EP1581058A1 - Verfahren und zusammensetzung zur vermeidung von autooxidation bei aroma- und duftstoffen - Google Patents

Verfahren und zusammensetzung zur vermeidung von autooxidation bei aroma- und duftstoffen

Info

Publication number
EP1581058A1
EP1581058A1 EP02773846A EP02773846A EP1581058A1 EP 1581058 A1 EP1581058 A1 EP 1581058A1 EP 02773846 A EP02773846 A EP 02773846A EP 02773846 A EP02773846 A EP 02773846A EP 1581058 A1 EP1581058 A1 EP 1581058A1
Authority
EP
European Patent Office
Prior art keywords
acetate
oil
fragrance
butyl
tert
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.)
Withdrawn
Application number
EP02773846A
Other languages
English (en)
French (fr)
Other versions
EP1581058A4 (de
Inventor
Christopher W. Denver
Richard Pisano, Jr.
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.)
Citrus and Allied Essences Ltd
Original Assignee
Citrus and Allied Essences Ltd
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 Citrus and Allied Essences Ltd filed Critical Citrus and Allied Essences Ltd
Priority claimed from PCT/US2002/033800 external-priority patent/WO2004039160A1/en
Publication of EP1581058A1 publication Critical patent/EP1581058A1/de
Publication of EP1581058A4 publication Critical patent/EP1581058A4/de
Withdrawn legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q13/00—Formulations or additives for perfume preparations
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/70—Fixation, conservation, or encapsulation of flavouring agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9783—Angiosperms [Magnoliophyta]
    • A61K8/9789—Magnoliopsida [dicotyledons]
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, 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
    • C11B9/00—Essential oils; Perfumes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/52—Stabilizers
    • A61K2800/522—Antioxidants; Radical scavengers

Definitions

  • the invention relates to a method for preventing or diminishing the production of auto-oxidative products, primarily peroxides, in fragrance and flavor (F&F) products.
  • Peroxides that are formed in F&F products when the latter auto-oxidize can cause problematic reactions in humans, either of an allergenic or sensitization nature, when the products are utilized in foods, cosmetics and the like. These reactions can be highly disruptive to the life of the sufferer and can have long and short term effects on the health of individuals exposed thereto.
  • Antioxidants are known in the industry and function as inhibitory substances that prevent or inhibit oxidative changes in materials in which they are incorporated due to the presence of oxygen or other oxidative pressures therein.
  • the antioxidants act as scavengers of any free radicals that form during auto-oxidation, thereby short-circuiting the oxidation process.
  • a fragrance or flavor composition comprising a fragrance effective amount of a fragrance compound, a flavor effective amount of a flavor compound or mixture thereof and an amount of a natural antioxidant that is substantially inert with respect to the fragrance compound, flavor compound or mixture thereof in an amount sufficient to substantially stabilize the fragrance or flavor composition against auto-oxidation.
  • Another embodiment of the invention comprises a method for stabilizing a fragrance or flavor composition against auto-oxidation, the fragrance or flavor composition comprising a fragrance effective amount of a fragrance compound, a flavor effective amount of a flavor compound or mixture thereof, the method comprising the step of incorporating a stabilizing amount of a natural antioxidant in the composition.
  • a still further embodiment of the invention concerns a method of using a fragrance or flavor composition, the fragrance or flavor composition comprising a fragrance effective amount of a fragrance compound, a flavor effective amount of a flavor compound or mixture thereof and an amount of a natural antioxidant that is substantially inert with respect to the fragrance compound, flavor compound or mixture thereof in an amount sufficient to substantially stabilize the fragrance or flavor composition against auto-oxidation, comprising forming a composition containing an effective amount of the composition with a suitable carrier.
  • Another embodiment of the invention relates to an article of manufacture comprising a carrier having a fragrance or flavor composition incorporated therein wherein the fragrance or flavor composition comprises a fragrance effective amount of a fragrance compound, a flavor effective amount of a flavor compound or mixture thereof and an amount of a natural antioxidant that is substantially inert with respect to the fragrance compound, flavor compound or mixture thereof in an amount sufficient to substantially stabilize the fragrance or flavor composition against auto-oxidation.
  • a final embodiment of the invention concerns articles of manufacture comprising cosmetic products, foods (including prepared foods, meats and the like), seasoning and flavoring blends that include effective amounts of one of the above-described compositions.
  • the invention is predicated on the discovery that the utilization as antioxidants the materials found in the Labiatae family of plants, primarily rosemary, effectively inhibit the formation of peroxides when incorporated in F&F materials. Moreover, the antioxidants function effectively without significantly altering the flavor and/or fragrance properties of the F&F materials.
  • the antioxidant materials are extracted from the plant and placed in a form which is conducive to introduction into F&F products.
  • This invention 1 makes use, but not limited to, the following compounds found in, e.g., rosemary: carnosic acid, carnasol, rosmanol, rosmadial, and rosmarinic acid. With the addition of this extracted material via a carrier material to the finished F&F the onset of oxidation is eliminated or delayed significantly.
  • a typical F&F product will have added to it an amount of the rosemary (or other Labiatae extract) in the parts per billion (ppb) or parts per million (ppm) range.
  • the amount added will vary depending upon the sensitivity of the F&F material to oxidation.
  • the extract is preferably incorporated in the F&F product via a carrier material.
  • the carrier material preferably comprises the same material as that to be stabilized.
  • the carrier employed would be orange oil.
  • the antioxidant material and orange oil would be combined to form masterbatches of known concentrations. Portions of the masterbatches would then be combined with the F&F material to form the finished product having the desired proportions of ingredients.
  • the antioxidant material contain more than one of the antioxidant materials found in the plant material inasmuch as the antioxidative materials are found to have a positive synergistic effect on each other if they are present in combination.
  • Material desired fIMm earner Citrus Oils 50 to 2000 citrus oil Oleoresin Paprika 500 to 10000 oleoresin paprika Aroma chemicals 10 to 100 aroma chemical Seasoning blends 500 to 2000 starch or oleo, or liquid.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Mycology (AREA)
  • Biotechnology (AREA)
  • Botany (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Microbiology (AREA)
  • Food Science & Technology (AREA)
  • Nutrition Science (AREA)
  • Polymers & Plastics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Fats And Perfumes (AREA)
EP02773846A 2002-10-23 2002-10-23 Verfahren und zusammensetzung zur vermeidung von autooxidation bei aroma- und duftstoffen Withdrawn EP1581058A4 (de)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/US2002/033800 WO2004039160A1 (en) 2001-10-18 2002-10-23 Method and composition for the prevention of the auto-oxidation of flavors and fragrances

Publications (2)

Publication Number Publication Date
EP1581058A1 true EP1581058A1 (de) 2005-10-05
EP1581058A4 EP1581058A4 (de) 2006-11-29

Family

ID=34311694

Family Applications (1)

Application Number Title Priority Date Filing Date
EP02773846A Withdrawn EP1581058A4 (de) 2002-10-23 2002-10-23 Verfahren und zusammensetzung zur vermeidung von autooxidation bei aroma- und duftstoffen

Country Status (2)

Country Link
EP (1) EP1581058A4 (de)
AU (1) AU2002337941A1 (de)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993006190A1 (en) * 1991-09-20 1993-04-01 Norac Technologies Inc. Antioxidant oleoresin compositions and a process for their production
US5431912A (en) * 1992-10-22 1995-07-11 L'oreal Cosmetic or dermopharmaceutical composition containing, in combination, a lauroylmethionate of a basic amino acid and at least one polyphenol
GB2301520A (en) * 1995-06-02 1996-12-11 Kalamazoo Holdings Inc Electrostatic deposition of a liquid food composition
WO2000028827A1 (en) * 1998-11-12 2000-05-25 Kalamazoo Holdings, Inc. Method for preventing off-flavor development and preserving seasoning flavor in irradiated meat and meat products
US6231896B1 (en) * 2000-09-08 2001-05-15 The Goodyear Tire & Rubber Company Chewing gum base stabilized with carnosic acid

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993006190A1 (en) * 1991-09-20 1993-04-01 Norac Technologies Inc. Antioxidant oleoresin compositions and a process for their production
US5431912A (en) * 1992-10-22 1995-07-11 L'oreal Cosmetic or dermopharmaceutical composition containing, in combination, a lauroylmethionate of a basic amino acid and at least one polyphenol
GB2301520A (en) * 1995-06-02 1996-12-11 Kalamazoo Holdings Inc Electrostatic deposition of a liquid food composition
WO2000028827A1 (en) * 1998-11-12 2000-05-25 Kalamazoo Holdings, Inc. Method for preventing off-flavor development and preserving seasoning flavor in irradiated meat and meat products
US6231896B1 (en) * 2000-09-08 2001-05-15 The Goodyear Tire & Rubber Company Chewing gum base stabilized with carnosic acid

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of WO2004039160A1 *

Also Published As

Publication number Publication date
AU2002337941A1 (en) 2004-05-25
EP1581058A4 (de) 2006-11-29

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