US20090263344A1 - Perfume Compositions - Google Patents
Perfume Compositions Download PDFInfo
- Publication number
- US20090263344A1 US20090263344A1 US12/375,733 US37573307A US2009263344A1 US 20090263344 A1 US20090263344 A1 US 20090263344A1 US 37573307 A US37573307 A US 37573307A US 2009263344 A1 US2009263344 A1 US 2009263344A1
- Authority
- US
- United States
- Prior art keywords
- perfume
- methyl
- methyloxy
- group
- acetate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 239000002304 perfume Substances 0.000 title claims abstract description 93
- 239000000203 mixture Substances 0.000 title claims abstract description 52
- 239000004615 ingredient Substances 0.000 claims abstract description 26
- 210000002700 urine Anatomy 0.000 claims abstract description 26
- DSYVYGLBPDTBKH-UHFFFAOYSA-N n-ethyl-n-(3-methylphenyl)propanamide Chemical compound CCC(=O)N(CC)C1=CC=CC(C)=C1 DSYVYGLBPDTBKH-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000000463 material Substances 0.000 claims description 35
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 30
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 20
- PRNCMAKCNVRZFX-UHFFFAOYSA-N 3,7-dimethyloctan-1-ol Chemical compound CC(C)CCCC(C)CCO PRNCMAKCNVRZFX-UHFFFAOYSA-N 0.000 claims description 16
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 claims description 16
- 229910021529 ammonia Inorganic materials 0.000 claims description 15
- SATCULPHIDQDRE-UHFFFAOYSA-N piperonal Chemical compound O=CC1=CC=C2OCOC2=C1 SATCULPHIDQDRE-UHFFFAOYSA-N 0.000 claims description 13
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 claims description 12
- PHXATPHONSXBIL-UHFFFAOYSA-N xi-gamma-Undecalactone Chemical compound CCCCCCCC1CCC(=O)O1 PHXATPHONSXBIL-UHFFFAOYSA-N 0.000 claims description 12
- PSQYTAPXSHCGMF-BQYQJAHWSA-N β-ionone Chemical compound CC(=O)\C=C\C1=C(C)CCCC1(C)C PSQYTAPXSHCGMF-BQYQJAHWSA-N 0.000 claims description 12
- 239000004202 carbamide Substances 0.000 claims description 11
- OXYRENDGHPGWKV-UHFFFAOYSA-N 3-methyl-5-phenylpentan-1-ol Chemical compound OCCC(C)CCC1=CC=CC=C1 OXYRENDGHPGWKV-UHFFFAOYSA-N 0.000 claims description 10
- LOKPJYNMYCVCRM-UHFFFAOYSA-N 16-Hexadecanolide Chemical compound O=C1CCCCCCCCCCCCCCCO1 LOKPJYNMYCVCRM-UHFFFAOYSA-N 0.000 claims description 8
- ZRSNZINYAWTAHE-UHFFFAOYSA-N p-methoxybenzaldehyde Chemical compound COC1=CC=C(C=O)C=C1 ZRSNZINYAWTAHE-UHFFFAOYSA-N 0.000 claims description 8
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 claims description 8
- NPFVOOAXDOBMCE-PLNGDYQASA-N (3Z)-hex-3-en-1-yl acetate Chemical compound CC\C=C/CCOC(C)=O NPFVOOAXDOBMCE-PLNGDYQASA-N 0.000 claims description 7
- XSNQECSCDATQEL-UHFFFAOYSA-N dihydromyrcenol Chemical compound C=CC(C)CCCC(C)(C)O XSNQECSCDATQEL-UHFFFAOYSA-N 0.000 claims description 7
- 229930008394 dihydromyrcenol Natural products 0.000 claims description 7
- 230000002401 inhibitory effect Effects 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- 239000001725 2-hexylcyclopent-2-en-1-one Substances 0.000 claims description 6
- 206010021639 Incontinence Diseases 0.000 claims description 6
- OSOIQJGOYGSIMF-UHFFFAOYSA-N cyclopentadecanone Chemical compound O=C1CCCCCCCCCCCCCC1 OSOIQJGOYGSIMF-UHFFFAOYSA-N 0.000 claims description 6
- IFYYFLINQYPWGJ-UHFFFAOYSA-N gamma-decalactone Chemical compound CCCCCCC1CCC(=O)O1 IFYYFLINQYPWGJ-UHFFFAOYSA-N 0.000 claims description 6
- PXIKRTCSSLJURC-UHFFFAOYSA-N Dihydroeugenol Chemical compound CCCC1=CC=C(O)C(OC)=C1 PXIKRTCSSLJURC-UHFFFAOYSA-N 0.000 claims description 5
- UZFLPKAIBPNNCA-BQYQJAHWSA-N alpha-ionone Chemical compound CC(=O)\C=C\C1C(C)=CCCC1(C)C UZFLPKAIBPNNCA-BQYQJAHWSA-N 0.000 claims description 5
- UZFLPKAIBPNNCA-UHFFFAOYSA-N alpha-ionone Natural products CC(=O)C=CC1C(C)=CCCC1(C)C UZFLPKAIBPNNCA-UHFFFAOYSA-N 0.000 claims description 5
- WUOACPNHFRMFPN-UHFFFAOYSA-N alpha-terpineol Chemical compound CC1=CCC(C(C)(C)O)CC1 WUOACPNHFRMFPN-UHFFFAOYSA-N 0.000 claims description 5
- CCRCUPLGCSFEDV-BQYQJAHWSA-N methyl trans-cinnamate Chemical compound COC(=O)\C=C\C1=CC=CC=C1 CCRCUPLGCSFEDV-BQYQJAHWSA-N 0.000 claims description 5
- BOPPSUHPZARXTH-UHFFFAOYSA-N ocean propanal Chemical compound O=CC(C)CC1=CC=C2OCOC2=C1 BOPPSUHPZARXTH-UHFFFAOYSA-N 0.000 claims description 5
- ZFNVDHOSLNRHNN-UHFFFAOYSA-N xi-3-(4-Isopropylphenyl)-2-methylpropanal Chemical compound O=CC(C)CC1=CC=C(C(C)C)C=C1 ZFNVDHOSLNRHNN-UHFFFAOYSA-N 0.000 claims description 5
- UFLHIIWVXFIJGU-ARJAWSKDSA-N (Z)-hex-3-en-1-ol Chemical compound CC\C=C/CCO UFLHIIWVXFIJGU-ARJAWSKDSA-N 0.000 claims description 4
- OHRBQTOZYGEWCJ-UHFFFAOYSA-N 3-(3-propan-2-ylphenyl)butanal Chemical compound CC(C)C1=CC=CC(C(C)CC=O)=C1 OHRBQTOZYGEWCJ-UHFFFAOYSA-N 0.000 claims description 4
- NTPLXRHDUXRPNE-UHFFFAOYSA-N 4-methoxyacetophenone Chemical compound COC1=CC=C(C(C)=O)C=C1 NTPLXRHDUXRPNE-UHFFFAOYSA-N 0.000 claims description 4
- 235000010672 Monarda didyma Nutrition 0.000 claims description 4
- KHWTYGFHPHRQMP-UHFFFAOYSA-N (4-propan-2-ylcyclohexyl)methanol Chemical compound CC(C)C1CCC(CO)CC1 KHWTYGFHPHRQMP-UHFFFAOYSA-N 0.000 claims description 3
- BLOXMGXSDAAJGX-PLNGDYQASA-N (Z)-hex-3-en-1-yl methyl carbonate Chemical compound CC\C=C/CCOC(=O)OC BLOXMGXSDAAJGX-PLNGDYQASA-N 0.000 claims description 3
- CRIGTVCBMUKRSL-FNORWQNLSA-N 1-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-enone Chemical compound C\C=C\C(=O)C1C(C)=CCCC1(C)C CRIGTVCBMUKRSL-FNORWQNLSA-N 0.000 claims description 3
- GQBVHGLNSHPKPG-VFRRUGBOSA-N 1-[(1r,2s)-2-tert-butylcyclohexyl]oxybutan-2-ol Chemical compound CCC(O)CO[C@@H]1CCCC[C@H]1C(C)(C)C GQBVHGLNSHPKPG-VFRRUGBOSA-N 0.000 claims description 3
- PMKDAPPYGOWKLX-UHFFFAOYSA-N 1-methyl-3-(2-methylpropyl)cyclohexan-1-ol Chemical compound CC(C)CC1CCCC(C)(O)C1 PMKDAPPYGOWKLX-UHFFFAOYSA-N 0.000 claims description 3
- VGECIEOJXLMWGO-UHFFFAOYSA-N 2-hexylcyclopent-2-en-1-one Chemical compound CCCCCCC1=CCCC1=O VGECIEOJXLMWGO-UHFFFAOYSA-N 0.000 claims description 3
- PQAOFUQAZBGCQK-UHFFFAOYSA-N 3,3-dimethoxypropylbenzene Chemical compound COC(OC)CCC1=CC=CC=C1 PQAOFUQAZBGCQK-UHFFFAOYSA-N 0.000 claims description 3
- DLHQZZUEERVIGQ-UHFFFAOYSA-N 3,7-dimethyl-3-octanol Chemical compound CCC(C)(O)CCCC(C)C DLHQZZUEERVIGQ-UHFFFAOYSA-N 0.000 claims description 3
- JRJBVWJSTHECJK-PKNBQFBNSA-N 3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one Chemical compound CC(=O)C(\C)=C\C1C(C)=CCCC1(C)C JRJBVWJSTHECJK-PKNBQFBNSA-N 0.000 claims description 3
- ZPFJBPIFMMENKC-UHFFFAOYSA-N 67634-24-6 Chemical compound C12C=CCC2C2CC(OC(=O)CC)C1C2 ZPFJBPIFMMENKC-UHFFFAOYSA-N 0.000 claims description 3
- XZZRGHSODLRWGO-UHFFFAOYSA-N 9,11-dimethylspiro[5.5]undecan-3-one Chemical compound CC1CC(C)CCC11CCC(=O)CC1 XZZRGHSODLRWGO-UHFFFAOYSA-N 0.000 claims description 3
- TWXUTZNBHUWMKJ-UHFFFAOYSA-N Allyl cyclohexylpropionate Chemical compound C=CCOC(=O)CCC1CCCCC1 TWXUTZNBHUWMKJ-UHFFFAOYSA-N 0.000 claims description 3
- 241000597000 Freesia Species 0.000 claims description 3
- OAKFACUIGQLOCA-SEOXFTARSA-N [1-methyl-2-[[(1s,3r,5r)-1,2,2-trimethyl-3-bicyclo[3.1.0]hexanyl]methyl]cyclopropyl]methanol Chemical compound OCC1(C)CC1C[C@@H]1C(C)(C)[C@@]2(C)C[C@H]2C1 OAKFACUIGQLOCA-SEOXFTARSA-N 0.000 claims description 3
- 235000001053 badasse Nutrition 0.000 claims description 3
- 230000015572 biosynthetic process Effects 0.000 claims description 3
- 235000009606 lavandin Nutrition 0.000 claims description 3
- 244000056931 lavandin Species 0.000 claims description 3
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 claims description 2
- 239000000267 (Z)-hex-3-en-1-ol Substances 0.000 claims 1
- 244000003027 Bergamotto Species 0.000 claims 1
- IPBVNPXQWQGGJP-UHFFFAOYSA-N acetic acid phenyl ester Natural products CC(=O)OC1=CC=CC=C1 IPBVNPXQWQGGJP-UHFFFAOYSA-N 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 229940049953 phenylacetate Drugs 0.000 claims 1
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 claims 1
- GWFJURKHPPFFMD-UHFFFAOYSA-N prop-2-enyl 2-(2-methylbutoxy)acetate Chemical compound CCC(C)COCC(=O)OCC=C GWFJURKHPPFFMD-UHFFFAOYSA-N 0.000 claims 1
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 13
- 239000002250 absorbent Substances 0.000 description 12
- 230000002745 absorbent Effects 0.000 description 12
- 230000000694 effects Effects 0.000 description 11
- 239000003205 fragrance Substances 0.000 description 11
- 238000004519 manufacturing process Methods 0.000 description 8
- 108010046334 Urease Proteins 0.000 description 7
- 230000000845 anti-microbial effect Effects 0.000 description 6
- 229940007550 benzyl acetate Drugs 0.000 description 6
- 229930002839 ionone Natural products 0.000 description 6
- 150000002499 ionone derivatives Chemical class 0.000 description 6
- KVWWIYGFBYDJQC-UHFFFAOYSA-N methyl dihydrojasmonate Chemical compound CCCCCC1C(CC(=O)OC)CCC1=O KVWWIYGFBYDJQC-UHFFFAOYSA-N 0.000 description 6
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 description 5
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 5
- 239000000796 flavoring agent Substances 0.000 description 5
- 235000019634 flavors Nutrition 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 239000001069 triethyl citrate Substances 0.000 description 5
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 5
- 235000013769 triethyl citrate Nutrition 0.000 description 5
- 239000002601 urease inhibitor Substances 0.000 description 5
- FKUPPRZPSYCDRS-UHFFFAOYSA-N Cyclopentadecanolide Chemical compound O=C1CCCCCCCCCCCCCCO1 FKUPPRZPSYCDRS-UHFFFAOYSA-N 0.000 description 4
- UUQHKWMIDYRWHH-UHFFFAOYSA-N Methyl beta-orcinolcarboxylate Chemical compound COC(=O)C1=C(C)C=C(O)C(C)=C1O UUQHKWMIDYRWHH-UHFFFAOYSA-N 0.000 description 4
- 238000013461 design Methods 0.000 description 4
- 238000010790 dilution Methods 0.000 description 4
- 239000012895 dilution Substances 0.000 description 4
- 229940098795 (3z)- 3-hexenyl acetate Drugs 0.000 description 3
- VPKMGDRERYMTJX-CMDGGOBGSA-N 1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-1-penten-3-one Chemical compound CCC(=O)\C=C\C1C(C)=CCCC1(C)C VPKMGDRERYMTJX-CMDGGOBGSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- GVONPEQEUQYVNH-SNAWJCMRSA-N 2-Methyl-3-(2-pentenyl)-2-cyclopenten-1-one Chemical compound CC\C=C\CC1=C(C)C(=O)CC1 GVONPEQEUQYVNH-SNAWJCMRSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- YPZUZOLGGMJZJO-UHFFFAOYSA-N Ambronide Chemical compound C1CC2C(C)(C)CCCC2(C)C2C1(C)OCC2 YPZUZOLGGMJZJO-UHFFFAOYSA-N 0.000 description 3
- 229920000858 Cyclodextrin Polymers 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 244000179970 Monarda didyma Species 0.000 description 3
- 241000588769 Proteus <enterobacteria> Species 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical class O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 210000001124 body fluid Anatomy 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- RRGOKSYVAZDNKR-ARJAWSKDSA-M cis-3-hexenylacetate Chemical compound CC\C=C/CCCC([O-])=O RRGOKSYVAZDNKR-ARJAWSKDSA-M 0.000 description 3
- 238000010348 incorporation Methods 0.000 description 3
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 3
- KWVISVAMQJWJSZ-VKROHFNGSA-N solasodine Chemical compound O([C@@H]1[C@@H]([C@]2(CC[C@@H]3[C@@]4(C)CC[C@H](O)CC4=CC[C@H]3[C@@H]2C1)C)[C@@H]1C)[C@]11CC[C@@H](C)CN1 KWVISVAMQJWJSZ-VKROHFNGSA-N 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- NPFVOOAXDOBMCE-UHFFFAOYSA-N trans-3-hexenyl acetate Natural products CCC=CCCOC(C)=O NPFVOOAXDOBMCE-UHFFFAOYSA-N 0.000 description 3
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 3
- 235000012141 vanillin Nutrition 0.000 description 3
- SPEUIVXLLWOEMJ-UHFFFAOYSA-N 1,1-dimethoxyethane Chemical compound COC(C)OC SPEUIVXLLWOEMJ-UHFFFAOYSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- XJWZDXFFNOMMTD-UHFFFAOYSA-N 1-methyl-4-propan-2-ylcyclohex-3-en-1-ol Chemical compound CC(C)C1=CCC(C)(O)CC1 XJWZDXFFNOMMTD-UHFFFAOYSA-N 0.000 description 2
- YLJBIGUKKYQJLL-UHFFFAOYSA-N 2-(2-methylbutoxy)pent-4-enoic acid Chemical compound CCC(C)COC(C(O)=O)CC=C YLJBIGUKKYQJLL-UHFFFAOYSA-N 0.000 description 2
- GTNCESCYZPMXCJ-UHFFFAOYSA-N 3-Phenylpropyl propanoate Chemical compound CCC(=O)OCCCC1=CC=CC=C1 GTNCESCYZPMXCJ-UHFFFAOYSA-N 0.000 description 2
- WRYLYDPHFGVWKC-UHFFFAOYSA-N 4-terpineol Chemical compound CC(C)C1(O)CCC(C)=CC1 WRYLYDPHFGVWKC-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical class [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- DZNVIZQPWLDQHI-UHFFFAOYSA-N Citronellyl formate Chemical compound O=COCCC(C)CCC=C(C)C DZNVIZQPWLDQHI-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- XRHCAGNSDHCHFJ-UHFFFAOYSA-N Ethylene brassylate Chemical compound O=C1CCCCCCCCCCCC(=O)OCCO1 XRHCAGNSDHCHFJ-UHFFFAOYSA-N 0.000 description 2
- DUKPKQFHJQGTGU-UHFFFAOYSA-N Hexyl salicylic acid Chemical compound CCCCCCOC(=O)C1=CC=CC=C1O DUKPKQFHJQGTGU-UHFFFAOYSA-N 0.000 description 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- ZOZIRNMDEZKZHM-UHFFFAOYSA-N Phenethyl phenylacetate Chemical compound C=1C=CC=CC=1CCOC(=O)CC1=CC=CC=C1 ZOZIRNMDEZKZHM-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- LEHOTFFKMJEONL-UHFFFAOYSA-N Uric Acid Chemical compound N1C(=O)NC(=O)C2=C1NC(=O)N2 LEHOTFFKMJEONL-UHFFFAOYSA-N 0.000 description 2
- TVWHNULVHGKJHS-UHFFFAOYSA-N Uric acid Natural products N1C(=O)NC(=O)C2NC(=O)NC21 TVWHNULVHGKJHS-UHFFFAOYSA-N 0.000 description 2
- 229910021536 Zeolite Inorganic materials 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- XCPQUQHBVVXMRQ-UHFFFAOYSA-N alpha-Fenchene Natural products C1CC2C(=C)CC1C2(C)C XCPQUQHBVVXMRQ-UHFFFAOYSA-N 0.000 description 2
- OVKDFILSBMEKLT-UHFFFAOYSA-N alpha-Terpineol Natural products CC(=C)C1(O)CCC(C)=CC1 OVKDFILSBMEKLT-UHFFFAOYSA-N 0.000 description 2
- IGODOXYLBBXFDW-UHFFFAOYSA-N alpha-Terpinyl acetate Chemical compound CC(=O)OC(C)(C)C1CCC(C)=CC1 IGODOXYLBBXFDW-UHFFFAOYSA-N 0.000 description 2
- 238000003556 assay Methods 0.000 description 2
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 2
- CRPUJAZIXJMDBK-UHFFFAOYSA-N camphene Chemical compound C1CC2C(=C)C(C)(C)C1C2 CRPUJAZIXJMDBK-UHFFFAOYSA-N 0.000 description 2
- -1 cationic polysaccharide Chemical class 0.000 description 2
- 239000002738 chelating agent Substances 0.000 description 2
- CCRCUPLGCSFEDV-UHFFFAOYSA-N cinnamic acid methyl ester Natural products COC(=O)C=CC1=CC=CC=C1 CCRCUPLGCSFEDV-UHFFFAOYSA-N 0.000 description 2
- 230000001276 controlling effect Effects 0.000 description 2
- 229940019836 cyclamen aldehyde Drugs 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical class O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 2
- 235000019441 ethanol Nutrition 0.000 description 2
- 229940093468 ethylene brassylate Drugs 0.000 description 2
- 230000001747 exhibiting effect Effects 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- HIGQPQRQIQDZMP-UHFFFAOYSA-N geranil acetate Natural products CC(C)=CCCC(C)=CCOC(C)=O HIGQPQRQIQDZMP-UHFFFAOYSA-N 0.000 description 2
- HIGQPQRQIQDZMP-DHZHZOJOSA-N geranyl acetate Chemical compound CC(C)=CCC\C(C)=C\COC(C)=O HIGQPQRQIQDZMP-DHZHZOJOSA-N 0.000 description 2
- UWKAYLJWKGQEPM-LBPRGKRZSA-N linalyl acetate Chemical compound CC(C)=CCC[C@](C)(C=C)OC(C)=O UWKAYLJWKGQEPM-LBPRGKRZSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- 230000004060 metabolic process Effects 0.000 description 2
- 244000005700 microbiome Species 0.000 description 2
- 239000003094 microcapsule Substances 0.000 description 2
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- XNLICIUVMPYHGG-UHFFFAOYSA-N pentan-2-one Chemical compound CCCC(C)=O XNLICIUVMPYHGG-UHFFFAOYSA-N 0.000 description 1
- 235000019319 peptone Nutrition 0.000 description 1
- 230000008447 perception Effects 0.000 description 1
- 150000004965 peroxy acids Chemical class 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 229940100595 phenylacetaldehyde Drugs 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- GNSKLFRGEWLPPA-UHFFFAOYSA-M potassium dihydrogen phosphate Chemical compound [K+].OP(O)([O-])=O GNSKLFRGEWLPPA-UHFFFAOYSA-M 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 150000003902 salicylic acid esters Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000001953 sensory effect Effects 0.000 description 1
- 150000004666 short chain fatty acids Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229940074386 skatole Drugs 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 239000002594 sorbent Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
- XJPBRODHZKDRCB-UHFFFAOYSA-N trans-alpha-ocimene Natural products CC(=C)CCC=C(C)C=C XJPBRODHZKDRCB-UHFFFAOYSA-N 0.000 description 1
- 229960002622 triacetin Drugs 0.000 description 1
- 229960003500 triclosan Drugs 0.000 description 1
- 239000006150 trypticase soy agar Substances 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 239000012138 yeast extract Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L11/00—Methods specially adapted for refuse
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01K—ANIMAL HUSBANDRY; AVICULTURE; APICULTURE; PISCICULTURE; FISHING; REARING OR BREEDING ANIMALS, NOT OTHERWISE PROVIDED FOR; NEW BREEDS OF ANIMALS
- A01K1/00—Housing animals; Equipment therefor
- A01K1/015—Floor coverings, e.g. bedding-down sheets ; Stable floors
- A01K1/0152—Litter
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/42—Use of materials characterised by their function or physical properties
- A61L15/46—Deodorants or malodour counteractants, e.g. to inhibit the formation of ammonia or bacteria
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/01—Deodorant compositions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/0061—Essential oils; Perfumes compounds containing a six-membered aromatic ring not condensed with another ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/20—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials
- A61L2300/204—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials with nitrogen-containing functional groups, e.g. aminoxides, nitriles, guanidines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/20—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials
- A61L2300/216—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials with other specific functional groups, e.g. aldehydes, ketones, phenols, quaternary phosphonium groups
Definitions
- This invention relates to perfume compositions, to consumer products containing such perfume compositions, and to the use of such perfume compositions to provide deodorant effects including in particular inhibiting and ameliorating the odour of urine.
- the invention is particularly concerned with perfume compositions that inhibit the bacterial generation of ammonia from urea.
- Urine is a clear, transparent fluid that normally has an amber color, and when fresh is generally of low odour.
- the average amount of urine excreted by a human in 24 hours is about 1,200 cubic centimeters.
- Chemically, urine is mainly an aqueous solution of sodium chloride and organic substances such as urea and uric acid. Normally, it contains about 960 parts of water to 40 parts of solid matter. Many hundreds of different mineral salts and organic compounds are present in urine, albeit at trace levels for a significant proportion of these.
- the pH of normal urine is between 4.5 and 7.8, but usually it ranges between 5.0 and 6.0, due to obligatory excretion of acid produced every day.
- the major components of urine malodour are: ammonia, volatile fatty acids (primarily acetic, propionic, butyric, formic); volatile sulphur compounds e.g hydrogen sulfide (H 2 S) and methyl sulphides such as methyl mercaptan (CH 3 SH); other nitrogenous compounds such as indole, skatole, pyridine, pyrrole, ethylamine; various other volatiles including benzyl alcohol, phenol, p-cresol, ethanol, methanol, acetone, methyl ethyl ketone, acetaldehyde, propionaldehyde, pentanone, heptanone, propanol, butanol, octanol.
- volatile fatty acids primarily acetic, propionic, butyric, formic
- volatile sulphur compounds e.g hydrogen sulfide (H 2 S) and methyl sulphides such as methyl mer
- odourous molecules are mainly produced as a result of the bacterial degradation of exogenous materials such as urea and uric acid found in urine, though trace levels of certain materials may reflect materials found in the diet or in the environment.
- the nitrogenous bases in particular ammonia, contribute significantly to the malodour recognised by most people from used diapers or other hygiene products such as adult incontinence products.
- This malodour arises at least partly from the bacterially mediated degradation of urea, from the metabolism of microorganisms present on the skin or from the urogenital tract, for example from the growth of Proteus and Micrococcus species. All strains of Proteus spp. form the enzyme urease during their metabolism.
- Urease has the ability to rapidly break down urea (constituting about 2% of human urine) into ammonia causing unpleasant odour.
- the headspace composition above stale urine comprises a variety of materials, but the dominant malodour contributor under most conditions is invariably ammonia. Any route to reduction in the amount of ammonia present above urine is therefore of possible utility in product sectors associated with sanitation, hygiene, and incontinence. Several approaches are known in the art that address this need.
- Antimicrobial agents used in personal products are designed to reduce the population, inhibit the growth or diminish the metabolic activities of microorganisms associated closely with the body—on the surface of the skin, in mucosal surfaces, in the urogenital tract, etc.
- Typical agents of this nature include triclosan (2′,4,4′-trichloro-2-hydroxydiphenyl ether) and zinc oxide which are well known to exert antimicrobial and deodourant effects.
- triclosan (2′,4,4′-trichloro-2-hydroxydiphenyl ether) and zinc oxide which are well known to exert antimicrobial and deodourant effects.
- the use of common deodourant actives results in a non-selective antimicrobial action exerted upon most of the skin's natural microflora.
- Certain perfume components and mixtures thereof may contribute to such antimicrobial effects.
- published US application US2004266302 relates to a disposable absorbent article containing an encapsulated antimicrobial essential oil for
- WO 2002/47472 relates to products and methods that utilise a urease inhibitor formed from a polyanionic, and preferably amine-based, chelating agent and a divalent heavy metal ion, to prevent or minimize ammonia odour produced by the degradation of urea in secreted or excreted body fluids.
- WO 97/46187 relates to absorbent articles in particular sanitary napkins and panty liners having an odour control system comprising a polyfunctionally substituted aromatic chelating agent for improved odour control.
- WO 2001/80915 relates to absorbent articles that comprise a cationic polysaccharide, preferably chitosan material, and silicate. These articles claim to deliver improved odour control performance (synergistic odour reduction) and improved fluid handling properties/absorption performance.
- WO 94/25077 relates to odour control through an absorbent article containing a boric acid/sodium tetraborate buffer.
- EP 509409 relates to malodour control though the design of an absorbent article containing a deodourizing blend of anhydrous, non-buffer blend of at least basic and pH neutral odour absorbing particles.
- Pat. No. 6,031,147 discloses an absorbent product comprising a hydrogel-forming polymeric absorbent material and a surface-active agent such as ethoxylated sorbitan monooleate, having a hydrophilic/lipophilic balance of less than about 12.
- WO 99/06078 describes absorbent materials containing cyclodextrin as an odour control material.
- WO 98/26808 describes odour control provided by a combination of a material that inhibits the formation of odour (and has at least one attribute selected from the group consisting of antimicrobial activity, urease inhibition activity, pH adjustment activity) and an odour-absorbing material for objectionable odour molecules selected from the group consisting of cyclodextrin, zeolite, activated carbon, kieselguhr, acid salt forming materials and mixtures thereof.
- the scent signal is provided by cyclodextrin/perfume inclusion complexes and/or matrix perfume microcapsules to assure the wearer that the product is working.
- WO 00/51652 describes the use of oxidising agents such as a peroxyacid in combination with an odour-absorbing agent such as silica and/or zeolite.
- WO2003/051413 and WO 2003/051410 relate to a fibrous absorbent material or cellulose fibers treated with a carboxylic acid based odour control agent.
- WO 98/25562 describes a diaper design that contains perfume zones and microcapsules as release agents to provide odour control.
- US 2003/072733 describes a process for absorbing moisture and/or malodour while providing a fragrance to the surrounding ambience.
- WO 2005/044320 relates to a dual purpose volatile substance controlling composition comprising a sorbent and a fragrance component designed to control malodours including those resulting from bodily fluids. The design involves volatile substance sorption directly linked to fragrance release.
- Perfumes may simply mask malodours.
- WO 2004/10325 describes sanitary absorbent articles comprising a non-aqueous volatile cooling agent such as menthyl lactate or perfume.
- WO 2004/108177 describes the incorporation of a starch-encapsulated accord into products that releases perfume to minimise odour.
- Perfume compositions have been disclosed which exhibit effective deodourant action for specific malodours.
- WO 00/01356 describes certain perfume components and compositions thereof, useful in reducing or preventing body malodour.
- the perfume components are described as inhibiting coryneform bacteria that are capable of catabolising fatty acids and are responsible for the production of short chain fatty acid malodour. In this way, the perfume components (or compositions thereof) in-use produce a deodourant effect.
- WO 2004/098666 and WO 2004/098667 both disclose perfumes for use in controlling odours associated with non-axillary bodily fluids. These perfumes were based on mixtures of musks and salicylates and designed to exhibit low odour intensities more suitable for use in intimate products.
- perfume compositions are capable of inhibiting the development of ammonia from urea and are effective in counteracting urine malodour in spite of exhibiting relatively low perfume odour intensities.
- this invention provides a perfume composition that inhibits the formation of urine malodour, and are effective in ameliorating the perception of urine malodour if present.
- perfume compositions comprise between 20% and 50% by weight of perfume ingredients drawn from the following groups:
- Group A materials consisting of
- Group B materials consisting of 2-phenylethanol; 3,7-dimethyloctan-3-ol (tetrahydro linalol), 2-(methyloxy)-4-[(1E)-prop-1-enyl]phenyl acetate; 4-(methyloxy)benzaldehyde; (2E)-1-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-en-1-one; perfume 4 being Bergamot AB8392TM, (3E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one; cyclopentadecanone; cyclohexadecanolide; prop-2-enyl 3-cyclohexylpropanoate; 3-[3-(1-methylethyl)phenyl]butanal; (3Z)-hex-3-enyl methyl carbonate; (1-methyl-2- ⁇ [(1S,3R,
- the invention in another aspect, relates to a method of preventing or ameliorating urine malodour comprising bringing into contact with urine or urine residues an effective amount of a perfume composition according to the invention.
- Preferred perfume compositions comprise at least 2 Group A materials, even more preferred comprise at least 3, and most preferred comprise 5 or more Group A ingredients, with the proviso that at least 0.3% of a material must be present before it may be considered to contribute significantly towards the efficacy of the compositions i.e. materials present at concentrations below 0.3% w/w are ignored in the calculation of the number of Group A ingredients in the composition. However, for the avoidance of doubt, materials present at concentrations below 0.3% w/w do contribute to the calculation of the total amount of Group A and Group B materials.
- a perfume composition is defined as a mixture of perfume ingredients, if desired mixed with or dissolved in a suitable solvent or solvents and/or mixed with a solid substrate.
- Perfume ingredients are well known to those skilled in the art, and include those mentioned, for example, in S. Arctander, Perfume and Flavor Chemicals (Montclair, N.J., 1969), in S. Arctander, Perfume and Flavor Materials of Natural Origin (Elizabeth, N.J., 1960) and in “Flavor and Fragrance Materials—1991”, Allured Publishing Co. Wheaton, Ill. USA.
- Perfume ingredients may include natural products such as extracts, essential oils, absolutes, resinoids, resins, concretes etc., and also synthetic substances such as hydrocarbons, alcohols, aldehydes, ketones, ethers, acids, esters, acetals, ketals, nitrites, etc., including saturated and unsaturated compounds, aliphatic, macrocyclic and heterocyclic compounds.
- references herein to the percentage by weight of perfume ingredients means relative to the total weight of perfume ingredients in the perfume composition and includes materials that are used within perfumery as vehicles or solvents for other perfume ingredients, for example dipropylene glycol, isopropyl myristate, benzyl benzoate, diethyl phthalate, triacetin and triethyl citrate.
- Perfumes constructed according to the above design provide effective urease inhibition without exhibiting strong odour intensities (as indicated by tests described below) and also are able to counteract urine malodour olfactorly.
- the invention provides a perfumed consumer product comprising a perfume composition in accordance with the invention.
- a consumer product comprises a solid, liquid or soft solid formulation especially for use in or on a substrate such as skin, hair (including fur), clothing or hard surface.
- a substrate such as skin, hair (including fur), clothing or hard surface.
- Examples of such products include bathroom and kitchen cleaners, carpet cleaners, polishes, personal body refreshers and deodourants, pet deodourants, in a variety of formats such as liquids (particularly as delivered by trigger sprays or aerosols), gels and powders, all of which are well known in the art.
- Another consumer product relevant to the present invention is pet litter.
- the invention also covers use of a perfume composition according to the invention for the purpose of inhibiting urea breakdown to form ammonia. Preferred features of this aspect are as discussed below in connection with the perfume composition of the invention.
- a concomitant effect of the inhibition of ammonia production is that pH remains relatively constant, or at least the rate of increase of pH is much lower than in the absence of the perfume composition. Such pH control may be of indirect benefit in areas other than malodour management.
- the invention provides an article suitable for preventing or ameliorating urine malodour, comprising an effective mount of a perfume composition according to the invention.
- perfumes of the invention may all benefit from the incorporation of perfumes of the invention.
- Perfume compositions of the invention may be incorporated into or onto such articles by any suitable means known in the art, for example by bringing them into contact with adsorbents present in such articles, although they be used in association with a wide variety of elements of such articles. It may sometimes be advantageous to encapsulate the perfumes of the invention prior to incorporation into such articles.
- Perfumes formulated to the guidelines described herein will maintain the pH of a urea-supplemented microbial suspension (as described below in Example 2) at a pH that is at least 1.2 pH units lower than that of a non-perfumed control. It is believed that this difference in pH is directly correlated to a decrease in ammonia production. It is highly desirable that the effect is achieved at sub-inhibitory growth levels. Two groups of perfume ingredients have been identified. Group A materials have the highest efficacy, but Group B may be used in place of a fraction of the Group A materials where this is desirable in order to achieve the right balance of hedonic properties, anti-microbial action and sensory-derived malodour counteraction.
- An amide, N-ethyl-N-(3-methylphenyl)propanamide, is highly active with respect to urease inhibitory efficacy, but for the purposes of this invention is treated separately from the Group A ingredients since it exhibits low odour. It is known in the industry under the tradename AgarboisTM (supplier: Givaudan).
- Group A ingredients are listed below, where names in parentheses represents equivalent names—either trivial names commonly used within the fragrance and flavour industry, or tradenames that are sources for the material cited.
- Particularly useful embodiments of the invention comprise perfume compositions incorporating 15% to 20% of AgarboisTM, together with 5% to 10% of Group A materials and 5% to 10% of Group B materials.
- Group A materials are: (3Z)-hex-3-enyl acetate; 3-(1,3-benzodioxol-5-yl)-2-methylpropanal; (3Z)-hex-3-en-1-ol; 3-methyl-5-phenylpentan-1-ol; 5-heptyldihydrofuran-2(3H)-one; phenylmethyl acetate; 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol; 2,6-dimethyloct-7-en-2-ol; (3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one; (3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-one; 4-hydroxy-3-(methyloxy)benzaldehyde; 1,3-benzodioxole-5-carbaldehyde.
- the samples are assessed by a panel of a suitable number, e.g. at least 6 expert assessors who have been trained to rate the odour intensity of a sample relative to standards.
- test sample perfume
- benzyl acetate as a known dilution in dipropylene glycol (DPG)
- DPG dipropylene glycol
- Benzyl acetate standards are prepared at concentrations of 5%, 10%, 15%, 20% and 25% by weight in DPG.
- the test samples are each coded and presented to the panel in a random order at least twice. The odour intensities of the samples are then compared with the standards and classified as being equivalent in intensity to one of the standards.
- OII odour intensity index
- SSR Medium 380 ml distilled water, 364 mg KH2PO4, 380 mg Na2HPO4, 8 g Urea, 40 mg Yeast extract, 20 ml 0.02% phenol red indicator, pH 6.8, solution filter sterilised.
- Culture Liquid culture of P. vulgaris NCTC4175 was prepared by adding loops of fresh culture from solid media (Tryptone Soya Agar) to sterile 0.1% special peptone solution. Absorbance of culture was adjusted to be OD610 nm>2.3
- Fragrances were aseptically prepared at 2500 ppm in medium in duplicate (5 ml volumes) using solubiser Synperonic 91/10 at ratio of 1:2 fragrance:solubiliser. In addition 5 ml volumes of positive and negative controls were prepared. Positive controls and all test solutions were inoculated by adding 200 ⁇ l of prepared culture, mixed and incubated for 24 hours @ 37° C. No culture was added to the negative growth controls. Initially solutions were orange in colour. Urease activity can be noted by the production of a purple/red colour. The degree of urease activity/ammonia production was assessed by pH electrode.
- Tables 1 to 3 list perfume composition examples A through to J. Examples A, B, C, E, F, H, I and J fall within the invention, examples D and G are comparatives.
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- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Environmental Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Animal Husbandry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Biodiversity & Conservation Biology (AREA)
- Organic Chemistry (AREA)
- Hematology (AREA)
- Materials Engineering (AREA)
- Fats And Perfumes (AREA)
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
- Cosmetics (AREA)
Abstract
Perfume compositions effective against urine malodour and having a low odour, comprise between 20% and 50% of perfume ingredients comprising at least 15% by-weight of N-ethyl-N-(3-methylphenyl) propanamide.
Description
- This invention relates to perfume compositions, to consumer products containing such perfume compositions, and to the use of such perfume compositions to provide deodorant effects including in particular inhibiting and ameliorating the odour of urine. The invention is particularly concerned with perfume compositions that inhibit the bacterial generation of ammonia from urea.
- The unpleasantness of urine malodour is an age-old problem. When urine is excreted into absorbent articles such as clothing, diapers or incontinence pads, or onto floors surrounding urinals or WC bowls, an ammoniacal malodour may often be detected within a short time. The same problem occurs in pet litter, and may of course be relevant anywhere in the house for households including cats or dogs, etc.
- Urine is a clear, transparent fluid that normally has an amber color, and when fresh is generally of low odour. The average amount of urine excreted by a human in 24 hours is about 1,200 cubic centimeters. Chemically, urine is mainly an aqueous solution of sodium chloride and organic substances such as urea and uric acid. Normally, it contains about 960 parts of water to 40 parts of solid matter. Many hundreds of different mineral salts and organic compounds are present in urine, albeit at trace levels for a significant proportion of these. The pH of normal urine is between 4.5 and 7.8, but usually it ranges between 5.0 and 6.0, due to obligatory excretion of acid produced every day.
- The major components of urine malodour are: ammonia, volatile fatty acids (primarily acetic, propionic, butyric, formic); volatile sulphur compounds e.g hydrogen sulfide (H2S) and methyl sulphides such as methyl mercaptan (CH3SH); other nitrogenous compounds such as indole, skatole, pyridine, pyrrole, ethylamine; various other volatiles including benzyl alcohol, phenol, p-cresol, ethanol, methanol, acetone, methyl ethyl ketone, acetaldehyde, propionaldehyde, pentanone, heptanone, propanol, butanol, octanol. These odourous molecules are mainly produced as a result of the bacterial degradation of exogenous materials such as urea and uric acid found in urine, though trace levels of certain materials may reflect materials found in the diet or in the environment. The nitrogenous bases, in particular ammonia, contribute significantly to the malodour recognised by most people from used diapers or other hygiene products such as adult incontinence products. This malodour arises at least partly from the bacterially mediated degradation of urea, from the metabolism of microorganisms present on the skin or from the urogenital tract, for example from the growth of Proteus and Micrococcus species. All strains of Proteus spp. form the enzyme urease during their metabolism. Urease has the ability to rapidly break down urea (constituting about 2% of human urine) into ammonia causing unpleasant odour. The headspace composition above stale urine comprises a variety of materials, but the dominant malodour contributor under most conditions is invariably ammonia. Any route to reduction in the amount of ammonia present above urine is therefore of possible utility in product sectors associated with sanitation, hygiene, and incontinence. Several approaches are known in the art that address this need.
- Antimicrobial agents used in personal products are designed to reduce the population, inhibit the growth or diminish the metabolic activities of microorganisms associated closely with the body—on the surface of the skin, in mucosal surfaces, in the urogenital tract, etc. Typical agents of this nature include triclosan (2′,4,4′-trichloro-2-hydroxydiphenyl ether) and zinc oxide which are well known to exert antimicrobial and deodourant effects. The use of common deodourant actives results in a non-selective antimicrobial action exerted upon most of the skin's natural microflora. Certain perfume components and mixtures thereof may contribute to such antimicrobial effects. For example, published US application US2004266302 relates to a disposable absorbent article containing an encapsulated antimicrobial essential oil for odour control.
- WO 2002/47472 relates to products and methods that utilise a urease inhibitor formed from a polyanionic, and preferably amine-based, chelating agent and a divalent heavy metal ion, to prevent or minimize ammonia odour produced by the degradation of urea in secreted or excreted body fluids. Similarly WO 97/46187 relates to absorbent articles in particular sanitary napkins and panty liners having an odour control system comprising a polyfunctionally substituted aromatic chelating agent for improved odour control.
- Much of the art is concerned with the use of odour absorbent materials. For example, WO 2001/80915 relates to absorbent articles that comprise a cationic polysaccharide, preferably chitosan material, and silicate. These articles claim to deliver improved odour control performance (synergistic odour reduction) and improved fluid handling properties/absorption performance. WO 94/25077 relates to odour control through an absorbent article containing a boric acid/sodium tetraborate buffer. EP 509409 relates to malodour control though the design of an absorbent article containing a deodourizing blend of anhydrous, non-buffer blend of at least basic and pH neutral odour absorbing particles. U.S. Pat. No. 6,031,147 discloses an absorbent product comprising a hydrogel-forming polymeric absorbent material and a surface-active agent such as ethoxylated sorbitan monooleate, having a hydrophilic/lipophilic balance of less than about 12.
- WO 99/06078 describes absorbent materials containing cyclodextrin as an odour control material. WO 98/26808 describes odour control provided by a combination of a material that inhibits the formation of odour (and has at least one attribute selected from the group consisting of antimicrobial activity, urease inhibition activity, pH adjustment activity) and an odour-absorbing material for objectionable odour molecules selected from the group consisting of cyclodextrin, zeolite, activated carbon, kieselguhr, acid salt forming materials and mixtures thereof. The scent signal is provided by cyclodextrin/perfume inclusion complexes and/or matrix perfume microcapsules to assure the wearer that the product is working.
- WO 00/51652 describes the use of oxidising agents such as a peroxyacid in combination with an odour-absorbing agent such as silica and/or zeolite. WO2003/051413 and WO 2003/051410 relate to a fibrous absorbent material or cellulose fibers treated with a carboxylic acid based odour control agent.
- Perfumes have long been recognised as beneficial in hygiene and sanitary sectors. WO 98/25562 describes a diaper design that contains perfume zones and microcapsules as release agents to provide odour control. US 2003/072733 describes a process for absorbing moisture and/or malodour while providing a fragrance to the surrounding ambience. WO 2005/044320 relates to a dual purpose volatile substance controlling composition comprising a sorbent and a fragrance component designed to control malodours including those resulting from bodily fluids. The design involves volatile substance sorption directly linked to fragrance release.
- Perfumes may simply mask malodours. WO 2004/10325 describes sanitary absorbent articles comprising a non-aqueous volatile cooling agent such as menthyl lactate or perfume. WO 2004/108177 describes the incorporation of a starch-encapsulated accord into products that releases perfume to minimise odour.
- Perfume compositions have been disclosed which exhibit effective deodourant action for specific malodours. For example, WO 00/01356 describes certain perfume components and compositions thereof, useful in reducing or preventing body malodour. The perfume components (or compositions comprising the perfume components) are described as inhibiting coryneform bacteria that are capable of catabolising fatty acids and are responsible for the production of short chain fatty acid malodour. In this way, the perfume components (or compositions thereof) in-use produce a deodourant effect.
- WO 2004/098666 and WO 2004/098667 both disclose perfumes for use in controlling odours associated with non-axillary bodily fluids. These perfumes were based on mixtures of musks and salicylates and designed to exhibit low odour intensities more suitable for use in intimate products.
- However, many of the deodourant perfumes disclosed in the art have relatively high odour intensities that are unsuitable for use in the sanitary or incontinence product sector, may offer only a limited range of odour directions, and/or are not effective in counteracting or inhibiting ammonia malodour.
- In spite of the above mentioned disclosures there still exists a need for cost-effective products that combat urine-derived malodour more efficiently, both from the perspective of malodour prevention as well as malodour amelioration, and do not suffer from the potential disadvantage of excessive perfume odour intensity.
- It has now been surprisingly found that particular perfume compositions are capable of inhibiting the development of ammonia from urea and are effective in counteracting urine malodour in spite of exhibiting relatively low perfume odour intensities.
- In one aspect, this invention provides a perfume composition that inhibits the formation of urine malodour, and are effective in ameliorating the perception of urine malodour if present. Such perfume compositions comprise between 20% and 50% by weight of perfume ingredients drawn from the following groups:
- i) at least 15% by weight of N-ethyl-N-(3-methylphenyl)propanamide;
- ii) 0-30% Group A materials, consisting of
- (3Z)-hex-3-enyl acetate; 3-(1,3-benzodioxol-5-yl)-2-methylpropanal; (3Z)-hex-3-en-1-ol; 1-[4-(methyloxy)phenyl]ethanone; 3-methyl-5-phenylpentan-1-ol; 5-heptyldihydrofuran-2(3H)-one; phenylmethyl acetate; 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol; (3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one; (3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-one; 4-hydroxy-3-(methyloxy)benzaldehyde; 1-methyl-3-(2-methylpropyl)cyclohexanol; 7,9-dimethylspiro[5.5]undecan-3-one; perfume 1 being Lavandin AB8381™; methyl 2,4-dihydroxy-3,6-dimethylbenzoate; 3,7-dimethyloctan-1-ol; 2-(methyloxy)-4-propylphenol; perfume 2 being Rosenta AB8428™; 1-{[(1R,2S)-2-(1,1-dimethylethyl)cyclohexyl]oxy}butan-2-ol; perfume 3 being Headspace Freesia AB7254 A™; 5-hexyldihydrofuran-2(3H)-one; prop-2-enyl[(2-methylbutyl)oxy]acetate; 1,3-benzodioxole-5-carbaldehyde; [4-(1-methylethyl)cyclohexyl]methanol; 2-hexylcyclopent-2-en-1-one; methyl (2E)-3-phenylprop-2-enoate; 2,6-dimethyloct-7-en-2-ol; 2-methyl-3-[4-(1-methylethyl)phenyl]propanal;
- iii) 0-30% Group B materials, consisting of 2-phenylethanol; 3,7-dimethyloctan-3-ol (tetrahydro linalol), 2-(methyloxy)-4-[(1E)-prop-1-enyl]phenyl acetate; 4-(methyloxy)benzaldehyde; (2E)-1-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-en-1-one; perfume 4 being Bergamot AB8392™, (3E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one; cyclopentadecanone; cyclohexadecanolide; prop-2-enyl 3-cyclohexylpropanoate; 3-[3-(1-methylethyl)phenyl]butanal; (3Z)-hex-3-enyl methyl carbonate; (1-methyl-2-{[(1S,3R,5R)-1,2,2-trimethylbicyclo[3.1.0]hex-3-yl]methyl}cyclopropyl)methanol; [3,3-bis(methyloxy)propyl]benzene; perfume 5 being Coumarex I Mod™; tricyclo[5.2.1.0{2,6}]dec-4-en-8-yl propanoate.
- In another aspect, the invention relates to a method of preventing or ameliorating urine malodour comprising bringing into contact with urine or urine residues an effective amount of a perfume composition according to the invention.
- Preferred perfume compositions comprise at least 2 Group A materials, even more preferred comprise at least 3, and most preferred comprise 5 or more Group A ingredients, with the proviso that at least 0.3% of a material must be present before it may be considered to contribute significantly towards the efficacy of the compositions i.e. materials present at concentrations below 0.3% w/w are ignored in the calculation of the number of Group A ingredients in the composition. However, for the avoidance of doubt, materials present at concentrations below 0.3% w/w do contribute to the calculation of the total amount of Group A and Group B materials.
- For the purposes of this invention a perfume composition is defined as a mixture of perfume ingredients, if desired mixed with or dissolved in a suitable solvent or solvents and/or mixed with a solid substrate. Perfume ingredients are well known to those skilled in the art, and include those mentioned, for example, in S. Arctander, Perfume and Flavor Chemicals (Montclair, N.J., 1969), in S. Arctander, Perfume and Flavor Materials of Natural Origin (Elizabeth, N.J., 1960) and in “Flavor and Fragrance Materials—1991”, Allured Publishing Co. Wheaton, Ill. USA. Perfume ingredients may include natural products such as extracts, essential oils, absolutes, resinoids, resins, concretes etc., and also synthetic substances such as hydrocarbons, alcohols, aldehydes, ketones, ethers, acids, esters, acetals, ketals, nitrites, etc., including saturated and unsaturated compounds, aliphatic, macrocyclic and heterocyclic compounds.
- References herein to the percentage by weight of perfume ingredients means relative to the total weight of perfume ingredients in the perfume composition and includes materials that are used within perfumery as vehicles or solvents for other perfume ingredients, for example dipropylene glycol, isopropyl myristate, benzyl benzoate, diethyl phthalate, triacetin and triethyl citrate.
- Perfumes constructed according to the above design provide effective urease inhibition without exhibiting strong odour intensities (as indicated by tests described below) and also are able to counteract urine malodour olfactorly.
- In a further aspect, the invention provides a perfumed consumer product comprising a perfume composition in accordance with the invention. For the purposes of this invention a consumer product comprises a solid, liquid or soft solid formulation especially for use in or on a substrate such as skin, hair (including fur), clothing or hard surface. Examples of such products include bathroom and kitchen cleaners, carpet cleaners, polishes, personal body refreshers and deodourants, pet deodourants, in a variety of formats such as liquids (particularly as delivered by trigger sprays or aerosols), gels and powders, all of which are well known in the art. Another consumer product relevant to the present invention is pet litter.
- In such consumer products as little as 0.1% by weight of the perfume composition in the product will suffice.
- The invention also covers use of a perfume composition according to the invention for the purpose of inhibiting urea breakdown to form ammonia. Preferred features of this aspect are as discussed below in connection with the perfume composition of the invention. A concomitant effect of the inhibition of ammonia production is that pH remains relatively constant, or at least the rate of increase of pH is much lower than in the absence of the perfume composition. Such pH control may be of indirect benefit in areas other than malodour management.
- In a further aspect, the invention provides an article suitable for preventing or ameliorating urine malodour, comprising an effective mount of a perfume composition according to the invention.
- Such articles of manufacture such as diapers, incontinence pads, hygienic body wipes, and catamenials including sanitary pads and sanitary towels may all benefit from the incorporation of perfumes of the invention. Perfume compositions of the invention may be incorporated into or onto such articles by any suitable means known in the art, for example by bringing them into contact with adsorbents present in such articles, although they be used in association with a wide variety of elements of such articles. It may sometimes be advantageous to encapsulate the perfumes of the invention prior to incorporation into such articles.
- Perfumes formulated to the guidelines described herein will maintain the pH of a urea-supplemented microbial suspension (as described below in Example 2) at a pH that is at least 1.2 pH units lower than that of a non-perfumed control. It is believed that this difference in pH is directly correlated to a decrease in ammonia production. It is highly desirable that the effect is achieved at sub-inhibitory growth levels. Two groups of perfume ingredients have been identified. Group A materials have the highest efficacy, but Group B may be used in place of a fraction of the Group A materials where this is desirable in order to achieve the right balance of hedonic properties, anti-microbial action and sensory-derived malodour counteraction. An amide, N-ethyl-N-(3-methylphenyl)propanamide, is highly active with respect to urease inhibitory efficacy, but for the purposes of this invention is treated separately from the Group A ingredients since it exhibits low odour. It is known in the industry under the tradename Agarbois™ (supplier: Givaudan).
- Group A ingredients are listed below, where names in parentheses represents equivalent names—either trivial names commonly used within the fragrance and flavour industry, or tradenames that are sources for the material cited.
-
- (3Z)-hex-3-enyl acetate (cis-3-hexenyl acetate),
- 3-(1,3-benzodioxol-5-yl)-2-methylpropanal [Helional™(IFF)],
- (3Z)-hex-3-en-1-ol (cis-3-hexenol)
- 1-[4-(methyloxy)phenyl]ethanone (paramethoxy acetophenone),
- 3-methyl-5-phenylpentan-1-ol [Mefrosol™(G)],
- 5-heptyldihydrofuran-2(3H)-one (undecalactone gamma),
- phenylmethyl acetate (benzyl acetate),
- 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol (terpineol alpha),
- (3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one (ionone alpha),
- (3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-one (ionone beta),
- 4-hydroxy-3-(methyloxy)benzaldehyde (vanillin),
- 1-methyl-3-(2-methylpropyl)cyclohexanol [Rossitol™(G)],
- N-ethyl-N-(3-methylphenyl)propanamide [Agarbois™(G)],
- 7,9-dimethylspiro[5.5]undecan-3-one [Dispirone™(G)],
- perfume 1 being Lavandin AB8381™,
- methyl 2,4-dihydroxy-3,6-dimethylbenzoate (moss oakrmoss synthetic),
- 3,7-dimethyloctan-1-ol (tetrahydrogeraniol),
- 2-(methyloxy)-4-propylphenol (dihydroeugenol),
- perfume 2 being Rosenta AB8428™,
- 1-{[(1R,2S)-2-(1,1-dimethylethyl)cyclohexyl]oxy}butan-2-ol [Amber Coretm (G)],
- perfume 3 being Headspace Freesia AB7254A™,
- 5-hexyldihydrofuran-2(3H)-one (decalactone gamma),
- prop-2-enyl[(2-methylbutyl)oxy]acetate (Allyl amyl glycolate),
- 1,3-benzodioxole-5-carbaldehyde (heliotropin),
- [4-(1-methylethyl)cyclohexyl]methanol [Mayol™(F)],
- 2-hexylcyclopent-2-en-1-one (iso-jasmone),
- methyl (2E)-3-phenylprop-2-enoate (methyl cinnamate),
- 2,6-dimethyloct-7-en-2-ol (dihydromyrcenol),
- 2-methyl-3-[4-(1-methylethyl)phenyl]propanal (Cyclamen aldehyde).
-
- 2-phenylethanol (phenyl ethyl alcohol);
- 3,7-dimethyloctan-3-ol (tetrahydrolinalol);
- 2-(methyloxy)-4-[(1E)-prop-1-enyl]phenyl acetate (isoeugenyl acetate);
- 4-(methyloxy)benzaldehyde (anisic aldehyde);
- (2E)-1-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-en-1-one (damascone alpha);
- perfume 4 being Bergamot AB8392™;
- (3E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one (Methyl ionone alpha iso);
- Cyclopentadecanone[Silvanone™(G)];
- Oxacycloheptadecan-2-one (Silvanone™(G), cyclohexadecanolide);
- prop-2-enyl 3-cyclohexylpropanoate (allyl cyclo hexyl propionate);
- 3-[3-(1-methylethyl)phenyl]butanal [Florohydral™(G)];
- (3Z)-hex-3-enyl methyl carbonate (cis-3-hexenyl methyl carbonate);
- (1-methyl-2-{[(1S,3R,5R)-1,2,2-trimethylbicyclo[3.1.0]hex-3-yl]methyl}cyclopropyl)methanol [Javanol™(G)];
- [3,3-bis(methyloxy)propyl]benzene (dimethyl hydro cinnamyl);
- perfume 5 being Coumarex I Mod™(IFF);
- tricyclo[5.2.1.0{2,6}]dec-4-en-8-yl propanoate [Florocyclene™(G)].
-
-
- IFF=International Flavours and Fragrances;
- F=Firmenich
wherein perfumes 1 to 5 have the following compositions:
-
Ingredient Perfume 1 Perfume 2 Perfume 3 Perfume 4 Perfume 5 Allylamyl glycolate 0.8 Anisaldehyde 0.3 Benzophenone 2.0 Borneol 1.0 Camphene 0.8 Camphor 9.2 Caryophyllene 4.5 Cedarwood Texan oil 0.8 Cineole 7.0 Citral Diethylacetal 1.5 Citronellyl formate 1.8 Citronellyl propionate 2.5 Dihydrolinalol 6.5 Dihydro myrcenyl acetate 11.0 Dihydro Terpinyl Acetate 13.5 31.5 2,6-Dimethylheptan-2-ol 2.0 Dipropylene glycol 5.0 88.0 Geranylacetate 5.0 Geranylacetone 1.0 Geranyl formate 1.2 Hercolyn DE (TM) 4.5 gamma-hexalone 5.6 beta-ionone 3.0 24.5 Linalyl acetate 1.0 32.0 Mefrosol (TM) 10.0 14.0 3-Methylbut-2-enyl benzoate 4.5 Neryl acetate 1.0 Ocimene 1.0 para-tert-butylcyclohexyl acetate 4.5 Phenyl acetaldehyde 2.0 dimethylacetal 2-phenylethyl alcohol 27.0 2-phenylethyl phenylacetate 24.0 2-phenylethyl salicylate 1.0 alpha-pinene 1.4 beta-pinene 6.8 Clary sage oil 0.8 gamma-terpinene 6.0 alpha-terpineol 4.2 12.2 Terpinyl acetate 17.9 alpha-terpinyl isobutyrate 2.5 Tetrahydrogeraniol 1.4 Tetrahydrolinalol 60.3 4.0 Tetrahydrolinalyl acetate 4.5 Minor components 6.8 5.3 3.0 4.8 1.6 Totals 100 100 100 100 100 KEY Mefrosol is 3-methyl-5-phenylpentan-1-ol Hercolyn DE is a mixture of methyl dihydroabietate and tetrahydroabietate - Particularly useful embodiments of the invention comprise perfume compositions incorporating 15% to 20% of Agarbois™, together with 5% to 10% of Group A materials and 5% to 10% of Group B materials.
- Particularly preferred Group A materials are: (3Z)-hex-3-enyl acetate; 3-(1,3-benzodioxol-5-yl)-2-methylpropanal; (3Z)-hex-3-en-1-ol; 3-methyl-5-phenylpentan-1-ol; 5-heptyldihydrofuran-2(3H)-one; phenylmethyl acetate; 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol; 2,6-dimethyloct-7-en-2-ol; (3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one; (3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-one; 4-hydroxy-3-(methyloxy)benzaldehyde; 1,3-benzodioxole-5-carbaldehyde.
- It has also been discovered that the presence of different perfume solvents within the composition may affect activity slightly. Embodiments incorporating triethyl citrate are preferred.
- The samples are assessed by a panel of a suitable number, e.g. at least 6 expert assessors who have been trained to rate the odour intensity of a sample relative to standards.
- 1.5 g (+/−0.1 g) of test sample (perfume), or 1.5 g (+/−0.1 g) of benzyl acetate as a known dilution in dipropylene glycol (DPG), is placed into 7 ml white soda S.N.B. screw neck vials with 19 mm diameter necks. Benzyl acetate standards are prepared at concentrations of 5%, 10%, 15%, 20% and 25% by weight in DPG. The test samples are each coded and presented to the panel in a random order at least twice. The odour intensities of the samples are then compared with the standards and classified as being equivalent in intensity to one of the standards. The odour intensity index (OII) is then reported as 5 (or less), 10, 15, 20 or 25 (or more) where there is a panel consensus. In cases where no consensus is reached the OII is reported as a range (eg 5-10) provided the range does not exceed 5, in which case the experiment should be repeated.
- The method adopted was based on the rapid method devised by C. A. Stuart, Elizabeth van Stratum and Robert Rustigan Further Studies on Urease Production by Proteus and Related Organisms J. Bacteriol. 1945, 49: 437-444.
- SSR Medium: 380 ml distilled water, 364 mg KH2PO4, 380 mg Na2HPO4, 8 g Urea, 40 mg Yeast extract, 20 ml 0.02% phenol red indicator, pH 6.8, solution filter sterilised.
Culture: Liquid culture of P. vulgaris NCTC4175 was prepared by adding loops of fresh culture from solid media (Tryptone Soya Agar) to sterile 0.1% special peptone solution. Absorbance of culture was adjusted to be OD610 nm>2.3 - Fragrances were aseptically prepared at 2500 ppm in medium in duplicate (5 ml volumes) using solubiser Synperonic 91/10 at ratio of 1:2 fragrance:solubiliser. In addition 5 ml volumes of positive and negative controls were prepared. Positive controls and all test solutions were inoculated by adding 200 μl of prepared culture, mixed and incubated for 24 hours @ 37° C. No culture was added to the negative growth controls. Initially solutions were orange in colour. Urease activity can be noted by the production of a purple/red colour. The degree of urease activity/ammonia production was assessed by pH electrode.
- Tables 1 to 3 list perfume composition examples A through to J. Examples A, B, C, E, F, H, I and J fall within the invention, examples D and G are comparatives.
-
TABLE 1 Perfume compositions A to D (% w/w) Example A B C D Perfume code 9084 9084A 9084B/1 0049 Agarboistm 16 16 16 14 Amberlyn Supertm 10% DEP 0.2 0.1 0.5 0.5 Anisic aldehyde (B) 0.2 0.1 0.4 cis-3-hexenyl acetate (A) 0.1 0.2 cis-3-hexenyl acetate 10% DEP 0.4 (A) cis-3-hexenyl salicylate extra 0.5 0.3 1 0.7 Coumarex I modtm (B) 0.5 0.2 0.8 Decalactone gamma (A) 0.3 0.2 0.6 Dimethyl hydro cinnamyl (B) 0.2 0.1 0.4 Dispironetm (A) 0.1 0.1 Ethylene brassylate 3 3 3 6 Florhydraltm (B) 0.1 0.1 Florhydral 10% DEP (B) 0.5 Florosatm 0.4 0.3 1 0.8 Habanolidetm 2 1 3 3 Helionaltm (A) 0.4 0.2 0.7 Ionone alpha (A) 1.2 0.8 2 Mefrosoltm (A) 4 3.2 3.6 Methyl dihydrojasmonate 10 5 10 7 para-Methoxyacetophenone (A) 0.5 0.2 0.6 Phenyl ethyl alcohol (B) 0.5 0.2 0.7 Silvanonetm (B) 2 2 1.4 Tetrahydrogeraniol (A) 1 0.7 1.5 Tetrahydrolinalol (B) 1 1 1.2 Triethyl citrate 55.4 64.3 50.6 68 Vanillin (A) 0.4 0.2 0.6 Total Agarboistm 16 16 16 14 Total Group A 8 5.54 9.7 0 Total Group B 4.5 3.65 5.0 0 Total Group A + B 12.5 9.19 14.7 0 No of Group A materials 7 3 7 0 ODOUR INTENSITY INDEX* 5-10 5 10-15 5 KEY: (A) = class A ingredient (B) = class B ingredient *odour intensity based on specified benzyl acetate dilutions -
TABLE 2 Perfume compositions E to G (% w/w) Example E F G Perfume Code 9085 9085A 0048 Agarboistm 15 17 10 Allyl amyl glycolate (A) 10% 0.5 0.2 DEP Amberlyn Supertm 0.2 0.1 0.2 Anisic aldehyde (B) 0.2 0.1 0.1 Bangaloltm 0.4 0.2 0.5 Bergamot AB8392tm (B) 1 0.5 0.5 Bourgeonaltm 0.1 0.1 0.4 cis-3-hexenol (A) 10% DEP 0.2 0.1 Cyclopentadecanolide 1 1 1 Dihydromyrcenol (A) 0.7 0.4 Ethylene brassylate 6 4 7 Helionaltm (A) 0.1 0.1 Heliotropin (A) 10% DEP 0.5 0.2 Hexyl salicylate 2 0.5 3 Ionone alpha (A) 0.5 0.2 Iso Amboistm 0.2 0.1 1 Isobornylcyclohexanol 1 0.4 0.5 Iso-jasmone 10% DEP (A) 0.4 0.2 Mayoltm (A) 0.4 0.2 Mefrosoltm (A) 5 3.5 Methyl dihydrojasmonate 10 5 6 Methyl ionone alpha (B) 0.5 0.2 Ortholatetm 0.2 0.1 0.8 para-tert-butylcyclohexyl acetate 1 0.5 1 Phenyl ethyl alcohol (B) 1 0.2 1 Silvanonetm (B) 2 1 Terpineol alpha(A) 0.2 0.1 Tetrahydrogeraniol (A) 1 0.5 Tetrahydrolinalol (B) 2.4 1 1 Triethyl citrate 48.1 61.2 65 Vanillin (A) 0.2 0.1 Total Agarboistm 15 17 10 Total Group A 8.26 5.17 0 Total Group B 5.1 4.0 3.6 Total Group A + B 13.36 9.17 3.6 No of Group A materials 5 3 0 ODOUR INTENSITY INDEX* 20 20 10 KEY: (A) = class A ingredient (B) = class B ingredient *odour intensity based on specified benzyl acetate dilutions -
TABLE 3 Perfume Compositions H to J (% w/w) Example H I J Perfume Code 9086/1 9087 AG20 Agarboistm 15 15 20 Amberlyn Supertm 0.1 Amyl salicylate 0.2 Bangaloltm 0.5 0.3 Benzyl acetate (A) 0.5 cis-3-hexenyl acetate 10% DEP(A) 0.4 0.7 cis3-hexenyl salicylate 0.5 2 Coumarex I modtm (B) 0.5 Cyclamen aldehyde (A) 0.1 Cyclopentadecanolide 0.5 2 Decalactone gamma (A) 0.2 Dimethyl hydro cinnamyl (B) 0.1 Dupicaltm 10% DEP 0.3 Habanolidetm 8.5 3 Helionaltm (A) 0.4 Heliotropin (A) 1 0.3 Hexyl salicylate 6 Ionone alpha (A) 1 0.5 Ionone beta (A) 1 0.5 Iso-jasmone (A) 0.1 Jasmopyrane fortetm 1 0.2 Javanoltm 10% DEP (B) 0.2 Mayoltm (A) 0.6 Mefrosoltm (A) 2.4 Methyl benzoate 0.2 0.2 Methyl cinnamate (A) 0.4 0.1 Methyl dihydrojasmonate 6.6 10 Methyl ionone alpha (B) 3.8 Muguet AB8430tm 3 Orange Brazil pure 10% IPM 0.1 Ortholatetm 1 Patchouli Light pure 0.2 Phenyl ethyl alcohol (B) 2 Silvanonetm (B) 4 Terpineol alpha (A) 0.5 0.6 Tetrahydrogeraniol (A) 1 3 Tetrahydrolinalol (B) 2.1 1.8 Triethyl citrate 50.4 42.8 80 Undecalactone gamma 10% DEP (A) 0.2 Vanillin (A) 0.4 Total Agarboistm 15 15 20 Total Group A 8.44 6.29 0 Total Group B 6.52 7.8 0 Total Group A + B 14.96 14.09 0 No of Group A materials 9 7 0 ODOUR INTENSITY INDEX* 15 10 5 KEY: (A) = class A ingredient (B) = class B ingredient *odour intensity based on specified benzyl acetate dilutions -
TABLE 4 Results of Urease inhibition assays and Odour Intensity Index Urease Inhibition Assay Results at 2500 ppm pH unit difference from Odour Fragrance Average pH +ve control Intensity Index Example A 7.51 1.58 5-10 Example B 7.56 1.53 5 Example C 7.44 1.65 10-15 Example D 8.62 0.47 5 Example E 7.62 1.47 20 Example F 7.62 1.47 20 Example G 8.67 0.42 10 Example H 7.52 1.57 15 Example I 7.68 1.41 10 Example J 7.44 1.65 5 +ve control 9.09 N/A N/A −ve control 7.00 N/A N/A
Claims (10)
1. A perfume composition comprising between 20% and 50% of perfume ingredients by weight drawn from the following groups:
i) at least 15% by weight of N-ethyl-N-(3-methylphenyl)propanamide;
ii) 0-30% by weight of Group A materials, consisting of (3Z)-hex-3-enyl acetate; 3-(1,3-benzodioxol-5-yl)-2-methylpropanal; (3Z-hex-3-en-1-ol; 1-[4-(methyloxy)phenyl]ethanone; 3-methyl-5-phenylpentan-1-ol; 5-heptyldihydrofuran-2(3H)-one; phenylmethyl acetate; 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol; (3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one; (3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-one; 4-hydroxy-3-(methyloxy)benzaldehyde; 1-methyl-3-(2-methylpropyl)cyclohexanol; 7,9-dimethylspiro[5.5]undecan-3-one; perfume 1 being Lavandin AB8381™; methyl 2,4-dihydroxy-3-dimethylbenzoate; 3,7-dimethyloctan-1-ol; (methyloxy)-4-propylphenol; perfume 2 being Rosenta AB8428™; 1-{[(1R,2S)-2-(1,1-dimethylethyl)cyclohexyl]oxy}butan-2-ol; perfume 3 being Headspace Freesia AB7254A™; 5-hexyldihydrofuran-2(3H)-one; prop-2-enyl [(2-methylbutyl)oxy]acetate; 1,3-benzodioxole-5-carbaldehyde; [4-(1-methylethyl)cyclohexyl]methanol; 2-hexylcyclopent-2-en-1-one; methyl (2E)-3-phenylprop-2-enoate; 2,6-dimethyloct-7-en-2-ol; 2-methyl-3-[4-(1-methylethyl)phenyl]propanal;
iii) 0-30% by weight of Group B materials, consisting of 2-phenylethanol; 3,7-dimethyloctan-3-ol (tetrahydro linalol), 2-(methyloxy)-4-[(1E-prop-1-enyl]phenyl acetate; 4-(methyloxy) benzaldehyde; (2E)-1-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-en-1-one; perfume 4 being Bergamot AB8392™, (3E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one; cyclopentadecanone; cyclohexadecanolide; prop-2-enyl 3-cyclohexylpropanoate; 3-[3-(1-methylethyl)phenyl]butanal; (3Z)-hex-3-enyl methyl carbonate; (1-methyl-2-{[(1S,3R,5R)-1,2,2-trimethylbicyclo[3.1.0]hex-3-yl]methyl}cyclopropyl)methanol; [3,3-bis(methyloxy)propyl]benzene; perfume 5 being Coumarex I Mod™; tricyclo[5.2.1.0{2,6}]dec-4-en-8-yl propanoate;
2. A perfume composition according to claim 1 comprising at least 2, preferably at least 3, most preferably at least 5 Group A ingredients.
3. A perfume composition according to claim 1 comprising between 15% and 20% of N-ethyl-N-(3-methylphenyl)propanamide, between 5% and 10% of Group A materials, and between 5% and 10% of Group B materials.
4. A perfume composition according to claim 3 comprising Group A ingredients selected from the following:
(3Z)-hex-3-enyl acetate; 3-(1,3-benzodioxol-5-yl)-2-methylpropanal; (3Z)-hex-3-en-1-ol; 3-methyl-5-phenylpentan-1-ol; 5-heptyldihydrofuran-2(3H)-one; phenylmethyl acetate; 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol; 2,6-dimethyloct-7-en-2-ol; (3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one; (3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-one; 4-hydoxy-3-(methyloxy)benzaldehyde; 1,3-benzodioxole-5-carbaldehyde.
5. A method for preventing or ameliorating urine malodour comprising the step of: bringing into contact with urine or urine residues an effective amount of a composition according to claim 1 .
6. A consumer product comprising a perfume composition according to claim 1 .
7. An article comprising an effective amount of a perfume composition according to claim 1
8. An article according to claim 7 that is a catamenial article.
9. An article according to claim 7 that is an incontinence control article.
10. A method for inhibiting the formation of ammonia from urea comprising the step of: contacting urea with a perfume composition according to claim 1 .
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB0615580.8 | 2006-08-05 | ||
GBGB0615580.8A GB0615580D0 (en) | 2006-08-05 | 2006-08-05 | Perfume compositions |
PCT/GB2007/002986 WO2008023142A1 (en) | 2006-08-05 | 2007-08-03 | Perfume compositions |
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PCT/GB2007/002986 A-371-Of-International WO2008023142A1 (en) | 2006-08-05 | 2007-08-03 | Perfume compositions |
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US13/861,866 Continuation US8821847B2 (en) | 2006-08-05 | 2013-04-12 | Perfume compositions |
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US20090263344A1 true US20090263344A1 (en) | 2009-10-22 |
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US12/375,733 Abandoned US20090263344A1 (en) | 2006-08-05 | 2007-08-03 | Perfume Compositions |
US13/861,866 Active US8821847B2 (en) | 2006-08-05 | 2013-04-12 | Perfume compositions |
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US13/861,866 Active US8821847B2 (en) | 2006-08-05 | 2013-04-12 | Perfume compositions |
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US (2) | US20090263344A1 (en) |
EP (1) | EP2049637B1 (en) |
CN (1) | CN101535460A (en) |
BR (1) | BRPI0715198B1 (en) |
ES (1) | ES2388634T3 (en) |
GB (1) | GB0615580D0 (en) |
WO (1) | WO2008023142A1 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US11110196B2 (en) | 2013-08-01 | 2021-09-07 | The Procter & Gamble Company | Articles comprising malodor reduction compositions |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
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GB0615583D0 (en) | 2006-08-05 | 2006-09-13 | Quest Int Serv Bv | Perfume compositions |
JP5882339B2 (en) * | 2010-10-04 | 2016-03-09 | フイルメニツヒ ソシエテ アノニムFirmenich Sa | Benzodioxole derivatives as watery odor substances |
ES2730949T3 (en) | 2010-12-23 | 2019-11-13 | Firmenich & Cie | Procedure to counteract the bad smell of ammonia |
MX351211B (en) * | 2011-06-23 | 2017-10-04 | Procter & Gamble | Perfume systems. |
EP2606914A1 (en) * | 2011-12-20 | 2013-06-26 | The Procter and Gamble Company | Absorbent article comprising a fragrance or odor control composition |
KR102406007B1 (en) * | 2015-02-06 | 2022-06-08 | (주)아모레퍼시픽 | Perfume composition for expressing the fragrance of Citrus |
CN108473939A (en) * | 2015-09-24 | 2018-08-31 | 维多利亚农业服务控股公司 | Bioactivity fungi |
GB201703706D0 (en) | 2017-03-08 | 2017-04-19 | Givaudan Sa | Improvements in or relating to organic compounds |
WO2023179884A1 (en) * | 2022-03-22 | 2023-09-28 | Symrise Ag | Fragrances as urease inhibitors |
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US6025186A (en) * | 1997-08-14 | 2000-02-15 | Novo Nordisk A/S | Reduction of malodor |
US20090257974A1 (en) * | 2006-08-05 | 2009-10-15 | Givaudan Nederland Services B.V. | Perfume Compositions |
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AU700662B2 (en) * | 1995-03-25 | 1999-01-14 | Quest International B.V. | Fragrance material |
US20050233940A1 (en) * | 2002-07-18 | 2005-10-20 | Perring Keith D | Perfume compositions |
US20070105747A1 (en) * | 2003-05-09 | 2007-05-10 | Perring Keith D | Control of body odours |
-
2006
- 2006-08-05 GB GBGB0615580.8A patent/GB0615580D0/en not_active Ceased
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2007
- 2007-08-03 EP EP07789122A patent/EP2049637B1/en active Active
- 2007-08-03 BR BRPI0715198-5A patent/BRPI0715198B1/en active IP Right Grant
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- 2007-08-03 CN CN200780029354.7A patent/CN101535460A/en active Pending
- 2007-08-03 ES ES07789122T patent/ES2388634T3/en active Active
- 2007-08-03 US US12/375,733 patent/US20090263344A1/en not_active Abandoned
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2013
- 2013-04-12 US US13/861,866 patent/US8821847B2/en active Active
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6025186A (en) * | 1997-08-14 | 2000-02-15 | Novo Nordisk A/S | Reduction of malodor |
US20090257974A1 (en) * | 2006-08-05 | 2009-10-15 | Givaudan Nederland Services B.V. | Perfume Compositions |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US11110196B2 (en) | 2013-08-01 | 2021-09-07 | The Procter & Gamble Company | Articles comprising malodor reduction compositions |
Also Published As
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ES2388634T3 (en) | 2012-10-17 |
BRPI0715198A8 (en) | 2017-01-24 |
CN101535460A (en) | 2009-09-16 |
EP2049637A1 (en) | 2009-04-22 |
WO2008023142A1 (en) | 2008-02-28 |
US8821847B2 (en) | 2014-09-02 |
GB0615580D0 (en) | 2006-09-13 |
US20130230479A1 (en) | 2013-09-05 |
EP2049637B1 (en) | 2012-05-30 |
BRPI0715198A2 (en) | 2013-10-01 |
BRPI0715198B1 (en) | 2021-11-30 |
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