NZ569756A - Methods and systems for preparing antimicrobial films and coatings utilising polycyclic bridged ammonium salts - Google Patents

Info

Publication number

NZ569756A

NZ569756A NZ569756A NZ56975606A NZ569756A NZ 569756 A NZ569756 A NZ 569756A NZ 569756 A NZ569756 A NZ 569756A NZ 56975606 A NZ56975606 A NZ 56975606A NZ 569756 A NZ569756 A NZ 569756A

Authority

NZ

New Zealand

Prior art keywords

composition

compound

group

aryl group

bridged polycyclic

Prior art date

2005-12-12

Links

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• 238000000034 method Methods 0.000 title claims abstract description 215
• 238000000576 coating method Methods 0.000 title claims abstract description 163
• 230000000845 anti-microbial effect Effects 0.000 title claims abstract description 154
• 125000003367 polycyclic group Chemical group 0.000 title claims description 100
• 150000003863 ammonium salts Chemical class 0.000 title description 8
• -1 polycyclic ammonium salts Chemical class 0.000 claims abstract description 290
• 239000000203 mixture Substances 0.000 claims abstract description 254
• 125000000217 alkyl group Chemical group 0.000 claims abstract description 131
• 239000011248 coating agent Substances 0.000 claims abstract description 123
• 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 117
• 125000003118 aryl group Chemical group 0.000 claims abstract description 85
• 239000004599 antimicrobial Substances 0.000 claims abstract description 76
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 47
• 150000001336 alkenes Chemical class 0.000 claims abstract description 41
• 150000002500 ions Chemical class 0.000 claims abstract description 40
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 38
• 229920002873 Polyethylenimine Polymers 0.000 claims abstract description 32
• 229920001223 polyethylene glycol Polymers 0.000 claims abstract description 26
• 239000002202 Polyethylene glycol Substances 0.000 claims abstract description 25
• 125000002877 alkyl aryl group Chemical group 0.000 claims abstract description 24
• 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 23
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 20
• 229940124530 sulfonamide Drugs 0.000 claims abstract description 19
• 150000001408 amides Chemical class 0.000 claims abstract description 14
• 150000002148 esters Chemical class 0.000 claims abstract description 14
• 150000003456 sulfonamides Chemical class 0.000 claims abstract description 10
• FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 claims abstract description 9
• 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 6
• 239000001257 hydrogen Substances 0.000 claims abstract description 6
• 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract 3
• 150000001875 compounds Chemical class 0.000 claims description 248
• 229910052751 metal Inorganic materials 0.000 claims description 118
• 239000002184 metal Substances 0.000 claims description 118
• GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 100
• 229920000642 polymer Polymers 0.000 claims description 67
• 125000003107 substituted aryl group Chemical group 0.000 claims description 66
• 125000000547 substituted alkyl group Chemical group 0.000 claims description 64
• 229910044991 metal oxide Inorganic materials 0.000 claims description 62
• 150000004706 metal oxides Chemical class 0.000 claims description 62
• 239000002904 solvent Substances 0.000 claims description 50
• 150000002739 metals Chemical class 0.000 claims description 49
• 229910001868 water Inorganic materials 0.000 claims description 46
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 45
• 239000003973 paint Substances 0.000 claims description 44
• 239000000463 material Substances 0.000 claims description 41
• 239000000565 sealant Substances 0.000 claims description 41
• 241000894006 Bacteria Species 0.000 claims description 40
• VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 40
• 239000011159 matrix material Substances 0.000 claims description 40
• 125000001424 substituent group Chemical group 0.000 claims description 39
• 238000004140 cleaning Methods 0.000 claims description 37
• 125000001453 quaternary ammonium group Chemical group 0.000 claims description 36
• 229920005989 resin Polymers 0.000 claims description 34
• 239000011347 resin Substances 0.000 claims description 34
• MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 claims description 32
• 239000003795 chemical substances by application Substances 0.000 claims description 27
• 239000000758 substrate Substances 0.000 claims description 27
• 239000003822 epoxy resin Substances 0.000 claims description 26
• 229920000647 polyepoxide Polymers 0.000 claims description 26
• 229910021645 metal ion Inorganic materials 0.000 claims description 25
• 238000005859 coupling reaction Methods 0.000 claims description 24
• 239000000049 pigment Substances 0.000 claims description 24
• 239000011701 zinc Substances 0.000 claims description 24
• 230000008878 coupling Effects 0.000 claims description 23
• 238000010168 coupling process Methods 0.000 claims description 23
• 229910052725 zinc Inorganic materials 0.000 claims description 23
• LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 22
• 239000003921 oil Substances 0.000 claims description 22
• 239000003381 stabilizer Substances 0.000 claims description 22
• 239000002253 acid Substances 0.000 claims description 20
• 229910052709 silver Inorganic materials 0.000 claims description 20
• 239000004593 Epoxy Substances 0.000 claims description 19
• 230000002209 hydrophobic effect Effects 0.000 claims description 19
• 239000002243 precursor Substances 0.000 claims description 19
• 239000004094 surface-active agent Substances 0.000 claims description 19
• 229910052788 barium Inorganic materials 0.000 claims description 18
• 239000004332 silver Substances 0.000 claims description 18
• HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 17
• DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims description 17
• 239000000945 filler Substances 0.000 claims description 17
• 229910052736 halogen Inorganic materials 0.000 claims description 17
• IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 17
• 229910052791 calcium Inorganic materials 0.000 claims description 16
• 239000011575 calcium Substances 0.000 claims description 16
• BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 15
• 239000003054 catalyst Substances 0.000 claims description 15
• 150000002367 halogens Chemical group 0.000 claims description 15
• 230000002401 inhibitory effect Effects 0.000 claims description 15
• 239000000178 monomer Substances 0.000 claims description 15
• OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 14
• XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 14
• 239000004793 Polystyrene Substances 0.000 claims description 13
• 239000010931 gold Substances 0.000 claims description 13
• 230000012010 growth Effects 0.000 claims description 13
• LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 claims description 13
• 229920003023 plastic Polymers 0.000 claims description 13
• 239000004033 plastic Substances 0.000 claims description 13
• ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 12
• WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 12
• PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 12
• 229910052796 boron Inorganic materials 0.000 claims description 12
• 239000010949 copper Substances 0.000 claims description 12
• 229910052712 strontium Inorganic materials 0.000 claims description 12
• KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 11
• 239000000919 ceramic Substances 0.000 claims description 11
• 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 11
• 229910052737 gold Inorganic materials 0.000 claims description 11
• 229910052749 magnesium Inorganic materials 0.000 claims description 11
• 239000011777 magnesium Substances 0.000 claims description 11
• 229920002223 polystyrene Polymers 0.000 claims description 11
• CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 claims description 11
• VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 10
• 239000002738 chelating agent Substances 0.000 claims description 10
• 229910052802 copper Inorganic materials 0.000 claims description 10
• 230000003287 optical effect Effects 0.000 claims description 10
• RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 9
• FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 9
• 230000003110 anti-inflammatory effect Effects 0.000 claims description 9
• PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims description 9
• 229910052746 lanthanum Inorganic materials 0.000 claims description 9
• 229910019142 PO4 Inorganic materials 0.000 claims description 8
• PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 8
• 229910052742 iron Inorganic materials 0.000 claims description 8
• FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 claims description 8
• 230000000813 microbial effect Effects 0.000 claims description 8
• ZXMGHDIOOHOAAE-UHFFFAOYSA-N 1,1,1-trifluoro-n-(trifluoromethylsulfonyl)methanesulfonamide Chemical group FC(F)(F)S(=O)(=O)NS(=O)(=O)C(F)(F)F ZXMGHDIOOHOAAE-UHFFFAOYSA-N 0.000 claims description 7
• 239000005456 alcohol based solvent Substances 0.000 claims description 7
• 150000008064 anhydrides Chemical class 0.000 claims description 7
• IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 7
• FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 7
• 229910052759 nickel Inorganic materials 0.000 claims description 7
• OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 claims description 7
• 229910052720 vanadium Inorganic materials 0.000 claims description 7
• 230000003213 activating effect Effects 0.000 claims description 6
• 150000001450 anions Chemical group 0.000 claims description 6
• TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 claims description 6
• 239000004327 boric acid Substances 0.000 claims description 6
• 229910052792 caesium Inorganic materials 0.000 claims description 6
• TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 claims description 6
• 229940093476 ethylene glycol Drugs 0.000 claims description 6
• 239000010452 phosphate Substances 0.000 claims description 6
• NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 6
• 229920002451 polyvinyl alcohol Polymers 0.000 claims description 6
• 239000004800 polyvinyl chloride Substances 0.000 claims description 6
• 229910052715 tantalum Inorganic materials 0.000 claims description 6
• 229910052727 yttrium Inorganic materials 0.000 claims description 6
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 5
• 229910052692 Dysprosium Inorganic materials 0.000 claims description 5
• 229910052691 Erbium Inorganic materials 0.000 claims description 5
• 229910052693 Europium Inorganic materials 0.000 claims description 5
• 229910052688 Gadolinium Inorganic materials 0.000 claims description 5
• 229910052689 Holmium Inorganic materials 0.000 claims description 5
• 229910052779 Neodymium Inorganic materials 0.000 claims description 5
• 229910052771 Terbium Inorganic materials 0.000 claims description 5
• 229910052775 Thulium Inorganic materials 0.000 claims description 5
• 229910052769 Ytterbium Inorganic materials 0.000 claims description 5
• GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 claims description 5
• 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 5
• 150000001342 alkaline earth metals Chemical class 0.000 claims description 5
• 229910052794 bromium Inorganic materials 0.000 claims description 5
• 229910052793 cadmium Inorganic materials 0.000 claims description 5
• BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 claims description 5
• 229910000019 calcium carbonate Inorganic materials 0.000 claims description 5
• 239000000460 chlorine Substances 0.000 claims description 5
• 229910052801 chlorine Inorganic materials 0.000 claims description 5
• 229910017052 cobalt Inorganic materials 0.000 claims description 5
• 239000010941 cobalt Substances 0.000 claims description 5
• GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 5
• 239000011521 glass Substances 0.000 claims description 5
• WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 claims description 5
• 239000004014 plasticizer Substances 0.000 claims description 5
• 239000004814 polyurethane Substances 0.000 claims description 5
• 229920000915 polyvinyl chloride Polymers 0.000 claims description 5
• 229910052710 silicon Inorganic materials 0.000 claims description 5
• GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 claims description 5
• 150000003512 tertiary amines Chemical class 0.000 claims description 5
• 229920001187 thermosetting polymer Polymers 0.000 claims description 5
• 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 5
• VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium atom Chemical compound [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 claims description 5
• UFXUMUUEUYZZCA-NSHDSACASA-N (2s)-3-(4-hydroxyphenyl)-2-(2-methylprop-2-enoyloxyamino)propanoic acid Chemical compound CC(=C)C(=O)ON[C@H](C(O)=O)CC1=CC=C(O)C=C1 UFXUMUUEUYZZCA-NSHDSACASA-N 0.000 claims description 4
• BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical group [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims description 4
• WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
• 229910052684 Cerium Inorganic materials 0.000 claims description 4
• MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 4
• 229910002651 NO3 Inorganic materials 0.000 claims description 4
• 239000004372 Polyvinyl alcohol Substances 0.000 claims description 4
• XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 4
• 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 4
• 229910052797 bismuth Inorganic materials 0.000 claims description 4
• JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 claims description 4
• GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
• 239000007859 condensation product Substances 0.000 claims description 4
• KBQHZAAAGSGFKK-UHFFFAOYSA-N dysprosium atom Chemical compound [Dy] KBQHZAAAGSGFKK-UHFFFAOYSA-N 0.000 claims description 4
• UYAHIZSMUZPPFV-UHFFFAOYSA-N erbium Chemical compound [Er] UYAHIZSMUZPPFV-UHFFFAOYSA-N 0.000 claims description 4
• OGPBJKLSAFTDLK-UHFFFAOYSA-N europium atom Chemical compound [Eu] OGPBJKLSAFTDLK-UHFFFAOYSA-N 0.000 claims description 4
• 238000011049 filling Methods 0.000 claims description 4
• UIWYJDYFSGRHKR-UHFFFAOYSA-N gadolinium atom Chemical compound [Gd] UIWYJDYFSGRHKR-UHFFFAOYSA-N 0.000 claims description 4
• 229910000449 hafnium oxide Inorganic materials 0.000 claims description 4
• WIHZLLGSGQNAGK-UHFFFAOYSA-N hafnium(4+);oxygen(2-) Chemical compound [O-2].[O-2].[Hf+4] WIHZLLGSGQNAGK-UHFFFAOYSA-N 0.000 claims description 4
• KJZYNXUDTRRSPN-UHFFFAOYSA-N holmium atom Chemical compound [Ho] KJZYNXUDTRRSPN-UHFFFAOYSA-N 0.000 claims description 4
• 239000003999 initiator Substances 0.000 claims description 4
• 239000001023 inorganic pigment Substances 0.000 claims description 4
• 150000002734 metacrylic acid derivatives Chemical class 0.000 claims description 4
• QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 claims description 4
• NHNBFGGVMKEFGY-UHFFFAOYSA-N nitrate group Chemical group [N+](=O)([O-])[O-] NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims description 4
• RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 claims description 4
• 229920003229 poly(methyl methacrylate) Polymers 0.000 claims description 4
• 238000006116 polymerization reaction Methods 0.000 claims description 4
• 239000004926 polymethyl methacrylate Substances 0.000 claims description 4
• 229920002635 polyurethane Polymers 0.000 claims description 4
• 229920005749 polyurethane resin Polymers 0.000 claims description 4
• 239000000843 powder Substances 0.000 claims description 4
• 239000010453 quartz Substances 0.000 claims description 4
• 229910001495 sodium tetrafluoroborate Inorganic materials 0.000 claims description 4
• GZCRRIHWUXGPOV-UHFFFAOYSA-N terbium atom Chemical compound [Tb] GZCRRIHWUXGPOV-UHFFFAOYSA-N 0.000 claims description 4
• 229920001169 thermoplastic Polymers 0.000 claims description 4
• NAWDYIZEMPQZHO-UHFFFAOYSA-N ytterbium Chemical compound [Yb] NAWDYIZEMPQZHO-UHFFFAOYSA-N 0.000 claims description 4
• 229910001928 zirconium oxide Inorganic materials 0.000 claims description 4
• VLDPXPPHXDGHEW-UHFFFAOYSA-N 1-chloro-2-dichlorophosphoryloxybenzene Chemical compound ClC1=CC=CC=C1OP(Cl)(Cl)=O VLDPXPPHXDGHEW-UHFFFAOYSA-N 0.000 claims description 3
• WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 3
• CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 3
• PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 3
• 239000003963 antioxidant agent Substances 0.000 claims description 3
• 235000006708 antioxidants Nutrition 0.000 claims description 3
• 239000001506 calcium phosphate Substances 0.000 claims description 3
• 229910000389 calcium phosphate Inorganic materials 0.000 claims description 3
• 235000011010 calcium phosphates Nutrition 0.000 claims description 3
• 150000004649 carbonic acid derivatives Chemical class 0.000 claims description 3
• 239000007789 gas Substances 0.000 claims description 3
• 239000011256 inorganic filler Substances 0.000 claims description 3
• 229910003475 inorganic filler Inorganic materials 0.000 claims description 3
• PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical group II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 3
• 229910052744 lithium Inorganic materials 0.000 claims description 3
• 239000012860 organic pigment Substances 0.000 claims description 3
• 229920001490 poly(butyl methacrylate) polymer Polymers 0.000 claims description 3
• 239000010703 silicon Substances 0.000 claims description 3
• 239000004634 thermosetting polymer Substances 0.000 claims description 3
• QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 claims description 3
• 150000003673 urethanes Chemical class 0.000 claims description 3
• 239000002966 varnish Substances 0.000 claims description 3
• 229920001567 vinyl ester resin Polymers 0.000 claims description 3
• YJRSHVZKZSVVLC-NSHDSACASA-N (2s)-2-(2-methylprop-2-enoyloxyamino)-3-phenylpropanoic acid Chemical compound CC(=C)C(=O)ON[C@H](C(O)=O)CC1=CC=CC=C1 YJRSHVZKZSVVLC-NSHDSACASA-N 0.000 claims description 2
• VNQXSTWCDUXYEZ-UHFFFAOYSA-N 1,7,7-trimethylbicyclo[2.2.1]heptane-2,3-dione Chemical compound C1CC2(C)C(=O)C(=O)C1C2(C)C VNQXSTWCDUXYEZ-UHFFFAOYSA-N 0.000 claims description 2
• LGJCFVYMIJLQJO-UHFFFAOYSA-N 1-dodecylperoxydodecane Chemical compound CCCCCCCCCCCCOOCCCCCCCCCCCC LGJCFVYMIJLQJO-UHFFFAOYSA-N 0.000 claims description 2
• OLQFXOWPTQTLDP-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCO OLQFXOWPTQTLDP-UHFFFAOYSA-N 0.000 claims description 2
• PRAMZQXXPOLCIY-UHFFFAOYSA-N 2-(2-methylprop-2-enoyloxy)ethanesulfonic acid Chemical compound CC(=C)C(=O)OCCS(O)(=O)=O PRAMZQXXPOLCIY-UHFFFAOYSA-N 0.000 claims description 2
• VDMLVOIDGSOUTA-UHFFFAOYSA-N 2-(4-methylanilino)ethane-1,1-diol Chemical compound CC1=CC=C(NCC(O)O)C=C1 VDMLVOIDGSOUTA-UHFFFAOYSA-N 0.000 claims description 2
• SJIXRGNQPBQWMK-UHFFFAOYSA-N 2-(diethylamino)ethyl 2-methylprop-2-enoate Chemical compound CCN(CC)CCOC(=O)C(C)=C SJIXRGNQPBQWMK-UHFFFAOYSA-N 0.000 claims description 2
• JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims description 2
• IFOIGJKHVZBFPR-UHFFFAOYSA-N 2-[2-(2-carbonochloridoyloxyethoxy)ethoxy]ethyl carbonochloridate Chemical compound ClC(=O)OCCOCCOCCOC(Cl)=O IFOIGJKHVZBFPR-UHFFFAOYSA-N 0.000 claims description 2
• MZGMQAMKOBOIDR-UHFFFAOYSA-N 2-[2-(2-hydroxyethoxy)ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCO MZGMQAMKOBOIDR-UHFFFAOYSA-N 0.000 claims description 2
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