MXPA00008259A - Tertiary alcohol fragrance raw material delivery system - Google Patents

Abstract

The present invention relates to pro-perfumes suitable for use in delivering tertiary alcohol fragrance raw materials to human skin. The present invention also relates to fragrance delivery systems which are suitable for use in fine fragrances and perfume compositions, said systems comprising at least one pro-perfume which delivers a tertiary fragrance raw material alcohol and the balance other pro-accords.

Description

SYSTEMS FOR THE SUPPLY OF RAW MATERIALS FOR FRAGRANCE OF TERTIARY ALCOHOL FIELD OF THE INVENTION The present invention relates to cyclic co-pro-fragrances capable of releasing tertiary alcohol fragrance raw materials, among others linalool, tetrahydrolineool, ethyl linalool and dihydromircenol. The present invention also relates to fragrance delivery systems comprising said co-pro-fragrances, thereby providing a means for delivering tertiary alcohol fragrance raw material to a site, preferably human skin. The present invention further relates to fragrances and fine perfumes comprising said tertiary alcohol release fragrance delivery systems. The delivery systems described herein also provide fragrance longevity.

BACKGROUND OF THE INVENTION Since ancient times, humans have applied essences and fragrances to their skin. Originally, these aesthetically pleasing materials were commonly isolated in raw form such as resins, gums or essential oils of natural origins, among others, the bark, roots, leaves and fruit of indigenous plants. These resins, gums and oils were applied directly to the body or diluted with water or another solvent, including in some cases, wine. With the advent of modern chemistry, the individual components responsible for the odor properties of these resins, gums and oils were isolated and subsequently characterized. Modern perfumery involves the skillful combination of fragrance materials to achieve novel fragrance compositions that have defined "characteristics". Many modern fragrances are no longer derived from natural sources but are synthesized by modern chemical methods such as highly pure fragrance raw materials (FRM). Currently, these FRMs are formulated to produce fine perfumes, colognes, toilet waters, aftershave lotions and other personal fragrance compositions. Those skilled in the art of preparing these fragrance-containing compositions have the fragrances classified into three types based on their relative volatility; high notes, socks and base notes. A disadvantage of typical fragrances and fine fragrances is that the original aroma, which is a balance of fragrance raw materials, begins to change once the fragrance or perfume has been applied to human skin. This loss of fragrance balance is due in part to the differential evaporation of the more volatile upper notes, and to the absorption of other ingredients on the surface of the skin. Users of perfumes and fine fragrances have tried to solve this problem in many different ways. One method is to "saturate" perfume initially and rely on the natural evaporation rate to decrease the fragrance to a suitable level several hours later when the desired effect is required. Another method used is to continuously renew the fragrance by reapplying small quantities of the perfume to the skin in short time intervals. None of these solutions is adequate to overcome the level of decrease of high and medium notes over time. In fact, by virtue of its low volatility, the base notes which are present over an extended period begin to accumulate with each "renewal" of perfume and after a while the base notes begin to overwhelm the other fragrance notes and destroy the balance of original fragrance. Recently it has been discovered that some fragrance raw materials can be supplied to human skin by means of properfumes. These proprietary compounds include acid labile acids, ketals and orthoesters that degrade upon contact with the acidic pH on the surface of human skin resulting in the release of fragrance raw materials. In general, acetals release aldehydes, ketals release ketones and orthoesters release alcohols. However, the formulator has been limited by the fact that some properfumes, although labile to acids, have a half-life of release (hydrolysis rate) that is beyond time that is useful for use in fine fragrances or compositions of perfume. Likewise, the prior art does not describe properfumes that adequately release tertiary alcohol fragrance raw materials.

It has now been surprisingly discovered that certain orthoester co-proforgances are capable of delivering one or more tertiary alcohol fragrance raw materials at a rate that provides a useful means for delivering these desirable fragrance raw materials to human skin. In addition, the co-proforgances described herein may be modified to deliver tertiary alcohols at rates that are preferred by the formulator.

BRIEF DESCRIPTION OF THE INVENTION The present invention satisfies the aforementioned needs as it has been surprisingly discovered that certain orthoesters comprising at least one tertiary alcohol fragrance raw material can be prepared which release said tertiary alcohol at a rate that can be adjusted to meet the needs of the customer. formulator. For example, the prolonged release of fragrance raw materials provides the formulator with a means to extend the original mixture of the perfume raw material, or initial fragrance note. By using the co-profragances of the present invention, the formulator can now controllably release the release of tertiary alcohol fragrance raw materials. This controlled release is a means to provide longevity of tertiary alcohol fragrances in human skin.

A first aspect of the present invention relates to co-profragances having the formula: wherein each portion -OR1, -OR2 and -OR3 is an alkoxy unit derived from an alcohol, whereby; R1, R2 and R3 is independently linear alkyl of Cj-C20, branched alkyl of C3-C20, cyclic alkyl of C3-C20, branched cyclic alkyl of C-C2o, linear alkenyl of C3-C20, branched alkenyl of C ~ C20, cyclic alkenyl of C3-C20, branched cyclic alkenyl of C4-C2o. C6-C20 aryl, C6-C20 alkylenearyl, C6-C20 alkyleneoxyalkyl, C6-C20 alkyleneoxyaryl, substituted or unsubstituted, and mixtures thereof; or any two of R1, R2 or R3 can be taken together to form a ring having 5 to 8 carbon atoms, said ring is further optionally substituted by one or more C? -C22 alkyl units, C? -C22 alkenyl, C6-C12 aryl, alkylenearyl and mixtures thereof; R is hydrogen, linear C 1 -C 2 alkyl, branched C 3 -C 2 alkyl, C 3 -C 20 cyclic alkyl, branched C 3 -C 20 cyclic alkyl, C 3 -C 20 linear alkenyl, branched C 4 -C 20 alkenyl, alkenyl C3-C2o cyclic, C4-C20 branched cyclic alkenyl, C6-C20 aryl, C6-C20 alkylenearyl, C6-C2alkyleneoxyalkyl, C6-C20 alkyleneoxyaryl, substituted or unsubstituted, and mixtures thereof; or any of R1, R2 or R3 can be taken together with R to form a ring having 5 to 8 carbon atoms, said ring is further optionally substituted by one or more C? -C22 alkyl units, C? -C22 alkenyl , C6-C2 aryl, C6-C22 alkylenearyl and mixtures thereof; provided that at least one of the units R1, R2 or R3 is derived from a spirit of terracotta fragrance raw material and said co-profragance has a half-life of release of more than or equal to 0.1 hours at pH 5.3 and less than or equal to 12 hours at pH 2.5 when said half-life of fragrance release is measured in a pH regulator of NaH2PO4 at said pH. The present invention further relates to a fragrance delivery system comprising at least one co-pro-fragrance as described herein capable of adequately releasing a tertiary alcohol fragrance raw material together with one or more co-profragances among other orthoesters, ketals, acetals, orthocarbonates, preferably having a half-life of release of more than or equal to 0.1 hours at pH 5.3 and less than or equal to 12 hours at pH 2.5 when said half-life of fragrance release is measured in a pH regulator of NaH2PO4 at said pH. The present invention also relates to fine fragrances and perfumes comprising, in addition to the fragrance delivery systems described herein, other fragrance raw materials and adjunct ingredients. These and other objects, features and advantages will become apparent to those skilled in the art from a reading of the following detailed description and the appended claims.

Unless otherwise indicated, all percentages, ratios and proportions herein are by weight. All temperatures are in degrees Celsius (° C) unless otherwise specified. All of the cited documents are mostly incorporated herein by reference.

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to novel compositions of matter, namely orthoesters capable of releasing tertiary alcohol fragrance raw material. As described herein, this rate of tertiary alcohol release, hereinafter referred to as the "fragrance release half-life", can be manipulated to provide tertiary alcohol release in a manner that corresponds to the specific needs of a composition that contain fragrance. The tertiary fragrance raw material releasing compounds are referred to throughout the present description as pro-fume, pro-fragrances, or, preferably, as co-proforgances, and these terms are used collectively and / or interchangeably to mean orthoesters capable of releasing by at least one tertiary alcohol fragrance raw material. For the purposes of the present invention, the terms "perfume" and "fine fragrance" are essentially synonymous and are used collectively or interchangeably throughout the present description and to indicate the more concentrated forms of the fragrance-containing compositions. The aspects of the present invention that apply to "perfumes" will therefore apply equally to "fine fragrances" and vice versa. Typically, colognes, bath waters, aftershave lotions and other fragrance-containing embodiments are perfumes or fine fragrances that have a higher degree of dilution, usually by a volatile vehicle such as ethanol. Mixtures of fragrance materials are known to those skilled in the art of fragrances and perfumes as "profragancies". The term "pro-fragrances" as used herein is defined as "a mixture of two or more 'fragrance raw materials' that are artistically combined to impart a pleasing aroma, odor, essence or fragrance characteristic." The fragrance delivery systems of the present invention comprise at least one co-pro-fragrance capable of releasing a tertiary alcohol, as well as one or more "co-pro-fragrances" which are preferably capable of releasing a mixture of fragrance raw materials or profragances. " For the purposes of the present invention, "fragrance raw materials" are defined herein as compounds which preferably have a molecular weight of at least 100g / mol and which are useful for imparting an odor, fragrance, essence or aroma , either alone or in combination with other "fragrance raw materials". However, since the term "fragrance raw material" refers to co-profragances releasing tertiary alcohol, the molecular weight of the adjunct alcohols, which together with the tertiary alcohols form the co-profragance, may have molecular weights of less than 100g / mol. For example, as best described herein below, alcohols of lower molecular weight, inter alia ethanol, can be used as an orthoester alcohol component to produce the desired fragrance release half-life. Typically, the "fragrance raw materials" that constitute the non-tertiary alcohol releasing co-proforgances of the fragrance delivery system of the present invention comprise among other alcohols, ketones, aldehydes, esters, ethers, nitriles and alkenes such as terpenes. A list of common "fragrance raw materials" can be found in several reference sources, for example, "Perfume and Flavor Chemicals", Vols. I and II, Steffen Arctander Allureb Pub. Co. (1994) and "Perfumes: Art, Science and Technology"; Müller, P. M. and Lamparsky, D., Blackie Academic and Professional (1994) both incorporated herein by way of reference. For purposes of the present invention, substituted or unsubstituted alkyleneoxy units are defined as portions having the formula:QI.

R c - (CH 2 CHO) R 5 wherein R 5 is hydrogen, methyl and mixtures thereof; Rβ is hydrogen, methyl, ethyl and mixtures thereof; the index x is from 1 to about 20. For the purposes of the present invention, substituted or unsubstituted alkyleneoxyalkyl units are defined as portions having the formula: R6 - (CH2CHO)? (CH2) R5 wherein R is hydrogen, CI-J S alkyl and mixtures thereof; R ^ is hydrogen, methyl, ethyl and mixtures thereof; the index x is from 1 to about 20, and the index y is from 2 to about 18. For purposes of the present invention, substituted or unsubstituted alkylenearyl units are defined as portions having the formula: wherein R5 and R6 are each independently hydrogen, hydroxy, nitrile, halogen, nitro, carboxyl (-CHO; -CO2H; -CO2R '; -CONH2; -CONHR'2; -CONR'2; wherein R' is alkyl of C? -C12 linear or branched), amino, alkylamino and mixtures thereof, p is from 1 to about 14.

For purposes of the present invention, substituted or unsubstituted alkyleneoxyaryl units are defined as portions having the formula: wherein R5 and R6 are each independently hydrogen, hydroxy, nitrile, halogen, nitro, carboxyl (-CHO; -CO2H; -CO2R '; -CONH2; -CONHR'2; -CONR'2; wherein R' is alkyl of linear or branched C1-C-12), amino, alkylamino and mixtures thereof, q is from 1 to about 14.

Co-profragances releasing tertiary alcohol The co-pro-fragrances of the present invention that release at least one tertiary alcohol fragrance raw material have the formula: OR1 R- C- OR2 OR3 wherein hydrolysis of the orthoester releases fragrance raw material components according to the following scheme: OR1 OR R- C-OR2 R-C-OR1 + R2OH + R3OH OR3 thus releasing two equivalents of alcohol and one equivalent of ester. Each R1, R2 and R3 is independently linear alkyl of CrC2o, branched alkyl of C3-C20, cyclic alkyl of C3-C20, branched cyclic alkyl of C4-C20, linear alkenyl of C3-C20, branched alkenyl of C4-C20, alkenyl C3-C2o cyclic, C4-C2o branched cyclic alkenyl, C6-C20 aryl, C6-C2alkylenaryl, C6-C2alkyleneoxyalkyl, substituted or unsubstituted C6-C2alkyloxyaryl, and mixtures thereof; preferably linear C 1 -C 10 alkyl, branched C 3 -C 10 alkyl, C 3 -C 10 cyclic alkyl, branched C 4 -C 10 cyclic alkyl, C 3 -C 10 linear alkenyl, branched C 4 -C 10 alkenyl, cyclic alkenyl C3-C10, branched cyclic alkenyl of C4-C10, substituted or unsubstituted and mixtures thereof; or any two of R1, R2 or R3 can be taken together to form a ring having 5 to 8 carbon atoms, said ring is further optionally substituted by one or more C1-C22 alkyl units, C? -C22 alkenyl, C6-C2 aryl, C6-C2-2 alkylenearyl and mixtures thereof; provided that at least one of the units R1, R2 and R3 is derived from a tertiary alcohol. Non-limiting examples of tertiary alcohol fragrance raw materials include a, a-dimethylphenethyl alcohol (dimethylbenzylcarbinol), a, a-4-trimethyl-3-cyclohexene-1-methanol (a-terpineol), a, a-4-trimethylbenzenetanol (p-methyldimethylbenzylcarbinol), 2- (4-methylphenyl) -2-propanol (Cyemenol), 2-methyl-4-phenyl-2-butanol (phenylethyldimethyl carbinol), 3-methyl-1-phenyl-3-pentanol (phenylethylmethylethyl) carbinol), 1,2-dimethyl-3- (1-methylethyl) cyclopentanol (plinol), 1, 2-dimethyl-3- (1-methylethyl) -cyclohexanol, 1-methyl-l-4-isopropyl-cyclohexane-8 -ol (dihydroterpineol), 4- (4-hydroxy-4-methylpentyl) -3-cyclohexene-1-carboxaldehyde (Lyral, Konavol), 2,6-dimethyl-heptan-2-ol (Dimetol, Freesiol, Lolitol), 2, 6,6-trimethylbicyclo [1.3.3] heptan-2-ol (cis-2-pineanol), 2,6,6-trimethylbicyclo [1.3.3] heptan-2-ol (cis and trans-2-pinanol), 2,6-dimethyl-2-octanol (tetrahydromyrcenol), 2-methyl-2-octanol (methyloctanol), 2,6-dimethylyl-7-octen-2-ol (dihydromyrcenol), 2,6-dimethyl-7-octen -2-ol (lymolene), 2,6-dimethyl-3,5-octadien-2-ol (Muguol), 2-methyl-6-methylene-7-octen-2-ol (myrcenol), 2,6- dimethyl-5,7-octadien-2-ol (ocimenol), 3,6-dimethyl-3-octanol, 3-methyl-3-octanol (Aprol 161), 3,7-dimethyl-3-octanol and 2,6-dimethyl -2-octanol (tetrahydromuguol; tetralol; linacsol), 3,7-dimethyl-6-octen-3-ol (dihydrolinalool), 3,7-dimethyl-3-octanol (tetrahydrolinalool), 3-methyl-1-octen-3-ol (Aprol 160), 7 -hydroxy-3,7-dimethyloctanol (hydroleno), 3,7-dimetiI-1, 6-octadien-3-ol (linalool), 7-hydroxy-3,7-dimethyloctanal (hydroxycinronellal, laurinal), dimethyl acetal of 7-hydroxy-3,7-dimethyloctanal (dimethyl acetal of hydroxy citronellal), 3,7-dimethyl-1, 6-nanoadien-3-ol (ethyl linalool), 2,5,5-trimethyl-octahydro-2- naphthalene (Ambrinol), 2-methyl-2-vinyl-5- (1-hydroxy-1-methylene-ethyl) tertahydrofuran (cis and trans) (linalool oxide), 4- (4 -hydroxy-4-methylene] -3-cyclohexene-1-carboxaldehyde (Lyral, Kovanol), 4-methyl-1- (1-methylethyl) -3-cyclohexan-1-ol, 3.7 , 9-trimethyl-1, 6-decadien-3-ol (Isobutyl linalool), 3,7,11,15-tetramethylhexadec-1-en-3-ol (Isophtol), Cedrol and b-caryophyllene alcohol (caryophilenol) . Non-limiting examples of tertiary alcohol fragrance raw materials that are preferred include the units R1, R2 and R3 which are linalyl, tetrahydrolinallyl, ethyl linalyl, dihydromyrcenyl and mixtures thereof, resulting in the release of linalool, tetrahydrolineole, ethyl Linalool and dihydromyrcenol. R is hydrogen, linear C 1 -C 20 alkyl, branched C 3 -C 20 alkyl. cyclic alkyl of C3-C20. branched cyclic alkyl of C4-C20, linear alkenyl of C3-C20, branched alkenyl of C4-C20, cyclic alkenyl of C3-C20, branched cyclic alkenyl of C-C2o > C6-C2o aryl, C6-C20 alkylenearyl, C6-C20 alkyleneoxyalkyl, substituted or unsubstituted C6-C20 alkyleneoxyaryl and mixtures thereof; or any of R1, R2 or R3 can be taken together with R to form a ring having from 5 to 8 atoms, said ring is further optionally substituted by one or more C? -C22 alkyl units, C1-C22 alkenyl, aryl of C6-C? 2, C6-C22 alkylearyl and mixtures thereof. Preferably, R is hydrogen, linear C 1 -C 10 alkyl, branched C 3 -C 6 alkyl, linear C 3 -C 10 alkenyl, C 6 -C 6 aryl, or C 1 -C 7 alkylenearyl, substituted or not replaced; most preferably R is selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, t-butyl, phenyl, benzyl and mixtures thereof. By the term "substituted" is meant herein "compatible portions that replace a hydrogen atom". Non-limiting examples of substituents are hydroxy, nitrile, halogen, nitro, carboxyl, (-CHO; -CO2H; -CO2R '; -CONH2; -CONHR'; -CONR'2; wherein R 'is C? -C12 alkyl? linear or branched), amino, mono- and dialkylamino of C? -C-? 2 and mixtures thereof.

Supply system of fragrance and related compositions The present invention further relates to fragrance delivery systems comprising: a) at least one co-profragancy of tertiary alcohol fragrance raw material release as described herein; b) the remainder are one or more co-profragances suitable for use in the supply of one or more fragrance raw materials. When formulated in a fragrance delivery system, the tertiary alcohol fragrance raw material releasing orthoesters of the present invention will comprise from about 0.1% to about 99%, preferably about 1% to about 50% by weight, of said fragrance delivery system. The fragrance delivery systems of the present invention preferably comprise one or more co-proforgances described herein. When present, said co-profragances comprise, alone or as a mixture, from 0.1% to about 99%, preferably about 1% to about 50% by weight, of the fragrance delivery system. The present invention further relates to a fragrance or fine fragrance for application to human skin having an increased fragrance longevity and comprising: a) from 0.1% to about 99.9% by weight, of at least one co-profragance that releases a tertiary alcohol fragrance raw material, as long as said co-proficiency has a half life of release of more than or equal to 0.1 hours at pH 5.3 and less than or equal to 12 at pH 2.5 when said life Average fragrance release is measured in a pH regulator of NaH2PO at said pH. b) from 0.1% to 99.9% by weight, of one or more fragrance raw materials; and c) the rest are vehicles and accompanying ingredients. In addition, the perfume or fine fragrance compositions of the present invention further comprise vehicles, fixatives and other adjunct ingredients that can be added in any suitable amount or ratio to the tertiary alcohol release orthoesters or co-proforgances comprising the remainder of the system of supply. Typical vehicles are methanol, ethanol, (preferred), sopropanol, polyethylene glycol, as well as water in some cases. Fixators serve to decrease the volatility of certain upper and intermediate notes to extend their contact time on the skin. The adjunct ingredients include components of perfume raw material which are essential oils and therefore are not an individual chemical entity. In addition, the adjunct ingredients may be mixtures of synthetic fragrance raw materials that serve as an additional purpose in addition to providing a pleasing odor.

Orthoesters A class of preferred compounds that are useful as co-proforgances according to the present invention are orthoesters having the formula: OR1 R- C-OR2 R3 wherein hydrolysis of the orthoester releases fragrance raw material components according to the following scheme: OR1 OR R-C-OR2 R- C-OR1 + R2OH + R3OH OR3 wherein R is hydrogen, C? -C20 linear alkyl, C3-C2o branched alkyl, C3-C2o cyclic alkyl, branched C-C2o cyclic alkyl, C3-C20 linear alkenyl, branched C-C20 alkenyl. cyclic alkenyl of C3-C20. branched cyclic alkenyl of C4-C20, C6-C20 aryl, C6-C20 alkylearyl. C6-C20 alkylenoxyalkyl, substituted or unsubstituted C6-C20 alkyleneoxyaryl, preferably hydrogen, C1-C10 linear alkyl, C3-C10 branched alkyl, C3-C10 linear alkenyl, C6-C6 aryl, or alkylenearyl of C6-C? o, most preferably R is selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, t-butyl, phenyl, benzyl and mixtures thereof.

Each R1, R2 and R3 is independently C1-C20 linear alkyl, C3-C20 branched alkyl, C3-C20 cyclic alkyl. branched cyclic alkyl of C4-C20, linear alkenyl of C3-C20, branched alkenyl of C4-C20, cyclic alkenyl of C3-C2o >; branched cyclic alkenyl of C-C20, C6-C20 aryl, C6-C20 alkylearyl, C6-C2alkyleneoxyalkyl, substituted or unsubstituted C6-C2alkyloxyaryl, and mixtures thereof; preferably linear C 1 -C 10 alkyl, C 3 -C 10 branched alkyl, C 3 -C 10 cyclic alkyl, C 4 -C 10 branched cyclic alkyl, C 3 -C 10 linear alkenyl, C 4 -C 10 branched alkenyl, C 3 -C 10 cyclic alkenyl C10, branched cyclic alkenyl of C4-C, substituted or unsubstituted and mixtures thereof. By the term "substituted" is meant herein "compatible portions that replace a hydrogen atom". Non-limiting examples of substituents are hydroxy, nitrile, halogen, nitro, carboxyl (-CHO; -CO2H; -CO2R '; -CONH2; -CONHR'; -CONR'2; wherein R 'is linear C1-C12 alkyl or branched), amino, mono- and dialkylamino of C? -C12 and mixtures thereof.

Acétals and ketals A class of compound useful as co-proforgance according to the present invention are acetals and ketals having the formula: R1 R- C-OR2 OR3 wherein the hydrolysis of the acetal or ketal liberates one equivalent of aldehyde or ketone and two equivalents of alcohol according to the following scheme: R O II R- C-OR2 R-C-R1 + R2OH + R3OH OR3 wherein R is linear alkyl of C- | -C20 > branched alkyl of C3-C20. I rent Cyclic C3-C20 »C4-C20 branched cyclic alkyl, C3-C20 linear alkenyl > branched alkenyl of C3-C20-C3-C20 cyclic alkylene »alkenyl branched cyclic of C4-C20. C6-C20 aryl substituted or unsubstituted, preferably the portions that replace the aryl units are portions alkyl, and mixtures thereof. R1 is hydrogen, R or in case the cofragragance is a ketal, R and R1 can be taken together to form a ring. R2 and R3 are independently selected from the group consisting of linear, branched or substituted C5-C20 alkyl; C4-C20 alkenyl. linear, branched or substituted; C5-C20 substituted or unsubstituted cyclic alkyl; unsubstituted or substituted CQ-C20 aryl, substituted C2-C40 alkyleneoxy or not replaced; C3-C40 substituted or unsubstituted alkylene oxyalkyl; CQ-C40 substituted or unsubstituted CK-C40 alkylenearyl; C6-C32 aryloxy substituted or unsubstituted; C6-C40 substituted or unsubstituted C6-C40 alkylenenoaryl; C6-C40 oxyalkylenearyl and mixtures thereof. With the term "substituted" is intended herein to mean "compatible portions that replace a hydrogen atom". Non-limiting examples of substituents are hydroxy, nitrile, halogen, nitro, carboxyl (-CHO; -CO2H; -CO2R '; -CONH2; -CONHR'; -CONR'2; wherein R 'is linear C1-C12 alkyl or branched), amino, mono- and dialkylamino of C? -C? 2 and mixtures thereof.

Orthocarbonates Another class of preferred compounds that are useful as co-pro-fragrances according to the present invention are orthocarbonates having the formula: OR1 R40-C- OR2 OR3 wherein the hydrolysis of the orthoester releases the components of fragrance raw material according to the following scheme: OR1 OR F ^ O-C-OR2 R4 © - C-OR1 + R2OH + R3OH OR3 which can continue hydrolyzing and releasing two equivalents of one or more fragrance raw material alcohols according to the following scheme: O R40-C-OR1 + R40H + R1OH thus providing up to four equivalents of fragrance raw material alcohol per equivalent of orthocarbonate supplied, wherein R1, R2, R3 and R4 are independently linear, branched or substituted C1-C20 alkyl, linear or branched or substituted C2-C20 alkenyl, cyclic alkyl C3-C20 substituted or unsubstituted-aryl ° of c6"substituted or unsubstituted C20-substituted or unsubstituted C2-C40 alkyleneoxy-substituted or unsubstituted C3-C40 alkylene-substituted or unsubstituted-C-C40 alkylenearyl- unsubstituted or substituted C6-C32 aryloxy- unsubstituted or substituted or unsubstituted or unsubstituted C6-C4-C6-C4-alkyleneoxyaryl and substituted mixtures thereof With the term "substituted" is meant herein "compatible portions that replace a hydrogen atom. "Non-limiting examples of substituents are hydroxy, nitro, halogen, nitro, carboxyl (-CHO; -CO2H; -CO2R '; -CONH2; -CONHR'; - CONR'2; wherein R 'is alkyl C.sub.12 linear or branched), amino, mono- and dialkylamino of C.sub.1 -C.sub.12 and mixtures thereof.Non-limitative examples of alcohols of fragrance raw material which are preferred include 2,4-dimethyl-3 -cyclohexen-1-methanol (Floralol), 2,4-dimethylcyclohexanmethanol (Dihydro floralol), 5,6-dimethyl-1-methyl letenylbicyclo [2.2.1] hept-5-en-2-methanol (Arbozole), 2,4,6-trimethyl-3-cyclohexen-1-methanol (Isocyclo-geraniol), 4- (1-methylethyl) -cyclohexanemethanol ( Mayol), -3,3-trimethyl-2-norboranmethanol, 1,1-dimethyl-1- (4-methylcyclohex-3-enyl) methanol, 2-phenylethanol, 2-cyclohexylethanol, 2- (o-methylphenyl) -ethanol, 2- (m-methylphenyl) ethanol, 2- (p-methylphenyl) ethanol, 6,6-dimethylbicyclo- [3.1.1] hept- 2-en-2-ethanol (nopol), 2- (4-methylphenoxy) ethanol, 3,3-dimethyl-D2-β-norbornane ethanol, 2-methyl-2-cyclohexylethanol, 1- (4-isopropylcyclohexyl) -ethanol , 1-phenylethanol, 1,1-dimethyl-2-phenylethanol, 1,1-dimethyl-2- (4-methyl-phenyl) ethanol, 1-phenylpropanol, 3-phenylpropanol, 2-phenylpropanol (hydrotropic alcohol), 2- (cyclododecyl) propan-1-ol (Hydroxy-ambran), 2,2-dimethyl-3- (3-methylphenyl) propan-1-ol (Majantol), 2-methyl-3-phenylpropanol, 3-phenyl-2- propen-1-ol (cinnamyl alcohol), 2-methyl-3-phenyl-2-propen-1-ol (methyl-methyl alcohol), an-pentyl-3-phenyl-2-propen-1-ol (a-amyl alcohol) -cinnamyl), ethyl-3-hydroxy-3-phenyl propionate, 2- (4-methylphenyl) -2-propanol, 3- (4-methylcyclohex-3-en) butanol, 2-methyl-4- ( 2,2,3-Trimethyl-3-cyclopentene-1-yl) butanol, 2-ethyl-4- (2,2,3-trimethyl-cyclopent-3-enyl) -2-buten-1 - ol, 3-methyl-2-buten-1-ol, 2-methyl-4- (2,2,3-trimethyl) -3-cyclopenten-1-yl) -2-buten-1-ol, 3-hydroxy-2-butanone, ethyl 3-hydroxybutyrate, 4-phenyl-3-buten-2-ol, 2-methyl-4- phenylbutan-2-ol, 2-methyl-4-phenylbutan-2-ol, 4- (4-hydroxyphenyl) butan-2-one, 4- (4-hydroxy-3-methoxyphenyl) butan-2-one, 3- methyl-pentanol, 3-methyl-3-penten-1-ol, 2-methyl-4-phenylpentanol (Pamplefleur), 3-methyl-5-phenylpentanol (phenoxanol), 2-methyl-5-phenylpentanol, 2-methyl- 5- (2,3-dimethyltriol [2.2.1.0 (2,6) -] hept-3-yl) -2-penten-1-ol (santalol), 4-methyl-1-phenyl-2-pentanol , (1-methyl-bicyclo [2.1.1] hepten-2-yl) -2-methylpent-1-en-3-ol, 3-methyl-1-phenylpentan-3-ol, 1, 2-dimethyl-3 - (1-methylethyl) cyclopentan-1-ol, 2-isopropyl-5-methyl-2-hexenol, c / s-3-hexen-1-ol, iaA7-2-hexen-1-ol, 2- sopropenyl-4-methyl-4-hexen-1-ol (Lavandulol), 2-ethyl-2-prenyl-3-hexenol, 1-hydroxymethyl-4-iso-propenyl-1-cyclohexene (dihydroxy-dimethyl alcohol), 1-methyl -4-isopropenylcyclohex-6-en-2-ol (carvenol), 6-methyl-3-isopropenylcyclohexan-1-ol, 1-methyl-4-iso-propenylcyclohexan-3-ol, 4-isopropyl-1-methylchlor lohexan-3-ol, 4-tert-butylcyclohexanol, 2-tert-butylcyclohexanol, 2-tert-butyl-4-methylcyclohexanol, 4-isopropyl-cyclohexanol, 4-methyl-1- (1-methyl-ethyl) -3 -cyclohexen-1-ol, 2- (5,6,6-trimethyl-2-norbornyl) cyclohexanol, isobomylcyclohexanol, 3,3,5-trimethylcyclohexanol, 1-methyl-4-isopropylcyclohexan-3-ol, 1, 2- dimethyl-3- (1-methylethyl) -cyclohexan-1-ol, heptanol, 2,4-dimethylheptan-1-ol, 2,4-dimethyl-2,6-heptanedienol, 6,6-dimethy-2-oxymethyl ¡C¡clo [3.1.1] hept-2-ene (mirtenol), 4-methyl-2,4-heptadien-1-ol, 3,4,5,6,6-pentamethyl-2-heptanol, 3,6-dimethyl-3-vinyl-5-hepten-2- ol, 6,6-dimethyl-3-hydroxy-2-methylenebicyclo [3.1.1] heptane, 1,7,7-trimethyl-cyclo- [2.2.1] heptan-2-ol, 2,6 -dimethylheptan-2-ol, 2) 6,6-trimethylbicyclo [1.3.3] heptan-2-ol, octanol, 2-octenol, 2-methyloctan-2-ol, 2-methyl-6-methylene -7-octen-2-ol (mircenol), 7-methyloctan-1-ol, 3,7-dimethyl-6-octenol, 3,7-dimethyl-7-octenol, 3,7-dimethyl-6-octenol 1-ol (citronellol), 3,7-dimethyl-2,6-octadien-1-ol (geraniol), 3,7-dimethyl-2,6-octadien-1-ol (nerol), 3,7-dimethyl -1, 6-octadien-3-ol (linalool), 3,7-dimethyloctan-1-ol (pelagrol), 3,7-dimethyloctane-3-ol (tetrahydrolinalool), 2,4-octadien-1-ol, 3,7-dimethyl-6-octen-3-ol, 2,6-dimethyl-7-octen-2-ol (dihydromyrcenol), 2,6-dimethyl-5,7-octadien-2-ol, 4,7 -dimethyl-4-vinyl-6-octen-3-ol, 3-methyloctan-3-ol, 2,6-dimethyloctan-2-ol, 2,6-dimethyloctan-3-ol, 3,6-dimethyloctan-3 -ol, 2,6-dimethyl-7-octen-2-ol, 2,6-dimethyl-3,5-octadien-2-ol (muguol), 3-methyl-1-octen-3-ol, 7- hydro xi-3,7-dimethyloctanal, 3-nonanol, 2,6-nonadien-1-ol, cis-6-nonen-1-ol, 6,8-dimethylnonan-2-ol, 3- (hydroxymethyl) -2- nonanone, 2-nonen-1-ol, 2,4-nonadien-1-ol, 3,7-dimethyl-1, 6-nonadien-3-ol (ethyl linalool), decanol, 9-decene, 2-benzyl- M-dioxa-5-ol, 2-deca-1-ol, 2,4-decadien-1-ol, 4-methyl-3-decen-5-ol, 3,7,9-trimethyl-1, 6- decadien-3-ol (isobutyl linalool), undecanol, 2-undecen-1-ol, 10-undecen-1-ol, 2-dodecen-1-ol, 2,4-dodecadien-1-ol, 2,7, 11-trimethyl-2,6,10-dodecatrien-1-ol (farnesol), 3,7,11-trimethyl-1, 6,10, -dodecatrien-3-ol, 3,7,11,15-tetramethylhexadec- 2-en-1-ol (phytol), 3,7,11,15-tetramethylhexadec-1-en-3-ol (iso phytol), benzyl alcohol, p-methoxybenzyl alcohol (anisyl alcohol), para-cimen-7 -ol (cuminyl alcohol), 4-methylbenzyl alcohol, 3,4-methylenedioxybenzyl alcohol, methyl salicylate, benzyl salicylate, cis-3-hexenyl salicylate, n-pentyl salicylate, 2-phenylethyl salicylate, n-5-phenylethyl salicylate, -hexyl, 2-methyl-5-isopropylphenol, 4-ethyl-2-methoxife nol, 4-allyl-2-methoxyphenol (eugenol), 2-methoxy-4- (1-propenyl) phenol (isoeugenol), 4-allyl-2,6-dimethoxy-phenol, 4-tert-butylphenol, 2-ethoxy -4-methylphenol, 2-methyl-4-vinylphenol, 2-isopropyl-5-methylphenol (thymol), or pentyl-fo-hydroxybenzoate, ethyl 2-hydroxybenzoate, 2,4-dihydroxy-3,6-dimethylbenzoate methyl, 3-hydroxy-5-methoxy-1-methylbenzene, 2-tert-butyl-4-methyl-1-hydroxybenzene, 1-ethoxy-2-hydroxy-4-propenylbenzene, 4-hydroxytoluene, 4-hydroxy-3- methoxybenzaldehyde, 2-ethoxy-4-hydroxybenzaldehyde, decahydro-2-naphthol, 2,5,5-trimethyl-octahydro-2-naphthol, 1, 3,3-trimethyl-2-norbornyol (phenol), 3a, 4,5 , 6,7,7a, hexahydro-2,4-dimethyl-4,7-methano-1 H-inden-5-ol, 3a, 4,5,6,7,7a-hexahydro-3,4-dimethyl-4,7-methano-1 H-inden-5-ol, 2-methyl-2-vinyl-5- (1- hydroxy-1-methylethyl) tetrahydrofuran, β-caryophyllene alcohol and mixtures thereof. Non-limiting examples of esters suitably released by the co-proforgances of the present invention include geranyl formate, citronellyl formate, phenylethyl formate, phenoxyethyl formate, 2-hexenyl-isoprate formate, c-s-3-hexenyl formate , c / s-6-nonenyl formate, 9-decenyl formate, 3,5,5-trimethylhexyl formate, 3-methyl-5-phenylpentanyl formate, 6-methylheptan-2-yl formate, 4-formate - (2,2,6-trimethyl-2-cyclohexen-1-yl) -3-buten-2-yl, 3-methyl-5- (2,2,3-trimethyl-3-cyclopenten-1-) formate il) -4-penten-2-yl, 4-isopropylcyclohexylethyl-2-yl formate, 6,8-dimethylnonan-2-yl formate, decahydro-β-naphthyl formate, 4-isopropylcyclohexylmethyl formate, linalyl formate , lavandulyl formate, citronellyl formate, a-terpinyl formate, nopyl formate, sobomyl formate, bornyl formiate, isobornyl formate, guayyl formate, 2-fer-butylcyclohexyl formate, formate of 4-. -butylcyclohex ilo, decahydro-β-naphthyl formate, menthyl formate, p-menthanyl formate, neryl formate, cinnamyl formate, ethyl acetate, butyl acetate, isoamyl acetate, hexyl acetate, 3,5,5-trimethylhexyl acetate, geranyl acetate, citronellyl acetate, phenylethyl acetate, phenoxyethyl acetate, trans-2-hexenyl acetate, c / s-3-hexenyl acetate, acetate of c / s-6-nonenyl, 9-decenyl acetate, 3-methyl-5-phenylpentanyl acetate, 6-methyl-heptan-2-yl acetate, 4- (2,2,6-trimethyl) acetate 2-cyclohexen-1-yl) -3-buten-2-yl, 3-methyl-5- (2,2,3-trimethyl-3-cyclopenten-1-yl) -4-penten- acetate 2-yl, decahydro-β-naphthyl acetate, menthyl acetate, benzyl acetate, 4-isopropylcyclohexylethyl-2-yl acetate, 6,8-dimethylnonan-2-yl acetate, 1-phenylethyl acetate, acetate of 4-isopropy-cyclohexylmethyl, linalyl acetate, lavandulyl acetate, citronellyl acetate, a-terpinyl acetate, nopyl acetate, isobornyl acetate, bornyl acetate, isobomyl acetate, guayyl acetate, 2-fer acetate -butylcyclohexyl, 4-y-butyl-cyclohexyl acetate, decahydro-β-naphthyl acetate, menthyl acetate, p-mentanyl acetate, neryl acetate, cyanamyl acetate, ethyl propionate, ethyl butyrate, butyl butyrate, isoamyl butyrate, hexyl butyrate, c / s-3-hexenyl butyrate, c / s butyrate 3-Hexenyl, ethyl sovalerate, 2-methyl butyrate, ethyl hexanoate, 2-propenyl hexanoate, ethyl heptanoate, 2-propenyl heptanoate, ethyl octanoate, 2-α-ans-4-c / ethyl-decadenedioate, methyl noninoate, benzyl propionate, benzyl isovalerate, phenylethyl isobutyrate, phenylethyl isovalerate, a, a-dimethylphenylethyl butyrate, methyl benzoate, hexyl benzoate, benzyl benzoate, ethyl phenylacetate, geranyl phenylacetate, 1-phenylethyl phenylacetate, methyl cinnamate, benzyl cinnamate, phenylethyl cinnamate, geranyl propionate, geranyl isobutyrate, geranyl isovalerate, linalyl propionate, linalyl butyrate, linalyl isobutyrate, citronellyl propionate, citronellyl isobutyrate, isovalerate of ci tronellil, citronellyl tiglato, allyl 3-cyclohexylpropionate, methyl dihydrojasmonate, methyl 2-hexyl-3-oxocyclopentanecarboxylate and mixtures thereof. Non-limiting examples of the aldehydes that are released by the co-pro-fragrances of the present invention include phenylacetaldehyde, p-methyl phenylacetaldehyde, p-isopropyl phenylacetaldehyde, methylnonyl acetaldehyde, phenylpropanal, 3- (4-t-butylphenyl) -2 -methyl propanal (Lilial), 3- (4-t-butylphenyl) -propanal (Bourgeonal), 3- (4-methoxyphenyl) -2-methylpropanal (Cantoxal), 3- (4-isopropylphenyl) -2-methylpropanal ( Cimal), 3- (3,4-methylenedioxyphenyl) -2-methylpropanal (Helional), 3- (4-ethylphenyl) -2,3-dimethylpropanal (Floralozone), phenylbutanal, 3-methyl-5-phenylpentanal, hexanal, frans -2-hexenal, c / s-hex-3-enal, heptanal, c / s-4-heptenal, 2-ethyl-2-heptenal, 2,6-dimethyl-5-heptenal (Melonal), 2,4- heptadienal, octanal, 2-octenal, 3,7-dimethyloctanal, 3,7-dimethyl-2,6-octadien-1-al, 3,7-dimethyl-1, 6-octadien-3-al, 3,7- dimethyl-6-octenal, 3,7-dimethyl-7-hydroxyoctane-1-al, nonanal, 6-nonenal, 2,4-nonadienal, 2,6-nonadienal, decanal, 2-methyl decanal, 4-decenal, 9 -Decenal, 2,4-decadienal, undecanai , 2-methyldecanal, 2-methylundecanal, 2,6,10-trimethyl-9-undecenal (Adoxal), undec-10-enyl aldehyde, undec-8-enanal, dodecanal, tridecanal, tetradecanal, anisaldehyde, bourgenonal, cinnamic aldehyde, a-amylcinnamaldehyde, a-hexyl cinnamaldehyde, methoxy cinnamaldehyde, citronellal, hydroxycinronellal, isociclocitral, citronellyl oxyacet-aldehyde, cortexaldehyde, cumin aldehyde, cyclamen aldehyde, florhidral, heliotropin, hydrotropic aldehyde, lilial, vanillin, ethyl vanillin, benzaldehyde, p -methyl benzaldehyde, 3,4-dimethoxybenzaldehyde, 3- and 4- (4-hydroxy-4-methyl-pentyl) -3-cyclohexen-1-carboxaldehyde (Liral), 2,4-dimethyl-3-cyclohexen-1 - carboxaldehyde (Triplal), 1-methyl-3- (4-methylpentyl) -3-cyclohexencarboxaldehyde (Vemaldehyde), p-methylphenoxyacetaldehyde (Xi aldehyde) and mixtures thereof. Non-limiting examples of ketones that are released by the co-profragances of the present invention include a-damascone, ß-damascone, d-damascone, ß-damascenone, muscone, 6,7-dihydro-1,1, 2,3,3-pentamethyl-4 (5H) -indanone (cashmeran), c / s-jasmona, dihydrojasmone , alpha-ionone, b-ionone, dihydro-b-ionone, g-methyl ionone, a- / so-methyl ionone, 4- (3,4-methylenedioxyphenyl) butan-2-one, 4- (4-hydroxyphenyl) butan-2-one, methyl b-naphthyl ketone, methyl cedryl ketone, 6-acetyl-1,1, 2,4,4, 7-hexamethyltetraline (tonalid), / -carvone, 5-cyclohexadecen-1-one, acetophenone, decatone , 2- [2- (4-methyl-3-dichlohexenyl-1-yl) propyl] cyclopentan-2-one, 2-sec-butylcyclohexanone, b-dihydroionone, allyl ionone, a-irone, a-ketone, a- irisone, acetanisol, geranyl acetone, 1- (2-methyl-5-isopropyl-2-cyclohexenyl) -1-propanone, acetyl diisoamylene, methyl cyclocitron, 4-t-pentyl cyclohexanone, pt-butylcyclohexanone, o-butylcyclohexanone, ethylamyl ketone, ethylpentyl ketone, menthone, methyl-7,3-dihydro-2H-1, 5-benzodioxepin-3-one, fenone and mixtures thereof.

Fragrance release half-life Tertiary alcohol release propounds, as well as other co-profragances useful in the fragrance delivery systems of the present invention, are hydrolyzed after contact with human skin to release fragrance raw material. However, to meet the formulator's needs, co-profragances must release their perfume ingredients at a rate that is useful to provide a level of sustainable fragrance. The task of measuring the rate of release of co-profragances in human skin is problematic and prone to variations. Therefore, it has been surprisingly discovered that the co-proforgances can be evaluated in a manner that does not involve their contact with human skin, a method that directly indicates their suitability for use as co-profragancies of tertiary alcohol release. This method is also applicable to all pro-properfumes suitable for use in the fragrance delivery systems of the present invention. For the purposes of the present invention, co-pro-fragrances having a "fragrance release half-life" of less than or equal to 12 hours when measured in pH regulator of NaH2PO4 at pH 2.5 and greater than or equal to 0.1 hours when measured in pH regulator from NaH2P4 to pH3.3, they are suitable as tertiary alcohol-releasing orthoesters or as co-proforgances useful in the fragrance delivery systems of the present invention. The "fragrance release half-life" is defined herein as follows. The co-profragancias supply their corresponding mixture of fragrance raw material or pro-fragrances according to the equation: Co-profragancia - Profragancia where the profragancy that is released, can in some cases comprise a single raw material of fragrance, but preferably it is a binary profragance or a profragance of multiple fragrance raw material. The speed at which profragance is released is defined by the formula: Speed = K [Co-profragance] and can also be expressed by the formula: -drCo-profraqancial = k [Co-profraganc¡a dt where k is the rate constant of release and [co-profragance] is the concentration of co-profragance. For the purposes of the present invention the "fragrance release half-life", t | / 2, is related to the rate constant of release by the formula: and this relation is used for the purposes of the present invention to determine the "average fragrance release life" (FRHL). Due to the hydrophobic nature of some co-profragances, it is necessary to carry out the determination of t? / 2 and k in a 90/10 mixture of dioxane / water pH regulated with phosphate. An example of the method used to measure the suitability of a co-profragance for use in the fragrance delivery systems at pH 2.5 is as follows. The pH-regulated water with phosphate is prepared by mixing 3.95 mL of 85% phosphoric acid (H3PO4) and 24 g of sodium acid phosphate (NaH2P04) with one liter of water. The pH of this solution is approximately 2.5. Then 10 mL of the phosphate pH regulator is mixed with 90 mL of dioxane and the co-profragancy that will be analyzed is added. The hydrolysis kinetics is then monitored by conventional HPLC at 30 ° C. The bis (n-pentyl) dihydromyrcenyl orthoformate orthoester has a half-life of fragrance release, measured at pH 5.3 under the conditions described above, of about 1.3 hours, and is, therefore, a suitable orthoester for supplying the dihydromyrcenol of tertiary alcohol and for use in the fragrance delivery systems of the present invention.

EXAMPLE 1 Bis-phenylethyl) mono-dihydromyrcenol ortho-formate Tris (phenylethyl) ortoformate (1 equivalent), dihydromyrcenol (3 equivalents) and an acid catalyst [eg, 2,4,6-trimethylbenzoic acid, 2,6-dichlorobenzoic acid or tetrabutylammonium acid sulfate, 1-2% molar], are stirred under high vacuum (<0.25 mm Hg) at 40 ° C for 5 days. The reaction mixture is then diluted with 2 volumes of ether, washed with a saturated sodium carbonate solution, dried, evaporated and subjected to vapor chromatography to give analytically pure bis (phenylethyl) mono (dihydromyrcenol) orthoformate. . The following is an example of the fragrance delivery system of the present invention.

EXAMPLE 2 1. Ortoformate of bis (phenylethi) mono (dihydromyrcenol) 2. Sufficient to provide 1 millimolar of reserve alkalinity of potassium carbonate. 3. Ethanol vehicle that contains less than 1% water. 4. Base, intermediate and top notes for fragrance raw material including polyethylene glycol as vehicle and anhydrous ethanol as a diluent.

. Diethyl phthalate as a fixative. 6. Anhydrous ethanol.

Claims (10)

NOVELTY OF THE INVENTION CLAIMS

1. - A co-profragancia that has the formula: XR1 I 9 R- C-XR2 OR3 wherein X is oxygen, sulfur, nitrogen and mixtures thereof; each R1, R2 and R3 is independently C1-C20 linear alkyl, C3-C20 branched alkyl, C3-C20 cyclic alkyl, C-C20 branched cyclic alkyl, C3-C20 linear alkenyl, branched C4-C20 alkenyl , C3-C2 cyclic alkenyl, C4-C20 branched cyclic alkenyl, C6-C2o aryl, C6-C2o alkylenearyl, C6-C20 alkyleneoxyalkyl, substituted or unsubstituted C6-C20 alkyleneoxyaryl, and mixtures thereof; or any two of R1, R2 or R3 can be taken together to form a ring having 5 to 8 carbon atoms, said ring is further optionally substituted by one or more C1-C22 alkyl units, C1-C22 alkenyl, aryl of C6-Ci2, C6-C22 alkylearyl and mixtures thereof; R is hydrogen, C1-C20 linear alkyl, branched C3-C20 alkyl, C3-C20 cyclic alkyl, branched cyclic alkyl of C4-C20, linear alkenyl of C3-C20, branched alkenyl of C3-C or > C3-C20 cyclic alkenyl, C4-C20 branched cyclic alkenyl, C6-C2o aryl, C6-C2o alkylearyl, C6-C2alkylenenoxyalkyl, C6-C2o alkyleneoxyaryl, substituted or unsubstituted, and mixtures thereof; or any of R1, R2 or R3 can be taken together with R to form a ring having 5 to 8 carbon atoms, said ring is further optionally substituted by one or more C? -C2 alkyl units > C1-C22 alkenyl, C6-C12 aryl, C6-C22 alkylenearyl and mixtures thereof; provided that at least one of the units R1, R2 or R3 is derived from an alcohol of teat fragrance raw material and said co-profragance has a half-life of release of more than or equal to 0.1 hours at pH 5.3 and less than or equal to 12 hours at pH 2.5 when said half-life of fragrance release is measured in a pH regulator of NaH2PO4 at said pH.

2. A compound according to claim 1, further characterized in that each R1, R2 and R3 is independently C1-C12 linear alkyl, C3-C2 branched alkyl, C3-C2 cyclic alkyl, alkyl branched cyclic of C4-C? 2) linear alkenyl of C3-C-? 2, branched alkenyl of C4-C? 2, cyclic alkenyl of C3-C-? 2, branched cyclic alkenyl of C4-C12 and mixtures thereof .

3. The compound according to claim 1 or 2, further characterized in that at least one of R1, R2 or R3 is linalyl, tetrahydrolinallyl, ethyl linalyl, dihydromyrcenyl and mixtures thereof.

4. The compound according to any of claims 1-3, further characterized in that said co-profragance is capable of releasing a tertiary alcohol selected from the group consisting of linalool, tetrahydrolinalool, ethyl linalool, dihydromyrcenol and mixtures thereof.

5. A fragrance supply system comprising: a) at least one co-profragance that has the formula: OR1 R-C-OR2 OR3 wherein at least one alkoxy unit -OR1, -OR2 and -OR3 is derived from a fragrance raw material which is a tertiary alcohol, R is independently hydrogen, C1-C20 linear alkyl, C3-C20 branched alkyl, alkyl cyclic of C3-C20, branched cyclic alkyl of C4-C20, linear alkenyl of C3-C20, branched alkenyl of C4-C20, cyclic alkenyl of C6-C20, branched cyclic alkenyl of C6-C20, aryl of C6-C20. C6-C2o alkylenearyl, C6-C2alkylenenoxyalkyl, C6-C2o alkyleneoxyary, substituted or unsubstituted, and mixtures thereof; provided that said co-profragancy has a half-life of release of more than or equal to 0.1 hours at pH 5.3 and less than or equal to 12 hours at pH 2.5 when said half-life of fragrance release is measured at a regulator. of pH of NaH2PO4 at said pH; and b) the rest are one or more co-profragances.

6. The composition according to claim 5, further characterized in that said co-profragancy of b): is formed of at least one fragrance raw material having a molecular weight of more than or equal to 100 g / mol; b) has a molecular weight of more than or equal to 300 g / mol; c) has a molecular weight at least twice as large as the lowest molecular weight fragrance feedstock comprising said co-profragance and d) has a fragrance release half-life of greater than or equal to 0.1 hours at pH 5.3 and less than or equal to 12 hours at pH 2.5 when said half-life of fragrance release is measured in a pH regulator of NaH2PO4 at said pH.

7. A perfume or fine fragrance for application to human skin having increased fragrance longevity and comprising: a) from 0.1% to 99.9% by weight, of at least one co-profragance that releases a fragrance raw material of tertiary alcohol, provided that said co-profragance has a fragrance release half-life of more than or equal to 0.1 hours at pH 5.3 or less than or equal to 12 hours at pH 2.5 when said half-life of fragrance release is measured in a pH regulator of NaH2PO4 at said pH; b) from 0.1% to 99.9% by weight, of one or more fragrance raw materials and c) the rest are vehicles and adjunct ingredients.

8. The composition according to claim 7, further characterized in that at least one co-profragance that releases a fragrance raw material of tertiary alcohol is a co-profragancy of orthoester having the formula: OR 1 I 9 R- C- OR 2 OR 3 wherein each R 1, R 2 and R 3 is independently C 1 -C 20 linear alkyl, C 3 -C 20 branched alkyl, C 3 -C 2 cyclic alkyl, C 4 -C 20 branched cyclic alkyl, alkenyl linear C3-C20, branched alkenyl of C4-C20, cyclic alkenyl of C3-C20, branched cyclic alkenyl of C4-C20, aryl of C6-C20, alkylearyl of C6-C20. C6-C20 alkylenoxyalkyl, substituted or unsubstituted C6-C2alkylenenoxyaryl, and mixtures thereof; R is hydrogen, C1-C20 linear alkyl. C3-C20 branched alkyl, C3-C20 cyclic alkyl. branched cyclic alkyl of C4-C20, linear alkenyl of C3-C2o > branched C3-C20 alkenyl, C3-C20 cyclic alkenyl, C4-C20 branched cyclic alkenyl, C6-C20 aryl, C6-C20 alkylearyl, C6-C20 alkyleneoxyalkyl. C6-C20 alkyleneoxyaryl, substituted or unsubstituted, and mixtures thereof.

9. The composition according to claim 7 or 8, further characterized in that the co-profragance a) is capable of releasing a tertiary alcohol selected from the group consisting of linalool, tetrahydrolinalool, ethyl linalool, dihydromyrcenol, and mixtures thereof .

10. The composition according to any of claims 7-9, further comprising a quantity of reserve alkalinity equal to at least 0.001 molar NaOH.