CN114452434A - Broad-spectrum antibacterial polyurethane foam dressing and preparation method and application thereof - Google Patents
Broad-spectrum antibacterial polyurethane foam dressing and preparation method and application thereof Download PDFInfo
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- CN114452434A CN114452434A CN202210091542.9A CN202210091542A CN114452434A CN 114452434 A CN114452434 A CN 114452434A CN 202210091542 A CN202210091542 A CN 202210091542A CN 114452434 A CN114452434 A CN 114452434A
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- polyether polyol
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- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 55
- 229920005830 Polyurethane Foam Polymers 0.000 title claims abstract description 47
- 239000011496 polyurethane foam Substances 0.000 title claims abstract description 47
- 238000002360 preparation method Methods 0.000 title claims abstract description 15
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 152
- 229920000570 polyether Polymers 0.000 claims abstract description 152
- 229920005862 polyol Polymers 0.000 claims abstract description 152
- 150000003077 polyols Chemical class 0.000 claims abstract description 152
- 239000003054 catalyst Substances 0.000 claims abstract description 38
- 239000000203 mixture Substances 0.000 claims abstract description 25
- 238000002156 mixing Methods 0.000 claims abstract description 21
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims abstract description 20
- 239000011701 zinc Substances 0.000 claims abstract description 20
- 229910052725 zinc Inorganic materials 0.000 claims abstract description 20
- 150000001412 amines Chemical class 0.000 claims abstract description 18
- 239000006260 foam Substances 0.000 claims abstract description 16
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims abstract description 14
- 238000005187 foaming Methods 0.000 claims abstract description 14
- 229930007927 cymene Natural products 0.000 claims abstract description 13
- 239000003381 stabilizer Substances 0.000 claims abstract description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 13
- HFPZCAJZSCWRBC-UHFFFAOYSA-N p-cymene Chemical compound CC(C)C1=CC=C(C)C=C1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 claims abstract description 12
- OQLKNTOKMBVBKV-UHFFFAOYSA-N hexamidine Chemical compound C1=CC(C(=N)N)=CC=C1OCCCCCCOC1=CC=C(C(N)=N)C=C1 OQLKNTOKMBVBKV-UHFFFAOYSA-N 0.000 claims abstract description 11
- 229960001915 hexamidine Drugs 0.000 claims abstract description 11
- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical class OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 claims abstract description 11
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229910052710 silicon Inorganic materials 0.000 claims abstract description 10
- 239000010703 silicon Substances 0.000 claims abstract description 10
- 239000004088 foaming agent Substances 0.000 claims abstract description 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical group ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 27
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 22
- 230000000845 anti-microbial effect Effects 0.000 claims description 9
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical group C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 claims description 6
- 239000004604 Blowing Agent Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims 5
- 238000000034 method Methods 0.000 claims 2
- 229920002323 Silicone foam Polymers 0.000 claims 1
- 239000013514 silicone foam Substances 0.000 claims 1
- 230000003385 bacteriostatic effect Effects 0.000 abstract description 4
- 229920002635 polyurethane Polymers 0.000 abstract description 4
- 239000004814 polyurethane Substances 0.000 abstract description 4
- 238000013329 compounding Methods 0.000 abstract description 3
- 231100000252 nontoxic Toxicity 0.000 abstract description 3
- 230000003000 nontoxic effect Effects 0.000 abstract description 3
- 238000012360 testing method Methods 0.000 description 12
- 208000027418 Wounds and injury Diseases 0.000 description 9
- 206010052428 Wound Diseases 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 8
- 239000002994 raw material Substances 0.000 description 7
- 238000005303 weighing Methods 0.000 description 6
- 241000894006 Bacteria Species 0.000 description 4
- 241000588724 Escherichia coli Species 0.000 description 4
- 241000191967 Staphylococcus aureus Species 0.000 description 4
- 230000001580 bacterial effect Effects 0.000 description 4
- 210000004027 cell Anatomy 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000002609 medium Substances 0.000 description 4
- 239000012528 membrane Substances 0.000 description 4
- 244000052616 bacterial pathogen Species 0.000 description 3
- 231100000263 cytotoxicity test Toxicity 0.000 description 3
- 210000000416 exudates and transudate Anatomy 0.000 description 3
- 230000004083 survival effect Effects 0.000 description 3
- 206010039509 Scab Diseases 0.000 description 2
- 241000194017 Streptococcus Species 0.000 description 2
- 206010048038 Wound infection Diseases 0.000 description 2
- 206010000269 abscess Diseases 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 239000001963 growth medium Substances 0.000 description 2
- 238000011534 incubation Methods 0.000 description 2
- 238000002386 leaching Methods 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 230000001954 sterilising effect Effects 0.000 description 2
- 238000004659 sterilization and disinfection Methods 0.000 description 2
- OSCJHTSDLYVCQC-UHFFFAOYSA-N 2-ethylhexyl 4-[[4-[4-(tert-butylcarbamoyl)anilino]-6-[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)NC(C)(C)C)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 OSCJHTSDLYVCQC-UHFFFAOYSA-N 0.000 description 1
- FBNAWLJSQORPAX-UHFFFAOYSA-N 4-methyl-3-propan-2-ylphenol Chemical compound CC(C)C1=CC(O)=CC=C1C FBNAWLJSQORPAX-UHFFFAOYSA-N 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- 108091003079 Bovine Serum Albumin Proteins 0.000 description 1
- 206010007247 Carbuncle Diseases 0.000 description 1
- 206010007882 Cellulitis Diseases 0.000 description 1
- 208000000860 Compassion Fatigue Diseases 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 239000006144 Dulbecco’s modified Eagle's medium Substances 0.000 description 1
- 241000192125 Firmicutes Species 0.000 description 1
- 206010017553 Furuncle Diseases 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- 241000191940 Staphylococcus Species 0.000 description 1
- 230000001154 acute effect Effects 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000002784 cytotoxicity assay Methods 0.000 description 1
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- 230000018109 developmental process Effects 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 230000004064 dysfunction Effects 0.000 description 1
- 230000002500 effect on skin Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000012894 fetal calf serum Substances 0.000 description 1
- 210000002950 fibroblast Anatomy 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 208000014674 injury Diseases 0.000 description 1
- 239000012567 medical material Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 210000001640 nerve ending Anatomy 0.000 description 1
- 229940048869 o-cymen-5-ol Drugs 0.000 description 1
- 125000000352 p-cymenyl group Chemical class C1(=C(C=C(C=C1)C)*)C(C)C 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 210000004872 soft tissue Anatomy 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
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- 238000010998 test method Methods 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 230000029663 wound healing Effects 0.000 description 1
Classifications
-
- 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
- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/22—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons containing macromolecular materials
- A61L15/26—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives thereof
-
- 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
- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/42—Use of materials characterised by their function or physical properties
-
- 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
- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/42—Use of materials characterised by their function or physical properties
- A61L15/425—Porous materials, e.g. foams or sponges
-
- 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
- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/42—Use of materials characterised by their function or physical properties
- A61L15/46—Deodorants or malodour counteractants, e.g. to inhibit the formation of ammonia or bacteria
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Epidemiology (AREA)
- Hematology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Dispersion Chemistry (AREA)
- Materials For Medical Uses (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
The invention discloses a broad-spectrum antibacterial polyurethane foam dressing as well as a preparation method and application thereof, wherein the preparation method comprises the following steps: uniformly mixing polyether polyol, an amine catalyst, a zinc catalyst, an organic silicon foam stabilizer, water, a foaming agent, cymene and hexamidine di (hydroxyethyl sulfonate) salt to obtain a mixture; and uniformly mixing the diphenylmethane diisocyanate and the mixture, pouring the mixture into a mold for foaming, and demolding after curing to obtain the broad-spectrum antibacterial polyurethane foam dressing. According to the invention, through specific selection and compounding of multiple polyether polyols, the prepared polyurethane dressing has good mechanical strength and flexibility and excellent antibacterial and bacteriostatic properties; meanwhile, the catalyst used for preparing the dressing is safe and nontoxic, so that the prepared dressing is more suitable for being applied as a medical dressing.
Description
Technical Field
The invention relates to the technical field of medical materials, in particular to broad-spectrum antibacterial polyurethane foam and a preparation method and application thereof.
Background
At present, the development of science and technology continuously improves the requirements of people on medical dressings, traditional dressings such as gauze and cotton are easy to breed bacteria, wound exudate and dry dermal tissues are easy to form crusts together to prevent epithelialization, and meanwhile, the wound is easy to adhere to the dressings and can cause secondary trauma to patients when dressing change is uncovered, so that the novel wound dressing is very important.
The foam type polyurethane medical dressing is suitable for the granulation period of a wound surface, can absorb redundant wound surface exudates, can obstruct external foreign matters and partial bacteria, protects exposed nerve endings and relieves pain. Meanwhile, the foam dressing keeps moist, so that dry scab formed by excessive evaporation of wound exudate is avoided, secondary mechanical injury cannot be generated during dressing change, and the wound healing is facilitated. The wound has more bacterial species, common pathogenic bacteria comprise staphylococcus, streptococcus, escherichia coli and the like, and the wound is characterized in that: the same pathogenic bacteria can cause several different pyogenic infections, such as furuncle, carbuncle, abscess, wound infection and the like caused by staphylococcus aureus, and the different pathogenic bacteria can cause the same disease, such as acute cellulitis soft tissue abscess wound infection and the like caused by staphylococcus aureus, streptococcus and escherichia coli, which all show the common characteristics of pyogenic inflammation, namely red, swelling, heat, pain and dysfunction, and have commonality in prevention and treatment. The existing antibacterial dressing is mainly produced by blending an antibacterial agent and raw materials, has an antibacterial effect, but most of the existing antibacterial dressings cannot realize long-acting bacteriostasis, and have narrow antibacterial range and poor effect. It is therefore desirable to provide a new antimicrobial dressing that addresses the above-mentioned problems of the prior art.
Disclosure of Invention
The invention aims to provide a broad-spectrum antibacterial polyurethane foam dressing and a preparation method and application thereof, and is used for solving the problems of short bacteriostatic aging, narrow antibacterial range and poor effect of the conventional antibacterial dressing.
In order to solve the above technical problem, a first solution provided by the present invention is: a preparation method of broad-spectrum antibacterial polyurethane foam dressing comprises the following steps: uniformly mixing polyether polyol, an amine catalyst, a zinc catalyst, an organic silicon foam stabilizer, water, a foaming agent, cymene and hexamidine di (hydroxyethyl sulfonate) salt to obtain a mixture; and uniformly mixing the diphenylmethane diisocyanate and the mixture, pouring the mixture into a mold for foaming, and demolding after curing to obtain the broad-spectrum antibacterial polyurethane foam dressing.
Preferably, the mass ratio of the polyether polyol, the amine catalyst, the zinc catalyst, the organosilicon foam stabilizer, the water, the foaming agent, the cymene, the hexamidine di (isethionic acid) salt and the diphenylmethane diisocyanate is 100: (0.1-0.5): (0.1-0.7): (1.2-3.5): (1-6): (1-15): (0.01-1): (0.01-1): (35-65).
Preferably, the polyether polyol is formed by mixing any two or more of the A type polyether polyol, the B type polyether polyol and the C type polyether polyol; the hydroxyl value of the polyether polyol A is 335mgKOH/g, and the molecular weight is 1000; the hydroxyl value of the polyether polyol B is 55mgKOH/g, and the molecular weight is 4200; the polyether polyol C has a hydroxyl value of 150mgKOH/g and a molecular weight of 2800.
Preferably, the polyether polyol A is polyether polyol 330N; the polyether polyol B is polyether polyol 3050D; the polyether polyol C is polyether polyol 505S.
Preferably, when the polyether polyol is formed by mixing the A type polyether polyol and the B type polyether polyol, the mass ratio of the A type polyether polyol to the B type polyether polyol is 1: 1-1: 10; when the polyether polyol is formed by mixing the A-type polyether polyol and the C-type polyether polyol, the mass ratio of the A-type polyether polyol to the C-type polyether polyol is 1: 1-1: 8; when the polyether polyol is formed by mixing the B-type polyether polyol and the C-type polyether polyol, the mass ratio of the B-type polyether polyol to the C-type polyether polyol is 1: 1-1: 8; when the polyether polyol is formed by mixing the A-type polyether polyol, the B-type polyether polyol and the C-type polyether polyol, the mass ratio of the A-type polyether polyol, the B-type polyether polyol and the C-type polyether polyol is 2:2: 1-1: 1.
Preferably, the amine catalyst is triethylene diamine; the zinc catalyst is organic zinc ZCAT-H22.
Preferably, the blowing agent is methylene chloride.
Preferably, in the curing step, the curing temperature is 60-100 ℃, and the curing time is 18-24 hours.
In order to solve the above technical problem, a second solution provided by the present invention is: a broad-spectrum antibacterial polyurethane foam dressing prepared by the preparation method of the broad-spectrum antibacterial polyurethane foam dressing in the first solution. The broad-spectrum antibacterial polyurethane foam dressing is applied as a medical dressing.
The invention has the beneficial effects that: different from the situation of the prior art, the invention provides a broad-spectrum antibacterial polyurethane foam dressing and a preparation method and application thereof, and the prepared polyurethane dressing has better mechanical strength and flexibility and excellent antibacterial and bacteriostatic properties through specific selection and compounding of multiple polyether polyols; meanwhile, the catalyst used for preparing the dressing is safe and nontoxic, so that the prepared dressing is more suitable for being applied as a medical dressing.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be obtained by a person skilled in the art without any inventive step based on the embodiments of the present invention, are within the scope of the present invention.
For the first solution provided by the invention, the preparation method of the broad-spectrum antibacterial polyurethane foam dressing comprises the following steps:
(1) polyether polyol, an amine catalyst, a zinc catalyst, an organic silicon foam stabilizer, water, a foaming agent, cymene and hexamidine di (hydroxyethyl sulfonate) salt are uniformly mixed to obtain a mixture. In the step, the mass ratio of polyether polyol, amine catalyst, zinc catalyst, organic silicon foam stabilizer, water, foaming agent, cymene, hexamidine di (isethionic acid) salt and diphenylmethane diisocyanate is 100: (0.1-0.5): (0.1-0.7): (1.2-3.5): (1-6): (1-15): (0.01-1): (0.01-1): (35-65).
Wherein the polyether polyol is formed by mixing any two or more than two of A type polyether polyol, B type polyether polyol and C type polyether polyol; the hydroxyl value of the polyether polyol A is 335mgKOH/g, and the molecular weight is 1000; the hydroxyl value of the polyether polyol B is 55mgKOH/g, and the molecular weight is 4200; the polyether polyol C has a hydroxyl value of 150mgKOH/g and a molecular weight of 2800. The following four ways are specifically provided: 1) when the polyether polyol is formed by mixing the A-type polyether polyol and the B-type polyether polyol, the mass ratio of the A-type polyether polyol to the B-type polyether polyol is 1: 1-1: 10; 2) when the polyether polyol is formed by mixing the A-type polyether polyol and the C-type polyether polyol, the mass ratio of the A-type polyether polyol to the C-type polyether polyol is 1: 1-1: 8; 3) when the polyether polyol is formed by mixing the B-type polyether polyol and the C-type polyether polyol, the mass ratio of the B-type polyether polyol to the C-type polyether polyol is 1: 1-1: 8; 4) when the polyether polyol is formed by mixing the A-type polyether polyol, the B-type polyether polyol and the C-type polyether polyol, the mass ratio of the A-type polyether polyol, the B-type polyether polyol and the C-type polyether polyol is 2:2: 1-1: 1. The combination and selection can be performed according to actual requirements, and is not limited herein.
In this embodiment, the polyether polyol a is polyether polyol 330N; the polyether polyol B is polyether polyol 3050D; the polyether polyol C is polyether polyol 505S; the amine catalyst is triethylene diamine, and the function of the amine catalyst is to catalyze the foaming reaction; the zinc catalyst is organic zinc ZCAT-H22, and has the function of catalyzing gel reaction; the foaming agent is dichloromethane; by adjusting the ratio of the amine catalyst to the zinc catalyst, the foaming reaction and the gel reaction are maintained to be developed in a balanced manner, so that the prepared foam dressing has a uniform and proper foam pore structure, and a better foaming effect is obtained.
(2) And uniformly mixing the diphenylmethane diisocyanate and the mixture, pouring the mixture into a mold for foaming, and demolding after curing to obtain the broad-spectrum antibacterial polyurethane foam dressing. In the step, the diphenylmethane diisocyanate is weighed according to the proportion, poured into the mixture prepared in the step (1), mechanically stirred and uniformly mixed, poured into a mold for foaming, cured at the temperature of 60-100 ℃ for 18-24 hours, and demoulded to obtain the broad-spectrum antibacterial polyurethane foam dressing.
As for the second solution provided by the present invention, the broad-spectrum antibacterial polyurethane foam dressing is prepared by the preparation method of the broad-spectrum antibacterial polyurethane foam dressing in the first solution, and the broad-spectrum antibacterial polyurethane foam dressing is applied as a medical dressing.
The application effect of the broad-spectrum antibacterial polyurethane foam dressing of the invention is tested and analyzed by the specific examples.
Example 1
In this example, the steps for preparing the broad-spectrum antibacterial polyurethane foam dressing are as follows:
weighing 50 parts of A type polyether polyol, 50 parts of B type polyether polyol, 0.4 part of amine catalyst, 0.5 part of zinc catalyst, 2.5 parts of organic silicon foam stabilizer, 5 parts of water and 10 parts of dichloromethane in parts by mass, wherein the hydroxyl value of the A type polyether polyol is 72mgKOH/g, and the molecular weight of the A type polyether polyol is 5800; the hydroxyl value of the polyether polyol B is 80mgKOH/g, and the molecular weight of the polyether polyol B is 4200; the raw materials are stirred uniformly, 55 parts of diphenylmethane diisocyanate is added and then mixed uniformly, the mixture is poured into a mould for foaming, the mixture is cured for 24 hours at the temperature of 80 ℃, and the broad-spectrum antibacterial polyurethane foam dressing is obtained after demoulding.
Wherein, the chemical structure and the name of the cymene are as follows:
INCI name: o-cymene-5-ol/o-Cymen-5-ol, CAS No: 3228-02-2, the following examples all use this cymene for preparation.
Example 2
In this example, the steps for preparing the broad-spectrum antibacterial polyurethane foam dressing are as follows:
weighing 30 parts of A-type polyether polyol, 70 parts of B-type polyether polyol, 0.2 part of amine catalyst, 0.4 part of zinc catalyst, 2 parts of organic silicon foam stabilizer, 5 parts of water and 8 parts of dichloromethane in parts by mass, wherein the hydroxyl value of the A-type polyether polyol is 72mgKOH/g, and the molecular weight of the A-type polyether polyol is 5800; the hydroxyl value of the polyether polyol B is 80mgKOH/g, and the molecular weight of the polyether polyol B is 4200; the raw materials are stirred uniformly, 55 parts of diphenylmethane diisocyanate is added and then mixed uniformly, the mixture is poured into a mould for foaming, the mixture is cured for 24 hours at the temperature of 80 ℃, and the broad-spectrum antibacterial polyurethane foam dressing is obtained after demoulding.
Example 3
In this example, the steps for preparing the broad-spectrum antibacterial polyurethane foam dressing are as follows:
weighing 50 parts of A type polyether polyol, 50 parts of B type polyether polyol, 0.3 part of amine catalyst, 0.2 part of zinc catalyst, 1.5 parts of organic silicon foam stabilizer, 5 parts of water, 10 parts of dichloromethane, 0.04 part of cymene and 0.06 part of hexamidine di (hydroxyethyl sulfonate), wherein the hydroxyl value of the A type polyether polyol is 72mgKOH/g, and the molecular weight of the A type polyether polyol is 5800; the polyether polyol B has a hydroxyl value of 112mgKOH/g and a molecular weight of 2800; the raw materials are stirred uniformly, 45 parts of diphenylmethane diisocyanate are added and mixed uniformly, the mixture is poured into a mould for foaming, the mixture is cured for 24 hours at the temperature of 80 ℃, and the broad-spectrum antibacterial polyurethane foam dressing is obtained after demoulding.
Example 4
In this example, the steps for preparing the broad-spectrum antibacterial polyurethane foam dressing are as follows:
weighing 30 parts of A type polyether polyol, 70 parts of B type polyether polyol, 0.3 part of amine catalyst, 0.4 part of zinc catalyst, 1.5 parts of organic silicon foam stabilizer, 3.5 parts of water, 10 parts of dichloromethane, 0.05 part of cymene and 0.05 part of hexamidine di (hydroxyethyl sulfonate), wherein the hydroxyl value of the A type polyether polyol is 72mgKOH/g, and the molecular weight of the A type polyether polyol is 5800; the hydroxyl value of the polyether polyol B is 112mgKOH/g, and the molecular weight of the polyether polyol B is 2800; the raw materials are stirred uniformly, 45 parts of diphenylmethane diisocyanate are added and mixed uniformly, the mixture is poured into a mould for foaming, the mixture is cured for 24 hours at the temperature of 80 ℃, and the broad-spectrum antibacterial polyurethane foam dressing is obtained after demoulding.
Example 5
In this example, the steps for preparing the broad-spectrum antibacterial polyurethane foam dressing are as follows:
weighing 50 parts of A type polyether polyol, 50 parts of B type polyether polyol, 0.3 part of amine catalyst, 0.2 part of zinc catalyst, 2.5 parts of organic silicon foam stabilizer, 2.5 parts of water, 15 parts of dichloromethane, 0.05 part of cymene and 0.05 part of hexamidine di (hydroxyethyl sulfonate), wherein the hydroxyl value of the A type polyether polyol is 80mgKOH/g, and the molecular weight of the A type polyether polyol is 4200; the hydroxyl value of the polyether polyol B is 112mgKOH/g, and the molecular weight of the polyether polyol B is 2800; the raw materials are stirred uniformly, 40 parts of diphenylmethane diisocyanate are added and mixed uniformly, the mixture is poured into a mould for foaming, the mixture is cured for 24 hours at the temperature of 80 ℃, and the broad-spectrum antibacterial polyurethane foam dressing is obtained after demoulding.
Example 6
In this example, the steps for preparing the broad-spectrum antibacterial polyurethane foam dressing are as follows:
weighing 30 parts of A-type polyether polyol, 30 parts of B-type polyether polyol, 40 parts of C-type polyether polyol, 0.2 part of amine catalyst, 0.3 part of zinc catalyst, 1.5 parts of organosilicon foam stabilizer, 1.5 parts of water, 10 parts of dichloromethane, 0.05 part of cymene and 0.05 part of hexamidine di (hydroxyethyl sulfonate), wherein the hydroxyl value of the A-type polyether polyol is 80mgKOH/g, and the molecular weight of the A-type polyether polyol is 4200; the hydroxyl value of the polyether polyol B is 112mgKOH/g, and the molecular weight of the polyether polyol B is 2800; the polyether polyol C has a hydroxyl value of 72gKOH/g and a molecular weight of 4200; the raw materials are stirred uniformly, 40 parts of diphenylmethane diisocyanate are added and mixed uniformly, the mixture is poured into a mould for foaming, the mixture is cured for 24 hours at the temperature of 80 ℃, and the broad-spectrum antibacterial polyurethane foam dressing is obtained after demoulding.
Comparative example 1
A commercially available herborist antimicrobial dressing was selected as a comparative example.
Test 1 antimicrobial test
The polyurethane foam dressings prepared in the above examples 1 to 6 were subjected to an antibacterial test using gram-negative bacteria (escherichia coli) and gram-positive bacteria (staphylococcus aureus) to evaluate model biofouling of the antibacterial performance of the membrane, which comprises the following steps: first, a membrane sample (1cm × 1cm) was placed in a petri dish and sterilized with ultraviolet light for 30 minutes; then, 300. mu.l of a bacterial solution with a cell concentration of 2X 106 CFU/ml was added to the membrane surface and incubated at 37 ℃ for 24 hours. After incubation, the bacteria were removed from the membrane surface and transferred to 50 ml PBS solution (pH 7.4); then, the bacterial solution was spread on an agar plate and cultured at 37 ℃ for another 24 hours; finally, bacterial colonies were counted and the antibacterial rate was calculated. The test results are shown in table 1, and it can be seen that the dressing prepared by the invention has the sterilization rate of over 80% for escherichia coli and staphylococcus aureus, which is much higher than the sterilization level of the commercially available antibacterial dressing in comparative example 1, and has better antibacterial effect.
Table 1 antimicrobial testing
Test 2 cytotoxicity test
The polyurethane foam dressings prepared in the above examples 1 to 6 were subjected to cytotoxicity test, and compared with comparative example 1, the specific test procedures were as follows: firstly, extracting a sample leaching solution, immersing a sterilized sample into 1mL of DMEM medium, and keeping the sample at 37 ℃ for 24 hours; then, the medium was sterilized by filtration using a sterile filter (pore size: 0.22 μm); subsequently, fibroblasts were seeded into each well of a 96-well plate and incubated at 37 ℃ for 24 hours; then replacing the culture medium with 500. mu.L of the leaching solution or the original culture medium containing 10% fetal calf serum; after 24 hours, the medium was changed to 100 μ L of the original medium containing 10 μ LCCK8 solution, followed by incubation at 37 ℃ for 2 hours; finally, the OD value at a wavelength of 450nm was measured using a microplate reader, and the cell survival rate was calculated. The test results are shown in table 1, and it can be seen that the cell survival rate of the dressing prepared by the present invention is maintained above 90%, which is greater than that of the commercially available antibacterial dressing in comparative example 1, and the dressing prepared by the present invention is proved to be more suitable for being applied as a medical dressing compared with the commercially available dressing.
TABLE 2 cytotoxicity assays
| Example 1 | Example 2 | Example 3 | Example 4 | Example 5 | Example 6 | Comparative example 1 | |
| Cell survival rate | 90％ | 93％ | 89％ | 92％ | 91％ | 95％ | 83％ |
Test 3 mechanical Strength test
Mechanical strength tests were performed on the polyurethane foam dressings prepared in examples 1 to 6, and compared with comparative example 1, and the test results are shown in table 1, it can be seen that the tensile strength of the dressing prepared by the present invention is much greater than that of the commercially available antibacterial dressing in comparative example 1, and it is proved that the dressing prepared by the present invention has superior mechanical strength compared to the commercially available dressing.
TABLE 3 mechanical Strength test
Different from the situation of the prior art, the invention provides a broad-spectrum antibacterial polyurethane foam dressing and a preparation method and application thereof, and the prepared polyurethane dressing has better mechanical strength and flexibility and excellent antibacterial and bacteriostatic properties through specific selection and compounding of multiple polyether polyols; meanwhile, the catalyst used for preparing the dressing is safe and nontoxic, so that the prepared dressing is more suitable for being applied as a medical dressing.
It should be noted that the above embodiments belong to the same inventive concept, and the description of each embodiment has a different emphasis, and reference may be made to the description in other embodiments where the description in individual embodiments is not detailed.
The above-mentioned embodiments only express the embodiments of the present invention, and the description thereof is more specific and detailed, but not construed as limiting the scope of the invention. It should be noted that, for a person skilled in the art, several variations and modifications can be made without departing from the inventive concept, which falls within the scope of the present invention. Therefore, the protection scope of the present patent shall be subject to the appended claims.
Claims (10)
1. A preparation method of broad-spectrum antibacterial polyurethane foam dressing is characterized by comprising the following steps:
uniformly mixing polyether polyol, an amine catalyst, a zinc catalyst, an organic silicon foam stabilizer, water, a foaming agent, cymene and hexamidine di (hydroxyethyl sulfonate) salt to obtain a mixture;
and uniformly mixing the diphenylmethane diisocyanate with the mixture, pouring the mixture into a mold for foaming, and demolding after curing to obtain the broad-spectrum antibacterial polyurethane foam dressing.
2. The method of preparing a broad-spectrum antimicrobial polyurethane foam dressing as set forth in claim 1, wherein the mass ratio of the polyether polyol, amine catalyst, zinc catalyst, silicone foam stabilizer, water, blowing agent, cymene, hexamidine bis (isethionic acid) salt, diphenylmethane diisocyanate is 100: (0.1-0.5): (0.1-0.7): (1.2-3.5): (1-6): (1-15): (0.01-1): (0.01-1): (35-65).
3. The method for producing a broad-spectrum antibacterial polyurethane foam dressing as claimed in claim 1, wherein the polyether polyol is composed of any two or more of a type-A polyether polyol, a type-B polyether polyol and a type-C polyether polyol;
the hydroxyl value of the polyether polyol A is 335mgKOH/g, and the molecular weight is 1000;
the hydroxyl value of the polyether polyol B is 55mgKOH/g, and the molecular weight is 4200;
the C-type polyether polyol has a hydroxyl value of 150mgKOH/g and a molecular weight of 2800.
4. The method of making the broad spectrum antimicrobial polyurethane foam dressing of claim 2, wherein said class a polyether polyol is polyether polyol 330N;
the B type polyether polyol is polyether polyol 3050D;
the C-type polyether polyol is polyether polyol 505S.
5. The method for producing a broad-spectrum antibacterial polyurethane foam dressing as claimed in claim 2, wherein when the polyether polyol is composed of a type a polyether polyol and a type B polyether polyol in a mixed manner, the mass ratio of the type a polyether polyol to the type B polyether polyol is 1: 1-1: 10;
when the polyether polyol is formed by mixing the A-type polyether polyol and the C-type polyether polyol, the mass ratio of the A-type polyether polyol to the C-type polyether polyol is 1: 1-1: 8;
when the polyether polyol is formed by mixing B type polyether polyol and C type polyether polyol, the mass ratio of the B type polyether polyol to the C type polyether polyol is 1: 1-1: 8;
when the polyether polyol is formed by mixing the A-type polyether polyol, the B-type polyether polyol and the C-type polyether polyol, the mass ratio of the A-type polyether polyol, the B-type polyether polyol and the C-type polyether polyol is 2:2: 1-1: 1.
6. The method of making the broad-spectrum antimicrobial polyurethane foam dressing of claim 1, wherein the amine catalyst is triethylenediamine; the zinc catalyst is organic zinc ZCAT-H22.
7. The method of making the broad spectrum antimicrobial polyurethane foam dressing of claim 1, wherein the blowing agent is methylene chloride.
8. The method for preparing the broad-spectrum antibacterial polyurethane foam dressing according to claim 1, wherein in the curing step, the curing temperature is 60-100 ℃ and the curing time is 18-24 h.
9. A broad-spectrum antibacterial polyurethane foam dressing, which is prepared by the preparation method of the broad-spectrum antibacterial polyurethane foam dressing of any one of claims 1-8.
10. Use of the broad spectrum antimicrobial polyurethane foam dressing of claim 9 as a medical dressing.
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