DE60304200T2 - Verwendung von metallkomplexverbindungen als oxidationskatalysatoren - Google Patents
Verwendung von metallkomplexverbindungen als oxidationskatalysatoren Download PDFInfo
- Publication number
- DE60304200T2 DE60304200T2 DE60304200T DE60304200T DE60304200T2 DE 60304200 T2 DE60304200 T2 DE 60304200T2 DE 60304200 T DE60304200 T DE 60304200T DE 60304200 T DE60304200 T DE 60304200T DE 60304200 T2 DE60304200 T2 DE 60304200T2
- Authority
- DE
- Germany
- Prior art keywords
- alkyl
- substituted
- unsubstituted
- alkylene
- hydrogen
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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- -1 METAL COMPLEX COMPOUNDS Chemical class 0.000 title claims description 139
- 239000003054 catalyst Substances 0.000 title claims description 37
- 238000007254 oxidation reaction Methods 0.000 title claims description 25
- 230000003647 oxidation Effects 0.000 title claims description 23
- 229910052739 hydrogen Inorganic materials 0.000 claims description 123
- 239000001257 hydrogen Substances 0.000 claims description 122
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims description 105
- 125000000217 alkyl group Chemical group 0.000 claims description 105
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 100
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 75
- 229910052757 nitrogen Inorganic materials 0.000 claims description 59
- 150000002431 hydrogen Chemical class 0.000 claims description 57
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 51
- 239000000203 mixture Substances 0.000 claims description 47
- 125000003118 aryl group Chemical group 0.000 claims description 44
- 150000001875 compounds Chemical class 0.000 claims description 43
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 43
- 239000003446 ligand Substances 0.000 claims description 42
- 125000001424 substituent group Chemical group 0.000 claims description 41
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 32
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical class C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 32
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical class C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 32
- RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Natural products C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 32
- 239000003599 detergent Substances 0.000 claims description 31
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 29
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- 238000004061 bleaching Methods 0.000 claims description 21
- 239000000975 dye Substances 0.000 claims description 21
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical class C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 19
- 238000004140 cleaning Methods 0.000 claims description 19
- 239000007844 bleaching agent Substances 0.000 claims description 18
- 239000000463 material Substances 0.000 claims description 18
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- 125000002947 alkylene group Chemical group 0.000 claims description 15
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 15
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 14
- 150000003235 pyrrolidines Chemical class 0.000 claims description 12
- 239000007787 solid Substances 0.000 claims description 12
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 11
- 125000003725 azepanyl group Chemical class 0.000 claims description 11
- 229910052742 iron Inorganic materials 0.000 claims description 11
- 125000004193 piperazinyl group Chemical group 0.000 claims description 11
- 239000000654 additive Substances 0.000 claims description 10
- 239000004753 textile Substances 0.000 claims description 10
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- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 8
- FGRBYDKOBBBPOI-UHFFFAOYSA-N 10,10-dioxo-2-[4-(N-phenylanilino)phenyl]thioxanthen-9-one Chemical compound O=C1c2ccccc2S(=O)(=O)c2ccc(cc12)-c1ccc(cc1)N(c1ccccc1)c1ccccc1 FGRBYDKOBBBPOI-UHFFFAOYSA-N 0.000 claims description 7
- 239000003945 anionic surfactant Substances 0.000 claims description 7
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 150000004696 coordination complex Chemical class 0.000 claims description 7
- 229910052802 copper Inorganic materials 0.000 claims description 7
- 239000010949 copper Substances 0.000 claims description 7
- 239000000645 desinfectant Substances 0.000 claims description 7
- 150000002696 manganese Chemical class 0.000 claims description 7
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical group [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 claims description 7
- 239000002736 nonionic surfactant Substances 0.000 claims description 7
- 239000000126 substance Substances 0.000 claims description 7
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 6
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 6
- 125000003277 amino group Chemical group 0.000 claims description 6
- 239000011230 binding agent Substances 0.000 claims description 6
- 229910017052 cobalt Inorganic materials 0.000 claims description 6
- 239000010941 cobalt Substances 0.000 claims description 6
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 6
- 230000000249 desinfective effect Effects 0.000 claims description 6
- 150000002505 iron Chemical class 0.000 claims description 6
- 229910052759 nickel Inorganic materials 0.000 claims description 6
- 229910052719 titanium Inorganic materials 0.000 claims description 6
- 239000010936 titanium Substances 0.000 claims description 6
- 230000000996 additive effect Effects 0.000 claims description 5
- 239000012459 cleaning agent Substances 0.000 claims description 5
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 4
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims description 3
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- 229910020366 ClO 4 Inorganic materials 0.000 claims description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 2
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 2
- 229910052731 fluorine Inorganic materials 0.000 claims description 2
- 125000001624 naphthyl group Chemical group 0.000 claims description 2
- 125000003107 substituted aryl group Chemical group 0.000 claims description 2
- 229940095064 tartrate Drugs 0.000 claims description 2
- 238000004065 wastewater treatment Methods 0.000 claims description 2
- 150000002500 ions Chemical class 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 239000000243 solution Substances 0.000 description 40
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 33
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 33
- 150000003254 radicals Chemical class 0.000 description 30
- 125000004432 carbon atom Chemical group C* 0.000 description 27
- 238000000034 method Methods 0.000 description 25
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 21
- 150000003839 salts Chemical class 0.000 description 21
- 239000000460 chlorine Substances 0.000 description 20
- 239000011734 sodium Substances 0.000 description 20
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 18
- 238000005160 1H NMR spectroscopy Methods 0.000 description 17
- 125000004195 4-methylpiperazin-1-yl group Chemical group [H]C([H])([H])N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 description 17
- 229920001577 copolymer Polymers 0.000 description 16
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 14
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 14
- 229920000642 polymer Polymers 0.000 description 13
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical class C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 12
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- 102000004190 Enzymes Human genes 0.000 description 10
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- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 10
- WAEMQWOKJMHJLA-UHFFFAOYSA-N Manganese(2+) Chemical compound [Mn+2] WAEMQWOKJMHJLA-UHFFFAOYSA-N 0.000 description 10
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- 229940088598 enzyme Drugs 0.000 description 10
- MSXVEPNJUHWQHW-UHFFFAOYSA-N 2-methylbutan-2-ol Chemical compound CCC(C)(C)O MSXVEPNJUHWQHW-UHFFFAOYSA-N 0.000 description 9
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
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- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 8
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- 235000014113 dietary fatty acids Nutrition 0.000 description 8
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- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 6
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- 0 *c1ccnc(-c2nc(-c3cc(I)ccn3)cc(*)c2)c1 Chemical compound *c1ccnc(-c2nc(-c3cc(I)ccn3)cc(*)c2)c1 0.000 description 5
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- 235000019271 petrolatum Nutrition 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
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- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
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- PPASLZSBLFJQEF-RKJRWTFHSA-M sodium ascorbate Substances [Na+].OC[C@@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RKJRWTFHSA-M 0.000 description 1
- 235000010378 sodium ascorbate Nutrition 0.000 description 1
- 229960005055 sodium ascorbate Drugs 0.000 description 1
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- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
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- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- 235000019832 sodium triphosphate Nutrition 0.000 description 1
- PPASLZSBLFJQEF-RXSVEWSESA-M sodium-L-ascorbate Chemical compound [Na+].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RXSVEWSESA-M 0.000 description 1
- 239000013042 solid detergent Substances 0.000 description 1
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- 230000008961 swelling Effects 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-M toluene-4-sulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-M 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 238000000844 transformation Methods 0.000 description 1
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- 229940087291 tridecyl alcohol Drugs 0.000 description 1
- UZNHKBFIBYXPDV-UHFFFAOYSA-N trimethyl-[3-(2-methylprop-2-enoylamino)propyl]azanium;chloride Chemical compound [Cl-].CC(=C)C(=O)NCCC[N+](C)(C)C UZNHKBFIBYXPDV-UHFFFAOYSA-N 0.000 description 1
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 1
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- 230000007306 turnover Effects 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
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- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/68—One oxygen atom attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/168—Organometallic compounds or orgometallic complexes
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/39—Organic or inorganic per-compounds
- C11D3/3902—Organic or inorganic per-compounds combined with specific additives
- C11D3/3905—Bleach activators or bleach catalysts
- C11D3/3932—Inorganic compounds or complexes
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/395—Bleaching agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Life Sciences & Earth Sciences (AREA)
- Inorganic Chemistry (AREA)
- Pyridine Compounds (AREA)
- Detergent Compositions (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Plural Heterocyclic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Pyrrole Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP02405591 | 2002-07-11 | ||
| EP02405591 | 2002-07-11 | ||
| PCT/EP2003/007121 WO2004007657A1 (en) | 2002-07-11 | 2003-07-03 | Use of metal complex compounds as oxidation catalysts |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE60304200D1 DE60304200D1 (de) | 2006-05-11 |
| DE60304200T2 true DE60304200T2 (de) | 2006-08-17 |
Family
ID=30011302
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE60304200T Expired - Lifetime DE60304200T2 (de) | 2002-07-11 | 2003-07-03 | Verwendung von metallkomplexverbindungen als oxidationskatalysatoren |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US7494964B2 (https=) |
| EP (1) | EP1521820B1 (https=) |
| JP (1) | JP4643259B2 (https=) |
| KR (1) | KR101018716B1 (https=) |
| CN (1) | CN1306017C (https=) |
| AR (1) | AR040480A1 (https=) |
| AT (1) | ATE321117T1 (https=) |
| AU (1) | AU2003253026B2 (https=) |
| BR (1) | BR0312694B1 (https=) |
| DE (1) | DE60304200T2 (https=) |
| ES (1) | ES2259771T3 (https=) |
| MX (1) | MXPA05000483A (https=) |
| TW (1) | TWI311924B (https=) |
| WO (1) | WO2004007657A1 (https=) |
Families Citing this family (41)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BR0209292B1 (pt) * | 2001-04-30 | 2014-04-29 | Ciba Sc Holding Ag | Composto de complexo de metal, agente de lavagem, limpeza, desinfecção ou alvejamento, e preparação sólida |
| KR20050059312A (ko) * | 2002-10-29 | 2005-06-17 | 시바 스폐셜티 케미칼스 홀딩 인코포레이티드 | 분자 산소 또는 공기를 사용한 산화반응에 대한 촉매로서금속 착물 화합물의 용도 |
| GB2394720A (en) * | 2002-10-30 | 2004-05-05 | Reckitt Benckiser Nv | Metal complex compounds in dishwasher formulations |
| GB2409207B (en) * | 2003-12-20 | 2006-08-09 | Reckitt Benckiser Nv | Use of metal complex compounds as oxidation catalysts |
| EP1703977A1 (en) * | 2004-01-12 | 2006-09-27 | Ciba SC Holding AG | Use of a composition comprising metal complex compounds and polyphosphonates as catalysts for oxidations |
| KR20070004963A (ko) * | 2004-04-29 | 2007-01-09 | 시바 스폐셜티 케미칼스 홀딩 인코포레이티드 | 경질 표면 상의 착색 얼룩을 표백하기 위한 퍼옥시화합물과의 반응에 대한 촉매로서 비스피리딜피리미딘 또는비스피리딜트리아진 리간드를 갖는 금속 착물의 용도 |
| DE102004024816A1 (de) * | 2004-05-17 | 2005-12-15 | Henkel Kgaa | Bleichverstärkerkombination für den Einsatz in Wasch- und Reinigungsmitteln |
| WO2005116179A1 (de) * | 2004-05-17 | 2005-12-08 | Henkel Kommanditgesellschaft Auf Aktien | Waschmittel mit gegebenenfalls in situ erzeugtem bleichverstärkendem übergangsmetallkomplex |
| EP1879548A2 (en) * | 2005-05-13 | 2008-01-23 | Ciba Specialty Chemicals Holding Inc. | Process for coloring keratin fibers comprising metal complexes |
| WO2009109533A1 (en) * | 2008-03-07 | 2009-09-11 | Basf Se | Bleach catalysts and their use as teeth whitening agents |
| EP2103735A1 (en) | 2008-03-18 | 2009-09-23 | Unilever PLC | Catalytic bleaching of substrates |
| US8492324B2 (en) | 2008-04-09 | 2013-07-23 | Basf Se | Use of metal hydrazide complex compounds as oxidation catalysts |
| WO2010020583A1 (en) * | 2008-08-20 | 2010-02-25 | Basf Se | Improved bleach process |
| DE102008045207A1 (de) * | 2008-08-30 | 2010-03-04 | Clariant International Limited | Bleichkatalysatormischungen bestehend aus Mangansalzen und Oxalsäure oder deren Salze |
| US8415443B2 (en) * | 2009-07-10 | 2013-04-09 | Momentive Performance Materials Inc. | Hydrosilylation catalysts |
| WO2011032666A1 (de) * | 2009-09-18 | 2011-03-24 | Clariant International Ltd | Verfahren zur herstellung von verbrückten mangan-komplexen des triazacyclononans |
| TWI551551B (zh) * | 2010-04-30 | 2016-10-01 | 三菱瓦斯化學股份有限公司 | 過氧化物活性化劑以及土壤及／或地下水之淨化方法 |
| WO2012000846A1 (en) | 2010-06-28 | 2012-01-05 | Basf Se | Metal free bleaching composition |
| CN103328455B (zh) | 2010-12-13 | 2016-02-24 | 巴斯夫欧洲公司 | 漂白催化剂 |
| IN2014CN03742A (https=) | 2011-10-25 | 2015-09-04 | Basf Se | |
| WO2013060708A1 (en) | 2011-10-25 | 2013-05-02 | Basf Se | Use of comb or block copolymers as soil antiredeposition agents and soil release agents in laundry processes |
| US9790452B2 (en) | 2013-03-27 | 2017-10-17 | Basf Se | Block copolymers as soil release agents in laundry processes |
| WO2014193915A1 (en) * | 2013-05-28 | 2014-12-04 | Sigma-Aldrich Co. Llc | Manganese complexes and use thereof for preparing thin films |
| KR20160105790A (ko) | 2013-11-27 | 2016-09-07 | 바스프 에스이 | 세탁 방법에서 오염물 방출제로서의 랜덤 공중합체 |
| WO2017076771A1 (en) | 2015-11-03 | 2017-05-11 | Basf Se | Bleach catalysts |
| EP3176157A1 (en) | 2015-12-01 | 2017-06-07 | Basf Se | Bleach catalysts |
| WO2017182295A1 (en) | 2016-04-18 | 2017-10-26 | Basf Se | Liquid cleaning compositions |
| WO2017186480A1 (en) | 2016-04-26 | 2017-11-02 | Basf Se | Metal free bleaching composition |
| EP3372663A1 (en) | 2017-03-10 | 2018-09-12 | Basf Se | Bleach catalysts |
| CN111875624B (zh) * | 2020-06-06 | 2022-06-14 | 桂林理工大学 | 一种基于bteb的四核锌配合物的制备、结构和荧光应用 |
| WO2024175409A1 (en) | 2023-02-21 | 2024-08-29 | Basf Se | Modified hyperbranched alkoxylated polyalkylene imines |
| CN120731240A (zh) | 2023-02-21 | 2025-09-30 | 巴斯夫欧洲公司 | 改性的烷氧基化聚亚烷基亚胺或改性的烷氧基化多胺 |
| WO2024175401A1 (en) | 2023-02-21 | 2024-08-29 | Basf Se | Modified alkoxylated polyalkylene imines or modified alkoxylated polyamines |
| WO2024188713A1 (en) | 2023-03-13 | 2024-09-19 | Basf Se | Alkoxylated nitrogen containing polymers and their use |
| MX2025013215A (es) | 2023-05-05 | 2025-12-01 | Basf Se | Propoxilatos de poliol biodegradables, su preparacion, usos y composiciones que los comprenden |
| CN121335969A (zh) | 2023-06-13 | 2026-01-13 | 巴斯夫欧洲公司 | 包含edds和酶的稳定的清洁组合物及其用途 |
| WO2025125117A1 (en) | 2023-12-15 | 2025-06-19 | Basf Se | Biodegradable propoxylated ethylenediamines, their preparation, uses, and compositions comprising them |
| WO2025131888A1 (en) | 2023-12-19 | 2025-06-26 | Basf Se | Modified alkoxylated polyalkylene imines or modified alkoxylated polyamines |
| WO2025180874A1 (en) | 2024-02-27 | 2025-09-04 | Basf Se | Substituted 1,3-dioxolane sulfates and their use |
| WO2025195856A1 (en) | 2024-03-19 | 2025-09-25 | Basf Se | Compositions of guerbet alkyl sulfates and their use |
| WO2025202032A1 (en) | 2024-03-26 | 2025-10-02 | Basf Se | Biodegradable alkoxylated polyols, their preparation, uses, and compositions comprising them |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH082878B2 (ja) * | 1988-02-12 | 1996-01-17 | 富士写真フイルム株式会社 | ４’−アルコキシ−２，２’：６’，２〃−デルピリジン誘導体及びその金属錯体 |
| FR2677766B1 (fr) * | 1991-06-14 | 1994-11-10 | Asulab Sa | Capteur de mesure de la quantite d'un composant en solution. |
| JP3852044B2 (ja) * | 1999-05-10 | 2006-11-29 | 独立行政法人科学技術振興機構 | 三脚型（トリポーダル）ピリジルアミン配位子を用いたアルキルパーオキソ単核鉄（ｉｉｉ）錯体のエポキシ化触媒 |
| GB9930248D0 (en) * | 1999-12-22 | 2000-02-09 | Johnson Matthey Plc | Surface cleaner |
| EP1217056A1 (en) | 2000-12-21 | 2002-06-26 | Johnson Matthey Public Limited Company | Photocatalytic material |
| BR0209292B1 (pt) * | 2001-04-30 | 2014-04-29 | Ciba Sc Holding Ag | Composto de complexo de metal, agente de lavagem, limpeza, desinfecção ou alvejamento, e preparação sólida |
-
2003
- 2003-07-03 EP EP03763699A patent/EP1521820B1/en not_active Expired - Lifetime
- 2003-07-03 AU AU2003253026A patent/AU2003253026B2/en not_active Ceased
- 2003-07-03 AT AT03763699T patent/ATE321117T1/de not_active IP Right Cessation
- 2003-07-03 WO PCT/EP2003/007121 patent/WO2004007657A1/en not_active Ceased
- 2003-07-03 JP JP2004520474A patent/JP4643259B2/ja not_active Expired - Fee Related
- 2003-07-03 DE DE60304200T patent/DE60304200T2/de not_active Expired - Lifetime
- 2003-07-03 ES ES03763699T patent/ES2259771T3/es not_active Expired - Lifetime
- 2003-07-03 BR BRPI0312694-3B1A patent/BR0312694B1/pt not_active IP Right Cessation
- 2003-07-03 US US10/520,841 patent/US7494964B2/en not_active Expired - Fee Related
- 2003-07-03 CN CNB038164892A patent/CN1306017C/zh not_active Expired - Fee Related
- 2003-07-03 MX MXPA05000483A patent/MXPA05000483A/es active IP Right Grant
- 2003-07-03 KR KR1020057000337A patent/KR101018716B1/ko not_active Expired - Fee Related
- 2003-07-09 TW TW092118692A patent/TWI311924B/zh not_active IP Right Cessation
- 2003-07-10 AR AR20030102484A patent/AR040480A1/es active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| US20060100123A1 (en) | 2006-05-11 |
| WO2004007657A1 (en) | 2004-01-22 |
| CN1306017C (zh) | 2007-03-21 |
| JP4643259B2 (ja) | 2011-03-02 |
| US7494964B2 (en) | 2009-02-24 |
| DE60304200D1 (de) | 2006-05-11 |
| TW200404605A (en) | 2004-04-01 |
| CN1668730A (zh) | 2005-09-14 |
| KR20050017091A (ko) | 2005-02-21 |
| AU2003253026B2 (en) | 2009-05-14 |
| ES2259771T3 (es) | 2006-10-16 |
| EP1521820A1 (en) | 2005-04-13 |
| MXPA05000483A (es) | 2005-03-23 |
| AR040480A1 (es) | 2005-04-06 |
| BR0312694A (pt) | 2005-04-26 |
| JP2005532158A (ja) | 2005-10-27 |
| EP1521820B1 (en) | 2006-03-22 |
| KR101018716B1 (ko) | 2011-03-04 |
| TWI311924B (en) | 2009-07-11 |
| AU2003253026A1 (en) | 2004-02-02 |
| BR0312694B1 (pt) | 2013-11-05 |
| ATE321117T1 (de) | 2006-04-15 |
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Legal Events
| Date | Code | Title | Description |
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| 8328 | Change in the person/name/address of the agent |
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| 8364 | No opposition during term of opposition | ||
| 8327 | Change in the person/name/address of the patent owner |
Owner name: CIBA HOLDING INC., BASEL, CH |
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| 8328 | Change in the person/name/address of the agent |
Representative=s name: MAIWALD PATENTANWALTSGESELLSCHAFT MBH, 80335 MUENC |