CA2272139C - Polyoxyalkylene surfactants - Google Patents
Polyoxyalkylene surfactants Download PDFInfo
- Publication number
- CA2272139C CA2272139C CA002272139A CA2272139A CA2272139C CA 2272139 C CA2272139 C CA 2272139C CA 002272139 A CA002272139 A CA 002272139A CA 2272139 A CA2272139 A CA 2272139A CA 2272139 C CA2272139 C CA 2272139C
- Authority
- CA
- Canada
- Prior art keywords
- ethoxylate
- methyl
- integer
- dimethyl
- alkyl
- 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
- 239000004094 surface-active agent Substances 0.000 title claims abstract description 225
- 239000000203 mixture Substances 0.000 claims abstract description 414
- 239000003599 detergent Substances 0.000 claims abstract description 171
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 168
- 238000004140 cleaning Methods 0.000 claims abstract description 44
- -1 ethoxy, propoxy Chemical group 0.000 claims description 197
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 82
- 125000004432 carbon atom Chemical group C* 0.000 claims description 77
- 239000007844 bleaching agent Substances 0.000 claims description 62
- 102000004190 Enzymes Human genes 0.000 claims description 54
- 108090000790 Enzymes Proteins 0.000 claims description 54
- 150000001875 compounds Chemical class 0.000 claims description 52
- 239000001257 hydrogen Substances 0.000 claims description 45
- 229910052739 hydrogen Inorganic materials 0.000 claims description 45
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 34
- 239000004615 ingredient Substances 0.000 claims description 33
- 239000003795 chemical substances by application Substances 0.000 claims description 29
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 26
- 239000012190 activator Substances 0.000 claims description 24
- 239000002689 soil Substances 0.000 claims description 23
- 239000003945 anionic surfactant Substances 0.000 claims description 20
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims description 20
- 125000003545 alkoxy group Chemical group 0.000 claims description 19
- 239000002736 nonionic surfactant Substances 0.000 claims description 19
- 238000004061 bleaching Methods 0.000 claims description 17
- 238000007046 ethoxylation reaction Methods 0.000 claims description 16
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- AATDUADOOPBKAU-UHFFFAOYSA-N 7-methylpentadecan-1-ol Chemical compound CCCCCCCCC(C)CCCCCCO AATDUADOOPBKAU-UHFFFAOYSA-N 0.000 claims description 4
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- ZNYQHFLBAPNPRC-UHFFFAOYSA-N heptadecan-2-ol Chemical compound CCCCCCCCCCCCCCCC(C)O ZNYQHFLBAPNPRC-UHFFFAOYSA-N 0.000 claims description 4
- 239000003112 inhibitor Substances 0.000 claims description 4
- CRXZDFBSTYFRIG-UHFFFAOYSA-N 10-methylpentadecan-1-ol Chemical compound CCCCCC(C)CCCCCCCCCO CRXZDFBSTYFRIG-UHFFFAOYSA-N 0.000 claims description 3
- ZYUUMAFOCZAAJV-UHFFFAOYSA-N 11-methylpentadecan-1-ol Chemical compound CCCCC(C)CCCCCCCCCCO ZYUUMAFOCZAAJV-UHFFFAOYSA-N 0.000 claims description 3
- OQVQCQIUBIEKFG-UHFFFAOYSA-N 13-methylhexadecan-1-ol Chemical compound CCCC(C)CCCCCCCCCCCCO OQVQCQIUBIEKFG-UHFFFAOYSA-N 0.000 claims description 3
- JWIWHDBXJLJNPH-UHFFFAOYSA-N 13-methylpentadecan-1-ol Chemical compound CCC(C)CCCCCCCCCCCCO JWIWHDBXJLJNPH-UHFFFAOYSA-N 0.000 claims description 3
- WQBUQCSTGAHNSM-UHFFFAOYSA-N 14-methylhexadecan-1-ol Chemical compound CCC(C)CCCCCCCCCCCCCO WQBUQCSTGAHNSM-UHFFFAOYSA-N 0.000 claims description 3
- COTCQLIJYALEFP-UHFFFAOYSA-N 3-methylhexadecan-1-ol Chemical compound CCCCCCCCCCCCCC(C)CCO COTCQLIJYALEFP-UHFFFAOYSA-N 0.000 claims description 3
- HZHCYXMBQIANDP-UHFFFAOYSA-N 3-methylpentadecan-1-ol Chemical compound CCCCCCCCCCCCC(C)CCO HZHCYXMBQIANDP-UHFFFAOYSA-N 0.000 claims description 3
- IEODIEWNJHUXPT-UHFFFAOYSA-N 4-methylhexadecan-1-ol Chemical compound CCCCCCCCCCCCC(C)CCCO IEODIEWNJHUXPT-UHFFFAOYSA-N 0.000 claims description 3
- USCAIUBWMLHYMF-UHFFFAOYSA-N 4-methylpentadecan-1-ol Chemical compound CCCCCCCCCCCC(C)CCCO USCAIUBWMLHYMF-UHFFFAOYSA-N 0.000 claims description 3
- TWCCAMIXDPJNKM-UHFFFAOYSA-N 5-methylhexadecan-1-ol Chemical compound CCCCCCCCCCCC(C)CCCCO TWCCAMIXDPJNKM-UHFFFAOYSA-N 0.000 claims description 3
- QLPBYYNKEZROCN-UHFFFAOYSA-N 5-methylpentadecan-1-ol Chemical compound CCCCCCCCCCC(C)CCCCO QLPBYYNKEZROCN-UHFFFAOYSA-N 0.000 claims description 3
- QITMGEIDLGSWJI-UHFFFAOYSA-N 6-methylpentadecan-1-ol Chemical compound CCCCCCCCCC(C)CCCCCO QITMGEIDLGSWJI-UHFFFAOYSA-N 0.000 claims description 3
- HPGYNPDQRYCFRW-UHFFFAOYSA-N 7-methylhexadecan-1-ol Chemical compound CCCCCCCCCC(C)CCCCCCO HPGYNPDQRYCFRW-UHFFFAOYSA-N 0.000 claims description 3
- TUCDQMRJIWBYSN-UHFFFAOYSA-N 8-methylhexadecan-1-ol Chemical compound CCCCCCCCC(C)CCCCCCCO TUCDQMRJIWBYSN-UHFFFAOYSA-N 0.000 claims description 3
- OYDBJGVJQMXASR-UHFFFAOYSA-N 8-methylpentadecan-1-ol Chemical compound CCCCCCCC(C)CCCCCCCO OYDBJGVJQMXASR-UHFFFAOYSA-N 0.000 claims description 3
- ZMYYAKLNVBDHJK-UHFFFAOYSA-N 9-methylhexadecan-1-ol Chemical compound CCCCCCCC(C)CCCCCCCCO ZMYYAKLNVBDHJK-UHFFFAOYSA-N 0.000 claims description 3
- OJHUUXKGMSEIAL-UHFFFAOYSA-N 9-methylpentadecan-1-ol Chemical compound CCCCCCC(C)CCCCCCCCO OJHUUXKGMSEIAL-UHFFFAOYSA-N 0.000 claims description 3
- 230000007797 corrosion Effects 0.000 claims description 3
- 238000005260 corrosion Methods 0.000 claims description 3
- 229920000620 organic polymer Polymers 0.000 claims description 3
- 239000000725 suspension Substances 0.000 claims description 3
- CDSRIXGDJPLOTE-UHFFFAOYSA-N 6-methylhexadecan-1-ol Chemical compound CCCCCCCCCCC(C)CCCCCO CDSRIXGDJPLOTE-UHFFFAOYSA-N 0.000 claims description 2
- VWIYQXVJELWBLM-UHFFFAOYSA-N 10-methylhexadecan-1-ol Chemical compound CCCCCCC(C)CCCCCCCCCO VWIYQXVJELWBLM-UHFFFAOYSA-N 0.000 claims 2
- BHUSBECOLJTBTA-UHFFFAOYSA-N 11-methylhexadecan-1-ol Chemical compound CCCCCC(C)CCCCCCCCCCO BHUSBECOLJTBTA-UHFFFAOYSA-N 0.000 claims 2
- RULGCHAXCANRBL-UHFFFAOYSA-N 12-methylhexadecan-1-ol Chemical compound CCCCC(C)CCCCCCCCCCCO RULGCHAXCANRBL-UHFFFAOYSA-N 0.000 claims 2
- CIUGEUVAWSWBTB-UHFFFAOYSA-N 12-methylpentadecan-1-ol Chemical compound CCCC(C)CCCCCCCCCCCO CIUGEUVAWSWBTB-UHFFFAOYSA-N 0.000 claims 2
- MVYPKRADYPIKKS-UHFFFAOYSA-N 2,10-dimethylpentadecan-1-ol Chemical compound CCCCCC(C)CCCCCCCC(C)CO MVYPKRADYPIKKS-UHFFFAOYSA-N 0.000 claims 2
- HTAKISAXTQLJGM-UHFFFAOYSA-N 2,10-dimethyltetradecan-1-ol Chemical compound CCCCC(C)CCCCCCCC(C)CO HTAKISAXTQLJGM-UHFFFAOYSA-N 0.000 claims 2
- SUECHUSKTKVWII-UHFFFAOYSA-N 2,11-dimethylpentadecan-1-ol Chemical compound CCCCC(C)CCCCCCCCC(C)CO SUECHUSKTKVWII-UHFFFAOYSA-N 0.000 claims 2
- LOZWNEWHBUXBCA-UHFFFAOYSA-N 2,11-dimethyltetradecan-1-ol Chemical compound CCCC(C)CCCCCCCCC(C)CO LOZWNEWHBUXBCA-UHFFFAOYSA-N 0.000 claims 2
- XKCHTVOKIYIWDN-UHFFFAOYSA-N 2,12-dimethylpentadecan-1-ol Chemical compound CCCC(C)CCCCCCCCCC(C)CO XKCHTVOKIYIWDN-UHFFFAOYSA-N 0.000 claims 2
- RGYRYZQXUBINQA-UHFFFAOYSA-N 2,12-dimethyltetradecan-1-ol Chemical compound CCC(C)CCCCCCCCCC(C)CO RGYRYZQXUBINQA-UHFFFAOYSA-N 0.000 claims 2
- UTJVUJVUBBPPGM-UHFFFAOYSA-N 2,13-dimethylpentadecan-1-ol Chemical compound CCC(C)CCCCCCCCCCC(C)CO UTJVUJVUBBPPGM-UHFFFAOYSA-N 0.000 claims 2
- MWNWEQHHASAOEU-UHFFFAOYSA-N 2,3-dimethylpentadecan-1-ol Chemical compound CCCCCCCCCCCCC(C)C(C)CO MWNWEQHHASAOEU-UHFFFAOYSA-N 0.000 claims 2
- PEHXXCUSMPZMKS-UHFFFAOYSA-N 2,3-dimethyltetradecan-1-ol Chemical compound CCCCCCCCCCCC(C)C(C)CO PEHXXCUSMPZMKS-UHFFFAOYSA-N 0.000 claims 2
- ZYIFYIQWTWPTEJ-UHFFFAOYSA-N 2,4-dimethylpentadecan-1-ol Chemical compound CCCCCCCCCCCC(C)CC(C)CO ZYIFYIQWTWPTEJ-UHFFFAOYSA-N 0.000 claims 2
- AVJVDWDELKUAKE-UHFFFAOYSA-N 2,4-dimethyltetradecan-1-ol Chemical compound CCCCCCCCCCC(C)CC(C)CO AVJVDWDELKUAKE-UHFFFAOYSA-N 0.000 claims 2
- SDMUDPFAXZEOLC-UHFFFAOYSA-N 2,5-dimethylpentadecan-1-ol Chemical compound CCCCCCCCCCC(C)CCC(C)CO SDMUDPFAXZEOLC-UHFFFAOYSA-N 0.000 claims 2
- FKFSERQPKIYIDW-UHFFFAOYSA-N 2,5-dimethyltetradecan-1-ol Chemical compound CCCCCCCCCC(C)CCC(C)CO FKFSERQPKIYIDW-UHFFFAOYSA-N 0.000 claims 2
- BJOQVMRLMCFVMF-UHFFFAOYSA-N 2,6-dimethylpentadecan-1-ol Chemical compound CCCCCCCCCC(C)CCCC(C)CO BJOQVMRLMCFVMF-UHFFFAOYSA-N 0.000 claims 2
- DRDVHCSNTGTEOH-UHFFFAOYSA-N 2,6-dimethyltetradecan-1-ol Chemical compound CCCCCCCCC(C)CCCC(C)CO DRDVHCSNTGTEOH-UHFFFAOYSA-N 0.000 claims 2
- YENWQWYLHJTAQB-UHFFFAOYSA-N 2,7-dimethylpentadecan-1-ol Chemical compound CCCCCCCCC(C)CCCCC(C)CO YENWQWYLHJTAQB-UHFFFAOYSA-N 0.000 claims 2
- DLQBSLQQCAVWDT-UHFFFAOYSA-N 2,7-dimethyltetradecan-1-ol Chemical compound CCCCCCCC(C)CCCCC(C)CO DLQBSLQQCAVWDT-UHFFFAOYSA-N 0.000 claims 2
- OVFVOONETFEMQT-UHFFFAOYSA-N 2,8-dimethylpentadecan-1-ol Chemical compound CCCCCCCC(C)CCCCCC(C)CO OVFVOONETFEMQT-UHFFFAOYSA-N 0.000 claims 2
- GUTMCTKABIVFAX-UHFFFAOYSA-N 2,8-dimethyltetradecan-1-ol Chemical compound CCCCCCC(C)CCCCCC(C)CO GUTMCTKABIVFAX-UHFFFAOYSA-N 0.000 claims 2
- KRWVIVSNXFPYJB-UHFFFAOYSA-N 2,9-dimethylpentadecan-1-ol Chemical compound CCCCCCC(C)CCCCCCC(C)CO KRWVIVSNXFPYJB-UHFFFAOYSA-N 0.000 claims 2
- HRARMCULBGOAPD-UHFFFAOYSA-N 2,9-dimethyltetradecan-1-ol Chemical compound CCCCCC(C)CCCCCCC(C)CO HRARMCULBGOAPD-UHFFFAOYSA-N 0.000 claims 2
- 239000007788 liquid Substances 0.000 abstract description 68
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 66
- 238000000034 method Methods 0.000 abstract description 60
- 230000008569 process Effects 0.000 abstract description 23
- 238000009472 formulation Methods 0.000 abstract description 17
- 235000019441 ethanol Nutrition 0.000 description 95
- 239000000047 product Substances 0.000 description 80
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 76
- 150000008051 alkyl sulfates Chemical class 0.000 description 76
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 65
- 239000000463 material Substances 0.000 description 62
- 229940088598 enzyme Drugs 0.000 description 52
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 47
- 238000005406 washing Methods 0.000 description 44
- 238000006243 chemical reaction Methods 0.000 description 38
- 229910052757 nitrogen Inorganic materials 0.000 description 38
- 229920001223 polyethylene glycol Polymers 0.000 description 38
- 239000003054 catalyst Substances 0.000 description 35
- 239000011734 sodium Substances 0.000 description 35
- 239000002202 Polyethylene glycol Substances 0.000 description 32
- 150000001298 alcohols Chemical class 0.000 description 32
- 108010065511 Amylases Proteins 0.000 description 31
- 102000013142 Amylases Human genes 0.000 description 31
- 239000007791 liquid phase Substances 0.000 description 30
- 239000002245 particle Substances 0.000 description 30
- 239000000243 solution Substances 0.000 description 30
- 150000001412 amines Chemical group 0.000 description 29
- 235000019418 amylase Nutrition 0.000 description 29
- 150000003839 salts Chemical class 0.000 description 29
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 28
- 229910052708 sodium Inorganic materials 0.000 description 28
- 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 26
- 235000014113 dietary fatty acids Nutrition 0.000 description 26
- 239000000194 fatty acid Substances 0.000 description 26
- 229930195729 fatty acid Natural products 0.000 description 26
- 239000004744 fabric Substances 0.000 description 25
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical group [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 24
- 150000002148 esters Chemical class 0.000 description 24
- 239000012071 phase Substances 0.000 description 24
- 229920000642 polymer Polymers 0.000 description 23
- 239000002253 acid Substances 0.000 description 22
- 229940025131 amylases Drugs 0.000 description 21
- 229920001296 polysiloxane Polymers 0.000 description 21
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 20
- 108090001060 Lipase Proteins 0.000 description 20
- 102000004882 Lipase Human genes 0.000 description 20
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 20
- 230000000694 effects Effects 0.000 description 20
- 108091005804 Peptidases Proteins 0.000 description 19
- 239000007859 condensation product Substances 0.000 description 19
- 229920001577 copolymer Polymers 0.000 description 19
- 239000003921 oil Substances 0.000 description 19
- 239000002904 solvent Substances 0.000 description 19
- 239000004367 Lipase Substances 0.000 description 18
- 239000003085 diluting agent Substances 0.000 description 18
- 150000004665 fatty acids Chemical class 0.000 description 18
- 235000019421 lipase Nutrition 0.000 description 18
- 235000019198 oils Nutrition 0.000 description 18
- 150000001336 alkenes Chemical class 0.000 description 17
- 238000004851 dishwashing Methods 0.000 description 17
- 150000002191 fatty alcohols Chemical class 0.000 description 17
- 238000004519 manufacturing process Methods 0.000 description 17
- 239000010457 zeolite Substances 0.000 description 17
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 16
- 239000004365 Protease Substances 0.000 description 16
- 230000015572 biosynthetic process Effects 0.000 description 16
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 15
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- 229910021536 Zeolite Inorganic materials 0.000 description 15
- 239000000975 dye Substances 0.000 description 15
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical class CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 15
- 239000002304 perfume Substances 0.000 description 15
- 239000000126 substance Substances 0.000 description 15
- 239000004382 Amylase Substances 0.000 description 14
- 125000003342 alkenyl group Chemical group 0.000 description 14
- 229910052799 carbon Inorganic materials 0.000 description 14
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 14
- 150000002430 hydrocarbons Chemical class 0.000 description 14
- 229920005646 polycarboxylate Polymers 0.000 description 14
- 229910052700 potassium Inorganic materials 0.000 description 14
- 238000002360 preparation method Methods 0.000 description 14
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 13
- 102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 description 13
- 125000000129 anionic group Chemical group 0.000 description 13
- IJKVHSBPTUYDLN-UHFFFAOYSA-N dihydroxy(oxo)silane Chemical compound O[Si](O)=O IJKVHSBPTUYDLN-UHFFFAOYSA-N 0.000 description 13
- 239000011591 potassium Substances 0.000 description 13
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 13
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 12
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 12
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 12
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- 125000002091 cationic group Chemical group 0.000 description 12
- 229930195733 hydrocarbon Natural products 0.000 description 12
- REIUXOLGHVXAEO-UHFFFAOYSA-N n-pentadecyl alcohol Natural products CCCCCCCCCCCCCCCO REIUXOLGHVXAEO-UHFFFAOYSA-N 0.000 description 12
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- 241000894007 species Species 0.000 description 12
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- GGQQNYXPYWCUHG-RMTFUQJTSA-N (3e,6e)-deca-3,6-diene Chemical compound CCC\C=C\C\C=C\CC GGQQNYXPYWCUHG-RMTFUQJTSA-N 0.000 description 11
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 11
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 11
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 11
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 11
- 229910052783 alkali metal Inorganic materials 0.000 description 11
- 239000000460 chlorine Substances 0.000 description 11
- 229910052801 chlorine Inorganic materials 0.000 description 11
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 11
- 230000002209 hydrophobic effect Effects 0.000 description 11
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- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 10
- 150000007513 acids Chemical class 0.000 description 10
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- 150000007942 carboxylates Chemical group 0.000 description 10
- 150000001768 cations Chemical class 0.000 description 10
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 10
- 239000007789 gas Substances 0.000 description 10
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- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 9
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 9
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 150000003863 ammonium salts Chemical class 0.000 description 9
- 150000001450 anions Chemical class 0.000 description 9
- 239000002738 chelating agent Substances 0.000 description 9
- 239000002270 dispersing agent Substances 0.000 description 9
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 9
- 239000003960 organic solvent Substances 0.000 description 9
- 150000003138 primary alcohols Chemical class 0.000 description 9
- 150000004760 silicates Chemical class 0.000 description 9
- 230000000087 stabilizing effect Effects 0.000 description 9
- 239000004711 α-olefin Substances 0.000 description 9
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N 1-Tetradecanol Natural products CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 8
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 8
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 8
- 108010084185 Cellulases Proteins 0.000 description 8
- 102000005575 Cellulases Human genes 0.000 description 8
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 8
- DMULVCHRPCFFGV-UHFFFAOYSA-N N,N-dimethyltryptamine Chemical compound C1=CC=C2C(CCN(C)C)=CNC2=C1 DMULVCHRPCFFGV-UHFFFAOYSA-N 0.000 description 8
- 229910019142 PO4 Inorganic materials 0.000 description 8
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- 230000000717 retained effect Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 229910001752 sacrofanite Inorganic materials 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
- 229960001860 salicylate Drugs 0.000 description 1
- 239000010671 sandalwood oil Substances 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229940071207 sesquicarbonate Drugs 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 238000007873 sieving Methods 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 229910021647 smectite Inorganic materials 0.000 description 1
- 239000000429 sodium aluminium silicate Substances 0.000 description 1
- 235000012217 sodium aluminium silicate Nutrition 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 229940079842 sodium cumenesulfonate Drugs 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 229940001584 sodium metabisulfite Drugs 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- SZINDZNWFLBXKV-UHFFFAOYSA-M sodium;2-(2-hydroxyethoxy)ethanesulfonate Chemical compound [Na+].OCCOCCS([O-])(=O)=O SZINDZNWFLBXKV-UHFFFAOYSA-M 0.000 description 1
- XRQFJUYYMJOWCT-UHFFFAOYSA-M sodium;2-[2-(2-hydroxyethoxy)ethoxy]ethanesulfonate Chemical compound [Na+].OCCOCCOCCS([O-])(=O)=O XRQFJUYYMJOWCT-UHFFFAOYSA-M 0.000 description 1
- CVXNPALMJQXREE-UHFFFAOYSA-M sodium;2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethanesulfonate Chemical compound [Na+].OCCOCCOCCOCCS([O-])(=O)=O CVXNPALMJQXREE-UHFFFAOYSA-M 0.000 description 1
- DAPMZWDGZVFZMK-UHFFFAOYSA-N sodium;2-[2-[4-[4-[2-(2-sulfophenyl)ethenyl]phenyl]phenyl]ethenyl]benzenesulfonic acid Chemical group [Na].[Na].OS(=O)(=O)C1=CC=CC=C1C=CC1=CC=C(C=2C=CC(C=CC=3C(=CC=CC=3)S(O)(=O)=O)=CC=2)C=C1 DAPMZWDGZVFZMK-UHFFFAOYSA-N 0.000 description 1
- KQHKITXZJDOIOD-UHFFFAOYSA-M sodium;3-sulfobenzoate Chemical compound [Na+].OS(=O)(=O)C1=CC=CC(C([O-])=O)=C1 KQHKITXZJDOIOD-UHFFFAOYSA-M 0.000 description 1
- QEKATQBVVAZOAY-UHFFFAOYSA-M sodium;4-propan-2-ylbenzenesulfonate Chemical compound [Na+].CC(C)C1=CC=C(S([O-])(=O)=O)C=C1 QEKATQBVVAZOAY-UHFFFAOYSA-M 0.000 description 1
- MWZFQMUXPSUDJQ-KVVVOXFISA-M sodium;[(z)-octadec-9-enyl] sulfate Chemical compound [Na+].CCCCCCCC\C=C/CCCCCCCCOS([O-])(=O)=O MWZFQMUXPSUDJQ-KVVVOXFISA-M 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 125000003696 stearoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical class C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 238000006277 sulfonation reaction Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 229940116411 terpineol Drugs 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
- 150000004685 tetrahydrates Chemical class 0.000 description 1
- MSLRPWGRFCKNIZ-UHFFFAOYSA-J tetrasodium;hydrogen peroxide;dicarbonate Chemical compound [Na+].[Na+].[Na+].[Na+].OO.OO.OO.[O-]C([O-])=O.[O-]C([O-])=O MSLRPWGRFCKNIZ-UHFFFAOYSA-J 0.000 description 1
- DHCDFWKWKRSZHF-UHFFFAOYSA-L thiosulfate(2-) Chemical compound [O-]S([S-])(=O)=O DHCDFWKWKRSZHF-UHFFFAOYSA-L 0.000 description 1
- 239000013008 thixotropic agent Substances 0.000 description 1
- 101150014006 thrA gene Proteins 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- CRDAMVZIKSXKFV-UHFFFAOYSA-N trans-Farnesol Natural products CC(C)=CCCC(C)=CCCC(C)=CCO CRDAMVZIKSXKFV-UHFFFAOYSA-N 0.000 description 1
- GTZCVFVGUGFEME-UHFFFAOYSA-N trans-aconitic acid Natural products OC(=O)CC(C(O)=O)=CC(O)=O GTZCVFVGUGFEME-UHFFFAOYSA-N 0.000 description 1
- 230000001052 transient effect Effects 0.000 description 1
- QQOWHRYOXYEMTL-UHFFFAOYSA-N triazin-4-amine Chemical class N=C1C=CN=NN1 QQOWHRYOXYEMTL-UHFFFAOYSA-N 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 125000005591 trimellitate group Chemical group 0.000 description 1
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical compound OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 1
- CMSYDJVRTHCWFP-UHFFFAOYSA-N triphenylphosphane;hydrobromide Chemical compound Br.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 CMSYDJVRTHCWFP-UHFFFAOYSA-N 0.000 description 1
- JXVGWAIUCIHLLC-UHFFFAOYSA-K trisodium 2-hydroxypropane-1,2,3-tricarboxylate 2-hydroxypropane-1,2,3-tricarboxylic acid dihydrate Chemical compound O.O.[Na+].[Na+].[Na+].OC(=O)CC(O)(CC(O)=O)C(O)=O.OC(CC([O-])=O)(CC([O-])=O)C([O-])=O JXVGWAIUCIHLLC-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
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 210000001364 upper extremity Anatomy 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- FUQAYSQLAOJBBC-PAPYEOQZSA-N β-caryophyllene alcohol Chemical compound C1C[C@](C2)(C)CCC[C@]2(O)[C@H]2CC(C)(C)[C@@H]21 FUQAYSQLAOJBBC-PAPYEOQZSA-N 0.000 description 1
Classifications
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/722—Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US3191796P | 1996-11-26 | 1996-11-26 | |
| US60/031,917 | 1996-11-26 | ||
| PCT/US1997/021160 WO1998023712A2 (en) | 1996-11-26 | 1997-11-19 | Polyoxyalkylene surfactants |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2272139A1 CA2272139A1 (en) | 1998-06-04 |
| CA2272139C true CA2272139C (en) | 2002-12-17 |
Family
ID=21862096
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002272139A Expired - Fee Related CA2272139C (en) | 1996-11-26 | 1997-11-19 | Polyoxyalkylene surfactants |
Country Status (11)
| Country | Link |
|---|---|
| EP (1) | EP0944699A2 (cs) |
| JP (2) | JP4364308B2 (cs) |
| CN (2) | CN1120226C (cs) |
| AR (1) | AR011769A1 (cs) |
| BR (1) | BR9713301A (cs) |
| CA (1) | CA2272139C (cs) |
| CZ (1) | CZ302716B6 (cs) |
| HU (1) | HUP0001842A3 (cs) |
| MA (1) | MA24408A1 (cs) |
| TR (1) | TR199901159T2 (cs) |
| WO (1) | WO1998023712A2 (cs) |
Families Citing this family (39)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EG22088A (en) * | 1996-04-16 | 2002-07-31 | Procter & Gamble | Alkoxylated sulfates |
| PH11997056158B1 (en) * | 1996-04-16 | 2001-10-15 | Procter & Gamble | Mid-chain branched primary alkyl sulphates as surfactants |
| MA24137A1 (fr) | 1996-04-16 | 1997-12-31 | Procter & Gamble | Fabrication d'agents de surface ramifies . |
| ATE221569T1 (de) * | 1996-04-16 | 2002-08-15 | Procter & Gamble | Ausgewählte mitten in der kette verzweigte oberflächenaktive substanzen enthaltende flüssige reinigungsmittel |
| EG21174A (en) * | 1996-04-16 | 2000-12-31 | Procter & Gamble | Surfactant manufacture |
| US6093856A (en) * | 1996-11-26 | 2000-07-25 | The Procter & Gamble Company | Polyoxyalkylene surfactants |
| ZA989155B (en) | 1997-10-10 | 1999-04-12 | Procter & Gamble | Mixed surfactant system |
| JP2001520270A (ja) * | 1997-10-14 | 2001-10-30 | ザ、プロクター、エンド、ギャンブル、カンパニー | 中間鎖分岐界面活性剤を含んだ非水性液体洗剤組成物 |
| CA2306099C (en) | 1997-10-14 | 2003-12-30 | The Procter & Gamble Company | Granular detergent compositions comprising mid-chain branched surfactants |
| CN1187036C (zh) | 1997-10-14 | 2005-02-02 | 普罗克特和甘保尔公司 | 含有中链支化表面活性剂的个人清洁组合物 |
| BR9813065A (pt) | 1997-10-14 | 2002-05-28 | Procter & Gamble | Composições detergente de lavagem de louça lìquida ou em gel, de serviço leve, compreendendo tensoativos ramificados de cadeia média |
| WO1999064552A1 (en) * | 1998-06-10 | 1999-12-16 | The Procter & Gamble Company | Detergent compositions comprising a mannanase and a mid-branched anionic surfactant |
| US7202205B1 (en) | 1999-09-01 | 2007-04-10 | Daniel Stedman Connor | Processes for making surfactants via adsorptive separation and products thereof |
| EP1241112A3 (en) | 2001-03-15 | 2003-02-26 | The Procter & Gamble Company | Flexible multiple compartment pouch |
| GB0123382D0 (en) * | 2001-09-28 | 2001-11-21 | Unilever Plc | Water soluble package and liquid contents thereof |
| CA2425618C (en) * | 2002-04-17 | 2007-10-23 | Nippon Shokubai Co., Ltd. | Specific polymer-compounded detergent composition |
| DE10326147A1 (de) * | 2003-06-06 | 2005-03-03 | Byk-Chemie Gmbh | Epoxid-Addukte und deren Salze als Dispergiermittel |
| DE102004053969A1 (de) * | 2004-11-09 | 2005-09-15 | Clariant Gmbh | Flüssigwaschmittel enthaltend sekundäres Alkansulfonat und kationische Tenside |
| DE102005040274B3 (de) * | 2005-08-24 | 2007-04-12 | Henkel Kgaa | Schaumregulatorgranulat |
| AU2007269169A1 (en) * | 2006-07-03 | 2008-01-10 | Novozymes Biologicals, Inc. | Cleaning composition |
| JP5334384B2 (ja) * | 2007-07-06 | 2013-11-06 | 大日本除蟲菊株式会社 | アフタードローを抑えたエアゾール用発泡性洗剤組成物 |
| RU2532165C2 (ru) * | 2008-09-22 | 2014-10-27 | Дзе Проктер Энд Гэмбл Компани | Определенные разветвленные альдегиды, спирты, поверхностно -активные вещества и потребительские продукты на их основе |
| JP5548390B2 (ja) | 2009-05-29 | 2014-07-16 | 花王株式会社 | 液体洗浄剤組成物 |
| ES2643613T3 (es) | 2010-08-17 | 2017-11-23 | The Procter & Gamble Company | Detergentes para el lavado de vajillas a mano sostenibles y estables |
| CN102995468B (zh) * | 2012-11-26 | 2015-04-15 | 浙江安诺其助剂有限公司 | 一种涤纶织物染色除油剂及其制备方法 |
| JP6052777B2 (ja) * | 2012-12-26 | 2016-12-27 | 花王株式会社 | 液体洗浄剤組成物 |
| JP6207084B2 (ja) * | 2014-06-25 | 2017-10-04 | ライオン株式会社 | 食器洗い用液体洗浄剤 |
| CA2958305A1 (en) * | 2014-09-08 | 2016-03-17 | The Procter & Gamble Company | Detergent compositions containing a branched surfactant |
| US10550354B2 (en) | 2015-05-19 | 2020-02-04 | Ecolab Usa Inc. | Efficient surfactant system on plastic and all types of ware |
| CN109311066B (zh) * | 2016-04-08 | 2020-04-03 | 多伦多大学管理委员会 | 用于应用于高蛋白质含量液滴运输的数字微流体装置的表面活性剂添加剂 |
| CA3107070A1 (en) | 2018-07-25 | 2020-01-30 | Ecolab Usa Inc. | Rinse aid formulation for cleaning automotive parts |
| WO2020231606A1 (en) * | 2019-05-10 | 2020-11-19 | Dow Global Technologies Llc | Surfactant blend compositions |
| CN110452369B (zh) * | 2019-07-04 | 2022-10-28 | 联泓(江苏)新材料研究院有限公司 | 一种除油乳化性能优异的异构醇嵌段聚醚及其制备方法和应用 |
| ES3023344T3 (en) * | 2020-06-05 | 2025-05-30 | Procter & Gamble | Liquid hand dishwashing detergent composition |
| WO2023081742A1 (en) | 2021-11-04 | 2023-05-11 | Coty Inc. | Ethanol-free fragrance chassis |
| NL2035477B1 (en) | 2023-02-20 | 2024-09-03 | Coty Inc | Eye cream formulation |
| FR3146280A1 (fr) | 2023-03-03 | 2024-09-06 | Coty Inc. | Formulations cosmétiques et leurs utilisations |
| WO2024196726A1 (en) * | 2023-03-17 | 2024-09-26 | Ecolab Usa Inc. | Capped block copolymers, their synthesis, manufacture, and methods of use |
| NL2034750B1 (en) | 2023-05-02 | 2024-11-14 | Coty Inc | Ethanol-free fragrance chassis |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2213007A1 (de) * | 1972-03-17 | 1973-09-20 | Henkel & Cie Gmbh | Klarspuelmittel fuer die maschinelle geschirreinigung |
| CA1049046A (en) * | 1972-06-07 | 1979-02-20 | Texaco Development Corporation | Vinylidene alcohol compositions |
| US3887624A (en) * | 1972-06-07 | 1975-06-03 | Jefferson Chem Co Inc | Vinylidene alcohol compositions |
| DE2243307C2 (de) * | 1972-09-02 | 1982-04-15 | Henkel KGaA, 4000 Düsseldorf | Feste Wasch- und Waschhilfsmittel mit einem Gehalt an vergrauungsverhütenden Zusätzen |
| CA1059865A (en) * | 1974-03-21 | 1979-08-07 | The Procter And Gamble Company | Detergent compositions |
| GB1495146A (en) * | 1974-04-11 | 1977-12-14 | Procter & Gamble | Controlled sudsing detergent compositions |
| GB1495145A (en) * | 1974-04-11 | 1977-12-14 | Procter & Gamble | Controlled sudsing detergent compositions |
| DE2817834C2 (de) * | 1978-04-24 | 1983-05-19 | Henkel KGaA, 4000 Düsseldorf | Flüssiges Waschmittel |
| EP0294574A3 (de) * | 1987-06-06 | 1989-04-26 | Degussa Aktiengesellschaft | Wässrige stabile Suspension wasserunlöslicher zum Binden von Calciumionen befähigter Silikate und deren Verwendung zur Herstellung von Wasch- und Reinigungsmitteln |
| TW291496B (cs) * | 1991-02-01 | 1996-11-21 | Hoechst Ag | |
| AU5431394A (en) * | 1992-11-16 | 1994-06-08 | Unilever Plc | Detergent compositions |
| JPH0873890A (ja) * | 1994-09-05 | 1996-03-19 | Lion Corp | 液体硬表面洗浄剤組成物 |
| EP0797653A1 (en) * | 1994-12-16 | 1997-10-01 | The Procter & Gamble Company | Hard surface cleaners comprising highly ethoxylated guerbet alcohols |
| ATE221569T1 (de) * | 1996-04-16 | 2002-08-15 | Procter & Gamble | Ausgewählte mitten in der kette verzweigte oberflächenaktive substanzen enthaltende flüssige reinigungsmittel |
-
1997
- 1997-11-19 CA CA002272139A patent/CA2272139C/en not_active Expired - Fee Related
- 1997-11-19 CN CN97181417A patent/CN1120226C/zh not_active Expired - Fee Related
- 1997-11-19 HU HU0001842A patent/HUP0001842A3/hu unknown
- 1997-11-19 TR TR1999/01159T patent/TR199901159T2/xx unknown
- 1997-11-19 EP EP97948391A patent/EP0944699A2/en not_active Withdrawn
- 1997-11-19 JP JP52472898A patent/JP4364308B2/ja not_active Expired - Fee Related
- 1997-11-19 CN CNB021475083A patent/CN100457880C/zh not_active Expired - Fee Related
- 1997-11-19 CZ CZ0186899A patent/CZ302716B6/cs not_active IP Right Cessation
- 1997-11-19 BR BR9713301A patent/BR9713301A/pt not_active IP Right Cessation
- 1997-11-19 WO PCT/US1997/021160 patent/WO1998023712A2/en not_active Application Discontinuation
- 1997-11-25 MA MA24875A patent/MA24408A1/fr unknown
- 1997-11-26 AR ARP970105555A patent/AR011769A1/es unknown
-
2006
- 2006-09-07 JP JP2006243135A patent/JP2007016246A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| CZ302716B6 (cs) | 2011-09-21 |
| JP2001506679A (ja) | 2001-05-22 |
| HUP0001842A2 (hu) | 2000-09-28 |
| JP4364308B2 (ja) | 2009-11-18 |
| CN100457880C (zh) | 2009-02-04 |
| CA2272139A1 (en) | 1998-06-04 |
| WO1998023712A3 (en) | 1998-07-23 |
| HUP0001842A3 (en) | 2001-02-28 |
| JP2007016246A (ja) | 2007-01-25 |
| AR011769A1 (es) | 2000-09-13 |
| MA24408A1 (fr) | 1998-07-01 |
| WO1998023712A2 (en) | 1998-06-04 |
| CZ186899A3 (cs) | 2000-04-12 |
| BR9713301A (pt) | 2000-03-21 |
| EP0944699A2 (en) | 1999-09-29 |
| CN1441042A (zh) | 2003-09-10 |
| CN1244892A (zh) | 2000-02-16 |
| CN1120226C (zh) | 2003-09-03 |
| TR199901159T2 (xx) | 1999-08-23 |
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