EP0764200A1 - Compositions aqueuses de blanchiment comprenant des acides peroxycarboxyliques - Google Patents
Compositions aqueuses de blanchiment comprenant des acides peroxycarboxyliquesInfo
- Publication number
- EP0764200A1 EP0764200A1 EP95920860A EP95920860A EP0764200A1 EP 0764200 A1 EP0764200 A1 EP 0764200A1 EP 95920860 A EP95920860 A EP 95920860A EP 95920860 A EP95920860 A EP 95920860A EP 0764200 A1 EP0764200 A1 EP 0764200A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- acid
- composition according
- diethylene triamine
- metal ion
- surfactant
- 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.)
- Withdrawn
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 56
- 238000004061 bleaching Methods 0.000 title claims description 12
- -1 peroxy carboxylic acids Chemical class 0.000 title abstract description 4
- DBVJJBKOTRCVKF-UHFFFAOYSA-N Etidronic acid Chemical group OP(=O)(O)C(O)(C)P(O)(O)=O DBVJJBKOTRCVKF-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000008139 complexing agent Substances 0.000 claims abstract description 16
- 229910052720 vanadium Inorganic materials 0.000 claims abstract description 12
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 claims abstract description 11
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000002253 acid Substances 0.000 claims abstract description 9
- 229910052748 manganese Inorganic materials 0.000 claims abstract description 9
- 239000011572 manganese Substances 0.000 claims abstract description 9
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims abstract description 8
- XQRLCLUYWUNEEH-UHFFFAOYSA-N diphosphonic acid Chemical compound OP(=O)OP(O)=O XQRLCLUYWUNEEH-UHFFFAOYSA-N 0.000 claims abstract description 8
- 150000007513 acids Chemical class 0.000 claims abstract description 4
- 239000004094 surface-active agent Substances 0.000 claims description 31
- 239000003352 sequestering agent Substances 0.000 claims description 24
- 229910021645 metal ion Inorganic materials 0.000 claims description 17
- 150000004967 organic peroxy acids Chemical class 0.000 claims description 13
- 229910017052 cobalt Inorganic materials 0.000 claims description 10
- 239000010941 cobalt Substances 0.000 claims description 10
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 10
- 238000001816 cooling Methods 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 5
- SCKXCAADGDQQCS-UHFFFAOYSA-N Performic acid Chemical compound OOC=O SCKXCAADGDQQCS-UHFFFAOYSA-N 0.000 claims description 5
- YDONNITUKPKTIG-UHFFFAOYSA-N [Nitrilotris(methylene)]trisphosphonic acid Chemical compound OP(O)(=O)CN(CP(O)(O)=O)CP(O)(O)=O YDONNITUKPKTIG-UHFFFAOYSA-N 0.000 claims description 4
- DUYCTCQXNHFCSJ-UHFFFAOYSA-N dtpmp Chemical compound OP(=O)(O)CN(CP(O)(O)=O)CCN(CP(O)(=O)O)CCN(CP(O)(O)=O)CP(O)(O)=O DUYCTCQXNHFCSJ-UHFFFAOYSA-N 0.000 claims description 3
- NFDRPXJGHKJRLJ-UHFFFAOYSA-N edtmp Chemical compound OP(O)(=O)CN(CP(O)(O)=O)CCN(CP(O)(O)=O)CP(O)(O)=O NFDRPXJGHKJRLJ-UHFFFAOYSA-N 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 230000008569 process Effects 0.000 claims description 3
- BAERPNBPLZWCES-UHFFFAOYSA-N (2-hydroxy-1-phosphonoethyl)phosphonic acid Chemical compound OCC(P(O)(O)=O)P(O)(O)=O BAERPNBPLZWCES-UHFFFAOYSA-N 0.000 claims description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 2
- 229960001484 edetic acid Drugs 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 238000009472 formulation Methods 0.000 abstract description 5
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 18
- 150000001335 aliphatic alkanes Chemical group 0.000 description 16
- 150000004965 peroxy acids Chemical class 0.000 description 15
- 239000000047 product Substances 0.000 description 12
- 229910021653 sulphate ion Inorganic materials 0.000 description 11
- 229910052751 metal Inorganic materials 0.000 description 10
- 239000002184 metal Substances 0.000 description 10
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 10
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- 150000004665 fatty acids Chemical class 0.000 description 8
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 7
- 239000002736 nonionic surfactant Substances 0.000 description 7
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 5
- 238000000354 decomposition reaction Methods 0.000 description 5
- 150000002739 metals Chemical class 0.000 description 5
- 239000007844 bleaching agent Substances 0.000 description 4
- WJJMNDUMQPNECX-UHFFFAOYSA-N dipicolinic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=N1 WJJMNDUMQPNECX-UHFFFAOYSA-N 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229910052938 sodium sulfate Inorganic materials 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000003792 electrolyte Substances 0.000 description 3
- 229940071106 ethylenediaminetetraacetate Drugs 0.000 description 3
- 229910052742 iron Inorganic materials 0.000 description 3
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 3
- LQPLDXQVILYOOL-UHFFFAOYSA-I pentasodium;2-[bis[2-[bis(carboxylatomethyl)amino]ethyl]amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC(=O)[O-])CCN(CC([O-])=O)CC([O-])=O LQPLDXQVILYOOL-UHFFFAOYSA-I 0.000 description 3
- 235000011152 sodium sulphate Nutrition 0.000 description 3
- 229910052723 transition metal Inorganic materials 0.000 description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 238000004851 dishwashing Methods 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 229920001983 poloxamer Polymers 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 2
- 150000003624 transition metals Chemical class 0.000 description 2
- WYGJTQGGQYPSQV-UHFFFAOYSA-N 3,4-diacetylhex-3-ene-2,5-dione Chemical group CC(=O)C(C(C)=O)=C(C(C)=O)C(C)=O WYGJTQGGQYPSQV-UHFFFAOYSA-N 0.000 description 1
- LJGHYPLBDBRCRZ-UHFFFAOYSA-N 3-(3-aminophenyl)sulfonylaniline Chemical compound NC1=CC=CC(S(=O)(=O)C=2C=C(N)C=CC=2)=C1 LJGHYPLBDBRCRZ-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 239000004150 EU approved colour Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 150000001204 N-oxides Chemical class 0.000 description 1
- 239000007832 Na2SO4 Substances 0.000 description 1
- HWZUDASOMGNLSM-UHFFFAOYSA-N O=P1OCOP(=O)O1 Chemical compound O=P1OCOP(=O)O1 HWZUDASOMGNLSM-UHFFFAOYSA-N 0.000 description 1
- BGRWYDHXPHLNKA-UHFFFAOYSA-N Tetraacetylethylenediamine Chemical compound CC(=O)N(C(C)=O)CCN(C(C)=O)C(C)=O BGRWYDHXPHLNKA-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 229910052936 alkali metal sulfate Inorganic materials 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000003841 chloride salts Chemical class 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 235000019820 disodium diphosphate Nutrition 0.000 description 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
- GYQBBRRVRKFJRG-UHFFFAOYSA-L disodium pyrophosphate Chemical compound [Na+].[Na+].OP([O-])(=O)OP(O)([O-])=O GYQBBRRVRKFJRG-UHFFFAOYSA-L 0.000 description 1
- TVQLLNFANZSCGY-UHFFFAOYSA-N disodium;dioxido(oxo)tin Chemical compound [Na+].[Na+].[O-][Sn]([O-])=O TVQLLNFANZSCGY-UHFFFAOYSA-N 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000007046 ethoxylation reaction Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- DKPHLYCEFBDQKM-UHFFFAOYSA-H hexapotassium;1-phosphonato-n,n-bis(phosphonatomethyl)methanamine Chemical compound [K+].[K+].[K+].[K+].[K+].[K+].[O-]P([O-])(=O)CN(CP([O-])([O-])=O)CP([O-])([O-])=O DKPHLYCEFBDQKM-UHFFFAOYSA-H 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 150000004966 inorganic peroxy acids Chemical class 0.000 description 1
- 239000006101 laboratory sample Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229940102859 methylene diphosphonate Drugs 0.000 description 1
- YACKEPLHDIMKIO-UHFFFAOYSA-N methylphosphonic acid Chemical compound CP(O)(O)=O YACKEPLHDIMKIO-UHFFFAOYSA-N 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 239000003605 opacifier Substances 0.000 description 1
- 229940006093 opthalmologic coloring agent diagnostic Drugs 0.000 description 1
- 150000002903 organophosphorus compounds Chemical class 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 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
- 239000000843 powder Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 description 1
- PFUVRDFDKPNGAV-UHFFFAOYSA-N sodium peroxide Chemical compound [Na+].[Na+].[O-][O-] PFUVRDFDKPNGAV-UHFFFAOYSA-N 0.000 description 1
- 229940048086 sodium pyrophosphate Drugs 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229940079864 sodium stannate Drugs 0.000 description 1
- 235000019832 sodium triphosphate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 1
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- DHCDFWKWKRSZHF-UHFFFAOYSA-L thiosulfate(2-) Chemical compound [O-]S([S-])(=O)=O DHCDFWKWKRSZHF-UHFFFAOYSA-L 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 229910021654 trace metal Inorganic materials 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/36—Organic compounds containing phosphorus
- C11D3/361—Phosphonates, phosphinates or phosphonites
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2075—Carboxylic acids-salts thereof
- C11D3/2082—Polycarboxylic acids-salts thereof
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/26—Organic compounds containing nitrogen
- C11D3/28—Heterocyclic compounds containing nitrogen in the ring
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/26—Organic compounds containing nitrogen
- C11D3/33—Amino carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/36—Organic compounds containing phosphorus
-
- 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
- C11D3/3937—Stabilising agents
-
- 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
- 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
- C11D3/3947—Liquid compositions
Definitions
- the present invention relates to improvements in bleaching and/or hygiene compositions comprising organic peroxyacids.
- bleaching agent and hygiene agent are used interchangeably unless otherwise indicated.
- Aqueous-insoluble or partially insoluble peroxyacids have also been investigated with particular reference to their use in fabric bleaching compositions and in machine dishwashing applications, both in liquid and powder compositions. These have included both organic and inorganic peroxyacids.
- EP 0435379 (AKZO, 1989) relates to the use of imidoperoxy- carboxylic acids (as defined therein) in bleaching compositions in soaking detergents and dishwashing detergents.
- Preferred compositions include e-N-N- phthaloyl-amino-peroxy-caproic acid (PAP) .
- sequestering agents should be present to advantageously bind stray metal ions which might otherwise accelerate the decomposition of the peroxyacid.
- Suggested sequestering agents include ethylene diamine tetra-acetate (EDTA) , sodium pyrophosphate, phosphoric acid, dipicolinic acid, and organic phosphorous compounds like 1-hydroxy ethylidene (1,1, diphosphonic acid) ( 'DEQUEST 2010' [RTM] ) and amino tri (methane phosphonic acid) ('DEQUEST 2000' [RTM]) .
- EDTA ethylene diamine tetra-acetate
- sodium pyrophosphate sodium pyrophosphate
- phosphoric acid phosphoric acid
- dipicolinic acid dipicolinic acid
- organic phosphorous compounds like 1-hydroxy ethylidene (1,1, diphosphonic acid)
- 'DEQUEST 2010' [RTM] 1-hydroxy ethylidene
- EP 0442549 discloses PAP-containing compositions which are prepared with surfactants containing low levels of iron and copper as impurities.
- the proposed sequestering agents include the above-mentioned sequestering agents and two further sequestering agents ethylene diamine tetra- (methylene phosphonic acid) ('DEQUEST 2040' [RTM]) and diethylene triamine penta- (methylene phosphonic acid) ('DEQUEST 2060' [RTM]).
- sequestering agents and stabilizers include disodium hydrogen phosphate, disodium dihydrogen pyrophosphate, sodium tripolyphosphate, sodium stannate, and methylene diphosphonate.
- disodium hydrogen phosphate disodium dihydrogen pyrophosphate
- sodium tripolyphosphate sodium stannate
- methylene diphosphonate a complex organic peroxyacid that has not proved particularly stable when manufactured on industrial scales.
- 0.14%wt 1-hydroxy ethylidene (1,1, diphosphonic acid) over 90% decomposition of the peroxyacid may occur over storage periods as short as seven days at 37 Celcius.
- Other sequesterants at equimolar concentrations show little or no improvement.
- Some sequesterants, such as diethylene triamine pentacetic acid show very poor stabilizing effects at equimolar concentration (0.34%) .
- compositions comprising organic peroxyacids can be improved by selection of specific sequestering agents. Conveniently, these can be described with reference to the particular metals which they sequester.
- an aqueous bleaching composition comprising 0.1-15%wt of an organic peroxyacid which further comprises one or more sequestering agents for each of vanadium, cobalt and manganese.
- 1-hydroxy ethylidene (1,1, diphosphonic acid), available in the marketplace as 'DEQUEST 2010' is an effective sequesting agent for manganese.
- this particular sequestering agent is believed not to sequester vanadium and cobalt.
- manganese, vanadium and/or cobalt are introduced into the product during contact with metal vessels, pipes and or fittings and that very low levels of these metals can significantly reduce the stability of the composition.
- a process for the preparation of an aqueous bleaching composition comprising 0.1-15%wt of an organic peroxyacid, a suspending surfactant system and one or more sequestering agents for each of vanadium, cobalt and manganese, CHARACTERISED IN THAT it comprises the steps of
- step (b) following step (a) cooling the product of step (a) to less than 30 Celcius and subsequently mixing at least one sequestering agent.
- the present invention relates a bleaching composition
- a bleaching composition comprising 0.1-15%wt of an organic peroxyacid which further comprises one or more sequestering agents for each of vanadium, cobalt and manganese. sequestering A ⁇ ent
- compositions according to the present invention is the presence of the sequestering agent.
- Preferred metal ion complexing agents are selected from dipicolinic acid, ethylene diamine tetra acetic acid (EDTA) and its salts, hydroxy-ethylidene diphosphonic acid (Dequest 2010, RTM) , ethylene diamine tetra (methylene phosphonic acid) (Dequest 2040, RTM), diethylene triamine penta(methylene phosphonic acid) (Dequest 2060, RTM), amino tri (methylene phosphonic acid) (Dequest 2000, RTM) and diethylene triamine pentacetic acid ('VERSENEX (R) 80' RTM) .
- compositions according to the present invention comprise a first sequestering agent for cobalt and vanadium and a second sequestering agent for manganese.
- 1-hydroxy ethylidene (1,1, diphosphonic acid) is the preferred sequestering agent for manganese. This material is commercially available as 'DEQUEST 2010'.
- Diethylene triamine pentacetic acid is the preferred sequestering agent for vanadium and cobalt. This material is commercially available as 'VERSENEX (R) 80' .
- each metal ion complexing agent should fall into the range 0.005-5%wt. More particularly. The initial level of each metal ion complexing agent should fall in the range 0.01-0.25%wt.
- the organic peroxyacid will be a peroxy carboxylic acid, more preferably an imido peroxy-carboxylic acid, most preferably e-N-N-phthaloyl-amino-peroxycaproic acid (PAP) .
- PAP e-N-N-phthaloyl-amino-peroxycaproic acid
- peroxy-carboxylic acids are known as described above and from a publication entitled “TAED and new peroxycarboxylic acids as highly efficient bleach systems", 80th AOCS Meeting, Cincinnati OH, May 1989 and are incorporated herein by reference.
- the pH of the composition is such that it is above the pK a of the corresponding carboxylic acid and below 6.0.
- the pH of the composition is greater than 4.5 and less than 6.0.
- the preferred pH falls into the range 4.8-6.0, and is most preferably around 5.0-5.5.
- the decomposition product of the peroxy carboxylic acid i.e. the acid in protonated form
- the decomposition product of the peroxy carboxylic acid is insoluble and forms white, needle like crystals
- excessive decomposition of the acid is believed to occur.
- the composition further comprises a surfactant component.
- the surfactant exists in part at least in the form of a lamellar phase.
- the surfactant is a sulphate or sulphonate anionic surfactant.
- the composition further comprises at least 3% of a sulphate salt other than a transition metal sulphate, and, preferably, 5-10% of one or more surfactant stable in the composition.
- the relative levels of these further components is such that the weight ratio of said surfactant to said sulphate is in the range 0.4-0.8:1, more preferably 0.6-0.8:1, as surfactant: sulphate (both being expressed as sodium salts) .
- the weight ratio of surfactant:sulphate is around 0.66:1.
- the surfactant system comprises secondary alkane sulphonate.
- compositions are free of surfactants which contain benzene rings as these have not only been found to be less stable than compositions according to the present invention which comprises secondary alkane sulphonate but these surfactants may also resent environmental problems.
- preferred levels of secondary alkane sulphonate range from 4.0-10%wt with levels around 5.3wt% being most preferred. It will be understood that proportionally higher levels of surfactant will be required for more concentrated products. Products comprising up to 30% surfactant, including four-fold concentrates on conventional products, are envisaged.
- the secondary alkane sulphonate is a C12- C18 average chain length secondary alkane sulphonate.
- the surfactant system further comprises a nonionic surfactant.
- nonionic surfactant are l-6%wt of an ethoxylated nonionic surfactant.
- the nonionic surfactant has an ethoxylation level of 3-12.
- the most preferred levels of the ethoxylated nonionic are l-3%wt on total product. Levels toward the lower limit of the range are employed where the optional fatty acid is present.
- the surfactant system further comprises fatty acids.
- Suitable fatty acids comprise alkyl chains having an average of 12-18 carbon atoms.
- the surfactant system comprises a mixture of at least secondary alkane sulphonate and fatty acid.
- the surfactant system comprises secondary alkane sulphonate, fatty acid and at least one nonionic surfactant.
- the most preferred weight ratios between these components are 4:1:1.
- the weight ratio of the alkali metal sulphate to total surfactant falls in the range 1:0.6-1.25, more preferably 1:0.75-1.25.
- the molecular weight of a typical secondary alkane sulphonate is around 300, whereas the molecular weight of a typical nonionic surfactant of the 'SynperoniC (RTM) type is around 325.
- Fatty acids of the types described above have molecular weights around 220.
- the preferred mole ratios between the surfactants are 3-5:1 for the secondary alkane sulphonate to nonionic and 2-5:1 for the secondary alkane sulphonate to fatty acid.
- the molecular weight of sodium sulphate is 142.04, i.e. about half that of a typical secondary alkane sulphonate. It is preferable the molar ratio of the sulphate to the secondary alkane sulphonate is such that around 3-5 moles of sulphate are present for each mole of secondary alkane sulphonate. As the levels of sulphate present in technical grades of secondary alkane sulphonate are very much lower than this it will be appreciated that the mere use of technical grades of secondary alkane sulphonate will not achieve preferred embodiments of the invention and an addition of further sulphate will be required.
- compositions according to the invention may also be present in the compositions according to the invention. These include colouring agents, opacifiers, perfumes, and solvents.
- formulations comprise an initial, low level of a bleach-sensitive antifoam component which is decomposed during storage of the product.
- a bleach-sensitive antifoam component which is decomposed during storage of the product.
- Such materials are known in the art.
- the presence of such a component is optional but is preferable when high foaming surfactant systems are employed.
- metal ion complexing agents in particular the diethylene triamine pentacetic acid (the 'VERSENEX') metal ion complexing agent react with the peroxyacid to a significant extent at a temperature in excess of 35 Celcius.
- diethylene triamine pentacetic acid forms an N-oxide and other reaction products in a very short time at elevated temperatures in the presence of the peroxyacid.
- the surfactants, electrolytes and non-volatile minors are mixed and heated to a temperature in excess of 40 Celcius prior to cooling and subsequent addition of at least a portion of the metal ion complexing agent.
- Dequest 2010 RTM (ex. Monsanto) sequesterant: 1-hydroxy ethylidene (1,1, diphosphonic acid):
- PAP e-N-N-phthaloyl-amino-peroxycaproic acid
- SynperoniC A3 (RTM, ex. ICI) alcohol ethoxylate, nonionic surfactant:
- Prifac 5901 (RTM, ex. Unichema) fatty acid:
- Sample formulations were prepared by simple mixing of the components at 45 Celcius.
- the pH of the formulations was regulated by the addition of 20% w/v NaOH to pH 5.0.
- the overall composition is shown in table 1 below, wherein composition figures are given assuming 100%wt-active for the components: Tafcje 1
- samples were prepared by varying the metal ion complexing agents as shown in figure 1. To avoid problems of reaction between the metal ion complexing agents and the peroxyacid, further doses of the metal ion complexing agents were added after cooling of the samples from 45 to 37 Celcius.
- Figure 2 shows the effect of addition of metal ion solutions to samples having the composition given in table 1 except that the DEQUEST was absent other than where indicated as being present.
- Metal ions were added as soluble nitrates or chlorides at lppm metal (using atomic absorbtion standards) . From figure 2, it can be seen that samples prepared in the absence of DEQUEST are unstable in the presence of manganese, whereas samples prepared in the absence of VERSENEX are relatively unstable in the presence of vanadium and very unstable in the presence of cobalt. Surprisingly, analysis of trace metals in unstable samples prepared on an industrial scale plant did not reveal significant differences between the levels of these particular metals (Co, V, Mn) as compared with stable samples prepared on the same plant under substantially identical conditions.
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- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Inorganic Chemistry (AREA)
- Health & Medical Sciences (AREA)
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Abstract
On peut améliorer la stabilité de compositions comprenant des niveaux relativement bas (0,5 - 15 % en poids) d'acides peroxycarboxyliques, notamment l'acide e-N-N-phtaloyl-amino-peroxy-caproïque (PAP), en formulant ces compositions de manière qu'elles contiennent un ou plusieurs agents complexants du vanadium, du manganèse et du cobalt. On a constaté qu'un mélange de 1-hydroxy éthylidène (acide 1,1,diphosphonique) et de l'acide diéthylène triamine pentacétique était particulièrement efficace.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB9411495A GB9411495D0 (en) | 1994-06-08 | 1994-06-08 | Aqueous bleaching compositions comprising peroxy carboxylic acids |
GB9411495 | 1994-06-08 | ||
PCT/EP1995/001943 WO1995033816A1 (fr) | 1994-06-08 | 1995-05-22 | Compositions aqueuses de blanchiment comprenant des acides peroxycarboxyliques |
Publications (1)
Publication Number | Publication Date |
---|---|
EP0764200A1 true EP0764200A1 (fr) | 1997-03-26 |
Family
ID=10756407
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP95920860A Withdrawn EP0764200A1 (fr) | 1994-06-08 | 1995-05-22 | Compositions aqueuses de blanchiment comprenant des acides peroxycarboxyliques |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP0764200A1 (fr) |
AU (1) | AU2615295A (fr) |
BR (1) | BR9507931A (fr) |
GB (1) | GB9411495D0 (fr) |
WO (1) | WO1995033816A1 (fr) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US11180385B2 (en) | 2012-10-05 | 2021-11-23 | Ecolab USA, Inc. | Stable percarboxylic acid compositions and uses thereof |
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1010751B1 (fr) * | 1998-12-14 | 2005-04-20 | The Procter & Gamble Company | Compositions de blanchiment |
EP1010750A1 (fr) * | 1998-12-14 | 2000-06-21 | The Procter & Gamble Company | Compositions de blanchiment |
US6548470B1 (en) | 1998-12-14 | 2003-04-15 | The Procter & Gamble Company | Bleaching compositions |
US6844305B1 (en) | 1999-08-27 | 2005-01-18 | The Proctor & Gamble Company | Aqueous liquid detergent compositions comprising a polymeric stabilization system |
US8871807B2 (en) | 2008-03-28 | 2014-10-28 | Ecolab Usa Inc. | Detergents capable of cleaning, bleaching, sanitizing and/or disinfecting textiles including sulfoperoxycarboxylic acids |
CN102105443B (zh) | 2008-03-28 | 2014-05-28 | 埃科莱布有限公司 | 磺基过氧羧酸、它们的制备和用作漂白剂和抗微生物剂的方法 |
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 |
CN104254496B (zh) | 2012-03-30 | 2016-10-26 | 艺康美国股份有限公司 | 过乙酸/过氧化氢和过氧化物还原剂用于处理钻井液、压裂液、回流水和排放水的用途 |
US9752105B2 (en) | 2012-09-13 | 2017-09-05 | Ecolab Usa Inc. | Two step method of cleaning, sanitizing, and rinsing a surface |
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 |
US10165774B2 (en) | 2013-03-05 | 2019-01-01 | Ecolab Usa Inc. | Defoamer useful in a peracid composition with anionic surfactants |
US8822719B1 (en) | 2013-03-05 | 2014-09-02 | Ecolab Usa Inc. | Peroxycarboxylic acid compositions suitable for inline optical or conductivity monitoring |
BR112017013210B1 (pt) | 2014-12-18 | 2021-12-14 | Ecolab Usa Inc | Métodos para formar ácido peroxifórmico |
EP3766523A1 (fr) | 2014-12-18 | 2021-01-20 | Ecolab USA Inc. | Génération d'acide peroxyformique par l'intermédiaire de formiate d'alcool polyhydrique |
US10172351B2 (en) | 2015-09-04 | 2019-01-08 | Ecolab Usa Inc. | Performic acid on-site generator and formulator |
WO2017044806A1 (fr) | 2015-09-10 | 2017-03-16 | Ecolab Usa Inc. | Produit chimique antimicrobien auto-indicateur |
US11260040B2 (en) | 2018-06-15 | 2022-03-01 | Ecolab Usa Inc. | On site generated performic acid compositions for teat treatment |
US12058999B2 (en) | 2018-08-22 | 2024-08-13 | Ecolab Usa Inc. | Hydrogen peroxide and peracid stabilization with molecules based on a pyridine carboxylic acid |
WO2021026410A1 (fr) | 2019-08-07 | 2021-02-11 | Ecolab Usa Inc. | Chélateurs à support solide et polymère pour la stabilisation de compositions contenant un peracide |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
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WO1994013776A1 (fr) * | 1992-12-07 | 1994-06-23 | Unilever Plc | Compositions de blanchiment aqueuses contenant des acides peroxycarboxyliques |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
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NZ202252A (en) * | 1981-10-29 | 1986-04-11 | Colgate Palmolive Co | Monoperoxyphthalic acid bleaching and laundering compositions |
GB8904007D0 (en) * | 1989-02-22 | 1989-04-05 | Procter & Gamble | Stabilized,bleach containing,liquid detergent compositions |
SE8903773L (sv) * | 1989-11-10 | 1991-05-11 | Eka Nobel Ab | Peraettiksyrakomposition |
GB9003200D0 (en) * | 1990-02-13 | 1990-04-11 | Unilever Plc | Aqueous liquid bleach composition |
US5200189A (en) * | 1991-07-23 | 1993-04-06 | Ecolab Inc. | Peroxyacid antimicrobial composition |
-
1994
- 1994-06-08 GB GB9411495A patent/GB9411495D0/en active Pending
-
1995
- 1995-05-22 BR BR9507931A patent/BR9507931A/pt not_active Application Discontinuation
- 1995-05-22 AU AU26152/95A patent/AU2615295A/en not_active Abandoned
- 1995-05-22 WO PCT/EP1995/001943 patent/WO1995033816A1/fr not_active Application Discontinuation
- 1995-05-22 EP EP95920860A patent/EP0764200A1/fr not_active Withdrawn
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1994013776A1 (fr) * | 1992-12-07 | 1994-06-23 | Unilever Plc | Compositions de blanchiment aqueuses contenant des acides peroxycarboxyliques |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US11180385B2 (en) | 2012-10-05 | 2021-11-23 | Ecolab USA, Inc. | Stable percarboxylic acid compositions and uses thereof |
Also Published As
Publication number | Publication date |
---|---|
GB9411495D0 (en) | 1994-07-27 |
AU2615295A (en) | 1996-01-04 |
WO1995033816A1 (fr) | 1995-12-14 |
BR9507931A (pt) | 1997-11-18 |
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