Effects 0.000 abstract 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 54
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 48
- 239000000243 solution Substances 0.000 description 16
- 238000001132 ultrasonic dispersion Methods 0.000 description 14
- 239000003995 emulsifying agent Substances 0.000 description 8
- 238000000926 separation method Methods 0.000 description 8
- 241000894006 Bacteria Species 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 238000012258 culturing Methods 0.000 description 2
- 238000007865 diluting Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000002883 imidazolyl group Chemical group 0.000 description 2
- 230000007794 irritation Effects 0.000 description 2
- 239000003607 modifier Substances 0.000 description 2
- 239000002504 physiological saline solution Substances 0.000 description 2
- 230000001954 sterilising effect Effects 0.000 description 2
- 229940124530 sulfonamide Drugs 0.000 description 2
- 150000003456 sulfonamides Chemical class 0.000 description 2
- 125000000542 sulfonic acid group Chemical group 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- DDLBHIIDBLGOTE-UHFFFAOYSA-N 3-chloro-2-hydroxypropane-1-sulfonic acid Chemical compound ClCC(O)CS(O)(=O)=O DDLBHIIDBLGOTE-UHFFFAOYSA-N 0.000 description 1
- GHXZTYHSJHQHIJ-UHFFFAOYSA-N Chlorhexidine Chemical compound C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 GHXZTYHSJHQHIJ-UHFFFAOYSA-N 0.000 description 1
- 206010020772 Hypertension Diseases 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- XEFQLINVKFYRCS-UHFFFAOYSA-N Triclosan Chemical compound OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl XEFQLINVKFYRCS-UHFFFAOYSA-N 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229960003260 chlorhexidine Drugs 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000004146 energy storage Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 239000001963 growth medium Substances 0.000 description 1
- 125000001841 imino group Chemical group [H]N=* 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 231100000956 nontoxicity Toxicity 0.000 description 1
- 238000010534 nucleophilic substitution reaction Methods 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- 229960003500 triclosan Drugs 0.000 description 1
Images
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K33/00—Medicinal preparations containing inorganic active ingredients
- A61K33/18—Iodine; Compounds thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/715—Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
- A61K31/716—Glucans
- A61K31/717—Celluloses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0014—Skin, i.e. galenical aspects of topical compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/08—Solutions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/02—Local antiseptics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B11/00—Preparation of cellulose ethers
- C08B11/02—Alkyl or cycloalkyl ethers
- C08B11/04—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals
- C08B11/10—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals substituted with acid radicals
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B11/00—Preparation of cellulose ethers
- C08B11/02—Alkyl or cycloalkyl ethers
- C08B11/04—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals
- C08B11/14—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals with nitrogen-containing groups
- C08B11/145—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals with nitrogen-containing groups with basic nitrogen, e.g. aminoalkyl ethers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B11/00—Preparation of cellulose ethers
- C08B11/20—Post-etherification treatments of chemical or physical type, e.g. mixed etherification in two steps, including purification
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Polymers & Plastics (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Dermatology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Inorganic Chemistry (AREA)
- Molecular Biology (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention relates to the technical field of disinfection, and discloses a non-irritating medical disinfectant, cellulose reacts with 3-chloro-2-hydroxypropane sulfonic acid sodium salt to obtain sulfonated cellulose, the sulfonated cellulose reacts with 1- (3-aminopropyl) imidazole, and further performs quaternization reaction with benzyl chloride to obtain cellulose base quaternary ammonium salt, the sulfonated cellulose has excellent water solubility, imidazole quaternary ammonium salt is introduced to remarkably improve the positive charge density on the cellulose, the sulfonated cellulose is adsorbed to the surfaces of microorganisms such as staphylococcus aureus with negative electricity through electrostatic attraction, hydrogen bonding force and the like, and then antibacterial group imidazole quaternary ammonium salt penetrates into cell membranes to break and decompose the cell membranes to cause the content to leak out, so that the microorganisms such as staphylococcus aureus are killed, and meanwhile, amino cations on the cellulose can inhibit new cells from generating cell walls, and the cell membrane at the splitting part is damaged and broken, and then the content flowing out is dead, so that the non-irritant medical disinfectant has excellent antibacterial performance.
Description
Technical Field
The invention relates to the technical field of disinfection, in particular to a non-irritant medical disinfectant and a preparation method thereof.
Background
The most ideal skin disinfectant has the characteristics of no toxicity, no residue, no corrosivity, no irritation, low cost, small environmental pollution and the like, the common skin disinfectant on the market mainly comprises an ethanol preparation, a chlorhexidine preparation, a triclosan preparation and the like, the disinfection components of the preparations are chemical products, and the preparations have certain irritation to the skin during disinfection and sterilization so as to ensure that the skin is dry, chapped, reduced in skin resistance, keratinized and the like.
Iodine is a substance with excellent antibacterial performance, iodine disinfectant is a disinfectant which is very commonly used abroad, has the characteristics of broad spectrum, high efficiency, low toxicity and the like, and is widely applied to places such as surgical hand washing, skin disinfection and the like, but the bactericidal effect of a single iodine disinfectant needs to be improved, in recent years, cellulose slowly enters eyes of researchers due to the antibacterial function, the cellulose is natural polycation polysaccharide, so that the cellulose and derivatives thereof have various functions of excellent antibacterial performance, hypertension prevention and the like, but the antibacterial performance of the single cellulose can be further improved, and the quaternary ammonium salt of the organic antibacterial agent also has excellent antibacterial performance, can be compounded with the cellulose and used as a modifier to modify the iodine disinfectant.
Technical problem to be solved
Aiming at the defects of the prior art, the invention provides a non-irritant medical disinfectant and a preparation method thereof, and solves the problem that a single iodine-containing disinfectant has poor sterilization and energy storage performance.
(II) technical scheme
In order to achieve the purpose, the invention provides the following technical scheme: a non-irritant medical disinfectant has the following preparation method:
(1) adding a deionized water solvent and 3-chloro-2-hydroxypropanesulfonic acid sodium salt into a three-necked flask, ultrasonically dispersing uniformly, adding cellulose, ultrasonically dispersing uniformly, reacting at 80-95 ℃ for 18-30h, cooling to room temperature, adding hydrochloric acid to adjust the pH of the solution to 1-2, precipitating a product with ethanol, performing suction filtration, washing with acetone, and drying to obtain sulfonated cellulose;
(2) adding an N, N-dimethylformamide solvent, N' -carbonyldiimidazole and sulfonated cellulose into a three-necked bottle, uniformly dispersing by ultrasonic waves, adding 1- (3-aminopropyl) imidazole, uniformly dispersing by ultrasonic waves, reacting, cooling to room temperature, precipitating a product by using ethanol, filtering, washing by using acetone, and drying to obtain imidazole modified cellulose;
(3) adding an N, N-dimethylformamide solvent, benzyl chloride and imidazole modified cellulose into a three-necked bottle, performing ultrasonic dispersion uniformly, performing quaternization reaction, cooling to room temperature, precipitating a product with ethanol, performing centrifugal separation, washing with acetone, and drying to obtain cellulose-based quaternary ammonium salt;
(4) adding iodine solution with iodine content of 0.4-0.8%, sodium thiosulfate of 0.4-0.7%, tween of 0.04-0.07%, emulsifier OP-10 of 0.08-0.14% and cellulose base quaternary ammonium salt into a three-mouth bottle, and ultrasonically dispersing uniformly to obtain the non-irritant medical disinfectant.
Preferably, in the step (1), the mass ratio of the sodium salt of the 3-chloro-2-hydroxypropanesulfonic acid to the cellulose is 60-90: 10.
Preferably, in the step (2), the mass ratio of the N, N' -carbonyldiimidazole to the sulfonated cellulose to the 1- (3-aminopropyl) imidazole is 27-45:100: 20-35.
Preferably, the reaction condition in the step (2) is that the reaction is carried out for 2 to 5 hours at a temperature of between 50 and 65 ℃.
Preferably, the mass ratio of the benzyl chloride to the imidazole modified cellulose in the step (3) is 20-35: 100.
Preferably, the quaternization reaction in the step (3) is carried out under the condition of stirring at 40-70 ℃ for 7-10 h.
Preferably, the mass fraction of the cellulose-based quaternary ammonium salt in the step (4) is 20-35%.
(III) advantageous technical effects
Compared with the prior art, the invention has the following beneficial technical effects:
according to the non-irritant medical disinfectant, amino on cellulose and chlorine atoms on a 3-chloro-2-hydroxypropanesulfonic acid sodium salt are subjected to nucleophilic substitution reaction, the sulfonated cellulose is further treated by hydrochloric acid to obtain sulfonated cellulose, rich sulfonic acid groups are introduced, the sulfonated cellulose is reacted with N, N' -carbonyldiimidazole to generate sulfonamide, the sulfonamide is further reacted with 1- (3-aminopropyl) imidazole to obtain imidazole modified cellulose, imidazole groups are introduced, and quaternization reaction is further carried out on the imidazole groups and benzyl chloride to obtain cellulose-based quaternary ammonium salt which is used as a modifier, so that the non-irritant medical disinfectant is further obtained.
The non-irritant medical disinfectant has the advantages that sulfonated cellulose contains abundant strong hydrophilic sulfonic acid groups, the water solubility of the cellulose is obviously improved, meanwhile, the sulfonated cellulose is treated by hydrochloric acid, imino groups on the sulfonated cellulose form amino cations, so that the cellulose is positively charged, imidazole quaternary ammonium salts are further introduced, the positive charge density of the cellulose is obviously improved, the sulfonated cellulose is adsorbed to the surfaces of microorganisms such as staphylococcus aureus with negative charges through electrostatic attraction, hydrogen bond force and the like, then, antibacterial groups such as imidazole quaternary ammonium salts penetrate into cell membranes, so that the cell membranes are broken and decomposed, substances in cells are leaked out, the microorganisms such as staphylococcus aureus are killed, meanwhile, the amino cations on the cellulose can inhibit the cells in the division stage or the new growth stage from generating cell walls, the cell membranes at the division parts are broken, and then the outflow contents die, so that the non-irritating medical disinfectant has excellent antibacterial performance.
Drawings
FIG. 1 is a schematic of the reaction of sulfonated cellulose and 1- (3-aminopropyl) imidazole;
FIG. 2 is a reaction scheme of benzyl chloride and imidazole modified cellulose.
Detailed Description
To achieve the above object, the present invention provides the following embodiments and examples: a preparation method of a non-irritant medical disinfectant comprises the following steps:
(1) adding a deionized water solvent and 3-chloro-2-hydroxypropanesulfonic acid sodium salt into a three-necked flask, uniformly dispersing by ultrasonic, adding cellulose, wherein the mass ratio of the 3-chloro-2-hydroxypropanesulfonic acid sodium salt to the cellulose is 60-90:10, uniformly dispersing by ultrasonic, reacting at 80-95 ℃ for 18-30h, cooling to room temperature, adding hydrochloric acid to adjust the pH of the solution to 1-2, precipitating a product by using ethanol, filtering, washing with acetone, and drying to obtain sulfonated cellulose;
(2) adding an N, N-dimethylformamide solvent, N '-carbonyldiimidazole and sulfonated cellulose into a three-necked bottle, ultrasonically dispersing uniformly, adding 1- (3-aminopropyl) imidazole, wherein the mass ratio of the N, N' -carbonyldiimidazole to the sulfonated cellulose to the 1- (3-aminopropyl) imidazole is 27-45:100:20-35, ultrasonically dispersing uniformly, reacting at 50-65 ℃ for 2-5h, cooling to room temperature, precipitating a product with ethanol, filtering, washing with acetone, and drying to obtain imidazole modified cellulose;
(3) adding an N, N-dimethylformamide solvent, benzyl chloride and imidazole modified cellulose into a three-necked bottle, wherein the mass ratio of the N, N-dimethylformamide solvent to the benzyl chloride to the imidazole modified cellulose is 20-35:100, performing ultrasonic dispersion uniformly, performing quaternization reaction at 40-70 ℃ for 7-10h, cooling to room temperature, precipitating a product with ethanol, performing centrifugal separation, washing with acetone, and drying to obtain cellulose-based quaternary ammonium salt;
(4) adding an iodine solution with the iodine content of 0.4-0.8%, 0.4-0.7% of sodium thiosulfate, 0.04-0.07% of tween, 0.08-0.14% of emulsifier OP-10 and cellulose-based quaternary ammonium salt into a three-mouth bottle, wherein the mass fraction of the cellulose-based quaternary ammonium salt is 20-35%, and performing ultrasonic dispersion uniformly to obtain the non-irritant medical disinfectant.
Example 1
(1) Adding a deionized water solvent and 3-chloro-2-hydroxypropanesulfonic acid sodium salt into a three-necked flask, uniformly dispersing by ultrasonic, adding cellulose, wherein the mass ratio of the 3-chloro-2-hydroxypropanesulfonic acid sodium salt to the cellulose is 60:10, uniformly dispersing by ultrasonic, reacting at 80 ℃ for 18 hours, cooling to room temperature, adding hydrochloric acid to adjust the pH of the solution to be 2, precipitating a product by using ethanol, filtering, washing by using acetone, and drying to obtain sulfonated cellulose;
(2) adding an N, N-dimethylformamide solvent, N '-carbonyldiimidazole and sulfonated cellulose into a three-necked bottle, ultrasonically dispersing uniformly, adding 1- (3-aminopropyl) imidazole, wherein the mass ratio of the N, N' -carbonyldiimidazole to the sulfonated cellulose to the 1- (3-aminopropyl) imidazole is 27:100:20, ultrasonically dispersing uniformly, reacting for 2 hours at 50 ℃, cooling to room temperature, precipitating a product with ethanol, filtering, washing with acetone and drying to obtain imidazole modified cellulose;
(3) adding an N, N-dimethylformamide solvent, benzyl chloride and imidazole modified cellulose into a three-necked bottle at a mass ratio of 20:100, performing ultrasonic dispersion uniformly, performing quaternization reaction at 40 ℃ for 7 hours, cooling to room temperature, precipitating a product with ethanol, performing centrifugal separation, washing with acetone, and drying to obtain cellulose-based quaternary ammonium salt;
(4) adding an iodine solution with the iodine content of 0.4%, 0.4% of sodium thiosulfate, 0.04% of tween, 0.08% of emulsifier OP-10 and cellulose-based quaternary ammonium salt into a three-mouth bottle, wherein the mass fraction of the cellulose-based quaternary ammonium salt is 20%, and performing ultrasonic dispersion uniformly to obtain the non-irritant medical disinfectant.
Example 2
(1) Adding a deionized water solvent and 3-chloro-2-hydroxypropanesulfonic acid sodium salt into a three-necked bottle, uniformly dispersing by ultrasonic, adding cellulose, wherein the mass ratio of the 3-chloro-2-hydroxypropanesulfonic acid sodium salt to the cellulose is 70:10, uniformly dispersing by ultrasonic, reacting at 85 ℃ for 22 hours, cooling to room temperature, adding hydrochloric acid to adjust the pH of the solution to 2, precipitating a product by using ethanol, filtering, washing by using acetone, and drying to obtain sulfonated cellulose;
(2) adding an N, N-dimethylformamide solvent, N '-carbonyldiimidazole and sulfonated cellulose into a three-necked bottle, ultrasonically dispersing uniformly, adding 1- (3-aminopropyl) imidazole, wherein the mass ratio of the N, N' -carbonyldiimidazole to the sulfonated cellulose to the 1- (3-aminopropyl) imidazole is 33:100:25, ultrasonically dispersing uniformly, reacting for 3 hours at 55 ℃, cooling to room temperature, precipitating a product with ethanol, filtering, washing with acetone and drying to obtain imidazole modified cellulose;
(3) adding an N, N-dimethylformamide solvent, benzyl chloride and imidazole modified cellulose into a three-necked bottle at a mass ratio of 25:100, performing ultrasonic dispersion uniformly, performing quaternization reaction at 45 ℃ for 8 hours, cooling to room temperature, precipitating a product with ethanol, performing centrifugal separation, washing with acetone, and drying to obtain cellulose-based quaternary ammonium salt;
(4) adding an iodine solution with the iodine content of 0.53%, 0.5% of sodium thiosulfate, 0.05% of tween, 0.1% of emulsifier OP-10 and cellulose-based quaternary ammonium salt into a three-necked bottle, wherein the mass fraction of the cellulose-based quaternary ammonium salt is 25%, and ultrasonically dispersing uniformly to obtain the non-irritant medical disinfectant.
Example 3
(1) Adding a deionized water solvent and 3-chloro-2-hydroxypropanesulfonic acid sodium salt into a three-necked bottle, uniformly dispersing by ultrasonic, adding cellulose, wherein the mass ratio of the 3-chloro-2-hydroxypropanesulfonic acid sodium salt to the cellulose is 80:10, uniformly dispersing by ultrasonic, reacting at 90 ℃ for 26 hours, cooling to room temperature, adding hydrochloric acid to adjust the pH value of the solution to be 1, precipitating a product by using ethanol, filtering, washing by using acetone, and drying to obtain sulfonated cellulose;
(2) adding an N, N-dimethylformamide solvent, N '-carbonyldiimidazole and sulfonated cellulose into a three-necked bottle, ultrasonically dispersing uniformly, adding 1- (3-aminopropyl) imidazole, wherein the mass ratio of the N, N' -carbonyldiimidazole to the sulfonated cellulose to the 1- (3-aminopropyl) imidazole is 39:100:30, ultrasonically dispersing uniformly, reacting for 4 hours at 60 ℃, cooling to room temperature, precipitating a product by using ethanol, filtering, washing by using acetone, and drying to obtain imidazole modified cellulose;
(3) adding an N, N-dimethylformamide solvent, benzyl chloride and imidazole modified cellulose into a three-necked bottle at a mass ratio of 30:100, performing ultrasonic dispersion uniformly, performing quaternization reaction at 60 ℃ for 9 hours, cooling to room temperature, precipitating a product with ethanol, performing centrifugal separation, washing with acetone, and drying to obtain cellulose-based quaternary ammonium salt;
(4) adding an iodine solution with the iodine content of 0.67%, 0.6% of sodium thiosulfate, 0.06% of tween, 0.12% of emulsifier OP-10 and cellulose-based quaternary ammonium salt into a three-mouth bottle, wherein the mass fraction of the cellulose-based quaternary ammonium salt is 30%, and performing ultrasonic dispersion uniformly to obtain the non-irritant medical disinfectant.
Example 4
(1) Adding a deionized water solvent and 3-chloro-2-hydroxypropanesulfonic acid sodium salt into a three-necked flask, uniformly dispersing by ultrasonic, adding cellulose, wherein the mass ratio of the 3-chloro-2-hydroxypropanesulfonic acid sodium salt to the cellulose is 90:10, uniformly dispersing by ultrasonic, reacting at 95 ℃ for 30 hours, cooling to room temperature, adding hydrochloric acid to adjust the pH of the solution to 1, precipitating a product by using ethanol, filtering, washing by using acetone, and drying to obtain sulfonated cellulose;
(2) adding an N, N-dimethylformamide solvent, N '-carbonyldiimidazole and sulfonated cellulose into a three-necked bottle, ultrasonically dispersing uniformly, adding 1- (3-aminopropyl) imidazole, wherein the mass ratio of the N, N' -carbonyldiimidazole to the sulfonated cellulose to the 1- (3-aminopropyl) imidazole is 45:100:35, ultrasonically dispersing uniformly, reacting for 5 hours at 65 ℃, cooling to room temperature, precipitating a product with ethanol, filtering, washing with acetone and drying to obtain imidazole modified cellulose;
(3) adding an N, N-dimethylformamide solvent, benzyl chloride and imidazole modified cellulose into a three-necked bottle, wherein the mass ratio of the N, N-dimethylformamide solvent to the benzyl chloride to the imidazole modified cellulose is 35:100, performing ultrasonic dispersion uniformly, performing quaternization reaction for 10 hours at 70 ℃, cooling to room temperature, precipitating a product with ethanol, performing centrifugal separation, washing with acetone, and drying to obtain cellulose-based quaternary ammonium salt;
(4) adding an iodine solution with the iodine content of 0.8%, 0.7% of sodium thiosulfate, 0.07% of tween, 0.14% of emulsifier OP-10 and cellulose-based quaternary ammonium salt into a three-mouth bottle, wherein the mass fraction of the cellulose-based quaternary ammonium salt is 35%, and performing ultrasonic dispersion uniformly to obtain the non-irritant medical disinfectant.
Comparative example 1
(1) Adding a deionized water solvent and 3-chloro-2-hydroxypropanesulfonic acid sodium salt into a three-necked flask, uniformly dispersing by ultrasonic, adding cellulose, wherein the mass ratio of the 3-chloro-2-hydroxypropanesulfonic acid sodium salt to the cellulose is 48:10, uniformly dispersing by ultrasonic, reacting at 80 ℃ for 18 hours, cooling to room temperature, adding hydrochloric acid to adjust the pH of the solution to be 2, precipitating a product by using ethanol, filtering, washing by using acetone, and drying to obtain sulfonated cellulose;
(2) adding an N, N-dimethylformamide solvent, N '-carbonyldiimidazole and sulfonated cellulose into a three-necked bottle, ultrasonically dispersing uniformly, adding 1- (3-aminopropyl) imidazole, wherein the mass ratio of the N, N' -carbonyldiimidazole to the sulfonated cellulose to the 1- (3-aminopropyl) imidazole is 21.6:100:16, ultrasonically dispersing uniformly, reacting at 50 ℃ for 2 hours, cooling to room temperature, precipitating a product with ethanol, filtering, washing with acetone, and drying to obtain imidazole modified cellulose;
(3) adding an N, N-dimethylformamide solvent, benzyl chloride and imidazole modified cellulose into a three-necked bottle at a mass ratio of 16:100, performing ultrasonic dispersion uniformly, performing quaternization reaction at 40 ℃ for 7 hours, cooling to room temperature, precipitating a product with ethanol, performing centrifugal separation, washing with acetone, and drying to obtain cellulose-based quaternary ammonium salt;
(4) adding an iodine solution with the iodine content of 0.4%, 0.4% of sodium thiosulfate, 0.04% of tween, 0.08% of emulsifier OP-10 and cellulose-based quaternary ammonium salt into a three-mouth bottle, wherein the mass fraction of the cellulose-based quaternary ammonium salt is 16%, and performing ultrasonic dispersion uniformly to obtain the non-irritant medical disinfectant.
Comparative example 2
(1) Adding a deionized water solvent and 3-chloro-2-hydroxypropanesulfonic acid sodium salt into a three-necked flask, uniformly dispersing by ultrasonic, adding cellulose, wherein the mass ratio of the 3-chloro-2-hydroxypropanesulfonic acid sodium salt to the cellulose is 108:10, uniformly dispersing by ultrasonic, reacting at 95 ℃ for 30 hours, cooling to room temperature, adding hydrochloric acid to adjust the pH of the solution to 1, precipitating a product by using ethanol, filtering, washing by using acetone, and drying to obtain sulfonated cellulose;
(2) adding an N, N-dimethylformamide solvent, N '-carbonyldiimidazole and sulfonated cellulose into a three-necked bottle, ultrasonically dispersing uniformly, adding 1- (3-aminopropyl) imidazole, wherein the mass ratio of the N, N' -carbonyldiimidazole to the sulfonated cellulose to the 1- (3-aminopropyl) imidazole is 54:100:42, ultrasonically dispersing uniformly, reacting for 5 hours at 65 ℃, cooling to room temperature, precipitating a product with ethanol, filtering, washing with acetone and drying to obtain imidazole modified cellulose;
(3) adding an N, N-dimethylformamide solvent, benzyl chloride and imidazole modified cellulose into a three-necked bottle at a mass ratio of 42:100, performing ultrasonic dispersion uniformly, performing quaternization reaction at 70 ℃ for 10 hours, cooling to room temperature, precipitating a product with ethanol, performing centrifugal separation, washing with acetone, and drying to obtain cellulose-based quaternary ammonium salt;
(4) adding an iodine solution with the iodine content of 0.8%, 0.7% of sodium thiosulfate, 0.07% of tween, 0.14% of emulsifier OP-10 and cellulose-based quaternary ammonium salt into a three-mouth bottle, wherein the mass fraction of the cellulose-based quaternary ammonium salt is 42%, and performing ultrasonic dispersion uniformly to obtain the non-irritant medical disinfectant.
Diluting Staphylococcus aureus to 10% with physiological saline 6 About CFU/mL, sucking 100uL of staphylococcus aureus suspension, inoculating the suspension into a sterilized culture dish, uniformly coating, placing the non-irritant medical disinfectant obtained in the examples and the comparative examples into the culture dish, culturing at the constant temperature of 37 ℃ for 3h, then eluting the bacteria in the surface dish by using physiological saline, and eluting the bacteria in the surface dish at the ratio of 1:10 7 Diluting with normal saline, culturing with proper amount of bacteria liquid in solid culture medium, observing with microscope, calculating the concentration, and calculating the antibacterial rate.
Claims (1)
1. A non-irritant medical disinfectant is characterized in that: the preparation method of the non-irritant medical disinfectant comprises the following steps:
(1) adding 3-chloro-2-hydroxypropanesulfonic acid sodium salt into a deionized water solvent, uniformly dispersing by ultrasonic, adding chitosan, uniformly dispersing by ultrasonic, reacting at 80-95 ℃ for 18-30h, cooling, adding hydrochloric acid to adjust the pH of the solution to 1-2, precipitating the product by ethanol, filtering, washing and drying to obtain sulfonated chitosan;
(2) adding N, N' -carbonyldiimidazole and sulfonated chitosan into a dimethyl sulfoxide solvent, uniformly dispersing by ultrasonic, adding 1- (3-aminopropyl) imidazole, uniformly dispersing by ultrasonic, reacting, cooling, precipitating a product by using ethanol, filtering, washing and drying to obtain imidazole modified chitosan;
(3) adding benzyl chloride and imidazole modified chitosan into a dimethyl sulfoxide solvent, uniformly dispersing by using ultrasonic waves, carrying out quaternization reaction, cooling, precipitating a product by using ethanol, centrifugally separating, washing and drying to obtain chitosan-based quaternary ammonium salt;
(4) adding iodine solution with iodine content of 0.4-0.8%, sodium thiosulfate of 0.4-0.7%, tween 0.04-0.07%, lecithin of 0.08-0.14% and chitosan-based quaternary ammonium salt into a three-mouth bottle, and ultrasonically dispersing uniformly to obtain a non-irritant medical disinfectant;
in the step (1), the mass ratio of the 3-chloro-2-hydroxypropanesulfonic acid sodium salt to the chitosan is 60-90: 10;
in the step (2), the mass ratio of the N, N' -carbonyldiimidazole to the sulfonated chitosan to the 1- (3-aminopropyl) imidazole is 27-45:100: 20-35; the reaction condition in the step (2) is that the reaction is carried out for 2 to 5 hours at the temperature of between 50 and 65 ℃;
the mass ratio of the benzyl chloride to the imidazole modified chitosan in the step (3) is 20-35: 100; the quaternization reaction in the step (3) is carried out under the condition of stirring at 40-70 ℃ for 7-10 h;
the mass fraction of the chitosan-based quaternary ammonium salt in the step (4) is 20-35%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110497665.8A CN113509490B (en) | 2021-05-08 | 2021-05-08 | Non-irritant medical disinfectant and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110497665.8A CN113509490B (en) | 2021-05-08 | 2021-05-08 | Non-irritant medical disinfectant and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN113509490A CN113509490A (en) | 2021-10-19 |
| CN113509490B true CN113509490B (en) | 2022-08-12 |
Family
ID=78063893
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202110497665.8A Active CN113509490B (en) | 2021-05-08 | 2021-05-08 | Non-irritant medical disinfectant and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN113509490B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113134028B (en) * | 2021-04-28 | 2022-04-12 | 维尼健康（深圳）股份有限公司 | Wound disinfectant and preparation method thereof |
| CN115368694B (en) * | 2022-09-30 | 2023-10-13 | 河北百展科技发展有限公司 | Biomass-based reinforced polyvinyl alcohol composite material and preparation method thereof |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102604141B (en) * | 2012-02-29 | 2013-10-30 | 上海工程技术大学 | Method for preparing antibacterial film of quaternarized chitosan iodine complex |
| CN103497278B (en) * | 2013-10-16 | 2016-01-20 | 苏州大学 | Amphoteric cellulose material and application thereof |
| CN106905438B (en) * | 2017-03-14 | 2021-11-30 | 西南交通大学 | Chitosan quaternary ammonium salt antibacterial cellulose and preparation method thereof |
-
2021
- 2021-05-08 CN CN202110497665.8A patent/CN113509490B/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| CN113509490A (en) | 2021-10-19 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN113509490B (en) | Non-irritant medical disinfectant and preparation method thereof | |
| EP2454286B1 (en) | Chitosan hydrogel derivatives as a coating agent with broad spectrum of antimicrobial activities | |
| SU1215624A3 (en) | Method of producing polymer solution for extracting petroleum | |
| TWI227673B (en) | Water soluble, randomly substituted partial N-, partial O-acetylated chitosan, preserving compositions containing chitosan, and processes for making thereof | |
| CN101624427A (en) | Arginine-chitosan with high degree of substitution, preparation method and application thereof | |
| CN103397509A (en) | Preparation method for antibacterial liquid-absorbing gauze | |
| CN110256607B (en) | Anionized 2-hydroxypropyl trimethyl ammonium chloride chitosan and preparation method and application thereof | |
| CN1944467A (en) | Chitosan guanidine salt derivative and its preparing method | |
| CN113367157A (en) | Preparation method of flower-like silver/lignin composite antibacterial particles | |
| SK286327B6 (en) | Process for purifying high molecular weight hyaluronic acid | |
| CN105384957A (en) | Preparation method of orderly nanofiber membrane based on bacterial cellulose | |
| CN111454560A (en) | Antibacterial polycarbonate plastic and preparation method thereof | |
| CN107254069A (en) | A kind of cellulose family high hydroscopic resin and preparation method thereof | |
| CN107880154B (en) | Novel chitosan derivative bactericide, and preparation method and application thereof | |
| US20240292841A1 (en) | Preparation method and application of water-soluble chlorhexidine hyaluronate antibacterial agents | |
| CN103053517B (en) | Synthesis method and application of fluorescence DNA-polyphenylene acetylene hydrogel | |
| CN114931138A (en) | Sterilization disinfectant and preparation method thereof | |
| CN113121841A (en) | Inorganic composite guanidine salt polymer antibacterial agent and preparation method thereof | |
| CN115304528A (en) | Degradable gemini quaternary ammonium salt, preparation method thereof and bactericide | |
| CN111888295A (en) | Plant-source antioxidant bacteriostatic environment-friendly hand sanitizer and preparation method thereof | |
| CN106008746B (en) | A kind of graft copolymer and preparation method thereof of Natta mycin and O, N- carboxymethyl chitosan oligosaccharide | |
| CN113134028B (en) | Wound disinfectant and preparation method thereof | |
| CN115572308A (en) | Preparation method of water-soluble phosphatidylserine salt | |
| CN1128578C (en) | Polymer-type amphoteric disinfectant and its preparing process | |
| RU2750232C1 (en) | Method for obtaining composition for antimicrobial coating based on associates of silver sulfide nanocrystals with methylene blue molecules |
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 | ||
| CB03 | Change of inventor or designer information | ||
| CB03 | Change of inventor or designer information |
Inventor after: Liu Chunjing Inventor after: Shi Wanming Inventor before: Liu Chunjing Inventor before: Shi Wanming Inventor before: Liu Zhongjie |