OA11437A - Biostatic coatings for the reduction and prevention of bacterial adhesion. - Google Patents
Biostatic coatings for the reduction and prevention of bacterial adhesion. Download PDFInfo
- Publication number
- OA11437A OA11437A OA1200000191A OA1200000191A OA11437A OA 11437 A OA11437 A OA 11437A OA 1200000191 A OA1200000191 A OA 1200000191A OA 1200000191 A OA1200000191 A OA 1200000191A OA 11437 A OA11437 A OA 11437A
- Authority
- OA
- OAPI
- Prior art keywords
- polymer
- polyuréthane
- group
- antimicrobial
- bis
- Prior art date
Links
- 230000002599 biostatic effect Effects 0.000 title claims abstract description 40
- 238000000576 coating method Methods 0.000 title claims abstract description 36
- 230000010065 bacterial adhesion Effects 0.000 title description 6
- 230000002265 prevention Effects 0.000 title description 2
- 239000000203 mixture Substances 0.000 claims abstract description 71
- 239000004599 antimicrobial Substances 0.000 claims abstract description 68
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 53
- 238000000034 method Methods 0.000 claims abstract description 36
- 230000000845 anti-microbial effect Effects 0.000 claims abstract description 31
- 229920001477 hydrophilic polymer Polymers 0.000 claims abstract description 28
- 125000000524 functional group Chemical group 0.000 claims abstract description 22
- 150000001412 amines Chemical class 0.000 claims abstract description 21
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 17
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 16
- 150000003573 thiols Chemical class 0.000 claims abstract description 16
- -1 aldéhydes Chemical class 0.000 claims description 107
- 229920000642 polymer Polymers 0.000 claims description 82
- 239000005056 polyisocyanate Substances 0.000 claims description 39
- 229920001228 polyisocyanate Polymers 0.000 claims description 39
- DTOUUUZOYKYHEP-UHFFFAOYSA-N 1,3-bis(2-ethylhexyl)-5-methyl-1,3-diazinan-5-amine Chemical compound CCCCC(CC)CN1CN(CC(CC)CCCC)CC(C)(N)C1 DTOUUUZOYKYHEP-UHFFFAOYSA-N 0.000 claims description 29
- 239000011248 coating agent Substances 0.000 claims description 27
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical class CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 24
- 229920001577 copolymer Polymers 0.000 claims description 24
- 230000001580 bacterial effect Effects 0.000 claims description 22
- 125000003118 aryl group Chemical group 0.000 claims description 18
- 239000002904 solvent Substances 0.000 claims description 18
- 229920005862 polyol Polymers 0.000 claims description 17
- 150000003077 polyols Chemical class 0.000 claims description 15
- 229920000768 polyamine Polymers 0.000 claims description 14
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 13
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical class C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 12
- 125000001931 aliphatic group Chemical group 0.000 claims description 11
- 150000002148 esters Chemical class 0.000 claims description 11
- 239000000654 additive Substances 0.000 claims description 10
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 9
- 229920000570 polyether Polymers 0.000 claims description 9
- 230000000996 additive effect Effects 0.000 claims description 8
- 229920005906 polyester polyol Polymers 0.000 claims description 8
- 229920002554 vinyl polymer Polymers 0.000 claims description 8
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical class COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 claims description 7
- 239000000314 lubricant Substances 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- 150000001263 acyl chlorides Chemical class 0.000 claims description 6
- 150000001350 alkyl halides Chemical class 0.000 claims description 6
- 239000002518 antifoaming agent Substances 0.000 claims description 6
- 150000001733 carboxylic acid esters Chemical class 0.000 claims description 6
- 239000012948 isocyanate Substances 0.000 claims description 6
- 150000002513 isocyanates Chemical class 0.000 claims description 6
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 6
- 229920001778 nylon Polymers 0.000 claims description 6
- 239000004094 surface-active agent Substances 0.000 claims description 6
- NQTADLQHYWFPDB-UHFFFAOYSA-N N-Hydroxysuccinimide Chemical class ON1C(=O)CCC1=O NQTADLQHYWFPDB-UHFFFAOYSA-N 0.000 claims description 5
- 150000001336 alkenes Chemical class 0.000 claims description 5
- 150000008064 anhydrides Chemical class 0.000 claims description 5
- 230000002421 anti-septic effect Effects 0.000 claims description 5
- 229940064004 antiseptic throat preparations Drugs 0.000 claims description 5
- 150000001735 carboxylic acids Chemical class 0.000 claims description 5
- 239000000975 dye Substances 0.000 claims description 5
- 239000003527 fibrinolytic agent Substances 0.000 claims description 5
- 239000003205 fragrance Substances 0.000 claims description 5
- 229920001519 homopolymer Polymers 0.000 claims description 5
- 230000000813 microbial effect Effects 0.000 claims description 5
- 239000000049 pigment Substances 0.000 claims description 5
- 239000004014 plasticizer Substances 0.000 claims description 5
- 229920000058 polyacrylate Polymers 0.000 claims description 5
- 229920001296 polysiloxane Polymers 0.000 claims description 5
- 102000004169 proteins and genes Human genes 0.000 claims description 5
- 108090000623 proteins and genes Proteins 0.000 claims description 5
- 238000012800 visualization Methods 0.000 claims description 5
- LGXVIGDEPROXKC-UHFFFAOYSA-N 1,1-dichloroethene Chemical class ClC(Cl)=C LGXVIGDEPROXKC-UHFFFAOYSA-N 0.000 claims description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical class CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 4
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims description 4
- 150000003926 acrylamides Chemical class 0.000 claims description 4
- 150000001253 acrylic acids Chemical class 0.000 claims description 4
- 150000001298 alcohols Chemical class 0.000 claims description 4
- 150000001345 alkine derivatives Chemical class 0.000 claims description 4
- 239000008280 blood Substances 0.000 claims description 4
- 210000004369 blood Anatomy 0.000 claims description 4
- 229920002678 cellulose Polymers 0.000 claims description 4
- 235000010980 cellulose Nutrition 0.000 claims description 4
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 claims description 4
- 150000002170 ethers Chemical class 0.000 claims description 4
- 150000004676 glycans Chemical class 0.000 claims description 4
- 125000005283 haloketone group Chemical group 0.000 claims description 4
- 229930195733 hydrocarbon Natural products 0.000 claims description 4
- 150000002430 hydrocarbons Chemical class 0.000 claims description 4
- 150000002540 isothiocyanates Chemical class 0.000 claims description 4
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical class CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 4
- 125000005395 methacrylic acid group Chemical class 0.000 claims description 4
- 229920001282 polysaccharide Polymers 0.000 claims description 4
- 239000005017 polysaccharide Substances 0.000 claims description 4
- 102000004196 processed proteins & peptides Human genes 0.000 claims description 4
- 108090000765 processed proteins & peptides Proteins 0.000 claims description 4
- 150000004040 pyrrolidinones Chemical class 0.000 claims description 4
- 239000006254 rheological additive Substances 0.000 claims description 4
- 239000003381 stabilizer Substances 0.000 claims description 4
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 3
- 239000005977 Ethylene Substances 0.000 claims description 3
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical class ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 3
- 239000003242 anti bacterial agent Substances 0.000 claims description 3
- 229940088710 antibiotic agent Drugs 0.000 claims description 3
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical class CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 claims description 3
- 239000004711 α-olefin Substances 0.000 claims description 3
- VUOAFXIRQXOIOY-UHFFFAOYSA-N 1,3-bis(5-methyl-1,3-dioxan-5-yl)-5-propyl-1,3-diazinan-5-amine Chemical compound C1C(CCC)(N)CN(C2(C)COCOC2)CN1C1(C)COCOC1 VUOAFXIRQXOIOY-UHFFFAOYSA-N 0.000 claims description 2
- 229940124558 contraceptive agent Drugs 0.000 claims description 2
- 239000003433 contraceptive agent Substances 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 239000006260 foam Substances 0.000 claims description 2
- 239000007943 implant Substances 0.000 claims description 2
- 238000000108 ultra-filtration Methods 0.000 claims description 2
- 230000002792 vascular Effects 0.000 claims description 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical class CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims 3
- 150000002924 oxiranes Chemical class 0.000 claims 3
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical class C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims 2
- SZDUKOLBOWVRQF-UHFFFAOYSA-N (1,3-dimethyl-5-nitro-1,3-diazinan-5-yl)methanol Chemical compound CN1CN(C)CC(CO)([N+]([O-])=O)C1 SZDUKOLBOWVRQF-UHFFFAOYSA-N 0.000 claims 1
- KRBRPEGMYXFKEI-UHFFFAOYSA-N C(C)(C)N1CN(CC(C1)C)C(C)C Chemical compound C(C)(C)N1CN(CC(C1)C)C(C)C KRBRPEGMYXFKEI-UHFFFAOYSA-N 0.000 claims 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical class ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical class OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 claims 1
- 150000001805 chlorine compounds Chemical class 0.000 claims 1
- 239000012528 membrane Substances 0.000 claims 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 1
- 229960004867 hexetidine Drugs 0.000 description 26
- 239000000243 solution Substances 0.000 description 21
- 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 description 18
- 238000004458 analytical method Methods 0.000 description 17
- 238000006243 chemical reaction Methods 0.000 description 16
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 14
- 239000000463 material Substances 0.000 description 14
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical class CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 12
- 239000013543 active substance Substances 0.000 description 11
- 238000013459 approach Methods 0.000 description 9
- 230000005764 inhibitory process Effects 0.000 description 9
- 239000004800 polyvinyl chloride Substances 0.000 description 9
- 239000000758 substrate Substances 0.000 description 9
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 8
- 238000000605 extraction Methods 0.000 description 8
- 229920000915 polyvinyl chloride Polymers 0.000 description 8
- 239000008055 phosphate buffer solution Substances 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 239000004698 Polyethylene Substances 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 229920000573 polyethylene Polymers 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 5
- 150000002118 epoxides Chemical class 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- 238000004817 gas chromatography Methods 0.000 description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
- 238000003556 assay Methods 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 230000008034 disappearance Effects 0.000 description 4
- 244000005700 microbiome Species 0.000 description 4
- 229920001451 polypropylene glycol Polymers 0.000 description 4
- 229920006395 saturated elastomer Polymers 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 239000001974 tryptic soy broth Substances 0.000 description 4
- 108010050327 trypticase-soy broth Proteins 0.000 description 4
- DKYBVKMIZODYKL-UHFFFAOYSA-N 1,3-diazinane Chemical compound C1CNCNC1 DKYBVKMIZODYKL-UHFFFAOYSA-N 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 239000000853 adhesive Substances 0.000 description 3
- 230000001070 adhesive effect Effects 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- AVKUERGKIZMTKX-NJBDSQKTSA-N ampicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=CC=C1 AVKUERGKIZMTKX-NJBDSQKTSA-N 0.000 description 3
- 229960000723 ampicillin Drugs 0.000 description 3
- 239000004202 carbamide Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 230000008878 coupling Effects 0.000 description 3
- 238000010168 coupling process Methods 0.000 description 3
- 238000005859 coupling reaction Methods 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 208000015181 infectious disease Diseases 0.000 description 3
- 238000005342 ion exchange Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 229920000191 poly(N-vinyl pyrrolidone) Polymers 0.000 description 3
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 3
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 3
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 3
- FIXBBOOKVFTUMJ-UHFFFAOYSA-N 1-(2-aminopropoxy)propan-2-amine Chemical compound CC(N)COCC(C)N FIXBBOOKVFTUMJ-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 208000035143 Bacterial infection Diseases 0.000 description 2
- 102000016943 Muramidase Human genes 0.000 description 2
- 108010014251 Muramidase Proteins 0.000 description 2
- 108010062010 N-Acetylmuramoyl-L-alanine Amidase Proteins 0.000 description 2
- 239000004677 Nylon Substances 0.000 description 2
- 229930182555 Penicillin Natural products 0.000 description 2
- JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 241000191967 Staphylococcus aureus Species 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 150000003973 alkyl amines Chemical class 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 208000022362 bacterial infectious disease Diseases 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 238000009792 diffusion process Methods 0.000 description 2
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 2
- 125000005442 diisocyanate group Chemical group 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- 229940093476 ethylene glycol Drugs 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 239000004816 latex Substances 0.000 description 2
- 229920000126 latex Polymers 0.000 description 2
- 125000005647 linker group Chemical group 0.000 description 2
- 239000004325 lysozyme Substances 0.000 description 2
- 229960000274 lysozyme Drugs 0.000 description 2
- 235000010335 lysozyme Nutrition 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 229940049954 penicillin Drugs 0.000 description 2
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920000120 polyethyl acrylate Polymers 0.000 description 2
- 239000002861 polymer material Substances 0.000 description 2
- 229940066675 ricinoleate Drugs 0.000 description 2
- 229960003656 ricinoleic acid Drugs 0.000 description 2
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 2
- 238000007363 ring formation reaction Methods 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 238000012956 testing procedure Methods 0.000 description 2
- HOXDYOFMLGYVGR-UHFFFAOYSA-N (benzylamino)methanol Chemical compound OCNCC1=CC=CC=C1 HOXDYOFMLGYVGR-UHFFFAOYSA-N 0.000 description 1
- BKXBSQULLDQCLC-UHFFFAOYSA-N 1,3-diazinan-5-amine Chemical compound NC1CNCNC1 BKXBSQULLDQCLC-UHFFFAOYSA-N 0.000 description 1
- PWGJDPKCLMLPJW-UHFFFAOYSA-N 1,8-diaminooctane Chemical compound NCCCCCCCCN PWGJDPKCLMLPJW-UHFFFAOYSA-N 0.000 description 1
- QJGDGUBLGKFNDB-UHFFFAOYSA-N 1-azido-2-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1N=[N+]=[N-] QJGDGUBLGKFNDB-UHFFFAOYSA-N 0.000 description 1
- SWVSKCPPMNGBGL-UHFFFAOYSA-N 10-aminodecan-1-ol Chemical compound NCCCCCCCCCCO SWVSKCPPMNGBGL-UHFFFAOYSA-N 0.000 description 1
- ZZQDYDHZWRMJKO-UHFFFAOYSA-N 2,4-diisocyanato-1-methylbenzene;hexanedioic acid Chemical compound OC(=O)CCCCC(O)=O.CC1=CC=C(N=C=O)C=C1N=C=O ZZQDYDHZWRMJKO-UHFFFAOYSA-N 0.000 description 1
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 1
- LTHNHFOGQMKPOV-UHFFFAOYSA-N 2-ethylhexan-1-amine Chemical compound CCCCC(CC)CN LTHNHFOGQMKPOV-UHFFFAOYSA-N 0.000 description 1
- LQGKDMHENBFVRC-UHFFFAOYSA-N 5-aminopentan-1-ol Chemical compound NCCCCCO LQGKDMHENBFVRC-UHFFFAOYSA-N 0.000 description 1
- GHXZTYHSJHQHIJ-UHFFFAOYSA-N Chlorhexidine Chemical class C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 GHXZTYHSJHQHIJ-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 229920002683 Glycosaminoglycan Polymers 0.000 description 1
- HTTJABKRGRZYRN-UHFFFAOYSA-N Heparin Chemical compound OC1C(NC(=O)C)C(O)OC(COS(O)(=O)=O)C1OC1C(OS(O)(=O)=O)C(O)C(OC2C(C(OS(O)(=O)=O)C(OC3C(C(O)C(O)C(O3)C(O)=O)OS(O)(=O)=O)C(CO)O2)NS(O)(=O)=O)C(C(O)=O)O1 HTTJABKRGRZYRN-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- MNLRQHMNZILYPY-MKFCKLDKSA-N N-acetyl-D-muramic acid Chemical compound OC(=O)[C@@H](C)O[C@H]1[C@H](O)[C@@H](CO)OC(O)[C@@H]1NC(C)=O MNLRQHMNZILYPY-MKFCKLDKSA-N 0.000 description 1
- OVRNDRQMDRJTHS-FMDGEEDCSA-N N-acetyl-beta-D-glucosamine Chemical group CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O OVRNDRQMDRJTHS-FMDGEEDCSA-N 0.000 description 1
- QKYHBZJOZJKWFV-UHFFFAOYSA-N N=C=O.N=C=O.OC(CCCCC(O)=O)=O.C(C1=CC=CC=C1)C1=CC=CC=C1 Chemical compound N=C=O.N=C=O.OC(CCCCC(O)=O)=O.C(C1=CC=CC=C1)C1=CC=CC=C1 QKYHBZJOZJKWFV-UHFFFAOYSA-N 0.000 description 1
- 229920002518 Polyallylamine hydrochloride Polymers 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 229920002873 Polyethylenimine Polymers 0.000 description 1
- 229920003082 Povidone K 90 Polymers 0.000 description 1
- WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 description 1
- 239000007868 Raney catalyst Substances 0.000 description 1
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 1
- 229910000564 Raney nickel Inorganic materials 0.000 description 1
- 235000004443 Ricinus communis Nutrition 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 108010023197 Streptokinase Proteins 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- JZRWCGZRTZMZEH-UHFFFAOYSA-N Thiamine Natural products CC1=C(CCO)SC=[N+]1CC1=CN=C(C)N=C1N JZRWCGZRTZMZEH-UHFFFAOYSA-N 0.000 description 1
- 108090000373 Tissue Plasminogen Activator Proteins 0.000 description 1
- 102000003978 Tissue Plasminogen Activator Human genes 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 108090000435 Urokinase-type plasminogen activator Proteins 0.000 description 1
- 102000003990 Urokinase-type plasminogen activator Human genes 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000001464 adherent effect Effects 0.000 description 1
- 125000005157 alkyl carboxy group Chemical group 0.000 description 1
- 150000001356 alkyl thiols Chemical class 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001414 amino alcohols Chemical class 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000002965 anti-thrombogenic effect Effects 0.000 description 1
- 230000000840 anti-viral effect Effects 0.000 description 1
- 229960005475 antiinfective agent Drugs 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- XMQFTWRPUQYINF-UHFFFAOYSA-N bensulfuron-methyl Chemical compound COC(=O)C1=CC=CC=C1CS(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 XMQFTWRPUQYINF-UHFFFAOYSA-N 0.000 description 1
- 239000003782 beta lactam antibiotic agent Substances 0.000 description 1
- 239000012620 biological material Substances 0.000 description 1
- 238000006664 bond formation reaction Methods 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 210000002421 cell wall Anatomy 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 230000005757 colony formation Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000003795 desorption Methods 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000013536 elastomeric material Substances 0.000 description 1
- 230000009881 electrostatic interaction Effects 0.000 description 1
- 229940088598 enzyme Drugs 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 229930182478 glucoside Natural products 0.000 description 1
- 150000008131 glucosides Chemical class 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 239000001963 growth medium Substances 0.000 description 1
- 150000003944 halohydrins Chemical class 0.000 description 1
- 229920000669 heparin Polymers 0.000 description 1
- 229960002897 heparin Drugs 0.000 description 1
- PWSKHLMYTZNYKO-UHFFFAOYSA-N heptane-1,7-diamine Chemical compound NCCCCCCCN PWSKHLMYTZNYKO-UHFFFAOYSA-N 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 235000013847 iso-butane Nutrition 0.000 description 1
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 1
- ZBKFYXZXZJPWNQ-UHFFFAOYSA-N isothiocyanate group Chemical group [N-]=C=S ZBKFYXZXZJPWNQ-UHFFFAOYSA-N 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- VMPHSYLJUKZBJJ-UHFFFAOYSA-N lauric acid triglyceride Natural products CCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCC)COC(=O)CCCCCCCCCCC VMPHSYLJUKZBJJ-UHFFFAOYSA-N 0.000 description 1
- 239000012567 medical material Substances 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 238000002816 microbial assay Methods 0.000 description 1
- NTNWKDHZTDQSST-UHFFFAOYSA-N naphthalene-1,2-diamine Chemical compound C1=CC=CC2=C(N)C(N)=CC=C21 NTNWKDHZTDQSST-UHFFFAOYSA-N 0.000 description 1
- SXJVFQLYZSNZBT-UHFFFAOYSA-N nonane-1,9-diamine Chemical compound NCCCCCCCCCN SXJVFQLYZSNZBT-UHFFFAOYSA-N 0.000 description 1
- 230000000269 nucleophilic effect Effects 0.000 description 1
- 238000007344 nucleophilic reaction Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000037361 pathway Effects 0.000 description 1
- JLFNLZLINWHATN-UHFFFAOYSA-N pentaethylene glycol Chemical compound OCCOCCOCCOCCOCCO JLFNLZLINWHATN-UHFFFAOYSA-N 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 230000004962 physiological condition Effects 0.000 description 1
- 229920001485 poly(butyl acrylate) polymer Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000909 polytetrahydrofuran Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N sec-butylidene Natural products CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 229960005202 streptokinase Drugs 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- KYMBYSLLVAOCFI-UHFFFAOYSA-N thiamine Chemical compound CC1=C(CCO)SCN1CC1=CN=C(C)N=C1N KYMBYSLLVAOCFI-UHFFFAOYSA-N 0.000 description 1
- 229960003495 thiamine Drugs 0.000 description 1
- 235000019157 thiamine Nutrition 0.000 description 1
- 239000011721 thiamine Substances 0.000 description 1
- 229960000187 tissue plasminogen activator Drugs 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- GZXOHHPYODFEGO-UHFFFAOYSA-N triglycine sulfate Chemical class NCC(O)=O.NCC(O)=O.NCC(O)=O.OS(O)(=O)=O GZXOHHPYODFEGO-UHFFFAOYSA-N 0.000 description 1
- 230000002485 urinary effect Effects 0.000 description 1
- 229960005356 urokinase Drugs 0.000 description 1
- 239000002132 β-lactam antibiotic Substances 0.000 description 1
- 229940124586 β-lactam antibiotics Drugs 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/08—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing solids as carriers or diluents
- A01N25/10—Macromolecular compounds
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/24—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing ingredients to enhance the sticking of the active ingredients
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Environmental Sciences (AREA)
- Zoology (AREA)
- Agronomy & Crop Science (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Chemical & Material Sciences (AREA)
- Toxicology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Organic Chemistry (AREA)
- Materials For Medical Uses (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Paints Or Removers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Apparatus For Disinfection Or Sterilisation (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/002,220 US6054504A (en) | 1997-12-31 | 1997-12-31 | Biostatic coatings for the reduction and prevention of bacterial adhesion |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| OA11437A true OA11437A (en) | 2004-04-26 |
Family
ID=21699763
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| OA1200000191A OA11437A (en) | 1997-12-31 | 2000-06-29 | Biostatic coatings for the reduction and prevention of bacterial adhesion. |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US6054504A (da) |
| EP (1) | EP1043931B1 (da) |
| JP (1) | JP4585687B2 (da) |
| KR (1) | KR100542812B1 (da) |
| CN (1) | CN1282216A (da) |
| AP (1) | AP2000001820A0 (da) |
| AT (1) | ATE433280T1 (da) |
| AU (1) | AU743620B2 (da) |
| BR (1) | BR9814570A (da) |
| CA (1) | CA2306106C (da) |
| DE (1) | DE69840898D1 (da) |
| DK (1) | DK1043931T3 (da) |
| EA (1) | EA200000591A1 (da) |
| ES (1) | ES2328307T3 (da) |
| IL (1) | IL135623A0 (da) |
| OA (1) | OA11437A (da) |
| WO (1) | WO1999033344A1 (da) |
Families Citing this family (94)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6528483B2 (en) | 1995-06-07 | 2003-03-04 | André Beaulieu | Method of producing concentrated non-buffered solutions of fibronectin |
| US20110028350A1 (en) * | 1995-12-15 | 2011-02-03 | Affymetrix, Inc. | Photocleavable protecting groups |
| US6147205A (en) * | 1995-12-15 | 2000-11-14 | Affymetrix, Inc. | Photocleavable protecting groups and methods for their use |
| DE19814133A1 (de) * | 1998-03-30 | 1999-10-07 | Espe Dental Ag | Selbstdesinfizierende Kunststoffe und ihre Verwendung im dentalen und dentaltechnischen Bereich |
| US20070021697A1 (en) * | 2004-07-26 | 2007-01-25 | Kci Licensing, Inc. | System and method for use of agent in combination with subatmospheric tissue treatment |
| NZ514481A (en) | 1999-04-02 | 2003-11-28 | Kinetic Concepts Inc | Vacuum assisted closure system with provision for introduction of agent |
| US20070014837A1 (en) * | 1999-04-02 | 2007-01-18 | Kci Licensing, Inc. | System and method for use of agent in combination with subatmospheric pressure tissue treatment |
| US6340465B1 (en) * | 1999-04-12 | 2002-01-22 | Edwards Lifesciences Corp. | Lubricious coatings for medical devices |
| AUPQ681200A0 (en) * | 2000-04-10 | 2000-05-11 | Unisearch Limited | Antimicrobial coatings |
| CA2415294A1 (en) * | 2000-07-17 | 2002-01-24 | President And Fellows Of Harvard College | Surfaces that resist the adsorption of biological species |
| WO2002020150A2 (en) * | 2000-09-11 | 2002-03-14 | Affymetrix, Inc. | Photocleavable protecting groups |
| US6591970B2 (en) | 2000-12-13 | 2003-07-15 | Ecolab Inc. | Water-activatable conveyor lubricant and method for transporting articles on a conveyor system |
| US6436377B1 (en) | 2001-02-26 | 2002-08-20 | Societe L'oreal S.A. | Enhanced SPF sunscreen (sprayable) formulations comprising interpolymers of PVP/dimethiconylacrylate/polycarbamyl/polyglycol ester |
| US7247313B2 (en) * | 2001-06-27 | 2007-07-24 | Advanced Cardiovascular Systems, Inc. | Polyacrylates coatings for implantable medical devices |
| US6589591B1 (en) * | 2001-07-10 | 2003-07-08 | Baylor College Of Medicine | Method for treating medical devices using glycerol and an antimicrobial agent |
| US7203173B2 (en) * | 2002-01-25 | 2007-04-10 | Architecture Technology Corp. | Distributed packet capture and aggregation |
| US8211455B2 (en) * | 2002-06-19 | 2012-07-03 | Boston Scientific Scimed, Inc. | Implantable or insertable medical devices for controlled delivery of a therapeutic agent |
| US7105175B2 (en) * | 2002-06-19 | 2006-09-12 | Boston Scientific Scimed, Inc. | Implantable or insertable medical devices for controlled delivery of a therapeutic agent |
| US20040109853A1 (en) * | 2002-09-09 | 2004-06-10 | Reactive Surfaces, Ltd. | Biological active coating components, coatings, and coated surfaces |
| US20100210745A1 (en) * | 2002-09-09 | 2010-08-19 | Reactive Surfaces, Ltd. | Molecular Healing of Polymeric Materials, Coatings, Plastics, Elastomers, Composites, Laminates, Adhesives, and Sealants by Active Enzymes |
| US20050058689A1 (en) * | 2003-07-03 | 2005-03-17 | Reactive Surfaces, Ltd. | Antifungal paints and coatings |
| US20090238811A1 (en) * | 2002-09-09 | 2009-09-24 | Mcdaniel C Steven | Enzymatic Antimicrobial and Antifouling Coatings and Polymeric Materials |
| US20100233146A1 (en) * | 2002-09-09 | 2010-09-16 | Reactive Surfaces, Ltd. | Coatings and Surface Treatments Having Active Enzymes and Peptides |
| US20110070376A1 (en) * | 2002-09-09 | 2011-03-24 | Reactive Surfaces, Ltd. | Anti-fouling Paints & Coatings |
| GB2394418B (en) * | 2002-10-25 | 2007-01-31 | Johnson & Johnson Medical Ltd | Fluid wound dressing |
| US8172395B2 (en) * | 2002-12-03 | 2012-05-08 | Novartis Ag | Medical devices having antimicrobial coatings thereon |
| US20040151919A1 (en) * | 2003-01-31 | 2004-08-05 | Kimberly-Clark Worldwide, Inc. | Glove having reduced microbe affinity and transmission |
| US20040256561A1 (en) * | 2003-06-17 | 2004-12-23 | Allyson Beuhler | Wide band light sensing pixel array |
| US8618066B1 (en) | 2003-07-03 | 2013-12-31 | Reactive Surfaces, Ltd., Llp | Coating compositions having peptidic antimicrobial additives and antimicrobial additives of other configurations |
| US20050066537A1 (en) * | 2003-09-30 | 2005-03-31 | Kahner Alfred A. | Abatement of contamination present in structures |
| CA2561496A1 (en) * | 2004-04-02 | 2005-10-20 | Baylor College Of Medicine | Novel modification of medical prostheses |
| WO2005112974A2 (en) * | 2004-05-14 | 2005-12-01 | William Marsh Rice University | Peptide-modified polyurethane compositions and associated methods |
| WO2006014917A2 (en) * | 2004-07-26 | 2006-02-09 | Kci Licensing, Inc. | Method for coating substrate with antimicrobial agent and product formed thereby |
| US20060134163A1 (en) * | 2004-12-16 | 2006-06-22 | Bagwell Alison S | Immobilizing anti-microbial compounds on elastomeric articles |
| US8338093B2 (en) * | 2004-12-31 | 2012-12-25 | Affymetrix, Inc. | Primer array synthesis and validation |
| US7547775B2 (en) | 2004-12-31 | 2009-06-16 | Affymetrix, Inc. | Parallel preparation of high fidelity probes in an array format |
| EP1857274B1 (en) * | 2005-03-11 | 2011-09-07 | Kaneka Corporation | Wet lubricant surface coating having excellent durability, method for surface coating, and a medical device having the surface coating |
| US20060286006A1 (en) * | 2005-06-21 | 2006-12-21 | Mcdaniel C S | Method and apparatus for the treatment of fluid waste streams |
| US20070166344A1 (en) * | 2006-01-18 | 2007-07-19 | Xin Qu | Non-leaching surface-active film compositions for microbial adhesion prevention |
| AU2013245551B2 (en) * | 2006-01-18 | 2016-02-04 | Hydromer, Inc. | Non-leaching surface-active film compositions for microbial adhesion prevention |
| JP4983036B2 (ja) * | 2006-02-10 | 2012-07-25 | 住友化学株式会社 | ウレタン樹脂の被膜を有する生物活性物質含有の被覆粒状物 |
| WO2007095393A2 (en) * | 2006-02-15 | 2007-08-23 | Massachusetts Institute Of Technology | Medical devices and coatings with non-leaching antimicrobial peptides |
| CA2638768A1 (en) * | 2006-02-28 | 2007-09-07 | Tyco Healthcare Group Lp | Antimicrobial releasing polymers |
| CA2637720A1 (en) * | 2006-02-28 | 2007-09-07 | Tyco Healthcare Group Lp | Antimicrobial medical devices |
| WO2008028278A1 (en) * | 2006-09-05 | 2008-03-13 | University Of Manitoba | Antimicrobial coatings |
| AT505312A1 (de) * | 2007-05-15 | 2008-12-15 | Recticel Schlafkomfort Gmbh Sc | Polyurethan-werkstoff mit einer bioziden ausrüstung |
| WO2009075788A1 (en) * | 2007-12-05 | 2009-06-18 | Semprus Biociences Corporation | Synthetic non-fouling amino acids |
| WO2009085096A2 (en) * | 2007-12-05 | 2009-07-09 | Semprus Biosciences Corporation | Non-leaching, non-fouling antimicrobial coatings |
| US20090163942A1 (en) * | 2007-12-20 | 2009-06-25 | Cuevas Brian J | Tracheostomy punch dilator |
| KR100924273B1 (ko) * | 2008-01-21 | 2009-10-30 | 서강대학교산학협력단 | 항균 폴리우레탄 수지 조성물 및 그 제조방법 |
| US8763682B2 (en) * | 2008-06-20 | 2014-07-01 | Orbital Technologies Corporation | Condensing heat exchanger with hydrophilic antimicrobial coating |
| US8307824B2 (en) * | 2008-06-27 | 2012-11-13 | Kimberly-Clark Worldwide, Inc. | Method of performing a tracheostomy |
| US20090320854A1 (en) * | 2008-06-27 | 2009-12-31 | Cuevas Brian J | Easy Grip Tapered Dilator |
| US20090320834A1 (en) * | 2008-06-27 | 2009-12-31 | Cuevas Brian J | Dilator Loading Catheter |
| AU2009322136B2 (en) * | 2008-12-05 | 2013-12-19 | Semprus Biosciences Corp. | Non-fouling, anti-microbial, anti-thrombogenic graft-from compositions |
| WO2010065958A1 (en) | 2008-12-05 | 2010-06-10 | Semprus Biosciences Corp. | Layered non-fouling, antimicrobial, antithrombogenic coatings |
| US8388904B1 (en) | 2008-12-22 | 2013-03-05 | Reactive Surfaces, Ltd., Llp | Equipment decontamination system and method |
| DE102009014699A1 (de) * | 2009-03-27 | 2010-10-07 | Carl Freudenberg Kg | Verfahren zur Herstellung einer reaktiven Polyurethan-Emulsion |
| US20110076332A1 (en) * | 2009-08-27 | 2011-03-31 | Xiaojun Yu | Dextran-chitosan based in-situ gelling hydrogels for biomedical applications |
| US8741435B2 (en) | 2010-04-30 | 2014-06-03 | Rockwell Automation Technologies, Inc. | Method and apparatus for coating substrates |
| WO2011156596A2 (en) | 2010-06-09 | 2011-12-15 | Semprus Biosciences Corp. | Articles having non-fouling surfaces and processes for preparing the same including pretreatment of substrates |
| KR20130110143A (ko) | 2010-06-09 | 2013-10-08 | 셈프러스 바이오사이언시스 코퍼레이션 | 방오성, 항균성, 항혈전성 그라프트-프롬 조성물 |
| EP2579904A4 (en) | 2010-06-09 | 2015-12-02 | Semprus Biosciences Corp | NON-CROPPED ANTIMICROBIAL ANTITHROMBOGENIC GRAFT COMPOSITIONS |
| US20120017916A1 (en) | 2010-07-26 | 2012-01-26 | Schumacher James F | Dilator With Integrated Guiding Catheter |
| US20120017913A1 (en) | 2010-07-26 | 2012-01-26 | Schumacher James F | Tracheostomy Tube Loading Catheter |
| BR112013002179B1 (pt) | 2010-07-30 | 2020-12-15 | Alcon Inc | Lentes de silicone hidrogel com superfícies ricas em água |
| CA2851668C (en) | 2011-10-12 | 2016-08-16 | Novartis Ag | Method for making uv-absorbing ophthalmic lenses by coating |
| WO2013090801A1 (en) | 2011-12-14 | 2013-06-20 | Semprus Biosciences Corp. | Multistep uv process to create surface modified contact lenses |
| JP2015509114A (ja) | 2011-12-14 | 2015-03-26 | センプラス・バイオサイエンシーズ・コーポレイションＳｅｍｐｒｕｓ Ｂｉｏｓｃｉｅｎｃｅｓ Ｃｏｒｐ． | コンタクトレンズ表面改質のための吸収方法 |
| JP2015502437A (ja) | 2011-12-14 | 2015-01-22 | センプラス・バイオサイエンシーズ・コーポレイションＳｅｍｐｒｕｓ Ｂｉｏｓｃｉｅｎｃｅｓ Ｃｏｒｐ． | ランタニド又は遷移金属酸化剤を用いて改質したシリコーンヒドロゲルコンタクトレンズ |
| WO2013090813A1 (en) | 2011-12-14 | 2013-06-20 | Semprus Biosciences Corp. | Redox processes for contact lens modification |
| US9004682B2 (en) | 2011-12-14 | 2015-04-14 | Semprus Biosciences Corporation | Surface modified contact lenses |
| WO2014024706A1 (ja) * | 2012-08-10 | 2014-02-13 | 住友精化株式会社 | 潤滑性樹脂組成物 |
| SG11201504763UA (en) | 2012-12-17 | 2015-07-30 | Novartis Ag | Method for making improved uv-absorbing ophthalmic lenses |
| CN103468038B (zh) * | 2013-08-21 | 2016-02-17 | 苏州康华净化系统工程有限公司 | 一种净化车间防霉铝板 |
| EP2868722A1 (en) | 2013-11-04 | 2015-05-06 | Axinnove SAS | UV curable coating composition for antimicrobial coating |
| HUE038809T2 (hu) | 2013-12-17 | 2018-11-28 | Novartis Ag | Térhálósított hidrofíl bevonattal ellátott szilikon hidrogél lencse |
| SG10201901379TA (en) | 2014-08-26 | 2019-03-28 | Novartis Ag | Method for applying stable coating on silicone hydrogel contact lenses |
| GB201520751D0 (en) | 2015-11-24 | 2016-01-06 | Biointeractions Ltd | Coatings for medical devices |
| CN105288584A (zh) * | 2015-11-24 | 2016-02-03 | 东南大学 | 一种智能抗菌多肽涂层的制备方法 |
| SG11201803726VA (en) | 2015-12-15 | 2018-06-28 | Novartis Ag | Method for applying stable coating on silicone hydrogel contact lenses |
| EP3484535B1 (en) | 2016-07-14 | 2022-01-19 | Hollister Incorporated | Hygienic medical devices having hydrophilic coating and methods of forming the same |
| MX2019004570A (es) * | 2016-10-20 | 2022-01-27 | Colgate Palmolive Co | Composiciones antimicrobianas para el cuidado o limpieza bucal, y metodos para recubrimientos y polimeros antiadhesion. |
| CN106512106A (zh) * | 2016-11-02 | 2017-03-22 | 北京大学口腔医学院 | 抗菌牙科材料及其制备方法 |
| JP2020506249A (ja) * | 2016-12-06 | 2020-02-27 | ザ テキサス エーアンドエム ユニバーシティ システムＴｈｅ Ｔｅｘａｓ Ａ＆Ｍ Ｕｎｉｖｅｒｓｉｔｙ Ｓｙｓｔｅｍ | 抗菌形状記憶ポリマー |
| SG11201908605XA (en) * | 2017-03-29 | 2019-10-30 | I Tech Ab | Antifouling article |
| US11029447B2 (en) | 2017-12-13 | 2021-06-08 | Alcon Inc. | Method for producing MPS-compatible water gradient contact lenses |
| EP3787655A4 (en) * | 2018-05-07 | 2022-08-10 | Georgia State University Research Foundation Inc. | COMPOSITIONS AND METHODS RELATING TO RHAMNUS PRINOIDES (GESHO) EXTRACT FOR INHIBITION OF POLYMICROBIAL BIOFILM FORMATION |
| CN109354662B (zh) * | 2018-11-02 | 2021-11-02 | 湖南博隽生物医药有限公司 | 一种防感染内置式血液透析管用材料及其制备方法 |
| BR102019014681A2 (pt) * | 2019-07-16 | 2021-01-26 | Universidade De São Paulo - Usp | processo de obtenção de superfícies poliméricas funcionalizadas com fotossensibilizadores, material polimérico funcionalizado e seu uso |
| US20210017400A1 (en) * | 2019-07-19 | 2021-01-21 | ACatechol, Inc. | Molecularly Well-defined Antibiofouling and Polyionic Coatings |
| US12070532B2 (en) | 2019-11-18 | 2024-08-27 | Becton, Dickinson And Company | Nitric oxide and chlorhexidine releasing catheter for anti-platelet and antimicrobial dual functionality |
| CN111875775B (zh) * | 2020-07-22 | 2022-09-16 | 上海华峰超纤科技股份有限公司 | 一种制备抗菌聚氨酯树脂及聚氨酯合成革的方法 |
| DE102020211389A1 (de) | 2020-09-10 | 2022-03-10 | Beiersdorf Aktiengesellschaft | Wirkstoffhaltige Wundverschlusszubereitung |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL8002689A (nl) * | 1980-05-09 | 1981-12-01 | M & T Chemicals Bv | Polymeren met biocide eigenschappen. |
| DE3379573D1 (en) * | 1982-09-13 | 1989-05-18 | Hydromer Inc | Anti-bacterial medical material and device |
| US4973493A (en) * | 1982-09-29 | 1990-11-27 | Bio-Metric Systems, Inc. | Method of improving the biocompatibility of solid surfaces |
| FR2552305B1 (fr) * | 1983-09-22 | 1985-12-20 | Salkin Andre | Composition a pouvoir bactericide eleve contenant un biguanide et une pyrimidine |
| CA1305068C (en) * | 1986-10-16 | 1992-07-14 | Patrick E. Guire | Biocompatibility of solid surfaces |
| US4851163A (en) * | 1988-11-04 | 1989-07-25 | The Refraction Corporation | Biofouling resistant apparatus for wastewater treatment |
| JPH07258003A (ja) * | 1994-03-25 | 1995-10-09 | Tomey Technol Corp | 新規な抗菌性組成物及びそれを用いた殺菌方法 |
| JP3776194B2 (ja) * | 1997-03-14 | 2006-05-17 | ユニチカ株式会社 | 医療用具及びその製造方法 |
| JPH1112479A (ja) * | 1997-06-19 | 1999-01-19 | Toyobo Co Ltd | 抗菌性樹脂組成物 |
| JPH1199200A (ja) * | 1997-09-26 | 1999-04-13 | Toray Ind Inc | 透析用カテーテルおよびその製造方法 |
| JP4053635B2 (ja) * | 1997-11-17 | 2008-02-27 | 株式会社イノアックコーポレーション | 抗菌性ポリウレタン樹脂及びその製造方法 |
-
1997
- 1997-12-31 US US09/002,220 patent/US6054504A/en not_active Expired - Lifetime
-
1998
- 1998-12-08 EP EP98960822A patent/EP1043931B1/en not_active Expired - Lifetime
- 1998-12-08 JP JP2000526118A patent/JP4585687B2/ja not_active Expired - Fee Related
- 1998-12-08 AP APAP/P/2000/001820A patent/AP2000001820A0/en unknown
- 1998-12-08 CA CA002306106A patent/CA2306106C/en not_active Expired - Fee Related
- 1998-12-08 AT AT98960822T patent/ATE433280T1/de active
- 1998-12-08 BR BR9814570-3A patent/BR9814570A/pt not_active IP Right Cessation
- 1998-12-08 EA EA200000591A patent/EA200000591A1/ru unknown
- 1998-12-08 KR KR1020007005260A patent/KR100542812B1/ko not_active IP Right Cessation
- 1998-12-08 AU AU16328/99A patent/AU743620B2/en not_active Ceased
- 1998-12-08 IL IL13562398A patent/IL135623A0/xx not_active IP Right Cessation
- 1998-12-08 DK DK98960822T patent/DK1043931T3/da active
- 1998-12-08 ES ES98960822T patent/ES2328307T3/es not_active Expired - Lifetime
- 1998-12-08 DE DE69840898T patent/DE69840898D1/de not_active Expired - Lifetime
- 1998-12-08 WO PCT/US1998/026046 patent/WO1999033344A1/en active IP Right Grant
- 1998-12-08 CN CN98812257.XA patent/CN1282216A/zh active Pending
-
2000
- 2000-06-29 OA OA1200000191A patent/OA11437A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU743620B2 (en) | 2002-01-31 |
| EA200000591A1 (ru) | 2001-02-26 |
| BR9814570A (pt) | 2000-10-10 |
| EP1043931B1 (en) | 2009-06-10 |
| AP2000001820A0 (en) | 2000-06-30 |
| EP1043931A1 (en) | 2000-10-18 |
| DE69840898D1 (de) | 2009-07-23 |
| ES2328307T3 (es) | 2009-11-11 |
| CA2306106C (en) | 2008-03-11 |
| WO1999033344A1 (en) | 1999-07-08 |
| CN1282216A (zh) | 2001-01-31 |
| EP1043931A4 (en) | 2004-12-29 |
| JP2001527027A (ja) | 2001-12-25 |
| IL135623A0 (en) | 2001-05-20 |
| CA2306106A1 (en) | 1999-07-08 |
| AU1632899A (en) | 1999-07-19 |
| US6054504A (en) | 2000-04-25 |
| KR100542812B1 (ko) | 2006-01-20 |
| JP4585687B2 (ja) | 2010-11-24 |
| ATE433280T1 (de) | 2009-06-15 |
| KR20010024621A (ko) | 2001-03-26 |
| DK1043931T3 (da) | 2009-08-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| OA11437A (en) | Biostatic coatings for the reduction and prevention of bacterial adhesion. | |
| AU2007207708B2 (en) | Non-leaching surface-active film compositions for microbial adhesion prevention | |
| US5295978A (en) | Biocompatible hydrophilic complexes and process for preparation and use | |
| L Zubris et al. | Polymeric quaternary ammonium compounds: versatile antimicrobial materials | |
| US5019096A (en) | Infection-resistant compositions, medical devices and surfaces and methods for preparing and using same | |
| US5798115A (en) | Bioresponsive pharmacologically-active polymers and articles made therefrom | |
| US6048620A (en) | Hydrophilic coating and substrates, particularly medical devices, provided with such a coating | |
| JP2001527027A5 (da) | ||
| US20020018898A1 (en) | Water-based hydrophilic coating compositions and articles prepared therefrom | |
| CA2185056A1 (en) | Biostatic coatings and processes | |
| US6403113B1 (en) | Anti-microbic agent | |
| KR20220046496A (ko) | 항균성 고분자 조성물 | |
| CA2296402C (en) | Anti-microbic agent | |
| MXPA00006459A (en) | Biostatic coatings for the reduction and prevention of bacterial adhesion | |
| AU2013245551B2 (en) | Non-leaching surface-active film compositions for microbial adhesion prevention | |
| Howard et al. | Polyurethane surface modified with a hydrophilic polymer containing quaternary ammonium bromide | |
| JP2003299725A (ja) | 体内挿入医療用具及びその製造方法 |