BR112018016311B1 - Composição de pró-fragrância, produto, método para a preparação de complexos de pró- fragrância de cucurbiturilas e moléculas de fragrância e uso de uma composição - Google Patents
Composição de pró-fragrância, produto, método para a preparação de complexos de pró- fragrância de cucurbiturilas e moléculas de fragrância e uso de uma composição Download PDFInfo
- Publication number
- BR112018016311B1 BR112018016311B1 BR112018016311-2A BR112018016311A BR112018016311B1 BR 112018016311 B1 BR112018016311 B1 BR 112018016311B1 BR 112018016311 A BR112018016311 A BR 112018016311A BR 112018016311 B1 BR112018016311 B1 BR 112018016311B1
- Authority
- BR
- Brazil
- Prior art keywords
- methyl
- fragrance
- composition
- ethyl
- weight
- Prior art date
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- 239000003205 fragrance Substances 0.000 title claims abstract description 240
- 239000000203 mixture Substances 0.000 title claims abstract description 208
- 238000000034 method Methods 0.000 title claims abstract description 18
- 238000002360 preparation method Methods 0.000 title claims description 3
- MSBXTPRURXJCPF-DQWIULQBSA-N cucurbit[6]uril Chemical compound N1([C@@H]2[C@@H]3N(C1=O)CN1[C@@H]4[C@@H]5N(C1=O)CN1[C@@H]6[C@@H]7N(C1=O)CN1[C@@H]8[C@@H]9N(C1=O)CN([C@H]1N(C%10=O)CN9C(=O)N8CN7C(=O)N6CN5C(=O)N4CN3C(=O)N2C2)C3=O)CN4C(=O)N5[C@@H]6[C@H]4N2C(=O)N6CN%10[C@H]1N3C5 MSBXTPRURXJCPF-DQWIULQBSA-N 0.000 claims abstract description 83
- -1 (Z)-3-hexen-1-yl methyl Chemical group 0.000 claims description 47
- 239000002304 perfume Substances 0.000 claims description 38
- VKSVEHYLRGITRK-QVQDFVARSA-N cucurbit[5]uril Chemical compound N1([C@H]2[C@H]3N(C1=O)CN1[C@H]4[C@H]5N(C1=O)CN1[C@H]6[C@H]7N(C1=O)CN([C@@H]1N(C8=O)CN7C(=O)N6CN5C(=O)N4CN3C(=O)N2C2)C3=O)CN4C(=O)N5[C@H]6[C@@H]4N2C(=O)N6CN8[C@@H]1N3C5 VKSVEHYLRGITRK-QVQDFVARSA-N 0.000 claims description 31
- ZDOBFUIMGBWEAB-XGFHMVPTSA-N cucurbit[7]uril Chemical compound N1([C@H]2[C@H]3N(C1=O)CN1[C@H]4[C@H]5N(C1=O)CN1[C@H]6[C@H]7N(C1=O)CN1[C@H]8[C@H]9N(C1=O)CN1[C@H]%10[C@H]%11N(C1=O)CN([C@@H]1N(C%12=O)CN%11C(=O)N%10CN9C(=O)N8CN7C(=O)N6CN5C(=O)N4CN3C(=O)N2C2)C3=O)CN4C(=O)N5[C@H]6[C@@H]4N2C(=O)N6CN%12[C@@H]1N3C5 ZDOBFUIMGBWEAB-XGFHMVPTSA-N 0.000 claims description 30
- CONWISUOKHSUDR-LBCLZKRDSA-N cucurbit[8]uril Chemical compound N1([C@@H]2[C@@H]3N(C1=O)CN1[C@@H]4[C@@H]5N(C1=O)CN1[C@@H]6[C@@H]7N(C1=O)CN1[C@@H]8[C@@H]9N(C1=O)CN1[C@@H]%10[C@@H]%11N(C1=O)CN1[C@@H]%12[C@@H]%13N(C1=O)CN([C@H]1N(C%14=O)CN%13C(=O)N%12CN%11C(=O)N%10CN9C(=O)N8CN7C(=O)N6CN5C(=O)N4CN3C(=O)N2C2)C3=O)CN4C(=O)N5[C@@H]6[C@H]4N2C(=O)N6CN%14[C@H]1N3C5 CONWISUOKHSUDR-LBCLZKRDSA-N 0.000 claims description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 27
- DHKHKXVYLBGOIT-UHFFFAOYSA-N 1,1-Diethoxyethane Chemical compound CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 claims description 21
- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 claims description 15
- ZRSNZINYAWTAHE-UHFFFAOYSA-N p-methoxybenzaldehyde Chemical compound COC1=CC=C(C=O)C=C1 ZRSNZINYAWTAHE-UHFFFAOYSA-N 0.000 claims description 14
- CBOQJANXLMLOSS-UHFFFAOYSA-N ethyl vanillin Chemical compound CCOC1=CC(C=O)=CC=C1O CBOQJANXLMLOSS-UHFFFAOYSA-N 0.000 claims description 13
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 claims description 12
- 229940043350 citral Drugs 0.000 claims description 12
- NEHNMFOYXAPHSD-UHFFFAOYSA-N citronellal Chemical compound O=CCC(C)CCC=C(C)C NEHNMFOYXAPHSD-UHFFFAOYSA-N 0.000 claims description 12
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 claims description 12
- HMKKIXGYKWDQSV-KAMYIIQDSA-N alpha-Amylcinnamaldehyde Chemical compound CCCCC\C(C=O)=C\C1=CC=CC=C1 HMKKIXGYKWDQSV-KAMYIIQDSA-N 0.000 claims description 11
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 claims description 11
- PSQYTAPXSHCGMF-BQYQJAHWSA-N β-ionone Chemical compound CC(=O)\C=C\C1=C(C)CCCC1(C)C PSQYTAPXSHCGMF-BQYQJAHWSA-N 0.000 claims description 11
- 239000007788 liquid Substances 0.000 claims description 10
- VSMOENVRRABVKN-UHFFFAOYSA-N oct-1-en-3-ol Chemical compound CCCCCC(O)C=C VSMOENVRRABVKN-UHFFFAOYSA-N 0.000 claims description 10
- 239000000243 solution Substances 0.000 claims description 10
- MBDOYVRWFFCFHM-SNAWJCMRSA-N (2E)-hexenal Chemical compound CCC\C=C\C=O MBDOYVRWFFCFHM-SNAWJCMRSA-N 0.000 claims description 9
- UFLHIIWVXFIJGU-ARJAWSKDSA-N (Z)-hex-3-en-1-ol Chemical compound CC\C=C/CCO UFLHIIWVXFIJGU-ARJAWSKDSA-N 0.000 claims description 9
- JLIDVCMBCGBIEY-UHFFFAOYSA-N 1-penten-3-one Chemical compound CCC(=O)C=C JLIDVCMBCGBIEY-UHFFFAOYSA-N 0.000 claims description 9
- ZPVFWPFBNIEHGJ-UHFFFAOYSA-N 2-octanone Chemical compound CCCCCCC(C)=O ZPVFWPFBNIEHGJ-UHFFFAOYSA-N 0.000 claims description 9
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 claims description 9
- UXFSPRAGHGMRSQ-UHFFFAOYSA-N 3-isobutyl-2-methoxypyrazine Chemical compound COC1=NC=CN=C1CC(C)C UXFSPRAGHGMRSQ-UHFFFAOYSA-N 0.000 claims description 9
- OALYTRUKMRCXNH-UHFFFAOYSA-N 5-pentyloxolan-2-one Chemical compound CCCCCC1CCC(=O)O1 OALYTRUKMRCXNH-UHFFFAOYSA-N 0.000 claims description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 claims description 9
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 claims description 9
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 claims description 9
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 claims description 9
- IFYYFLINQYPWGJ-UHFFFAOYSA-N gamma-decalactone Chemical compound CCCCCCC1CCC(=O)O1 IFYYFLINQYPWGJ-UHFFFAOYSA-N 0.000 claims description 9
- MLFHJEHSLIIPHL-UHFFFAOYSA-N isoamyl acetate Chemical compound CC(C)CCOC(C)=O MLFHJEHSLIIPHL-UHFFFAOYSA-N 0.000 claims description 9
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 claims description 9
- FRISMOQHTLZZRP-UHFFFAOYSA-N nerol oxide Chemical compound CC(C)=CC1CC(C)=CCO1 FRISMOQHTLZZRP-UHFFFAOYSA-N 0.000 claims description 9
- NUJGJRNETVAIRJ-UHFFFAOYSA-N octanal Chemical compound CCCCCCCC=O NUJGJRNETVAIRJ-UHFFFAOYSA-N 0.000 claims description 9
- 229910052717 sulfur Inorganic materials 0.000 claims description 9
- BJIOGJUNALELMI-ONEGZZNKSA-N trans-isoeugenol Chemical compound COC1=CC(\C=C\C)=CC=C1O BJIOGJUNALELMI-ONEGZZNKSA-N 0.000 claims description 9
- PHXATPHONSXBIL-UHFFFAOYSA-N xi-gamma-Undecalactone Chemical compound CCCCCCCC1CCC(=O)O1 PHXATPHONSXBIL-UHFFFAOYSA-N 0.000 claims description 9
- JQQDKNVOSLONRS-JEGFTUTRSA-N (3e,5e)-undeca-1,3,5-triene Chemical compound CCCCC\C=C\C=C\C=C JQQDKNVOSLONRS-JEGFTUTRSA-N 0.000 claims description 8
- NFAVNWJJYQAGNB-UHFFFAOYSA-N 2-methylundecanal Chemical compound CCCCCCCCCC(C)C=O NFAVNWJJYQAGNB-UHFFFAOYSA-N 0.000 claims description 8
- VKRBJLSSQUIOHL-UHFFFAOYSA-N Ethyl-N-ethylanthranilic acid Chemical compound CCNC1=CC=CC=C1C(=O)OCC VKRBJLSSQUIOHL-UHFFFAOYSA-N 0.000 claims description 8
- UUQHKWMIDYRWHH-UHFFFAOYSA-N Methyl beta-orcinolcarboxylate Chemical compound COC(=O)C1=C(C)C=C(O)C(C)=C1O UUQHKWMIDYRWHH-UHFFFAOYSA-N 0.000 claims description 8
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 claims description 8
- HCRBXQFHJMCTLF-ZCFIWIBFSA-N ethyl (2r)-2-methylbutanoate Chemical compound CCOC(=O)[C@H](C)CC HCRBXQFHJMCTLF-ZCFIWIBFSA-N 0.000 claims description 8
- NJGBTKGETPDVIK-UHFFFAOYSA-N raspberry ketone Chemical compound CC(=O)CCC1=CC=C(O)C=C1 NJGBTKGETPDVIK-UHFFFAOYSA-N 0.000 claims description 8
- SSNZFFBDIMUILS-ZHACJKMWSA-N (E)-dodec-2-enal Chemical compound CCCCCCCCC\C=C\C=O SSNZFFBDIMUILS-ZHACJKMWSA-N 0.000 claims description 7
- CWRKZMLUDFBPAO-VOTSOKGWSA-N (e)-dec-4-enal Chemical compound CCCCC\C=C\CCC=O CWRKZMLUDFBPAO-VOTSOKGWSA-N 0.000 claims description 7
- 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 7
- DUKPKQFHJQGTGU-UHFFFAOYSA-N Hexyl salicylic acid Chemical compound CCCCCCOC(=O)C1=CC=CC=C1O DUKPKQFHJQGTGU-UHFFFAOYSA-N 0.000 claims description 7
- HIGQPQRQIQDZMP-DHZHZOJOSA-N geranyl acetate Chemical compound CC(C)=CCC\C(C)=C\COC(C)=O HIGQPQRQIQDZMP-DHZHZOJOSA-N 0.000 claims description 7
- 238000002156 mixing Methods 0.000 claims description 7
- HZYHMHHBBBSGHB-ODYTWBPASA-N (2E,6Z)-nona-2,6-dienal Chemical compound CC\C=C/CC\C=C\C=O HZYHMHHBBBSGHB-ODYTWBPASA-N 0.000 claims description 6
- AMXYRHBJZOVHOL-DYWGDJMRSA-N (2e,6e)-nona-2,6-dien-1-ol Chemical compound CC\C=C\CC\C=C\CO AMXYRHBJZOVHOL-DYWGDJMRSA-N 0.000 claims description 6
- PANBRUWVURLWGY-MDZDMXLPSA-N (E)-2-undecenal Chemical compound CCCCCCCC\C=C\C=O PANBRUWVURLWGY-MDZDMXLPSA-N 0.000 claims description 6
- BSAIUMLZVGUGKX-BQYQJAHWSA-N (E)-non-2-enal Chemical compound CCCCCC\C=C\C=O BSAIUMLZVGUGKX-BQYQJAHWSA-N 0.000 claims description 6
- RTNPCOBSXBGDMO-ARJAWSKDSA-N (Z)-non-6-enal Chemical compound CC\C=C/CCCCC=O RTNPCOBSXBGDMO-ARJAWSKDSA-N 0.000 claims description 6
- KHQDWCKZXLWDNM-KPKJPENVSA-N (e)-2-ethyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)but-2-en-1-ol Chemical compound CC\C(CO)=C/CC1CC=C(C)C1(C)C KHQDWCKZXLWDNM-KPKJPENVSA-N 0.000 claims description 6
- QZFSNJAQFWEXEA-MDZDMXLPSA-N (e)-3,3-dimethyl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pent-4-en-2-ol Chemical compound CC(O)C(C)(C)\C=C\C1CC=C(C)C1(C)C QZFSNJAQFWEXEA-MDZDMXLPSA-N 0.000 claims description 6
- WSTQLNQRVZNEDV-CSKARUKUSA-N (e)-4-methyldec-3-en-5-ol Chemical compound CCCCCC(O)C(\C)=C\CC WSTQLNQRVZNEDV-CSKARUKUSA-N 0.000 claims description 6
- RNLHVODSMDJCBR-VURMDHGXSA-N (z)-3-methyl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pent-4-en-2-ol Chemical compound CC(O)C(C)\C=C/C1CC=C(C)C1(C)C RNLHVODSMDJCBR-VURMDHGXSA-N 0.000 claims description 6
- YGFGZTXGYTUXBA-UHFFFAOYSA-N (±)-2,6-dimethyl-5-heptenal Chemical compound O=CC(C)CCC=C(C)C YGFGZTXGYTUXBA-UHFFFAOYSA-N 0.000 claims description 6
- OEVIJAZJVZDBQL-UHFFFAOYSA-N 1-(5,5-dimethylcyclohexen-1-yl)pent-4-en-1-one Chemical compound CC1(C)CCC=C(C(=O)CCC=C)C1 OEVIJAZJVZDBQL-UHFFFAOYSA-N 0.000 claims description 6
- OFHHDSQXFXLTKC-UHFFFAOYSA-N 10-undecenal Chemical compound C=CCCCCCCCCC=O OFHHDSQXFXLTKC-UHFFFAOYSA-N 0.000 claims description 6
- MZZRKEIUNOYYDF-UHFFFAOYSA-N 2,4-dimethylcyclohex-3-ene-1-carbaldehyde Chemical compound CC1C=C(C)CCC1C=O MZZRKEIUNOYYDF-UHFFFAOYSA-N 0.000 claims description 6
- UEGBWDUVDAKUGA-UHFFFAOYSA-N 2,6,10-trimethylundec-9-enal Chemical compound CC(C)=CCCC(C)CCCC(C)C=O UEGBWDUVDAKUGA-UHFFFAOYSA-N 0.000 claims description 6
- FLUWAIIVLCVEKF-UHFFFAOYSA-N 2-Methyl-1-phenyl-2-propanyl acetate Chemical compound CC(=O)OC(C)(C)CC1=CC=CC=C1 FLUWAIIVLCVEKF-UHFFFAOYSA-N 0.000 claims description 6
- RCSBILYQLVXLJG-UHFFFAOYSA-N 2-Propenyl hexanoate Chemical compound CCCCCC(=O)OCC=C RCSBILYQLVXLJG-UHFFFAOYSA-N 0.000 claims description 6
- RQXTZKGDMNIWJF-UHFFFAOYSA-N 2-butan-2-ylcyclohexan-1-one Chemical compound CCC(C)C1CCCCC1=O RQXTZKGDMNIWJF-UHFFFAOYSA-N 0.000 claims description 6
- WJWBVJLPGOYBGM-UHFFFAOYSA-N 2-cyclohexylhepta-1,6-dien-3-one Chemical compound C=CCCC(=O)C(=C)C1CCCCC1 WJWBVJLPGOYBGM-UHFFFAOYSA-N 0.000 claims description 6
- ZHOOOLQOWQVYOE-UHFFFAOYSA-N 2-cyclohexylidene-2-phenylacetonitrile Chemical compound C=1C=CC=CC=1C(C#N)=C1CCCCC1 ZHOOOLQOWQVYOE-UHFFFAOYSA-N 0.000 claims description 6
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 claims description 6
- 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 6
- DDFGFKGJBOILQZ-UHFFFAOYSA-N 3-(6,6-dimethyl-4-bicyclo[3.1.1]hept-3-enyl)propanal Chemical compound C1C2C(C)(C)C1CC=C2CCC=O DDFGFKGJBOILQZ-UHFFFAOYSA-N 0.000 claims description 6
- 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 6
- OWFZJSXGDOTWSH-UHFFFAOYSA-N 5-methyl-2-propan-2-ylbicyclo[2.2.2]oct-5-ene-8-carbaldehyde Chemical compound O=CC1CC2C(C(C)C)CC1C(C)=C2 OWFZJSXGDOTWSH-UHFFFAOYSA-N 0.000 claims description 6
- QGFSQVPRCWJZQK-UHFFFAOYSA-N 9-Decen-1-ol Chemical compound OCCCCCCCCC=C QGFSQVPRCWJZQK-UHFFFAOYSA-N 0.000 claims description 6
- FMYCPRQGKSONCP-UHFFFAOYSA-N Acetal R Chemical compound CCCOC(C)OCCC1=CC=CC=C1 FMYCPRQGKSONCP-UHFFFAOYSA-N 0.000 claims description 6
- VXCUURYYWGCLIH-UHFFFAOYSA-N Dodecanenitrile Chemical compound CCCCCCCCCCCC#N VXCUURYYWGCLIH-UHFFFAOYSA-N 0.000 claims description 6
- HZPKNSYIDSNZKW-UHFFFAOYSA-N Ethyl 2-methylpentanoate Chemical compound CCCC(C)C(=O)OCC HZPKNSYIDSNZKW-UHFFFAOYSA-N 0.000 claims description 6
- WEEGYLXZBRQIMU-WAAGHKOSSA-N Eucalyptol Chemical compound C1C[C@H]2CC[C@]1(C)OC2(C)C WEEGYLXZBRQIMU-WAAGHKOSSA-N 0.000 claims description 6
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- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims description 6
- POIARNZEYGURDG-FNORWQNLSA-N beta-damascenone Chemical compound C\C=C\C(=O)C1=C(C)C=CCC1(C)C POIARNZEYGURDG-FNORWQNLSA-N 0.000 claims description 6
- FZJUFJKVIYFBSY-UHFFFAOYSA-N bourgeonal Chemical compound CC(C)(C)C1=CC=C(CCC=O)C=C1 FZJUFJKVIYFBSY-UHFFFAOYSA-N 0.000 claims description 6
- OBNCKNCVKJNDBV-UHFFFAOYSA-N butanoic acid ethyl ester Natural products CCCC(=O)OCC OBNCKNCVKJNDBV-UHFFFAOYSA-N 0.000 claims description 6
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- 230000008859 change Effects 0.000 claims description 6
- ODGMPRNNVXITJQ-UHFFFAOYSA-N ethyl 6-acetyloxyhexanoate Chemical compound CCOC(=O)CCCCCOC(C)=O ODGMPRNNVXITJQ-UHFFFAOYSA-N 0.000 claims description 6
- CCRCUPLGCSFEDV-BQYQJAHWSA-N methyl trans-cinnamate Chemical compound COC(=O)\C=C\C1=CC=CC=C1 CCRCUPLGCSFEDV-BQYQJAHWSA-N 0.000 claims description 6
- OJEQSSJFSNLMLB-UHFFFAOYSA-N p-Tolyl phenylacetate Chemical compound C1=CC(C)=CC=C1OC(=O)CC1=CC=CC=C1 OJEQSSJFSNLMLB-UHFFFAOYSA-N 0.000 claims description 6
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- CZCBTSFUTPZVKJ-UHFFFAOYSA-N rose oxide Chemical compound CC1CCOC(C=C(C)C)C1 CZCBTSFUTPZVKJ-UHFFFAOYSA-N 0.000 claims description 6
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- RUVINXPYWBROJD-ONEGZZNKSA-N trans-anethole Chemical compound COC1=CC=C(\C=C\C)C=C1 RUVINXPYWBROJD-ONEGZZNKSA-N 0.000 claims description 6
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 claims description 6
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- XEJGJTYRUWUFFD-FNORWQNLSA-N (e)-1-(2,6,6-trimethyl-1-cyclohex-3-enyl)but-2-en-1-one Chemical compound C\C=C\C(=O)C1C(C)C=CCC1(C)C XEJGJTYRUWUFFD-FNORWQNLSA-N 0.000 claims description 5
- GQBVHGLNSHPKPG-UHFFFAOYSA-N 1-(2-tert-butylcyclohexyl)oxybutan-2-ol Chemical compound CCC(O)COC1CCCCC1C(C)(C)C GQBVHGLNSHPKPG-UHFFFAOYSA-N 0.000 claims description 5
- VNWOJVJCRAHBJJ-UHFFFAOYSA-N 2-pentylcyclopentan-1-one Chemical compound CCCCCC1CCCC1=O VNWOJVJCRAHBJJ-UHFFFAOYSA-N 0.000 claims description 5
- 238000004140 cleaning Methods 0.000 claims description 5
- 239000002537 cosmetic Substances 0.000 claims description 5
- BLBJUGKATXCWET-UHFFFAOYSA-N cyclaprop Chemical compound C12CC=CC2C2CC(OC(=O)CC)C1C2 BLBJUGKATXCWET-UHFFFAOYSA-N 0.000 claims description 5
- XWEOGMYZFCHQNT-UHFFFAOYSA-N ethyl 2-(2-methyl-1,3-dioxolan-2-yl)acetate Chemical compound CCOC(=O)CC1(C)OCCO1 XWEOGMYZFCHQNT-UHFFFAOYSA-N 0.000 claims description 5
- 229940073505 ethyl vanillin Drugs 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
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Abstract
a presente invenção se refere às composições de pró-fragrâncias que compreendem uma cucurbiturila no complexo com uma molécula de fragrância e à utilização das composições para a combate do mau odor. a cucurbiturila está presente como uma mistura, em que a mistura compreende, pelo menos, duas cucurbiturilas diferentes selecionadas a partir de cb[5], cb[6], cb[7] e cb[8]. a molécula de fragrância complexada é liberada quando a composição é exposta a um estímulo. a presente invenção também se refrere aos métodos para a preparação de complexos de pró-fragrância de cucurbiturilas e moléculas de fragrância.
Description
[001] A presente invenção se refere às composições que compreendem as pró-fragrâncias à base de cucurbiturila fisicamente ligadas. Mais especialmente, a presente invenção se refere às composições de combate de maus odores que compreendem uma mistura de complexos de pró-fragrância com base em cucurbiturila, e a um método para o fornecimento de tais misturas misturando, pelo menos, uma fragrância com as cucurbiturilas que possuem uma distribuição de tamanhos e, opcionalmente, as cucurbiturilas sem fragrância. A presente invenção também se refere à aplicação de tais composições em perfumaria e combate de maus odores.
[002] Os complexos hospedeiro-hóspede foram utilizados no campo da perfumaria e para o combate do mau odor por algum tempo. Por exemplo, a patente US 5.942.217 descreve a utilização de uma solução aquosa de ciclodextrina, mais em geral referida como oligossacarídeos cíclicos, para a neutralização do mau odor. A absorção da molécula do mau odor na cavidade da ciclodextrina resulta na mitigação eficiente do mau odor. O processo de ligação ao mau odor ocorre durante a secagem e os polis de baixo peso molecular podem ser adicionados à composição para intensificar a formação de complexos de inclusão de ciclodextrina, especialmente no caso em que a molécula do mau odor é demasiadamente pequena para a formação de um complexo de inclusão estável. As moléculas de fragrância podem ser adicionadas à solução aquosa e uma quantidade inferior a cerca de 10% de ciclodextrina complexa com estas moléculas.
[003] A patente US 7.208.464 descreve as composições cosméticas, que compreendem entre 2 e 20% de água, superior a 50% de um solvente volátil, tal como o etanol, um óleo de fragrância e um material, tais como os oligossacarídeos cíclicos, que é capaz de fornecer características prolongadas e perceptíveis de “nota superior”. Acredita-se que, quando uma composição é aplicada a um substrato, existe uma associação entre as matérias primas do perfume e o material de aprisionamento, de tal maneira que a evaporação das matérias primas do perfume é retardada. Ao longo do tempo, esta associação se quebra resultando na liberação das matérias primas do perfume. O resultado é que a característica de “nota superior” continua a ser experimentada pelo usuário ao longo do tempo.
[004] No entanto, na patente US 7.919.452 os oligossacarídeos cíclicos substituídos pela alquila C1-C8 que possuem um grau médio de substituição a partir de 1,6 a cerca de 2,8 estão descritos como retardando a libertação de solventes voláteis e também reduzindo o impacto desagradável do odor alcoólico inicial de uma composição cosmética alcoólica ou hidroalcóolica. Está descrito que o próprio solvente volátil compete com os óleos de perfume para ancoragem na cavidade de oligossacarídeos cíclicos. Isto resulta em alguma “formação complexa in situ” entre o solvente volátil e o oligossacarídeo cíclico. Acredita-se que o perfil de estabilidade deste complexo de oligossacarídeo cíclico - solvente volátil é tal que existe um retardo na liberação do solvente volátil da composição quando aplicado a um substrato. Acredita-se ainda que isto resulte em uma redução perceptível na liberação inicial de solvente, por conseguinte, satisfazendo o desejo do consumidor por um odor desagradável reduzido de solvente inicial após a aplicação da composição.
[005] Conforme é evidente da técnica anterior acima, a ação da ciclodextrina na percepção de ambos os maus odores e perfumes depende fortemente da atividade da água no sistema. Isso reflete complexos de equilíbrios envolvendo a inclusão de água, fragrância e mau odor na cavidade da ciclodextrina. Por conseguinte, a constante aparente de ligação hospedeiro- hóspede pode variar para as fragrâncias e para maus odores, dependendo da concentração de água no sistema. A fraca previsibilidade de tais efeitos, essencialmente de não equilíbrio, é uma fonte de dificuldades recorrentes para o perfumista. A fraca seletividade da ligação e liberação de ciclodextrina em relação às fragrâncias e maus odores é uma desvantagem. Embora este efeito possa ser benéfico no contexto da liberação controlada de um odor desejável, se torna muito insatisfatório se a molécula hóspede liberada for um mau odor.
[006] Outra desvantagem das ciclodextrinas é a tendência destes materiais derivados de carboidratos a se tornarem pegajosos a baixos níveis de água ou a diminuir a atividade da água. Isso pode conduzir, por exemplo, a uma sensação indesejável “pegajosa” na pele. Finalmente, como em geral é o caso com as soluções aquosas de carboidratos, as soluções aquosas de ciclodextrina devem ser preservadas contra a invasão de microrganismos utilizando quantidades significativas de conservantes.
[007] Tendo em conta as desvantagens associadas à ciclodextrina, são desejados sistemas hospedeiro-hóspede alternativos que superem estes problemas. Na patente US 6.869.466, está descrito um método para ligar um gás ou uma molécula volátil a uma cucurbiturila para a formação de um complexo de inclusão, bem coma etapas para liberar, pelo, menos alguns dos gases ligados ou compostos voláteis. O aprisionamento dos compostos de mau odor é mencionado como um exemplo de aplicação. A formação do complexo hospedeiro-hóspede é descrita como ocorrendo em ambos os estados secos, por exemplo, com as moléculas hospedeiras de cucurbiturila adsorvidas ou suportadas em uma superfície sólida ou dissolvidas ou dispersas em um líquido, por exemplo, a água.
[008] A publicação WO 2014/077641 descreve uma composição que compreende um complexo de cucurbit[7]urila e uma molécula de fragrância para a utilização na remoção de odores e fornece algumas evidências de que uma molécula de fragrância é liberada quando uma molécula de odor é ligada à molécula hospedeira de cucurbit[7]urila.
[009] Em uma pró-fragrância, a fragrância, em geral, está ligada covalentemente a um substrato inodoro ou a outra fragrância. A pró-fragrância pode ser sintetizada por um químico ou pode ocorrer espontaneamente em uma mistura. Os exemplos conhecidos de pró-fragrâncias espontâneas são as bases de Schiff que ocorrem após a reação reversível entre os antranilatos e aldeídos. Quando aplicadas a uma superfície, tais bases de Schiff possuem um odor de baixo a moderado, enquanto após um tempo determinado e sob a ação da umidade e temperatura, o poderoso antranilato e o aldeído são liberados, fornecendo uma percepção prolongada de ambas as moléculas na superfície. As pró-fragrâncias, por conseguinte, possuem uma variedade de aplicações em produtos relacionados com as fragrâncias.
[010] Embora os complexos hospedeiro-hóspedes de cucurbiturila superem muitas das desvantagens associadas aos complexos de ciclodextrina, existe a necessidade de uma composição de pró-fragrância em que os atributos de desempenho da fragrância, incluindo o perfil de acorde e liberação do perfume, possam ser selecionados e otimizados de acordo com critérios objetivos.
[011] A presente invenção em geral fornece uma composição de pró-fragrância que compreende as moléculas de fragrância e uma mistura de, pelo menos, duas cucurbiturilas diferentes selecionadas a partir de cucurbiturilas CB[5], CB[6], CB[7] e CB[8], em que as moléculas de fragrância são complexadas com as cucurbiturilas. As moléculas de fragrância são liberadas dos complexos após a exposição dos complexos a um acionador. As moléculas de fragrância podem ser as mesmas ou podem ser uma mistura de diferentes moléculas de fragrância.
[012] Os Depositantes descobriram que os complexos de fragrância e cucurbiturila podem ser considerados e utilizados como uma nova classe de pró-fragrâncias. Uma composição de pró-fragrância que compreende uma distribuição de cucurbiturilas fornece um desempenho ideal de combate de maus odores e a mistura de cucurbiturilas pode ser ajustada dependendo dos atributos de desempenho da fragrância exigidos pelo perfumista. Além da liberação induzida por umidade ou água, uma alteração da força iônica ou pH da composição fornece uma vantagem em relação aos complexos de fragrância e cucurbiturila da técnica anterior que dependem da presença de moléculas de mau odor para deslocar e liberar a fragrância.
[013] Em um aspecto, é fornecida uma composição de pró- fragrância que compreende uma pluralidade de complexos de cucurbiturila com uma ou mais moléculas de fragrância, em que as cucurbiturilas estão presentes como uma mistura que compreende duas ou mais cucurbiturilas diferentes selecionadas a partir de CB[5], CB[6], CB[7] e CB[8], em que a fragrância é liberada quando os complexos são expostos a um acionador.
[014] Em uma realização, a composição compreende a CB[6] e CB[7]. Em outra realização, a composição compreende a CB[6], CB[7] e CB[8].
[015] Em outra realização, a composição compreende a cucurbiturila CB[5] substancialmente sem fragrâncias.
[016] Em uma realização, a composição compreende uma quantidade inferior a 5% em peso, mais especialmente, inferior a 1% em peso, mais especialmente, inferior a 0,5% em peso de CB[5] complexada com a fragrância, com base no peso total de CB[5] na composição.
[017] Em uma realização, o complexo possui uma constante de ligação de, pelo menos, 10 M-1, em especial, pelo menos, 100 M-1, mais especialmente a constante de ligação é, pelo menos, 1.000 M-1.
[018] Em outra realização, o estímulo ou acionador necessário para liberar a fragrância do complexo fragrância-cucurbiturila é um aumento de umidade, uma adição de água líquida à composição, uma alteração na força iônica ou pH da composição. De maneira alternativa, o estímulo pode ser a aplicação de calor à composição. O deslocamento molecular pode ser utilizado para acionar a liberação da fragrância.
[019] A cucurbiturila está presente na composição como uma mistura de, pelo menos, duas cucurbiturilas de tamanhos diferentes selecionadas a partir de CB[5], CB[6], CB[7] e CB[8]. Quando a cucurbiturila é referida como cucurbit[n]urila, a composição compreende uma mistura de cucurbit[n]urilas de tamanhos diferentes, em que n é um número inteiro de 4 a 20 e em que a mistura compreende, pelo menos, duas cucurbiturilas diferentes selecionadas a partir do grupo que consiste em CB[5], CB[6], CB[7] e CB[8].
[020] Em um outro aspecto, é fornecido um produto de consumo que compreende uma composição de pró-fragrância que possui uma pluralidade de complexos de cucurbiturilas com as moléculas de fragrância, em que as cucurbiturilas estão presentes como uma mistura, em que a mistura compreende, pelo menos, duas cucurbiturilas diferentes selecionadas a partir de CB[5], CB[6], CB[7] e CB[8], em que as moléculas de fragrância são liberadas quando a composição é exposta a um estímulo.
[021] Em outro aspecto, é fornecido um método para a preparação de complexos de fragrância-cucurbiturila em que as cucurbiturilas estão presentes como uma mistura, em que a mistura compreende, pelo menos, duas cucurbiturilas diferentes selecionadas a partir de CB[5], CB[6], CB[7] e CB[8], o método que compreende a etapa de misturar uma solução de fragrância com as cucurbiturilas, por conseguinte, para formar os complexos de cucurbiturilas com a fragrância.
[022] Estes e outros aspectos e realizações da presente invenção estão descritos em maior detalhe abaixo.
[023] Os presentes Depositantes descobriram que uma mistura de cucurbiturilas pode ser utilizada para se ligar fisicamente a uma molécula de fragrância para a formação de uma mistura de complexos de cucurbiturila de tamanhos diferentes, fornecendo uma composição de pró-fragrância. Os Depositantes descobriram que uma composição de pró-fragrância que compreende uma mistura de cucurbiturila de tamanhos diferentes fornece propriedades aprimoradas de combate de fragrância e mau odor.
[024] Além disso, quando se utiliza uma mistura de fragrâncias, por exemplo, na forma de um acorde de perfumaria, uma composição de pró-fragrância que compreende uma mistura de cucurbiturilas de tamanhos diferentes fornece uma melhor preservação das características de odor do acorde da perfumaria, tal como a direção do odor e aspecto hedônico e agradabilidade, comparados aos sistemas em que um único tamanho de cucurbiturila é utilizado, ou uma ciclodextrina é utilizada.
[025] Em uma composição que compreende apenas a cucurbiturila ou ciclodextrina de tamanho único, as características de odor do acorde de perfumaria em geral, são deformadas e o odor original nem sempre é similar ao acorde de perfumaria original. O perfil de liberação do acorde em função do tempo também pode ser afetado com algumas notas sendo liberadas antes de outras. Estes efeitos indesejados são suprimidos quando se utiliza uma mistura de cucurbiturilas de tamanhos diferentes, de acordo com a presente invenção.
[026] A fragrância pode ser liberada do complexo quando exposta a um estímulo. O estímulo não se limita à troca molecular, mas pode ser uma alteração na umidade, força iônica ou pH da composição. As composições de pró- fragrâncias da presente invenção, por conseguinte, são úteis em aplicações que requerem a liberação de fragrância controlada, bem como em aplicações que requerem o mascaramento de mau odor.
[027] A composição de pró-fragrância ainda pode compreender a cucurbiturila sem fragrância. Os presentes Depositantes descobriram que a presença de cucurbiturila sem fragrância, em especial a CB[5], na composição de pró-fragrância resulta em propriedades intensificadas de combate dos maus odores, uma vez que a CB[5] pode formar um complexo com pequenas moléculas de mau odor, mascarando seu cheiro desagradável.
[028] A presente invenção fornece a utilização de uma cucurbiturila para a formação de um complexo com uma molécula de fragrância.
[029] A cucurbiturila é um membro da família dos cavitandos, e a estrutura geral da cucurbiturila é com base no arranjo cíclico das subunidades de glicolurila ligadas por pontes de metileno.
[030] A preparação e purificação de compostos de cucurbiturila está bem descrita no estado da técnica. Por exemplo, Lagona et al. revisam a síntese e propriedades de compostos de cucurbiturila, incluindo os derivados, análogos e congêneres dentro da família de cucurbiturila.
[031] Por exemplo, a cucurbit[8]urila (CB[8]; CAS 259886-51-6) é uma molécula de recipiente em forma de barril que possui oito unidades de glicolurila repetidas e um volume de cavidade interna de 479A3 (vide estrutura abaixo). A CB[8] é facilmente sintetizada utilizando as técnicas padrão e está comercialmente disponível (por exemplo, Sigma-Aldrich, MO USA).
[032] A cucurbiturila na composição de pró-fragrância está presente como uma mistura de dois ou mais CB[n], em que a mistura compreende, pelo menos, duas cucurbiturilas diferentes selecionadas a partir de CB[5], CB[6], CB[7] e CB[ 8] e em que n é um número inteiro de 4 a 20.
[033] Outra cucurbiturila pode estar presente na composição, além de CB[5], CB[6], CB[7] e CB[8]. Por exemplo, a composição ainda pode compreender as cucurbiturilas de CB[n] em que n é um número inteiro de 4 ou 9 a 20 (por exemplo, a CB[9], CB[10], CB[11] e similares). Por exemplo, a composição ainda pode compreender a CB[4] ou CB[9], ou CB[4] e CB[9].
[034] Quando a CB[5] está presente na mistura de cucurbiturila, a concentração de CB[5] pode ser a partir de cerca de 0,1 a cerca de 99% em peso, mais especialmente, a partir de cerca de 0,5 a cerca de 75% em peso, mais especialmente, a partir de cerca de 1 a cerca de 50% em peso, mais especialmente, a partir de cerca de 2 a cerca de 30% em peso, mais especialmente, a partir de cerca de 5 a cerca de 25% em peso, mais especialmente, a partir de cerca de 10 a cerca de 20% em peso, com base no peso total da cucurbiturila na composição.
[035] Em uma realização, a composição pode compreender a CB[5] substancialmente sem fragrâncias. O termo “substancialmente sem fragrância” significa que, inferior a 5% em peso, mais especialmente, inferior a 1% em peso, mais especialmente, inferior a 0,5% em peso do CB[5] na composição é complexado com a fragrância, com base no peso total de CB[5] na composição.
[036] Quando a CB[6] está presente na mistura de cucurbiturila, a concentração de CB[6] pode ser a partir de cerca de 0,1 a cerca de 99% em peso, mais especialmente, a partir de cerca de 1 a cerca de 75% em peso, mais especialmente, a partir de cerca de 5 a cerca de 60% em peso, mais especialmente, a partir de cerca de 20 a cerca de 55% em peso, mais especialmente, a partir de cerca de 35% em peso a cerca de 55% em peso, com base no peso total de cucurbiturila na composição.
[037] Quando a CB[7] está presente na mistura de cucurbiturila, a concentração de CB[7] pode ser a partir de cerca de 0,1 a 99% em peso, mais especialmente, a partir de cerca de 5 a cerca de 75% em peso, mais especialmente, a partir de cerca de 10 a cerca de 60 % em peso, mais especialmente, a partir de cerca de 20% em peso a cerca de 45% em peso, com base no peso total de cucurbiturila na composição. Em uma realização, a concentração de CB[7] é inferior a 45% em peso, com base no peso total de cucurbiturila na composição.
[038] Quando a CB[8] está presente na mistura de cucurbiturila, a concentração de CB[8] pode ser a partir de cerca de 0,1 a 99% em peso, mais especialmente, a partir de cerca de 0,5 a cerca de 75% em peso, mais especialmente, a partir de cerca de 1 a cerca de 30% em peso, mais especialmente cerca de 5 a cerca de 25% em peso, mais especialmente, a partir de cerca de 10 a cerca de 20% em peso, com base no peso total de cucurbiturila na composição.
[039] A concentração total de, pelo menos, duas cucurbiturilas diferentes selecionadas a partir de CB[5], CB[6], CB[7] e CB[8] pode ser superior a 75% em peso, mais especialmente, superior a cerca de 90% em peso, mais especialmente, superior a cerca de 99% em peso do peso total de cucurbiturila na composição. Os componentes remanescentes da mistura de cucurbiturila podem conter as cucurbiturilas CB[4], CB[9] e/ou superiores (isto é, a CB[10] - CB[20]), como uma cucurbiturila de tamanho único ou como uma mistura desses tamanhos.
[040] Em uma realização especial, a mistura de cucurbiturila compreende entre 12 e 17% em peso de CB[5]; 45 e 50% em peso de CB[6]; 22 e 27% em peso de CB[7]; 12 e 17% em peso de CB[8]; e, inferior a 1% em peso de cucurbiturilas CB[9] e superiores, com base no peso total de cucurbiturila na composição.
[041] As porcentagens (%) em peso de cucurbiturila descritas acima são com base no peso total de cucurbiturila (de todos os tamanhos) na composição. A mistura de cucurbiturila utilizada como material de partida para a preparação das composições da presente invenção, isto é, a mistura de cucurbiturila não complexada, irá possuir as mesmas porcentagens em peso, conforme descrito acima.
[042] Em algumas realizações, toda a cucurbiturila na composição será complexada. A composição pode compreender a cucurbiturila complexada e cucurbiturila não complexada. A cucurbiturila não complexada pode ser a CB[5].
[043] Em outros aspectos da presente invenção, os derivados de cucurbiturila são fornecidos e encontram utilização nos métodos descritos no presente. Um derivado de uma cucurbiturila é uma estrutura que possui uma, duas, três, quatro ou mais unidades de glicolurila substituída. Um composto de cucurbiturila substituída pode ser representado pela estrutura abaixo: - em que: - n é um inteiro entre 4 e 20; - e para cada unidade de glicolurila: - cada X é o O, S ou NR3 e - cada um de -R1 e -R2 independentemente é selecionado a partir de H e dos seguintes grupos opcionalmente substituídos: -R3, -OH, -OR3, - COOH, COOR3, -NH2, -NHR3 e N(R3)2, em que -R3 independentemente é selecionado a partir de alquila C1-C20, carboarila C6-C20 e heteroarila C5-C20, ou em que -R1 e/ou -R2é o -N(R3)2, ambos -R3, em conjunto, formam um anel heterociclo C5-C7; ou em conjunto -R1 e -R2são o alquileno C4-C6 formando um anel carbocíclico C6-C8 em conjunto com a estrutura de uracila.
[044] Em uma realização, uma das unidades de glicolurila é uma unidade de glicolurila substituída. Por conseguinte, cada um de -R1 e R2 independentemente é o -H para n-1 das unidades de glicolurila
[045] Em uma realização, n é 5, 6, 7, 8, 9, 10, 11 ou 12.
[046] Em uma realização, n é 5, 6, 7 ou 8.
[047] Em uma realização, cada X é o O.
[048] Em uma realização, cada X é o S.
[049] Em uma realização, cada um de R1 e R2 independentemente é o H.
[050] Em uma realização, para cada unidade, um de R1 e R2é o H e o outro, independentemente, é selecionado a partir de H e dos seguintes grupos opcionalmente substituídos: -R3, -OH, -OR3, -COOH, COOR3, NH2, - NHR3 e N(R3)2. Em uma realização, para uma unidade, um de R1 e R2é o H e o outro, independentemente, é selecionado a partir de H e dos seguintes grupos opcionalmente substituídos: -R3, -OH, -OR3, -COOH, COOR3, NH2, - NHR3 e N(R3)2. Nesta realização, as unidades restantes de glicolurila são tais que cada um de R1 e R2 independentemente é o H.
[051] De preferência, -R3é a alquila C1-C20, de maior preferência, a alquila C1-C6. O grupo alquila C1-C20 pode ser linear e/ou saturado. Cada grupo R3 independentemente pode ser não substituído ou substituído. Os substituintes de preferência são selecionados a partir de: -R4, -OH, OR4, SH, - sR4, COOH, COOR4, NH2, NHR4 e N(R4)2, em que R4é selecionado a partir de alquila C1-C20, carboarila C6-C20, e heteroarila C5-C20. Os substituintes independentemente podem ser selecionados a partir de -COOH e -COOR4.
[052] Em algumas realizações, -R4não é o mesmo que R3. Em algumas realizações, -R4, de preferência, é não substituído.
[053] Quando -R1 e/ou -R2 for o -OR3, -NHR3 ou N(R3)2, por conseguinte, -R3, de preferência, é a alquila C1-C6. Em algumas realizações, - R3é substituído por um substituinte -OR4, -NHR4 ou -N(R4)2. Cada -R4é a alquila C1-C6 e ele próprio, de preferência, é substituído.
[054] Em uma realização, as referências a um composto de cucurbiturila são referências aos seus derivados. As cucurbiturilas da presente invenção podem estar na forma nativa ou podem ser modificadas conforme descrito acima, para aprimorar a sua solubilidade, dispersibilidade e, mais em geral, a sua formulação e manuseio.
[055] Em um aspecto, a presente invenção fornece um complexo de pró-fragrância de uma cucurbiturila com uma molécula de fragrância.
[056] Conforme utilizado no presente, o termo “pró-fragrância” significa um material substancialmente inodoro ou de odor baixo que libera um ou mais aroma(s) sob a ação de um acionador ou estímulo, tal como um aumento da umidade, um aumento de temperatura, uma alteração de pH ou uma reação química, como uma hidrólise ou uma oxidação.
[057] Conforme utilizado no presente, o termo "fragrância" se refere a uma molécula de fragrância ou a uma mistura de moléculas de fragrância que são utilizadas para conferir um perfil geral de odor agradável a uma composição, especialmente uma composição cosmética. Uma grande variedade de químicos é útil como moléculas de fragrância incluindo os materiais tais como os aldeídos, cetonas e ésteres, que podem ser sintéticos ou podem ser derivados de fontes vegetais ou vegetais de ocorrência natural. As moléculas de fragrância adequadas estão incluídas abaixo.
[058] Os complexos de pró-fragrância descritos no presente são formados a partir de cucurbiturila, que atua como hospedeiro, e uma molécula de fragrância que atua como hóspede. A fragrância é fisicamente ligada ao substrato da cucurbiturila, em vez de estar ligada covalentemente ao substrato, como é o caso das pró-fragrâncias clássicas. Os termos “fisicamente ligada”, “ligação física” e “conexão física” utilizados em todo o processo incluem a ligação das forças de Van der Waals e outros tipos de ligação física. No contexto atual, as ligações de hidrogênio também são consideradas como ligações físicas. A ligação física apresenta vantagens consideráveis em relação à ligação química, tais como as condições suaves de formação da pró- fragrância, ausência de reações colaterais levando a produtos potencialmente indesejados, e o fato de que a entidade formada não é uma nova molécula significa que as regras de registro não se aplicam.
[059] Uma outra vantagem da ligação física no contexto de pró- fragrância é a possibilidade de utilizar as fragrâncias não ou menos reativas, tais como os hidrocarbonetos, ésteres, éteres, óxidos e para os quais as pró- fragrâncias clássicas são escassas ou inexistentes.
[060] Além disso, a ligação física possibilita a formação de pró- fragrâncias com uma infinidade de fragrâncias que possuem uma infinidade de estruturas e funções químicas.
[061] O complexo de cucurbiturila-fragrância pode ser um complexo ternário ou binário. Por conseguinte, a cucurbiturila pode conter uma ou duas moléculas de fragrância hóspede dentro de sua cavidade. Em que uma cucurbiturila contém duas moléculas de fragrância, as moléculas de fragrância podem ser as mesmas ou podem ser diferentes. Uma cucurbiturila que é capaz de hospedar duas moléculas de fragrância também pode ser capaz de formar um complexo binário estável com uma única fragrância. Acredita-se que a formação de um complexo ternário hóspede-hospedeiro prossiga através de um complexo binário intermediário.
[062] Em uma realização, a cucurbiturila é capaz de formar um complexo ternário. Por exemplo, a CB[8] é capaz de formar um complexo ternário.
[063] Em uma realização, a cucurbiturila é capaz de formar um complexo binário. A CB[8] também pode formar um complexo binário.
[064] Em uma realização, a cucurbiturila é capaz de formar complexos ternários e binários. Por exemplo, a CB[8] é capaz de formar um complexo ternário ou binário, dependendo da natureza do hóspede.
[065] A formação do complexo é reversível. A descomplexação do complexo para separar a cucurbiturila da fragrância ou fragrâncias hóspede pode ser alcançada, por exemplo, aquecendo o complexo, expondo o complexo à umidade ou água líquida, evaporação, ou introduzindo um agente competitivo, isto é, através da troca molecular. Isto é discutido em maiores detalhes acima e abaixo em relação à liberação de fragrâncias.
[066] O Depositante estabeleceu que, para atuar como pró- fragrância, um complexo fragrância-cucurbiturila deve possuir uma constante de ligação de preferência, superior a 10 M-1. Em uma realização, a constante de ligação é, pelo menos, 10 M-1 ou, pelo menos, 100 M-1. Em uma realização, a constante de ligação é, pelo menos 10 M-1 ou, pelo menos, 100 M-1 ou, pelo menos, 1.000 M-1.
[067] A constante de ligação para um complexo binário entre uma molécula de fragrância F e uma cucurbiturila CB[x], em que x é um número inteiro selecionado a partir de 4 a 20, é definida de acordo com o princípio de ação em massa de Le Chatelier como: - em que os colchetes indicam a concentração da espécie em mol/L.
[068] Em uma realização, a composição de pró-fragrância compreende os complexos de pró-fragrância com uma distribuição de constantes de ligação. A fim de realizar um amplo intervalo de aplicações, o Depositante descobriu que as pró-fragrâncias caracterizadas por uma distribuição de constantes de ligação são mais vantajosas do que as pró- fragrâncias caracterizadas por uma única ligação constante. Por exemplo, as pró-fragrâncias caracterizadas por uma distribuição de constantes de ligação podem liberar a fragrância linearmente ao longo do tempo, com a fragrância menos ligada liberada em primeiro lugar (por exemplo, durante as primeiras horas após a aplicação da pró-fragrância) e a fragrância mais fortemente ligada liberada mais tarde (por exemplo, durante diversos dias após a aplicação da pró-fragrância), ou após a aplicação de um acionador, tal como o calor.
[069] A seleção de fragrâncias adequadas para a presente invenção é ampla em termos de estrutura química e características de odor. As fragrâncias adequadas incluem as moléculas de fragrância, tais como os álcoois, aldeídos, cetonas, lactonas e O-heterociclos, éteres, acetais, cetais, compostos de N e S, hidrocarbonetos e terpenos; e óleos essenciais, em que o óleo essencial compreende uma ou mais moléculas de fragrância.
[070] Os exemplos de moléculas de fragrância adequadas incluem o seguinte: - os álcoois, tais como, mas não limitados ao (-)-3-neoisothujanol; (-)-thujol (21653-20-3); (-)-sclareol (515-03-7); (+)-cedrol (77-53-2); (+/-)-2,4,8- trimetil-7-nonen-2-ol (437770-28-0); (+/-)-2-metil-1-butanol (137-32-6); (+/-)-4- mercapto-4-metil-2-pentanol (31539-84-1); (+/-)-trans- e cis-4,8-dimetil-3,7- nonadien-2-ol (67845-50-5); (E)-2-decenol (18049-18-2); (E)-2-octen-1-ol (18409-17-1); (E)-2-octen-4-ol (20125-81-9); (E)-3-(Z)-6-nonadien-1-ol (5680523-3); (E,E)-2,4-decadien-1-ol (18409-21-7); (E,E)-2,4-hexadien-1-ol (111-284); (E,R)-3,7-dimetil-1,5,7-octatrieno-3-ol (20053-88-7); (R)-(-)- 1-octen-3-ol (3687-48-7); (Z) (Z)-3,6-nonadien-1-ol (53046-97-2); (Z)-2-hexen-1-ol (928-949); (Z)-4-hepten-1-ol (6191-71-5); 10,11-diidrofarnesol (7226-86-0); 1-decen-3- ol (51100-54-0); 1-hexen-3-ol (4798-44-1); 1-octanol (111-87-5); 1-octen-3-ol (3391-86-4); 1-penteno-3-ol (616-25-1); 1-fenil-1-propanol (93-54-9); 2 (10)- pinen-3-ol (5947-36-4); 2,3-diidrofarnesol (51411-24-6); 2,6-nonadienol (2806972-9); 2-etil-1-hexanol (104-76-7); 2-etil-fenchol (18368-91-7); 2-heptanol (54349-7); 2-hexen-1-ol (2305-21-7); 2-metil-4-fenil-2-butanol (103-05-9); 2-nonanol (628-99-9); 2-octanol (123-96-6); etanol de 2-fenóxi (122-99-6); 2-undecanol (1653-30-1); 2-undecen-1-ol (37617-03-1); 3,5,5-trimetil-1-hexanol (3452-97-9); 3,7-dimetil-1-octanol (106-21-8); 3-decanol (1565-81-7); 3-heptanol (589-82-2); 3-octanol (589-98-0); 3-octen-2-ol (76649-14-4); 3-fenil-1-propanol (122-97-4); 4-hexen-1-ol (6126-50-7); 4-fenil-2-butanol (2344-70-9); 4-fenil-3-buten-2-ol (17488-65-2); 4-thujanol; hidrato de sabineno (546-79-2); 5-fenilpentanol (10521-91-2); 6,7-diidrofarnesol (92857-01-7); 6-hidroxidihidropireaspirano (65620-50-0); 9-decenol (13019-22-2); álcool alfa,alfa,dimetilfenetila (100-86-7); álcool alfa-amincinamila (101-85-9); alfa-bisanolol (515-69-5); álcool alfa- isobutilfenetico (7779-78-4); alfa-lonol (25312-34-9); álcool alfa-propilfenetila (705-73-7); alfa-santalol (115-71-9); alfa-terpineol (98-55-5); 1-(2-terc- butilcicloexil)oxibutan-2-ol (139504-68-0); beta-lonol (22029-76-1); álcool beta- metilcrotila; 2-metil-but-2-en-1-ol (4675-87-0); álcool beta-metilfetila (1123-859); 6-(acetiloxi)hexanoato de etila (104986-28-9); borneol (507-70-0); álcool cariofileno (4586-22-5); álcool cinamílico (104-54-1); cis,trans-2-metil-2-vinil-5- (2-hidroxi-2-propil)tetraidrofurano (5989-33-3); cis-2,8-p-menthadien-1-ol (22771-44-4); cis-2-nonen-1-ol (41453-56-9); cis-3-hexen-1-ol (928-96-1); cis-3- nonen-1-ol (10340-23-5); cis-3-octen-1-ol (20125-84-2); cis-4-decenol (57074- 37-0); cis-5-octen-1-ol (64275-73-6); cis-6-nonen-1-ol (35854-56-5); cis-9- octadecenol (143-28-2); cubebol (23445-02-5); 2-trans, 6-cis-nonadienol (778644-9); decanol (112-30-1); diidro linalol (2270-57-7); mircenol diidro (18479-588); diidro-beta-ionol (3293-47-8); dl-citronelol (106-22-9); (Z)-3-metil-5-(2,2,3- trimetil-1-ciclopent-3-enil)pent-4-en-2-ol (67801-20-1); linalol de etila (10339-556); farnesol (4602-84-0); álcool fenchil (1632-73-1); geraniol (106-24-1); heptanol (111-70-6); hexanol (111-27-3); dietilacetal hidroxicitronelal (7779-944); acetal de dimetila de hidroxicitronelal (141-92-4); acetal de propileno glicol hidroxicitronelal (93804-64-9); isoborneol (124-76-5); isobutanol (78-83-1); 1- metil-2-1,2,2-trimetil-3-biciclo[3.1.0]hexanil]metil]ciclopropil]metanol (19840498-7); álcool laurico (112-53-8); linalol (78-70-6); piranóide de óxido de linalol (14049-11-7); maiol (5502-75-0); nerol; (Z)-geraniol (106-25-2); nerolidol; FCI- 119b (7212-44-4); nonanol; álcool nonil (143-08-8); álcool de patchouli (598655-0); p-cymen-8-ol; NSC-361057 (1197-01-9); fenetilmetiletilcarbinol (10415-87-9); p-menth-1-en-9-ol (18479-68-0); álcool de fenila de etila (60-12-8); (E)- 3,3-dimetil-5-(2,2,3-trimetil-3-ciclopenten-l-il)-4-penteno-2-ol (107898-54-4); prenol; álcool prenila (556-82-1); (E)-2-etil-4-(2,2,3-trimetil-1-ciclopent-3-enil)- but-2-en-1-ol (28219-61-6); rhodinol (6812-78-8); m-(isocanftil-5)cicloexanol (66068-84-6); tetraidrolinalol (78-69-3); trans- e cis-2,4,8-trimetil-3,7-nonadien- 2-ol (479547-57-4); trans-2-nonen-1-ol (31502-14-4); trans-2-trans-4-heptadien- 1-ol (33467-79-7); trans-3-hexenol (928-97-2); álcool undecila (112-42-5); 4- metildec-3-en-5-ol (81782-77-6); verbenol; (+)-verbenol (473-67-6); e vetiverol (89-88-3). - os ésteres, carbonatos e glicolatos, tais como, mas não limitados ao (-)- acetato de camfolenila (36789-59-0); (+/-) 2-hidroxi-2- metilbutirato de etila (77-70-3); (+/-) 2-hidroxi-3-metilvalerato de etila (24323-384); (+/-)-3-acetoxi-2-metilbutrato de etila (139564-43-5); (+/-)-3-hidroxi-2- metilbutirato de etila (27372-03-8); (+/-)-butirato de heptan-2-il (39026-94-3); acetato de (+/-)- heptan-3-il (5921-83-5); (+/-)-5-acetoxihexanoato de metila (35234-22-1); acetato de (+/-)- nonan-3-il (60826-15-5); formato de (+/-)- octan- 3-il (84434-65-1); acetato de (+/-)-trans- e cis-4,8-dimetil-3,7-nonadien-2-il (91418-25-6); formato (E)-2-hexenila (53398-78-0); hexanoato de (E)-2- hexenila (53398-86-0); acetato de (E,Z)-2,6-nonadien-1-ol (68555-65-7); acetato de (E,Z)-3,6-nonadien-1-ol (211323-05-6); propionato de (Z)-3- & (E)-2- hexenila (53398-80-4); (Z)-3-hexenil (E)-2-butenoato (65405-80-3); piruvato de (Z)-3-hexenila (68133-76-6); propionato de (Z)-5-octenila (196109-18-9); acetato de 1,3,3-trimetil-2-norbornanila (13851-11-1); acetato de 1,3-nonanodiol (ésteres mistos) (1322-17-4); acetato de 10-undecen-1-il (112-19-6); acetato de 1-etoxietila; (1608-72-6); 1-etil-hexil-tiglato (94133-92-3); butirato de 1-octen-3-il (16491-54-6); acetato de 1-p-menteno-9-il (17916-91-5); acetato de 2-(E hexen- 1-il (2497-18-9); acetato de 2,4-hexadienila (1516-17-2); butirato de 2,4- hexadienila (16930-93-1); isobutirato de 2,4-hexadienila (16491-24-0); propionato de 2,4-hexadienila (16491-25-1); butirato de 2,5-dimetil-3-oxo-(2H)- fur-4-il (114099-96-6); acetato de 2-etilbutila (10031-87-5); octanoato de 2- hexenila (85554-72-9); 2-hexil-4-acetoxitetraidrofurano (10039-39-1); formato de 2-hidroximetil-6,6-dimetilbiciclo(3.1.1)hept-2-enil (72928-52-0); acetato de 2- metil-4-fenil-2-butila (103-07-1); isobutirato de 2-metil-4-fenil-2-butila (10031-717); butirato de 2-metilalila (7149-29-3); 2-metilbutirato de 2-metilbutila (2445-785); 2-metilbutil-3-metil-2-butenoato (97890-13-6); 2-metilbutil-3-metilbutanoato (2445-77-4); acetato de 2-metilbutila (624-41-9); 2-metilpentanoato de pentila (90397-36-7); acetato de 2-pentila (626-38-0); butirato de 2-pentila (60415-614); isobutirato de 2-fenoxietila (103-60-6); furano de 2-fenil-3-carbetóxi (5062602-3); butirato de 2-fenilpropila (80866-83-7); isobutirato de 2-fenilpropila (65813-53-8); 2-hexenoato de 3-hexenila (53398-87-1); 2-metilbutanoato de 3- hexenila (10094-41-4); 3-metilbutanoato de 3-hexenila (10032-11-8); fenilacetato de 3-hexenila (42436-07-7); 2-metilbutanoato de 3-metilbutila (27625-35-0); 2-metilpropanoato de 3-metilbutila (2050-01-3); acetato de 3- octila (4864-61-3); butirato de 3-octila (20286-45-7); acetato de 3-fenilpropila (122-72-5); cinamato de 3-fenilpropila (122-68-9); formato de 3-fenilpropila (104-64-3); hexanoato de 3-fenilpropila (6281-40-9); isobutirato de 3-fenilpropila (103-58-2); isovalerato de 3-fenilpropila (501-52-0); propionato de 3-fenilpropila (122-74-7); acetato de 4-(terc-butil)cicloexila (32210-23-4); 4-acetoxi-2,5- dimetil-3(2H)-furanona (4166-20-5); isovalerato de 4-metilpentila (850309-45-4); acetato de 4-pentenila (1576-85-8); acetato de 4-fenil-2-butila (10415-88-0); 6- acetoxidihidropireaspirano (57893-27-3); acetato de 6-metil-5-hepten-2-il (19162-00-6); acetato de 8-ocimenila (197098-61-6); acetato de acetoína (4906-24-5); acetileugenol (93-28-7); alicate (10250-45-0); 10-undecenoato de alila (7493-76-7); glicolato de alila de amila (67634-00-8); butirato de alila (2051-78-7); cicloexanoacetato de alila (4728-82-9); cicloexanobutirato de alila (7493-65-4); cicloexanopropionato de alila, ananolide (2705-87-5); cicloexanevalerato de alila (7493-68-7); heptanoato de alila (142-19-8); hexanoato de alila (123-68-2); isovalerato de alila (2835-39-4); fenilacetato de alila (7493-74-5); fenilacetato de alila (1797-74-6); propionato de alila (2408-200); sorbato de alila (30895-79-5); tiglato de alila (7493-71-2); valerato de alila (6321-45-5); alfa, isobutirato de alfa-dimetilbenzila (7774-60-9); acetato de alfa,alfa de dimetilfenetila (151-05-3); acetato de alfa-amilcinamila (7493-78-9); formato de alfa-amincininila (7493-79-0); isovalerato de alfa-amincininila (749380-3); butirato de benzil-alfa-etila (10031-86-4); acetato de alfa-isometilionila (68555-61-3); formato de alfa-metilbenzila (7775-38-4); isobutirato de alfa- metilbenzila (7775-39-5); fenilacetato de alfa-santalol (77-88-3); acetato de alfa- santalila (1323-00-8); antranilato de alfa-terpinila (14481-52-8); formato de alfa- terpinila (2153-26-6); isobutirato de alfa-terpinila (7774-65-4); 2-furoato de amila (1334-82-3); butirato de amila (540-18-1); formiato de amila (638-49-3); heptanoato de amila (7493-82-5); hexanoato de amila (540-07-8); octanoato de amila (638-25-5); salicilato de amila (2050-08-0); acetato de amilvinilcarbinol (2442-10-6); acetato de anisila (104-21-2); butirato de anisila (6963-56-0); formiato de anisila (122-91-8); fenilacetato de anisila (102-17-0); propionato de anisila (7549-33-9); eugenol de benzoila (531-26-0); 2,3-dimetilcrotonato de benzila (77492-69-5); acetato de benzila (140-11-4); acetoacetato de benzila (5396-89-4); benzoato de benzila (120-51-4); butirato de benzila (103-37-7); cinamato de benzila (103-41-3); formiato de benzila (104-57-4); hexanoato de benzila; NSC-53964 (6938-45-0); isobutirato de benzila (103-28-6); isovalerato de benzila (103-38-8); fenilacetato de benzila (102-16-9); propionato de benzila (122-63-4); salicilato de benzila (118-58-1); trans-2-metil-2-butenoato de benzila (37526-88-8); acetato de beta-ionila (22030-19-9); antranilato de beta- naftila (63449-68-3); acetato de bornila (76-49-3); butirato de bornila (13109-701); formol de bornila (7492-41-3); isovalerato de bornila (endo-) (76-50-6); valerato de bornila (7549-41-9); 10-undecenoato de butila (109-42-2); 2- decenoato de butila (7492-45-7); acetato de butila (123-86-4); acetoacetato de butila (591-60-6); butirato de butila (109-21-7); butil-sililactato de butila (749270-8); cinamato de butila (538-65-8); formiato de butila (592-84-7); heptanoato de butila (5454-28-4); hexanoato de butila (626-82-4); isobutirato de butila (9787-0); isovalerato de butila (109-19-3); levulinato de butila (2052-15-5); fenilacetato de butila (122-43-0); propionato de butila (590-01-2); salicilato de butila (2052-14-4); valerato de butila (591-68-4); acetato de carvila (97-42-7); propionato de carvila (97-45-0); acetato de cedrila (77-54-3); acetato de cinamila (103-54-8); antranilato de cinamila (87-29-6); butirato de cinamila (10361-7); cinamato de cinamila (122-69-0); formato de cinamila (104-65-4); isobutirato de cinamila (103-59-3); isovalerato de cinamila (140-27-2); fenilacetato de cinamila (7492-65-1); propionato de cinamila (103-56-0); acetato de cis- e trans-p-1(7),8-mentato-2-il (71660-03-2); acetato de cis-3-hexen-1-il (3681-71-8); antranilato de cis-3-hexenila (65405-76-7); benzoato de cis-3- hexenila (25152-85-6); butirato de cis-3-hexenila (16491-36-4); cis-3-hexenil- cis-3-hexenoato (61444-38-0); hexanoato de cis-3-hexenila (31501-11-8); isobutirato de cis-3-hexenila (41519-23-7); lactato de cis-3-hexenila (61931-815); propionato de cis-3-hexenila (33467-74-2); salicilato de cis-3-hexenila (65405-77-8); tiglato de cis-3-hexenila (67883-79-8); valerato de cis-3-hexenila (35852-46-1 1); propionato de cis-3-octenila (94134-03-9); acetato de cis-4- decenila (67452-27-1); citronelil 2-metilbut-2-enoato (24717-85-9); acetato de citronelila (150-84-5); antranilato de citronelila (68555-57-7); butirato de citronelila (141-16-2); formiato de citronelila (105-85-1); isobutirato de citronelila (97-89-2); fenilacetato de citronelila (139-70-8); propionato de citronelila (14114-0); valerato de citronelila (7540-53-6); coniferan (67874-72-0); acetato de 3a,4,5,6,7,7a-hexaidro-4,7-metanoinden-6-il (5413-60-5); propionato de triciclodecenila (Cyclaprop) (68912-13-0); acetato de cicloexila (622-45-7); antranilato de cicloexila (7779-16-0); butirato de cicloexila (1551-44-6); cinamato de cicloexila (7779-17-1); isovalerato de cicloexila (7774-44-9); propionato de cicloexila (6222-35-1); carbonato de D,L-mentol (+/-)-propileno glicol (156324-82-2); butirato de decila (5454-09-1); propionato de decila (545419-3); L-tartarato de dietila (87-91-2); malato de dietila (7554-12-3); malonato de dietila (105-53-3); sebacato de dietila (110-40-7); acetato de diidrocarvila (20777-49-5); antranilato de dimetila (85-91-6); succinato de dimetila (106-650); acetato de dimetilbenzilcarbonila (151-05-3); crotonato de dimetilbenzilcarbinila (93762-34-6); hexanoato de dimetilbenzilcarbinila (891781-90-1); butirato de dimetilbenzilcarbinila (10094-34-5); formato de dimetilbenzilcarbinila (10058-43-2); propionato de dodecila (6221-93-8); (E)-2- metil-2-pentenoato de etila (1617-40-9); (p-toliloxi)acetato de etila (67028-40-4); 2-acetil-3-fenilpropionato de etila (620-79-1); 2-etil-3-fenilpropanoato de etila (2983-36-0); 2-etilbutirato de etila (2983-38-2); 2-etil-hexanoato de etila (298337-1); 2-metil-3,4-pentadienoato de etila (60523-21-9); 2-metil-3-pentenoato de etila (1617-23-8); 2-metil-4-pentenoato de etila (53399-81-8); 2-metilbutirato de etila (7452-79-1); 2-metilpentanoato de etila (39255-32-8); 2-nononato de etila (10031-92-2); 2-octenoato de etila (7367-82-0); 3-(2-furil)propanoato de etila (10031-90-0); 3-hexenoato de etila (2396-83-0); 3-hidroxibutirato de etila (540541-4); 3-hidroxihexanoato de etila (2305-21-1); 3-metilpentanoato de etila (5870-68-8); 3-octenoato de etila (1117-65-3); 3-oxohexanoato de etila (324968-1); 3-fenilglicidato de etila (121-39-1); 3-fenilpropionato de etila (2021-28-5); 4-metilpentanoato de etila (25415-67-2); 4-fenilbutirato de etila (10031-93-3); 5- hexenoato de etila (54653-25-7); acetato de etila (141-78-6); acetoacetato de etila (141-97-9); acetato de etila (ésteres mistos) (1321-30-8); antranilato de etila (87-25-2); benzoato de etila (93-89-0); benzoilacetato de etila (94-02-0); butirato de etila (105-54-4); cinamato de etila (103-36-6); cis-3-hexenoato de etila (64187-83-3); cis-4-heptenoato de etila (39924-27-1); cis-4-octenoato de etila (34495-71-1); cicloexanoacetato de etila (5452-75-5); cicloexanocarboxilato de etila (3289-28-9); cicloexanopropionato de etila (10094-36-7); formato de etila (109-94-4); heptanoato de etila (106-30-9); hexanoato de etila (123-66-0); isobutirato de etila (97-62-1); isovalerato de etila (108-64-5); lactato de etila (97-64-3); levulinato de etila (539-88-8); linalil- acetato de etila (61931-80-4); metil-p-tolilglicidato de etila (74367-97-8); N- etilantranilato de etila (38446-21-8); p-anisato de etila (94-30-4); fenilacetato de etila (101-97-3); propionato de etila (105-37-3); piruvato de etila (617-35-6); safranato de etila (35044-59-8); salicilato de etila (118-61-6); sorbato de etila (2396-84-1); tiglato de etila (5837-78-5); trans-2,cis-4-decadienoato de etila (3025-30-7); trans-2-butenoato de etila (10544-63-5); trans-2-decenoato de etila (7367-88-6); trans-2-hexenoato de etila (27829-72-7); trans-4-decenoato de etila (76649-16-6); undecanoato de etila (627-90-7); valerato de etila (539-822); isobutirato de etila vanilina (188417-26-7); formato de eugenila (10031-966); isovalerato de eugenila (61114-24-7); acetato de eugenil-fenila (10402-33- 2); acetato de farnesila (29548-30-9); floramat (67801-64-3); fraistone (629017-1); frutalato (72903-27-6); 2-(2-metil-1,3-dioxolan-2-il)acetato de etila (641310-1); fruitate (80623-07-0); acetato de furfurila (623-17-6); isovalerato de furfurila (13678-60-9); pentanoato de furfurila (36701-01-6); propionato de furfurila (623-19-8); gardocicleno (67634-20-2); 2-metilbutirato de geranila (68705-63-5); acetato de geranila (105-87-3); acetoacetato de geranila (1003200-5); benzoato de geranila (94-48-4); butirato de geranila (106-29-6); formiato de geranila (105-86-2); hexanoato de geranila (10032-02-7); isobutirato de geranila (2345-26-8); isovalerato de geranila (109-20-6); pentanoato de geranilo; valerato de geranila (10402-47-8); fenilacetato de geranila (102-22-7); propionato de geranila (105-90-8); tiglato de geranila (7785-33-3); givescone (57934-97-1); acetato verde (videdox) (88,41-5); acetato de guaiacila (613-707); fenilacetato de guaiacil (4112-89-4); acetato de guaiila (134-28-1); hedione; kharismal; diidrojasmonato de metila (24851-98-7); helvetolide (141773-73-1); acetato de heptila (112-06-1); butirato de heptila (5870-93-9); cinamato de heptila (10032-08-3); formato de heptila (112-23-2); heptanoato de heptila (62409-9); isobutirato de heptila (2349-13-5); herbanato (116126-82-0); 2-furoato de hexila (39251-86-0); 2-metil-3 e 4-pentenoato de hexila (58625-95-9); 2- metilbutanoato de hexila (10032-15-2); acetato de hexila (142-92-7); benzoato de hexila (6789-88-4); butirato de hexila (2639-63-6); decanoato de hexila (10448-26-7); formato de hexila (629-33-4); heptanoato de hexila (1119-06-8); hexanoato de hexila (6378-65-0); isobutirato de hexila (2349-07-7); isovalerato de hexila (10032-13-0); nonanoato de hexila (6561-39-3); octanoato de hexila (1117-55-1); fenilacetato de hexila (5421-17-0); propionato de hexila (2445-763); salicilato de hexila (6259-76-3); trans-2-hexenoato de hexila (33855-57-1); 2-furanbutirato de isoamila (7779-66-0); acetato de isoamila (123-92-2); acetoacetato de isoamila (2308-18-1); benzoato de isoamilo; benzoato de isopentila (94-46-2); butirato de isoamila (106-27-4); cinamato de isoamila (7779- 65-9); formato de isoamila (110-45-2); isopropilato de isoamila (7779-67-1); hexanoato de isoamilo, caproato de isoamila (2198-61-0); isovalerato de isoamila (659-70-1); nonanoato de isoamila (7779-70-6); octanoato de isoamila (2035-99-6); fenilacetato de isoamila (102-19-2); propionato de isoamila (10568-0); piruvato de isoamila (7779-72-8); salicilato de isoamila (87-20-7); 2- metilbutirato de isobornila (94200-10-9); acetato de isobornila (125-12-2); isobornyl for-mate (1200-67-5); isobutirato de isobornila (85586-67-0); isovalorato de isobornila (7779-73-9); propionato de isobornila (2756-56-1); 2- butenoato de isobutila (589-66-2); acetato de isobutila (110-19-0); acetoacetato de isobutila (7779-75-1); angelato de isobutila (7779-81-9); benzoato de isobutila (120-50-3); butirato de isobutila (539-90-2); cinamato de isobutila (12267-8); furilpropionato de isobutila (105-01-1); heptanoato de isobutila (7779-808); hexanoato de isobutila (105-79-3); isobutirato de isobutila (97-85-8); isovalerato de isobutila (589-59-3); isofutilfenolacetato (102-13-6); propionato de isobutila (540-42-1); salicilato de isobutila (87-19-4); acetato de isoeugenila (93-29-8); formato de isoenogenila (7774-96-1); fenilacetato de isoenogenila (120-24-1); acetato de isoprenila (5205-07-2); acetato de isopropenila (108-225); 2-metilbutirato de isopropila (66576-71-4); benzoato de isopropila (939-480); butirato de isopropila (638-11-9); cinamato de isopropila (7780-06-5); hexanoato de isopropila (2311-46-8); isobutirato de isopropila (617-50-5); isovalerato de isopropila (32665-23-9); fenilacetato de isopropila (4861-85-2); propionato de isopropila (637-78-5); tiglato de isopropila (1733-25-1); acetato de isopulegila (57576-09-7); carbonato de (Z)-3-hexen-1-il de metila (67633-969); acetato de linalila (115-95-7); antranilato de linalila (7149-26-0); benzoato de linalila (126-64-7); butirato de linalila (78-36-4); cinamato de linalila (78-37-5); linalyl formiato (115-99-1); hexanoato de linalila (7779-23-9); isobutirato de linalila (78-35-3); isovalerato de linalila (1118-27-0); octanoato de linalila (10024-64-3); lalilfenilacetato (7143-69-3); propionato de linalila (144-39-8); lactato de l-mentila (59259-38-0); glutarato de L-monomentila (220621-22-7); isobutirato de maltol (65416-14-0); propionato de maltol (68555-63-5); acetato de mentila (16409-45-3); isovalerato de mentila (16409-46-4); (E)-2-(Z)-4- decadienoato de metila (4493-42-9); 1-acetoxicicloexil-cetona de metila (5278973-8); 2-furoato de metila (611-13-2); carbonato de 2-heptilne de metila (11112-6); 2-hexenoato de metila (2396-77-2); 2-hidroxi-4-metilpentanoato de metila (40348-72-9); 2-metilbutirato de metila (868-57-5); 2-metilpentanoato de metila (2177-77-7); 2-nonenoato de metila; NSC-76416; neofoliona (111-79-5); 2- nonanoato de metila (111-80-8); 2-octinoato de metila (111-12-6); 3,7-dimetil-6- octenoato de metila (2270-60-2); 3-hexenoato de metila (2396-78-3); 3- hidroxihexanoato de metila (21188-58-9); 3-nonenoato de metila (13481-87-3); 3-fenilpropionato de metila (103-25-3); 4-metilvalerato de metila (2412-80-8); 4- pentenoato de metila (818-57-5); 4-fenilbutirato de metila (2046-17-5); 9- undecenoato de metila (5760-50-9); anisato de metila (121-98-2); benzoato de metila (93-58-3); butirato de metila (623-42-7); caproato de metila (106-70-7); cinamato de metila (103-26-4); cis-4-octenoato de metila (21063-71-8); cicloexanocarboxilato de metila (4630-82-4); heptanoato de metila (106-73-0); isobutirato de metila (547-63-7); isovalerato de metila (556-24-1); jasmonato de metila (1211-29-6); nicotinato de metila (93-60-7); nonanoato de metila (173184-6); carbonato de metila octila (111-80-8); o-metoxibenzoato de metila (60645-1); fenilacetato de metila (101-41-7); propionato de metila (554-12-1); salicilato de metila (119-36-8); sorbato de metila (689-89-4); trans-2-octenoato de metila (7367-81-9); valerato de metila (624-24-8); acetato de miraldila (72403-67-9); acetato de miretila (1079-01-2); N,N-dimetil-mentil-succinamida (544714-08-1); 2-metilbutirato de n-butila (15706-73-7); acetato de nerila (14112-8); butirato de nerila (999-40-6); formato de nerila (2142-94-1); isobutirato de nerila (2345-24-6); isovalerato de nerila (3915-83-1); propionato de nerila (10591-9); n-hexil-2-butenoato (19089-92-0); isovalerato de nonila (7786-47-2); octanoato de nonila (7786-48-3); acetato de etila (128-51-8); acetato de octila (112-14-1); butirato de octila (110-39-4); formiato de octila (112-32-3); octila heptanoato (5132-75-2); isovalerato de octila (7786-58-5); octanoato de octila (2306-88-9); fenilacetato de octila (122-45-2); propionato de octila (142-60-9); o-acetato de tolila (533-18-6); isobutirato de o-tolila (36438-54-7); salicilato de o-tolila (617-01-6); formiato de oxioctalina (65405-72-3); hexanoato de pent-2- enila (74298-89-8); acetato de perilila (15111-96-3); 2-furoato de fenetila (714932-8); acetato de fenetila (103-45-7); antranilato de fenetila (133-18-6); benzoato de fenetila (94-47-3); butirato de fenetila (103-52-6); cinamato de fenetila (103-53-7); formato de fenetila (104-62-1); hexanoato de fenetila (629037-5); isobutirato de fenetila (103-48-0); isovalerato de fenetila (140-26-1); fenilacetato de fenetila (102-20-5); propionato de fenetila (122-70-3); salicilato de fenetila (87-22-9); senecioato de fenetila (42078-65-9); tiglato de fenetila (55719-85-2); acetato de fenila (122-79-2); pivalato de fenil etila (67662-96-8); 2-metilbutirato de feniletila (24817-51-4); acetato de piperonila (326-61-4); isobutirato de piperonila (5461-08-5); pivacyclene (68039-44-1); acetato de prenila (1191-16-8); benzoato de prenila (5205-11-8); caproato de prenila (76649-22-4); formato de prenila (68480-28-4); isobutirato de prenila (7664923-5); propadienoato de propila (84788-08-9); 2-furanacrilato de propila (62322-3); 2-furoato de propila (615-10-1); acetato de propila (109-60-4); benzoato de propila (2315-68-6); butirato de propila (105-66-8); cinamato de propila (7778-83-8); heptanoato de propila (7778-87-2); hexanoato de propila (626-777); isobutirato de propila (644-49-5); isovalerato de propila (557-00-6); fenilacetato de propila (4606-15-9); p-hidroxibenzoato de propila (94-13-3); 3- metilbutirato de p-tolila (55066-56-3); acetato de p-tolila (140-39-6); isobutirato de p-tolila (103-93-5); laurato de p-tolila (10024-57-4); octanoato de p-tolila (59558-23-5); fenilacetato de p-tolila (101-94-0); acetato de rodinila (141-11-7); butirato de rodinila (141-15-1); formato de rodinila (141-09-3); isobutirato de rodinila (138-23-8); isovalerato de rodinila (7778-96-3); fenilacetato de rodinila (139-70-8); propionato de rodinila (105-89-5); romandolide (236391-76-7); cristal rosa (90-17-5); salol; salfenila (118-55-8); aldeído de morango (77-83-8); acetato de estirralila (93-92-5); butirato de estiralila (3460-44-4); propionato de estiralila (120-45-6); acetato de terpinila (8007-35-0); butirato de terpinila (215328-8); cinamato de terpinila (10024-56-3); isovalerato de terpinila (1142-85-4); propionato de terpinila (80-27-3); acetato de tetraidrofurfurila (637-64-9); butirato de tetraidrofurfurila (2217-33-6); cinamato de tetraidrofurfurila (6550525-1); propionato de tetraidrofurfurila (637-65-0); acetato de trans-2-hepetila (16939-73-4); isovalerato de trans-2-heptila (253596-70-2); 2-metilbutirato de trans-2-hexenila (94089-01-7); butirato de trans-2-hexenila (53398-83-7); isovalerato de trans-2-hexenila (68698-59-9); pentanoato de trans-2-hexenila (56922-74-8); propionato de trans-2-hexenila (53398-80-4); acetato de trans-2- octen-1-il (3913-80-2); tri-butirina (60-01-5); acetato de vanilina (881-68-5); isobutirato de vanilina, Isobutavan (20665-85-4); veramoss, 2,4-diidroxi-3,6- dimetilbenzoato de metila (4707-47-5); e acetato de vetiverila (117-98-6), acetato de cis-9-octadecenila (693-80-1); acetato de trans-3-hexenila (3681-821); acetato de cis-3-hexenila (3681-71-8). - os aldeídos, tais como, mas não limitados ao (+/-)-4-etiloctanal (58475-04-0); (+/-)-trans- e cis-5-(2,2-dimetilciclopropil)-3-metil-2-pentenal (87760-1); (2,2,3-trimetilciclopent-3-en-l-il) acetaldeído (4501-58-0); (2,4) e (3,5) e 3,6-dimetil-3-cicloexenilcarbaldeído (27939-60-2); (E)-4-nonenal (2277-16-9); (Z)-4-dodecenal (21944-98-9); (Z)-8-tetradecenal (169054-69-7); 1,3-p- menthadien-7-al (1197-15-5); 2-(p-tolil)propionaldeído (99-72-9); 2,4- heptadienal (4313-03-5); 2,4-nonadienal (6750-03-4); 2,4-undecadienal (1316246-4); 2,6-dimetiloctanal (7779-07-9); 2-decenal (3913-71-1); 2-dodecenal (4826-62-4); 2-etil-2-heptenal (10031-88-6); 2-etilbutiraldeído (97-96-1); 2- furanacroleína (623-30-3); 2-furfurilidenobutiraldeído (770-27-4); 2-hidroxi-4- metilbenzaldeído (698-27-1); 2-isopropil-5-metil-2-hexenal (35158-25-9); 2- metil-2-octeno (73757-27-4); 2-metil-2-pentenal (623-36-9); 2-metil-3-(2- furil)acroleína (874-66-8); 2-metildecanal (19009-56-4); 2-metiloctanal (778629-0); 2-metilpentanal (123-15-9); 2-metilundecanal (110-41-8); 2-nonenal (2463-53-8); 2-octenal (2363-89-5); 2-fenil-3-(2-furil)prop-2-enal (65545-81-5); 2-fenil-4-pentenal (24401-36-3); 2-fenilpropionaldeído (93-53-8); 2-trans, 4- trans-decadienal (25152-84-5); 2-trans-4-cis-7-cis-tridecatrienal (13552-96-0); 2-trans-4-trans-7-cis-decatrienal (51325-37-2); 2-trans-6-cis-dodecadienal (21662-13-5); 2-trans-6-trans-nonadienal (17587-33-6); 2-trans-6-trans- octadienal (56767-18-1); 2-tridecenal (7774-82-5); 2-undecenal (2463-77-6); 3- (5-metil-2-furil)prop-2-enal; 5-metil-2-furanacroleina (5555-90-8); 3,7,11-trimetil- 2,6,10-dodecatrienal (19317-11-4); 3-hexenal (4440-65-7); 3-metil-2-butenal (107-86-8); 3-metilbutiraldeído, isovaleraldeído (590-86-3); 3-metil-hexanal (19269-28-4); 3-fenilpropionaldeído (104-53-0); 4-etilbenzaldeído (4748-78-1); 4-heptenal (6728-31-0); 4-hidroxibenzaldeído (123-08-0); 6-metil-heptanal (63885-09-6); 9-octadecenal (5090-41-5); 9-undecenal (143-14-6); 2,6,10- trimetilundec-9-enal (141-13-9); 10-undecenal (112-45-8); undecanal de 2- metila (110-41-8); alfa-butilcinamaldeído (7492-44-6); alfa-amilcinamaldeído (122-40-7); 2-benzilideno-heptanal (122-40-7); alfa-hexilcinamaldeído (101-860); alfa-metil-cinamaldeído (101-39-3); aldeído anísico (123-11-5); benzaldeído (100-52-5); beta-ciclocitral (432-25-7); beta-ciclo-monocitico (472-66-2); beta- sinensal (60066-88-8); 4-t-butilbenzeno-propionaldeído (18127-01-0); canthoxal (5462-06-6); cinamaldeído (104-55-2); cis,cis-fotocitral A (55253-28-6); cis-3- hexenal (6789-80-6); cis-4-decenal (30390-50-2); cis-5-octeno (41547-22-2); cis-6-nonenal (2277-19-2); citral (5392-40-5); citronelal (106-23-0); citronelal (106-23-0); citroneloxiacetaldeído (7492-67-3); cortexal, p- isopropilfenilacetaldeído (4395-92-0); costenal (39770-05-3); cumarilaldeído (4265-16-1); cuminaldeído (122-03-2); aldeído de ciclâmen (103-95-7); ciclemax (7775-00-0); ciclomial (68738-94-3); decanal (112-31-2); de- hidrodivanilina (2092-49-1); 4-(octaidro-4,7-metano-5H-inden-5-ilideno)butanal (30168-23-1); vanilina de etila (121-32-4); vanilina de etila (121-32-4); floralozona (67634-15-5); 3-(3-propan-2-ilfenil)butanal (125109-85-5); furfural (98-01-1); heptanal (111-71-7); hexanal (66-25-1); hidroxicitronelal (107-75-5); aldeído de isononila (5435-64-3); jasmorange (41496-43-9); aldeído láurico (112-54-9); 3-(4-terc-butilfenil)butanal (80-54-6); liral (31906-04-4); 3-metil-7- propano-2-ilbiciclo[2.2.2]oct-2-eno-5-carbaldeído (67845-30-1); 2,6-dimetil-hept- 5-enal (106-72-9); trans-2-dodecenal (20407-84-5); melafleur (68991-97-9); melozona (30772-79-3); melonal de metóxi (62439-41-2); muguet undecadienal (54082-68-7); miristaldeído (124-25-4); mirtenal (564-94-3); nonanal (124-19-6); o-anisaldeído (135-02-4); octanal (124-13-0); o-metoxicinamaldeído (1504-741); perilaldeído (18031-40-8); p-etoxibenzaldeído (10031-82-0); fenilacetaldeído (122-78-1); 3-(7,7-dimetil-4-biciclo[3.1.1]hept-3-enil)propanal (33885-51-7); piperonal (120-57-0); p-menth-1-eno-9-al (29548-14-9); p-metoxi-alfa- metilcinamaldeído (65405-67-6); p-metoxicinamaldeído (1963-36-6); p- metilcinamaldeído (1504-75-2); p-tolilacetaldeído (104-09-6); safranal (116-267); salicilaldeído (90-02-8); siringaldeído (134-96-3); tetradec-2-enal (51534-362); citral tetraidro (5988-91-0); tolualdeídos (misto, o,m,p) (1334-78-7); trans,trans-2,4-dodecadienal (21662-16-8); trans,trans-2,4-hexadienal (142-836); trans,trans-2,4-octadienal (30361-28-5); trans-2,cis-6-nonadienal (557-48-2); trans-2-heptenal (18829-55-5); trans-2-hexenal (6728-26-3); trans-4-decenal (65405-70-1); trans-4-hexenal (25166-87-4); trifernal (16251-77-7); 2,4- dimetilcicloex-3-eno-1-carbaldeído (68039-49-6); tropional (1205-17-0); Undecanal (112-44-7); vanilina (121-33-5); veratraldeído (120-14-9); e Vernaldeído (66327-54-6). - as cetonas, tais como, mas não limitadas à (+/-)[R-(E)]- 5- isopropil-8-metilnona-6,8-dien-2-ona (2278-53-7); (E) e (Z)-4,8-dimetil-3,7- nonadien-2-ona (817-88-9); (E)-2-(2-octenil)ciclopentanona (65737-52-2); (E)-2- Nonen-4-ona (27743-70-0); (E)-5-nonen-2-ona (27039-84-5); (E)-6-metil-3- hepten-2-ona (20859-10-3); (E)-7-metil-3-octen-2-ona (33046-81-0); (E,E)-3,5- octadien-2-ona (30086-02-3); 1-(3-(Metiltio)-butiril)-2,6,6-trimetilcicloexeno (68697-67-6); 1-(p-metoxifenil)-1-penten-3-ona (104-27-8); 1-(p-metoxifenil)-2- propanona (122-84-9); 1,4-dimetil-4-acetil-1-cicloexeno (43219-68-7); 1,5- octadien-3-one (65213-86-7); 10-undecen-2-ona (36219-73-5); 1-hidroxi-4- metil-2-pentanona (68113-55-3); 1-metil-1-ciclopenten-3-ona (2758-18-1); 1- metil-2,3-cicloexadiona (3008-43-3); 1-octen-3-ona (4312-99-6); 2-(3,7-dimetil- 2,6-octadienil) ciclopentanona (68133-79-9); 2,2,6-trimetilcicloexanona (240837-9); 2,3,3-trimetilindan-1-ona (54440-17-4); 2,3-octanodiona (585-25-1); 2,3- undecadiona (7493-59-6); 2,4-dimetilacetofenona (89-74-7); 2,6,10-trimetil- 2,6,10-petadecatrien-14-ona (762-29-8); 2,6-dimetil-4-heptanona (108-83-8); 2- acetil-3,5-dimetilfurano (22940-86-9); 2-butirilfurano (4208-57-5); 2- cicloexenona (930-68-7); 2-ciclopentilciclopentanona (4884-24-6); 2-decanona (693-54-9); 2-hepten-4-ona (4643-25-8); 2-hexanoilfurano (14360-5-0); cetona de pentil-2-furila (14360-50-0); ciclopentanona 2-hexilideno (17373-89-6); 2- hidroxi-3,5,5-trimetil-2-cicloexenona (4883-60-7); 2-hidroxi-5-metilacetofenona (1450-72-2); 2-hidroxiacetofenona (118-93-4); 2-metoxiacetofenona (4079-521); 2-metilacetofenona (577-16-2); 2-metil-heptan-3-ona (13019-20-0); 2- pentadecanona (2345-28-0); 2-pentanona (107-87-9); 2-pentanoilfurano (319417-0); 2-tridecanona (593-08-8); 3-(hidroximetil)-2-heptanona (65405-68-7); 3,4- dimetil-1,2-ciclopentadiona (13494-06-9); 3,5-dimetil-1,2-ciclopentadiona (13494-07-0); 3-benzil-4-heptanona (7492-37-7); 3-decanona (928-80-3); 3- decen-2-ona (10519-33-2); 3-etil-2-hidroxi-2-ciclopenten-1-ona (21835-01-8); 3- etil-2-hidroxi-4-metilciclopent-2-en-1-ona (42348-12-9); 3-heptanona (106-35-4); 3-hepteno-2-ona (1119-44-4); 3-hexanona (589-38-8); 3-hidroxi-2-pentanona (3142-66-3); 3-hidroxi-3-metil-2,4-nonadienona (544409-58-7); 3-metil-1- ciclopentadecanona (541-91-3); 3-metil-2-(n-pentanil)-2-ciclopenten-1-ona (1128-08-1); 3-metil-2,4-nonanodiona (113486-29-6); 3-metil-4-fenil-3-buteno-2- ona (1901-26-4); 3-metilcicloexanona (591-24-2); 3-nonanona (925-78-0); 3- nonen-2-ona (14309-57-0); 3-octanona (106-68-3); 3-octen-2-ona (1669-44-9); 3-penten-2-ona (625-33-2); 3-propilidenfeftalida (17369-59-4); 4-(p-hidroxifenil)- 2-butanona (5471-51-2); 4-(p-metoxifenil)-2-butanona (104-20-1); 4-(p-tolil)-2- butanona (7774-79-0); 4-heptanona (123-19-3); 4-hidroxiacetofenona (99-93-4); 4-isopropil-2-cicloexenona (500-02-7); 4-mercapto-4-metil-2-hexanona (851768-52-0); 4'-metilacetofenona (122-00-9); 4-metil-1-fenil-2-pentanona (5349-62-2); 4-metil-2-pentanona (108-10-1); 4-metil-3-penten-2-ona (141-797); 4-octen-3-ona (14129-48-7); 4-fenil-3-buten-2-ona (122-57-6); 5-metil-2,3- hexanodiona (13706-86-0); 5-metil-3-hexen-2-ona (5166-53-0); 5-metil-5- hexen-2-ona (3240-09-3); 6-metil-3,5-heptadien-2-ona (1604-28-0); 6-metil-5- hepten-2-ona (110-93-0); 8,9-desidroteaspirona (80722-28-7); 8-nonen-2-ona (5009-32-5); acetoanisol (100-06-1); acetofenona (98-86-2); alil-a-ionona, cetona V (79-78-7); alfa-damascona (43052-87-5); alfa-ionona (127-41-3); azarbre (68845-36-3); benjoim (119-53-9); benzofenona (119-61-9); beta- damascona (23726-92-3); beta-ionona (14901-07-6); beta-isometilionona (7989-0); 8-metil-1,5-benzodioxepin-3-ona (28940-11-6 35783-05-2); 3-metil-5- propilcicloex-2-en-1-ona (3720-16-9); cis-3-nonen-1-ol (10340-23-5); cis- jasmona (488-10-8); citronelilacetona (4433-36-7); claritone (74338-72-0); cosmona (259854-70-1); cuminona; p-isopropilacetofenona (645-13-6); tridecanodioato cíclico de etilenoglicol, cicloeptadeca-9-en-1-ona (542-46-1); cicloteno, metilciclopentanolona (80-71-7); damascenona (23726-93-4); d- cânfora (464-49-3); desidrodiidroionona (20483-36-7); desidronoatkatona (5090-63-1); ciclopentanona de 2-pentila (4819-67-4); delta-damascona (57378-68-4); d-fenchona (4695-62-9); dibenzilcetona (102-04-5); diidro-alfa- ionona (31499-72-6); diidro-beta-ionona (17283-81-7); diidronootkatona (20489- 53-6); dl-cânfora (21368-68-3); dulcinila (55418-52-5); 1-(5,5-dimetil-1- cicloexenil)pent-4-en-1-ona (56973-85-4); epoxioxoforona (38284-11-6); cetona de etilvinila (1629-58-9); exaltenona (14595-54-1); fenchona (1195-79-5); 2- butan-2-ilcicloexan-1-ona (14765-30-1); furfurilacetona (699-17-2); gama- ionona (79-76-5); geranilacetona (3796-70-1); gingerona (122-48-5); hidroxiacetona (116-09-6); iso E Super (54464-57-2); isojasmona (11050-62-7); isometil-alfa-ionona (127-51-5); isoforona (78-59-1); jasmatona (13074-65-2); cephalis (36306-87-3); acetal de dimetila de ceto butiraldeído, acetal de dimetila de 3-oxobutanal (5436-21-5); coavona (81786-73-4); L-carvona (648540-1); l-fenchona (7787-20-4); cetona de metil-beta-naftila (93-08-3); heptilcetona de metila (821-55-6); cetona de metila hexila (111-13-7); metil-alfa- ionona (127-42-4); metil-alfa-ionona, alfa-irone (79-69-6); metil-beta-ionona (127-43-5); muscenona (82356-51-2); nootkatone (4674-50-4); 1-naftalen-1- iletanona (93-08-3); orivona (16587-71-6); para terc-butilcicloexanona (98-533); paradol (27113-22-0); 2-cicloexil-1,6-heptadien-3-ona (313973-37-4); pinocamfona (18358-53-7); plicatona (41724-19-0); propiofenona (93-55-0); pseudoionona (141-10-6); romanona, exaltona (502-72-7); spirogalbanona (224031-70-3); etilcicloexenona de tetrametila (mistura de isômeros): 5-etil- 2,3,4,5-tetrametil-2-cicloexen-1-ona e 5-etil-3,4,5,6-tetrametil-2-cicloexen-1-ona (17369-60-7); tonicide, Fixolide (1506-02-1); trans, alfa-damascona (24720-090); trimofix O (144020-22-4 68610-78-6); vanillalacetona (1080-12-2); veloutona (65443-14-3); e verbenona (80-57-9). - as lactonas e O-heterociclos, tais como, mas não limitados à (+/- )-3-metil-gama-decalactona (67663-01-8); (+/-)-diidromintlactona (92015-65-1); gama-lactona do ácido 2-(2-hidroxi-4-metil-3-cicloexenil)propiônico (57743-632); gama-lactona do ácido 2-(4-metil-2-hidroxifenil)propiônico (65817-24-5); 2,5- dimetil-3(2H)-furanona (14400-67-0); 2,5-dimetil-4-etoxi-3(2H)-furanona (6533049-6); 2,5-dimetil-4-metoxi-3(2H)-furanona (4077-47-8); 2-acetil-3,5- dimetilfurano (22940-86-9); 2-etil-4-hidroxi-5-metil-3(2H)-furanona (27538-096); 2-metiltetraidrofuran-3-ona (3188-00-9); ácido 2-nonenóico gama-lactona (21963-26-8); 2-oxo-3-etil-4-butanolide (923291-29-6); 2-undecanona (112-129); 3-butilideneftalida; 3-butilftalida (6066-49-5); 3-heptildiidro-5-metil-2(3H)- furanona (40923-64-6); 3-propilidenfeftalida (17369-59-4); 4,4-dibutil-gama- butirolactona (7774-47-2); 4-acetil-2,5-dimetil-3(2H)-furanona (36871-78-0); lactona gama do ácido 4-hidroxi-4-metil-7-cis-decenóico (70851-61-5); 4- hidroxi-5-metil-3(2H)-furanona (19322-27-1); lactona do ácido 4- hidroxibutanóico (96-48-0); epóxido de 5,6-beta-ionona (23267-57-4); lactona do ácido 5-hidroxi-2,4-decadienóico (27593-23-3); lactona do ácido 5-hidroxi-2- decenóico (51154-96-2); lactona do ácido 5-hidroxi-2-dodecenóico (16400-729); delta-lactona do ácido 5-hidroxi-4-metilhexanóico (10413-18-0); delta- lactona do ácido 5-hidroxi-8-undecenóico (68959-28-4); lactona do ácido 5- hidroxi-undecanóico (710-04-3); 5-metil-3(2H)-furanona (3511-32-8); 5-pentil- 3H-furan-2-ona (51352-68-2); lactona do ácido 6-hidroxi-3,7-dimetiloctanco (499-54-7); 6-octilltetraidro-2H-piran-2-ona (7370-92-5); 7-decen-4-olida (67114-38-9); 8.deceno-5-olida (32764-98-0); 9-decen-5-olida (74585-00-5); 9- dodeceno-5-olido (15456-68-5); 9-tetradecen-5-olido (15456-70-9); ambrocenida (211299-54-6); tetrametil-2,4,5,5a,7,8,9,9b-octaidro-1H- benzo[e][1]benzofurano (6790-58-5); antera (56011-02-0); beta-angelica lactona (53774-21-3); boisambrene forte (58567-11-6); boisiris (68845-00-1); bovolide (774-64-1); carvone-5,6-óxido (18383-49-8); cumarina (91-64-5); decatona (34131-98-1); desidromentofurolactona (75640-26-5); delta hexadecalactona (7370-44-7); delta-decalactona (705-86-2); delta- dodecalactona (713-95-1); delta-hexalactona (823-22-3); delta-octadecalactona (1227-51-6); delta-octalactona (698-76-0); delta-tetradecalactona (2721-22-4); diidroactinolide; diidroactindiolide (15356-74-8); diidrocumarina (119-84-6); epoxioxoforona (38284-11-6); epsilon-decalactona (5579-78-2); epsilon- dodecalactona (16429-21-3); etilmaltol (4940-11-8); furil-propil-cetona (420857-5); lactona gama-angelica (591-12-8); gama-decalactona (706-14-9); gama- dodecalactona (2305-05-7); gama-heptalactona (105-21-5); gama-hexalactona (695-06-7); gama-metildecalactona (7011-83-8); gama-octadecalactona (50226-1); gama-undecalactona (104-67-6); gama-valerolactona (108-29-2); ácido hidroxinonanóico, delta lactona (3301-94-8); isoambrettolide (28645-51-4); lactona de jasmim (25524-95-2); lactona de lavanda (1073-11-6); maltol (11871-8); norambreinolide (564-20-5); oaklactone (39212-23-2); octaidrocoumarina (4430-31-3); omega-6-hexadecenlactona (7779-50-2); omega- pentadecalactona (106-02-5); lactona orin (134359-15-2); cetona de pentil-2- furila (14360-50-0); óxido de piperitenona (35178-55-3); gamma nonalactona (104-61-0); 4-(p-hidroxifenil)-2-butanona (5471-51-2); furanona de morango (3658-77-3); brassilato de etileno (105-95-3); e lactona de tuberose (15317557-6). - os éeres, acetais e cetais, tais como, mas não limitado ao acetal de 2,6-dimetil-5-heptenol-propil-eneglicol (74094-63-6); 1-(p-metoxifenil)-2- propanona (122-84-9); 1,1-dimetoxi-trans-2-hexeno; acetal de dimetila de trans- 2-hexenal (18318-83-7); 1-etoxi-3-metil-2-buteno; éter prenil de etila (22094-004); 2,4-dimetilanisol (6738-23-4); 2,5-dimetil-4-metoxi-3(2H)-furanona (4077-478); dietilacetal 2,6-nonadienal (67674-36-6); 2-metoxi-4-propilfenol (2785-87-7); 2-metoxi-4-vinilfenol (7786-61-0); 2-metoxiacetofenona (4079-52-1); acetal de propileno glicol 2-nonanona (165191-91-3); acetal de propileno glicol 2- fenilpropanal (67634-23-5); acetal de 2-fenilpropionaldeído dimetila (90-87-9); 3,4-dimetoxi-1-vinilbenzeno (6380-23-0); acetal de dimetila de 3-oxobutanal (5436-21-5); 4-(p-metoxifenil)-2-butanona (104-20-1); 4-etilguaiacol (2785-899); dietilacetal 4-heptenal (18492-65-4); 4-metil-2,6-dimetoxifenol (6638-05-7); acetal de acetaldeído butilfenila (64577-91-9); acetal de acetaldeído diisoamila (13002-09-0); acetal de acetaldeído etilfenetila (2556-10-7); acetal de acetaldeído hexil isoamila (233665-90-2); acetaldeído, acetal de fenetilpropila (7493-57-4); acetoanisol (100-06-1); acetoxi-1-etoxietano; (1608-72-6); acetal de alfa-amilcinamaldeído dimetila (91-87-2); ambrocenide (211299-54-6); (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetrametil-2,4,5,5a,7,8,9,9b-octaidro-1H- benzo[e][1]benzofurano (6790-58-5); acetal de dietila anisaldeído (2403-58-9); anisol (100-66-3); álcool anísico (105-13-5); fenilacetato de anisila (102-17-0); antera (56011-02-0); acetal de benzaldeído dimetila (1125-88-8); acetal de benzaldeído de propileno glicol (2568-25-4); éter de etila de benzila (539-30-0); éter de benzila de isoeugenol (120-11-6); acetal de benzil metoxietila (7492-399); éter de beta-naftila isobutila (2173-57-1); éter beta-naftila metila (93-04-9); boisambrene forte (58567-11-6); boisiris (68845-00-1); éter de butil-beta-naftila (10484-56-7); éter de etila de carvacril (4732-13-2); cedroxi (71735-79-0); acetal de etileno glicol de cinamaldeido (5600-60-6); acetal de cinamaldeído de propileno glicol (1/9/4353); dietilacetal de citral (7492-66-2); acetal de dimetila de citral (7549-37-3); acetal de glicerila de citral (5694-82-6); dietilcetal de cicloexanona (1670-47-9); acetal de propanenoglicol decanal (5421-12-5); desidrodivanilina (2092-49-1); óxido deidroxilinalool (13679-86-2); deidrozingerona (1080-12-2); éter de dibenzila (103-50-4); éter de digeranila (31147-36-1); éter de difenila (101-84-8); acetal de dimetila dodecanal (1462052-1); dulcinila (55418-52-5); estragol; isoanetol; NSC-404113 (140-67-0); cetal de acetato de etila de etileno glicol (10/1/6413); éter de etila linalila (72845-331); acetal de vanilina de etila de propileno glicol (68527-76-4); eucaliptol (47082-6); eugenol (97-53-0); éter de metila de eugenila (93-15-2); florol, florosa (63500-71-0); floropal (5182-36-5); folenox (67999-56-8); éter de metila de furfurila (13679-46-4); gingerona; zingerona (122-48-5); guaiacol (90-05-1); girane (24237-00-1); acetal de propileno glicol de heptal (4351-10-4); heptanal, acetal de dimetila (10032-05-0); herbavert (24691-15-4); herboxane (54546-268); hexanal di-hexilacetal (33673-65-3); acetal de hexanal hexil isoamila (896447-13-5); dietilacetal hidroxicitronelal (7779-94-4); acetal de dimetila hidroxicitronelal (141-92-4); acetal de propileno glicol hidroxicitronelal (9380464-9); indoflor (18096-62-3); isoeugenol (97-54-1); éter de isoeugenila de etila (7784-67-0); formato de isoenogenila (7774-96-1); éter de isoenugenila de metila (93-16-3); acetal de dietila isovaleraldeído (3842-03-3); jasmal (1887114-2); caranal (117933-89-8); acetal de folha (28069-74-1); limetol (7392-19-0); óxido de linalol (1365-19-1); éter de metila de L-metila (1565-76-0); éter de metil-hexila (4747-07-3); 6,6-dimetoxi-2,5,5-trimetil-hex-2-eno (67674-46-8); éter metilfenila de etila (3558-60-9); éter de metila de mircenila (24202-00-4); óxido de nerol (1786-08-9); acetal de dimetila nonanal (18824-63-0); acetal de propileno glicol de nonanal (68391-39-9); o-(etoximetil)fenol (20920-83-6); acetal de octanal dimetila (10022-28-3); acetal de pro-pilenoglicol de octanal (74094-61-4); okoumal (131812-67-4); o-metilanisol (578-58-5); o-metiltimol; éter de metila de timol (1076-56-8); o-vinilanisol (612-15-7); p-dimetoxibenzeno (150-78-7); 2-metil-4-metilideno-6-fenilaxano (30310-41-9); acetal de acetaldeído de fenila dietila (6314-97-2); fenilacetaldeído de ácido 2,3- butilenoglicol (5468-06-4); acetal de fenilacetaldeído diisobutila (68345-22-2); acetal de fenilacetaldeído dimetila (101-48-4); p-metoxibenzaldeído (123-11-5); p-metilanisol (104-93-8); p-propilisol; diidroanetol (104-45-0); éter de prenil de etila (22094-00-4); propenilguaetol (94-86-0); acetal de propileno (3390-12-3); rhubafurano (82461-14-1); rhubofix (41816-03-9); rhuboflor (93939-86-7); 4- metil-2-(2-metilprop-1-enil)oxano (16409-43-1); rosirane (60335-71-9); éter de metila de timol (1076-56-8); acetal de dimetila de trans-2-hexenal (18318-83-7); acetal de propileno glicol trans-2-hexenal (94089-21-1); trans-anetol (4180-238); acetal de valeraldeído propilenoglicol (74094-60-3); acetal de vanilina eritro e treo-butan-2,3-diol (63253-24-7); isobutirato de vanilina; Isobutavan (2066585-4); acetal de vanilina de propileno glicol (68527-74-2); álcool de vanilila (498-00-0); éter de etila de vanilila (13184-86-6); veratrol (91-16-7); verdalia (53018-24-9); e vigoflor (68480-11-5). - os compostos de N e S, tais como, mas não limitados ao 2-(1- metilpropil)tiazol (18277-27-5); 2-(3-fenilpropil)piridina (2110-18-1); 2,3- dietilpirazina (15707-24-1); 2,3-dimetilpirazina (5910-89-4); 2,4-dimetil-5- acetiltiazole (38205-60-6); 2,5 ou 6-metoxi-3-metilpirazina (mistura de isômeros) (2882-22-6); 2,5-dietil-3-metilpirazina (32736-91-7); 2,5-dimetil-3- etilpirazina (27043-05-6); 2,5-dimetilpirazina (123-32-0); 2,6-dimetilpirazina (108-50-9); 2-acetil-3,5 (e 6)-dimetilpirazina (54300-08-2); 2-acetil-3-etilpirazina (32974-92-8); 2-acetil-3-metilpirazina (23787-80-6); 2-acetiltiazol (24295-03-2); 2-etil-3-metilpirazina (15707-23-0); 2-etil-4-metiltiazol (15679-12-6); 2-etil-5- metilpirazina (13360-64-0); 2-etilpirazina (13925-00-3); 2-isobutil-3- metoxipirazina (24683-00-9); 2-isobutil-3-metilpirazina (13925-06-9); 2- isobutilthiazol (18640-74-9); 2-isopropil-4-metiltiazol (15679-13-7); 2- isopropilpirazina (29460-90-0); 2-metoxi-3-(1-metilpropil)pirazina (24168-70-5); 2-metoxi-3 (5 e 6)-isopropilpirazina (25773-40-4); 2-metil-3,5 ou 6-etoxipirazina (32737-14-7); 2-metil-4-propil-1,3-oxatiano (67715-80-4); 2-propilpiridina (62239-9); 3,5-dietil-2-metilpirazina (18138-05-1); 3-etil-2,6-dimetilpirazina (1392507-0); 4-metil-5-tiazoletanol (137-00-8); acetato de 4-metil-5-tiazoletanol (65653-1); 5H-5-metil-6,7-diidrociclopenta(b)pirazina (23747-48-0); 6,7-diidro-2,3- dimetil-5H-ciclopentapirazina (38917-63-4); 6-metilquinolina (91-62-3); acetilpirazina (22047-25-2); antranilato de alfa-terpinila (14481-52-8); antranilato de beta-naftila (63449-68-3); buccoxima (75147-23-8); tioacetal de butanal dibenzila (101780-73-8); antranilato de butila (7756-96-9); antranilato de cinamila (87-29-6); nitrila de cinamila (1885-38-7); antranilato de cis-3- hexenila (65405-76-7); antranilato de citronelila (68555-57-7); nitrila de citronelila (51566-62-2); nitrila de dodecano (2437-25-4); nitrila de cuminila (13816-33-6); antranilato de cicloexila (7779-16-0); decanonitrila (1975-78-6); antranilato de dimetila (85-91-6); cloreto de DL-(3-amino-3- carboxipropil)dimetilsulfônio (3493-12-7); antranilato de etila; NSC-4146 (87-252); N-etilantranilato de etila (38446-21-8); nitrito de etila; éter de etila nitroso (109-95-5); n-metilantranilato de etila (35472-56-1); fleuranila (134123-93-6); frescil (85351-07-1); frutonil (69300-15-8); mercaptano de furfurila (98-02-2); 3,7-dimetiloct-6-enonitrila (5146-66-7); mercaptano de toranja (71159-90-5); indol (120-72-9); antranilato de isobutila (7779-77-3); n-metilantranilato de isobutila (65505-24-0); quinolina de isopropila (137-79-5); isoquinolina (119-653); labienoxime (81783-01-9); lemonil (61792-11-8); antranilato de linalila (7149-26-0); metoxipirazina (3149-28-8); 3-metiltiopropionato de metila (1353218-8); antranilato de metila (134-20-3); N,N-dimetilantranilato de metila; NSC- 97545 (10072-05-6); n-acetilantranilato de metila (2719-08-6); N- formilantranilato de metila (41270-80-8); nicotinato de metila (93-60-7); quinolina de isobutila (93-19-6); metil-propil-quinolina (93-19-6); N1-(2-metoxi- 4-metilbenzil)-N2-(2-(piridin-2-il)etil)oxalamida (745047-97-6); N-etil-2-isopropil- 5-metilcicloexanocarboxamida; WS-3 (39711-79-0); (2R,4S)-2-metil-4-propil- 1,3-oxatiano (59323-76-1); ozonil (22629-49-8); 2-cicloexilideno-2- fenilacetonitrila (10461-98-0); antranilato de fenetila (133-18-6); piperina (94-622); propilpirazina (18138-03-9); escatol (83-34-1); 2-oxo-3-fenilpropionato de sódio (114-76-1); stemone (22457-23-4); tiogeraniol (39067-80-6); tiomenthone (38462-22-5); e tritioacetona (828-26-2); nona-2,6-dienonitrila (67019-89-0). - os hidrocarbonetos e terpenos, tais como, entre outros, (1S*,4R*)- 2,2-dimetil-3-metileno-biciclo[2.2.1]heptano (79-92-5); (1S*,5S*)- 2,6,6-trimetil-biciclo[3.1.1]hept-2-eno (80-56-8); (1S*,5S*)-6,6-dimetil-2- metileno-biciclo[3.1.1]heptano (127-91-3); (1S,8aR)-1,4,4,6-tetrametil-2,3,3a, 4,5,8-hexaidro-1H-5,8a-metanoazuleno (11028-42-5); (3E,6E)-3,7, 11-trimetil- dodeca-1,3,6,10-tetraeno (502-61-4); (3R,3aR,8R,8aS)-4,4,8-trimetil-9- metilenodeca-hidro-3,8-metanoazuleno (475-20-7); (3R,4aS,5R)-3-Isopropenil- 4a, 5-dimetil-1,2,3,4,4a,5,6,7-octaidro-naftaleno (4630-07-3); (4aS,8S,8aS)- 4,4,8a-trimetil-7-metilideno-8-(3-metilidenopent-4-enil)-2,3,4a,5,6,8-hexaidro- 1H-naftaleno (511-02-4); (E)-(1R,9S)-4,11,11-trimetil-8-metileno- biciclo[7.2.0]undec-4-eno (87-44-5); (E)-3,7-dimetilocta-1,3,6-trieno (13877-913); (E)-3,7-dimetil-octa-1,3,6-trieno (13877-91-3); (R)-4-isopropenil-1-metil- cicloexeno (5989-27-5); 1-isopropil-4-metil-cicloexa-1,3-dieno (99-86-5); 1- isopropil-4-metil-cicloexa-1,4-dieno (99-85-4); 1-metil-4-propan-2-il-cicloexa- 1,3-dieno (99-86-5); 1-metil-4-propan-2-ilcicloexa-1,4-dieno (99-85-4); 1-metil- naftaleno (90-12-0); 1-octeno (111-66-0); 3,7,7-trimetil-biciclo[4.1.0]hept-3-eno (13466-78-9); 4-[1,5-dimetil-hex-4-enilideno]-1-metil-cicloexeno (495-62-5); 4- isopropilideno-1-metil-cicloexeno (586-62-9); 4-metilideno-1-propan-2- ilbiciclo[3.1.0]hexano (3387-41-5); 5-isopropil-2-metil-cicloexa-1,3-dieno (99-832); limonene (138-86-3, 7705-14-8); 7-metil-3-metileno-octa-1,6-dieno (123-353); p-cimene (99-87-6); undeca-1,3,5-trieno (16356-11-9); e undeca-1,3,5-trieno (16356-11-9). - os óleos essenciais, tais como, mas não limitados aos óleos essenciais de citronela; óleos essenciais de Clary Sage; óleos essenciais de cravo; óleos essenciais de eucalipto; óleos essenciais de gálbano; óleos essenciais de gerânio; jasmim absoluto, óleos essenciais de limão; óleos essenciais de neroli; óleos essenciais de laranja; absoluto de Osmanthus; óleos essenciais de patchouli; óleos essenciais de hortelã-pimenta; óleos essenciais de Petitgrain; óleos essenciais de hortelã; óleos essenciais de vetiver; e óleos essenciais de Ylang-Ylang.
[071] Nas listas acima, o número entre parênteses é o número CAS da molécula correspondente. As moléculas de fragrâncias multifuncionais podem aparecer apenas uma ou diversas vezes nas listas.
[072] A presente invenção funciona especialmente bem quando a fragrância complexada é uma fragrância poderosa.
[073] No contexto da presente invenção, as fragrâncias poderosas são as fragrâncias que possuem resistência elevada a odores, de maneira que podem ser utilizadas em quantidades mínimas, enquanto ainda fornecem um efeito perceptível. A intensidade dos odores, em geral, é medida utilizando a Escala de Magnitudes Marcada (LMS), cuja definição pode ser encontrada em Green BG, Shaffer GS e Gilmore MM 1993, Derivação e avaliação de uma escala semântica de magnitude de sensação oral com propriedades de proporção aparente, Sentidos Químicos. 18 (6): 683-702. Para os odores, a escala engloba os seguintes atributos de força: Pouco Detectável, Fraco, Moderado, Forte, Muito Forte e Mais Forte Imaginável. As fragrâncias poderosas normalmente são percebidas como fortes a muito fortes quando diluídas a 10% em peso em um solvente, tal como o etanol ou dipropileno glicol.
[074] Será entendido pelos técnicos no assunto que as fragrâncias são consideradas moderadas, mas que possuem propriedades de combate de maus odores, tais como os terpenos, álcoois de terpenos e análogos, ésteres de terpeno e análogos, salicilatos e ciclenos, também podem ser muito adequadas para o bem da presente invenção.
[075] Por conseguinte, em uma realização, a composição de pró- fragrância compreende uma ou mais moléculas de fragrância selecionadas a partir de, mas não limitadas ao: - (Z)-4-dodecenal (21944-98-9); 1-octen-3-ol (3391-86-4); 2,6- nonadienol (28069-72-9); 2-isobutil-3-metoxipirazina (24683-00-9); 2-nonenal (2463-53-8); 2-undecenal (2463-77-6); trans-4-decenal (65405-70-1); 8-decen- 5-olida (32764-98-0); 9-decenol (13019-22-2); acetaldeído, acetal de fenetilpropila (7493-57-4); 2,6,10-trimetilundec-9-enal (141-13-9); 10-undecenal (112-45-8); undecanal de 2-metila (110-41-8); glicolato de alila de amila (67634-00-8); hexanoato de alila (123-68-2); fenilacetato de alila (7493-74-5); alfa-amilcinamaldeído, alfa-damascona (43052-87-5); 3a,6,6,9a-tetrametil- 2,4,5,5a,7,8,9,9b-octaidro-1H-benzo[e][1]benzofurano (6790-58-5); 2- benzilideno-heptanal (122-40-7); 1-(2-terc-butilcicloexil)oxibutan-2-ol (139504 68-0); salicilato de amila (2050-08-0); acetal de dietila anisaldeído (2403-58-9); aldeído anísico (123-11-5); benzaldeído (100-52-5); acetato de benzila (140-114); éter de beta-naftila de metila (93-04-9); 6-(acetiloxi)hexanoato de etila (104986-28-9); beta-damascona (23726-92-3); beta-ionona (14901-07-6); 4-t- butilbenzeno-propionaldeído (18127-01-0); 8-metil-1,5-benzodioxepin-3-ona (28940-11-6 35783-05-2); 3-metil-5-propilcicloex-2-en-1-ona (3720-16-9); cis-3- hexen-1-ol (928-96-1); cis-6-nonenal (2277-19-2); citral (5392-40-5); citronelal (106-23-0); citronelol (106-22-9); oxiacetaldeído de citronelila (7492-67-3); nitrila de dodecano (2437-25-4); cumarina (91-64-5); 2-trans, 6-cis-nonadienol (7786-44-9); damascenona (23726-93-4); ciclopentanona de 2-pentila (481967-4); delta-damascona (57378-68-4); mircenol diidro (18479-58-8); acetato de dimetilbenzilcarbinila (151-05-3); éter de difenila (101-84-8); 4-(octaidro-4,7- metano-5H-inden-5-ilideno)butanal (30168-23-1); 1-(5,5-dimetil-1- cicloexenil)pent-4-en-1-ona (56973-85-4); (Z)-3-metil-5-(2,2,3-trimetil-1- ciclopent-3-enil)pent-4-en-2-ol (67801-20-1); 2-metilbutirato de etila (7452-791); 2-metilpentanoato de etila (39255-32-8); butirato de etila (105-54-4); N- etilantranilato de etila (38446-21-8); trans-2,cis-4-decadienoato de etila (302530-7); vanilina de etila (121-32-4); cetona de etilvinila (1629-58-9); eucaliptol (470-82-6); eugenol (97-53-0); 2,4-diidroxi-3,6-dimetilbenzoato de metila (470747-5); farneseno (alfa e beta) (502-61-4); fixolide (1506-02-1); propionato de triciclodecenila (68912-13-0); 3-(3-propan-2-ilfenil)butanal (125109-85-5); 2- butan-2-ilcicloexan-1-ona (14765-30-1); 2-(2-metil-1,3-dioxolan-2-il)acetato de etila (6413-10-1); gama-decalactona (706-14-9); gama-undecalactona (104-676); acetato de geranila (105-87-3); 3,7-dimetiloct-6-enonitrila (5146-66-7); salicilato de hexila (6259-76-3); acetato de isoamila (123-92-2); angelato de isobutila (7779-81-9); quinolina de isobutila (93-19-6); isoeugenol (97-54-1); isometil-alfa-ionona (127-51-5); quinolina de isopropila (137-79-5); acetato de triciclodecenila (5413-60-5); 1-metil-2-1,2,2-trimetil-3- biciclo[3.1.0]hexanil]metil]ciclopropil]metanol 198404-98-7); L-carvona (648540-1); carbonato de (Z)-3-hexen-1-il de metila (67633-96-9); 3-(4-terc- butilfenil)butanal (80-54-6); limonene (138-86-3, 7705-14-8); linalol (78-70-6); 3- metil-7-propano-2-ilbiciclo[2.2.2]oct-2-eno-5-carbaldeído (67845-30-1); 2,6- dimetil-hept-5-enal (106-72-9); trans-2-dodecenal (20407-84-5); cinamato de metila (103-26-4); maiol (5502-75-0); carbonato de 2-heptilne de metila (11112-6); cetona de metila hexila (111-13-7); carbonato de metila octila (111-80-8); 6,6-dimetoxi-2,5,5-trimetil-hex-2-eno (67674-46-8); salicilato de metila (119-368); óxido de nerol (1786-08-9); octanal (124-13-0); 1-naftalen-1-iletanona (9308-3); (2R,4S)-2-metil-4-propil-1,3-oxatiano (59323-76-1); 2-cicloexilideno-2- fenilacetonitrila (10461-98-0); 2-metil-4-metilideno-6-fenilaxano (30310-41-9); 2- cicloexil-1,6-heptadien-3-ona (313973-37-4); álcool de fenila de etila (60-12-8); etanol de 2-fenóxi (122-99-6); 3-(7,7-dimetil-4-biciclo[3.1.1]hept-3-enil)propanal (33885-51-7); (E)-3,3-dimetil-5-(2,2,3-trimetil-3-ciclopenten-l-il)-4-penteno-2-ol (107898-54-4); gama-nonalactona (104-61-0); fenilacetato de p-tolila (101-940); (E)-2-etil-4-(2,2,3-trimetil-1-ciclopent-3-enil)-but-2-en-1-ol (28219-61-6); 4-(p- hidroxifenil)-2-butanona (5471-51-2); 4-metil-2-(2-metilprop-1-enil)oxano (16409-43-1); m-(isocanftil-5)cicloexanol (66068-84-6); trans-2,cis-6-nonadienal (557-48-2); trans-2-hexenal (6728-26-3); 2-metilbutirato de trans-2-hexenila (94089-01-7); trans-anetol (4180-23-8); 2,4-dimetilcicloex-3-eno-1-carbaldeído (68039-49-6); trimofix O (144020-22-4 68610-78-6); undeca-1,3,5-trieno (16356-11-9); 4-metildec-3-en-5-ol (81782-77-6); vanilina (121-33-5); deca- idroespiro(furan-2(3H),5'-(4,7)metano(5H)indeno) (68480-11-5); e nona-2,6- dienonitrila (67019-89-0); - e/ou um ou mais óleos essenciais selecionados, mas não limitados aos: - óleos essenciais de citronela; óleos essenciais de Clary Sage; óleos essenciais de cravo; óleos essenciais de eucalipto; óleos essenciais de gálbano; óleos essenciais de gerânio; absolutos de jasmim, óleos essenciais de limão; óleos essenciais de neroli; óleos essenciais de laranja; óleos essenciais de Osmanthus; óleos essenciais de patchouli; óleos essenciais de hortelã- pimenta; óleos essenciais de Petitgrain; óleos essenciais de hortelã; óleos essenciais de vetiver; e óleos essenciais de Ylang-Ylang.
[076] Outro exemplo de moléculas de fragrâncias e óleos essenciais, incluindo as moléculas poderosas de fragrâncias e óleos essenciais, pode ser encontrado no site de “The Good Scents Company” (http://www.thegoodscentscompany.com).
[077] As composições de pró-fragrâncias da presente invenção podem conter apenas uma das moléculas de fragrância descritas no presente. De maneira alternativa, as composições de pró-fragrâncias podem conter uma mistura de duas ou mais das moléculas de fragrância descritas no presente, por exemplo, para criar um acorde de perfume ou um perfume completo.
[078] Se uma quantidade superior a uma molécula de fragrância for utilizada na composição de pró-fragrância, por conseguinte, as moléculas de fragrância podem estar presentes em quaisquer proporções. Em geral, a concentração de cada uma das moléculas de fragrância utilizadas irá depender do perfil de odor desejado da composição de pró-fragrância resultante. Por exemplo, a composição de pró-fragrância pode ser projetada para produzir um cheiro agradável, ou uma impressão de odor especial que o perfumista deseja alcançar.
[079] Um acode de perfume é uma Fórmula de perfume simplificada que possui um odor característico, tal como por exemplo um odor cítrico, que lembra um limão ou uma tangerina, um odor floral que lembra uma rosa, uma tuberosa ou cravo, um odor hesperidico., um odor amadeirado e similares.
[080] Um perfume completo é uma criação complexa que estende a complexidade do odor de um acorde determinado, ou combina diferentes acordes para fornecer uma experiência sensorial complexa e hedonicamente agradável.
[081] Neste contexto, o Depositante descobriu que utilizando uma distribuição de cucurbiturilas, isto é, uma mistura de CB[n] em que a mistura compreende, pelo menos, duas cucurbiturilas diferentes selecionadas a partir de CB[5], CB[6], CB[7] e CB[8], o perfil de odor desejado pelo perfumista é melhor preservado em comparação com quando apenas uma cucurbiturila de tamanho único específico é utilizada na composição de pró-fragrância
[082] A fragrância na composição de pró-fragrância existe em equilíbrio entre as moléculas de fragrância livre e complexada. Por conseguinte, nem todas as moléculas de fragrância na composição necessariamente estarão ligadas à cucurbiturila. A composição irá compreender moléculas de fragrância livres e não complexas se o número de moléculas de fragrância for superior ao número de cucurbiturila disponível, não complexada.
[083] Em uma realização, a proporção em peso de cucurbiturila para a fragrância está no intervalo a partir de 1:0,01 a 1:0,9, mais especialmente de 1:0,05 a 1:0,6 e mais especialmente de 1:0,1 a 1:0,4.
[084] Um complexo de cucurbiturila com uma fragrância pode ser preparado através de contato de uma fragrância líquida ou uma solução de fragrância em um solvente adequado com a mistura de cucurbit[n]urila. Isto pode ser realizado por qualquer meio conhecido no estado da técnica, por exemplo, misturando, combinando, amassando e similares. Em alguns casos, a formação do complexo pode ser alcançada sem a necessidade de um solvente, e a cucurbiturila e a fragrância podem ser misturadas substancialmente livres de outros componentes.
[085] De maneira alternativa, um complexo de cucurbiturila e a fragrância podem ser preparados expondo a mistura de cucurbit[n]urila a vapores de fragrância.
[086] À temperatura ambiente, as cucurbiturilas normalmente são sólidas. Onde a fragrância também é um sólido, a cucurbiturila e a fragrância podem ser misturadas a seco para formar o complexo.
[087] A composição da presente invenção permanece substancialmente inodora enquanto a molécula da fragrância está em complexo com a cucurbiturila.
[088] A descomplexação do complexo de pró-fragrância pode ser alcançada pela ação de um mecanismo ou estímulo acionador que libera a fragrância. Os mecanismos de acionamento adequados incluem a exposição à umidade ou água líquida, evaporação, calor e troca molecular. Estes mecanismos de acionamento são eficazes para as composições no estado condensado, por exemplo, em soluções ou em dispersões, e também no estado gasoso.
[089] Os termos "acionador" e "estímulo" ou "estímulo" são utilizados de maneira intercambiável.
[090] Em uma realização, o acionador é a atividade da água. A atividade da água em um sistema é aumentada pelo aumento da umidade relativa do ambiente, cujo efeito é aumentar o nível de umidade no sistema. Por exemplo, aumentar a umidade relativa do ambiente em torno de um complexo de pró-fragrância irá aumentar o nível de umidade na vizinhança imediata de dito complexo. A atividade da água pode aumentar em tal extensão que as moléculas de água tendem a se ligar às cucurbiturilas e deslocar parte das moléculas da fragrância para o ar. O contato do complexo de pró-fragrância com a água é outra maneira de aumentar a atividade da água do sistema.
[091] Em outra realização, a liberação da fragrância de pró- fragrância dissolvida ou suspensa em uma fase aquosa ainda pode ser controlada controlando a força iônica ou o pH de dita fase aquosa. Em especial, os cátions alcalinos podem se ligar às cucurbiturila e baixar a constante de ligação das moléculas hóspedes, as quais, por conseguinte, são liberadas para o ambiente.
[092] Em outra realização, o acionador é a evaporação ou calor. A evaporação e o calor estão relacionados entre si através da conhecida dependência da temperatura da pressão de vapor. Quando a interação de evaporação e calor é tomada como a força motriz para a liberação de fragrâncias, a seleção das fragrâncias a serem incluídas nas cucurbiturilas pode ser obtida considerando-se a pressão de vapor da fragrância. Por exemplo, para a liberação lenta à temperatura ambiente, podem ser selecionadas fragrâncias que possuem pressão de vapor superior a 0,1 mm Hg a 20° C, enquanto sob condições de liberação induzidas por calor, por exemplo, a 100° C ou superior, as fragrâncias que possuem baixa pressão de vapor pode oferecer melhores resultados. O técnico no assunto irá considerar a diversidade de fragrâncias em termos de pressões de vapor e características de odor que são deixadas abertas à criação, quando se considera a evaporação e calor como acionadores.
[093] Os complexos de cucurbiturila descritos no presente são capazes de abrigar uma variedade de moléculas diferentes. A liberação de fragrâncias mediadas através da troca molecular de pró-fragrâncias à base de cucurbiturila é possível devido à observação essencial do Depositante de que os complexos fragrância-cucurbiturila, e especialmente os complexos em que a fragrância hóspede compreende os heteroátomos de oxigênio, em geral, são fracos comparados aos complexos envolvendo os hóspedes contendo o nitrogênio ou contendo o enxofre, ou mais especialmente, os hóspedes catiônicos.
[094] Por conseguinte, em uma outra realização, a composição de pró-fragrância que compreende uma ou mais fragrâncias e uma distribuição de cucurbiturila CB[n] entra em contato com uma substância acionadora selecionada a partir de íons de metal e nitrogênio neutro, substâncias contendo o cationogênio, zwiteriônico, anfótero e/ou catiônico, contendo o enxofre e/ou contendo o oxigênio. O contato entre a composição de pró-fragrância e o acionador pode ser alcançado por uma variedade de meios. Por exemplo, a pró-fragrância e o acionador podem ser fornecidos em uma forma sólida hidrossolúvel ou dispersível em água, tal como um pó ou granulado. Quando dissolvido ou dispersado em água, o acionador é liberado e está disponível para acionar a liberação da fragrância através da troca molecular. De maneira alternativa, a formação in situ da espécie acionadora pode ocorrer após uma alteração de pH.
[095] Os acionadores típicos incluem os derivados de sulfônio e materiais S-heterocíclicos, aminas e poliaminas, e as suas formas quaternizadas; iminas e poliiminas, tais como as poliimina de etilenos e outras polialquileno-iminas, e suas formas quaternizadas; amino-silicones, tais como a aminoalquil-dimeticona; aminas de hidróxi; tensoativos catiônicos, tais como os tensoativos de alquilamônio que possuem uma ou duas cadeias alquila que compreendem de cerca de 16 até cerca de 22 átomos de carbono e duas a três porções alquila que possuem comprimento de cadeia de 1 até cerca de 4 átomos de carbono, opcionalmente que possuem um ou mais grupos hidroxila ou hidroxialquila que possuem de cerca de 1 a cerca de 10 porções de óxido de etileno; os materiais N-heterocíclicos, tais como os derivados de oxazolina, derivados de piperazina, piridina, bipiridina e derivados de polipiridina, derivados de amino-piridínio, derivados de ciclamida, derivados de pirrol, derivados de imidazol e similares, e suas misturas; os materiais policíclicos fundidos que compreendem ditos materiais N-heterocíclicos e suas misturas.
[096] Em uma outra realização, o acionador é um mau odor ou uma mistura de maus odores. A molécula do mau odor complexa com a cucurbiturila e desloca a molécula da fragrância. Isso resulta na supressão do mau odor não apenas pela liberação da fragrância, mas também pelo mascaramento do mau odor através da formação de um complexo de mau odor-cucurbiturila. Em especial, a troca molecular da molécula de fragrância com a molécula de mau odor ocorre em condições úmidas.
[097] O mau odor pode ser selecionado a partir, entre outros, da seguinte lista: amina de alila; amina de metila; amina de etila; amina de ciclobutila (ciclobutanamina, urina), amina de ciclopentila (ciclopentanamina); cicloexilamina (cicloexanamina); amina de cicloeptila (ciclobutanamina); isopropilamina; butilamina; dibutilamina (N-butil-1-butanamina); dimetil- etanolamina (2-(dimetilamino)etanol); etanolamina de metila (2- (metilamino)etanol); etanolamina de dietila (2-(dietilamino)etanol); dietilamina (N-metiletanamina, peixe); amina de dipropila (N-propil-1-propanamina); amina de dipropila (N-isopropil-2-propanamina); amina de dimetilaceta (N,N- dimetilacetamida); amina de etilmetila (N-metiletanamina); propilamina de etila (N-etilpropanamida); amina de trimetila (peixe); trietilamina (peixe); amina de etilenodia (1,2-etanodiamina, bolor amoniacal); diamina de propileno (1,3- propanodiamina); tetrametilenodiamina (1,4-butanodiamina, Putrescina, suja); imina de etileno (aziridina, amoniacal); morfolina (peixe); morfolina de etila (4- etilmorfolina, azeda); pirrolidina (sêmen); piridina de metil-etila (2-etil-3- metilpiridina); piridina (queimada, doentia); piridina de vinila (4-vinilpiridina, nauseante); escatol (3-metilindole, fecal); indol (fecal); cadaverina (pentan-1,5- diamina, pútrida); sulfureto de hidrogênio (ovo podre); dissulfureto de alila (3- (alildisulfanil)-1-propeno, alho); isotiocianato de etila (isotiocianatoetano; pungente, mostarda, alho); isotiocianato de alila (3-isotiocianatoprop-1-ene, sulfuroso); mercaptano de alila (2-propeno-1-tiol, alho, sulfuroso); sulfureto de alila (3-(alilsulfanil)-1-propeno; sulfuroso); sulfureto de dialila (3-(alilsulfanil)-1- propeno; sulfuroso); dissulfureto de dimetila ((metilsulfanil) etano, desagradável, alho); trissulfureto de dimetila (dimetiltrissulfano, sujo); sulfureto de dietila ((etilsulfanil) etano, sulfuroso); sulfureto de butila (1- (butilsulfanil)butano, alho, violeta); trissulfureto de dietila (dietil-trissulfano, sujo, alho); dissulfureto de metila e etila ((metilsulfanil)etano, sulfuroso); sulfureto de fenila (1,1'-sulfanodi-dibenzeno, sulfuroso); mercaptano de etila (1etanotiol, sulfuroso); mercaptano de amila (1-pentanotiol); mercaptano de isoamila (3- metilbutano-1-tiol; sulfuroso, oinio); butil mercaptano (1-butanotiol, similar a um gambá); mercaptano de isobutila (2-metilpropano-1-tiol, sulfuroso, mostarda); mercaptano de dodecila (1-dodecanotiol); dissulfeto de carbono (metanoditiona, desagradável, doce); tritio-carbonato de dimetila (carbonotritioato de dimetila); mercaptano de tiofenol; e similar.
[098] O termo “mau odor” se refere aos odores desagradáveis que frequentemente são encontrados na vida cotidiana e possuem uma variedade de origens. Os maus odores típicos incluem os odores que emanam da atividade industrial descontrolada, do corpo humano e animal de estimação, tais como a transpiração e excreção, da cozinha e processamento de alimentos, da fumaça do tabaco e do mofo. Alguns dos maus odores mais perturbadores para o ser humano são o suor; fecal; urina; animal de estimação molhado; odores da cozinha, especialmente o alho, repolho, peixe e cebola; e similar. Os maus odores também podem emanar dos derivados de ácidos graxos e ácidos graxos presentes nos produtos de consumo, por exemplo, em sabões, detergentes, xampus e condicionadores. Outros exemplos de maus odores especialmente indesejados são aqueles produzidos por cremes depilatórios (compostos de enxofre). Todos esses maus odores são especialmente pungentes.
[099] A mistura de cucurbiturilas pode ser utilizada para neutralizar um amplo intervalo de moléculas de mau odor.
[0100] No contexto da presente invenção, o termo “combate do mau odor” ou “combatendo o mau odor” é considerado equivalente a “supressão do mau odor”, “mitigação do mau odor” ou “neutralização do mau odor”. O resultado é uma redução significativa da intensidade da percepção do mau odor por qualquer pessoa exposta à fonte do mau odor. A intensidade dos odores, em geral, é medida utilizando a Escala de Magnitudes Marcada (LMS), cuja definição pode ser encontrada em Green BG, Shaffer GS e Gilmore MM 1993, Derivação e avaliação de uma escala semântica de magnitude de sensação oral com propriedades de proporção aparente, Sentidos Químicos. 18 (6): 683-702. Para os odores, a escala engloba os seguintes atributos de força: Pouco Detectável, Fraco, Moderado, Forte, Muito Forte e Mais Forte Imaginável. No contexto da presente invenção, um “decréscimo significativo” significa que o atributo de intensidade do mau odor, após a aplicação das cucurbiturilas, é Fraco ou Pouco Detectável.
[0101] De maneira alternativa, uma escala linear pode ser utilizada, se estendendo por exemplo de 0 (sem intensidade percebida) e 10 (maior intensidade percebida).
[0102] As pontuações de intensidade de odor, de preferência, são obtidas por um painel de diversas pessoas.
[0103] As composições de pró-fragrâncias da presente invenção ainda podem compreender a cucurbiturila não complexada, sem fragrância.
[0104] Em uma realização, a cucurbiturila sem fragrância é a CB[5]. A CB[5] possui uma pequena cavidade e, por conseguinte, é substancialmente sem fragrâncias ligadas. Este recurso, por conseguinte, se torna especialmente útil no combate do mau odor. Acredita-se que esta cucurbiturila menor, que possui um volume de cavidade de 82 Angstrom3, de preferência, se liga a pequenos maus odores gasosos, tais como o acetileno, sulfureto de hidrogênio e dissulfureto de carbono.
[0105] As moléculas de mau odor maiores que compreendem os heteroátomos de N e S, de preferência, se ligam às cucurbiturilas de pró- fragrância maiores (por exemplo, a CB[7] e CB[8]) e, por conseguinte, liberam a fragrância do complexo de pró-fragrância através da troca de hóspedes, conforme mencionado acima. As composições de pró-fragrâncias que compreendem as cucurbiturilas maiores de pró-fragrância, por conseguinte, são especialmente eficientes para a redução de maus odores de compostos contendo o N ou S. As moléculas de mau odor contendo o átomo de nitrogênio e enxofre são listadas acima e, por exemplo, incluem a alilamina; amina de metila; etilamina; amina de ciclobutila (ciclobutanamina, urina), amina de ciclopentila (ciclopentanamina); cicloexilamina (cicloexanamina); amina de cicloeptila (ciclobutanamina); isopropilamina; butilamina; dibutilamina (N-butil-1- butanamina); etanolamina de dimetila (2-(dimetilamino)etanol); etanolamina de metila (2-(metilamino)etanol); etanolamina de dietila (2-(dietilamino)etanol); dietilamina (N-metiletanamina, peixe); amina de dipropila (N-propil-1- propanamina); diisopropilamina (N-isopropil-2-propanamina); acetamida de dimetila (N,N-dimetilacetamida); amina de etilmetila (N-metiletanamina); propilamina de etila (N-etilpropanamida); amina de trimetila (peixe); trietilamina (peixe); diamina de etileno (1,2-etanodiamina, bolor amoniacal); diamina de propileno (1,3-propanodiamina); tetrametilenodiamina (1,4-butanodiamina, Putrescina, suja); imina de etileno (aziridina, amoniacal); morfolina (peixe); morfolina de etila (4-etilmorfolina, azeda); pirrolidina (sêmen); piridina de metil- etila (2-etil-3-metilpiridina); piridina (queimada, doentia); piridina de vinila (4- vinilpiridina, nauseante); sulfureto de hidrogênio (ovo podre); dissulfureto de alila (3-(alildisulfanil)-1-propeno, alho); isotiocianato de etila (isotiocianatoetano, pungente, mostarda, alho); isotiocianato de aliado (3-isotiocianatoprop-1-ene, sulfuroso); mercaptano de alila (2-propeno-1-tiol, alho, sulfuroso); sulfureto de alila (3-(alilsulfanil)-1-propeno; sulfuroso); sulfureto de dialila (3-(alilsulfanil)-1- propeno; sulfuroso); dissulfureto de dimetila ((metilsulfanil)etano, desagradável, alho); trissulfureto de dimetila (dimetiltrissulfano, sujo); sulfureto de dietila ((etilsulfanil) etano, sulfuroso); sulfureto de butila (1-(butilsulfanil)butano, alho, violeta); trissulfureto de dietila (dietil-trissulfano, sujo, alho); dissulfureto de metila e etila ((metilsulfanil)etano, sulfuroso); sulfureto de fenila (1,1'-sulfanodi- dibenzeno, sulfuroso); mercaptano de etila (1etanotiol, sulfuroso); mercaptano de amila (1-pentanotiol); mercaptano de isoamila (3-metilbutano-1-tiol; sulfuroso, cebola); mercaptano de butila (1-butanotiol, similar a um gambá); mercaptano de isobutila (2-metilpropano-1-tiol, sulfuroso, mostarda); mercaptano de dodecila (1-dodecanotiol); dissulfeto de carbono (metanoditiona, desagradável, doce); tritio-carbonato de dimetila (carbonotritioato de dimetila); mercaptano de tiofenol; e similar.
[0106] Em adição aos complexos de fragrância-cucurbiturila descritos no presente, que opcionalmente ainda compreendem a cucurbiturila sem fragrância, as composições de pró-fragrância da presente invenção também podem incluir um ou mais aditivos conhecidos dos técnicos no assunto.
[0107] Em uma realização, a composição de pró-fragrância ainda compreende um ou mais aditivos selecionados a partir de conservantes, corantes, pigmentos, sequestrantes e antioxidantes.
[0108] A composição de pró-fragrância à base de cucurbiturila da presente invenção pode ser fornecida em uma multiplicidade de formas e formatos. Em uma realização especial, a composição de pró-fragrância pode ser fornecida na forma de pó, em solução ou como uma dispersão em um líquido, em um líquido supercrítico ou como gás comprimido, adsorvido em um substrato, por exemplo, em um tecido, uma almofada não tecida, um adsorvente e similares ou em forma de pulverização.
[0109] A composição de pró-fragrância também pode ser adicionada a um produto, tal como um produto de consumo para cuidados de lavanderia, cuidados domiciliares ou cuidados pessoais. Estes produtos de consumo podem se apresentar sob a forma de pós ou granulados, comprimidos ou unidades de dose única, dispersões, emulsões, microemulsões ou soluções, um produto hidroalcoólico, toalhetes ou esponjas, aerossóis ou distribuidores de líquidos, cremes, bálsamo, polidor, ceras e similares. Os métodos de incorporação da presente composição nestas diferentes formas são bem conhecidos dos técnicos no assunto.
[0110] O produto de consumo pode ser um detergente, uma composição de limpeza, um xampu, um amaciante, uma folha amaciante, um condicionador, um refrescador, um purificador de ar, uma composição desodorante, um desodorante pessoal, um antiperspirante, um produto cosmético, uma fragrância fina, uma névoa corporal, uma vela, um limpador de superfícies rígidas, um pano de limpeza ou esfregão, um sabão, um gel de modelagem, um absorvedor de umidade, um dispositivo de filtração de ar, um produto de acabamento, uma fralda ou produto sanitário.
[0111] A composição de pró-fragrância também pode ser utilizada para fornecer as propriedades de fragrância e combate aos têxteis, aos têxteis funcionais e ao produto de acabamento têxtil; para arejar e diversos materiais, tais como o papel, madeira, plásticos, pedra, cerâmica, metais, lã de metal, lã, fibras, espumas, material de filtro, absorventes, adsorventes, emplastros, pinturas, tintas e similares.
[0112] As composições de pró-fragrâncias descritas no presente também podem ser misturadas com ou incorporadas em um óleo de perfume, antes da adição a um produto. Um óleo de perfume é uma composição de moléculas de fragrância substancialmente não complexas. As moléculas de fragrância do óleo de perfume não são complexadas com as cucurbiturilas antes de misturar ou incorporar a composição de pró- fragrância com ou a este óleo. As moléculas de fragrância não complexas podem ser selecionadas a partir de um amplo intervalo de fragrâncias, conforme mencionado acima. Por exemplo, em uma primeira etapa, a composição de pró-fragrância pode ser preparada complexando uma ou mais fragrâncias poderosas com a cucurbiturila e, em uma segunda etapa, a composição de pró-fragrância pode ser adicionada a um óleo de perfume convencional. Uma mistura que compreende o óleo de perfume e a composição de pró-fragrância da presente invenção podem compreender as moléculas de fragrância não complexadas.
[0113] Se a composição de pró-fragrância for adicionada a um óleo de perfume, a mistura resultante, em seguida, pode ser microencapsulada através de quaisquer métodos conhecidos no estado da técnica, tais como por secagem por pulverização, granulação por aspersão, formação de partículas de matriz, encapsulamento núcleo-invólucro e similares.
[0114] Determinados aspectos e realizações da presente invenção serão ilustrados no momento a título de exemplo e com referência às figuras descritas acima.
[0115] Uma série de composições de pró-fragrâncias foi preparada através da complexação de moléculas de fragrâncias poderosas com uma mistura de cucurbiturilas, referida como CB[n] no seguinte. A composição da mistura CB[n] foi de 15% em peso de CB[5], 48% em peso de CB[6], 25% em peso de CB[7] e 12% em peso de CB[8]. O procedimento de complexação foi realizado através da adição de 100 μL (1,25% peso em mistura de água / etanol) de cada molécula de odor a uma lâmina de vidro revestida com 100 μL (10% peso em água) de CB[n] que havia secado antes da adição da composição de pró-fragrância. Após 5 h de equilíbrio em espaço aberto e à temperatura ambiente, a lâmina de vidro foi colocada em frascos vazios de 500 mL que possuem umidade relativa pré-estabelecida. Diferentes níveis de umidade relativa (UR) foram obtidos através da introdução prévia no frasco de um pequeno recipiente contendo uma solução salina saturada em água (o denominado método do sal higrostato). Foram utilizados os seguintes sais: o nitrato de magnésio em água (55% UR), cloreto de sódio em água (75% de UR), cloreto de potássio (88% de UR) e nitrato de potássio (96% de UR). 0% de HR foi alcançado utilizando o gel de sílica desidratada.
[0116]O odor de cada composição de pró-fragrância, em seguida, foi comparado com a molécula correspondente sem odor CB[n]. A intensidade liberada de três composições de pró-fragrâncias contendo as moléculas de impacto elevado e CB[n] foi investigada utilizando um teste de caracterização de odor. Um painel treinado de seis membros caracterizou o odor de tais composições sob diferentes condições de umidade relativa em termos de preferência, como uma porcentagem do painel, e intensidade de odor utilizando uma escala de 1 a 9, sendo 1 substancialmente inodoro e 9 sendo mais pungente. Os resultados estão relatados na Tabela 1.
[0117] A Tabela [1] mostra a intensidade liberada de três poderosas moléculas de odor, ambas complexadas com a CB[n] e não complexadas, sob diferentes condições de umidade relativa e temperatura ambiente (20° C ± 2).
[0118] Resultado: é evidente a partir da Tabela que, na presença de CB[n], a liberação de todas as moléculas de impacto elevado é ativada pela umidade. Uma liberação significativa de Citral é observada a 55% de umidade relativa, enquanto o acetato de cis-3-hexenila e o linalol de etila são liberados significativamente a 88% de umidade relativa e 75% de umidade relativa, respectivamente.
[0119] Foi obtido um aroma de perfume modelo misturando 10% em peso de acetato de cis-3-hexenila, 10% em peso de citral, 30% em peso de etil-linalol, 5% em peso de beta-ionona, 10% em peso de salicilato de hexila, 10% em peso de ciclaprop, 10% em peso de verdox e 20% em peso de brassilato de etileno, com base no peso total da composição. As composições de pró-fragrância foram formuladas adicionando 100 μL (1,25% peso em mistura de água / etanol ) de perfume a uma lâmina de vidro revestida com 100 μL (10% peso em água) da composição de CB[n] utilizada no Exemplo 1, ou 400 μL (2,5% em peso em água) de CB[7] purificada (que pode ser obtida de Sigma-Aldrich) que tinha sido secada antes da adição da composição de pró- fragrância prévia. Após 5 h de equilíbrio em espaço aberto e à temperatura ambiente, cada lâmina de vidro foi colocada em um frasco vazio de 500 mL sob diferentes condições de umidade relativa para avaliação do odor. O painel de seis membros foi convidado a selecionar uma composição de pró-fragrância em termos de sua proximidade com o acorde original não complexado e de seu caráter hedônico. Os resultados estão relatados na Tabela 2.
[0120] A Tabela [2] mostra a vantagem de utilizar a CB[n] no lugar de CB[7] em uma composição de pró-fragrância contendo uma mistura de odores de moléculas (perfume) para fornecer um perfil de liberação hedônico aprimorado em uma umidade relativa moderada e elevada e temperatura ambiente (20° C ± 2).
[0121] Resultado: é evidente a partir da Tabela que a vantagem de adicionar a CB[n] a uma composição de pró-fragrância de perfume é fornecer um perfil de caráter hedônico agradável em umidade relativa moderada (55%) e elevada (88%). Além disso, foi descoberto que as características de odor do perfume liberado pela composição de CB[n] eram muito mais próximas daquelas do acorde de perfume puro e não complexado.
[0122] A composição de pró-fragrância que compreende a CB[n] e Citral foi formulada seguindo o procedimento descrito nos Exemplos anteriores. Após 5 h de equilíbrio em espaço aberto e à temperatura ambiente (20° C ± 2), dois lados de vidro contendo a pró-fragrância foram colocados em dois frascos vazios de 500 mL, uma lâmina de vidro adicional com um odor de peixe (amônia, trietanolamina e dimetilalmina, cada 1,5% em peso em solução de etanol) foi colocada dentro de um dos frascos. Como controle, foi preparado um terceiro frasco contendo uma lâmina de vidro com o mau odor e uma lâmina de vidro com a pró-fragrância que não continha a CB. Após 45 min de exposição ao mau odor nos frascos, foi pedido a um painel de sete membros treinados que descrevesse o caráter de odor e taxa de intensidade de odor de todos os três frascos e avaliasse a presença e ausência de mau odor de peixe. Os resultados estão relatados na Tabela 3.
[0123] A Tabela [3] mostra a maneira como uma composição de pró-fragrância contendo a CB[n] e Citral é capaz de combater o mau odor de peixe por meio do deslocamento molecular.
[0124] Resultado: é evidente a partir da Tabela que o citral é liberado de CB[n] na presença de mau odor de peixe. Esta liberação é mais provável devido à troca molecular na cavidade de CB[n]. Este processo duplo mascara o mau odor dos peixes e promove a liberação controlada de citral.
[0125] Um painel treinado de sete membros caracterizou o odor de composições de pró-fragrância de CB[n] ou CB[7] e Citral na presença e ausência de mau odor de peixe. A composição de pró-fragrância foi formulada seguindo o procedimento descrito nos Exemplos anteriores. Após 5 h de tempo de neutralização à temperatura ambiente (20° C ± 2), dois lados de vidro contendo a pró-fragrância (um com a CB[n] e outro com a CB[7]) foram colocados em dois frascos vazios de 500 mL, outros dois frascos idênticos foram preparados contendo os maus odores. Após 45 min dos maus odores estarem nos frascos, foi pedido ao painel que descrevesse o carácter do odor e classificasse a intensidade do odor de todos os quatro frascos.
[0126] A Tabela [4] mostra a vantagem da utilização de CB[n] no lugar de CB[7] em uma composição de pró-fragrância contendo o citral para a combate do mau odor de peixe por meio do deslocamento molecular.
[0127] Resultado: é evidente a partir da Tabela que a utilização de uma composição de pró-fragrância que compreende a CB[n] e perfume é vantajosa para a combate do mau odor de peixe sobre CB[7].
[0128] Um painel treinado de sete membros caracterizou o odor de uma composição de pró-fragrância de CB[n] e acorde de perfume modelo na presença e ausência de mau odor de peixe (amônia, trietanolamina e dimetilalmina, cada 1,5% em peso em solução de etanol). A composição de pró-fragrância foi formulada seguindo o procedimento descrito no Exemplo 2. Após 5 h de tempo de neutralização à temperatura ambiente (20° C ± 2), duas lâminas de vidro contendo a pró-fragrância foram colocadas em dois frascos vazios de 500 mL, uma lâmina de vidro adicional com o mau odor foi colocada dentro de um dos frascos. Como controle, foi preparado um terceiro frasco contendo apenas uma lâmina de vidro com o mau odor. Após 45 min dos maus odores estarem nos frascos, foi pedido ao painel que descrevesse o carácter do odor e classificasse a intensidade do odor de todos os três frascos. Os resultados estão relatados na Tabela 5.
[0129] A Tabela [5] mostra como uma composição de pró- fragrância contendo a CB[n] e uma mistura de moléculas de odor (perfume) é capaz de combater o mau odor de peixe através do deslocamento molecular.
[0130] Resultado: é evidente a partir da Tabela que o modelo de acorde de perfume é liberado da CB[n] na presença de mau odor de peixe. Isso é mais provável devido à troca molecular na cavidade de CB[n]. A liberação hedônica agradável do acorde de perfume na presença de CB[n] auxilia a mascarar o mau odor dos peixes.
Claims (24)
1. COMPOSIÇÃO DE PRÓ-FRAGRÂNCIA, caracterizada por compreender uma pluralidade de complexos de cucurbiturilas com uma ou mais moléculas de fragrância, em que as cucurbiturilas estão presentes como uma mistura, em que a mistura compreende, pelo menos, duas cucurbiturilas diferentes selecionadas a partir de CB[5], CB[6], CB[7] e CB[8], em que a(s) molécula(s) de fragrância complexada(s) é(são) liberada(s) quando a composição é exposta a um estímulo, em que a composição compreende 0,1 a 20% em peso de CB[5], 35 a 75% em peso de CB[6], 10 a 45% em peso de CB[7] e 10 a 30% em peso de CB[8] baseado no peso total de cucurbiturilas.
2. COMPOSIÇÃO, de acordo com a reivindicação 1, caracterizada pela composição compreender a CB[5] substancialmente sem fragrância.
3. COMPOSIÇÃO, de acordo com qualquer uma das reivindicações 1 a 2, caracterizada pela composição ainda compreender CB[n], em que n é um número inteiro de 4 ou de 9 a 20.
4. COMPOSIÇÃO, de acordo com qualquer uma das reivindicações 1 a 2, caracterizada pela concentração de CB[7] ser inferior a 45% em peso, com base no peso total de cucurbiturila na composição.
5. COMPOSIÇÃO, de acordo com a reivindicação 1, caracterizada pela concentração total de CB[5], CB[6], CB[7] e CB[8] na composição ser superior a 75% em peso, mais especialmente superior a cerca de 90% em peso, mais especialmente superior a cerca de 99% em peso, com base no peso total de cucurbiturila na composição.
6. COMPOSIÇÃO, de acordo com qualquer uma das reivindicações 1 a 2, caracterizada por compreender mais do que uma fragrância, em que mais de uma fragrância forma um acorde de perfume ou um perfume completo, e em que dito acorde de perfume ou perfume completo é liberado quando a composição é exposta a um estímulo.
7. COMPOSIÇÃO, de acordo com a reivindicação 6, caracterizada pelo acorde de perfume ou o perfume completo possuir um carácter de odor que é substancialmente inalterado quando o acorde de perfume ou o perfume completo é liberado.
8. COMPOSIÇÃO, de acordo com qualquer uma das reivindicações 1 a 2, caracterizada pelo complexo possuir uma constante de ligação de, pelo menos, 10 M-1.
9. COMPOSIÇÃO, de acordo com qualquer uma das reivindicações 1 a 2, caracterizada pelo complexo possuir uma constante de ligação de, pelo menos, 100 M-1.
10. COMPOSIÇÃO, de acordo com qualquer uma das reivindicações 1 a 2, caracterizada pelo complexo possuir uma constante de ligação de, pelo menos, 1.000 M-1.
11. COMPOSIÇÃO, de acordo com qualquer uma das reivindicações 1 a 2, caracterizada pelo estímulo ser um aumento de umidade na composição ou uma adição de água líquida à composição.
12. COMPOSIÇÃO, de acordo com qualquer uma das reivindicações 1 a 2, caracterizada pelo estímulo ser uma alteração na força iônica ou no pH da composição.
13. COMPOSIÇÃO, de acordo com qualquer uma das reivindicações 1 a 2, caracterizada pelo estímulo ser a aplicação de calor à composição.
14. COMPOSIÇÃO, de acordo com qualquer uma das reivindicações 1 a 2, caracterizada pelo estímulo ser a adição de outra molécula, em que a fragrância é liberada por meio da troca molecular.
15. COMPOSIÇÃO, de acordo com a reivindicação 14, caracterizada pela molécula ser uma molécula de mau odor.
16. COMPOSIÇÃO, de acordo com a reivindicação 15, caracterizada pela molécula ser uma molécula contendo nitrogênio, uma molécula contendo enxofre ou uma molécula contendo oxigênio.
17. COMPOSIÇÃO, de acordo com qualquer uma das reivindicações 1 a 2, caracterizada por uma ou mais moléculas de fragrância complexadas serem selecionadas a partir de (Z)-4-dodecenal (21944-98-9); 1- octen-3-ol (3391-86-4); 2,6-nonadienol (28069-72-9); 2-isobutil-3-metoxipirazina (24683-00-9); 2-nonenal (2463-53-8); 2-undecenal (2463-77-6); trans-4-decenal (65405-70-1); 8-decen-5-olida (32764-98-0); 9-decenol (13019-22-2); acetaldeído, acetal de fenetilpropila (7493-57-4); 2,6,10-trimetilundec-9-enal (141-13-9); 10-undecenal (112-45-8); undecanal de 2-metila (110-41-8); glicolato de alila de amila (67634-00-8); hexanoato de alila (123-68-2); fenilacetato de alila (7493-74-5); alfa-amilcinamaldeído (122-40-7); alfa- damascona (43052-87-5); 3a,6,6,9a-tetrametil-2,4,5,5a,7,8,9,9b-octaidro-1H- benzo[e][1]benzofurano (6790-58-5); 2-benzilideno-heptanal (122-40-7); 1-(2- terc-butilcicloexil)oxibutan-2-ol (139504-68-0); salicilato de amila (2050-08-0); acetal de dietila anisaldeído (2403-58-9); aldeído anísico (123-11-5); benzaldeído (100-52-5); acetato de benzila (140-11-4); éter de beta-naftila de metila (93-04-9); 6-(acetilaxi)hexanoato de etila (104986-28-9); beta- damascona (23726-92-3); beta-ionona (14901-07-6); 4-t-butilbenzeno- propionaldeído (18127-01-0); 8-metil-1,5-benzodioxepin-3-ona (28940-11-6 35783-05-2); 3-metil-5-propilcicloex-2-en-1-ona (3720-16-9); cis-3-hexen-1-ol (928-96-1); cis-6-nonenal (2277-19-2); citral (5392-40-5); citronelal (106-23-0); citronelol (106-22-9); oxiacetaldeído de citronelila (7492-67-3); nitrila de dodecano (2437-25-4); cumarina (91-64-5); 2,6-nonadien-1-ol (7786-44-9); damascenona (23726-93-4); ciclopentanona de 2-pentila (4819-67-4); delta- damascona (57378-68-4); mircenol diidro (18479-58-8); acetato de dimetilbenzilcarbinila (151-05-3); éter de difenila (101-84-8); 4-(ctaidro-4,7- metano-5H-inden-5-ilideno)butanal (30168-23-1); 1-(5,5-dimetil-1- cicloexenil)pent-4-en-1-ona (56973-85-4); (Z)-3-metil-5-(2,2,3-trimetil-1- ciclopent-3-enil)pent-4-en-2-ol (67801-20-1); 2-metilbutirato de etila (7452-791); 2-metilpentanoato de etila (39255-32-8); butirato de etila (105-54-4); N- etilantranilato de etila (38446-21-8); trans-2,cis-4-decadienoato de etila (302530-7); vanilina de etila (121-32-4); cetona de etilvinila (1629-58-9); eucaliptol (470-82-6); eugenol (97-53-0); 2,4-diidroxi-3,6-dimetilbenzoato de metila (470747-5); farneseno (alfa e beta) (502-61-4); fixolide (1506-02-1); propionato de triciclodecenila (68912-13-0); 3-(3-propan-2-ilfenil)butanal (125109-85-5); 2- butan-2-ilcicloexan-1-ona (14765-30-1); 2-(2-metil-1,3-dioxolan-2-il)acetato de etila (6413-10-1); gama-decalactona (706-14-9); gama-undecalactona (104-676); acetato de geranila (105-87-3); 3,7-dimetilact-6-enonitrila (5146-66-7); salicilato de hexila (6259-76-3); acetato de isoamila (123-92-2); angelato de isobutila (7779-81-9); quinolina de isobutila (93-19-6); isoeugenol (97-54-1); isometil-alfa-ionona (127-51-5); quinolina de isopropila (137-79-5); acetato de triciclodecenila (5413-60-5); 1-metil-2-1,2,2-trimetil-3- biciclo[3.1.0]hexanil]metil]ciclopropil]metanol (198404-98-7); L-carvona (648540-1); carbonato de (Z)-3-hexen-1-il de metila (67633-96-9); 3-(4-terc- butilfenil)butanal (80-54-6); limonene (138-86-3, 7705-14-8); linalol (78-70-6); 3- metil-7-propano-2-ilbiciclo[2.2.2]oct-2-eno-5-carbaldeído (67845-30-1); 2,6- dimetil-hept-5-enal (106-72-9); trans-2-dodecenal (20407-84-5); cinamato de metila (103-26-4); (4-propan-2-ilcicloexil)metanol (5502-75-0); carbonato de 2- heptilne de metila (111-12-6); cetona de metila hexila (111-13-7); carbonato de metila octila (111-80-8); 6,6-dimetoxi-2,5,5-trimetil-hex-2-eno (67674-46-8); salicilato de metila (119-36-8); óxido de nerol (1786-08-9); octanal (124-13-0); 1-naftalen-1-iletanona (941-98-0,93-08-3); (2R,4S)-2-metil-4-propil-1,3-oxatiano (59323-76-1); 2-cicloexilideno-2-fenilacetonitrila (10461-98-0); 2-metil-4- metilideno-6-fenilaxano (30310-41-9); 2-cicloexil-1,6-heptadien-3-ona (313973- 37-4); álcool de fenila de etila (60-12-8); etanol de 2-fenóxi (122-99-6); 3-(7,7- dimetil-4-biciclo[3.1.1]hept-3-enil)propanal (33885-51-7); (E)-3,3-dimetil-5- (2,2,3-trimetil-3-ciclopenten-l-il)-4-penteno-2-ol (107898-54-4); gamma nonalactona (104-61-0); fenilacetato de p-tolila (101-94-0); (E)-2-etil-4-(2,2,3- trimetil-1-ciclopent-3-enil)-but-2-en-1-ol (28219-61-6); 4-(p-hidroxifenil)-2- butanona (5471-51-2); 4-metil-2-(2-metilprop-1-enil)oxano (16409-43-1); m- (isocanftil-5)cicloexanol (66068-84-6); trans-2,cis-6-nonadienal (557-48-2); trans-2-hexenal (6728-26-3); 2-metilbutirato de trans-2-hexenila (94089-01-7); trans-anetol (4180-23-8); 2,4-dimetilcicloex-3-eno-1-carbaldeído (68039-49-6); trimofix O (144020-22-4 68610-78-6); undeca-1,3,5-trieno (16356-11-9); 4- metildec-3-en-5-ol (81782-77-6); vanilina (121-33-5); e decaidrospiro(furan- 2(3H),5'-(4,7)metano(5H)indeno) (68480-11-5); nona-2,6-dienonitrila (67019-890),
18. COMPOSIÇÃO, de acordo com qualquer uma das reivindicações 1 a 2, caracterizada por estarem combinação com um óleo de perfume.
19. PRODUTO, caracterizado por compreender uma composição, conforme definida em qualquer uma das reivindicações 1 a 2.
20. PRODUTO, de acordo com a reivindicação 19, caracterizado pelo produto ser para cuidado de roupas, cuidado domiciliar ou cuidados pessoais.
21. PRODUTO, de acordo com a reivindicação 20, caracterizado pelo cuidado da roupa, cuidado domiciliar ou produto para cuidados pessoais estar na forma de um pó, granulado, um comprimido ou unidades de dose única, dispersão, emulsão, microemulsão ou solução, um produto hidroalcoólico, toalhete ou esponja, aerosol ou dispensador de líquidos, creme, bálsamo, polidor ou cera.
22. PRODUTO, de acordo com qualquer uma das reivindicações 20 a 21, caracterizado pelo cuidado das roupas, cuidado domiciliar ou produto de cuidados pessoais ser um detergente, uma composição de limpeza, um xampu, um amaciante, uma folha amaciante, um condicionador, um refrescador, um purificador de ar, uma composição desodorizante, um desodorante pessoal, um antiperspirante, um produto cosmético, uma fragrância fina, uma névoa corporal, uma vela, um limpador de superfícies rígidas, um pano de limpeza ou esfregão, um sabonete, um gel de modelagem, um absorvedor de umidade, um dispositivo de filtração de ar, um produto de acabamento ou uma fralda ou produto sanitário.
23. MÉTODO PARA A PREPARAÇÃO DE COMPLEXOS DE PRÓ-FRAGRÂNCIA DE CUCURBITURILAS E MOLÉCULAS DE FRAGRÂNCIA, em que as cucurbiturilas são uma mistura que compreende, pelo menos, duas cucurbiturilas diferentes selecionadas a partir de CB[5], CB[6], CB[7] e CB[8 ], caracterizado por compreender a etapa de misturar uma solução de fragrância com as cucurbiturilas, por conseguinte, para formar os complexos de cucurbiturilas com a fragrância, em que a composição compreende 0,1 a 20% em peso de CB[5], 35 a 75% em peso de CB[6], 10 a 45% em peso de CB[7] e 10 a 30% em peso de CB[8] baseado no peso total de cucurbiturilas.
24. USO DE UMA COMPOSIÇÃO, conforme definida em qualquer uma das reivindicações 1 a 2, caracterizado por ser para o combate do mau odor.
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CN108601857A (zh) | 2016-02-15 | 2018-09-28 | 爱客多有限公司 | 葫芦脲组合物及其用途 |
GB2547281B (en) | 2016-02-15 | 2019-10-16 | Aqdot Ltd | Pro-fragrance composition |
GB2556619B (en) | 2016-08-24 | 2019-01-02 | Aqdot Ltd | Suspension compositions |
JP6618061B1 (ja) * | 2019-01-08 | 2019-12-11 | 長岡香料株式会社 | オフフレーバー抑制剤 |
CN111685361B (zh) * | 2019-03-12 | 2022-05-03 | 湖南中烟工业有限责任公司 | 一种含δ-羟基酸醇酯潜香卷烟纸及制备方法和应用 |
CN110187033B (zh) * | 2019-06-14 | 2021-09-17 | 江西省药品检验检测研究院 | 新铃兰醛的制备方法及其在化妆品检测中的用途 |
WO2021092307A1 (en) * | 2019-11-08 | 2021-05-14 | Bedoukian Research, Inc. | Compositions containing fenchols and methods of use |
WO2021247824A1 (en) * | 2020-06-03 | 2021-12-09 | International Flavors & Fragrances Inc. | Profragrance conjugates |
GB202015926D0 (en) | 2020-10-07 | 2020-11-18 | Aqdot Ltd | A method for reducing allergens |
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AUPQ023299A0 (en) | 1999-05-07 | 1999-06-03 | Unisearch Limited | Cucurbiturils and method for synthesis |
DE60007257T2 (de) | 1999-10-21 | 2004-09-16 | Pohang University Of Science And Technology Foundation, Pohang | Verfahren zur Herstellung von Cucurbituril Derivaten |
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