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Publication numberUS2566410 A
Publication typeGrant
Publication dateSep 4, 1951
Filing dateJun 24, 1949
Priority dateJun 24, 1949
Publication numberUS 2566410 A, US 2566410A, US-A-2566410, US2566410 A, US2566410A
InventorsGriffin William C
Original AssigneeAtlas Powder Co
Export CitationBiBTeX, EndNote, RefMan
External Links: USPTO, USPTO Assignment, Espacenet
Solid essential oil concentrate and process of preparing the same
US 2566410 A
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Description  (OCR text may contain errors)

Patented Sept. 4, 1951 SOLID ESSENTIAL OIL CONCENTBATE AND PROCESS OF PREPARING THE SAME William C. Griilln, West Chester, Pa., assignor to Atlas Powder Company, Wilmin corporation of Delaware gton, Del., a

No Drawing. Application June 24, 1949, Serial No. 101,255

This invention relates to flavoring and perfuming oils and more particularly to solidified compositions containing such oils.

It is an object of the invention to provide solid compositions which contain essential oils dispersed therein in such manner as to minimize loss thereof by volatilization or oxidation.

It is a further object to provide solid compositions which contain essential oils which compositions are readily and completely dispersible in water.

Still another object is to provide edible solid compositions containing flavoring oils, from which loss of the oil is minimized and which compositions are readily and completely dispersible in aqueous media.

Other objects of the invention will become apparent from the following description and the appended claims.

Solid compositions containing dispersed essential oils in accordance with the present invention are useful in diverse fields of application. The dispersion medium is edible and completely water soluble so that food flaxoring dispersed therein may be added to such food products as gelatin desserts, pudding mixes, cake mixes, dry ice cream mixes, and the like. In the cosmetic field, the products of the present invention provide solid, completely dispersible perfume concentrates for such purposes as bath perfumes, perfumed hair rinses, and the like. By employing essential oils of medicinal value in the solid compositions of the present invention, lozenges, throat tablets and the like may be prepared.

Compositions accordin to the present invention are prepared by incorporating essential oils into, substantially dry molten sorbitol and solidifying the resulting dispersion. It has been found that considerable quantities of the common flavoring and perfuming oils may be emulsified in molten sorbitol to form comparatively stable oil-in-sorbitol emulsions and that when such emulsions are cooled the continuous phase solidifies, producing a solid sol containing the essential oil as dispersed phase in the form of minute droplets, so thoroughly entrapped and coated with the solidified sorbitol that the loss of said oil from the mass by volatilization occurs at a negligible rate. The emulsion may be caused to solidify in any suitable form. For example, it may be cast into rods, tablets, or pellets over a wide range of sizes; or may be chilled in a thin film on a cold roll and scraped oil as fiakes or ribbons; or may be sprayed into a cold chamber to yield small granules of any desired size. The

8 Claims. (Cl. 99-1 40) use for which the solidified concentrate is intended will determine which of the many possible solidified forms should be selected in any particular instance.

Preferred solid concentrates made in accordance with the present invention contain from about 5%. to about 20% of the dispersed essential oil although it is physically possible to incorporate any smaller amount than 5% if so desired. Furthermora'many of the essential oils may be utilized at levels above 20%, especially if emulsification is assisted by the use of surface active agents as indicated hereinafter, and such more highly concentrated dispersions are included within the scope of the invention.

Among the essential oils from which solid concentrations may be prepared in accordance with the present invention are: oil of peppermint, oil of wintergreem. oil of clove, lemon oil, orange oil, lime oil, oil of cassia, eucalyptol, pine needle oil, terpineol, and the like.

It has been found that surface active agents may be advantageously employed in preparing the oil-in-sorbitol emulsions in manner analogous to their use in preparing emulsions of which one phase is aqueous. In the presence of such agents more oil may be stably dispersed in the melt before solidification, leading to the production of highly concentrated flavoring or perfuming pellets, flakes, and the like.

A particularly useful group of surface active agents for this purpose includes the polyoxyethylene ethers of long chain fatty acid monoesters of the hexitans. The useful surface active agents are not limited to this group, however, as the following, nonlimiting list of agents which may be so employed will indicate:

In the above listed oxyethylated surface active agents it is to be understood that any one agent may comprise a mixture of polyoxyethylene ethers of various oxyethylene chain lengths so distributed that the average number of oxyethylene groups per mol is as indicated. Depending 20 oxy- 3 upon the oil being emulsified and the concentration of oil-in-sorbitol desired. the proportion of surface active agent to sorbitol may be varied but, in general, it is preferred .to use from about 0.1% up to about 5.0%.

The melting point of the sorbitol may be lowered, if desired, by incorporating small amounts of water therein without deleteriously affecting either the emulsion or the solid sol resulting upon solidification thereof. Excessive proportions of water are to be avoided but it has been found that as much as 5% may be tolerated. Without departing from the spirit of the invention minor amounts of other ingredients such, for example, as sugar, or acidulen'ts may be incorporated in the solidified flavoring composition.

Specific illustrations of compositions made in accordance with this invention and of their utilization are presented in the following examples.

Example. I

grams of lime oil were added to 200 grams of molten sorbitol containing 2% of water under good agitation to form an emulsion of the oil in molten sorbitol. The dispersion was poured on a glass plate to cool. When partially cooled a portion of the mass was cut into portions of approximately 2 grams each and shaped into pellets. When completely cool, the remainder of the mass was sufiiciently brittle that it could readily be broken into irregular pieces. There was no exudation of oil from the solidified mass.

Eirample II Example III 20 grams of lemon oil were'emulslfied into 200 grams of molten sorbitol and the mixture allowed to cool. While still plastic it was shaped into pellets of approximately 2 grams each.

For comparative purposes a number of gelatin dessert mixes over the basic formula of Example II were repared, half pellets of the lemon oil concentrate of Example 111 (method A) and the other half by the thorough incorporation of an equivalent amount (0.18 gram) of lemon oil directly in the powdered ingredient (method B). In finished desserts made by dissolving the freshly prepared dessert mixes in warm water and allowing them to cool until jelled there was no perceptible difference in flavor between those flavored by method A and those flavored by method B. After aging for 20 days in unsealed packages, however, the mixture flavored by method B had lost much of the characteristic lemon flavor and desserts prepared therefrom were vastly inferior to those prepared frommixes flavored by method A which were not significantly different in taste from desserts prepared from the freshly made mixes.

Example IV 35 grams of lemon oil was emulsified into a being flavored by 2 gram 2 grams of powdered citric molten mixture of 5 grams of the polyoxyethylene ether of sorbitan monostearate containing 20 oxyethylene groups per mol and 200 grams of sorbitol. Upon cooling a solid sol of lemon oil in sorbitol was obtained which could be utilized for flavoring. such food products as prepared pudding mixes or'the like.

Instead of the 5 grams of polyoxyethylene ether of sorbitan monostearate described in the above examples an equal quantity of the polyoxyethylene ether of sorbitan monolaurate containing 16 oxyethylene groups per mol may be used for the same purpose, or 3 grams of the distearate of the polyoxyethylene ether of sorbitol containing an average of 40 oxyethylene g: ups per mol. with the purviewof the invention, likewise, is the use of mixtures of surface active agents.

Example V 48 grams of spearmint oil were introduced slowly beneath the surface of 200 grams of molten sorbitol under good agitation. The oil-in-sorbitol emulsion so formedwas thinly spread on a cold glass slab and cross scored to form an approximately 16 mesh grid. When solidification was complete the mass scraped from'the plate broke along the score marks into flakes.

Ewample VI Emmpzevu A mixture consisLing of 280 parts of sodium sesquicar-bonate, grams of sodium lauryl sulfate-and 10 grams of the product of Example VI comprises a satisfactorily perfumed preparation of bath salts of the bubble bath type.

The incorporation of other oils and the use of other emulsifying agents than those specifically mentioned herein come equally within the scope of the present invention, and man other uses of the solidified essential oils made in accordance therewith will readily suggest themselves to those skilled in the art.

What is claimed is:

l. A composition comprising a solid sol wherein the continuous phase consists essentially of sorbitol and the disperse phase is an essential oil.

2. A composition comprising a, solid sol as in claim 1 wherein the content of esmntial oil in the said sol lies between the inclusive limits of about 5% and about 20% 3. A composition comprising a solid sol containing a continuous phase consisting essentially of sorbitol, a disperse phase consisting of an essential oil, and from about 0.1% to about 5% of a surface active agent.

4. A composition as in claim 3 wherein the surface active agent is the polyoxyethylene ether of a long chain fatty acid monoester of sorbitan.

5. The process of preparing a solid essential oil concentrate which comprises the emulsiflcation.

sincation is carried out in the presence ot'from UNITED STATES PATENTS 0.1% to 5.0% of a surface active agent. Number Name Date 7. The process of claim 5 wherein the content 1,324,538 303,188 9, 1919 of essential oil in the emulsion lies between the 1,829,431 Allen Oct. 27, 1931 inclusive limits 5% and 6 2,422,145 Taylor June 10, 1947 8. The process of claim 6 wherein the surface active agent is the polyoxyethylene ether of a OTHER, REFERENCES 4 f gg t 534 31 308,447, Krause (A. P. (2.), published REFERENCES CITED The following references are of record in the file of this patent:

Patent Citations
Cited PatentFiling datePublication dateApplicantTitle
US1324538 *Apr 4, 1918Dec 9, 1919 Frank m
US1829431 *Dec 4, 1930Oct 27, 1931Albert G MccalebCondimentation of ground meats
US2422145 *Feb 21, 1942Jun 10, 1947Atlas Powder CoEssential oil compositions
Referenced by
Citing PatentFiling datePublication dateApplicantTitle
US2785983 *Jun 23, 1953Mar 19, 1957Buckeye Cellulose CorpFlavoring material and method of making the same
US2806796 *Oct 26, 1953Sep 17, 1957Vacu Dry CompanyMethod of dehydrating food
US2809895 *Jul 5, 1955Oct 15, 1957Sunkist Growers IncSolid flavoring composition and method of preparing the same
US2854343 *Apr 24, 1953Sep 30, 1958Strashun Sumner IFull-flavored dehydrated food products
US2856291 *Mar 18, 1957Oct 14, 1958Schultz Thomas HPreparation of solid flavoring compositions
US2857281 *Feb 7, 1956Oct 21, 1958Brown Amon HProduction of flavoring oil compositions
US2899313 *Jan 26, 1954Aug 11, 1959 Pkocess for preparing a solid
US2904440 *Jul 14, 1953Sep 15, 1959Benjamin MakowerProcess for preparing a solid flavoring composition
US2919989 *Mar 5, 1958Jan 5, 1960Schultz Thomas HSolid flavoring composition and method of producing the same
US2949368 *May 13, 1959Aug 16, 1960Benjamin MakowerPurification of fruit essences and production of solid compositions therefrom
US3041180 *Oct 11, 1957Jun 26, 1962Sunkist Growers IncSolid essential oil flavoring composition and process for preparing the same
US3404011 *Jul 11, 1966Oct 1, 1968Ingrams Food Products CoProcess for preparing an essential oil composition
US3567119 *Oct 6, 1969Mar 2, 1971Godfrey WilbertEnhanced diffusion of odor vapor from polymers
US3930026 *Aug 28, 1974Dec 30, 1975Squibb & Sons IncChewing gum having enhanced flavor
US4168323 *May 27, 1977Sep 18, 1979Kabushiki Kaisha Veno Seiyako Oyo KenkyujoFood additive composition and process for preparation thereof
US4252834 *Jan 10, 1979Feb 24, 1981Kabushiki Kaisha Ueno Seiyaku Oyo KenkyujoFood additive composition and process for preparation thereof
US4277512 *May 20, 1980Jul 7, 1981Kabushiki Kaisha Veno Seiyaku Oyo KenkyoFood additive composition and process for preparation thereof
US4283429 *Feb 28, 1980Aug 11, 1981Kalsec, Inc.Liquid seasoning compositions I
US4285981 *Feb 28, 1980Aug 25, 1981Kalsec, Inc.Liquid seasoning compositions III
US4320153 *Mar 31, 1980Mar 16, 1982Kabushiki Kaisha Ueno Seiyaku Oyo KenkyujoMethod for producing refrigerated ground flesh of fish of high elasticity
US4388328 *Oct 15, 1981Jun 14, 1983Warner-Lambert CompanySorbitol containing mixture encapsulated flavor
US4452821 *Dec 18, 1981Jun 5, 1984Gerhard GergelyConfectionery product, particularly chewing gum, and process for its manufacture
US5284648 *Oct 15, 1991Feb 8, 1994White Robert DAlcohol-free, oral rinse and pre-rinse emulsions method of prepration and method of use
US5709895 *Apr 6, 1995Jan 20, 1998Takasago International Corporation UsaProcess for producing flavor-containing capsule
US5906825 *Oct 20, 1997May 25, 1999Magellan Companies, Inc.Polymers containing antimicrobial agents and methods for making and using same
US6223976Sep 16, 1998May 1, 2001Societe Nationale d'Etude et de Construction de Moteurs d'Aviation “SNECMA”Process for the assembly or refacing of titanium aluminide articles by diffusion brazing
DE1083463B *Jul 5, 1956Jun 15, 1960Sunkist Growers IncHerstellung von festen Emulsionen aetherischer OEle
WO1999020258A1 *Oct 20, 1998Apr 29, 1999William E Craver IiiPolymers containing antimicrobial agents and methods for making and using same
WO2011077347A2Dec 20, 2010Jun 30, 2011Firmenich SaActive ingredient delivery system
Classifications
U.S. Classification424/74, 516/104, 512/4, 426/651, 516/105, 516/108
International ClassificationA23L1/22
Cooperative ClassificationA23L1/22058
European ClassificationA23L1/22C