WO1997000609A1 - Procede pour augmenter l'efficacite d'un agent deodorant - Google Patents
Procede pour augmenter l'efficacite d'un agent deodorant Download PDFInfo
- Publication number
- WO1997000609A1 WO1997000609A1 PCT/US1996/009244 US9609244W WO9700609A1 WO 1997000609 A1 WO1997000609 A1 WO 1997000609A1 US 9609244 W US9609244 W US 9609244W WO 9700609 A1 WO9700609 A1 WO 9700609A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- alkyl
- halo
- substituted
- composition
- odor
- Prior art date
Links
- 230000000873 masking effect Effects 0.000 title claims abstract description 33
- 238000000034 method Methods 0.000 title claims description 24
- 239000000203 mixture Substances 0.000 claims abstract description 101
- 239000004094 surface-active agent Substances 0.000 claims abstract description 62
- 150000001875 compounds Chemical class 0.000 claims abstract description 43
- 235000000346 sugar Nutrition 0.000 claims abstract description 38
- 230000000844 anti-bacterial effect Effects 0.000 claims abstract description 33
- 239000000645 desinfectant Substances 0.000 claims abstract description 28
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 27
- 238000004140 cleaning Methods 0.000 claims abstract description 24
- 230000000754 repressing effect Effects 0.000 claims abstract description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 83
- 125000004432 carbon atom Chemical group C* 0.000 claims description 40
- -1 alkyl glucose ester Chemical class 0.000 claims description 36
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 24
- 150000001720 carbohydrates Chemical group 0.000 claims description 14
- PSQYTAPXSHCGMF-BQYQJAHWSA-N β-ionone Chemical compound CC(=O)\C=C\C1=C(C)CCCC1(C)C PSQYTAPXSHCGMF-BQYQJAHWSA-N 0.000 claims description 14
- 239000003945 anionic surfactant Substances 0.000 claims description 13
- OSDLLIBGSJNGJE-UHFFFAOYSA-N 4-chloro-3,5-dimethylphenol Chemical compound CC1=CC(O)=CC(C)=C1Cl OSDLLIBGSJNGJE-UHFFFAOYSA-N 0.000 claims description 12
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 12
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 11
- 229930195729 fatty acid Natural products 0.000 claims description 11
- 239000000194 fatty acid Substances 0.000 claims description 11
- 150000004665 fatty acids Chemical class 0.000 claims description 11
- 239000008103 glucose Substances 0.000 claims description 11
- 229930003658 monoterpene Natural products 0.000 claims description 11
- 150000002773 monoterpene derivatives Chemical class 0.000 claims description 11
- 235000002577 monoterpenes Nutrition 0.000 claims description 11
- 150000001298 alcohols Chemical class 0.000 claims description 9
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 9
- 150000003934 aromatic aldehydes Chemical class 0.000 claims description 9
- 150000002148 esters Chemical class 0.000 claims description 9
- JCZPMGDSEAFWDY-SQOUGZDYSA-N (2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanamide Chemical compound NC(=O)[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO JCZPMGDSEAFWDY-SQOUGZDYSA-N 0.000 claims description 8
- XLGVHAQDCFITCH-UHFFFAOYSA-N 2,3-dihydroxypropanamide Chemical compound NC(=O)C(O)CO XLGVHAQDCFITCH-UHFFFAOYSA-N 0.000 claims description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 8
- 150000005165 hydroxybenzoic acids Chemical class 0.000 claims description 8
- SFEOKXHPFMOVRM-UHFFFAOYSA-N (+)-(S)-gamma-ionone Natural products CC(=O)C=CC1C(=C)CCCC1(C)C SFEOKXHPFMOVRM-UHFFFAOYSA-N 0.000 claims description 7
- WTPYRCJDOZVZON-UHFFFAOYSA-N 3,5,5-Trimethylhexanal Chemical compound O=CCC(C)CC(C)(C)C WTPYRCJDOZVZON-UHFFFAOYSA-N 0.000 claims description 7
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 claims description 7
- 235000019499 Citrus oil Nutrition 0.000 claims description 7
- 125000005211 alkyl trimethyl ammonium group Chemical group 0.000 claims description 7
- UZFLPKAIBPNNCA-UHFFFAOYSA-N alpha-ionone Natural products CC(=O)C=CC1C(C)=CCCC1(C)C UZFLPKAIBPNNCA-UHFFFAOYSA-N 0.000 claims description 7
- KHSLHYAUZSPBIU-UHFFFAOYSA-M benzododecinium bromide Chemical compound [Br-].CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 KHSLHYAUZSPBIU-UHFFFAOYSA-M 0.000 claims description 7
- 229940043350 citral Drugs 0.000 claims description 7
- 239000010500 citrus oil Substances 0.000 claims description 7
- MIHINWMALJZIBX-UHFFFAOYSA-N cyclohexa-2,4-dien-1-ol Chemical class OC1CC=CC=C1 MIHINWMALJZIBX-UHFFFAOYSA-N 0.000 claims description 7
- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 claims description 7
- 230000000249 desinfective effect Effects 0.000 claims description 6
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 claims description 3
- 150000005215 alkyl ethers Chemical class 0.000 claims description 3
- 150000008051 alkyl sulfates Chemical class 0.000 claims description 3
- 150000008052 alkyl sulfonates Chemical class 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 2
- UZFLPKAIBPNNCA-BQYQJAHWSA-N alpha-ionone Chemical compound CC(=O)\C=C\C1C(C)=CCCC1(C)C UZFLPKAIBPNNCA-BQYQJAHWSA-N 0.000 claims 5
- JBIROUFYLSSYDX-UHFFFAOYSA-M benzododecinium chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 JBIROUFYLSSYDX-UHFFFAOYSA-M 0.000 claims 5
- 239000012436 odor-modifying agent Substances 0.000 claims 5
- 230000003381 solubilizing effect Effects 0.000 claims 2
- 125000005011 alkyl ether group Chemical group 0.000 claims 1
- 239000003899 bactericide agent Substances 0.000 abstract description 6
- 238000006116 polymerization reaction Methods 0.000 description 12
- 150000002989 phenols Chemical class 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 6
- 125000001183 hydrocarbyl group Chemical group 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 125000003342 alkenyl group Chemical group 0.000 description 4
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 4
- ILRSCQWREDREME-UHFFFAOYSA-N dodecanamide Chemical compound CCCCCCCCCCCC(N)=O ILRSCQWREDREME-UHFFFAOYSA-N 0.000 description 4
- 239000003205 fragrance Substances 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- 229960004063 propylene glycol Drugs 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- 240000008042 Zea mays Species 0.000 description 3
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 3
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 3
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 235000005822 corn Nutrition 0.000 description 3
- 229930182830 galactose Natural products 0.000 description 3
- 125000005842 heteroatom Chemical group 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002431 hydrogen Chemical class 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 235000020357 syrup Nutrition 0.000 description 3
- 239000006188 syrup Substances 0.000 description 3
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 description 2
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- XEFQLINVKFYRCS-UHFFFAOYSA-N Triclosan Chemical compound OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl XEFQLINVKFYRCS-UHFFFAOYSA-N 0.000 description 2
- 125000003172 aldehyde group Chemical group 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- YOOPHLDCWPOWDX-QCICJENWSA-N beta-D-GlcpA-(1->6)-beta-D-Galp Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)O[C@@H]1CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(O)=O)O1 YOOPHLDCWPOWDX-QCICJENWSA-N 0.000 description 2
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 description 2
- 239000004064 cosurfactant Substances 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 150000002016 disaccharides Chemical class 0.000 description 2
- 150000002338 glycosides Chemical class 0.000 description 2
- HSEMFIZWXHQJAE-UHFFFAOYSA-N hexadecanamide Chemical compound CCCCCCCCCCCCCCCC(N)=O HSEMFIZWXHQJAE-UHFFFAOYSA-N 0.000 description 2
- 229940116335 lauramide Drugs 0.000 description 2
- 125000001483 monosaccharide substituent group Chemical group 0.000 description 2
- 150000002772 monosaccharides Chemical class 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 235000013772 propylene glycol Nutrition 0.000 description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical class OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 150000008163 sugars Chemical class 0.000 description 2
- 239000011593 sulfur Chemical group 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- UZFLPKAIBPNNCA-FPLPWBNLSA-N α-ionone Chemical compound CC(=O)\C=C/C1C(C)=CCCC1(C)C UZFLPKAIBPNNCA-FPLPWBNLSA-N 0.000 description 2
- RRBHVVXZCRBUSA-GHMZBOCLSA-N (2r,3r)-2,3,4-trihydroxy-n-octylbutanamide Chemical compound CCCCCCCCNC(=O)[C@H](O)[C@H](O)CO RRBHVVXZCRBUSA-GHMZBOCLSA-N 0.000 description 1
- MDSNRZIKSHAKQJ-IAGOWNOFSA-N (2r,3r)-2,3,4-trihydroxy-n-tetradecylbutanamide Chemical compound CCCCCCCCCCCCCCNC(=O)[C@H](O)[C@H](O)CO MDSNRZIKSHAKQJ-IAGOWNOFSA-N 0.000 description 1
- NFIKNLVTXPPJDZ-CHWSQXEVSA-N (2r,3r)-n-decyl-2,3,4-trihydroxybutanamide Chemical compound CCCCCCCCCCNC(=O)[C@H](O)[C@H](O)CO NFIKNLVTXPPJDZ-CHWSQXEVSA-N 0.000 description 1
- NHZGTVBIVDEEFL-HUUCEWRRSA-N (2r,3r)-n-dodecyl-2,3,4-trihydroxybutanamide Chemical compound CCCCCCCCCCCCNC(=O)[C@H](O)[C@H](O)CO NHZGTVBIVDEEFL-HUUCEWRRSA-N 0.000 description 1
- CSLZWNYEHKZPEL-HZSPNIEDSA-N (2r,3s,4r)-n-decyl-2,3,4,5-tetrahydroxypentanamide Chemical compound CCCCCCCCCCNC(=O)[C@H](O)[C@@H](O)[C@H](O)CO CSLZWNYEHKZPEL-HZSPNIEDSA-N 0.000 description 1
- GQSHHCDEBSCCRR-OWCLPIDISA-N (2r,3s,4r)-n-dodecyl-2,3,4,5-tetrahydroxypentanamide Chemical compound CCCCCCCCCCCCNC(=O)[C@H](O)[C@@H](O)[C@H](O)CO GQSHHCDEBSCCRR-OWCLPIDISA-N 0.000 description 1
- ZIWPNENWXIHHRV-UHFFFAOYSA-N 2,3-dihydroxy-n-octylpropanamide Chemical compound CCCCCCCCNC(=O)C(O)CO ZIWPNENWXIHHRV-UHFFFAOYSA-N 0.000 description 1
- NCKMMSIFQUPKCK-UHFFFAOYSA-N 2-benzyl-4-chlorophenol Chemical compound OC1=CC=C(Cl)C=C1CC1=CC=CC=C1 NCKMMSIFQUPKCK-UHFFFAOYSA-N 0.000 description 1
- MTIDYGLTAOZOGU-UHFFFAOYSA-N 2-bromo-4-methylphenol Chemical compound CC1=CC=C(O)C(Br)=C1 MTIDYGLTAOZOGU-UHFFFAOYSA-N 0.000 description 1
- VADKRMSMGWJZCF-UHFFFAOYSA-N 2-bromophenol Chemical compound OC1=CC=CC=C1Br VADKRMSMGWJZCF-UHFFFAOYSA-N 0.000 description 1
- ISPYQTSUDJAMAB-UHFFFAOYSA-N 2-chlorophenol Chemical compound OC1=CC=CC=C1Cl ISPYQTSUDJAMAB-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- UPXZHXVOMCGZDS-UHFFFAOYSA-N 2-phenylbenzene-1,3-diol Chemical class OC1=CC=CC(O)=C1C1=CC=CC=C1 UPXZHXVOMCGZDS-UHFFFAOYSA-N 0.000 description 1
- WOMTYMDHLQTCHY-UHFFFAOYSA-N 3-methylamino-1,2-propanediol Chemical compound CNCC(O)CO WOMTYMDHLQTCHY-UHFFFAOYSA-N 0.000 description 1
- IWJGMJHAIUBWKT-UHFFFAOYSA-N 4-bromo-2-methylphenol Chemical compound CC1=CC(Br)=CC=C1O IWJGMJHAIUBWKT-UHFFFAOYSA-N 0.000 description 1
- GZFGOTFRPZRKDS-UHFFFAOYSA-N 4-bromophenol Chemical compound OC1=CC=C(Br)C=C1 GZFGOTFRPZRKDS-UHFFFAOYSA-N 0.000 description 1
- LYOFHYLVYHTGBK-UHFFFAOYSA-N 4-chloro-1,5-dimethylcyclohexa-2,4-dien-1-ol Chemical compound CC1=C(Cl)C=CC(C)(O)C1 LYOFHYLVYHTGBK-UHFFFAOYSA-N 0.000 description 1
- RHPUJHQBPORFGV-UHFFFAOYSA-N 4-chloro-2-methylphenol Chemical compound CC1=CC(Cl)=CC=C1O RHPUJHQBPORFGV-UHFFFAOYSA-N 0.000 description 1
- DSQWWSVOIGUHAE-UHFFFAOYSA-N 4-chloro-2-phenylphenol Chemical compound OC1=CC=C(Cl)C=C1C1=CC=CC=C1 DSQWWSVOIGUHAE-UHFFFAOYSA-N 0.000 description 1
- GNGVSMGLWYRCKJ-UHFFFAOYSA-N 4-chloro-3,5-diheptylphenol Chemical compound CCCCCCCC1=CC(O)=CC(CCCCCCC)=C1Cl GNGVSMGLWYRCKJ-UHFFFAOYSA-N 0.000 description 1
- CTRKQSHMVPNLJP-UHFFFAOYSA-N 4-chloro-3,5-dimethylphenol;2-chloro-4-heptylphenol Chemical compound CC1=CC(O)=CC(C)=C1Cl.CCCCCCCC1=CC=C(O)C(Cl)=C1 CTRKQSHMVPNLJP-UHFFFAOYSA-N 0.000 description 1
- WXNZTHHGJRFXKQ-UHFFFAOYSA-N 4-chlorophenol Chemical compound OC1=CC=C(Cl)C=C1 WXNZTHHGJRFXKQ-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 125000006539 C12 alkyl group Chemical group [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])* 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- WYPVEQSBCMHVHU-UHFFFAOYSA-N ClC1=C(CC(C=C1)(C)O)C.ClC1=C(C=C(C=C1C)O)C Chemical compound ClC1=C(CC(C=C1)(C)O)C.ClC1=C(C=C(C=C1C)O)C WYPVEQSBCMHVHU-UHFFFAOYSA-N 0.000 description 1
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- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 description 1
- MDNWOSOZYLHTCG-UHFFFAOYSA-N Dichlorophen Chemical compound OC1=CC=C(Cl)C=C1CC1=CC(Cl)=CC=C1O MDNWOSOZYLHTCG-UHFFFAOYSA-N 0.000 description 1
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- 239000005715 Fructose Substances 0.000 description 1
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- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 125000005248 alkyl aryloxy group Chemical group 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 229940064004 antiseptic throat preparations Drugs 0.000 description 1
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000004104 aryloxy group Chemical group 0.000 description 1
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 235000008504 concentrate Nutrition 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- TUTWLYPCGCUWQI-UHFFFAOYSA-N decanamide Chemical compound CCCCCCCCCC(N)=O TUTWLYPCGCUWQI-UHFFFAOYSA-N 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000008121 dextrose Substances 0.000 description 1
- ZFTFAPZRGNKQPU-UHFFFAOYSA-N dicarbonic acid Chemical group OC(=O)OC(O)=O ZFTFAPZRGNKQPU-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
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- 125000003438 dodecyl group Chemical group [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])* 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 229930182470 glycoside Natural products 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- ACGUYXCXAPNIKK-UHFFFAOYSA-N hexachlorophene Chemical compound OC1=C(Cl)C=C(Cl)C(Cl)=C1CC1=C(O)C(Cl)=CC(Cl)=C1Cl ACGUYXCXAPNIKK-UHFFFAOYSA-N 0.000 description 1
- 235000019534 high fructose corn syrup Nutrition 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 239000003752 hydrotrope Substances 0.000 description 1
- CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 229930002839 ionone Natural products 0.000 description 1
- 150000002499 ionone derivatives Chemical class 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 229940048848 lauryl glucoside Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000000199 molecular distillation Methods 0.000 description 1
- QEALYLRSRQDCRA-UHFFFAOYSA-N myristamide Chemical compound CCCCCCCCCCCCCC(N)=O QEALYLRSRQDCRA-UHFFFAOYSA-N 0.000 description 1
- WYFSTKCDETZJNK-UHFFFAOYSA-N n-decyl-2,3-dihydroxypropanamide Chemical compound CCCCCCCCCCNC(=O)C(O)CO WYFSTKCDETZJNK-UHFFFAOYSA-N 0.000 description 1
- DAPIZRNXIJVJNS-UHFFFAOYSA-N n-hexadecyl-2,3-dihydroxypropanamide Chemical compound CCCCCCCCCCCCCCCCNC(=O)C(O)CO DAPIZRNXIJVJNS-UHFFFAOYSA-N 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- FATBGEAMYMYZAF-KTKRTIGZSA-N oleamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(N)=O FATBGEAMYMYZAF-KTKRTIGZSA-N 0.000 description 1
- FATBGEAMYMYZAF-UHFFFAOYSA-N oleicacidamide-heptaglycolether Natural products CCCCCCCCC=CCCCCCCCC(N)=O FATBGEAMYMYZAF-UHFFFAOYSA-N 0.000 description 1
- 125000001117 oleyl 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])=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])[H] 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000006268 reductive amination reaction Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- FNXKBSAUKFCXIK-UHFFFAOYSA-M sodium;hydrogen carbonate;8-hydroxy-7-iodoquinoline-5-sulfonic acid Chemical class [Na+].OC([O-])=O.C1=CN=C2C(O)=C(I)C=C(S(O)(=O)=O)C2=C1 FNXKBSAUKFCXIK-UHFFFAOYSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 235000020354 squash Nutrition 0.000 description 1
- 229940037312 stearamide Drugs 0.000 description 1
- 125000001424 substituent group Chemical group 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
- C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/08—Oxygen or sulfur directly attached to an aromatic ring system
- A01N31/12—Bis-chlorophenols
-
- 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
- C11D1/662—Carbohydrates or derivatives
-
- 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
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/29—Sulfates of polyoxyalkylene ethers
Definitions
- This invention relates to compositions and methods which reduce the unpleasant odor of cleaning compositions containing disinfectants.
- the invention further relates to odor masking compositions for disinfectant cleaning compositions, to a method of increasing the efficacy of an odor masking or odor repressing agent, and to the use of odor-masked disinfectant compositions in disinfectant cleaning compositions.
- Cleaning compositions such as personal cleansing preparations, hand and machine dishwashing detergents, hard surface cleaners, and liquid and solid laundry detergents which contain disinfectants such as bactericides or bacteriostats are becoming more widespread.
- Phenol derivatives are a common class of disinfectants used in cleaning compositions. See e.g. "Disinfectants and Antiseptics", Encyclopedia of Chemical Technology, vol. 7, pp. 808-815 (Kirk-Othmer, eds., John Wiley & Sons, Inc. N.Y., N.Y., 3d ed. 1979).
- phenol itself is of mostly historical interest or as a research tool in microbiology.
- the disinfectant art progressed to homologues of phenol, halogenated phenols, halogenated homologues, dihydric and trihydric phenols, hydroxybenzoic acids, bis(hydroxyphenyl)alkanes, and hydroxyquinolines.
- 3,5-dimethyl-4-chlorophenol is discussed at pages 810 and 811 of that article and 2,4,4'-trichloro-2'-hydroxydiphenyl ether is discussed at page 812.
- odor masking or odor repressing agents are incorporated into cleaning compositions. Besides masking the odor of the disinfectants, such compounds can also mask the odor of perfumes used to enhance the aesthetic value of the cleaning compositions. In addition, the amounts of odor masking or odor repressing agents necessary to mask the odor of the disinfectants increases the cost of the cleaning products.
- This invention relates to compositions and methods which reduce the unpleasant odor of cleaning compositions containing disinfectants.
- One aspect of the present invention is a method for reducing the unpleasant odor of disinfectant cleaning compositions by increasing the efficacy of an odor masking or odor repressing agent in an aqueous cleaning composition containing a disinfectant such as a bactericide.
- compositions according to the invention contain a nonionic sugar surfactant such as an alkyl glucose ester, an aldobionamide, a gluconamide, a glyceramide, a glyceroglycolipid and polyhydroxy fatty acid amide surfactant, an alkyl polyglycoside or any combination of such surfactants and a compound having anti-bacterial activity selected from the group consisting of halo-substituted monohydric phenol compounds, halo-substituted dihydric phenol compounds, halo-substituted trihydric phenol compounds, halo-substituted hydroxybenzoic acids, halo- substituted bis(hydroxyphenyl)alkanes and quaternary ammonium bromides selected from the group consisting of lauryl dimethylbenzyl ammonium bromide, alkyl trimethyl ammonium bromide, alkyl isoquinolinium bromide and an odor- masking agent selected from the group consisting
- the present invention also relates to highly concentrated cleaning compositions containing elevated levels of disinfectants such as a bactericide as disclosed herein.
- Such compositions can be made by combining a nonionic sugar surfactant such as alkyl glucose ester, aldobionamide, gluconamide, glyceramide, glyceroglycolipid and a polyhydroxy fatty acid amide surfactant, and an alkyl polyglycoside and either or both of: (a) an anionic surfactant such as an alkyl ether sulfate, (b) a mixture of at least two different alkyl polyglycosides wherein each alkyl polyglycoside has a different average carbon chain length in the alkyl moiety.
- the incorporation of (a) and/or (b) above produces a composition which is more stable at high solids levels and permits the preparation of highly concentrated compositions according to the invention having relatively large amounts of disinfectant.
- This invention also relates to a process for increasing the efficacy of an odor masking or odor repressing agent which comprises adding an effective amount of a nonionic sugar surfactant or a combination of an anionic surfactant and a sugar surfactant to a composition comprised of an anti-bacterial compound as set forth herein and an odor masking or odor repressing agent as set forth herein.
- This invention also relates to a process for making an anti-bacterial cleaning composition which comprises adding a composition containing an effective amount of a nonionic sugar surfactant, an anti-bacterial compound as set forth herein and an odor masking or odor repressing agent as set forth herein to an aqueous composition containing one or more additional nonionic surfactants, anionic surfactants, amphoteric surfactants, and combinations thereof surfactants in addition to other compounds such as builders, hydrotropes, humectants, etc.
- a process for making an anti-bacterial cleaning composition which comprises adding a composition containing an effective amount of a nonionic sugar surfactant, an anti-bacterial compound as set forth herein and an odor masking or odor repressing agent as set forth herein to an aqueous composition containing one or more additional nonionic surfactants, anionic surfactants, amphoteric surfactants, and combinations thereof surfactants in addition to other compounds such as builders, hydrotropes, humectant
- nonionic sugar surfactant refers to surfactants that are based on saccharide moieties.
- Representative examples of such nonionic sugar surfactants include, but are not limited thereto, alkyl glucose ester, aldobionamide, gluconamide, glyceramide, glyceroglycolipid and polyhydroxy fatty acid amide surfactants, and alkyl polyglycosides each of which is described more fully hereinbelow.
- alkyl glucose ester sugar surfactants are generally disclosed in U.S. patent Nos. 5,109,127 and 5,190,747 the entire contents of both of which are incorporated herein by reference. These surfactants have the general formula I:
- R represents a fatty acid residue of 6 to 20 carbon atoms, preferably 6 to 12 carbon atoms and R 1 represents an alkyl group having 2 to 6 carbon atoms.
- alkyl glucose esters are 1 -ethyl-6- caprylglucoside, 1-ethyl-6-laurylglucoside, 1-butyl-6-caprylglucoside, 1 -ethyl-6- palmitylglucoside and 1-ethyl-6-oleylglucoside.
- the aldobionamide sugar surfactants are generally disclosed in U.S.
- An Aldobionamide is generally defined as the amide of an aldobionic acid or aldobionolactone and an aldobionic acid in turn is defined as a sugar substance (e.g. any cyclic sugar) in which the aldehyde group has been replaced by a carboxylic acid which upon drying is capable of cyclizing to form an aldonolactone.
- the aldobionamides can be based on compounds comprising two saccharide units, e.g.
- lactobionamides maltobionamides, cellobionamides, melibionamides, orgentiobionamides, or they can be based on compounds comprising more than two saccharide units provided that the polysaccharide has a terminal sugar unit with an aldehyde group available.
- the preferred aldobionamides of the present invention are lactobionamides of the formula II
- R 1 and R 2 are the same or different and are selected from hydrogen and an aliphatic hydrocarbon radical containing up to about 36 carbon atoms (e.g. alkyl groups and alkenyl groups which groups may also include a heteroatom such as N, O, S, present, for instance, as an amide, carboxy, ether and/or saccharide moiety) except that R 1 and R 2 cannot simultaneously be hydrogen.
- an aliphatic hydrocarbon radical containing up to about 36 carbon atoms (e.g. alkyl groups and alkenyl groups which groups may also include a heteroatom such as N, O, S, present, for instance, as an amide, carboxy, ether and/or saccharide moiety) except that R 1 and R 2 cannot simultaneously be hydrogen.
- the aliphatic hydrocarbon radical preferably contains up to 24 carbon atoms, most preferably from 8 to 18 carbon atoms.
- lactobionamides are N-propyl lactobionamide, N-pentyl lactobionamide, N-decyl lactobionamide, N-hexadecyl lactobionamide, N-oleyl lactobionamide, N- dodecyl-N-methyl lactobionamide, and N-dodecyloxypropyl lactobionamide.
- gluconamide sugar surfactants are generally disclosed in U.S. Patent 5,352,386 the entire contents ofwhich is inco ⁇ orated herein by reference. These have the general formula III: HOCH 2 -(CHOH) m -C(O)-NHR
- R is a straight or branched, saturated or unsaturated aliphatic hydrocarbon having 4 to about 24 carbon atoms, preferably 8 to 24 carbon atoms, which R group can also contain a heteroatom selected from the group consisting of oxygen, nitrogen and sulfur.
- Representative examples of such are N-octylerythronamide, N-decylerythronamide, N- dodecylerythronamide, N-tetradecylerythronamide, N-decylxylonamide and N- dodecylxylonamide.
- glyceramide sugar surfactants are generally disclosed in U.S. Patent 5,352,387, the entire contents of which are incorporated herein by reference.
- R is a C 8 to C 24 straight or branched chained, saturated or unsaturated aliphatic hydrocarbon in which the R group may also be substituted by a heteroatom selected from oxygen, nitrogen and sulfur.
- Representative examples of such surfactants are N-octylglyceramide, N-decylglyceramide and N- hexadecylglyceramide.
- the glyceroglycolipid sugar surfactants are generally disclosed in U.S.
- the glyceroglycolipids can be of the formula IV:
- a 1 is a saccharide, preferably having one or more saccharide units, more preferably a mono or disaccharide and most preferably a monosaccharide such as glucose or galactose;
- R and R ⁇ are the same or different and are hydrogen, a branched or unbranched hydrocarbon radical having from 1 to about 24, preferably from about 6 to about 18 carbon atoms;
- B is OH or a NR 2 R 3 group, wherein R 2 and R 3 may be the same or different and are hydrogen, a branched or unbranched hydrocarbon radical having 1 to 24, preferably from 6 to 18 carbon atoms, and NRR ! and B are positionally interchangeable.
- surfactants are 3-(butylamino)-2-hydroxypropyl- ⁇ -D- galactopyranoside, 3-(octylamino)-2-hydroxypropyl- ⁇ -D-galactopyranoside, 3-
- glyceroglycolipid surfactants are disclosed in published European Patent Application No. 550,280 which is incorporated herein by reference. These surfactants are of the formula:
- a 1 is from 1 to 4 saccharide units and more preferably represents a mono or disaccharide, and most preferably a monosaccharide, for example, glucose or galactose;
- R and R are the same or different and are hydrogen, or a branched or unbranched, saturated or unsaturated, hydrocarbon radical having from 1 to 24 carbon atoms, preferably from 6 to 18 carbon atoms.
- surfactants are 3-(butyloxy)-2-hydroxypropyl- ⁇ -D- galactopyranoside, 3-(eicosyloxy)-2-hydroxypropyl- ⁇ -D-galactopyranoside, 3- (decyloxy)-2-hydroxypropyl- ⁇ -D-galactopyranoside, 3-(butyloxy)-2-hydroxypropyl- ⁇ -D-glucopyranoside, 3-(octyloxy)-2-hydroxypropyl- ⁇ -D-mannopyranoside, 3- (tetradecyloxy)-2-hydroxypropyl- ⁇ -D-lactoside, 3-(octadecyloxy)-2-hydroxypropyl- ⁇ -D-maltoside, 3-(octyloxy)-2-hydroxypropyl- ⁇ -D-galactotrioside, and 3- (dodecyloxy)-2-hydroxypropyl- ⁇ -D-cellotrioside.
- the polyhydroxy fatty acid amide sugar surfactants are generally disclosed in U.S. Patent Nos. 5,174,927, 5,223,179 and 5,332,528 the entire disclosure of each ofwhich is incorporated herein by reference.
- the polyhydroxy fatty acid amide surfactant component of the present invention comprises compounds of the structural formula V: R 2 C(O)N(R 1 )Z
- R 1 is H, C C 4 hydrocarbyl, 2-hydroxy ethyl, 2-hydroxy propyl or a mixture thereof, preferably C r C 4 alkyl, more preferably C, or C 2 alkyl, most preferably C, alkyl (i.e., methyl); and R 2 is a C 5 -C 31 hydrocarbyl, preferably straight chain C 7 -C 19 alkyl or alkenyl, more preferably straight chain C 9 -C 17 alkyl or alkenyl, most preferably straight chain C ⁇ C 17 alkyl or alkenyl, or mixture thereof; and Z is a polyhydroxyhydrocarbyl having a linear hydrocarbyl chain with at least 3 hydroxyls directly connected to the chain, or an alkoxylated derivative (preferably ethoxylated or propoxylated) thereof. Z preferably will be derived from a reducing sugar in a reductive amination reaction; more preferably Z is a glycityl.
- Suitable reducing sugars include glucose, fructose, maltose, lactose, galactose, mannose, and xylose.
- high dextrose corn syrup, high fructose corn syrup, and high maltose corn syrup can be utilized as well as the individual sugars listed above. These corn syrups may yield a mix of sugar components for Z. It should be understood that it is by no means intended to exclude other suitable raw materials.
- Z preferably will be selected from the group consisting of -C H 2 -(C H O H ) n-C H 2 O H , -C H (C H 2 O H )-(C H O H ) n . 1 -C H 2 O H ,
- n is an integer from 3 to 5, inclusive, and R' is H or a cyclic or aliphatic monosaccharide, and alkoxylated derivatives thereof. Most preferred are glycityls wherein n is 4, particularly
- R 1 can be, for example, N-methyl, N-ethyl, N-propyl, N-isopropyl, N-butyl, N-2-hydroxy ethyl, or N-2-hydroxy propyl.
- R 2 C(O)N ⁇ can be, for example, cocamide, stearamide, oleamide, lauramide, myristamide, capricamide, palmitamide, tallowamide, etc.
- Z can be 1-deoxyglucityl, 2-deoxyfructityl, 1-deoxymaltityl, 1-deoxylactityl, 1-deoxygalactityl, 1-deoxymannityl, 1-deoxymaltotriotityl, etc.
- cosurfactants are N-methyl-N-1-deoxyglucityl cocoamide and N-methyl-N-1 -deoxyglucityl tallowamide.
- Other suitable polyhydroxy fatty acid amide surfactants are those of the formula VI:
- R is a C 7 -C 21 hydrocarbyl species, i.e. coconut, tallow, palm fatty alkyl and oleyl
- R 1 is a C, to C 6 hydrocarbyl or substituted hydrocarbyl species, i.e. N-alkyl-N-(1 ,2-propanediol) and N-hydroxyalkyl-N-1 ,2-propane diol fatty acid amides.
- cosurfactants are the tallow amide of 3-[2-(hydroxyethyl)amino]-1 ,2-propanediol (HEAPD), the palmitate amide of 3- methylamino-1 ,2-propanediol (MAPD) and the lauramide of MAPD.
- alkyl polyglycoside surfactants are compounds of the formula Vll
- R 1 O(R 2 O) b (Z) a VI I wherein R is a monovalent organic radical having from about 6 to about 30 carbon atoms; R 2 is divalent alkylene radical having from 2 to 4 carbon atoms; Z is a saccharide residue having 5 or 6 carbon atoms; b is a number having a value from 0 to about 12; a is a number having a value from 1 to about 6.
- Preferred alkyl polyglycosides which can be used in the compositions according to the invention have the formula Vll wherein Z is a glucose residue and b is zero.
- alkyl polyglycosides are commercially available, for example, as APG®, GLUCOPON®, or PLANTAREN®, surfactants from Henkel Corporation,
- Examples of such surfactants include but are not limited to: 1. GLUCOPON® 225 Surfactant - an alkyl polyglycoside in which the alkyl group contains 8 to 10 carbon atoms and having an average degree of polymerization of 1.7. 2. GLUCOPON® 425 Surfactant - an alkyl polyglycoside in which the alkyl group contains 8 to 16 carbon atoms and having an average degree of polymerization of 1.55.
- GLUCOPON® 625 Surfactant - an alkyl polyglycoside in which the alkyl group contains 12 to 16 carbon atoms and having an average degree of polymerization of 1.6.
- APG® 325 Surfactant - an alkyl polyglycoside in which the alkyl group contains 9 to 11 carbon atoms and having an average degree of polymerization of 1.6.
- GLUCOPON® 600 Surfactant - an alkyl polyglycoside in which the alkyl group contains 12 to 16 carbon atoms and having an average degree of polymerization of 1.4.
- PLANTAREN® 2000 Surfactant - a C 8 . 16 alkyl polyglycoside in which the alkyl group contains 8 to 16 carbon atoms and having an average degree of polymerization of 1.4.
- PLANTAREN® 1300 Surfactant - a C 12 . 16 alkyl polyglycoside in which the alkyl group contains 12 to 16 carbon atoms and having an average degree of polymerization of 1.6.
- alkyl polyglycoside surfactant compositions which are comprised of mixtures of compounds of formula Vll wherein Z represents a moiety derived from a reducing saccharide containing 5 or 6 carbon atoms; a is a number having a value from 1 to about 6; b is zero; and R. is an alkyl radical having from 8 to 20 carbon atoms.
- compositions are characterized in that they have increased surfactant properties and an HLB in the range of about 10 to about 16 and a non-Flory distribution of glycosides, which is comprised of a mixture of an alkyl monoglycoside and a mixture of alkyl polyglycosides having varying degrees of polymerization of 2 and higher in progressively decreasing amounts, in which the amount by weight of polyglycoside having a degree of polymerization of 2, or mixtures thereof with the polyglycoside having a degree of polymerization of 3, predominate in relation to the amount of monoglycoside, said composition having an average degree of polymerization of about 1.8 to about 3.
- compositions also known as peaked alkyl polyglycosides
- the relative distribution of the various components, mono- and poly-glycosides, in the resulting product changes and the concentration in the product of the polyglycosides relative to the monoglycoside increases as well as the concentration of individual polyglycosides to the total, i.e. DP2 and DP3 fractions in relation to the sum of all DP fractions.
- Such compositions are disclosed in U.S. patent 5,266,690, the entire contents ofwhich are incorporated herein by reference.
- alkyl polyglycosides which can be used in the compositions according to the invention are those in which the alkyl moiety contains from 6 to 18 carbon atoms in which and the average carbon chain length of the composition is from about 9 to about 14 comprising a mixture of two or more of at least binary components of alkyl polyglycosides, wherein each binary component is present in the mixture in relation to its average carbon chain length in an amount effective to provide the surfactant composition with the average carbon chain length of about 9 to about 14 and wherein at least one, or both binary components, comprise a Flory distribution of polyglycosides derived from an acid-catalyzed reaction of an alcohol containing 6-20 carbon atoms and a suitable saccharide from which excess alcohol has been separated.
- Preferred nonionic sugar surfactants are alkyl polyglycosides as set forth above.
- the mixtures of alkyl polyglycosides which are useful for making highly concentrated cleaning compositions containing elevated levels of disinfectants such as a bactericide are combinations of alkyl polyglycosides wherein each of the alkyl moieties contains from 8 to 16 carbon atoms on the average.
- a mixture containing an alkyl polyglycoside having an average carbon chain length of 8 carbons in the alkyl moiety and an alkyl polyglycoside having an average carbon chain length of 16 carbons in the alkyl moiety can be used to make highly concentrated cleaning compositions containing elevated levels of disinfectants such as a bactericide.
- the preferred mixture of alkyl polyglycosides contains a C 10 and a C 12 alkyl polyglycoside.
- the relative amount of each alkyl polyglycoside will depend upon a number of variables such as the nature of the alkyl polyglycosides, the type of antibacterial compound, the presence of other surfactants and the nature of the odor-masking agent.
- the relative amount of each alkyl polyglycoside by weight can range from 30/70 to about 70/30 with the preferred being from 40/60 to about 60/40.
- An effective amount of sugar surfactant according to the invention is any amount sufficient to decrease the amount of odor masking or odor repressing agent relative to the amount of odor masking or odor repressing agent that would be required without the use of a sugar surfactant. This amount can be readily determined by one of ordinary skill in the art and will typically vary from a sugar surfactant /odor masking agent weight ratio of from about 2/1 to about 45/1.
- the preferred sugar surfactant is alkyl polyglycoside.
- anti-bacterial agent as used herein includes compounds which are bacteriocidal and bactenostatic.
- compositions and processes according to the invention are particularly effective when the anti-bacterial compound is a halo-substituted monohydric phenol, a halo-substituted dihydric phenol, a halo-substituted trihydric phenol compound, halo-substituted hydroxybenzoic acid, and a halo- substituted bis(hydroxyphenyl)alkane.
- halo-substituted it is meant that the compound has one or more halogen atoms, preferably chlorine or bromine, covalently bonded to the phenolic ring.
- the compounds may also have other substituents, e.g. alkyl groups, aralkyl groups, alkaryl groups, alkoxy groups, aryloxy groups, alkaryloxy groups, and aralkoxy groups.
- dihydric phenol and trihydric phenol are meant to include both compounds wherein the hydroxyl groups of the compound are all on one phenyl group (e.g. a resorcinol derivative) and compounds wherein two or more hydroxyl groups are distributed among two or more phenyl groups in the compound (e.g. a hydroxyphenyl phenol derivative).
- the compounds can be in the free hydroxyl form or a salt thereof, e.g. sodium, calcium, or ammonium.
- Suitable phenolic compounds include but are not limited to halo-phenols, preferably ortho- or para-substituted (e.g. o-chlorophenol, p- chlorophenol, o-bromophenol, and p-bromophenol), alkyl-halo-phenols, for preferably C-, to C 7 normal alkyl-substituted halo-phenols (e.g.
- 2-chloro-4-methyI- phenol 4-chloro-2-methyl-phenol, 2-bromo-4-methyl-phenol, 4-bromo-2-methyl- phenol, 2-chloro-4-(n-heptyl)-phenol 4-chloro-3,5-dimethyl-phenol, and 4-chloro- 3,5-di(n-heptyl)-phenol
- aralkyl-halo-phenols preferably benzyl-halo-phenols (e.g. p-chloro-o-benzyl-phenol), aryl-halo-phenols, preferably phenyl-halo- phenols (e.g.
- p-chloro-o-phenyl-phenol dihydric phenols, preferably hydroxy- halo-phenyloxy-halo-phenols (e.g. 2,4,4'-trichloro-2'-hydroxydiphenyl ether) and bis(hydroxy-halo-phenyl)alkanes, preferably bis(hydroxy-halo-phenyl)methanes
- the process according to the invention is also particularly effective when the anti-bacterial compound is one or more quaternary ammonium bromide compounds selected from the group consisting of lauryl dimethylbenzyl ammonium bromide, commercially available as, for example, AMOMYL® BR 1244 a trademark product of Seppic; alkyl trimethyl ammonium bromide, commercially available as, for example, EMPIGEN® CHB 40, a trademark product of Albright & Wilson; alkyl isoquinolinium bromide, commercially available as, for example, CATINAL® CB 50, a trademark product of Toho Chemical.
- lauryl dimethylbenzyl ammonium bromide commercially available as, for example, AMOMYL® BR 1244 a trademark product of Seppic
- alkyl trimethyl ammonium bromide commercially available as, for example, EMPIGEN® CHB 40, a trademark product of Albright & Wilson
- alkyl isoquinolinium bromide commercially available as,
- the amount of anti-bacterial compound which can be used in cleaning compositions is any disinfecting amount or anti-bacterially effective amount and will depend upon the concentration or the use dilution. The amount will typically vary from 0.1% to 5% by weight.
- anionic surfactants that can be used in combination with the sugar surfactants to produce disinfectant cleaning compositions which are more stable at elevated total solids levels are selected from the group consisting of alkyl sulfates, alkyl ether sulfates, alkyl sulfonates, alkyl ether sulfonates, and sulfosuccinates.
- the preferred type of anionic surfactant is an alkyl ether sulfate.
- the amount of such anionic surfactant is any amount which will produce a stable composition that will not separate or become otherwise unstable upon prolonged standing.
- the amount of anionic surfactant can be readily determined by one of ordinary skill in the art and will typically vary from an anionic surfactant/antibacterial compound weight from about 8/1 to about 17/1 with the preferred amount being from about 1/1 to about 3/1.
- the process according to the invention can be employed for any type of odor masking or odor repressing agent such as those described in an article entitled "Odor Modification” in Encyclopedia of Chemical Technology, vol. 16, pp. 303-304 (Kirk-Othmer, eds., John Wiley & Sons, Inc. N.Y., N.Y., 3d ed.
- odor masking or odor repressing agents include Mask #39741 and Fragrance 49627, which are combinations of aromatic aldehydes, esters, alcohols, and oxygenated monoterpenes such as ionones, available from
- One preferred embodiment of the present invention is a composition containing an effective amount of an alkyl polyglycoside surfactant of the formula Vll R 1 O(R 2 O) b (Z) a Vl l wherein R, is a monovalent organic radical having from about 6 to about 30 carbon atoms; R 2 is divalent alkylene radical having from 2 to 4 carbon atoms; Z is a saccharide residue having 5 or 6 carbon atoms; b is a number having a value from 0 to about 12; a is a number having a value from 1 to about 6 is added to a composition comprised of an effective amount of 4-chloro-3,5- dimethyl-phenol (p-chloro-meta-xylenol) and an effective amount of Mask
- a preferred alkyl polyglycoside is one in which the alkyl group contains
- the following disinfectant cleaning composition was a clear fluid product:
- PCMX 4-chloro-3,5-dimethyl-phenol
- a clear, flowable, readily dilutable concentrate contained the following ingredients:
- the first three ingredients were heated together with mixing to 70°C.
- the PCMX was then slowly mixed in while heating at 75-80°C.
- the mixture was cooled to room temperature and the Fragrance 49627 was added.
- the pH was adjusted to 7.0 with a 50% citric acid solution.
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- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Molecular Biology (AREA)
- Toxicology (AREA)
- Detergent Compositions (AREA)
Abstract
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BR9608342A BR9608342A (pt) | 1995-06-21 | 1996-06-17 | Composição de limpeza desinfetante e processos para aumentar e eficácia de um agente de conter odor ou mascarar odor e preparar uma composição de limpeza desinfetante |
AU62574/96A AU6257496A (en) | 1995-06-21 | 1996-06-17 | Method for increasing the efficacy of an odor masking agent |
MXPA/A/1997/010386A MXPA97010386A (en) | 1995-06-21 | 1997-12-18 | Method to increase the effectiveness of an overcover agent |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US38095P | 1995-06-21 | 1995-06-21 | |
US60/000,380 | 1995-06-21 | ||
US66058996A | 1996-06-11 | 1996-06-11 | |
US08/660,589 | 1996-06-11 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1997000609A1 true WO1997000609A1 (fr) | 1997-01-09 |
Family
ID=26667549
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US1996/009244 WO1997000609A1 (fr) | 1995-06-21 | 1996-06-17 | Procede pour augmenter l'efficacite d'un agent deodorant |
Country Status (5)
Country | Link |
---|---|
AR (1) | AR002548A1 (fr) |
AU (1) | AU6257496A (fr) |
BR (1) | BR9608342A (fr) |
CA (1) | CA2225016A1 (fr) |
WO (1) | WO1997000609A1 (fr) |
Cited By (24)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998050519A1 (fr) * | 1997-05-09 | 1998-11-12 | Colgate-Palmolive Company | Composition liquides de nettoyage |
WO1999008517A1 (fr) * | 1997-08-18 | 1999-02-25 | Cognis Deutschland Gmbh | Microemulsions |
EP0916720A1 (fr) * | 1997-11-17 | 1999-05-19 | The Procter & Gamble Company | Compositions liquides antibactériennes pour la vaisselle |
DE19804042A1 (de) * | 1998-02-03 | 1999-09-09 | Widulle | Geruchsbinder für aldehydhaltige Desinfektionsmittel |
US6319958B1 (en) | 1998-06-22 | 2001-11-20 | Wisconsin Alumni Research Foundation | Method of sensitizing microbial cells to antimicrobial compound |
US6335004B1 (en) | 2000-05-31 | 2002-01-01 | Ecolab Inc. | Odorless phenolic compositions |
KR100423644B1 (ko) * | 2000-07-18 | 2004-03-22 | 주식회사 만도 | 브레이크시스템용 솔레노이드밸브 |
WO2004035720A1 (fr) | 2002-10-16 | 2004-04-29 | Henkel Kommanditgesellschaft Auf Aktien | Produit de nettoyage abrasif transparent, notamment produit de nettoyage de vaisselle a la main |
EP1564283A2 (fr) | 2000-01-27 | 2005-08-17 | Henkel Kommanditgesellschaft auf Aktien | combinaison de tensio-actifs |
US7186675B2 (en) | 2000-09-13 | 2007-03-06 | Henkel Kommanditgesellschaft Auf Aktien (Henkel Kgaa) | Quick drying washing and cleaning agent, comprising an anionic/cationic/amphoteric surfactant mixture |
WO2008074070A1 (fr) * | 2006-12-18 | 2008-06-26 | Pestat Pty Ltd | Composition pour la lutte contre les organismes nuisibles |
US7393820B2 (en) | 2002-10-16 | 2008-07-01 | Henkel Kommanditgesellschaft Auf Aktien | Transparent abrasive cleaning product, especially manual dishwashing liquid |
WO2009125222A3 (fr) * | 2008-04-11 | 2010-12-16 | The Queen's University Of Belfast | Système antimicrobien |
US7998918B2 (en) | 2006-12-05 | 2011-08-16 | Henkel Ag & Co. Kgaa | Cleaning compositions for hard surfaces comprising a silyl polyalkoxylate |
US7998919B2 (en) | 2006-12-05 | 2011-08-16 | Henkel Ag & Co. Kgaa | Compositions for treating hard surfaces comprising silyl polyalkoxylates |
EP1082149B2 (fr) † | 1998-05-29 | 2011-12-14 | Kimberly-Clark Worldwide, Inc. | Meilleure absorption des odeurs par des polymeres naturels et de synthese |
DE102013001859A1 (de) | 2013-02-01 | 2014-08-07 | Henkel Ag & Co. Kgaa | Neue Tenside mit niedriger CMC sowie Tensidsysteme und Waschmittel enthaltend diese |
DE102016225902A1 (de) | 2016-12-21 | 2018-06-21 | Henkel Ag & Co. Kgaa | Reinigungsmittel mit abrasiven vulkanischem Glas |
EP3441447A1 (fr) | 2017-08-09 | 2019-02-13 | Henkel AG & Co. KGaA | Éther de cellulose non ionique en tant que renforçateur d'élimination de salissures lors du nettoyage de surfaces dures |
EP4105307A1 (fr) | 2021-06-15 | 2022-12-21 | Henkel AG & Co. KGaA | Composition de nettoyage diluable visqueuse stable |
EP4105304A1 (fr) | 2021-06-15 | 2022-12-21 | Henkel AG & Co. KGaA | Concentré diluable auto-épaississant pour applications de nettoyage de surfaces dures et de lavage de vaisselle |
EP4105306A1 (fr) | 2021-06-15 | 2022-12-21 | Henkel AG & Co. KGaA | Composition détergente diluable super concentrée pour le lavage manuel de la vaisselle |
EP4186969A1 (fr) | 2021-11-26 | 2023-05-31 | Henkel AG & Co. KGaA | Poudre diluable super-concentrée pour laver la vaisselle |
EP4379028A1 (fr) | 2022-11-30 | 2024-06-05 | Henkel AG & Co. KGaA | Systeme de builder pour l'élimination des taches de protéines |
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USH269H (en) * | 1985-03-11 | 1987-05-05 | A. E. Staley Manufacturing Company | Disinfectant and/or sanitizing cleaner compositions |
US4880558A (en) * | 1987-06-19 | 1989-11-14 | Henkel Kommanditgesellschaft Auf Aktien | Liquid cleaning preparation for hard surfaces |
US5025069A (en) * | 1988-12-19 | 1991-06-18 | Kao Corporation | Mild alkyl glycoside-based detergent compositions, further comprising terpene and isothiazolone derivatives |
US5330674A (en) * | 1992-09-09 | 1994-07-19 | Henkel Corporation | Method for increasing the efficiency of a disinfectant cleaning composition using alkyl polyglycosides |
US5370816A (en) * | 1990-09-13 | 1994-12-06 | Huels Aktiengesellschaft | Detergent composition containing a mixture of alkyl polyglycosides |
US5403505A (en) * | 1990-03-12 | 1995-04-04 | Henkel Kommanditgesellschaft Auf Aktien | Cleaning and disinfecting agent containing an N-substituted propylene glutamic acid or derivative thereof, and an antimicrobially active compound |
-
1996
- 1996-06-17 CA CA 2225016 patent/CA2225016A1/fr not_active Abandoned
- 1996-06-17 WO PCT/US1996/009244 patent/WO1997000609A1/fr active Application Filing
- 1996-06-17 AU AU62574/96A patent/AU6257496A/en not_active Abandoned
- 1996-06-17 BR BR9608342A patent/BR9608342A/pt not_active Application Discontinuation
- 1996-06-21 AR ARP960103252A patent/AR002548A1/es unknown
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US3547828A (en) * | 1968-09-03 | 1970-12-15 | Rohm & Haas | Alkyl oligosaccharides and their mixtures with alkyl glucosides and alkanols |
USH269H (en) * | 1985-03-11 | 1987-05-05 | A. E. Staley Manufacturing Company | Disinfectant and/or sanitizing cleaner compositions |
US4880558A (en) * | 1987-06-19 | 1989-11-14 | Henkel Kommanditgesellschaft Auf Aktien | Liquid cleaning preparation for hard surfaces |
US5025069A (en) * | 1988-12-19 | 1991-06-18 | Kao Corporation | Mild alkyl glycoside-based detergent compositions, further comprising terpene and isothiazolone derivatives |
US5403505A (en) * | 1990-03-12 | 1995-04-04 | Henkel Kommanditgesellschaft Auf Aktien | Cleaning and disinfecting agent containing an N-substituted propylene glutamic acid or derivative thereof, and an antimicrobially active compound |
US5370816A (en) * | 1990-09-13 | 1994-12-06 | Huels Aktiengesellschaft | Detergent composition containing a mixture of alkyl polyglycosides |
US5330674A (en) * | 1992-09-09 | 1994-07-19 | Henkel Corporation | Method for increasing the efficiency of a disinfectant cleaning composition using alkyl polyglycosides |
Cited By (32)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998050519A1 (fr) * | 1997-05-09 | 1998-11-12 | Colgate-Palmolive Company | Composition liquides de nettoyage |
WO1999008517A1 (fr) * | 1997-08-18 | 1999-02-25 | Cognis Deutschland Gmbh | Microemulsions |
US6255253B1 (en) | 1997-08-18 | 2001-07-03 | Cognis Deutschland Gmbh | Microemulsions |
EP0916720A1 (fr) * | 1997-11-17 | 1999-05-19 | The Procter & Gamble Company | Compositions liquides antibactériennes pour la vaisselle |
WO1999025800A1 (fr) * | 1997-11-17 | 1999-05-27 | The Procter & Gamble Company | Compositions detergentes antibacteriennes, liquides, pour la vaisselle |
DE19804042A1 (de) * | 1998-02-03 | 1999-09-09 | Widulle | Geruchsbinder für aldehydhaltige Desinfektionsmittel |
EP1082149B2 (fr) † | 1998-05-29 | 2011-12-14 | Kimberly-Clark Worldwide, Inc. | Meilleure absorption des odeurs par des polymeres naturels et de synthese |
US6319958B1 (en) | 1998-06-22 | 2001-11-20 | Wisconsin Alumni Research Foundation | Method of sensitizing microbial cells to antimicrobial compound |
EP1564283A2 (fr) | 2000-01-27 | 2005-08-17 | Henkel Kommanditgesellschaft auf Aktien | combinaison de tensio-actifs |
US6335004B1 (en) | 2000-05-31 | 2002-01-01 | Ecolab Inc. | Odorless phenolic compositions |
KR100423644B1 (ko) * | 2000-07-18 | 2004-03-22 | 주식회사 만도 | 브레이크시스템용 솔레노이드밸브 |
US7186675B2 (en) | 2000-09-13 | 2007-03-06 | Henkel Kommanditgesellschaft Auf Aktien (Henkel Kgaa) | Quick drying washing and cleaning agent, comprising an anionic/cationic/amphoteric surfactant mixture |
WO2004035720A1 (fr) | 2002-10-16 | 2004-04-29 | Henkel Kommanditgesellschaft Auf Aktien | Produit de nettoyage abrasif transparent, notamment produit de nettoyage de vaisselle a la main |
US7393820B2 (en) | 2002-10-16 | 2008-07-01 | Henkel Kommanditgesellschaft Auf Aktien | Transparent abrasive cleaning product, especially manual dishwashing liquid |
US7998918B2 (en) | 2006-12-05 | 2011-08-16 | Henkel Ag & Co. Kgaa | Cleaning compositions for hard surfaces comprising a silyl polyalkoxylate |
US7998919B2 (en) | 2006-12-05 | 2011-08-16 | Henkel Ag & Co. Kgaa | Compositions for treating hard surfaces comprising silyl polyalkoxylates |
AU2007335245B2 (en) * | 2006-12-18 | 2009-03-12 | Pestat Pty Ltd | Composition for pest control |
WO2008074070A1 (fr) * | 2006-12-18 | 2008-06-26 | Pestat Pty Ltd | Composition pour la lutte contre les organismes nuisibles |
US8962694B2 (en) | 2006-12-18 | 2015-02-24 | Pestat Pty Ltd. | Composition for pest control |
WO2009125222A3 (fr) * | 2008-04-11 | 2010-12-16 | The Queen's University Of Belfast | Système antimicrobien |
DE102013001859A1 (de) | 2013-02-01 | 2014-08-07 | Henkel Ag & Co. Kgaa | Neue Tenside mit niedriger CMC sowie Tensidsysteme und Waschmittel enthaltend diese |
EP4112708A1 (fr) | 2016-12-21 | 2023-01-04 | Henkel AG & Co. KGaA | Détergent comportant du verre volcanique abrasif |
DE102016225902A1 (de) | 2016-12-21 | 2018-06-21 | Henkel Ag & Co. Kgaa | Reinigungsmittel mit abrasiven vulkanischem Glas |
WO2018114100A1 (fr) | 2016-12-21 | 2018-06-28 | Henkel Ag & Co. Kgaa | Produit de nettoyage comprenant du verre volcanique abrasif |
EP3441447A1 (fr) | 2017-08-09 | 2019-02-13 | Henkel AG & Co. KGaA | Éther de cellulose non ionique en tant que renforçateur d'élimination de salissures lors du nettoyage de surfaces dures |
EP4105304A1 (fr) | 2021-06-15 | 2022-12-21 | Henkel AG & Co. KGaA | Concentré diluable auto-épaississant pour applications de nettoyage de surfaces dures et de lavage de vaisselle |
EP4105306A1 (fr) | 2021-06-15 | 2022-12-21 | Henkel AG & Co. KGaA | Composition détergente diluable super concentrée pour le lavage manuel de la vaisselle |
EP4105305A1 (fr) | 2021-06-15 | 2022-12-21 | Henkel AG & Co. KGaA | Composition de nettoyage diluable visqueuse stable |
EP4105307A1 (fr) | 2021-06-15 | 2022-12-21 | Henkel AG & Co. KGaA | Composition de nettoyage diluable visqueuse stable |
EP4186969A1 (fr) | 2021-11-26 | 2023-05-31 | Henkel AG & Co. KGaA | Poudre diluable super-concentrée pour laver la vaisselle |
WO2023094115A1 (fr) | 2021-11-26 | 2023-06-01 | Henkel Ag & Co. Kgaa | Poudre diluable super-concentrée pour application de lavage de vaisselle |
EP4379028A1 (fr) | 2022-11-30 | 2024-06-05 | Henkel AG & Co. KGaA | Systeme de builder pour l'élimination des taches de protéines |
Also Published As
Publication number | Publication date |
---|---|
CA2225016A1 (fr) | 1997-01-09 |
BR9608342A (pt) | 1999-01-05 |
MX9710386A (es) | 1998-03-29 |
AR002548A1 (es) | 1998-03-25 |
AU6257496A (en) | 1997-01-22 |
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