US3461085A - Perfume composition containing styrene derivatives - Google Patents

Perfume composition containing styrene derivatives Download PDF

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Publication number
US3461085A
US3461085A US556279A US3461085DA US3461085A US 3461085 A US3461085 A US 3461085A US 556279 A US556279 A US 556279A US 3461085D A US3461085D A US 3461085DA US 3461085 A US3461085 A US 3461085A
Authority
US
United States
Prior art keywords
perfume
styrene derivatives
composition containing
perfume composition
styrene
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
Application number
US556279A
Other languages
English (en)
Inventor
Hans Jacques Toet
Jan Theodor Marie Fran Maessen
Leendert Maarten Van Der Linde
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Chemische Fabriek Naarden nv
NAARDEN CHEM FAB
Original Assignee
NAARDEN CHEM FAB
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by NAARDEN CHEM FAB filed Critical NAARDEN CHEM FAB
Application granted granted Critical
Publication of US3461085A publication Critical patent/US3461085A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11BPRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00Essential oils; Perfumes
    • C11B9/0061Essential oils; Perfumes compounds containing a six-membered aromatic ring not condensed with another ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C15/00Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
    • C07C15/40Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals
    • C07C15/42Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals monocyclic
    • C07C15/44Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals monocyclic the hydrocarbon substituent containing a carbon-to-carbon double bond

Definitions

  • a perfume composition uses as an olfactory ingredient in a perfume carrier.
  • R is methyl or ethyl and R is branched or nonbranched alkyl having 3-5 carbon atoms.
  • the preferred species of ingredient in the carrier is [3,2-dimethyl-5-isopropyl styrene.
  • the present invention relates to perfume compositions and novel components thereof that serve as olfactory ingredients.
  • the olfactory ingredients of perfume compositions with which the present invention is concerned have the general formula in which R is methyl or ethyl and R is a branched or straight chain alkyl group containing 3-5 carbon atoms, and which may be propyl, isopropyl, butyl, isobutyl, tert.- butyl, pentyl, isopentyl, or the like.
  • the preferred group for R is isopropyl.
  • the present invention comprises the discovery that the above group of styrene derivatives, especially 6,2-dimethyl S-isopropyl styrene, have high odor value per se and in perfume compositions.
  • perfume compositions of course includes not only perfumes which are applied as such, but also the other compositions in which perfumes are incorporated such as cosmetics, soaps, lotions, aerosols, creams, powders, and the like.
  • the invention also comprises the discovery of a number of new species of the above genus, which are new per se and which also possess the above desirable perfume characteristics.
  • styrene derivatives of the above group exist in stereo-isomeric forms, depending on the orientation of the methyl and the hydrogen that are attached at the fl-position. Both transand cis-isomers but especially the former have the properties of the present invention.
  • perfume compositions according to the present invention are as follows.
  • Hyacinth composition Parts by weight Isoamyl salicylate 34( Phenylethyl alcohol 25( Cinnamic alcohol 15[ Citronellol 10( Phenylacetaldehyde dimethylacetal 5( Hydratropic aldehyde 3( [3,2-dimethyl S-isopropyl styrene 2f Petitgrain oil L 2f Citronellyl acetate 2i Galbanum oil Petitgrain composition: Parts by weight Menthanyl acetate 250 Linalyl acetate 200 Linalool 200 Geraniol 150 u-Terpineol 65 ,8-Methyl Z-ethyl -isopropyl styrene 50 Geranyl acetate 5O l-limonene 35 EXAMPLE I-II Verveine composition: Parts by weight Oil of lemon grass rect.
  • a perfume composition comprising an effective amount of a compound of the formula as an olfactory ingredient in a perfume carrier, in which R is methyl or ethyl and R is branched or nonbranched alkyl having 3-5 carbon atoms.
  • a perfume composition comprising as an olfactory ingredient an effective amount of ,8,2-dirnethyl '5-isopropyl styrene in a perfume carrier.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Fats And Perfumes (AREA)
  • Cosmetics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
US556279A 1965-06-14 1966-06-09 Perfume composition containing styrene derivatives Expired - Lifetime US3461085A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
NL6507579A NL6507579A (et) 1965-06-14 1965-06-14

Publications (1)

Publication Number Publication Date
US3461085A true US3461085A (en) 1969-08-12

Family

ID=19793376

Family Applications (1)

Application Number Title Priority Date Filing Date
US556279A Expired - Lifetime US3461085A (en) 1965-06-14 1966-06-09 Perfume composition containing styrene derivatives

Country Status (7)

Country Link
US (1) US3461085A (et)
JP (1) JPS5145657B1 (et)
BE (1) BE682163A (et)
CH (1) CH476832A (et)
DE (1) DE1617014B1 (et)
GB (1) GB1117797A (et)
NL (2) NL6507579A (et)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090137450A1 (en) * 2005-09-23 2009-05-28 Roger John Henry Duprey Perfume Compositions

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
None *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090137450A1 (en) * 2005-09-23 2009-05-28 Roger John Henry Duprey Perfume Compositions
US7713922B2 (en) * 2005-09-23 2010-05-11 Quest International Services B.V. Perfume compositions

Also Published As

Publication number Publication date
NL6507579A (et) 1966-12-15
BE682163A (et) 1966-12-06
JPS5145657B1 (et) 1976-12-04
NL125892C (et)
CH476832A (de) 1969-08-15
DE1617014B1 (de) 1971-02-25
GB1117797A (en) 1968-06-26

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