• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:
    Novel acyl-polyalkyl indan compounds and the use thereof as a base for perfume, as well as perfume compositions, perfumed materials and perfumed articles.
    公开号:SU814283A3
    申请号:SU782585551
    申请日:1978-02-24
    公开日:1981-03-15
    发明作者:Корнелис Трас Петрус；Ренес Харри；Буленс Харманус
    申请人:Нарден Интернасьональ Н.В. (Фирма)；
    IPC主号:
    专利说明:

    Target supplements §9.99. The indicated compounds are valuable fragrances with a very strong and resistant musk odor. These compounds are distinguished from the known acyl polyalkindano-musky fragrant substances, because they: a) contain not two, but one vertical carbon atom, and one tertiary carbon atom, and they are directly linked to the benzene ring; b) contain not only methyl groups as substituents, but much more extensive substituents in the cyclopentane ring. Examples of compounds corresponding to the formula are as follows: 6-acetyl-1-isopropyl-2,3,3,5-tetramethylindan with the formula 6-acetyl-1-tert-butyl-2,3,3,5-tetramethylindane with the formula b-acetyl-1-trimethylsilyl-2,3-tetramethylindan with the formula 6-acetyl-1-IZOPROPIL-2,2,3,3-pentamethylindan with the formula 6-acetyl-1-isopropyl-5-ethyl-2, 2,3,3-tetramethylindan with the forms 6-acetyl-1-IZOPROPIL-5-ETHIL-2, 3,3-trimethylindane with the formula 6-formyl-1-isopropyl-2,3,3,5-tetramethylindane with the formula 6 -propionyl-1-isopropyl-2,3,3,5-tetramethylindan with the formula. (h) A unique feature of this group of compounds is that many of their related compounds, which do not, however, meet the general formula above, do not have or have very weak smelt musk. So, for example, 6-acetyl-1-isopropyl-3,3,5-trimethylindan has a slightly fruity odor and does not have any musky, 6-acetyl-1-isopropyl-5-ethyl-3, 3-dimethylindane, it smells of disinfectants, b-acetyl-1-yzopropyl-2-ethyl-1-yzopropyl-3, 3,5-trimethylindan has a very slight smell of musk, 6-acetyl-1-isopropyl-2, 5-diethyl-3, 3-dimethylindane and 6 -isobutyroyl-1-isopropyl-2, 3,3,5-tetramethylindan have an unpleasant smell. The compounds used according to the invention can be synthesized by various known methods, mainly by acylation of the corresponding polyalkylindanes. As indicated above, these compounds have a strong and persistent musk odor, but for different compounds there is a difference in the strength and nature of the smell. Thus, compounds with formulas (o) and (c) have a strong musk smell, but the smell of compound (a) still has a weak fruity flavor. A compound with formula () has a weaker musk smell, but a stronger fruity flavor. The compound with formula (y) has a smell in which, along with the dominant musk, there is a note of jasmine. In terms of the achievement of the goal, compounds with which isopropyl are preferred. The flavoring composition is a mixture of the proposed fragrance with other components, soluble in an appropriate solvent or mixed with a powder base. The composition is used to impart the desired smell to various products, namely: soaps, detergents, detergents and cleansers, air illuminators, aromatic balls, smoking candles, cosmetics such as creams, ointments, toilet water, talc powder lotions, hair products; odor control products; and anti-sweat agents.
    Natural products such as essential oils, fragrant extracts, rosins, solid floral lipsticks, etc., as well as synthetic fragrances such as hydrocarbons, alcohols, aldehydes, ketones, ethers, and esters, can be used as common target additives in a flavoring composition. acids, acetals, ketgshi, nitriles, etc. , at. including saturated and unsaturated, aliphatic, carbocyclic and heterocyclic compounds.
    Examples of fragrant substances that can be used in conjunction with the compounds of the present invention are as follows: Geraniol; butyl acetate, - -phenylethanol, b-phenylethyl acetate, benzyl alcohol, benzyl acetate, benzyl salicylate, benzyl benzoate, amides salicylate, wasted acetate, dimethyl benzyl carbinol, trichloromethyl phenylcarbiniyl acetate, para-tert-butyl cyclohexyl acetate, isononyl acetate, vetiveryl acetate, vetiverol, cX -hexylcinnamic aldehyde, szb -I-pentylcinnamic aldehyde, 2-methyl-3 .- (vapor-butylphenyl propane propane) (para-isopropylphenyl) propanal, 3- (para-tert-butylphenyl) propanal, tricyclododekenenyl acetate, tricyclododekenylpropionate, 4- (4-hydrox-4-methylTpentyl) cyclohex-3-en-carbaldehyde, 4- (4-methyl-3- pentenyl) cyclohex-3-enkabaldehyde, 4-acetoxy-3-pentyl-tetrahydropyran, 3-carboxymethyl-2-pentylcyclopentane, 2-H-heptylcyclopentanone Z-methyl-2-pentyl-Z-cyclopentanone, 2-hexyl-2-cyclopentenone, and, of which,,,,,,,,,,,,,,, , cedrilmethyl ether, isolonigifolanone, opepinnitrile, obepin, heliotropin, coumarin, eugenol, vanillin, diphenyl oxide, oxycytronellone, ionones, methylions, isoethylylions, ironons, cis-3-hexenol, and phenyls, isotopylafenes, irones, cis-3-hexenol, and polytyons the vinegar, macrocyclic.
    chal ketones, macrolactone musks, ethylene brassilate, aromatic nitromusus.
    Auxiliary substances and solvents that can be used to prepare the flavoring composition are ethanol, isopropanol, diethylene glycol monoethyl ether, diethyl phthalate; etc. According to the present invention, the amount
    The odoriferous compounds in a composition can vary widely and depend, averaging, on the type of product being flavored, as well as on the type and amount of other components and on the smell that the composition should have. In most cases, only 0.01 wt.% Is sufficient to impart a faint, but completely obvious musk odor. The upper limit is 99.99%
    0 Below are examples illustrating options for preparing and using a flavoring composition.
    Example 1. Flavoring
    5, a Muguet type composition intended for administration to detergents is prepared from the following components, parts by weight:
    Tetrahydrolinal 10
    D Isocyclonitral5
    Linalool-80
    Citronellol40
    Geraniol. ten
    Opepin15
    five
    Phenylpropanol 30
    Tricionyl Acetate20
    Heliotropin 10
    Hexyl salicylate170
    oi-Hexyl Aldehyde 180
    0
    Turpineol120
    2-Methyl-3- (para-tert-butylphenyl) propanol. 20 4-trvt -Vutilcyclohexylacetate60
    five
    Methylone30
    6-Acetyl-1-isopropyl-2, 3,3,5-tetramethylindan 200 In this composition (1000 parts by weight) the compounds with a musky smell make up 20% by weight.
    Example 2. A flavoring composition of the Muguet type of the same purpose is prepared according to the following recipe, parts by weight:
    five
    Musk ketone20
    2-Phenylethylpyridine 20 2-Phenylethanol 30
    Allyl-3-methylbutoxyacetate30
    Allylheptanoate 50
    0
    Trifecanol 250
    Terpineol300
    4-tert-Butylcyclohexyl acetate50 Benzylsaliailate. 50
    five
    Hexyl salicylate50
    6-Acetyl-1-isopropyl-2, 3,3,5-tetramethylindan150
    In this composition (1000 parts by weight) compounds with a musky odor contain 15% by weight, and instead of b-acetyl-1-IZOPROPIL-2 (3, 5-tetramethylindn, you can equally well use b-acetyl-1 -isopropyl-2,2,3, 3,5-pentamethylindan, 6-acetyl-1-IZOPROPIL-5-ETHIL-2, 2,3,3-tetra-, methylindane or 5-acetyl-1-isopropi-5- Etyl-2, 3,3-trimethylindan.
    Example 3. A fragrance composition of the type L Avende-Fougere for flavoring toilet toilet is prepared according to the following recipe, parts by weight:
    Lavender oil230
    Bergamot oil 150 2-n-Butyl-4,4,6-trimethyl-1, 3-dioxane 150 Vegetable oil 80 Hexyl benzoate 50
    Benzyl silicate50
    Rosemary oil 50 Geranium oil50
    Vetiveryl acetate50
    Patchouli essential oil 40 Absolut oil in a finely dispersed state 20. Coumarin15
    Solid Lavender Extract15
    Tetrahydrolanol 10 Eugenol5
    Lavender oil absolut 9, Comedy5
    b-Propionyl-1-isopropyl-2, 3,3,5-tetramethylindan 25 In this composition (1004 parts by weight fragrant compounds with the smell of musk are 2.5% by weight, and instead
    6-propyl-1-isopropyl-2,3,3,5-tetramethylindan can be successfully used 6-acetyl-1-trimethylsilyl-2, 3, .3, 5-tetramethylindan or b-formyl-1-isopropyl-2,3 3,5-tetra5 methylindane.
    权利要求:
    Claims (2)
    [1]
    1. Patent of Great Britain No. 796129, cl. 2/3 / S., Published. 1958. TO
    [2]
    2. Patent of Great Britain 796130, cl. 2/3 / B, published .. 1958.
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    同族专利:
    公开号 | 公开日
    CH634032A5|1983-01-14|
    NL181004C|1987-06-01|
    FR2460913B1|1984-11-23|
    JPS625135B2|1987-02-03|
    NL7802038A|1978-08-29|
    US4352748A|1982-10-05|
    SU1088660A3|1984-04-23|
    DE2808817A1|1979-01-11|
    JPS53141255A|1978-12-08|
    GB1566538A|1980-04-30|
    DE2808817C2|1987-08-06|
    FR2460913A1|1981-01-30|
    NL181004B|1987-01-02|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    US2889367A|1959-06-02|dimethyl-g t-isutyl indanes |
    NL94490C|1953-10-09|1960-06-15|
    GB796130A|1953-10-09|1958-06-04|Polak Frutal Works|Polyalkylindanes and process for manufacturing the same|
    GB796129A|1953-10-09|1958-06-04|Polak Frutal Works|Polyalkylindane derivatives and process for manufacturing the same|
    US2883423A|1958-09-02|1959-04-21|Nease Chemical Company Inc|2-aralkanoyl-1,3-indanedione,1-monohydrazones|
    US3278621A|1963-03-21|1966-10-11|Polak Frutal Works|Process for preparing polyalkyltetralins|
    FR1392804A|1963-03-21|1965-03-19|Polak Frutal Works|Process for preparing musky perfumes|US4162256A|1978-04-19|1979-07-24|International Flavors & Fragrances Inc.|Process for the production of compounds useful in perfumery|
    US4466908A|1982-09-30|1984-08-21|International Flavors & Fragrances Inc.|Isopropyl tetramethylindan musk, organoleptic use thereof|
    US4493790A|1982-09-30|1985-01-15|International Flavors & Fragrances Inc.|Organoleptic use of isopropyl tetramethylindanes|
    US5114610A|1988-12-29|1992-05-19|Honeywell Inc.|Solubilizing polymers with an organic solvent system|
    EP0379981B1|1989-01-27|1993-04-07|L. GIVAUDAN & CIE Société Anonyme|Acetales of oxo-tetralines and of oxo-indanes|
    AT114622T|1989-04-14|1994-12-15|Quest Int|METHOD FOR PRODUCING ALKYL-SUBSTITUTED TETRALINES AND INDANES.|
    US5501805A|1989-06-19|1996-03-26|Lever Brothers Company, Division Of Conopco, Inc.|Fragrance compositions and their use in detergent products|
    US5482635A|1989-06-19|1996-01-09|Lever Brothers Company|Fabric conditioner with deodorant perfume composition|
    WO1991017139A1|1990-04-27|1991-11-14|L. Givaudan & Cie Société Anonyme|Schiff bases|
    US5321173A|1990-11-21|1994-06-14|Union Camp Corporation|Indane compounds and compositions|
    US5206217A|1990-11-21|1993-04-27|Union Camp Corporation|Indane compounds and compositions|
    US5095152A|1990-11-21|1992-03-10|Union Camp Corporation|Novel heptamethyl indane compound|
    US5087770A|1990-12-03|1992-02-11|Union Camp Corporation|Isopropyl tetramethyl and pentamethyl indane musks|
    DE69221087T2|1991-11-08|1997-11-13|Quest Int|Perfume compilation|
    US5204322A|1991-12-31|1993-04-20|Union Camp Corporation|Nitrile and aldoxime indane compounds and compositions|
    AT147060T|1992-03-16|1997-01-15|Quest Int|METHOD FOR ACYLATING 1,2,3,4-TETRAHYDRO-1,1,2,4,4,7-HEXAMETHYLNAPHTHALINAND COMPOSITIONS INCLUDING ACYLATED HMT|
    US5292720A|1993-06-18|1994-03-08|Union Camp Corporation|Formate ester indane compounds|
    US5292719A|1993-06-18|1994-03-08|Union Camp Corporation|Tetralin formate ester aroma chemicals|
    US5403823A|1993-06-18|1995-04-04|Union Camp Corporation|Alkyl indane aldehyde compounds|
    US5401720A|1993-06-18|1995-03-28|Union Camp Corporation|Alkyl tetralin aldehyde compounds|
    US5354737A|1993-08-13|1994-10-11|The Mennen Company|Fragrance composition containing substantial amounts of acetyl hexamethyl tetralin, and deodorant composition containing the fragrance composition|
    US5457239A|1994-05-25|1995-10-10|Union Camp Corporation|Process for formylation of aromatic compounds|
    KR20070036072A|2004-06-24|2007-04-02|플렉시트랄, 인코포레이티드|Novel aldehydic musks and derivatives thereof|
    GB0604758D0|2006-03-09|2006-04-19|Flexitral Inc|Compositions comprising a musk|
    EP2072083B1|2007-12-19|2012-02-15|Symrise AG|Utilisation of 2.4'-dimethyl-propiophenon as an aroma|
    WO2018193749A1|2017-04-18|2018-10-25|三菱瓦斯化学株式会社|Production method for indane carboaldehyde|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    NL7702076|1977-02-25|
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