EP2852630A1 - Couche antibactérienne active contre des bactéries pathogènes, en particulier contre la souche bactérienne mrsa, et son procédé de production - Google Patents
Couche antibactérienne active contre des bactéries pathogènes, en particulier contre la souche bactérienne mrsa, et son procédé de productionInfo
- Publication number
- EP2852630A1 EP2852630A1 EP12818873.7A EP12818873A EP2852630A1 EP 2852630 A1 EP2852630 A1 EP 2852630A1 EP 12818873 A EP12818873 A EP 12818873A EP 2852630 A1 EP2852630 A1 EP 2852630A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- sol
- titanium
- polymerization
- trialkoxysilyl
- propyl methacrylate
- 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.)
- Withdrawn
Links
- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 37
- 230000001580 bacterial effect Effects 0.000 title claims abstract description 28
- 244000052616 bacterial pathogen Species 0.000 title claims abstract description 16
- 238000000034 method Methods 0.000 title claims description 19
- 238000004519 manufacturing process Methods 0.000 title abstract description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims abstract description 40
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 38
- -1 titanium(IV) alkoxide Chemical class 0.000 claims abstract description 30
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 claims abstract description 25
- 239000002105 nanoparticle Substances 0.000 claims abstract description 24
- 239000010949 copper Substances 0.000 claims abstract description 22
- 229910052802 copper Inorganic materials 0.000 claims abstract description 20
- 239000004408 titanium dioxide Substances 0.000 claims abstract description 20
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims abstract description 17
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims abstract description 17
- 229910052709 silver Inorganic materials 0.000 claims abstract description 17
- 239000004332 silver Substances 0.000 claims abstract description 17
- 239000003054 catalyst Substances 0.000 claims abstract description 14
- 239000000203 mixture Substances 0.000 claims abstract description 14
- 239000000758 substrate Substances 0.000 claims abstract description 13
- 239000011651 chromium Substances 0.000 claims abstract description 12
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims abstract description 11
- 229920000642 polymer Polymers 0.000 claims abstract description 10
- 239000011541 reaction mixture Substances 0.000 claims abstract description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000011701 zinc Substances 0.000 claims abstract description 10
- 229910052725 zinc Inorganic materials 0.000 claims abstract description 10
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229910052804 chromium Inorganic materials 0.000 claims abstract description 9
- 238000003980 solgel method Methods 0.000 claims abstract description 9
- 239000002904 solvent Substances 0.000 claims abstract description 9
- 229910052751 metal Inorganic materials 0.000 claims abstract description 7
- 239000002184 metal Substances 0.000 claims abstract description 7
- 150000002739 metals Chemical class 0.000 claims abstract description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 6
- 125000005369 trialkoxysilyl group Chemical group 0.000 claims abstract description 6
- 238000001704 evaporation Methods 0.000 claims abstract description 5
- 230000008020 evaporation Effects 0.000 claims abstract description 5
- 150000003751 zinc Chemical class 0.000 claims abstract description 5
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims abstract description 4
- 229910017604 nitric acid Inorganic materials 0.000 claims abstract description 4
- 238000006068 polycondensation reaction Methods 0.000 claims abstract description 4
- 150000003752 zinc compounds Chemical class 0.000 claims abstract description 3
- 206010041925 Staphylococcal infections Diseases 0.000 claims abstract 4
- 208000015688 methicillin-resistant staphylococcus aureus infectious disease Diseases 0.000 claims abstract 4
- 150000003681 vanadium Chemical class 0.000 claims abstract 2
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 8
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 6
- 229910052720 vanadium Inorganic materials 0.000 claims description 6
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 claims description 6
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 5
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 claims description 4
- GUCYFKSBFREPBC-UHFFFAOYSA-N [phenyl-(2,4,6-trimethylbenzoyl)phosphoryl]-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C(=O)C1=C(C)C=C(C)C=C1C GUCYFKSBFREPBC-UHFFFAOYSA-N 0.000 claims description 3
- 150000002823 nitrates Chemical class 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 2
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical class C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 150000003254 radicals Chemical class 0.000 claims 1
- 239000010410 layer Substances 0.000 description 60
- 239000008279 sol Substances 0.000 description 24
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 15
- 230000005764 inhibitory process Effects 0.000 description 12
- 239000011521 glass Substances 0.000 description 10
- 230000005855 radiation Effects 0.000 description 7
- 239000000463 material Substances 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 150000002500 ions Chemical class 0.000 description 4
- 230000001699 photocatalysis Effects 0.000 description 4
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical group CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 3
- 229910002651 NO3 Inorganic materials 0.000 description 3
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 3
- 241000191967 Staphylococcus aureus Species 0.000 description 3
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 3
- 238000005119 centrifugation Methods 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 3
- 239000004926 polymethyl methacrylate Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 229910001220 stainless steel Inorganic materials 0.000 description 3
- 239000010935 stainless steel Substances 0.000 description 3
- 238000004659 sterilization and disinfection Methods 0.000 description 3
- 229910017518 Cu Zn Inorganic materials 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- 239000004148 curcumin Substances 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 229910001961 silver nitrate Inorganic materials 0.000 description 2
- 230000001954 sterilising effect Effects 0.000 description 2
- 238000002604 ultrasonography Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- ONDPHDOFVYQSGI-UHFFFAOYSA-N zinc nitrate Chemical compound [Zn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ONDPHDOFVYQSGI-UHFFFAOYSA-N 0.000 description 2
- FSJSYDFBTIVUFD-SUKNRPLKSA-N (z)-4-hydroxypent-3-en-2-one;oxovanadium Chemical compound [V]=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O FSJSYDFBTIVUFD-SUKNRPLKSA-N 0.000 description 1
- 241000588626 Acinetobacter baumannii Species 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 239000005749 Copper compound Substances 0.000 description 1
- 229910019582 Cr V Inorganic materials 0.000 description 1
- 241000588724 Escherichia coli Species 0.000 description 1
- 241000588770 Proteus mirabilis Species 0.000 description 1
- 241000588767 Proteus vulgaris Species 0.000 description 1
- 241000589517 Pseudomonas aeruginosa Species 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical group [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 125000005595 acetylacetonate group Chemical group 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 239000006161 blood agar Substances 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 150000001880 copper compounds Chemical class 0.000 description 1
- XTVVROIMIGLXTD-UHFFFAOYSA-N copper(II) nitrate Chemical class [Cu+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O XTVVROIMIGLXTD-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 239000002054 inoculum Substances 0.000 description 1
- 239000002923 metal particle Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M methacrylate group Chemical group C(C(=C)C)(=O)[O-] CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 238000000053 physical method Methods 0.000 description 1
- 229940007042 proteus vulgaris Drugs 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/48—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
- C08G77/58—Metal-containing linkages
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/14—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/14—Paints containing biocides, e.g. fungicides, insecticides or pesticides
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/61—Additives non-macromolecular inorganic
Definitions
- the invention concerns an antibacterial layer active against pathogenic bacteria, particularly against the MRSA bacterial strain.
- the invention also concerns the way in which the antibacterial layer active against pathogenic bacteria, particularly against the MRSA bacterial strain, is created, i.e. by applying a sol prepared using the sol-gel method onto the substrate surface and by subsequent polymerization of the layer.
- an antibacterial layer active against pathogenic bacteria has been known from the CZ patent No. 303250; the layer is formed by the hybrid polymer 3-(trialkoxysilyl)propyl methacrylate and titanium(IV) alkoxide with an addition of silver and copper nitrates. Furthermore, the hybrid polymer in its expedient embodiment contains titanium dioxide nanoparticles, and up to 70 mol. % of 3-(trialkoxysilyl)propyl methacrylate is replaced with an equimolar mixture of methyl methacrylate and tetraalkoxysilane. Based on the CZ patent No.
- the way of creating the antibacterial layer active particularly against the MRSA bacterial strain and other pathogenic bacteria consists in applying a sol prepared using the sol-gel method onto the substrate surface and in subsequent heat processing of the layer, while the sol is made of 3-(trialkoxysilyl)propyl methacrylate, titanium(IV) alkoxide, silver nitrate, copper(ll) nitrate, radical catalyst of polymerization, alcohol as the solvent, water and nitric acid as the catalyst of polycondensation of the inorganic part of the hybrid grid so that the molar ratio of 3-(trialkoxysilyl)propyl methacrylate and titanium(IV) alkoxide in the reaction mixture is 95:5 to 50:50, the content of silver and copper compounds (upon conversion as metals in dry mass) is 0.1 to 5 %w of Ag and 0.1 to 10 %w of Cu, the content of the radical catalyst of polymerization 0.2 to 10 %w per dry mass weight, and so that the molar ratio
- the 3-(trialkoxysilyl)propyl methacrylate is 3-(trimethoxysilyl)propyl methacrylate (TMSPM), and the titanium(IV) alkoxide is the titanium(IV) isopropoxide.
- Dibenzoyl peroxide (BPO) is used as the radical catalyst of polymerization.
- Photoactive titanium dioxide nanoparticles are added to the sol during its preparation, in an amount corresponding to the dry mass weight : titanium dioxide nanoparticles weight ratio 99:1 to 25:75.
- the sol is heat processed at 150 °C for 2 to 4 hours. Up to 70 mol. % of 3-(trialkoxysilyl)propyl methacrylate is replaced with an equimolar mixture of methyl methacrylate and tetraalkoxysilane.
- the aim of the invention is to improve antibacterial activity of antibacterial layers active against pathogenic bacteria, particularly against the MRSA bacterial strain, and thus to allow for sufficiently stable application of layers also on materials not very resistant against heat, for example, plastic materials, by expanding the possibilities of polymerizing the layer.
- the aim of the invention has been achieved using an antibacterial layer whose substantial characteristic is that it is formed by the hybrid polymer of 3- (trialkoxysilyl)propyl methacrylate and titanium(IV) alkoxide with an addition of nitrates, acetylacetonates or other salts of silver, copper and zinc.
- soluble salts of chromium(lll) and/or vanadium can also be added besides the aforementioned salts of silver, copper and zinc, which increase antibacterial activity of the prepared layer even further.
- nanoparticles of photoactive titanium dioxide can be added to the layer, which increase even further the already high antibacterial effects of the layer.
- a part of 3- (trialkoxysilyl)propyl methacrylate can be replaced with an equimolar mixture of methyl methacrylate and tetraalkoxysilane.
- the antibacterial layer is formed as follows: the initial sol is prepared using the sol-gel method from 3-(trialkoxysilyl)propyl methacrylate and titanium(IV) alkoxide with an addition of the salts of silver, copper and zinc, and possibly also salts of chromium(lll) and/or vanadium; subsequently, the sol is applied in the form of a layer onto the surface of any object to be protected.
- the layer is stabilized, in terms of mechanical properties and resistance against removal from the surface of the protected object, using heat-initiated polymerization at 80 °C to 200 °C or photoinitiated polymerization.
- nanoparticles of photoactive titanium dioxide can be added to the sol in the process of its preparation, which increases even further the already high antibacterial effects of the layer.
- a part of 3-(trialkoxysilyl)propyl methacrylate can be replaced with an equimolar mixture of methyl methacrylate and tetraalkoxysilane.
- the solution is based on creating an antibacterial layer on the basis of 3- (trialkoxysilyl)propyl methacrylate and titanium(IV) alkoxide.
- photocatalytic nanoparticles of titanium dioxide only supports and extends antibacterial efficacy of the resulting layer while antibacterial efficacy of the resulting layer is given by its primary creation and not by addition of photocatalytic nanoparticles of titanium dioxide.
- the resulting enhanced antibacterial properties are due to the synergic effect of titanium atoms in the inorganic grid of the hybrid polymer and ions or nanoparticles, respectively, of silver, copper, zinc, chromium(lll) and vanadium, possibly supported by the photocatalytic effect of titanium dioxide nanoparticles.
- the intensive antibacterial properties are manifested when the layer is irradiated with UV-A in the region of 315 nm to 380 nm; however, only the light of fluorescent tubes in the visible region suffices to maintain antibacterial properties of the surfaces.
- This layer can be applied on surfaces of glass, ceramics, metals and plastic materials.
- the antibacterial properties remain preserved also upon repeated washing or sterilization (verified after 50 cycles of washing and 20 cycles of extreme sterilization at 125 °C for 1 hour, respectively), which is another very important property of the layers.
- the invention will be described using an example of the technological procedure of creating the layer, and also using examples of antibacterial activity of the layer based on the invention.
- the initial sol is prepared using a modified sol-gel method based on dissolving 3-(triaikoxysilyl)propyl methacrylate (it is expedient to use 3- (trimethoxysilyl)propyl methacrylate TMSPM) and titanium(IV) alkoxide (it is expedient to use titanium(IV) isopropoxide IPTI) with an addition of soluble silver, copper and zinc salts (nitrates are expedient) and with an addition of the radical catalyst of polymerization (dibenzoyl peroxide BPO is expedient for heat-initiated polymerization, while for photoinitiated polymerization, bis(2,4,6- trimethylbenzoyl)phenylphosphine oxide is expedient) in a suitable alcohol (ethanol or isopropyl alcohol is expedient), with subsequent addition of an acid (nitric acid is expedient) with water so thai, the molar ratio of 3- (trialkoxysilyl)propyl methacrylate and
- nanoparticles of titanium dioxide with photocatalytic activity can be added to the prepared sol.
- up to 90 mol.% of 3-(trialkoxysilyl)propyl methacrylate in the reaction mixture can be replaced with an equimolar mixture of methyl methacrylate and tetraalkoxysilane.
- the prepared sol (possibly with nanoparticles of titanium dioxide dispersed in the sol using ultrasound) is then applied on the surface of any substrate intended for antibacterial adaptation as a layer (by pulling up, centrifugation or spraying), and when the solvent evaporates, the created layer is polymerized using heat- or photoinitiated polymerization.
- the heat-initiated polymerization is done at 80 °C to 200 °C (the temperature of 150 °C is expedient) for 30 min to 6 hours (the duration of 3 hours is expedient).
- the choice of heat- or photoinitiated polymerization depends on heat resistance of the substrate to which the layer has been applied, i.e. on thermal resistance of the object to be protected by the antibacterial layer created.
- photoinitiated polymerization is more suitable for polypropylene with thermal resistance up to 80 °C, while heat-initiated polymerization at 150 °C can be chosen for more resistant substrates, etc.
- a fluorescent tube or lamp that irradiates (besides others also) UVA or UVB light can be used as a source of radiation for photoinitiated polymerization for 1 s to 3 hours, while the necessary time of exposure is given by the used catalyst .specific distribution of energies of the used source of radiation, and by radiation intensity at the place of the layer.
- Porosity of the prepared layer is necessary for its functionality (antibacterial properties) because if the metal particles (ions, atoms or nanoparticles) and titanium dioxide nanoparticles are completely enclosed in the volume of the material of the layer, the layer would show virtually no or very low antibacterial activity.
- the initial sols were prepared using a modified sol-gel method. See Table 1 for the overview of reaction mixtures for sol preparation based on the invention and for the composition of comparative reaction mixtures for Example 1.
- the term dry mass shall be understood as the material of the hybrid polymer layer created, which remains upon application to, and subsequent polymerization on the substrate - any protected object, thus without volatile ingredients. The weight of any added nanoparticles of photoactive titanium dioxide is not calculated in the dry mass.
- TMSPM 3-(trimethoxysilyl)propyl methacrylate
- IPTI titanium(IV) isopropoxide
- the sols were ready to be applied to substrates. If any nanoparticles of photoactive titanium dioxide were to be added, the weighed amount of nanoparticles was poured in the finished sol and dispersed using ultrasound.
- Antibacterial properties of the prepared layers were tested using MRSA bacterial strains (Methicillin-Resistant Staphylococcus Aureus ATCC 33591 , ATCC 33592), and also on the bacterial strains of Escherichia Coli (ATCC 9637), Staphylococcus Aureus (ATCC 1260), Acinetobacter baumanii (ATCC 17978), Pseudomonas aeruginosa (ATCC 31480), Proteus vulgaris (ATCC 29905) and Proteus mirabilis (ATCC 35659).
- MRSA bacterial strains Metal-Resistant Staphylococcus Aureus ATCC 33591 , ATCC 33592
- ATCC 9637 Staphylococcus Aureus
- ATCC 1260 Staphylococcus Aureus
- Acinetobacter baumanii ATCC 17978
- Pseudomonas aeruginosa ATCC 31480
- Proteus vulgaris ATCC
- the bacterial inoculum prepared in advance, in the physiological solution with the concentration of 10 8 CFU/ml of bacterial suspension, was used to prepare the concentration of 10 5 CFU/ml of bacterial suspension by its dilution using the physiological solution. Subsequently, a drop of this bacterial suspension, 250 ⁇ , was applied onto the sample. The tested samples with applied bacterial suspension were then irradiated under the fluorescent tube Philips special (Actinic BL F15T8, UV-A region of radiation, range 315-400 nm). The samples of the bacterial cultures were inoculated into Petri dishes containing blood agar. The dishes with inoculated bacterial cultures were incubated in a thermostat at 37.5 °C for 24 hours.
- Table 1 Composition of reaction mixtures used for sol preparation (layers A to K were comparative; layers 1 to 7 were based on the invention).
- TMSPM [w% in [w% in [w% in dry mass IPTI dry dry dry : nano ⁇ mass] mass] mass] particles
- Layers 1 to 3 were subsequently subjected to heat-initiated polymerization in the dryer (glass and stainless steel at 150 °C for 3 hours, poly(methyl methacrylate) at 100 °C for 3 hours).
- Layers 1 UV to 3UV were subjected to photoinitiated polymerization using UV-A radiation emitted by the fluorescent tube Philips special (Actinic BL F15T8, UV-A region of radiation, range 315-400 nm) for 2 hours.
- Table 2 Results of determining the time for 100% inhibition after UV-A irradiation (layers A to K were comparative; layers 1 to 7 were based on the invention).
- IPTI in dry in dry in dry nano- 100% inhibition mass] mass] mass] particles [min]
- Table 3 Results of determining the time for 100% inhibition for samples on glass after UV-A irradiation.
- Table 4 Results of determining the time for 100% inhibition for samples on glass after irradiation using common fluorescent tube light.
- Initials sols based on the invention were prepared using a modified sol-gel method, using the procedure as described in Example 1.
- the sol for layer 1 in Table 1 was used as initial; in addition, chromium(lll) nitrate and/or vanadyl acetylacetonate were added to the reaction mixture in an amount corresponding to the content (converted to the element) as presented in Table 5.
- the sol had been applied to glass by immersion, the samples were left in the laboratory setting to let isopropyl alcohol evaporate, and subsequently, they were subjected to heat-initiated polymerization in the dryer at 150 °C for 3 hours.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Inorganic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CZ20120339A CZ303861B6 (cs) | 2012-05-23 | 2012-05-23 | Antibakteriální vrstva pusobící proti patogenním bakteriím, zejména proti bakteriálnímu kmeni MRSA, a zpusob vytvorení této vrstvy |
PCT/CZ2012/000129 WO2013174356A1 (fr) | 2012-05-23 | 2012-12-10 | Couche antibactérienne active contre des bactéries pathogènes, en particulier contre la souche bactérienne mrsa, et son procédé de production |
Publications (1)
Publication Number | Publication Date |
---|---|
EP2852630A1 true EP2852630A1 (fr) | 2015-04-01 |
Family
ID=47605255
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP12818873.7A Withdrawn EP2852630A1 (fr) | 2012-05-23 | 2012-12-10 | Couche antibactérienne active contre des bactéries pathogènes, en particulier contre la souche bactérienne mrsa, et son procédé de production |
Country Status (3)
Country | Link |
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EP (1) | EP2852630A1 (fr) |
CZ (1) | CZ303861B6 (fr) |
WO (1) | WO2013174356A1 (fr) |
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CZ305045B6 (cs) * | 2013-08-28 | 2015-04-08 | Technická univerzita v Liberci | Antibakteriální hybridní vrstva působící proti patogenním bakteriálním kmenům, zejména proti bakteriálnímu kmeni MRSA, a způsob vytvoření této vrstvy |
CL2014003518A1 (es) * | 2014-12-24 | 2015-03-20 | Univ Concepcion | Una composición de un masterbatch útil en la elaboración de prótesis dentales y su proceso de la elaboración. |
CZ307398B6 (cs) * | 2016-10-06 | 2018-07-25 | Ing Medical S.R.O. | Způsob přípravy antibakteriálního solu, antibakteriální sol, připravený tímto způsobem, antibakteriální vrstva, vytvořená na bázi tohoto solu, a způsob vytvoření této antimikrobiální vrstvy |
CZ2019612A3 (cs) * | 2019-10-02 | 2020-11-25 | Grade Medical s.r.o. | Antibakteriální sol a způsob jeho přípravy |
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US7585903B2 (en) * | 2003-03-05 | 2009-09-08 | Nbc Inc. | Photocatalytic material |
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KR20120091081A (ko) * | 2009-09-15 | 2012-08-17 | 바스프 에스이 | 하이브리드 네트워크 중 항균제를 함유하는 수성 분산액 |
CZ303250B6 (cs) * | 2011-04-07 | 2012-06-20 | Technická univerzita v Liberci | Antibakteriální vrstva pusobící proti patogenním bakteriím, zejména proti bakteriálnímu kmeni MRSA, a zpusob vytvorení této vrstvy |
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CZ2012339A3 (cs) | 2013-05-29 |
WO2013174356A1 (fr) | 2013-11-28 |
CZ303861B6 (cs) | 2013-05-29 |
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