JPH0564071B2 - - Google Patents
Info
- Publication number
- JPH0564071B2 JPH0564071B2 JP63041289A JP4128988A JPH0564071B2 JP H0564071 B2 JPH0564071 B2 JP H0564071B2 JP 63041289 A JP63041289 A JP 63041289A JP 4128988 A JP4128988 A JP 4128988A JP H0564071 B2 JPH0564071 B2 JP H0564071B2
- Authority
- JP
- Japan
- Prior art keywords
- fragrance
- oil
- compound
- weight
- cineole
- 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 - Lifetime
Links
- 150000001875 compounds Chemical class 0.000 claims description 61
- 239000003205 fragrance Substances 0.000 claims description 60
- WEEGYLXZBRQIMU-UHFFFAOYSA-N Eucalyptol Chemical compound C1CC2CCC1(C)OC2(C)C WEEGYLXZBRQIMU-UHFFFAOYSA-N 0.000 claims description 47
- 229960005233 cineole Drugs 0.000 claims description 34
- 239000007788 liquid Substances 0.000 claims description 23
- RFFOTVCVTJUTAD-UHFFFAOYSA-N cineole Natural products C1CC2(C)CCC1(C(C)C)O2 RFFOTVCVTJUTAD-UHFFFAOYSA-N 0.000 claims description 20
- 238000013268 sustained release Methods 0.000 claims description 20
- 239000012730 sustained-release form Substances 0.000 claims description 20
- 229920006389 polyphenyl polymer Polymers 0.000 claims description 17
- 235000019082 Osmanthus Nutrition 0.000 claims description 10
- 241000333181 Osmanthus Species 0.000 claims description 10
- NEHNMFOYXAPHSD-UHFFFAOYSA-N citronellal Chemical compound O=CCC(C)CCC=C(C)C NEHNMFOYXAPHSD-UHFFFAOYSA-N 0.000 claims description 10
- 239000010639 cypress oil Substances 0.000 claims description 10
- ULDHMXUKGWMISQ-SECBINFHSA-N (-)-carvone Chemical compound CC(=C)[C@@H]1CC=C(C)C(=O)C1 ULDHMXUKGWMISQ-SECBINFHSA-N 0.000 claims description 8
- 239000003921 oil Substances 0.000 claims description 7
- 235000019198 oils Nutrition 0.000 claims description 7
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 claims description 6
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 claims description 6
- 229940041616 menthol Drugs 0.000 claims description 6
- WUOACPNHFRMFPN-VIFPVBQESA-N (R)-(+)-alpha-terpineol Chemical compound CC1=CC[C@H](C(C)(C)O)CC1 WUOACPNHFRMFPN-VIFPVBQESA-N 0.000 claims description 5
- 239000001278 2-(5-ethenyl-5-methyloxolan-2-yl)propan-2-ol Substances 0.000 claims description 5
- 244000037364 Cinnamomum aromaticum Species 0.000 claims description 5
- 235000014489 Cinnamomum aromaticum Nutrition 0.000 claims description 5
- 244000223760 Cinnamomum zeylanicum Species 0.000 claims description 5
- 235000005979 Citrus limon Nutrition 0.000 claims description 5
- 244000131522 Citrus pyriformis Species 0.000 claims description 5
- 244000178870 Lavandula angustifolia Species 0.000 claims description 5
- 235000010663 Lavandula angustifolia Nutrition 0.000 claims description 5
- BRHDDEIRQPDPMG-UHFFFAOYSA-N Linalyl oxide Chemical compound CC(C)(O)C1CCC(C)(C=C)O1 BRHDDEIRQPDPMG-UHFFFAOYSA-N 0.000 claims description 5
- 240000007707 Mentha arvensis Species 0.000 claims description 5
- 235000018978 Mentha arvensis Nutrition 0.000 claims description 5
- 235000016278 Mentha canadensis Nutrition 0.000 claims description 5
- 241000220317 Rosa Species 0.000 claims description 5
- 244000178231 Rosmarinus officinalis Species 0.000 claims description 5
- 239000001407 cinnamomum spp. Substances 0.000 claims description 5
- 235000017803 cinnamon Nutrition 0.000 claims description 5
- 229930003633 citronellal Natural products 0.000 claims description 5
- 235000000983 citronellal Nutrition 0.000 claims description 5
- 239000001939 cymbopogon martini roxb. stapf. oil Substances 0.000 claims description 5
- 239000001102 lavandula vera Substances 0.000 claims description 5
- 235000018219 lavender Nutrition 0.000 claims description 5
- 239000001683 mentha spicata herb oil Substances 0.000 claims description 5
- 235000019721 spearmint oil Nutrition 0.000 claims description 5
- NFLGAXVYCFJBMK-BDAKNGLRSA-N (-)-menthone Chemical compound CC(C)[C@@H]1CC[C@@H](C)CC1=O NFLGAXVYCFJBMK-BDAKNGLRSA-N 0.000 claims description 4
- ULDHMXUKGWMISQ-UHFFFAOYSA-N carvone Natural products CC(=C)C1CC=C(C)C(=O)C1 ULDHMXUKGWMISQ-UHFFFAOYSA-N 0.000 claims description 4
- NZGWDASTMWDZIW-MRVPVSSYSA-N (+)-pulegone Chemical compound C[C@@H]1CCC(=C(C)C)C(=O)C1 NZGWDASTMWDZIW-MRVPVSSYSA-N 0.000 claims description 3
- 239000001525 mentha piperita l. herb oil Substances 0.000 claims description 3
- 235000019477 peppermint oil Nutrition 0.000 claims description 3
- NZGWDASTMWDZIW-UHFFFAOYSA-N Pulegone Natural products CC1CCC(=C(C)C)C(=O)C1 NZGWDASTMWDZIW-UHFFFAOYSA-N 0.000 claims 1
- USMNOWBWPHYOEA-UHFFFAOYSA-N alpha-thujone Natural products CC1C(=O)CC2(C(C)C)C1C2 USMNOWBWPHYOEA-UHFFFAOYSA-N 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 229930007459 p-menth-8-en-3-one Natural products 0.000 claims 1
- 239000007787 solid Substances 0.000 description 18
- 229930007050 cineol Natural products 0.000 description 15
- 239000000047 product Substances 0.000 description 15
- 239000002244 precipitate Substances 0.000 description 14
- 125000003118 aryl group Chemical group 0.000 description 11
- 238000002329 infrared spectrum Methods 0.000 description 11
- 239000000463 material Substances 0.000 description 8
- 239000000203 mixture Substances 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 239000002245 particle Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- -1 ethyl acetate Chemical compound 0.000 description 5
- 238000005259 measurement Methods 0.000 description 5
- 239000002304 perfume Substances 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 4
- SDDLEVPIDBLVHC-UHFFFAOYSA-N Bisphenol Z Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)CCCCC1 SDDLEVPIDBLVHC-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000012298 atmosphere Substances 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- PPTXVXKCQZKFBN-UHFFFAOYSA-N (S)-(-)-1,1'-Bi-2-naphthol Chemical compound C1=CC=C2C(C3=C4C=CC=CC4=CC=C3O)=C(O)C=CC2=C1 PPTXVXKCQZKFBN-UHFFFAOYSA-N 0.000 description 2
- YDMVFEUUJCFXNW-UHFFFAOYSA-N 1,1,6,6-tetrakis(2,4-dimethylphenyl)hexa-2,4-diyne-1,6-diol Chemical compound CC1=CC(C)=CC=C1C(O)(C=1C(=CC(C)=CC=1)C)C#CC#CC(O)(C=1C(=CC(C)=CC=1)C)C1=CC=C(C)C=C1C YDMVFEUUJCFXNW-UHFFFAOYSA-N 0.000 description 2
- HXIQYSLFEXIOAV-UHFFFAOYSA-N 2-tert-butyl-4-(5-tert-butyl-4-hydroxy-2-methylphenyl)sulfanyl-5-methylphenol Chemical compound CC1=CC(O)=C(C(C)(C)C)C=C1SC1=CC(C(C)(C)C)=C(O)C=C1C HXIQYSLFEXIOAV-UHFFFAOYSA-N 0.000 description 2
- PFANXOISJYKQRP-UHFFFAOYSA-N 2-tert-butyl-4-[1-(5-tert-butyl-4-hydroxy-2-methylphenyl)butyl]-5-methylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(CCC)C1=CC(C(C)(C)C)=C(O)C=C1C PFANXOISJYKQRP-UHFFFAOYSA-N 0.000 description 2
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 244000246386 Mentha pulegium Species 0.000 description 2
- 235000016257 Mentha pulegium Nutrition 0.000 description 2
- 235000004357 Mentha x piperita Nutrition 0.000 description 2
- 239000000443 aerosol Substances 0.000 description 2
- 239000002386 air freshener Substances 0.000 description 2
- FUWUEFKEXZQKKA-UHFFFAOYSA-N beta-thujaplicin Chemical compound CC(C)C=1C=CC=C(O)C(=O)C=1 FUWUEFKEXZQKKA-UHFFFAOYSA-N 0.000 description 2
- 238000005034 decoration Methods 0.000 description 2
- 239000000796 flavoring agent Substances 0.000 description 2
- 235000001050 hortel pimenta Nutrition 0.000 description 2
- 230000002688 persistence Effects 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- NFLGAXVYCFJBMK-RKDXNWHRSA-N (+)-isomenthone Natural products CC(C)[C@H]1CC[C@@H](C)CC1=O NFLGAXVYCFJBMK-RKDXNWHRSA-N 0.000 description 1
- ODFCWXVQZAQDSO-CMKODMSKSA-N (2s,4as,10ar)-1,1,4a-trimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-2,6-diol Chemical compound CC([C@@H]1CC2)(C)[C@@H](O)CC[C@]1(C)C1=C2C=C(C(C)C)C(O)=C1 ODFCWXVQZAQDSO-CMKODMSKSA-N 0.000 description 1
- MFEWNFVBWPABCX-UHFFFAOYSA-N 1,1,2,2-tetraphenylethane-1,2-diol Chemical compound C=1C=CC=CC=1C(C(O)(C=1C=CC=CC=1)C=1C=CC=CC=1)(O)C1=CC=CC=C1 MFEWNFVBWPABCX-UHFFFAOYSA-N 0.000 description 1
- CPXHDGJIYPGMMZ-UHFFFAOYSA-N 1,1,4,4-tetraphenylbut-2-yne-1,4-diol Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(O)C#CC(O)(C=1C=CC=CC=1)C1=CC=CC=C1 CPXHDGJIYPGMMZ-UHFFFAOYSA-N 0.000 description 1
- WXTPRAZNOXQAFY-UHFFFAOYSA-N 1,1,6,6-tetraphenylhexa-2,4-diyne-1,6-diol Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(O)C#CC#CC(O)(C=1C=CC=CC=1)C1=CC=CC=C1 WXTPRAZNOXQAFY-UHFFFAOYSA-N 0.000 description 1
- GLQWGVMBEKNKTP-UHFFFAOYSA-N 1,1-bis(2,4-dimethylphenyl)prop-2-yn-1-ol Chemical compound CC1=CC(C)=CC=C1C(O)(C#C)C1=CC=C(C)C=C1C GLQWGVMBEKNKTP-UHFFFAOYSA-N 0.000 description 1
- CSKHRRIPFCNZOJ-UHFFFAOYSA-N 2-(2-carbamoylphenyl)benzamide Chemical compound NC(=O)C1=CC=CC=C1C1=CC=CC=C1C(N)=O CSKHRRIPFCNZOJ-UHFFFAOYSA-N 0.000 description 1
- OSEHBGZOVPNBNK-UHFFFAOYSA-N 9,10-bis(4-methylphenyl)anthracene-9,10-diol Chemical compound C1=CC(C)=CC=C1C1(O)C2=CC=CC=C2C(O)(C=2C=CC(C)=CC=2)C2=CC=CC=C21 OSEHBGZOVPNBNK-UHFFFAOYSA-N 0.000 description 1
- 241000218691 Cupressaceae Species 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- WEEGYLXZBRQIMU-WAAGHKOSSA-N Eucalyptol Chemical compound C1C[C@H]2CC[C@]1(C)OC2(C)C WEEGYLXZBRQIMU-WAAGHKOSSA-N 0.000 description 1
- PSMFFFUWSMZAPB-UHFFFAOYSA-N Eukalyptol Natural products C1CC2CCC1(C)COCC2(C)C PSMFFFUWSMZAPB-UHFFFAOYSA-N 0.000 description 1
- 235000018958 Gardenia augusta Nutrition 0.000 description 1
- BYTORXDZJWWIKR-UHFFFAOYSA-N Hinokiol Natural products CC(C)c1cc2CCC3C(C)(CO)C(O)CCC3(C)c2cc1O BYTORXDZJWWIKR-UHFFFAOYSA-N 0.000 description 1
- NFLGAXVYCFJBMK-UHFFFAOYSA-N Menthone Chemical compound CC(C)C1CCC(C)CC1=O NFLGAXVYCFJBMK-UHFFFAOYSA-N 0.000 description 1
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 241001310492 Pectis angustifolia Species 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- TUFYVOCKVJOUIR-UHFFFAOYSA-N alpha-Thujaplicin Natural products CC(C)C=1C=CC=CC(=O)C=1O TUFYVOCKVJOUIR-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 238000009408 flooring Methods 0.000 description 1
- 235000013355 food flavoring agent Nutrition 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 210000003000 inclusion body Anatomy 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229930007503 menthone Natural products 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- FWLKYEAOOIPJRL-UHFFFAOYSA-N prop-1-yn-1-ol Chemical compound CC#CO FWLKYEAOOIPJRL-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 239000013585 weight reducing agent Substances 0.000 description 1
- 229930007845 β-thujaplicin Natural products 0.000 description 1
Landscapes
- Cosmetics (AREA)
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63041289A JPS6425868A (en) | 1987-04-14 | 1988-02-24 | Gradual release aromatic agent |
| US07/179,085 US4880774A (en) | 1987-04-14 | 1988-04-08 | Sustained release aromatic |
| EP88303307A EP0287342B1 (en) | 1987-04-14 | 1988-04-13 | A sustained release aromatic and a process for manufacturing thereof |
| DE8888303307T DE3875512T2 (de) | 1987-04-14 | 1988-04-13 | Dufterzeugnis mit gesteuerter abgabe und verfahren zu seiner herstellung. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9177187 | 1987-04-14 | ||
| JP63041289A JPS6425868A (en) | 1987-04-14 | 1988-02-24 | Gradual release aromatic agent |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6425868A JPS6425868A (en) | 1989-01-27 |
| JPH0564071B2 true JPH0564071B2 (es) | 1993-09-13 |
Family
ID=14035837
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP63041289A Granted JPS6425868A (en) | 1987-04-14 | 1988-02-24 | Gradual release aromatic agent |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6425868A (es) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5212397A (en) * | 1990-08-13 | 1993-05-18 | Motorola, Inc. | BiCMOS device having an SOI substrate and process for making the same |
| JP5520169B2 (ja) * | 2010-09-08 | 2014-06-11 | 花王株式会社 | 香料組成物 |
-
1988
- 1988-02-24 JP JP63041289A patent/JPS6425868A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6425868A (en) | 1989-01-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EXPY | Cancellation because of completion of term | ||
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20080913 Year of fee payment: 15 |