CA2083658C - Manganese catalyst - Google Patents
Manganese catalystInfo
- Publication number
- CA2083658C CA2083658C CA002083658A CA2083658A CA2083658C CA 2083658 C CA2083658 C CA 2083658C CA 002083658 A CA002083658 A CA 002083658A CA 2083658 A CA2083658 A CA 2083658A CA 2083658 C CA2083658 C CA 2083658C
- Authority
- CA
- Canada
- Prior art keywords
- manganese
- radical
- bleaching
- catalyst
- ppm
- 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 - Fee Related
Links
- 239000011572 manganese Substances 0.000 title claims abstract description 69
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 title claims abstract description 56
- 239000003054 catalyst Substances 0.000 title claims abstract description 55
- 229910052748 manganese Inorganic materials 0.000 title claims abstract description 36
- 239000000203 mixture Substances 0.000 claims abstract description 57
- 239000007844 bleaching agent Substances 0.000 claims abstract description 47
- 239000003446 ligand Substances 0.000 claims abstract description 16
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 15
- 239000000758 substrate Substances 0.000 claims abstract description 14
- 238000000034 method Methods 0.000 claims abstract description 13
- 125000003118 aryl group Chemical group 0.000 claims abstract description 9
- 230000003647 oxidation Effects 0.000 claims abstract description 7
- 238000007254 oxidation reaction Methods 0.000 claims abstract description 7
- 150000003254 radicals Chemical class 0.000 claims abstract description 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 5
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 5
- -1 peroxy compound Chemical class 0.000 claims description 45
- 238000004061 bleaching Methods 0.000 claims description 35
- 150000004965 peroxy acids Chemical class 0.000 claims description 22
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 20
- 150000001875 compounds Chemical class 0.000 claims description 20
- 239000002243 precursor Substances 0.000 claims description 13
- 239000004744 fabric Substances 0.000 claims description 9
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 9
- 239000001301 oxygen Substances 0.000 claims description 9
- 229910052760 oxygen Inorganic materials 0.000 claims description 9
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 8
- 230000000694 effects Effects 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 238000004140 cleaning Methods 0.000 claims description 5
- 239000011149 active material Substances 0.000 claims description 4
- 239000012736 aqueous medium Substances 0.000 claims description 4
- 102000013142 Amylases Human genes 0.000 claims description 3
- 108010065511 Amylases Proteins 0.000 claims description 3
- 102000005575 Cellulases Human genes 0.000 claims description 3
- 108010084185 Cellulases Proteins 0.000 claims description 3
- 102000004190 Enzymes Human genes 0.000 claims description 3
- 108090000790 Enzymes Proteins 0.000 claims description 3
- 239000004367 Lipase Substances 0.000 claims description 3
- 102000004882 Lipase Human genes 0.000 claims description 3
- 108090001060 Lipase Proteins 0.000 claims description 3
- 102000004316 Oxidoreductases Human genes 0.000 claims description 3
- 108090000854 Oxidoreductases Proteins 0.000 claims description 3
- 102000035195 Peptidases Human genes 0.000 claims description 3
- 108091005804 Peptidases Proteins 0.000 claims description 3
- 239000004365 Protease Substances 0.000 claims description 3
- 235000019418 amylase Nutrition 0.000 claims description 3
- 229940025131 amylases Drugs 0.000 claims description 3
- 229940088598 enzyme Drugs 0.000 claims description 3
- 235000019421 lipase Nutrition 0.000 claims description 3
- WLDGDTPNAKWAIR-UHFFFAOYSA-N 1,4,7-trimethyl-1,4,7-triazonane Chemical compound CN1CCN(C)CCN(C)CC1 WLDGDTPNAKWAIR-UHFFFAOYSA-N 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 2
- UYXFOIMFLBVYDL-UHFFFAOYSA-N 1,2,4,7-tetramethyl-1,4,7-triazonane Chemical compound CC1CN(C)CCN(C)CCN1C UYXFOIMFLBVYDL-UHFFFAOYSA-N 0.000 claims 1
- 239000003599 detergent Substances 0.000 abstract description 29
- 150000002696 manganese Chemical class 0.000 abstract description 3
- 239000000463 material Substances 0.000 description 18
- 229910052708 sodium Inorganic materials 0.000 description 16
- 239000011734 sodium Substances 0.000 description 16
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 15
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- 239000002253 acid Substances 0.000 description 14
- 239000002585 base Substances 0.000 description 10
- 239000000843 powder Substances 0.000 description 10
- 238000009472 formulation Methods 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 229910052723 transition metal Inorganic materials 0.000 description 9
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 8
- 239000000654 additive Substances 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 8
- 150000003624 transition metals Chemical class 0.000 description 8
- ITWBWJFEJCHKSN-UHFFFAOYSA-N 1,4,7-triazonane Chemical compound C1CNCCNCCN1 ITWBWJFEJCHKSN-UHFFFAOYSA-N 0.000 description 7
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 7
- 244000269722 Thea sinensis Species 0.000 description 7
- 150000007513 acids Chemical class 0.000 description 7
- 229920001577 copolymer Polymers 0.000 description 7
- 235000014113 dietary fatty acids Nutrition 0.000 description 7
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 7
- 239000000194 fatty acid Substances 0.000 description 7
- 229930195729 fatty acid Natural products 0.000 description 7
- 239000011976 maleic acid Substances 0.000 description 7
- 239000000344 soap Substances 0.000 description 7
- 239000010457 zeolite Substances 0.000 description 7
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 6
- 229910021536 Zeolite Inorganic materials 0.000 description 6
- 230000000996 additive effect Effects 0.000 description 6
- 239000000178 monomer Substances 0.000 description 6
- 150000002978 peroxides Chemical class 0.000 description 6
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 6
- 229960001922 sodium perborate Drugs 0.000 description 6
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 5
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 125000000129 anionic group Chemical group 0.000 description 5
- 239000007795 chemical reaction product Substances 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 5
- 150000004967 organic peroxy acids Chemical class 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 4
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 229910052783 alkali metal Inorganic materials 0.000 description 4
- 239000011575 calcium Substances 0.000 description 4
- 229910052791 calcium Inorganic materials 0.000 description 4
- 150000002431 hydrogen Chemical class 0.000 description 4
- 230000003301 hydrolyzing effect Effects 0.000 description 4
- 230000002209 hydrophobic effect Effects 0.000 description 4
- 239000000123 paper Substances 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 229910000029 sodium carbonate Inorganic materials 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 239000004753 textile Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 241000227653 Lycopersicon Species 0.000 description 3
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 3
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 3
- 229920001131 Pulp (paper) Polymers 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000003213 activating effect Effects 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 239000002738 chelating agent Substances 0.000 description 3
- 235000019864 coconut oil Nutrition 0.000 description 3
- 239000003240 coconut oil Substances 0.000 description 3
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical class CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 3
- 229910052938 sodium sulfate Inorganic materials 0.000 description 3
- 235000011152 sodium sulphate Nutrition 0.000 description 3
- CIOXZGOUEYHNBF-UHFFFAOYSA-N (carboxymethoxy)succinic acid Chemical compound OC(=O)COC(C(O)=O)CC(O)=O CIOXZGOUEYHNBF-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- XSVSPKKXQGNHMD-UHFFFAOYSA-N 5-bromo-3-methyl-1,2-thiazole Chemical compound CC=1C=C(Br)SN=1 XSVSPKKXQGNHMD-UHFFFAOYSA-N 0.000 description 2
- 229910021532 Calcite Inorganic materials 0.000 description 2
- 235000013162 Cocos nucifera Nutrition 0.000 description 2
- 244000060011 Cocos nucifera Species 0.000 description 2
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical class CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- 229910021380 Manganese Chloride Inorganic materials 0.000 description 2
- GLFNIEUTAYBVOC-UHFFFAOYSA-L Manganese chloride Chemical compound Cl[Mn]Cl GLFNIEUTAYBVOC-UHFFFAOYSA-L 0.000 description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 2
- 229910019398 NaPF6 Inorganic materials 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
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- 150000001340 alkali metals Chemical class 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 229910000323 aluminium silicate Inorganic materials 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 description 2
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical class OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 238000004851 dishwashing Methods 0.000 description 2
- VTIIJXUACCWYHX-UHFFFAOYSA-L disodium;carboxylatooxy carbonate Chemical compound [Na+].[Na+].[O-]C(=O)OOC([O-])=O VTIIJXUACCWYHX-UHFFFAOYSA-L 0.000 description 2
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- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 description 2
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- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical compound OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 2
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- 125000002091 cationic group Chemical group 0.000 description 1
- WBLIXGSTEMXDSM-UHFFFAOYSA-N chloromethane Chemical compound Cl[CH2] WBLIXGSTEMXDSM-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- RMKNCYHVESPYFD-UHFFFAOYSA-N decan-1-amine;hydrochloride Chemical compound [Cl-].CCCCCCCCCC[NH3+] RMKNCYHVESPYFD-UHFFFAOYSA-N 0.000 description 1
- UNWDCFHEVIWFCW-UHFFFAOYSA-N decanediperoxoic acid Chemical compound OOC(=O)CCCCCCCCC(=O)OO UNWDCFHEVIWFCW-UHFFFAOYSA-N 0.000 description 1
- 229940042400 direct acting antivirals phosphonic acid derivative Drugs 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- BRDYCNFHFWUBCZ-UHFFFAOYSA-N dodecaneperoxoic acid Chemical compound CCCCCCCCCCCC(=O)OO BRDYCNFHFWUBCZ-UHFFFAOYSA-N 0.000 description 1
- 238000007580 dry-mixing Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000007850 fluorescent dye Substances 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 239000008233 hard water Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 229940045996 isethionic acid Drugs 0.000 description 1
- 238000004900 laundering Methods 0.000 description 1
- 238000010412 laundry washing Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229940099607 manganese chloride Drugs 0.000 description 1
- 229910001437 manganese ion Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical group COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical group [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 description 1
- 230000037361 pathway Effects 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- XCRBXWCUXJNEFX-UHFFFAOYSA-N peroxybenzoic acid Chemical compound OOC(=O)C1=CC=CC=C1 XCRBXWCUXJNEFX-UHFFFAOYSA-N 0.000 description 1
- 125000005342 perphosphate group Chemical group 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- VVTMNCICAIKIRN-UHFFFAOYSA-N phenyl benzoate;sodium Chemical compound [Na].C=1C=CC=CC=1C(=O)OC1=CC=CC=C1 VVTMNCICAIKIRN-UHFFFAOYSA-N 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003007 phosphonic acid derivatives Chemical class 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920005646 polycarboxylate Polymers 0.000 description 1
- 229920001444 polymaleic acid Polymers 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 239000001205 polyphosphate Substances 0.000 description 1
- 235000011176 polyphosphates Nutrition 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 238000004076 pulp bleaching Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 235000015067 sauces Nutrition 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- QSKQNALVHFTOQX-UHFFFAOYSA-M sodium nonanoyloxybenzenesulfonate Chemical compound [Na+].CCCCCCCCC(=O)OC1=CC=CC=C1S([O-])(=O)=O QSKQNALVHFTOQX-UHFFFAOYSA-M 0.000 description 1
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 1
- 229940048086 sodium pyrophosphate Drugs 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000010183 spectrum analysis Methods 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 125000005156 substituted alkylene group Chemical group 0.000 description 1
- 125000005650 substituted phenylene group Chemical group 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 235000013616 tea Nutrition 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 150000004685 tetrahydrates Chemical class 0.000 description 1
- RYCLIXPGLDDLTM-UHFFFAOYSA-J tetrapotassium;phosphonato phosphate Chemical compound [K+].[K+].[K+].[K+].[O-]P([O-])(=O)OP([O-])([O-])=O RYCLIXPGLDDLTM-UHFFFAOYSA-J 0.000 description 1
- 150000003623 transition metal compounds Chemical class 0.000 description 1
- 229910001428 transition metal ion Inorganic materials 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 description 1
- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- AQLJVWUFPCUVLO-UHFFFAOYSA-N urea hydrogen peroxide Chemical compound OO.NC(N)=O AQLJVWUFPCUVLO-UHFFFAOYSA-N 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
- 235000014101 wine Nutrition 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/22—Organic 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
- B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
- B01J31/181—Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine
- B01J31/1815—Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine with more than one complexing nitrogen atom, e.g. bipyridyl, 2-aminopyridine
- B01J31/182—Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine with more than one complexing nitrogen atom, e.g. bipyridyl, 2-aminopyridine comprising aliphatic or saturated rings
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/70—Complexes comprising metals of Group VII (VIIB) as the central metal
- B01J2531/72—Manganese
Landscapes
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Detergent Compositions (AREA)
- Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/798396 | 1991-11-26 | ||
| US07/798,396 US5194416A (en) | 1991-11-26 | 1991-11-26 | Manganese catalyst for activating hydrogen peroxide bleaching |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2083658A1 CA2083658A1 (en) | 1993-05-27 |
| CA2083658C true CA2083658C (en) | 1996-06-25 |
Family
ID=25173293
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002083658A Expired - Fee Related CA2083658C (en) | 1991-11-26 | 1992-11-24 | Manganese catalyst |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US5194416A (Direct) |
| EP (1) | EP0544519B1 (Direct) |
| JP (1) | JPH06121933A (Direct) |
| KR (1) | KR960008938B1 (Direct) |
| CN (1) | CN1034022C (Direct) |
| AU (1) | AU652867B2 (Direct) |
| BR (1) | BR9204548A (Direct) |
| CA (1) | CA2083658C (Direct) |
| DE (1) | DE69216786T2 (Direct) |
| ES (1) | ES2097291T3 (Direct) |
| MX (1) | MX9206810A (Direct) |
| TW (1) | TW242159B (Direct) |
| ZA (1) | ZA929186B (Direct) |
Families Citing this family (217)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9118242D0 (en) * | 1991-08-23 | 1991-10-09 | Unilever Plc | Machine dishwashing composition |
| EP0537381B1 (en) * | 1991-10-14 | 1998-03-25 | The Procter & Gamble Company | Detergent compositions inhibiting dye transfer in washing |
| GB9124581D0 (en) * | 1991-11-20 | 1992-01-08 | Unilever Plc | Bleach catalyst composition,manufacture and use thereof in detergent and/or bleach compositions |
| CA2085642A1 (en) * | 1991-12-20 | 1993-06-21 | Ronald Hage | Bleach activation |
| WO1993015176A1 (en) * | 1992-01-31 | 1993-08-05 | The Procter & Gamble Company | Detergent compositions inhibiting dye transfer containing a catalyst, amine stabilizer and peroxide generating enzyme |
| US5445651A (en) * | 1992-01-31 | 1995-08-29 | The Procter & Gamble Company | Detergent compositions inhibiting dye transfer in washing |
| US5474576A (en) * | 1992-01-31 | 1995-12-12 | The Procter & Gamble Company | Detergent compositions inhibiting dye transfer in washing |
| EP0553607B1 (en) * | 1992-01-31 | 1998-03-18 | The Procter & Gamble Company | Detergent compositions inhibiting dye transfer in washing |
| US5280117A (en) * | 1992-09-09 | 1994-01-18 | Lever Brothers Company, A Division Of Conopco, Inc. | Process for the preparation of manganese bleach catalyst |
| US5480575A (en) * | 1992-12-03 | 1996-01-02 | Lever Brothers, Division Of Conopco, Inc. | Adjuncts dissolved in molecular solid solutions |
| DE4244386A1 (de) * | 1992-12-29 | 1994-06-30 | Basf Ag | Vinylpyrrolidon- und Vinylimidazol-Copolymerisate, Verfahren zur ihrer Herstellung und ihre Verwendung in Waschmitteln |
| GB9305598D0 (en) * | 1993-03-18 | 1993-05-05 | Unilever Plc | Bleach catalyst composition |
| DE69412188T2 (de) * | 1993-06-19 | 1999-03-11 | Ciba Specialty Chemicals Holding Inc., Basel | Inhibierung der Wiederabsorption von migrierenden Farbstoffen in der Waschlösung |
| US5413733A (en) * | 1993-07-26 | 1995-05-09 | Lever Brothers Company, Division Of Conopco, Inc. | Amidooxy peroxycarboxylic acids and sulfonimine complex catalysts |
| US5429769A (en) * | 1993-07-26 | 1995-07-04 | Lever Brothers Company, Division Of Conopco, Inc. | Peroxycarboxylic acids and manganese complex catalysts |
| US5601750A (en) * | 1993-09-17 | 1997-02-11 | Lever Brothers Company, Division Of Conopco, Inc. | Enzymatic bleach composition |
| JP3009471B2 (ja) * | 1994-04-07 | 2000-02-14 | ザ、プロクター、エンド、ギャンブル、カンパニー | 金属含有漂白触媒と酸化防止剤とを含む漂白組成物 |
| US5686014A (en) * | 1994-04-07 | 1997-11-11 | The Procter & Gamble Company | Bleach compositions comprising manganese-containing bleach catalysts |
| US5560748A (en) * | 1994-06-10 | 1996-10-01 | The Procter & Gamble Company | Detergent compositions comprising large pore size redox catalysts |
| GB2294268A (en) | 1994-07-07 | 1996-04-24 | Procter & Gamble | Bleaching composition for dishwasher use |
| EP0691398A1 (en) | 1994-07-08 | 1996-01-10 | Unilever N.V. | Process for making polymer capsules |
| ATE269392T1 (de) | 1994-07-21 | 2004-07-15 | Ciba Sc Holding Ag | Bleichmittelzusammensetzung für gewebe |
| US5578136A (en) | 1994-08-31 | 1996-11-26 | The Procter & Gamble Company | Automatic dishwashing compositions comprising quaternary substituted bleach activators |
| US5720897A (en) * | 1995-01-25 | 1998-02-24 | University Of Florida | Transition metal bleach activators for bleaching agents and detergent-bleach compositions |
| WO1996023860A1 (en) * | 1995-02-02 | 1996-08-08 | The Procter & Gamble Company | Automatic dishwashing compositions comprising cobalt chelated catalysts |
| DE69617209T2 (de) * | 1995-02-02 | 2002-07-25 | The Procter & Gamble Company, Cincinnati | Verfahren zur entfernung von teeflecken in geschirrspülern mit zusammensetzungen enthaltend kobalt (iii)- katalysator |
| US5968881A (en) * | 1995-02-02 | 1999-10-19 | The Procter & Gamble Company | Phosphate built automatic dishwashing compositions comprising catalysts |
| GB2297978A (en) | 1995-02-15 | 1996-08-21 | Procter & Gamble | Detergent compositions containing amylase |
| JP2813167B2 (ja) * | 1995-04-11 | 1998-10-22 | 花王株式会社 | 硬質表面用漂白剤組成物 |
| US5648064A (en) * | 1995-07-07 | 1997-07-15 | Gaffar; Abdul | Oral compositions having accelerated tooth whitening effect |
| BR9609384A (pt) * | 1995-06-16 | 1999-05-18 | Procter & Gamble | Composições alvejantes compreendendo catalisadores de cobalto |
| ATE203051T1 (de) * | 1995-06-16 | 2001-07-15 | Procter & Gamble | Maschinengeschirrspülmittel, die kobaltkatalysatoren enthalten |
| DE19523891C1 (de) * | 1995-06-30 | 1996-11-21 | Hoechst Ag | Chirale Mangan-triazanonankomplexe und Verfahren zu ihrer Herstellung |
| DE19523890C1 (de) * | 1995-06-30 | 1996-11-28 | Hoechst Ag | Verfahren zur Herstellung von chiralen Epoxiden mit chiralen Mangantriazanonankomplexen als Oxidationskatalysatoren |
| US5703034A (en) * | 1995-10-30 | 1997-12-30 | The Procter & Gamble Company | Bleach catalyst particles |
| EP0778342A1 (en) | 1995-12-06 | 1997-06-11 | The Procter & Gamble Company | Detergent compositions |
| DE19545729A1 (de) | 1995-12-08 | 1997-06-12 | Henkel Kgaa | Bleich- und Waschmittel mit enzymatischem Bleichsystem |
| DE19600160C1 (de) * | 1996-01-04 | 1997-05-28 | Hoechst Ag | Verfahren zur Oxidation von Vinylverbindungen in Gegenwart von Bis- und Tris-(mu-oxo)-di-Mangan-Komplexsalzen als Katalysator |
| DE19600161C1 (de) | 1996-01-04 | 1997-04-17 | Hoechst Ag | Bis- und Tris-(mu-oxo)-di-Mangan-Komplexsalze und deren Verwendung |
| DE19600159A1 (de) | 1996-01-04 | 1997-07-10 | Hoechst Ag | Bleichmittelsysteme enthaltend Bis- und Tris-(mu-oxo)-di-Mangan-Komplexsalze |
| DE19606343A1 (de) | 1996-02-21 | 1997-08-28 | Hoechst Ag | Bleichmittel |
| GB2311078A (en) * | 1996-03-16 | 1997-09-17 | Procter & Gamble | Bleaching composition containing cellulolytic enzyme |
| EP0798311A1 (en) * | 1996-03-25 | 1997-10-01 | National Starch and Chemical Investment Holding Corporation | Starch degradation using metal-based coordination complexes |
| JP2974786B2 (ja) | 1996-05-03 | 1999-11-10 | ザ、プロクター、エンド、ギャンブル、カンパニー | 改善された汚れ分散性を有するポリアミン重合体を含む洗剤組成物 |
| US5904734A (en) * | 1996-11-07 | 1999-05-18 | S. C. Johnson & Son, Inc. | Method for bleaching a hard surface using tungsten activated peroxide |
| DE19649375A1 (de) | 1996-11-29 | 1998-06-04 | Henkel Kgaa | Acetonitril-Derivate als Bleichaktivatoren in Reinigungsmitteln |
| FR2757386B1 (fr) * | 1996-12-23 | 1999-01-29 | Oreal | Procede de teinture d'oxydation en deux temps des fibres keratiniques avec un sel ou un complexe de manganese et un 1-naphtol 4-substitue et kit de teinture |
| WO1998031331A1 (en) * | 1997-01-15 | 1998-07-23 | Unilever N.V. | A method for whitening teeth |
| US6387862B2 (en) | 1997-03-07 | 2002-05-14 | The Procter & Gamble Company | Bleach compositions |
| US20080125344A1 (en) * | 2006-11-28 | 2008-05-29 | Daryle Hadley Busch | Bleach compositions |
| ZA981883B (en) * | 1997-03-07 | 1998-09-01 | Univ Kansas | Catalysts and methods for catalytic oxidation |
| AU732147B2 (en) * | 1997-03-07 | 2001-04-12 | Procter & Gamble Company, The | Bleach compositions |
| US6218351B1 (en) | 1998-03-06 | 2001-04-17 | The Procter & Gamble Compnay | Bleach compositions |
| MA24733A1 (fr) * | 1997-03-07 | 1999-10-01 | Procter & Gamble | Compositions de blanchiment contenant un catalyseur metallique de blanchiment et activateurs de blanchiment et/ou acides percarboxyliques organiques |
| DE19714122A1 (de) | 1997-04-05 | 1998-10-08 | Clariant Gmbh | Bleichaktive Metall-Komplexe |
| DE19719397A1 (de) * | 1997-05-07 | 1998-11-12 | Clariant Gmbh | Bleichaktive Metall-Komplexe |
| DE19721886A1 (de) | 1997-05-26 | 1998-12-03 | Henkel Kgaa | Bleichsystem |
| DE19726141A1 (de) * | 1997-06-19 | 1999-01-28 | Daum Gmbh | Neurotrokar |
| BR9810480A (pt) * | 1997-06-27 | 2000-09-19 | Procter & Gamble | Composições de detergente não aquosas contendo alvejante. |
| DE19728021A1 (de) * | 1997-07-01 | 1999-01-07 | Clariant Gmbh | Metall-Komplexe als Bleichaktivatoren |
| DE19732750A1 (de) | 1997-07-30 | 1999-02-04 | Henkel Kgaa | Glucanasehaltiges Reinigungsmittel für harte Oberflächen |
| DE19732749A1 (de) | 1997-07-30 | 1999-02-04 | Henkel Kgaa | Glucanasehaltiges Waschmittel |
| DE19732751A1 (de) | 1997-07-30 | 1999-02-04 | Henkel Kgaa | Neue Beta-Glucanase aus Bacillus |
| MA24811A1 (fr) | 1997-10-23 | 1999-12-31 | Procter & Gamble | Compositions de lavage contenant des variantes de proteases multisubstituees |
| EP1030572A1 (en) | 1997-11-21 | 2000-08-30 | The Procter & Gamble Company | Product applicator |
| JP2002500242A (ja) * | 1997-12-24 | 2002-01-08 | ヘンケル・コマンディットゲゼルシャフト・アウフ・アクチエン | 過酸素化合物の漂白効果を強化するためのデンドリマー配位子を有する遷移金属錯体の使用 |
| US6992056B1 (en) | 1997-12-30 | 2006-01-31 | Henkel Kgaa | Process for preparing detergent tablets having two or more regions |
| US6410500B1 (en) | 1997-12-30 | 2002-06-25 | Henkel Kommanditgesellschaft Auf Aktien | Moulded body dishwasher detergents with soil release polymers |
| DE19758262A1 (de) | 1997-12-31 | 1999-07-08 | Henkel Kgaa | Alkylaminotriazolhaltige, granulare Komponente für den Einsatz in Maschinengeschirrspülmitteln (MGSM) und Verfahren zu dessen Herstellung |
| DE19819187A1 (de) | 1998-04-30 | 1999-11-11 | Henkel Kgaa | Festes maschinelles Geschirrspülmittel mit Phosphat und kristallinen schichtförmigen Silikaten |
| DE19850100A1 (de) | 1998-10-29 | 2000-05-04 | Henkel Kgaa | Polymer-Granulate durch Wirbelschichtgranulation |
| DE19908051A1 (de) | 1999-02-25 | 2000-08-31 | Henkel Kgaa | Verfahren zur Herstellung compoundierter Acetonitril-Derivate |
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- 1992-11-26 KR KR1019920022432A patent/KR960008938B1/ko not_active Expired - Lifetime
- 1992-11-26 ZA ZA929186A patent/ZA929186B/xx unknown
- 1992-12-09 TW TW081109862A patent/TW242159B/zh active
Also Published As
| Publication number | Publication date |
|---|---|
| AU2969292A (en) | 1993-05-27 |
| EP0544519B1 (en) | 1997-01-15 |
| MX9206810A (es) | 1993-07-01 |
| ES2097291T3 (es) | 1997-04-01 |
| US5194416A (en) | 1993-03-16 |
| DE69216786T2 (de) | 1997-05-15 |
| BR9204548A (pt) | 1993-06-01 |
| CA2083658A1 (en) | 1993-05-27 |
| AU652867B2 (en) | 1994-09-08 |
| EP0544519A3 (en) | 1994-06-22 |
| KR930009650A (ko) | 1993-06-21 |
| EP0544519A2 (en) | 1993-06-02 |
| TW242159B (Direct) | 1995-03-01 |
| CN1075163A (zh) | 1993-08-11 |
| JPH06121933A (ja) | 1994-05-06 |
| CN1034022C (zh) | 1997-02-12 |
| DE69216786D1 (de) | 1997-02-27 |
| ZA929186B (en) | 1994-05-26 |
| KR960008938B1 (ko) | 1996-07-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed | ||
| MKLA | Lapsed |
Effective date: 20041124 |