DE1593662C - - Google Patents
Info
- Publication number
- DE1593662C DE1593662C DE19661593662 DE1593662A DE1593662C DE 1593662 C DE1593662 C DE 1593662C DE 19661593662 DE19661593662 DE 19661593662 DE 1593662 A DE1593662 A DE 1593662A DE 1593662 C DE1593662 C DE 1593662C
- Authority
- DE
- Germany
- Prior art keywords
- ester
- acid
- dimethylocten
- fragrance
- deodorant
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000002781 deodorant agent Substances 0.000 claims description 18
- 239000002304 perfume Substances 0.000 claims description 17
- 239000003205 fragrance Substances 0.000 claims description 15
- 239000002253 acid Substances 0.000 claims description 3
- 125000005907 alkyl ester group Chemical group 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 2
- 150000004820 halides Chemical class 0.000 claims description 2
- YYPNJNDODFVZLE-UHFFFAOYSA-N 3-methylbut-2-enoic acid Chemical compound CC(C)=CC(O)=O YYPNJNDODFVZLE-UHFFFAOYSA-N 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 11
- 235000019645 odor Nutrition 0.000 description 10
- 239000000443 aerosol Substances 0.000 description 8
- 150000002148 esters Chemical class 0.000 description 8
- 239000006071 cream Substances 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 241000208152 Geranium Species 0.000 description 5
- 235000019441 ethanol Nutrition 0.000 description 5
- 239000010648 geranium oil Substances 0.000 description 5
- 235000019717 geranium oil Nutrition 0.000 description 5
- 210000003491 Skin Anatomy 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 230000001877 deodorizing Effects 0.000 description 4
- 230000035943 smell Effects 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 239000000779 smoke Substances 0.000 description 3
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N Coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N Diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 2
- -1 Geranyl tiglinate Chemical compound 0.000 description 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N Phenethyl alcohol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N Stearic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 238000001030 gas--liquid chromatography Methods 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000003380 propellant Substances 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- UIERETOOQGIECD-UHFFFAOYSA-N 2-methylbut-2-enoic acid Chemical compound CC=C(C)C(O)=O UIERETOOQGIECD-UHFFFAOYSA-N 0.000 description 1
- RJASFPFZACBKBE-UHFFFAOYSA-N 2-methylpropyl 2-phenylacetate Chemical compound CC(C)COC(=O)CC1=CC=CC=C1 RJASFPFZACBKBE-UHFFFAOYSA-N 0.000 description 1
- 240000007436 Cananga odorata Species 0.000 description 1
- 244000223760 Cinnamomum zeylanicum Species 0.000 description 1
- 235000004310 Cinnamomum zeylanicum Nutrition 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N Fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
- 229940067107 Phenylethyl Alcohol Drugs 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 210000002105 Tongue Anatomy 0.000 description 1
- UYPYRKYUKCHHIB-UHFFFAOYSA-N Trimethylamine N-oxide Chemical compound C[N+](C)(C)[O-] UYPYRKYUKCHHIB-UHFFFAOYSA-N 0.000 description 1
- MQTAGIYIVBMTBT-XZUSAQEFSA-N [(2E)-3,7-dimethylocta-2,6-dienyl] (E)-but-2-enoate Chemical compound C\C=C\C(=O)OC\C=C(/C)CCC=C(C)C MQTAGIYIVBMTBT-XZUSAQEFSA-N 0.000 description 1
- 230000001476 alcoholic Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- NCPTYZLUYHXITE-QHHAFSJGSA-N benzyl (E)-but-2-enoate Chemical compound C\C=C\C(=O)OCC1=CC=CC=C1 NCPTYZLUYHXITE-QHHAFSJGSA-N 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 235000019506 cigar Nutrition 0.000 description 1
- 235000017803 cinnamon Nutrition 0.000 description 1
- 239000001926 citrus aurantium l. subsp. bergamia wright et arn. oil Substances 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- 239000008278 cosmetic cream Substances 0.000 description 1
- 229960000956 coumarin Drugs 0.000 description 1
- 235000001671 coumarin Nutrition 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000004332 deodorization Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000006011 modification reaction Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- IICQZTQZQSBHBY-UHFFFAOYSA-N non-2-ene Chemical compound CCCCCCC=CC IICQZTQZQSBHBY-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 230000002085 persistent Effects 0.000 description 1
- 239000001738 pogostemon cablin oil Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000010666 rose oil Substances 0.000 description 1
- 235000019719 rose oil Nutrition 0.000 description 1
- 239000010669 rosewood oil Substances 0.000 description 1
- 239000010671 sandalwood oil Substances 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 230000000391 smoking Effects 0.000 description 1
- 239000001187 sodium carbonate Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US54980566A | 1966-05-13 | 1966-05-13 | |
| US54980566 | 1966-05-13 | ||
| DEU0013124 | 1966-09-30 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1593662A1 DE1593662A1 (de) | 1971-07-15 |
| DE1593662B2 DE1593662B2 (de) | 1973-01-25 |
| DE1593662C true DE1593662C (fr) | 1973-08-30 |
Family
ID=24194446
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19661593662 Granted DE1593662B2 (de) | 1966-05-13 | 1966-09-30 | Ss,ss-dimethylacrylsaeure-2,6-dimethylocten-2-yl-8-ester, verfahren zu dessen herstellung und dessen verwendung als duftstoff |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US3493650A (fr) |
| JP (1) | JPS4814050B1 (fr) |
| DE (1) | DE1593662B2 (fr) |
| GB (1) | GB1153626A (fr) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2405004C3 (de) * | 1974-02-02 | 1979-11-29 | Haarmann & Reimer Gmbh, 3450 Holzminden | Desodorierende Mittel |
| US3996346A (en) * | 1975-03-18 | 1976-12-07 | Dominic Thomas Staffier | Composition for reducing bodily odor and perspiration |
| US4305930A (en) * | 1977-10-20 | 1981-12-15 | Armour-Dial, Inc. | Synergistic deodorant compositions |
| FI780440A (fi) * | 1978-01-12 | 1979-07-13 | Unilever Nv | Detergentkomposition |
| FI780439A (fi) * | 1978-01-12 | 1979-07-13 | Unilever Nv | Tvaettmedel |
| GB2013493C (en) * | 1978-01-13 | 1996-02-20 | Unilever Ltd | Skin treatment product |
| FR2414332A1 (fr) * | 1978-01-13 | 1979-08-10 | Unilever Nv | Articles desodorisants a jeter apres usage |
| US4256600A (en) * | 1978-03-13 | 1981-03-17 | The Greyhound Corp. | Translucent soap bar containing citronellyl esters as lime soap dispersants |
| US4288341A (en) * | 1978-03-20 | 1981-09-08 | Lever Brothers Company | Detergent product containing deodorant compositions |
| DE10335634B4 (de) * | 2003-08-01 | 2007-06-06 | Dr. André Rieks, Labor für Enzymtechnologie GmbH | Verwendung von Perilla-, Geranium- und Citronellsäure sowie ausgewählten Derivaten zur Konservierung, zur Behandlung von Akne, Schuppen oder Dematomykosen sowie zur Bekämpfung Körpergeruch verursachender Mikroorganismen |
| WO2008049257A1 (fr) * | 2006-10-24 | 2008-05-02 | Givaudan Sa | Compositions contrecarrant les mauvaises odeurs |
| GB2526570B (en) * | 2014-05-28 | 2017-03-15 | Herb Uk Ltd | Hair styling composition |
| EP4382518A2 (fr) * | 2016-08-23 | 2024-06-12 | Iowa State University Research Foundation, Inc. | Composés et compositions insectifuges, et procédés associés |
| GB201720380D0 (en) | 2017-12-07 | 2018-01-24 | Givaudan Sa | Organic compounds |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3105089A (en) * | 1959-12-07 | 1963-09-24 | Wisconsin Alumni Res Found | Angelic acid esters |
| US3074891A (en) * | 1960-03-24 | 1963-01-22 | Fritzsche Brothers Inc | Compositions and methods for the deodorization of spaces |
| US3215719A (en) * | 1961-09-01 | 1965-11-02 | Dan River Mills Inc | Silicate esters of essential alcohols |
-
1966
- 1966-05-13 US US549805A patent/US3493650A/en not_active Expired - Lifetime
- 1966-09-01 GB GB39061/66A patent/GB1153626A/en not_active Expired
- 1966-09-30 DE DE19661593662 patent/DE1593662B2/de active Granted
-
1970
- 1970-08-28 JP JP45075468A patent/JPS4814050B1/ja active Pending
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