PT101013B - Composicoes detergentes que contem gliceril eteres - Google Patents

Composicoes detergentes que contem gliceril eteres Download PDF

Info

Publication number: PT101013B
Authority: PT; Portugal
Prior art keywords: alkyl; agents; ether; acid; detergent
Prior art date: 1991-11-08

Application number

PT101013A

Other languages

English (en)

Portuguese (pt)

Other versions

PT101013A (pt

Inventor

Frederick Edward Hardy

Jean-Pol Boutique

Original Assignee

Procter & Gamble

Priority date (The priority date 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 date listed.)

1991-11-08

Filing date

1992-10-28

Publication date

1999-07-30

1992-10-28 Application filed by Procter & Gamble filed Critical Procter & Gamble

1994-01-31 Publication of PT101013A publication Critical patent/PT101013A/pt

1999-07-30 Publication of PT101013B publication Critical patent/PT101013B/pt

Links

239000000203 mixture Substances 0.000 title claims abstract description 151
239000003599 detergent Substances 0.000 title claims abstract description 96
GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical class OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 claims abstract description 63
239000004094 surface-active agent Substances 0.000 claims abstract description 51
125000000217 alkyl group Chemical group 0.000 claims abstract description 48
150000001875 compounds Chemical class 0.000 claims abstract description 27
102000004190 Enzymes Human genes 0.000 claims abstract description 24
108090000790 Enzymes Proteins 0.000 claims abstract description 24
239000007788 liquid Substances 0.000 claims abstract description 16
125000000129 anionic group Chemical group 0.000 claims abstract description 10
239000003795 chemical substances by application Substances 0.000 claims description 49
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 36
125000004432 carbon atom Chemical group C* 0.000 claims description 30
238000000034 method Methods 0.000 claims description 24
150000002170 ethers Chemical class 0.000 claims description 14
238000002360 preparation method Methods 0.000 claims description 9
125000003342 alkenyl group Chemical group 0.000 claims description 8
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
230000008569 process Effects 0.000 claims description 8
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
125000002091 cationic group Chemical group 0.000 claims description 2
238000004821 distillation Methods 0.000 claims description 2
RBNPOMFGQQGHHO-UWTATZPHSA-N D-glyceric acid Chemical compound OC[C@@H](O)C(O)=O RBNPOMFGQQGHHO-UWTATZPHSA-N 0.000 claims 1
230000009920 chelation Effects 0.000 claims 1
239000012535 impurity Substances 0.000 claims 1
-1 alkenyl primary Chemical class 0.000 abstract description 93
239000004615 ingredient Substances 0.000 abstract description 4
150000003333 secondary alcohols Chemical class 0.000 abstract description 4
125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 abstract description 3
239000004067 bulking agent Substances 0.000 description 44
150000003839 salts Chemical class 0.000 description 41
239000006260 foam Substances 0.000 description 37
239000000463 material Substances 0.000 description 36
239000002253 acid Substances 0.000 description 34
239000007844 bleaching agent Substances 0.000 description 24
239000011734 sodium Substances 0.000 description 24
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 22
229940088598 enzyme Drugs 0.000 description 22
229910052708 sodium Inorganic materials 0.000 description 22
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 20
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical class [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 19
229920005646 polycarboxylate Polymers 0.000 description 17
229920000642 polymer Polymers 0.000 description 17
238000005406 washing Methods 0.000 description 17
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
150000003863 ammonium salts Chemical class 0.000 description 15
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
150000007513 acids Chemical class 0.000 description 14
229910052783 alkali metal Inorganic materials 0.000 description 14
238000004140 cleaning Methods 0.000 description 14
239000002736 nonionic surfactant Substances 0.000 description 14
108090001060 Lipase Proteins 0.000 description 13
102000004882 Lipase Human genes 0.000 description 13
229920001577 copolymer Polymers 0.000 description 13
229910052739 hydrogen Inorganic materials 0.000 description 13
239000000047 product Substances 0.000 description 13
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 12
239000004367 Lipase Substances 0.000 description 12
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 12
150000001340 alkali metals Chemical class 0.000 description 12
238000004061 bleaching Methods 0.000 description 12
150000001768 cations Chemical class 0.000 description 12
239000001257 hydrogen Substances 0.000 description 12
125000002768 hydroxyalkyl group Chemical group 0.000 description 12
235000019421 lipase Nutrition 0.000 description 12
239000011591 potassium Substances 0.000 description 12
229910052700 potassium Inorganic materials 0.000 description 12
108091005804 Peptidases Proteins 0.000 description 11
229920003171 Poly (ethylene oxide) Polymers 0.000 description 11
229910000323 aluminium silicate Inorganic materials 0.000 description 11
239000002738 chelating agent Substances 0.000 description 11
HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 11
235000011187 glycerol Nutrition 0.000 description 11
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 10
150000001412 amines Chemical class 0.000 description 10
229930195733 hydrocarbon Natural products 0.000 description 10
102000005575 Cellulases Human genes 0.000 description 9
108010084185 Cellulases Proteins 0.000 description 9
229920000742 Cotton Polymers 0.000 description 9
239000012190 activator Substances 0.000 description 9
150000008051 alkyl sulfates Chemical class 0.000 description 9
230000003287 optical effect Effects 0.000 description 9
230000001629 suppression Effects 0.000 description 9
BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 8
241000219146 Gossypium Species 0.000 description 8
239000004365 Protease Substances 0.000 description 8
125000002947 alkylene group Chemical group 0.000 description 8
150000002430 hydrocarbons Chemical class 0.000 description 8
125000001183 hydrocarbyl group Chemical group 0.000 description 8
229920005989 resin Polymers 0.000 description 8
239000011347 resin Substances 0.000 description 8
239000000126 substance Substances 0.000 description 8
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 8
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 7
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 7
235000014113 dietary fatty acids Nutrition 0.000 description 7
239000002270 dispersing agent Substances 0.000 description 7
239000000194 fatty acid Substances 0.000 description 7
229930195729 fatty acid Natural products 0.000 description 7
229920000728 polyester Polymers 0.000 description 7
239000000758 substrate Substances 0.000 description 7
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
102000035195 Peptidases Human genes 0.000 description 6
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
239000003945 anionic surfactant Substances 0.000 description 6
239000004927 clay Substances 0.000 description 6
150000002191 fatty alcohols Chemical class 0.000 description 6
238000009472 formulation Methods 0.000 description 6
229910052744 lithium Inorganic materials 0.000 description 6
150000002924 oxiranes Chemical class 0.000 description 6
229910052760 oxygen Inorganic materials 0.000 description 6
239000001301 oxygen Substances 0.000 description 6
229920001223 polyethylene glycol Polymers 0.000 description 6
239000000243 solution Substances 0.000 description 6
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
102000003992 Peroxidases Human genes 0.000 description 5
102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 description 5
125000003118 aryl group Chemical group 0.000 description 5
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
150000007942 carboxylates Chemical class 0.000 description 5
150000004665 fatty acids Chemical class 0.000 description 5
150000002431 hydrogen Chemical class 0.000 description 5
238000005342 ion exchange Methods 0.000 description 5
239000012669 liquid formulation Substances 0.000 description 5
229910052751 metal Inorganic materials 0.000 description 5
239000002184 metal Substances 0.000 description 5
239000002245 particle Substances 0.000 description 5
239000002904 solvent Substances 0.000 description 5
WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 4
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 4
MMINFSMURORWKH-UHFFFAOYSA-N 3,6-dioxabicyclo[6.2.2]dodeca-1(10),8,11-triene-2,7-dione Chemical group O=C1OCCOC(=O)C2=CC=C1C=C2 MMINFSMURORWKH-UHFFFAOYSA-N 0.000 description 4
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 4
QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 4
239000005977 Ethylene Substances 0.000 description 4
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
229930182556 Polyacetal Natural products 0.000 description 4
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
229920002323 Silicone foam Polymers 0.000 description 4
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical group OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
125000001931 aliphatic group Chemical group 0.000 description 4
229940025131 amylases Drugs 0.000 description 4
230000001580 bacterial effect Effects 0.000 description 4
239000000975 dye Substances 0.000 description 4
150000002148 esters Chemical class 0.000 description 4
230000002538 fungal effect Effects 0.000 description 4
230000002209 hydrophobic effect Effects 0.000 description 4
239000002563 ionic surfactant Substances 0.000 description 4
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 4
239000011976 maleic acid Substances 0.000 description 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
239000003921 oil Substances 0.000 description 4
235000019198 oils Nutrition 0.000 description 4
239000012188 paraffin wax Substances 0.000 description 4
229920005862 polyol Polymers 0.000 description 4
229920006324 polyoxymethylene Polymers 0.000 description 4
239000013514 silicone foam Substances 0.000 description 4
RNVYQYLELCKWAN-UHFFFAOYSA-N solketal Chemical compound CC1(C)OCC(CO)O1 RNVYQYLELCKWAN-UHFFFAOYSA-N 0.000 description 4
230000006641 stabilisation Effects 0.000 description 4
238000011105 stabilization Methods 0.000 description 4
PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical class C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 4
LLLVZDVNHNWSDS-UHFFFAOYSA-N 4-methylidene-3,5-dioxabicyclo[5.2.2]undeca-1(9),7,10-triene-2,6-dione Chemical compound C1(C2=CC=C(C(=O)OC(=C)O1)C=C2)=O LLLVZDVNHNWSDS-UHFFFAOYSA-N 0.000 description 3
125000004070 6 membered heterocyclic group Chemical group 0.000 description 3
108010065511 Amylases Proteins 0.000 description 3
102000013142 Amylases Human genes 0.000 description 3
239000004215 Carbon black (E152) Substances 0.000 description 3
244000060011 Cocos nucifera Species 0.000 description 3
235000013162 Cocos nucifera Nutrition 0.000 description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
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229910019142 PO4 Inorganic materials 0.000 description 3
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
101710180012 Protease 7 Proteins 0.000 description 3
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HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
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238000013019 agitation Methods 0.000 description 3
150000001298 alcohols Chemical class 0.000 description 3
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238000006243 chemical reaction Methods 0.000 description 3
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KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
239000007859 condensation product Substances 0.000 description 3
150000004985 diamines Chemical class 0.000 description 3
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239000000835 fiber Substances 0.000 description 3
229940083124 ganglion-blocking antiadrenergic secondary and tertiary amines Drugs 0.000 description 3
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238000010348 incorporation Methods 0.000 description 3
238000002844 melting Methods 0.000 description 3
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XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 3
229910052757 nitrogen Inorganic materials 0.000 description 3
125000005702 oxyalkylene group Chemical group 0.000 description 3
235000021317 phosphate Nutrition 0.000 description 3
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102000004169 proteins and genes Human genes 0.000 description 3
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235000021286 stilbenes Nutrition 0.000 description 3
238000003860 storage Methods 0.000 description 3
125000001273 sulfonato group Chemical class [O-]S(*)(=O)=O 0.000 description 3
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KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 3
238000012360 testing method Methods 0.000 description 3
150000003852 triazoles Chemical class 0.000 description 3
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239000002888 zwitterionic surfactant Substances 0.000 description 3
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NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
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KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 2
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LHIJANUOQQMGNT-UHFFFAOYSA-N aminoethylethanolamine Chemical compound NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 description 1
230000003625 amylolytic effect Effects 0.000 description 1
239000012298 atmosphere Substances 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
239000002585 base Substances 0.000 description 1
UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
MWOBKFYERIDQSZ-UHFFFAOYSA-N benzene;sodium Chemical compound [Na].C1=CC=CC=C1 MWOBKFYERIDQSZ-UHFFFAOYSA-N 0.000 description 1
150000001558 benzoic acid derivatives Chemical class 0.000 description 1
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
238000009835 boiling Methods 0.000 description 1
210000004556 brain Anatomy 0.000 description 1
239000000872 buffer Substances 0.000 description 1
230000003139 buffering effect Effects 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical compound [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 description 1
239000001639 calcium acetate Substances 0.000 description 1
235000011092 calcium acetate Nutrition 0.000 description 1
229960005147 calcium acetate Drugs 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
239000004281 calcium formate Substances 0.000 description 1
235000019255 calcium formate Nutrition 0.000 description 1
229940044172 calcium formate Drugs 0.000 description 1
ZFXVRMSLJDYJCH-UHFFFAOYSA-N calcium magnesium Chemical compound [Mg].[Ca] ZFXVRMSLJDYJCH-UHFFFAOYSA-N 0.000 description 1
239000004330 calcium propionate Substances 0.000 description 1
235000010331 calcium propionate Nutrition 0.000 description 1
239000004202 carbamide Substances 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
150000004649 carbonic acid derivatives Chemical class 0.000 description 1
150000001735 carboxylic acids Chemical class 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
150000001767 cationic compounds Chemical class 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
238000011097 chromatography purification Methods 0.000 description 1
HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
229940018557 citraconic acid Drugs 0.000 description 1
235000020971 citrus fruits Nutrition 0.000 description 1
229940096386 coconut alcohol Drugs 0.000 description 1
238000007334 copolymerization reaction Methods 0.000 description 1
235000001671 coumarin Nutrition 0.000 description 1
229960000956 coumarin Drugs 0.000 description 1
239000013078 crystal Substances 0.000 description 1
MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 1
125000000753 cycloalkyl group Chemical group 0.000 description 1
238000006731 degradation reaction Methods 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
IKJFYINYNJYDTA-UHFFFAOYSA-N dibenzothiophene sulfone Chemical class C1=CC=C2S(=O)(=O)C3=CC=CC=C3C2=C1 IKJFYINYNJYDTA-UHFFFAOYSA-N 0.000 description 1
VILAVOFMIJHSJA-UHFFFAOYSA-N dicarbon monoxide Chemical compound [C]=C=O VILAVOFMIJHSJA-UHFFFAOYSA-N 0.000 description 1
LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 description 1
229940043276 diisopropanolamine Drugs 0.000 description 1
235000011180 diphosphates Nutrition 0.000 description 1
238000002845 discoloration Methods 0.000 description 1
238000004851 dishwashing Methods 0.000 description 1
KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
GDNCXORZAMVMIW-UHFFFAOYSA-N dodecane Chemical compound [CH2]CCCCCCCCCCC GDNCXORZAMVMIW-UHFFFAOYSA-N 0.000 description 1
JHUXOSATQXGREM-UHFFFAOYSA-N dodecanediperoxoic acid Chemical compound OOC(=O)CCCCCCCCCCC(=O)OO JHUXOSATQXGREM-UHFFFAOYSA-N 0.000 description 1
239000000428 dust Substances 0.000 description 1
238000004453 electron probe microanalysis Methods 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
BVEGYBMQPYAZIO-UHFFFAOYSA-N ethene;5-methyl-3,6-dioxabicyclo[6.2.2]dodeca-1(10),8,11-triene-2,7-dione Chemical compound C=C.O=C1OC(C)COC(=O)C2=CC=C1C=C2 BVEGYBMQPYAZIO-UHFFFAOYSA-N 0.000 description 1
229920001249 ethyl cellulose Polymers 0.000 description 1
235000019325 ethyl cellulose Nutrition 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
238000004880 explosion Methods 0.000 description 1
239000010685 fatty oil Substances 0.000 description 1
239000012467 final product Substances 0.000 description 1
150000002237 fumaric acid derivatives Chemical class 0.000 description 1
238000001030 gas--liquid chromatography Methods 0.000 description 1
125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
229930182470 glycoside Natural products 0.000 description 1
150000002338 glycosides Chemical class 0.000 description 1
239000008187 granular material Substances 0.000 description 1
210000000514 hepatopancreas Anatomy 0.000 description 1
239000003752 hydrotrope Substances 0.000 description 1
229920013821 hydroxy alkyl cellulose Polymers 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 1
UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 1
229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 1
230000000951 immunodiffusion Effects 0.000 description 1
239000003112 inhibitor Substances 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
125000003010 ionic group Chemical group 0.000 description 1
SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical class OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 1
238000002955 isolation Methods 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
238000010412 laundry washing Methods 0.000 description 1
229920005610 lignin Polymers 0.000 description 1
239000012263 liquid product Substances 0.000 description 1
229910003002 lithium salt Inorganic materials 0.000 description 1
159000000002 lithium salts Chemical class 0.000 description 1
229910001425 magnesium ion Inorganic materials 0.000 description 1
HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
159000000003 magnesium salts Chemical class 0.000 description 1
239000000391 magnesium silicate Substances 0.000 description 1
229910052919 magnesium silicate Inorganic materials 0.000 description 1
235000019792 magnesium silicate Nutrition 0.000 description 1
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 1
230000014759 maintenance of location Effects 0.000 description 1
229910001437 manganese ion Inorganic materials 0.000 description 1
MBKDYNNUVRNNRF-UHFFFAOYSA-N medronic acid Chemical class OP(O)(=O)CP(O)(O)=O MBKDYNNUVRNNRF-UHFFFAOYSA-N 0.000 description 1
108010003855 mesentericopeptidase Proteins 0.000 description 1
LULAYUGMBFYYEX-UHFFFAOYSA-N metachloroperbenzoic acid Natural products OC(=O)C1=CC=CC(Cl)=C1 LULAYUGMBFYYEX-UHFFFAOYSA-N 0.000 description 1
229910001463 metal phosphate Inorganic materials 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
125000005341 metaphosphate group Chemical group 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
235000010981 methylcellulose Nutrition 0.000 description 1
108010020132 microbial serine proteinases Proteins 0.000 description 1
239000011707 mineral Substances 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
239000000178 monomer Substances 0.000 description 1
239000010705 motor oil Substances 0.000 description 1
KJPHTXTWFHVJIG-UHFFFAOYSA-N n-ethyl-2-[(6-methoxypyridin-3-yl)-(2-methylphenyl)sulfonylamino]-n-(pyridin-3-ylmethyl)acetamide Chemical compound C=1C=C(OC)N=CC=1N(S(=O)(=O)C=1C(=CC=CC=1)C)CC(=O)N(CC)CC1=CC=CN=C1 KJPHTXTWFHVJIG-UHFFFAOYSA-N 0.000 description 1
KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical class C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 description 1
125000004433 nitrogen atom Chemical group N* 0.000 description 1
229920001778 nylon Polymers 0.000 description 1
150000004866 oxadiazoles Chemical class 0.000 description 1
MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical class [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 description 1
239000002540 palm oil Substances 0.000 description 1
239000013618 particulate matter Substances 0.000 description 1
239000008188 pellet Substances 0.000 description 1
150000004965 peroxy acids Chemical class 0.000 description 1
JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
239000010452 phosphate Substances 0.000 description 1
125000005496 phosphonium group Chemical group 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
150000003014 phosphoric acid esters Chemical class 0.000 description 1
239000011574 phosphorus Substances 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
230000002186 photoactivation Effects 0.000 description 1
229940068041 phytic acid Drugs 0.000 description 1
235000002949 phytic acid Nutrition 0.000 description 1
239000000467 phytic acid Substances 0.000 description 1
229920000233 poly(alkylene oxides) Polymers 0.000 description 1
229920000223 polyglycerol Polymers 0.000 description 1
239000003505 polymerization initiator Substances 0.000 description 1
229920006389 polyphenyl polymer Polymers 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
229920000166 polytrimethylene carbonate Polymers 0.000 description 1
229920002689 polyvinyl acetate Polymers 0.000 description 1
239000011118 polyvinyl acetate Substances 0.000 description 1
ZDHURYWHEBEGHO-UHFFFAOYSA-N potassiopotassium Chemical compound [K].[K] ZDHURYWHEBEGHO-UHFFFAOYSA-N 0.000 description 1
239000000843 powder Substances 0.000 description 1
150000003138 primary alcohols Chemical class 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
108090000765 processed proteins & peptides Proteins 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
DNXIASIHZYFFRO-UHFFFAOYSA-N pyrazoline Chemical compound C1CN=NC1 DNXIASIHZYFFRO-UHFFFAOYSA-N 0.000 description 1
125000001453 quaternary ammonium group Chemical group 0.000 description 1
230000009467 reduction Effects 0.000 description 1
238000010992 reflux Methods 0.000 description 1
230000001105 regulatory effect Effects 0.000 description 1
238000005201 scrubbing Methods 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
229910000077 silane Inorganic materials 0.000 description 1
238000010898 silica gel chromatography Methods 0.000 description 1
229910052710 silicon Inorganic materials 0.000 description 1
239000010703 silicon Substances 0.000 description 1
238000001577 simple distillation Methods 0.000 description 1
235000015424 sodium Nutrition 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
PFUVRDFDKPNGAV-UHFFFAOYSA-N sodium peroxide Chemical compound [Na+].[Na+].[O-][O-] PFUVRDFDKPNGAV-UHFFFAOYSA-N 0.000 description 1
229940045919 sodium polymetaphosphate Drugs 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
229910000031 sodium sesquicarbonate Inorganic materials 0.000 description 1
235000018341 sodium sesquicarbonate Nutrition 0.000 description 1
235000019351 sodium silicates Nutrition 0.000 description 1
IUEMQUIQAPPJDL-UHFFFAOYSA-M sodium;2,3-dihydroxypropanoate Chemical compound [Na+].OCC(O)C([O-])=O IUEMQUIQAPPJDL-UHFFFAOYSA-M 0.000 description 1
IBDSNZLUHYKHQP-UHFFFAOYSA-N sodium;3-oxidodioxaborirane;tetrahydrate Chemical compound O.O.O.O.[Na+].[O-]B1OO1 IBDSNZLUHYKHQP-UHFFFAOYSA-N 0.000 description 1
MWNQXXOSWHCCOZ-UHFFFAOYSA-L sodium;oxido carbonate Chemical compound [Na+].[O-]OC([O-])=O MWNQXXOSWHCCOZ-UHFFFAOYSA-L 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
238000010186 staining Methods 0.000 description 1
238000003756 stirring Methods 0.000 description 1
125000000547 substituted alkyl group Chemical group 0.000 description 1
239000001384 succinic acid Substances 0.000 description 1
DIORMHZUUKOISG-UHFFFAOYSA-N sulfoformic acid Chemical compound OC(=O)S(O)(=O)=O DIORMHZUUKOISG-UHFFFAOYSA-N 0.000 description 1
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
238000006277 sulfonation reaction Methods 0.000 description 1
150000003457 sulfones Chemical group 0.000 description 1
150000003462 sulfoxides Chemical class 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
229910021653 sulphate ion Inorganic materials 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
239000000271 synthetic detergent Substances 0.000 description 1
239000003760 tallow Substances 0.000 description 1
239000008399 tap water Substances 0.000 description 1
235000020679 tap water Nutrition 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
238000010998 test method Methods 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
239000004753 textile Substances 0.000 description 1
150000003626 triacylglycerols Chemical class 0.000 description 1
QQOWHRYOXYEMTL-UHFFFAOYSA-N triazin-4-amine Chemical class N=C1C=CN=NN1 QQOWHRYOXYEMTL-UHFFFAOYSA-N 0.000 description 1
UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical class OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 1
LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 1
WCTAGTRAWPDFQO-UHFFFAOYSA-K trisodium;hydrogen carbonate;carbonate Chemical compound [Na+].[Na+].[Na+].OC([O-])=O.[O-]C([O-])=O WCTAGTRAWPDFQO-UHFFFAOYSA-K 0.000 description 1
OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
238000005292 vacuum distillation Methods 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
230000003313 weakening effect Effects 0.000 description 1
150000003751 zinc Chemical class 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
- C11D1/72—Ethers of polyoxyalkylene glycols
- 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
- C11D1/83—Mixtures of non-ionic with anionic 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds

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)
Cosmetics (AREA)

PT101013A 1991-11-08 1992-10-28 Composicoes detergentes que contem gliceril eteres PT101013B (pt)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GB919123734A GB9123734D0 (en)	1991-11-08	1991-11-08	Detergent composition

Publications (2)

Publication Number	Publication Date
PT101013A PT101013A (pt)	1994-01-31
PT101013B true PT101013B (pt)	1999-07-30

Family

ID=10704289

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
PT101013A PT101013B (pt)	1991-11-08	1992-10-28	Composicoes detergentes que contem gliceril eteres

Country Status (12)

Country	Link
EP (1)	EP0611392B1 (fr)
JP (1)	JPH07500861A (fr)
CN (1)	CN1072950A (fr)
AT (1)	ATE168409T1 (fr)
AU (1)	AU3060592A (fr)
CA (1)	CA2122602A1 (fr)
DE (1)	DE69226276T2 (fr)
GB (1)	GB9123734D0 (fr)
MA (1)	MA22702A1 (fr)
MX (1)	MX9206421A (fr)
PT (1)	PT101013B (fr)
WO (1)	WO1993009214A1 (fr)

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JP3759345B2 (ja) *	1999-08-09	2006-03-22	花王株式会社	液体洗浄剤
JP3371098B2 (ja)	1999-11-04	2003-01-27	花王株式会社	洗浄剤組成物
DE19959000B4 (de)	1999-12-08	2018-07-05	Cognis Ip Management Gmbh	Verwendung primärer Monoalkylether von Eigenkondensationsprodukten des Glycerins
US7098181B2 (en)	2002-05-22	2006-08-29	Kao Corporation	Liquid detergent composition
DE60317747T2 (de) *	2002-08-29	2008-10-30	Kao Corp.	Herstellungsverfahren für Glycidylether Addukt und dazu verwendete Katalysator
JP4423237B2 (ja) *	2005-06-13	2010-03-03	太陽化学株式会社	洗浄剤用増粘剤
JP4348319B2 (ja) *	2005-06-13	2009-10-21	太陽化学株式会社	洗浄剤組成物
JP4348329B2 (ja) *	2005-10-21	2009-10-21	太陽化学株式会社	液体洗浄剤組成物
JP5102198B2 (ja) *	2006-03-31	2012-12-19	花王株式会社	柔軟洗浄剤組成物
EP2096160A4 (fr) *	2006-12-28	2013-08-21	Kao Corp	Composition détersive
JP5046714B2 (ja)	2007-04-06	2012-10-10	花王株式会社	衣料用洗剤組成物
JP5101997B2 (ja) *	2007-11-09	2012-12-19	花王株式会社	高嵩密度洗剤組成物
EP2223994B1 (fr) *	2007-12-28	2019-01-23	Kao Corporation	Composition détergentes pour lessive
JP2009227583A (ja) *	2008-03-19	2009-10-08	Daicel Chem Ind Ltd	ポリグリセリンアルキルエーテル型非イオン界面活性剤
KR101789284B1 (ko)	2011-11-25	2017-10-24	주식회사 엘지생활건강	일반 세탁 및 드라이클리닝용 친환경 용제 및 이를 포함한 조성물
CN113980747B (zh) *	2021-11-10	2023-08-25	重庆臻宝科技股份有限公司	一种半导体材料表面脱脂处理的清洗剂

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US3719636A (en) *	1970-04-09	1973-03-06	Olin Corp	Method for the preparation of biodegradable glycidol surfactants
US4206070A (en) *	1975-12-24	1980-06-03	The Procter & Gamble Company	Detergent compositions
EP0013026A1 (fr) *	1979-01-02	1980-07-09	Henkel Kommanditgesellschaft auf Aktien	Procédé pour la préparation d'étheralcools
US4298764A (en) *	1979-07-27	1981-11-03	Fmc Corporation	Preparation of alkyl glyceryl ether alcohols
JPS5940878B2 (ja) *	1981-02-10	1984-10-03	花王株式会社	洗浄剤組成物
JPS57197235A (en) *	1981-05-28	1982-12-03	Kao Corp	Preparation of 2-hydroxy-3-alkoxypropyl glyceryl ether
US4430237A (en) *	1981-10-16	1984-02-07	Colgate-Palmolive Co.	Liquid detergent having high grease removal ability
JPS58198429A (ja) *	1982-05-14	1983-11-18	Nippon Oil & Fats Co Ltd	ポリグリセリンの製造法
LU86268A1 (fr) *	1986-01-27	1988-01-20	Oreal	Nouveaux ethers de polyglycerols et leur utilisation en cosmetique et en pharmacie

1991
- 1991-11-08 GB GB919123734A patent/GB9123734D0/en active Pending
1992
- 1992-10-28 PT PT101013A patent/PT101013B/pt not_active IP Right Cessation
- 1992-11-02 CA CA002122602A patent/CA2122602A1/fr not_active Abandoned
- 1992-11-02 EP EP92924209A patent/EP0611392B1/fr not_active Expired - Lifetime
- 1992-11-02 JP JP5508652A patent/JPH07500861A/ja active Pending
- 1992-11-02 WO PCT/US1992/009386 patent/WO1993009214A1/fr not_active Ceased
- 1992-11-02 AU AU30605/92A patent/AU3060592A/en not_active Abandoned
- 1992-11-02 AT AT92924209T patent/ATE168409T1/de not_active IP Right Cessation
- 1992-11-02 DE DE69226276T patent/DE69226276T2/de not_active Expired - Fee Related
- 1992-11-05 MA MA22992A patent/MA22702A1/fr unknown
- 1992-11-06 MX MX9206421A patent/MX9206421A/es unknown
- 1992-11-07 CN CN92114633.7A patent/CN1072950A/zh active Pending

Also Published As

Publication number	Publication date
MX9206421A (es)	1994-05-31
DE69226276T2 (de)	1999-03-18
EP0611392A4 (fr)	1995-02-08
MA22702A1 (fr)	1993-07-01
ATE168409T1 (de)	1998-08-15
EP0611392A1 (fr)	1994-08-24
CN1072950A (zh)	1993-06-09
PT101013A (pt)	1994-01-31
CA2122602A1 (fr)	1993-05-13
EP0611392B1 (fr)	1998-07-15
GB9123734D0 (en)	1992-01-02
AU3060592A (en)	1993-06-07
WO1993009214A1 (fr)	1993-05-13
DE69226276D1 (de)	1998-08-20
JPH07500861A (ja)	1995-01-26

Legal Events

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1994-01-31

BB1A

Laying open of patent application

Effective date: 19930708

1999-07-30

FG3A

Patent granted, date of granting

Effective date: 19990420

2001-02-28

MM3A

Annulment or lapse

Free format text: LAPSE DUE TO NON-PAYMENT OF FEES

Effective date: 20001031

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