IL84329A - Proxycarboxylic acid sulfonic acids, their preparation and the bleaching mixtures containing them - Google Patents
Proxycarboxylic acid sulfonic acids, their preparation and the bleaching mixtures containing themInfo
- Publication number
- IL84329A IL84329A IL8432987A IL8432987A IL84329A IL 84329 A IL84329 A IL 84329A IL 8432987 A IL8432987 A IL 8432987A IL 8432987 A IL8432987 A IL 8432987A IL 84329 A IL84329 A IL 84329A
- Authority
- IL
- Israel
- Prior art keywords
- group
- compound
- composition
- acid
- ooh
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 123
- 239000007844 bleaching agent Substances 0.000 title claims abstract description 32
- 239000002253 acid Substances 0.000 title abstract description 52
- 150000007513 acids Chemical class 0.000 title abstract description 39
- 150000003457 sulfones Chemical class 0.000 title abstract description 33
- 238000002360 preparation method Methods 0.000 title description 20
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 47
- 239000003599 detergent Substances 0.000 claims abstract description 33
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 10
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 5
- 125000004434 sulfur atom Chemical group 0.000 claims abstract description 5
- 150000001875 compounds Chemical class 0.000 claims description 63
- 229910052760 oxygen Inorganic materials 0.000 claims description 50
- 239000001301 oxygen Substances 0.000 claims description 50
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 49
- 239000007787 solid Substances 0.000 claims description 44
- 125000000217 alkyl group Chemical group 0.000 claims description 39
- 238000000034 method Methods 0.000 claims description 38
- 238000004061 bleaching Methods 0.000 claims description 37
- SCKXCAADGDQQCS-UHFFFAOYSA-N Performic acid Chemical compound OOC=O SCKXCAADGDQQCS-UHFFFAOYSA-N 0.000 claims description 29
- 230000008569 process Effects 0.000 claims description 21
- 229910014569 C—OOH Inorganic materials 0.000 claims description 17
- 239000004094 surface-active agent Substances 0.000 claims description 17
- 125000003118 aryl group Chemical group 0.000 claims description 10
- 239000003945 anionic surfactant Substances 0.000 claims description 9
- XCRBXWCUXJNEFX-UHFFFAOYSA-N peroxybenzoic acid Chemical group OOC(=O)C1=CC=CC=C1 XCRBXWCUXJNEFX-UHFFFAOYSA-N 0.000 claims description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- 125000000129 anionic group Chemical group 0.000 claims description 6
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 239000002736 nonionic surfactant Substances 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 239000002888 zwitterionic surfactant Substances 0.000 claims description 3
- 239000012736 aqueous medium Substances 0.000 claims description 2
- 125000003884 phenylalkyl group Chemical group 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 73
- 239000000047 product Substances 0.000 description 50
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 44
- 229910001868 water Inorganic materials 0.000 description 36
- 239000000463 material Substances 0.000 description 32
- -1 sulfone peroxy-carboxylic acid compound Chemical class 0.000 description 31
- 239000011541 reaction mixture Substances 0.000 description 29
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 27
- 239000004327 boric acid Substances 0.000 description 27
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 26
- 239000000243 solution Substances 0.000 description 25
- 229960002163 hydrogen peroxide Drugs 0.000 description 22
- 239000003795 chemical substances by application Substances 0.000 description 21
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 18
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- 150000003839 salts Chemical class 0.000 description 18
- 238000009472 formulation Methods 0.000 description 17
- 239000011734 sodium Substances 0.000 description 17
- 229910052708 sodium Inorganic materials 0.000 description 17
- 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
- 238000012360 testing method Methods 0.000 description 15
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 14
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 14
- 238000013019 agitation Methods 0.000 description 14
- 238000001816 cooling Methods 0.000 description 14
- 239000002243 precursor Substances 0.000 description 14
- 150000004965 peroxy acids Chemical group 0.000 description 13
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 12
- 239000008367 deionised water Substances 0.000 description 12
- 229910021641 deionized water Inorganic materials 0.000 description 12
- 230000000694 effects Effects 0.000 description 11
- 239000004744 fabric Substances 0.000 description 11
- 239000011521 glass Substances 0.000 description 11
- 238000010438 heat treatment Methods 0.000 description 11
- 150000002148 esters Chemical class 0.000 description 10
- 238000001914 filtration Methods 0.000 description 10
- 239000004615 ingredient Substances 0.000 description 10
- 239000002245 particle Substances 0.000 description 9
- 238000010992 reflux Methods 0.000 description 9
- 238000003860 storage Methods 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 8
- 239000002002 slurry Substances 0.000 description 8
- 125000001174 sulfone group Chemical group 0.000 description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 7
- 239000012190 activator Substances 0.000 description 7
- 239000007795 chemical reaction product Substances 0.000 description 7
- 239000000975 dye Substances 0.000 description 7
- 239000008187 granular material Substances 0.000 description 7
- 229940098779 methanesulfonic acid Drugs 0.000 description 7
- 239000003760 tallow Substances 0.000 description 7
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 6
- 229960000583 acetic acid Drugs 0.000 description 6
- 229910052783 alkali metal Inorganic materials 0.000 description 6
- 150000001340 alkali metals Chemical class 0.000 description 6
- 235000014113 dietary fatty acids Nutrition 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- 229930195729 fatty acid Natural products 0.000 description 6
- 238000010979 pH adjustment Methods 0.000 description 6
- 239000011591 potassium Substances 0.000 description 6
- 229910052700 potassium Inorganic materials 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 5
- 239000004698 Polyethylene Substances 0.000 description 5
- 230000002378 acidificating effect Effects 0.000 description 5
- 239000000460 chlorine Substances 0.000 description 5
- 229910052801 chlorine Inorganic materials 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 235000019198 oils Nutrition 0.000 description 5
- 238000005502 peroxidation Methods 0.000 description 5
- 229920000573 polyethylene Polymers 0.000 description 5
- 150000004760 silicates Chemical class 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 4
- 235000013162 Cocos nucifera Nutrition 0.000 description 4
- 244000060011 Cocos nucifera Species 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 229920000388 Polyphosphate Polymers 0.000 description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- 239000012362 glacial acetic acid Substances 0.000 description 4
- 125000000623 heterocyclic group Chemical group 0.000 description 4
- 239000012071 phase Substances 0.000 description 4
- 239000001205 polyphosphate Substances 0.000 description 4
- 235000011176 polyphosphates Nutrition 0.000 description 4
- 159000000001 potassium salts Chemical class 0.000 description 4
- 239000000344 soap Substances 0.000 description 4
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 230000006641 stabilisation Effects 0.000 description 4
- 238000011105 stabilization Methods 0.000 description 4
- 239000012258 stirred mixture Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- 238000004448 titration Methods 0.000 description 4
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 4
- 239000010457 zeolite Substances 0.000 description 4
- GWOLZNVIRIHJHB-UHFFFAOYSA-N 11-mercaptoundecanoic acid Chemical compound OC(=O)CCCCCCCCCCS GWOLZNVIRIHJHB-UHFFFAOYSA-N 0.000 description 3
- FBFBNGJZFXSFFY-UHFFFAOYSA-N 3-(2-carboxyethylsulfonyl)propanoic acid Chemical compound OC(=O)CCS(=O)(=O)CCC(O)=O FBFBNGJZFXSFFY-UHFFFAOYSA-N 0.000 description 3
- HJOHWICBMURIRO-UHFFFAOYSA-N 3-cyclohexylsulfonylpropanoic acid Chemical compound OC(=O)CCS(=O)(=O)C1CCCCC1 HJOHWICBMURIRO-UHFFFAOYSA-N 0.000 description 3
- NQMGODXTYQRCQN-UHFFFAOYSA-N 3-decylsulfonylpropanoic acid Chemical compound CCCCCCCCCCS(=O)(=O)CCC(O)=O NQMGODXTYQRCQN-UHFFFAOYSA-N 0.000 description 3
- ZFCZFJRIZRQGCJ-UHFFFAOYSA-N 4-methylsulfonylbenzenecarboperoxoic acid Chemical compound CS(=O)(=O)C1=CC=C(C(=O)OO)C=C1 ZFCZFJRIZRQGCJ-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical class C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 3
- IAZDPXIOMUYVGZ-WFGJKAKNSA-N Dimethyl sulfoxide Chemical compound [2H]C([2H])([2H])S(=O)C([2H])([2H])[2H] IAZDPXIOMUYVGZ-WFGJKAKNSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 229940077388 benzenesulfonate Drugs 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
- 238000000354 decomposition reaction Methods 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 3
- 239000005457 ice water Substances 0.000 description 3
- 239000007791 liquid phase Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 235000021317 phosphate Nutrition 0.000 description 3
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- 239000011574 phosphorus Substances 0.000 description 3
- 229920005646 polycarboxylate Polymers 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 3
- 235000019832 sodium triphosphate Nutrition 0.000 description 3
- 239000012265 solid product Substances 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 150000003462 sulfoxides Chemical class 0.000 description 3
- 238000005303 weighing Methods 0.000 description 3
- IUDGNRWYNOEIKF-UHFFFAOYSA-N 11-bromo-undecanoic acid Chemical compound OC(=O)CCCCCCCCCCBr IUDGNRWYNOEIKF-UHFFFAOYSA-N 0.000 description 2
- LSGYPWJMTUEPTF-UHFFFAOYSA-N 2-(2-carbonoperoxoylphenyl)sulfonylbenzenecarboperoxoic acid Chemical compound OOC(=O)C1=CC=CC=C1S(=O)(=O)C1=CC=CC=C1C(=O)OO LSGYPWJMTUEPTF-UHFFFAOYSA-N 0.000 description 2
- ODJQKYXPKWQWNK-UHFFFAOYSA-N 3,3'-Thiobispropanoic acid Chemical compound OC(=O)CCSCCC(O)=O ODJQKYXPKWQWNK-UHFFFAOYSA-N 0.000 description 2
- KENOYUBXYMCHQU-UHFFFAOYSA-N 3-(3-hydroperoxy-3-oxopropyl)sulfonylpropaneperoxoic acid Chemical compound OOC(=O)CCS(=O)(=O)CCC(=O)OO KENOYUBXYMCHQU-UHFFFAOYSA-N 0.000 description 2
- KRYOSDLLGJCUAY-UHFFFAOYSA-N 3-decylsulfonylpropaneperoxoic acid Chemical compound CCCCCCCCCCS(=O)(=O)CCC(=O)OO KRYOSDLLGJCUAY-UHFFFAOYSA-N 0.000 description 2
- AJBWNNKDUMXZLM-UHFFFAOYSA-N 4-methylsulfonylbenzoic acid Chemical compound CS(=O)(=O)C1=CC=C(C(O)=O)C=C1 AJBWNNKDUMXZLM-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical class OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- PIRUYKRSRWQFTE-UHFFFAOYSA-N OOC(=O)CC1=CC=C(CC(=O)OO)C=C1 Chemical compound OOC(=O)CC1=CC=C(CC(=O)OO)C=C1 PIRUYKRSRWQFTE-UHFFFAOYSA-N 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- 239000004115 Sodium Silicate Substances 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 229920006362 Teflon® Polymers 0.000 description 2
- 229910052770 Uranium Inorganic materials 0.000 description 2
- 229910021536 Zeolite Inorganic materials 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 239000002671 adjuvant Substances 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 150000001335 aliphatic alkanes Chemical group 0.000 description 2
- 150000008051 alkyl sulfates Chemical class 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000000872 buffer Substances 0.000 description 2
- 239000006172 buffering agent Substances 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 150000007942 carboxylates Chemical class 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- CMKBCTPCXZNQKX-UHFFFAOYSA-N cyclohexanethiol Chemical compound SC1CCCCC1 CMKBCTPCXZNQKX-UHFFFAOYSA-N 0.000 description 2
- VTXVGVNLYGSIAR-UHFFFAOYSA-N decane-1-thiol Chemical compound CCCCCCCCCCS VTXVGVNLYGSIAR-UHFFFAOYSA-N 0.000 description 2
- OSVXSBDYLRYLIG-UHFFFAOYSA-N dioxidochlorine(.) Chemical compound O=Cl=O OSVXSBDYLRYLIG-UHFFFAOYSA-N 0.000 description 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 235000011180 diphosphates Nutrition 0.000 description 2
- WJJMNDUMQPNECX-UHFFFAOYSA-N dipicolinic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=N1 WJJMNDUMQPNECX-UHFFFAOYSA-N 0.000 description 2
- 238000004851 dishwashing Methods 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 238000005538 encapsulation Methods 0.000 description 2
- 229910001385 heavy metal Inorganic materials 0.000 description 2
- 239000012456 homogeneous solution Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000002563 ionic surfactant Substances 0.000 description 2
- 238000002955 isolation Methods 0.000 description 2
- 238000004900 laundering Methods 0.000 description 2
- YIXJRHPUWRPCBB-UHFFFAOYSA-N magnesium nitrate Chemical compound [Mg+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O YIXJRHPUWRPCBB-UHFFFAOYSA-N 0.000 description 2
- FODOUIXGKGNSMR-UHFFFAOYSA-L magnesium;2-oxidooxycarbonylbenzoate;hexahydrate Chemical compound O.O.O.O.O.O.[Mg+2].[O-]OC(=O)C1=CC=CC=C1C([O-])=O FODOUIXGKGNSMR-UHFFFAOYSA-L 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- YDSWCNNOKPMOTP-UHFFFAOYSA-N mellitic acid Chemical class OC(=O)C1=C(C(O)=O)C(C(O)=O)=C(C(O)=O)C(C(O)=O)=C1C(O)=O YDSWCNNOKPMOTP-UHFFFAOYSA-N 0.000 description 2
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000008055 phosphate buffer solution Substances 0.000 description 2
- SIOXPEMLGUPBBT-UHFFFAOYSA-N picolinic acid Chemical compound OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 230000000717 retained effect Effects 0.000 description 2
- 230000000630 rising effect Effects 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 2
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 2
- 229910052911 sodium silicate Inorganic materials 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- 235000010265 sodium sulphite Nutrition 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 239000007790 solid phase Substances 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- 238000010186 staining Methods 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- 150000003573 thiols Chemical class 0.000 description 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
- SFRLSTJPMFGBDP-UHFFFAOYSA-N 1,2-diphosphonoethylphosphonic acid Chemical class OP(O)(=O)CC(P(O)(O)=O)P(O)(O)=O SFRLSTJPMFGBDP-UHFFFAOYSA-N 0.000 description 1
- AWOGYVKODMFDOG-UHFFFAOYSA-N 11-methylsulfanylundecanoic acid Chemical compound CSCCCCCCCCCCC(O)=O AWOGYVKODMFDOG-UHFFFAOYSA-N 0.000 description 1
- CFPOJWPDQWJEMO-UHFFFAOYSA-N 2-(1,2-dicarboxyethoxy)butanedioic acid Chemical class OC(=O)CC(C(O)=O)OC(C(O)=O)CC(O)=O CFPOJWPDQWJEMO-UHFFFAOYSA-N 0.000 description 1
- QGDSNSBHIMFAKG-UHFFFAOYSA-N 2-(2-hydroperoxy-2-oxoethyl)sulfonylethaneperoxoic acid Chemical compound OOC(=O)CS(=O)(=O)CC(=O)OO QGDSNSBHIMFAKG-UHFFFAOYSA-N 0.000 description 1
- WDYRPTWUNMHTJL-UHFFFAOYSA-N 2-(carboxymethylsulfonyl)acetic acid Chemical compound OC(=O)CS(=O)(=O)CC(O)=O WDYRPTWUNMHTJL-UHFFFAOYSA-N 0.000 description 1
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- 239000004753 textile Substances 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 238000012546 transfer Methods 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
- 125000002948 undecyl 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])[H] 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 230000003313 weakening effect Effects 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
- 238000004383 yellowing Methods 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/39—Organic or inorganic per-compounds
- C11D3/3945—Organic per-compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C409/00—Peroxy compounds
- C07C409/42—Peroxy compounds containing sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C409/00—Peroxy compounds
- C07C409/42—Peroxy compounds containing sulfur atoms
- C07C409/44—Peroxy compounds containing sulfur atoms with sulfur atoms directly bound to the —O—O— groups, e.g. persulfonic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/36—Systems containing two condensed rings the rings having more than two atoms in common
- C07C2602/42—Systems containing two condensed rings the rings having more than two atoms in common the bicyclo ring system containing seven carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US92659286A | 1986-11-03 | 1986-11-03 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL84329A0 IL84329A0 (en) | 1988-04-29 |
| IL84329A true IL84329A (en) | 1995-03-30 |
Family
ID=25453410
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL8432987A IL84329A (en) | 1986-11-03 | 1987-11-02 | Proxycarboxylic acid sulfonic acids, their preparation and the bleaching mixtures containing them |
Country Status (13)
| Country | Link |
|---|---|
| EP (1) | EP0267175B1 (de) |
| JP (1) | JPS63165364A (de) |
| KR (1) | KR910004669B1 (de) |
| CN (1) | CN1020197C (de) |
| AT (1) | ATE95812T1 (de) |
| AU (1) | AU604775B2 (de) |
| CA (1) | CA1305721C (de) |
| DE (1) | DE3787784T2 (de) |
| ES (1) | ES2002615T3 (de) |
| IL (1) | IL84329A (de) |
| NO (1) | NO175937C (de) |
| NZ (1) | NZ222398A (de) |
| ZA (1) | ZA878212B (de) |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4758369A (en) * | 1986-11-03 | 1988-07-19 | Monsanto Company | Sulfone peroxycarboxylic acids |
| EP0334427B1 (de) * | 1988-03-21 | 1992-06-10 | Akzo N.V. | Alkylsulphonylpercarbonsäuren und die sie enthaltenden Bleichmittel- und Reinigungszusammensetzungen |
| US5358654A (en) * | 1988-06-22 | 1994-10-25 | Akzo Nobel N.V. | Stable pourable aqueous bleaching compositions comprising solid organic peroxy acids and at least two polymers |
| US5126066A (en) * | 1988-06-22 | 1992-06-30 | Akzo N.V. | Stable, pourable aqueous bleaching compositions comprising solid organic peroxy acids and at least two polymers |
| US4909953A (en) * | 1988-06-30 | 1990-03-20 | The Procter & Gamble Company | Phosphate buffer wash for improved amidoperoxyacid storage stability |
| US5049298A (en) * | 1988-11-25 | 1991-09-17 | Akzo Nv | Process for the preparation of bleaching granules |
| US5296156A (en) * | 1988-11-25 | 1994-03-22 | Akzo N.V. | Bleaching granules |
| US5039447A (en) * | 1988-12-12 | 1991-08-13 | Monsanto Company | Pourable sulfone peracid compositions |
| US5175310A (en) * | 1990-03-16 | 1992-12-29 | Elf Atochem North America, Inc. | Process for producing alkylthio- and arylthio-substituted carboxylic acids and their thioesters |
| SE500386C2 (sv) * | 1990-05-09 | 1994-06-13 | Eka Nobel Ab | Nya diacylerade diperkarboxylsyror, förfarande för framställning därav samt kompositioner innehållande föreningarna för blekning |
| US5171883A (en) * | 1990-10-10 | 1992-12-15 | Monsanto Company | Process for preparing sulfonyl acids |
| EP0485927A1 (de) * | 1990-11-16 | 1992-05-20 | Hoechst Aktiengesellschaft | Sulfimidoperoxicarbonsäuren |
| US5453214A (en) * | 1991-10-04 | 1995-09-26 | Akzo Nobel N.V. | Suspension and agglomeration of amidoperoxyacids |
| US5234617A (en) * | 1992-04-20 | 1993-08-10 | Kathleen B. Hunter | Aqueous liquid bleach compositions with fluorescent whitening agent and polyvinyl pyrrolidone or polyvinyl alcohol |
| DE69323516T3 (de) * | 1992-09-16 | 2003-03-27 | Unilever N.V., Rotterdam | Bleichmittel |
| EP0588622B2 (de) * | 1992-09-16 | 2002-12-04 | Unilever Plc | Bleichmittel |
| US20060090777A1 (en) | 2004-11-01 | 2006-05-04 | Hecht Stacie E | Multiphase cleaning compositions having ionic liquid phase |
| US7939485B2 (en) | 2004-11-01 | 2011-05-10 | The Procter & Gamble Company | Benefit agent delivery system comprising ionic liquid |
| US7786065B2 (en) * | 2005-02-18 | 2010-08-31 | The Procter & Gamble Company | Ionic liquids derived from peracid anions |
| US8871807B2 (en) | 2008-03-28 | 2014-10-28 | Ecolab Usa Inc. | Detergents capable of cleaning, bleaching, sanitizing and/or disinfecting textiles including sulfoperoxycarboxylic acids |
| NZ587218A (en) * | 2008-03-28 | 2012-04-27 | Ecolab Inc | Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents |
| US12203056B2 (en) | 2008-03-28 | 2025-01-21 | Ecolab Usa Inc. | Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents |
| US8809392B2 (en) * | 2008-03-28 | 2014-08-19 | Ecolab Usa Inc. | Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents |
| US9321664B2 (en) | 2011-12-20 | 2016-04-26 | Ecolab Usa Inc. | Stable percarboxylic acid compositions and uses thereof |
| EP2831000A4 (de) | 2012-03-30 | 2016-03-30 | Ecolab Usa Inc | Verwendung von peressigsäure/wasserstoffperoxid und peroxidreduzierungsmitteln zur behandlung von bohrflüssigkeiten, fracking-flüssigkeiten, rückflusswasser und entsorgungswasser |
| US20140256811A1 (en) | 2013-03-05 | 2014-09-11 | Ecolab Usa Inc. | Efficient stabilizer in controlling self accelerated decomposition temperature of peroxycarboxylic acid compositions with mineral acids |
| US8822719B1 (en) | 2013-03-05 | 2014-09-02 | Ecolab Usa Inc. | Peroxycarboxylic acid compositions suitable for inline optical or conductivity monitoring |
| US10165774B2 (en) | 2013-03-05 | 2019-01-01 | Ecolab Usa Inc. | Defoamer useful in a peracid composition with anionic surfactants |
| CN113811762A (zh) | 2019-05-31 | 2021-12-17 | 埃科莱布美国股份有限公司 | 通过电导率测量和过酸组合物监测过酸浓度的方法 |
| WO2021026410A1 (en) | 2019-08-07 | 2021-02-11 | Ecolab Usa Inc. | Polymeric and solid-supported chelators for stabilization of peracid-containing compositions |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1041417A (en) * | 1964-08-20 | 1966-09-07 | Procter & Gamble Ltd | Alpha-sulpho peroxy fatty acids and salts |
| DE2725067A1 (de) * | 1977-06-03 | 1978-12-14 | Schuelke & Mayr Gmbh | Alkohlisches desinfektionsmittel mit sporizider wirkung |
| EP0105690B1 (de) * | 1982-09-30 | 1988-07-13 | The Procter & Gamble Company | Bleichmittelzusammensetzungen |
| GB8415909D0 (en) * | 1984-06-21 | 1984-07-25 | Procter & Gamble Ltd | Peracid compounds |
-
1987
- 1987-10-30 EP EP87870151A patent/EP0267175B1/de not_active Expired - Lifetime
- 1987-10-30 ES ES87870151T patent/ES2002615T3/es not_active Expired - Lifetime
- 1987-10-30 AT AT87870151T patent/ATE95812T1/de not_active IP Right Cessation
- 1987-10-30 DE DE87870151T patent/DE3787784T2/de not_active Expired - Fee Related
- 1987-11-02 KR KR1019870012221A patent/KR910004669B1/ko not_active Expired
- 1987-11-02 AU AU80592/87A patent/AU604775B2/en not_active Ceased
- 1987-11-02 NO NO874549A patent/NO175937C/no unknown
- 1987-11-02 JP JP62278141A patent/JPS63165364A/ja active Pending
- 1987-11-02 NZ NZ222398A patent/NZ222398A/xx unknown
- 1987-11-02 CN CN87107801A patent/CN1020197C/zh not_active Expired - Fee Related
- 1987-11-02 IL IL8432987A patent/IL84329A/en not_active IP Right Cessation
- 1987-11-02 CA CA000550796A patent/CA1305721C/en not_active Expired - Lifetime
- 1987-11-02 ZA ZA878212A patent/ZA878212B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ATE95812T1 (de) | 1993-10-15 |
| NO874549L (no) | 1988-05-04 |
| DE3787784D1 (de) | 1993-11-18 |
| NZ222398A (en) | 1989-12-21 |
| KR880006188A (ko) | 1988-07-22 |
| CN1020197C (zh) | 1993-03-31 |
| ES2002615A4 (es) | 1988-09-01 |
| EP0267175B1 (de) | 1993-10-13 |
| JPS63165364A (ja) | 1988-07-08 |
| KR910004669B1 (ko) | 1991-07-09 |
| CN87107801A (zh) | 1988-05-18 |
| NO175937C (no) | 1995-01-04 |
| IL84329A0 (en) | 1988-04-29 |
| ES2002615T3 (es) | 1994-12-01 |
| CA1305721C (en) | 1992-07-28 |
| NO175937B (no) | 1994-09-26 |
| NO874549D0 (no) | 1987-11-02 |
| AU604775B2 (en) | 1991-01-03 |
| AU8059287A (en) | 1988-05-05 |
| EP0267175A2 (de) | 1988-05-11 |
| EP0267175A3 (en) | 1989-03-01 |
| ZA878212B (en) | 1988-07-27 |
| DE3787784T2 (de) | 1994-05-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| RH | Patent void |