MXPA06003818A - Revestimientos de poliuretano resistentes a manchas. - Google Patents
Revestimientos de poliuretano resistentes a manchas.Info
- Publication number
- MXPA06003818A MXPA06003818A MXPA06003818A MXPA06003818A MXPA06003818A MX PA06003818 A MXPA06003818 A MX PA06003818A MX PA06003818 A MXPA06003818 A MX PA06003818A MX PA06003818 A MXPA06003818 A MX PA06003818A MX PA06003818 A MXPA06003818 A MX PA06003818A
- Authority
- MX
- Mexico
- Prior art keywords
- group
- groups
- composition according
- chemical composition
- water
- Prior art date
Links
- 239000011527 polyurethane coating Substances 0.000 title description 2
- -1 isocyanate compounds Chemical class 0.000 claims abstract description 137
- 239000000203 mixture Substances 0.000 claims abstract description 133
- 239000000126 substance Substances 0.000 claims abstract description 73
- 229920005862 polyol Polymers 0.000 claims abstract description 64
- 150000003077 polyols Chemical class 0.000 claims abstract description 60
- 239000012948 isocyanate Substances 0.000 claims abstract description 52
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims abstract description 26
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 26
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 24
- 239000003381 stabilizer Substances 0.000 claims abstract description 24
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 22
- 150000004756 silanes Chemical class 0.000 claims abstract description 17
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 7
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 claims abstract description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 46
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 46
- 150000002009 diols Chemical class 0.000 claims description 45
- 150000001875 compounds Chemical class 0.000 claims description 43
- 239000008199 coating composition Substances 0.000 claims description 38
- 239000000758 substrate Substances 0.000 claims description 33
- 230000003381 solubilizing effect Effects 0.000 claims description 25
- 125000001931 aliphatic group Chemical group 0.000 claims description 23
- 239000004567 concrete Substances 0.000 claims description 23
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 23
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 21
- 125000002947 alkylene group Chemical group 0.000 claims description 19
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims description 17
- 125000002723 alicyclic group Chemical group 0.000 claims description 15
- 239000006096 absorbing agent Substances 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 14
- 125000004474 heteroalkylene group Chemical group 0.000 claims description 13
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 13
- 239000004575 stone Substances 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 10
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 10
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 claims description 9
- 125000003545 alkoxy group Chemical group 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 125000004423 acyloxy group Chemical group 0.000 claims description 8
- 150000001412 amines Chemical class 0.000 claims description 8
- 125000005442 diisocyanate group Chemical group 0.000 claims description 8
- 239000003085 diluting agent Substances 0.000 claims description 7
- 229920000058 polyacrylate Polymers 0.000 claims description 7
- 125000004405 heteroalkoxy group Chemical group 0.000 claims description 6
- 150000007942 carboxylates Chemical class 0.000 claims description 5
- 239000000919 ceramic Substances 0.000 claims description 5
- 150000002923 oximes Chemical class 0.000 claims description 5
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 5
- 239000002023 wood Substances 0.000 claims description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
- 229910019142 PO4 Inorganic materials 0.000 claims description 4
- 239000003139 biocide Substances 0.000 claims description 4
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 4
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 3
- 230000003115 biocidal effect Effects 0.000 claims description 3
- 125000005518 carboxamido group Chemical group 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 3
- 239000011521 glass Substances 0.000 claims description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 3
- 239000010452 phosphate Substances 0.000 claims description 3
- 125000005420 sulfonamido group Chemical group S(=O)(=O)(N*)* 0.000 claims description 3
- 229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 claims description 2
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 claims description 2
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 2
- 125000005647 linker group Chemical group 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims description 2
- 150000003871 sulfonates Chemical class 0.000 claims description 2
- DSRUAYIFDCHEEV-UHFFFAOYSA-N 1,1,2,2,3,3,4,4,4-nonafluoro-n-(2-hydroxyethyl)-n-methylbutane-1-sulfonamide Chemical compound OCCN(C)S(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F DSRUAYIFDCHEEV-UHFFFAOYSA-N 0.000 claims 1
- 229920006026 co-polymeric resin Polymers 0.000 claims 1
- 125000004185 ester group Chemical group 0.000 claims 1
- 125000001475 halogen functional group Chemical group 0.000 claims 1
- 229920001909 styrene-acrylic polymer Polymers 0.000 claims 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 abstract description 14
- 239000011737 fluorine Substances 0.000 abstract description 14
- 229910052731 fluorine Inorganic materials 0.000 abstract description 14
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 33
- 238000002360 preparation method Methods 0.000 description 22
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 21
- 238000000576 coating method Methods 0.000 description 21
- 238000012360 testing method Methods 0.000 description 21
- 125000000217 alkyl group Chemical group 0.000 description 20
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 19
- 238000006243 chemical reaction Methods 0.000 description 17
- 150000002513 isocyanates Chemical class 0.000 description 17
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- 238000010998 test method Methods 0.000 description 15
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 14
- 150000003839 salts Chemical class 0.000 description 14
- 239000000243 solution Substances 0.000 description 14
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 13
- 239000012530 fluid Substances 0.000 description 13
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 12
- 125000003118 aryl group Chemical group 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 11
- 229910052757 nitrogen Inorganic materials 0.000 description 11
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical group [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 10
- 239000011248 coating agent Substances 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
- 229920001223 polyethylene glycol Polymers 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 8
- 239000003921 oil Substances 0.000 description 8
- 125000000962 organic group Chemical group 0.000 description 8
- 229920006395 saturated elastomer Polymers 0.000 description 8
- 241000272194 Ciconiiformes Species 0.000 description 7
- 229920006243 acrylic copolymer Polymers 0.000 description 7
- 125000001153 fluoro group Chemical group F* 0.000 description 7
- 125000005843 halogen group Chemical group 0.000 description 7
- 125000005842 heteroatom Chemical group 0.000 description 7
- 239000001257 hydrogen Substances 0.000 description 7
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 7
- 229920001451 polypropylene glycol Polymers 0.000 description 7
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 6
- 230000002528 anti-freeze Effects 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
- 125000002843 carboxylic acid group Chemical group 0.000 description 6
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 239000001301 oxygen Substances 0.000 description 6
- 229910052760 oxygen Inorganic materials 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 150000003254 radicals Chemical class 0.000 description 6
- 229910000077 silane Inorganic materials 0.000 description 6
- 229910052717 sulfur Inorganic materials 0.000 description 6
- 239000011593 sulfur Substances 0.000 description 6
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 description 5
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 5
- 239000000460 chlorine Substances 0.000 description 5
- 239000011440 grout Substances 0.000 description 5
- 239000004611 light stabiliser Substances 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 5
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 5
- 239000010702 perfluoropolyether Substances 0.000 description 5
- 239000005056 polyisocyanate Substances 0.000 description 5
- 229920001228 polyisocyanate Polymers 0.000 description 5
- 235000013772 propylene glycol Nutrition 0.000 description 5
- 238000010186 staining Methods 0.000 description 5
- 238000009736 wetting Methods 0.000 description 5
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 4
- UNVGBIALRHLALK-UHFFFAOYSA-N 1,5-Hexanediol Chemical compound CC(O)CCCCO UNVGBIALRHLALK-UHFFFAOYSA-N 0.000 description 4
- UIAFKZKHHVMJGS-UHFFFAOYSA-N 2,4-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1O UIAFKZKHHVMJGS-UHFFFAOYSA-N 0.000 description 4
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 4
- UYEMGAFJOZZIFP-UHFFFAOYSA-N 3,5-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC(O)=CC(O)=C1 UYEMGAFJOZZIFP-UHFFFAOYSA-N 0.000 description 4
- 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 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 239000003963 antioxidant agent Substances 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 4
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 4
- 238000006731 degradation reaction Methods 0.000 description 4
- 239000012975 dibutyltin dilaurate Substances 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- FZZQNEVOYIYFPF-UHFFFAOYSA-N naphthalene-1,6-diol Chemical compound OC1=CC=CC2=CC(O)=CC=C21 FZZQNEVOYIYFPF-UHFFFAOYSA-N 0.000 description 4
- 238000001782 photodegradation Methods 0.000 description 4
- 229920001610 polycaprolactone Polymers 0.000 description 4
- 239000004632 polycaprolactone Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Substances CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 4
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 4
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 4
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 4
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 3
- FUVKFLJWBHVMHX-UHFFFAOYSA-N 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonamide Chemical compound NS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F FUVKFLJWBHVMHX-UHFFFAOYSA-N 0.000 description 3
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- 241000195493 Cryptophyta Species 0.000 description 3
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229910021529 ammonia Inorganic materials 0.000 description 3
- 230000005540 biological transmission Effects 0.000 description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000004568 cement Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 239000008367 deionised water Substances 0.000 description 3
- 229910021641 deionized water Inorganic materials 0.000 description 3
- 239000000539 dimer Substances 0.000 description 3
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 3
- 229940087810 eco-soft Drugs 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 125000004404 heteroalkyl group Chemical group 0.000 description 3
- FHKSXSQHXQEMOK-UHFFFAOYSA-N hexane-1,2-diol Chemical compound CCCCC(O)CO FHKSXSQHXQEMOK-UHFFFAOYSA-N 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000010705 motor oil Substances 0.000 description 3
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 235000021317 phosphate Nutrition 0.000 description 3
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 3
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- 229920002635 polyurethane Polymers 0.000 description 3
- 230000002035 prolonged effect Effects 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 230000002829 reductive effect Effects 0.000 description 3
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 3
- 229910052710 silicon Inorganic materials 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- 239000003017 thermal stabilizer Substances 0.000 description 3
- 150000003606 tin compounds Chemical class 0.000 description 3
- 150000004072 triols Chemical class 0.000 description 3
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 3
- 150000003673 urethanes Chemical class 0.000 description 3
- 229940015975 1,2-hexanediol Drugs 0.000 description 2
- KCZQSKKNAGZQSZ-UHFFFAOYSA-N 1,3,5-tris(6-isocyanatohexyl)-1,3,5-triazin-2,4,6-trione Chemical compound O=C=NCCCCCCN1C(=O)N(CCCCCCN=C=O)C(=O)N(CCCCCCN=C=O)C1=O KCZQSKKNAGZQSZ-UHFFFAOYSA-N 0.000 description 2
- AZYRZNIYJDKRHO-UHFFFAOYSA-N 1,3-bis(2-isocyanatopropan-2-yl)benzene Chemical compound O=C=NC(C)(C)C1=CC=CC(C(C)(C)N=C=O)=C1 AZYRZNIYJDKRHO-UHFFFAOYSA-N 0.000 description 2
- PCHXZXKMYCGVFA-UHFFFAOYSA-N 1,3-diazetidine-2,4-dione Chemical compound O=C1NC(=O)N1 PCHXZXKMYCGVFA-UHFFFAOYSA-N 0.000 description 2
- AGJCSCSSMFRMFQ-UHFFFAOYSA-N 1,4-bis(2-isocyanatopropan-2-yl)benzene Chemical compound O=C=NC(C)(C)C1=CC=C(C(C)(C)N=C=O)C=C1 AGJCSCSSMFRMFQ-UHFFFAOYSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- WXTMDXOMEHJXQO-UHFFFAOYSA-N 2,5-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC(O)=CC=C1O WXTMDXOMEHJXQO-UHFFFAOYSA-N 0.000 description 2
- NXXYKOUNUYWIHA-UHFFFAOYSA-N 2,6-Dimethylphenol Chemical compound CC1=CC=CC(C)=C1O NXXYKOUNUYWIHA-UHFFFAOYSA-N 0.000 description 2
- AKEUNCKRJATALU-UHFFFAOYSA-N 2,6-dihydroxybenzoic acid Chemical compound OC(=O)C1=C(O)C=CC=C1O AKEUNCKRJATALU-UHFFFAOYSA-N 0.000 description 2
- IYAYDWLKTPIEDC-UHFFFAOYSA-N 2-[2-hydroxyethyl(3-triethoxysilylpropyl)amino]ethanol Chemical compound CCO[Si](OCC)(OCC)CCCN(CCO)CCO IYAYDWLKTPIEDC-UHFFFAOYSA-N 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- QPRQEDXDYOZYLA-UHFFFAOYSA-N 2-methylbutan-1-ol Chemical compound CCC(C)CO QPRQEDXDYOZYLA-UHFFFAOYSA-N 0.000 description 2
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- FRGPKMWIYVTFIQ-UHFFFAOYSA-N triethoxy(3-isocyanatopropyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCN=C=O FRGPKMWIYVTFIQ-UHFFFAOYSA-N 0.000 description 1
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- JABYJIQOLGWMQW-UHFFFAOYSA-N undec-4-ene Chemical compound CCCCCCC=CCCC JABYJIQOLGWMQW-UHFFFAOYSA-N 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- UGZADUVQMDAIAO-UHFFFAOYSA-L zinc hydroxide Chemical compound [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 description 1
- 229910021511 zinc hydroxide Inorganic materials 0.000 description 1
- 229940007718 zinc hydroxide Drugs 0.000 description 1
- SQOXTAJBVHQIOO-UHFFFAOYSA-L zinc;dicarbamothioate Chemical class [Zn+2].NC([O-])=S.NC([O-])=S SQOXTAJBVHQIOO-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- 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
-
- 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
-
- 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
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
- Y10T428/31591—Next to cellulosic
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
- Y10T428/31598—Next to silicon-containing [silicone, cement, etc.] layer
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
- Y10T428/31598—Next to silicon-containing [silicone, cement, etc.] layer
- Y10T428/31601—Quartz or glass
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Polyurethanes Or Polyureas (AREA)
- Paints Or Removers (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US50932203P | 2003-10-06 | 2003-10-06 | |
| PCT/US2004/032727 WO2005037884A1 (en) | 2003-10-06 | 2004-10-01 | Stain resistant polyurethane coatings |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MXPA06003818A true MXPA06003818A (es) | 2006-07-03 |
Family
ID=34465103
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MXPA06003818A MXPA06003818A (es) | 2003-10-06 | 2004-10-01 | Revestimientos de poliuretano resistentes a manchas. |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US8030430B2 (https=) |
| EP (1) | EP1670839B1 (https=) |
| JP (1) | JP2007507598A (https=) |
| KR (1) | KR101148654B1 (https=) |
| CN (1) | CN100567356C (https=) |
| BR (1) | BRPI0415066A (https=) |
| CA (1) | CA2541757A1 (https=) |
| MX (1) | MXPA06003818A (https=) |
| WO (1) | WO2005037884A1 (https=) |
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102005003627A1 (de) * | 2005-01-26 | 2006-07-27 | Clariant International Limited | Verfahren zur Erzeugung einer permanenten Schutzschicht auf Edelmetalloberflächen durch Beschichten mit Lösungen auf Polysilazanbasis |
| US20070029085A1 (en) * | 2005-08-05 | 2007-02-08 | Panga Mohan K | Prevention of Water and Condensate Blocks in Wells |
| US7659326B2 (en) * | 2006-01-09 | 2010-02-09 | Beyond Technologies Australia Pty Ltd. | Antimicrobial paint |
| US20070275174A1 (en) * | 2006-05-24 | 2007-11-29 | Hanson Eric L | Fishing fly and fly fishing line with fluorocarbon coating |
| BRPI0719929A2 (pt) | 2006-12-07 | 2014-03-11 | 3M Innovative Properties Co | Partículas que compreendem um siloxano fluorado e métodos de preparo e uso das mesmas |
| US7652117B2 (en) * | 2007-06-20 | 2010-01-26 | 3M Innovative Properties Company | Fluorochemical urethane compounds and aqueous compositions thereof |
| US7652116B2 (en) * | 2007-06-20 | 2010-01-26 | 3M Innovative Properties Company | Fluorochemical urethane-silane compounds and aqueous compositions thereof |
| US7858835B2 (en) * | 2007-06-27 | 2010-12-28 | Tyco Healthcare Group Lp | Foam control for synthetic adhesive/sealant |
| JP5634012B2 (ja) * | 2008-02-27 | 2014-12-03 | 株式会社Adeka | 水系ポリウレタン樹脂組成物及びそれを塗布してなる被塗物 |
| PL2291564T3 (pl) * | 2008-06-26 | 2013-12-31 | Chemours Co Fc Llc | Laminaty papierowe o ulepszonych właściwościach możliwości czyszczenia i odporności na ścieranie |
| GB2466270A (en) * | 2008-12-19 | 2010-06-23 | 3M Innovative Properties Co | Composition for providing stain release or stain repellency to stone substrates |
| KR20120043090A (ko) * | 2009-08-18 | 2012-05-03 | 바스프 에스이 | 안정화된 중합체 봉지재를 가진 광전 모듈 |
| CN102161861B (zh) * | 2010-12-29 | 2014-08-06 | 上海东升新材料有限公司 | 涂料用改性聚氨酯乳液 |
| US9017802B2 (en) * | 2011-03-11 | 2015-04-28 | Hewlett-Packard Indigo B.V. | Method for improving the durability of an ink printed on a substrate and substrate formed from such a method |
| CN102492111B (zh) * | 2011-12-01 | 2013-04-03 | 合肥工业大学 | 一种硅橡胶表面高保护性聚氨酯涂料的制备方法 |
| CN102585682B (zh) * | 2012-02-21 | 2013-10-02 | 黑龙江泰纳科技发展有限责任公司 | 一种改性聚氨酯防水防腐表面处理剂及其制备方法和应用 |
| CN102864644A (zh) * | 2012-10-19 | 2013-01-09 | 无锡百和织造股份有限公司 | 一种防污耐水粘扣带及其制造方法 |
| TWI449777B (zh) * | 2012-10-31 | 2014-08-21 | Jinex Corp Ltd | 短碳鏈氟素聚氨酯化合物及含其之撥水撥油劑 |
| CN102924681B (zh) * | 2012-11-20 | 2014-06-11 | 上海应用技术学院 | 一种端异氰酸酯含氟聚氨酯改性环氧树脂及其制备方法 |
| CN102924688B (zh) * | 2012-11-21 | 2014-06-11 | 上海应用技术学院 | 一种侧链含氟的二异氰酸酯及其制备方法和应用 |
| HK1210093A1 (en) * | 2012-12-19 | 2016-04-15 | 3M Innovative Properties Company | Coating compositions and multi-layered films for easy-to-clean surfaces |
| CN105683305B (zh) | 2013-06-26 | 2018-11-13 | 3M创新有限公司 | 耐污染性微球体制品 |
| JP2016534181A (ja) | 2013-07-22 | 2016-11-04 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | コーティング系 |
| US20160168424A1 (en) | 2013-08-30 | 2016-06-16 | 3M Innovative Properties Company | Linerless sheeting article |
| KR102300849B1 (ko) | 2014-02-13 | 2021-09-13 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 이중 경화 내오염성 미소구체 물품 |
| WO2015200591A1 (en) * | 2014-06-25 | 2015-12-30 | University Of Florida Research Foundation, Inc. | Polyurethanes, articles comprising the same and methods of manufacture thereof |
| CN106085025A (zh) * | 2016-06-15 | 2016-11-09 | 苏州禾川化学技术服务有限公司 | 一种家用美缝剂 |
| CN106280969A (zh) * | 2016-09-08 | 2017-01-04 | 山东船舶技术研究院 | 基于改性聚醚氟硅油低表面能海洋防污涂料的制备方法 |
| JP7053214B2 (ja) | 2017-10-17 | 2022-04-12 | スリーエム イノベイティブ プロパティズ カンパニー | 伸長可能フィルム及び表面コーティング組成物 |
| CN111819312A (zh) | 2017-12-13 | 2020-10-23 | 唐纳森公司 | 疏油聚酰胺细纤维、方法、过滤器介质和过滤器元件 |
| BR112021004182A2 (pt) * | 2018-10-08 | 2021-05-25 | Rohm And Haas Company | composição |
| KR102131516B1 (ko) * | 2018-10-22 | 2020-07-07 | 변철기 | 코팅제 제조방법, 이를 이용하여 제조된 코팅제 및 싱크대 상판 코팅방법 |
| MY205422A (en) * | 2019-06-18 | 2024-10-21 | ALLNEX Belgium SA | Biobased urethane (meth)acrylate for use in cladding |
| US11421114B2 (en) | 2020-01-29 | 2022-08-23 | GM Global Technology Operations LLC | Precursors for forming heterophasic anti-fouling polymeric coatings |
| SE544281C2 (en) * | 2020-02-27 | 2022-03-22 | Perstorp Ab | A non-sensitizing anti-microbial composition for waterborne coating compositions and use thereof |
| CN112480355B (zh) * | 2020-12-04 | 2022-07-05 | 上海应用技术大学 | 一种低表面能树脂乳液及其制备方法 |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2803656A (en) * | 1956-01-23 | 1957-08-20 | Minnesota Mining & Mfg | Fluorocarbonsulfonamidoalkanols and sulfates thereof |
| US3965096A (en) * | 1973-01-05 | 1976-06-22 | The United States Of America As Represented By The Administrator Of The United States National Aeronautics And Space Administration | Ultraviolet and thermally stable polymer compositions |
| US4508916A (en) * | 1979-04-11 | 1985-04-02 | Minnesota Mining And Manufacturing Company | Curable substituted urethane acrylates |
| DE4029505A1 (de) * | 1990-09-18 | 1992-03-19 | Henkel Kgaa | Feuchtigkeitshaertende, alkoxysilanterminierte polyurethane |
| FI920502A7 (fi) | 1991-02-08 | 1992-08-09 | Sherwin Williams Co | Päällysteisiin tarkoitettuja paksuntimia |
| DE69423719T2 (de) * | 1993-07-14 | 2000-07-27 | Asahi Glass Co. Ltd., Tokio/Tokyo | Beschichtungsharzzusammensetzung |
| JP3042956B2 (ja) | 1994-01-31 | 2000-05-22 | 大日精化工業株式会社 | コーティング剤及び被覆方法 |
| US5569696A (en) | 1995-07-13 | 1996-10-29 | The W. W. Henry Company | Stain resistant grout |
| US5985444A (en) * | 1998-04-03 | 1999-11-16 | 3M Innovative Properties Company | Amide functional ultraviolet light absorbers for fluoropolymers |
| US6121354A (en) * | 1998-11-19 | 2000-09-19 | Bostik, Inc. | High performance single-component sealant |
| WO2002014443A2 (en) | 2000-08-14 | 2002-02-21 | 3M Innovative Properties Company | Urethane-based stain-release coatings |
| US6646088B2 (en) * | 2000-08-16 | 2003-11-11 | 3M Innovative Properties Company | Urethane-based stain-release coatings |
| DE60122560T2 (de) * | 2000-10-03 | 2007-09-20 | Anderson Development Company, Adrian | Verfahren zur entgasung eines acrylharzes, verfahren zur herstellung einer pulverbeschichtungszusammensetzung, sowie zu einer pulverbeschichtung verarbeitbare zusammensetzung |
| US20020086743A1 (en) * | 2000-10-06 | 2002-07-04 | Bulpett David A. | Urethane elastomers with improved color stability |
| US7001948B2 (en) * | 2001-05-16 | 2006-02-21 | American Polymer Corporation | Polyurea coating compositions |
| US6649272B2 (en) | 2001-11-08 | 2003-11-18 | 3M Innovative Properties Company | Coating composition comprising fluorochemical polyether silane polycondensate and use thereof |
-
2004
- 2004-10-01 CN CNB2004800332251A patent/CN100567356C/zh not_active Expired - Fee Related
- 2004-10-01 KR KR1020067008681A patent/KR101148654B1/ko not_active Expired - Fee Related
- 2004-10-01 WO PCT/US2004/032727 patent/WO2005037884A1/en not_active Ceased
- 2004-10-01 US US10/957,355 patent/US8030430B2/en not_active Expired - Fee Related
- 2004-10-01 JP JP2006534247A patent/JP2007507598A/ja not_active Withdrawn
- 2004-10-01 EP EP20040794169 patent/EP1670839B1/en not_active Expired - Lifetime
- 2004-10-01 BR BRPI0415066 patent/BRPI0415066A/pt not_active IP Right Cessation
- 2004-10-01 CA CA 2541757 patent/CA2541757A1/en not_active Abandoned
- 2004-10-01 MX MXPA06003818A patent/MXPA06003818A/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP1670839B1 (en) | 2014-01-29 |
| US20050075471A1 (en) | 2005-04-07 |
| KR101148654B1 (ko) | 2012-05-25 |
| CN100567356C (zh) | 2009-12-09 |
| EP1670839A1 (en) | 2006-06-21 |
| CN1878809A (zh) | 2006-12-13 |
| CA2541757A1 (en) | 2005-04-28 |
| WO2005037884A1 (en) | 2005-04-28 |
| BRPI0415066A (pt) | 2006-12-12 |
| KR20060109457A (ko) | 2006-10-20 |
| US8030430B2 (en) | 2011-10-04 |
| JP2007507598A (ja) | 2007-03-29 |
| WO2005037884A8 (en) | 2005-06-09 |
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