JP2004511582A - 殺生物性ポリウレタン組成物および使用方法 - Google Patents
殺生物性ポリウレタン組成物および使用方法 Download PDFInfo
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- JP2004511582A JP2004511582A JP2002515971A JP2002515971A JP2004511582A JP 2004511582 A JP2004511582 A JP 2004511582A JP 2002515971 A JP2002515971 A JP 2002515971A JP 2002515971 A JP2002515971 A JP 2002515971A JP 2004511582 A JP2004511582 A JP 2004511582A
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- polymer composition
- polymer
- compound
- quaternary ammonium
- alkyl
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- 239000000203 mixture Substances 0.000 title claims abstract description 124
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 92
- 239000004814 polyurethane Substances 0.000 title claims abstract description 92
- 230000003115 biocidal effect Effects 0.000 title claims description 41
- 238000000034 method Methods 0.000 title claims description 17
- 229920000642 polymer Polymers 0.000 claims abstract description 216
- 230000000845 anti-microbial effect Effects 0.000 claims abstract description 74
- 150000001875 compounds Chemical class 0.000 claims abstract description 56
- 238000000576 coating method Methods 0.000 claims abstract description 32
- 239000011248 coating agent Substances 0.000 claims abstract description 24
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 24
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 24
- 239000000758 substrate Substances 0.000 claims abstract description 18
- 230000012010 growth Effects 0.000 claims abstract description 13
- -1 hydrogen compound Chemical class 0.000 claims description 111
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 90
- 229920005862 polyol Polymers 0.000 claims description 75
- 229920002554 vinyl polymer Polymers 0.000 claims description 57
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 52
- 150000003077 polyols Chemical class 0.000 claims description 49
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 47
- 239000006185 dispersion Substances 0.000 claims description 46
- 238000006243 chemical reaction Methods 0.000 claims description 44
- 229910052757 nitrogen Inorganic materials 0.000 claims description 37
- 229910052739 hydrogen Inorganic materials 0.000 claims description 36
- 239000001257 hydrogen Substances 0.000 claims description 34
- 239000012948 isocyanate Substances 0.000 claims description 33
- 150000002513 isocyanates Chemical class 0.000 claims description 28
- 125000002091 cationic group Chemical group 0.000 claims description 26
- 239000004970 Chain extender Substances 0.000 claims description 24
- 125000000217 alkyl group Chemical group 0.000 claims description 24
- PLFFHJWXOGYWPR-HEDMGYOXSA-N (4r)-4-[(3r,3as,5ar,5br,7as,11as,11br,13ar,13bs)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-3-yl]pentan-1-ol Chemical compound C([C@]1(C)[C@H]2CC[C@H]34)CCC(C)(C)[C@@H]1CC[C@@]2(C)[C@]4(C)CC[C@@H]1[C@]3(C)CC[C@@H]1[C@@H](CCCO)C PLFFHJWXOGYWPR-HEDMGYOXSA-N 0.000 claims description 23
- 239000004599 antimicrobial Substances 0.000 claims description 21
- 230000000087 stabilizing effect Effects 0.000 claims description 19
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 16
- 229910052760 oxygen Inorganic materials 0.000 claims description 16
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 15
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 15
- 150000003839 salts Chemical class 0.000 claims description 14
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
- 229910052717 sulfur Inorganic materials 0.000 claims description 10
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 9
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 9
- 150000007942 carboxylates Chemical class 0.000 claims description 9
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 8
- 150000008051 alkyl sulfates Chemical class 0.000 claims description 8
- 229910052736 halogen Inorganic materials 0.000 claims description 8
- 150000002367 halogens Chemical class 0.000 claims description 8
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 8
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 7
- 125000000524 functional group Chemical group 0.000 claims description 7
- 229920000570 polyether Polymers 0.000 claims description 7
- 229910019142 PO4 Inorganic materials 0.000 claims description 6
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 6
- 125000002947 alkylene group Chemical group 0.000 claims description 6
- 239000007795 chemical reaction product Substances 0.000 claims description 6
- 229920000768 polyamine Polymers 0.000 claims description 6
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 6
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 5
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims description 5
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 5
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 5
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 5
- 239000010452 phosphate Substances 0.000 claims description 5
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims description 5
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 5
- 229920001610 polycaprolactone Polymers 0.000 claims description 5
- 229920005906 polyester polyol Polymers 0.000 claims description 5
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 5
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 claims description 4
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 4
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 4
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 claims description 4
- 125000000129 anionic group Chemical group 0.000 claims description 4
- 239000004744 fabric Substances 0.000 claims description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 4
- 239000004632 polycaprolactone Substances 0.000 claims description 4
- CDMDQYCEEKCBGR-UHFFFAOYSA-N 1,4-diisocyanatocyclohexane Chemical compound O=C=NC1CCC(N=C=O)CC1 CDMDQYCEEKCBGR-UHFFFAOYSA-N 0.000 claims description 3
- IGDCJKDZZUALAO-UHFFFAOYSA-N 2-prop-2-enoxypropane-1,3-diol Chemical compound OCC(CO)OCC=C IGDCJKDZZUALAO-UHFFFAOYSA-N 0.000 claims description 3
- FUSKXFDRUQBXHU-UHFFFAOYSA-N 2-propylidenepropane-1,3-diol Chemical compound CCC=C(CO)CO FUSKXFDRUQBXHU-UHFFFAOYSA-N 0.000 claims description 3
- 150000008052 alkyl sulfonates Chemical class 0.000 claims description 3
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical class NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 claims description 3
- 239000004202 carbamide Substances 0.000 claims description 3
- 239000000835 fiber Substances 0.000 claims description 3
- 239000012633 leachable Substances 0.000 claims description 3
- 229910052751 metal Inorganic materials 0.000 claims description 3
- 239000002184 metal Substances 0.000 claims description 3
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 3
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 2
- 230000000813 microbial effect Effects 0.000 claims description 2
- 229920000098 polyolefin Polymers 0.000 claims description 2
- 239000002023 wood Substances 0.000 claims description 2
- 235000021317 phosphate Nutrition 0.000 claims 4
- 229910052799 carbon Inorganic materials 0.000 claims 3
- QXRRAZIZHCWBQY-UHFFFAOYSA-N 1,1-bis(isocyanatomethyl)cyclohexane Chemical compound O=C=NCC1(CN=C=O)CCCCC1 QXRRAZIZHCWBQY-UHFFFAOYSA-N 0.000 claims 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims 1
- 125000000732 arylene group Chemical group 0.000 claims 1
- 239000008187 granular material Substances 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims 1
- 150000003871 sulfonates Chemical class 0.000 claims 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims 1
- 241000195493 Cryptophyta Species 0.000 abstract description 21
- 239000000463 material Substances 0.000 abstract description 18
- 241000894006 Bacteria Species 0.000 abstract description 13
- 241000233866 Fungi Species 0.000 abstract description 10
- 244000005700 microbiome Species 0.000 abstract description 10
- 150000002483 hydrogen compounds Chemical class 0.000 abstract description 6
- 150000003856 quaternary ammonium compounds Chemical class 0.000 abstract description 6
- 244000052769 pathogen Species 0.000 abstract description 2
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 47
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 36
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 27
- 150000002009 diols Chemical class 0.000 description 22
- 238000006116 polymerization reaction Methods 0.000 description 19
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 16
- 239000000178 monomer Substances 0.000 description 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 15
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 15
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 14
- 229920001296 polysiloxane Polymers 0.000 description 13
- 239000007787 solid Substances 0.000 description 13
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- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- 150000001412 amines Chemical class 0.000 description 10
- 239000000243 solution Substances 0.000 description 10
- 125000002348 vinylic group Chemical group 0.000 description 10
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 9
- 239000012071 phase Substances 0.000 description 9
- 229920000728 polyester Polymers 0.000 description 9
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 8
- 239000002245 particle Substances 0.000 description 8
- 238000002360 preparation method Methods 0.000 description 8
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 7
- 238000002835 absorbance Methods 0.000 description 7
- IBVAQQYNSHJXBV-UHFFFAOYSA-N adipic acid dihydrazide Chemical compound NNC(=O)CCCCC(=O)NN IBVAQQYNSHJXBV-UHFFFAOYSA-N 0.000 description 7
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 7
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 238000012644 addition polymerization Methods 0.000 description 6
- 239000002537 cosmetic Substances 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
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- 235000013305 food Nutrition 0.000 description 6
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- QRIMLDXJAPZHJE-UHFFFAOYSA-N 2,3-dihydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(O)CO QRIMLDXJAPZHJE-UHFFFAOYSA-N 0.000 description 5
- PUAQLLVFLMYYJJ-UHFFFAOYSA-N 2-aminopropiophenone Chemical compound CC(N)C(=O)C1=CC=CC=C1 PUAQLLVFLMYYJJ-UHFFFAOYSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 5
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- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 5
- 239000012975 dibutyltin dilaurate Substances 0.000 description 5
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 5
- 230000007062 hydrolysis Effects 0.000 description 5
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- RBQRWNWVPQDTJJ-UHFFFAOYSA-N methacryloyloxyethyl isocyanate Chemical compound CC(=C)C(=O)OCCN=C=O RBQRWNWVPQDTJJ-UHFFFAOYSA-N 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
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- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 4
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 description 4
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 4
- LOKCTEFSRHRXRJ-UHFFFAOYSA-I dipotassium trisodium dihydrogen phosphate hydrogen phosphate dichloride Chemical compound P(=O)(O)(O)[O-].[K+].P(=O)(O)([O-])[O-].[Na+].[Na+].[Cl-].[K+].[Cl-].[Na+] LOKCTEFSRHRXRJ-UHFFFAOYSA-I 0.000 description 4
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- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 3
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- SJSAVSFLJVBAGW-UHFFFAOYSA-N azanium ethyl 2-methylprop-2-enoate bromide Chemical compound [NH4+].[Br-].CCOC(=O)C(C)=C SJSAVSFLJVBAGW-UHFFFAOYSA-N 0.000 description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
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Classifications
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- 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
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
- C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
- C09D175/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
- C08F290/067—Polyurethanes; Polyureas
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- 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
- C08G18/0804—Manufacture of polymers containing ionic or ionogenic groups
- C08G18/0809—Manufacture of polymers containing ionic or ionogenic groups containing cationic or cationogenic groups
- C08G18/0814—Manufacture of polymers containing ionic or ionogenic groups containing cationic or cationogenic groups containing ammonium groups or groups forming them
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- 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
- C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
-
- 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4854—Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
-
- 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/61—Polysiloxanes
-
- 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6633—Compounds of group C08G18/42
- C08G18/6637—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/664—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
-
- 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/671—Unsaturated compounds having only one group containing active hydrogen
- C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
-
- 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/81—Unsaturated isocyanates or isothiocyanates
- C08G18/8141—Unsaturated isocyanates or isothiocyanates masked
- C08G18/815—Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen
- C08G18/8158—Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen with unsaturated compounds having only one group containing active hydrogen
- C08G18/8175—Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen with unsaturated compounds having only one group containing active hydrogen with esters of acrylic or alkylacrylic acid having only one group containing active hydrogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Manufacturing & Machinery (AREA)
- Polyurethanes Or Polyureas (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Materials For Medical Uses (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/626,026 US7459167B1 (en) | 2000-07-27 | 2000-07-27 | Biocidal polyurethane compositions and methods of use |
| PCT/US2001/021666 WO2002010244A2 (en) | 2000-07-27 | 2001-07-09 | Biocidal polyurethane compositions and method of use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004511582A true JP2004511582A (ja) | 2004-04-15 |
| JP2004511582A5 JP2004511582A5 (enExample) | 2008-08-28 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002515971A Withdrawn JP2004511582A (ja) | 2000-07-27 | 2001-07-09 | 殺生物性ポリウレタン組成物および使用方法 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US7459167B1 (enExample) |
| EP (2) | EP1935911A1 (enExample) |
| JP (1) | JP2004511582A (enExample) |
| AT (1) | ATE538150T1 (enExample) |
| AU (2) | AU7194501A (enExample) |
| ES (1) | ES2379541T3 (enExample) |
| WO (1) | WO2002010244A2 (enExample) |
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| JP2010531156A (ja) * | 2007-04-25 | 2010-09-24 | ビーエーエスエフ ソシエタス・ヨーロピア | 殺生性被膜を有する基材 |
| JP2011525202A (ja) * | 2008-05-29 | 2011-09-15 | ディーエスエム アイピー アセッツ ビー．ブイ． | 抗微生物ポリマーおよびその使用 |
| JP2012520860A (ja) * | 2009-03-18 | 2012-09-10 | シンジェンタ リミテッド | 製剤 |
| JP2012522063A (ja) * | 2009-03-27 | 2012-09-20 | カール・フロイデンベルク・カー・ゲー | 反応性ポリウレタン乳濁液を製造するための方法 |
| JP2016514088A (ja) * | 2013-02-01 | 2016-05-19 | クローダ インターナショナル パブリック リミティド カンパニー | 自己殺菌性表面 |
| JP2017200602A (ja) * | 2009-02-25 | 2017-11-09 | オーソボンド コーポレーション | 抗感染性官能基表面とその製造方法 |
| JP2024505838A (ja) * | 2021-07-16 | 2024-02-08 | エルジー・ケム・リミテッド | 抗菌組成物 |
| WO2025070529A1 (ja) * | 2023-09-28 | 2025-04-03 | 三井化学株式会社 | 抗カビ剤 |
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Family Cites Families (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3844989A (en) | 1971-12-23 | 1974-10-29 | Toray Industries | Shampooer with rotary foam generating means anti-thrombogenic polymer compositions with internally bound heparin |
| US4025617A (en) | 1974-10-03 | 1977-05-24 | Millmaster Onyx Corporation | Anti-microbial quaternary ammonium co-polymers |
| US3931319A (en) | 1974-10-29 | 1976-01-06 | Millmaster Onyx Corporation | Capped polymers |
| SE7702261L (sv) | 1976-03-02 | 1977-09-07 | Pharmaco Inc | Forfarande for att immobilisera antimikrobiella emnen |
| US4110286A (en) | 1977-02-07 | 1978-08-29 | Alcolac Inc. | Stable polyurethane latices, emulsifiable prepolymers therefor and methods of making the same |
| DE2725589A1 (de) | 1977-06-07 | 1978-12-21 | Bayer Ag | Verfahren zur herstellung von waessrigen polyurethan-dispersionen und -loesungen |
| CH638362GA3 (enExample) * | 1977-06-10 | 1983-09-30 | ||
| DE2732131A1 (de) | 1977-07-15 | 1979-01-25 | Bayer Ag | Verfahren zur herstellung von seitenstaendige hydroxylgruppen aufweisenden isocyanat-polyadditionsprodukten |
| DE2811148A1 (de) | 1978-03-15 | 1979-09-20 | Bayer Ag | Verfahren zur herstellung von waessrigen polyurethan-dispersionen und -loesungen |
| DE2843790A1 (de) | 1978-10-06 | 1980-04-17 | Bayer Ag | Verfahren zur herstellung von waessrigen dispersionen oder loesungen von polyurethan-polyharnstoffen, die nach diesem verfahren erhaeltlichen dispersionen oder loesungen, sowie ihre verwendung |
| US4532128A (en) | 1981-09-15 | 1985-07-30 | Dynapol | Quaternary ammonium group-containing polymers having antimicrobial activity |
| US4451635A (en) * | 1982-03-08 | 1984-05-29 | Tyndale Plains-Hunter, Ltd. | Polyurethane quaternary ammonium salts |
| US4567302A (en) | 1984-07-20 | 1986-01-28 | Angus Chemical | Polymeric quaternary ammonium salts possessing antimicrobial activity and methods for preparation and use thereof |
| US4781974A (en) | 1986-04-23 | 1988-11-01 | James River Corporation | Antimicrobially active wet wiper |
| US5061485A (en) | 1987-05-12 | 1991-10-29 | Ecolab Inc. | Disinfectant polymeric coatings for hard surfaces |
| CA1334506C (en) | 1988-08-22 | 1995-02-21 | William Curtis White | Method of inhibiting the spread of disease and infection in structures |
| CA1316623C (en) | 1989-04-06 | 1993-04-20 | Pavel Stovicek | Biocidal surface coating and casting compositions based on quarternary ammonium salts of nalkyl x,x bis (4,4' hydroxyphenyl) and quarternary salts of polyglycols as backbones of resins |
| US5145596A (en) | 1989-08-07 | 1992-09-08 | Dow Corning Corporation | Antimicrobial rinse cycle additive |
| US5013459A (en) | 1989-11-09 | 1991-05-07 | Dow Corning Corporation | Opthalmic fluid dispensing method |
| DE69223902T2 (de) | 1991-10-18 | 1998-08-27 | Kuraray Co | Antimikrobielle polymerisierbare Zusammensetzung, das Polymer und daraus hergestellter Gegenstand |
| FR2686610B1 (fr) | 1992-01-27 | 1995-06-16 | Grp Int Pub Therapeutique | Polysiloxanes fonctionnels pour la realisation de resines a proprietes biocides permanentes et procede de fabrication de ces composes. |
| US5352833A (en) | 1992-10-26 | 1994-10-04 | Isp Investments Inc. | Antibacterial polymeric quaternary ammonium compounds |
| TW243455B (enExample) | 1993-02-09 | 1995-03-21 | Ciba Geigy | |
| US5567372A (en) | 1993-06-11 | 1996-10-22 | Kimberly-Clark Corporation | Method for preparing a nonwoven web containing antimicrobial siloxane quaternary ammonium salts |
| TW585882B (en) | 1995-04-04 | 2004-05-01 | Novartis Ag | A method of using a contact lens as an extended wear lens and a method of screening an ophthalmic lens for utility as an extended-wear lens |
| US5585407A (en) | 1995-07-13 | 1996-12-17 | Minnesota Mining And Manufacturing Company | Water-based coatable compositions comprising reaction products of acrylic emulsion polymers with organoalkoxysilanes |
| DE19654897A1 (de) * | 1996-11-14 | 1998-06-04 | Roehm Gmbh | Monomere für Polymere mit antimikrobiellen Eigenschaften |
| DE19646965C2 (de) | 1996-11-14 | 1999-08-12 | Roehm Gmbh | Biophobe Polymere auf Acrylatbasis, Verfahren zu ihrer Herstellung und ihre Verwendung |
| US5954869A (en) | 1997-05-07 | 1999-09-21 | Bioshield Technologies, Inc. | Water-stabilized organosilane compounds and methods for using the same |
| US6440405B1 (en) * | 1999-06-07 | 2002-08-27 | University Of Delaware | Quaternary ammonium functionalized dendrimers and methods of use therefor |
-
2000
- 2000-07-27 US US09/626,026 patent/US7459167B1/en not_active Expired - Fee Related
-
2001
- 2001-07-09 AT AT01951005T patent/ATE538150T1/de active
- 2001-07-09 EP EP07119137A patent/EP1935911A1/en not_active Withdrawn
- 2001-07-09 JP JP2002515971A patent/JP2004511582A/ja not_active Withdrawn
- 2001-07-09 AU AU7194501A patent/AU7194501A/xx active Pending
- 2001-07-09 EP EP01951005A patent/EP1311572B1/en not_active Expired - Lifetime
- 2001-07-09 ES ES01951005T patent/ES2379541T3/es not_active Expired - Lifetime
- 2001-07-09 AU AU2001271945A patent/AU2001271945B2/en not_active Ceased
- 2001-07-09 WO PCT/US2001/021666 patent/WO2002010244A2/en not_active Ceased
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009523890A (ja) * | 2006-01-18 | 2009-06-25 | ハイドロマー インコーポレイテッド | 微生物付着防止用の非浸出性表面活性フィルム組成物 |
| WO2007091711A1 (ja) * | 2006-02-10 | 2007-08-16 | Sumitomo Chemical Company, Limited | 農薬の被覆粒状物 |
| JP2010531156A (ja) * | 2007-04-25 | 2010-09-24 | ビーエーエスエフ ソシエタス・ヨーロピア | 殺生性被膜を有する基材 |
| JP2011525202A (ja) * | 2008-05-29 | 2011-09-15 | ディーエスエム アイピー アセッツ ビー．ブイ． | 抗微生物ポリマーおよびその使用 |
| JP2017200602A (ja) * | 2009-02-25 | 2017-11-09 | オーソボンド コーポレーション | 抗感染性官能基表面とその製造方法 |
| JP2012520860A (ja) * | 2009-03-18 | 2012-09-10 | シンジェンタ リミテッド | 製剤 |
| JP2012522063A (ja) * | 2009-03-27 | 2012-09-20 | カール・フロイデンベルク・カー・ゲー | 反応性ポリウレタン乳濁液を製造するための方法 |
| KR101494673B1 (ko) * | 2009-03-27 | 2015-02-24 | 칼 프로이덴베르크 카게 | 반응성 폴리우레탄 에멀젼의 제조 방법 |
| JP2016514088A (ja) * | 2013-02-01 | 2016-05-19 | クローダ インターナショナル パブリック リミティド カンパニー | 自己殺菌性表面 |
| US10266705B2 (en) | 2013-02-01 | 2019-04-23 | Croda International Plc | Self-disinfecting surfaces |
| JP2024505838A (ja) * | 2021-07-16 | 2024-02-08 | エルジー・ケム・リミテッド | 抗菌組成物 |
| WO2025070529A1 (ja) * | 2023-09-28 | 2025-04-03 | 三井化学株式会社 | 抗カビ剤 |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2002010244A2 (en) | 2002-02-07 |
| AU7194501A (en) | 2002-02-13 |
| WO2002010244A3 (en) | 2002-04-25 |
| AU2001271945B9 (en) | 2002-02-13 |
| ES2379541T3 (es) | 2012-04-27 |
| EP1935911A1 (en) | 2008-06-25 |
| US7459167B1 (en) | 2008-12-02 |
| EP1311572B1 (en) | 2011-12-21 |
| AU2001271945B2 (en) | 2007-05-17 |
| EP1311572A2 (en) | 2003-05-21 |
| ATE538150T1 (de) | 2012-01-15 |
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