DE19750706A1 - Fragrant, non-volatile, polymeric siloxanes - Google Patents

Abstract

High molecular weight polydiorganosiloxane compounds of the general formula: M a M' a' D b D' b' T c T' c' Q d Q' d' where one or more of the organo substituents of the polymer is a radical derived from a fragrant alcohol impart desirable fragrant properties to silicone compositions used in cosmetics and other products where a long lasting slow release fragrance is desired when the fragrant radical is susceptible to hydrolysis releasing a fragrant alcohol. The alcohols exemplified are phenethyl alcohol, decyl alcohol and 2,4-dimethyl-8-nonyl alcohol.

Description

Field of the Invention

The present invention does not relate to volatile, oligomeric or polymeric siloxanes that are linear, can be branched or networked and are suitable for use in a variety of applications finally personal care formulations, household products ten, automotive, textile and molding materials where chemically modified the non-volatile, polymeric siloxane has been used to hydrate a scented molecule admit. The present invention further relates to those molecules at which the rate of release of the scent the molecule is sufficiently small so that with the modifi graced, polymeric, non-volatile siloxane Products a desired fragrance for a long period of time ben.

Background of the Invention

The slow, continued release of a fragrant mo leküls is a very he with many personal care products desired feature. A number of funds have been proposed  hit and run to achieve that goal. To these means include dissolving or suspending tender compounds in personal care emulsions (US-PS 5,525,588; 5,525,555; 5,490,982 and 5,372,806), the cap a fragrant compound (U.S. Patent 5,500,223; 5,324,444; 5,185,155; 5,176,903 and 5,130,171), the resolution a fragrant compound in a hydrophobic phase, such as a silicone (U.S. Patent 5,449,912; 5,160,494 and 5,234,689), incorporating a fragrant compound into cross-linked polymers (U.S. Patent Nos. 5,387,622 and 5,387,411) that Incorporation of fragrant compounds in permeable laminates (U.S. Patents 5,071,704 and 5,008,115), incorporating fragrant Compounds in matrices that expand at body temperature chen (US Pat. No. 4,908,208), incorporating a fragrant compound rate regulating membranes (US Pat. No. 4,445,641) and the production of derivatives from silanes and fragrant Al alcohols to form alkoxysilanes (US Pat. No. 4,524,018 and 4,500,725). All of these solutions suffer from one or more of the following problems: 1) The material is in one Personal care formulation is not stable, 2) the material is not easy or convenient to manufacture or 3) the material does not give the fragrant compound in a slow and permanent way.

Summary of the invention

A non-volatile silicone of the formula is now disclosed:

M _a M '_a' D _b D '_b' T ' _c ' T _{c '} Q _d

wherein M and M 'have the formula R ¹ R ² R ³ SiO _1/2 ; D and D 'have the formula R ⁴ R ⁵ SiO _2/2 ; T and T 'have the formula R ⁶ SiO _3/2 and Q has the formula SiO _4/2 , wherein R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ^{6 are} each independently selected for each M, M ¹ , D, D ', T and T' from the group of monovalent alkyl or alkoxy radicals having 1 to 40 carbon atoms and monovalent aryl or aryloxy radicals having 1 to 40 carbon atoms with the restriction that at least one of R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ^{6 is} an alkyloxy or aryloxy radical which forms a fragrant alcohol upon hydrolysis of the silicone, the subscripts a or a 'being positive, and one or more of the subscript b, b ', c, c' or d are positive. This non-volatile silicone undergoes slow hydrolysis under most conditions of use, causing the silicone to release a fragrant alcohol upon hydrolysis. This gives many different useful compositions, such as cosmetics and household products, a desirable smell.

The compositions of the present invention further provide for the fragrance-releasing silicone to have one or more substituents R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ⁶ , each substituent being independently selected, and a fragrant alcohol which results from the hydrolysis of the silicone, is selected from the group consisting of 2-methylbutanol, 3-pentanol, n-pentanol, 2-pentanol, n-hexanol, 2-methylpentanol, 1-decanol, 2 (4) -5 , 5,6-Trimethylbicyclo- [2,2,1] hept-2-yl) cyclohexan-1 (Sandela), 6, 8-dimethyl-2-no nanol (nonadyl), 2,6-dimethylheptan-2-ol (Dimetol), thymol, 1-heptanol, menthol, eugenol, vanillan, o-vanillan, 4- (p-hydroxyphenyl) -2-butanone, syringa aldehyde, prenol, cis-3-he xanol, trans-3-hexanol, cis-4-heptenol, trans-2-octenol, trans-2-cis-6-nonadienol, geraniol, nerol ebanol, citro nellol, crotyl alcohol, oleyl alcohol, linalool, α-terpineol, β-phenetyl alcohol, cinnamon alcohol, benzyl alcohol, α- Methylbenzyl alcohol, nonyl alcohol, 1-octanol, 3-octanol, phen ethyl salicylate, hydrocinnamyl alcohol, cis-6-non-1-ol, trans-2-noen-1-ol, methyl salicylate, cis-3-octenol, anisyl alcohol, carvacrol, dihydrocarveol, benzyl salicylate, tetrahydrogera niol, ethyl salanililylylate, ethyl salonylilylylate, ethyl salonylilylylate, ethyl salonylilylylate, ethyl salonylilylylate, ethyl salonylilylylate, ethyl salonylilylylate, ethyl salonylilylylate, ethyl salonylilylylate, ethyl salylilylylate, ethyl salonylilylylate, ethyl salonylilylylate, ethyl salonylilylylate, ethyl salonylilylylate, ethyl salicylic acid, , Isopulegol, lauryl alcohol, tetrahydrolinalcol and 2-phenoxyethanol.

Detailed description of the invention

A silicone oligomer, polymer or copolymer that is non-volatile is substituted with alkoxysilane groups that are hydrolyzable and release a fragrant alcohol upon hydrolysis. A material of the general formula is thus created:

M _a D _b T _c Q _d

wherein the subscript a is a positive number and the subscripts b, c and d are zero or positive numbers, with the restriction that one of b, c and d is not zero, where M = R ¹ R ² R ³ SiO _{1 / 2} ; D = R ⁴ R ⁵ SiO _2/2 ; T = R ⁶ SiO _3/2 and Q = SiO _4/2 , wherein R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ^{6 are} each independently selected for each M, D and T from the group of monovalent alkyl - Or alkoxy radicals with 1 to 40 carbon atoms and monovalent aryl or aryloxy radicals with 1 to 40 carbon atoms, with the restriction that at least one of R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ^{6 is} a Is alkyloxy or aryloxy radical, which forms a fragrant alcohol in the hydrolysis of the siloxane. By "non-volatile" the applicant means that the oligomer, polymer or copolymer has a molecular weight greater than about 250 to about 300,000, preferably from about 500 to about 100,000, and more preferably from about 750 to about 20,000, and most preferably from about Must have 1000 to about 10,000. Since it is known that the molecular weight and the viscosity of silicone compounds correlate reasonably well, the viscosity of these compounds is thus in the range from about 2 to about 600,000 mm ² / s (centistokes) at 25 ° C., preferably from about 4 to about 60,000 mm ² / s (centistokes) at 25 ° C, more preferably from about 5 to about 750 mm ² / s (centistokes) at 25 ° C and most preferably from about 10 to about 250 mm ² / s s (centistokes) at 25 ° C. Since the compounds of the present invention can be copolymers, more than one M, D or T group is encompassed by the general formula above, namely

M _a M '_a' D _b D '_b' T _c T '_c' Q _d

where the formula for M ', D' and T 'of the above general Definition corresponds to, but are the corresponding R groups pen different. In the case of linear copolymers, the subscripts a or a 'and b or b' not equal be zero and positive to produce a copolymer. For branched materials must be different from c, c 'or d be zero and positive. Higher order copolymers and ver branched materials are also possible. Closes the spec fish formula that describes a fragrant silicone, either of the T or Q groups, then there are non-linear ones Molecules with the result that a scented gel or elasto  mer results. The applicant points out that for specific molecules the values of the subscript ben are integral and positive when the subscript Letters take non-zero values, and if the preparations are complex mixtures of oligomeric or polymeric materials, then the values of subscript not necessarily integral, although they will be positive if they are not zero.

The compounds of the present invention:
(R ¹ R ² R ³ SiO _1/2 ) _a (R ⁴ R ⁵ SiO _2/2 ) _b (R ⁶ SiO _3/2 ) _c Q _d must therefore be subjected to one of the following three hydrolysis reactions:

(R ¹ R ² R ³ SiO _1/2 ) _a (R ⁴ R ⁵ SiO _2/2 ) _b (R ⁶ SiO _3/2 ) _c Q _d + H ₂ O → (HOR ² R ³ SiO _{1/2) a} (R ⁴ R ⁵ SiO _2/2 ) _b (R ⁶ SiO _3/2 ) _c Q _d + R ¹ OH (1)

(R ¹ R ² R ³ SiO _1/2 ) _a (R ⁴ R ⁵ SiO _2/2 ) _b (R ⁶ SiO _3/2 ) _c Q _d + H ₂ O → (R ¹ R ² R ³ SiO _{1 / 2} ) _a (HOR ⁵ SiO _2/2 ) _b (R ⁶ SiO _3/2 ) _c Q _d + R ⁴ OH (2)

(R ¹ R ² R ³ SiO _1/2 ) _a (R ⁴ R ⁵ SiO _2/2 ) _b (R ⁶ SiO _3/2 ) _c Q _d + H ₂ O → (R ¹ R ² R ³ SiO _{1 / 2} ) _a (R ⁴ R ⁵ SiO _2/2 ) _b (HOSiO _3/2 ) _c Q _d + R ⁶ OH (3)

where R ¹ OH, R ⁴ OH and R ⁶ OH are fragrant alcohols which are designated FragOH, the abbreviation "Frag" denotes a fragrant structure grouping, ie a fragrant, monovalent, organic radical. It should also be noted that that the specific radicals R have only been selected for the purpose of illustrating the three hydrolysis reactions and are only examples which are not intended to mean any restriction. It should therefore be clear that while the limiting condition is that one of R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ^{6 is} a fragrant alkyloxy or aryloxy moiety, more than one of R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ^{6 can be} a fragrant group or mixtures thereof.

The connections of the present invention are conveniently made through a variety of routes as indicated below. The fragrant alcohol can react with an alkoxy precursor, a chlorosilane, a silica, a silanol, a silyl vinyl ether, a silyl ketoxime, a silazane or a cyclic siloxane.
"Si" -OR + Frag-OH → "Si" -Ofrag
"Si" -Cl + Frag-OH → "Si" -Ofrag
"Si" -OOCR + Frag-OH → "Si" -Ofrag
"Si" -OH + Frag-OH → "Si" -Ofrag
"Si" -O-CH = CH-R + Frag-OH → "Si" -OFrag
"Si" -ON = CR ₂ + Frag-OH → "Si" -Ofrag
"Si" -NR ₂ + Frag-OH → "Si" -Ofrag
"Si" -O (cyclic) + Frag-OH → "Si" -OFrag,
where "Si" denotes a general silicone group and Frag denotes a fragrance-imparting organic residue.

The compounds of the present invention were prepared by the base-catalyzed equilibration of alkoxy precursor compounds in the presence of the particular fragrant alcohol selected. The synthetic reaction is therefore carried out by alkoxy exchange conditions, which preferably remove the reaction product with the non-fragrant alcohol from the reaction mixture. This synthesis reaction is actually the reverse of the hydrolysis reactions 1), 2) and 3), which are carried out in the presence of a suitable catalyst. Since the compounds of the present invention are hydrolyzable, it is preferred that the synthesis conditions be as anhydrous as possible in order to minimize premature hydrolysis of the fragrant silicone thus produced. While the base-catalyzed alkoxy or aryloxy exchange is a means of making the fragrant compounds of the present invention, other synthetic techniques known in the art can be used as long as special care is taken to prevent premature hydrolysis of the resul avoiding scent-releasing oligomers, polymers or copolymers. The fragrant alcohol can thus, for. B., with an alkylalkoxysilane, an arylalkoxysilane, an alkylaryloxysilane or an arylaryloxysilane in the presence of base to produce a silane in which the alkyloxy or aryloxy groups are the fragrant groups. These compounds are then reacted in the presence of a cyclic siloxane or a mixture thereof with a suitable polymerization catalyst to produce the functional scented silicones of the present invention. For example with a fragrant alcohol R ³ OH:

R ¹ ₂ Si (OR ² ) ₂ + 2R ³ OH → R ¹ ₂ Si (OR ³ ) ₂ + 2R ² OH (4)

R ¹ ₂ Si (OR ³ ) ₂ + R ⁴ R ⁵ (SiO _2/2 ) _{3, 4 or 5} → catalyst (R ¹ ₂ (OR ³ ) SiO _3/2 ) (R ⁴ R ⁵ SiO _2/2 ) _b (R ⁴ R ⁵ (OR ³ ) SiO _3/2 ) (5).

It should be noted that in this reaction scheme one of the D groups of the cyclic compound is converted into another M group, the R groups originally found on D now being R groups on M '(this explains the use of R ⁴ and R ⁵ in a formula for M in contrast to the definitions given above).

The exchange reaction for the preparation of the compounds of the present invention is carried out in the presence of a fragrant alcohol R ¹ OH, R ⁴ OH, R ⁶ OH or mixtures thereof or silane derivatives of the fragrant alcohol. With reference to the products of reactions 1), 2) and 3), the fragrant alcohol (s) R ¹ OH R ⁴ OH and R ⁶ OH or mixtures thereof or silane derivatives thereof become (m) Silicon alkoxy end groups or alkoxy on the chain are added and reacted in the presence of a catalyst, preferably either an acidic of the basic catalyst. The acidic catalysts can be selected from trifluoroacetic acid, trifluoroacetic acid / sodium acetate, p-toluenesulfonic acid, HCl, acetic acid and acid-washed clay, but they are not limited to this. The basic catalyst can be selected from the group consisting of sodium hydroxide, sodium siloate, potassium hydroxide, potassium silanolate, tetrabutylammonium ydroxide, tetrabutylammonium silanolate, tetramethylammonium ydroxide, tetramethylammonium silanolate, tetrabutylphospho bismium bisoxidate range and tetrabutylphosphate bisalium hydroxide range and tetrabutylphosphate bisalonium hydroxide range and tetrabutylphosphate bismium bisoxidate range 150 and tetrabutylphospho bisumonium fluoride in the range of tetrabutylphosphonium from about 30% about 40 to about 140 ° C, more preferably from about 50 to about 130 ° C, and most preferably from about 60 to about 120 ° C.

The fragrant alcohols R ¹ OH, R ⁴ OH and R ⁶ OH or mixtures thereof are selected from those alcohols which have a desired fragrance. More particularly, the fragrant alcohols can be selected from the group consisting of 2-methylbutanol, 3-pentanol, n-pentanol, 2-pentanol, n-hexanol, 2-methylpentanol, 1-decanol, 2 (4) -5 , 5,6-tri methylbicyclo [2,2,1] hept-2-yl) cyclohexan-1 (Sandela), 6,8-dimethyl-2-nonanol (nonadyl), 2,6-dimethylheptan-2-ol ( Dimetol), thymol, 1-heptanol, menthol, eugenol, vanillan, o-vanillan, 4- (p-hydroxyphenyl) -2-butanone, syringa aldehyde, prenol, cis-3-hexanol, trans-3-hexanol, cis-4 -Heptenol, trans-2-octenol, trans-2-cis-6-nonadienol, geraniol, nerol, ebanol, citronellol, crotyl alcohol, oleyl alcohol, linalool, α-terpineol, β-phenetyl alcohol, cinnamon alcohol, benzyl alcohol, α-methylbenzyl alcohol, nonyl alcohol , 1-octanol, 3-octanol, phenethyl salicylate, hydrocinnamic alcohol, cis-6-non-1-ol, trans-2-non-1-ol, methyl salicylate, cis-3-octenol, anisyl alcohol, carvacrol, dihydrocarveol, benzyl salicylate, Tetra hydrogeraniol, ethyl salicylate, ethyl vaniline, isoeugenol, isopulegol, lauryl alcohol, tetrah ydrolinalool and 2-phen oxyethanol.

The fragrance-releasing compounds of the present Er are particularly suitable for incorporation into the body care products to make the products a desired, long lend lasting fragrance. Suitable uses include deodorants, antiperspirants, skin creams, ge face creams, hair care products such as shampoos, foams, Hairdressing gels, protective creams, shaving creams, after shaves, eau de cologne, color cosmetics such as lipsticks, basic creams or foundations, redness, makeup and eyelash or Eyebrow ink and other cosmetic formulations a, in which silicone components have been added, and where it is desirable to give a fragrance. The Incorporation of small amounts of the compositions of the above lying invention in fragrance products, such as aftershave, eau de cologne, toilet water and perfumes, can do this pro products with a desired, long-lasting fragrance. Further, the silicones of the present invention can be found in other products are incorporated where it is wishes is an unpleasant smell with a pleasing Mask fragrance, e.g. B. Household cleaning products, such as  Waxes and polishes, automotive cleaning products, such as Waxes and polishes, detergents, paints, varnishes and similar, with the restriction that the silicone of the before lying invention with the product in which it is incorporated is compatible, or is made compatible can.

Experimental Production of dimethylbis (2-phenethyloxy) silane

In a 100 ml three-necked round bottom flask equipped with a magnetic stir bar, thermometer, cooler and Nitrogen inlet, 10.0 g of dimethyldimethoxysilane (0.083 moles), 10.16 g phenethyl alcohol (0.083 moles) and 5 mg Potassium hydroxide filled. The reaction mixture became 17th Stirred for hours, followed by heating to 80 ° C and stripping at 95 ° C and about 1900 Pa (15 mmHg) total pressure, whereby 12.6 g of product were obtained, which after the Analysis by gas chromatography was 96% pure.

Preparation of poly having phenethyloxy end groups dimethylsiloxane

70.0 g of octamethyltetrasiloxane, 1.0 g of dimethylbis- (2-phenethyloxy) silane (as prepared above) and 0.7 g of potassium silanolate were placed in a 250 ml three-necked round bottom flask equipped with a mechanical stirrer, a thermometer, a cooler and a nitrogen inlet. The reaction mixture was heated to 150 ° C and allowed to react for 4 hours and then cooled to 50 ° C. Then 40 µl of glacial acetic acid was added and the mixture was stirred for a further 30 minutes, after which the mixture was obtained and filtered through Celite ^™ . The resulting product mixture contained about 13% by weight of the starting cyclic tetramer and a polymeric product which had a weight average molecular weight of 38,250 and a number average molecular weight of 14,500.

Production of dimethyldecyloxysilane

In a 100 ml three-necked round bottom flask equipped with a magnetic stir bar, a thermometer, a cool and a nitrogen inlet, 7.55 g of dimethyl was filled  dimethoxysilane (0.062 moles), 20.0 g decyl alcohol (0.13 mo le) and 15 mg of potassium hydroxide. The mixture was pe periodically applying a low vacuum for removal of the by-product methanol heated to 80 ° C. After graduation the reaction obtained by analysis using gas chromatography was determined, the mixture was at 10 to 110 ° C and 1330 to about 1600 Pa (10 to 12 mmHg) total pressure strips to give 7.1 g of a product which was 85% pure according to gas chromatography. The product was decolorized by treatment with a decolorizing activated carbon.

Production of decyloxy end groups Polydimethylsiloxane

70.0 g of octamethyltetrasiloxane, 7.1 g of dimethyldecyloxysilane and 0.77 g of potassium silanolate were combined in a 250 ml three-necked round bottom flask equipped with a mechanical stirrer, a thermometer, a condenser and a nitrogen inlet. The reaction mixture was heated to 150 ° C and allowed to react for 4½ hours and then cooled to 50 ° C. Then 50 µl of glacial acetic acid was added and the mixture was stirred for a further 30 minutes, after which the mixture was collected and filtered through Celite ^™ . The resulting product mixture contained about 14 wt .-% of the cyclic starting tetramer and a polymer product with a weight average molecular weight of 8650 and a number average molecular weight of 4600.

Preparation of dimethylbis (2,4-dimethyl-8-nonoxy) silane

In a 100 ml three-necked round bottom flask equipped with a magnetic stir bar, a thermometer, a cool ler and a nitrogen inlet, 6.98 g of dimethyldi methoxysilane (0.058 moles), 20.0 g 2,4-dimethyl-8-hydroxy filled with nonane (0.116 moles) and 20 mg of potassium hydroxide. The Mixture was periodically applied to a small Vacuum to remove the by-product methanol at 70 ° C warmed up. At the end of the reaction by gaschromato graphic analysis was determined, the reactors were stripped Mixing at 90 ° C and about 700 Pa (6 mmHg) total pressure  and received 13.5 g of a product which according to Gaschromato graph was 78% pure. The product was treated discolored with decolorizing activated carbon.

Preparation of 2,4-dimethyl-8-nonoxy end groups containing polydimethylsiloxane

7.6 g of octamethyltetrasiloxane, 7.6 g of dimethylbis (2,4-dimethyl-8-nonoxy) silane and 0.77 g of potassium silanolate were placed in a 250 ml three-necked round bottom flask equipped with a mechanical stirrer, a thermometer, a Cooler and a nitrogen inlet, combined. The reaction mixture was heated to 150 ° C and allowed to react for 6 hours and then cooled to room temperature. 70 µl of glacial acetic acid were added and the mixture was stirred for a further 30 minutes, after which the mixture was collected and filtered through Celite ^™ . The resulting product mixture contained about 14% by weight of the cyclic starting tetramer and a polymeric product with a weight average molecular weight of 9200 and a number average molecular weight of 4900.

Hydrolysis of phenethyloxy end groups Polydimethylsiloxane

0.5 g of the polydi containing phenethyloxy end groups methylsiloxane (as prepared above) was dissolved in 1.3 g Te dissolved trahydrofuran, to which 100 ul water was added had been. The gas chromatographic analysis both before the reaction as well as after stirring for 18 hours at Umge Exercise conditions showed that the amount of Te trahydrofuran solution existing phenethyl alcohol of 0.3 Area percent had increased to 3.9 area percent.

Hydrolysis of decyloxy end groups Polydimethylsiloxane

0.21 g of polydi having decyloxy end groups methylsiloxane (as prepared above) was dissolved in 1.0 g Te dissolved trahydrofuran and then with 100 ul deionized Water and 20 µl glacial acetic acid. It was in periodi intervals and samples taken using gas chromatography  graph analyzed. The dispensing profile of the fragrant alcohol from the polymer is shown in Table 1.

Delivery profile for decyl alcohol from decyloxy end groups containing polydimethylsiloxane

Delivery profile for decyl alcohol from decyloxy end groups containing polydimethylsiloxane

These data show the slow release of a fragrant Alcohol by hydrolysis of a siloxane polymer that Condensation product of a fragrant alcohol as an end group pen.

Claims (10)

1. Non-volatile silicone of the formula:
M _a M '_a' D _b D '_b' T _c T '_c' Q _d
wherein M and M 'have the formula R ¹ R ² R ³ SiO _1/2 ; D and D 'have the formula R ⁴ R ⁵ SiO _2/2 ; T and T 'have the formula R ⁶ SiO _3/2 and Q has the formula SiO _4/2 , wherein R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ^{6 are} each independently selected for each M, M ', D, D', T and T 'from the group of monovalent alkyl or alkoxy radicals having 1 to 40 carbon atoms and monovalent aryl or aryloxy radicals having 1 to 40 carbon atoms with the restriction that at least one of R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ^{6 is} an alkyloxy or aryloxy radical which forms a fragrant alcohol upon hydrolysis of the silicone, the subscripts a or a 'being positive, and one or more of the subscript b, b 'c, c' or d are positive. 2. A silicone according to claim 1, wherein b or b 'is positive. 3. A silicone according to claim 2, wherein c, c 'and d are zero. 4. A silicone according to claim 2, wherein c or c 'is positive. 5. A silicone according to claim 2, wherein c or c 'and d posi are active. 6. A silicone according to claim 1, wherein b and b 'are zero. 7. A silicone according to claim 1, wherein one or more of R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ^{6 are} each independently selected, wherein a fragrant alcohol resulting from the hydrolysis of the silicone is selected is from the group consisting of 2-methylbutanol, 3-pentanol, n-pentanol, 2-pentanol, n-hexanol, 2-methylpentanol, 1-decanol, 2 (4) -5,5,6-trimethylbicyclo [2.2 , 1] hept-2-yl) cyclohexan-1 (Sandela), 6,8-dimethyl-2-nonanol (nonadyl), 2,6-dimethyl heptan-2-ol (dimetol), thymol, 1-heptanol, menthol , Eugeol, vanillan, o-vanillan, 4- (p-hydroxyphenyl) -2-butanone, syringa aldehyde, prenol, cis-3-hexanol, trans-3-hexanol, cis-4-heptenol, trans-2-octenol, trans-2-cis-6-nonadienol, geraniol, nerol, ebanol, citronellol, crotyl alcohol, oleyl alcohol, linalool, α-terpineol, β-phenetyl alcohol, cinnamon alcohol, benzyl alcohol, α-methylbenzyl alcohol, nonyl alcohol, 1-octanol, 3- Octanol, phenethyl salicylate, hydrocinnamic alcohol, cis-6-non-1-ol, trans-2-non-1-ol, methyl salicylate, cis- 3-octenol, Anisyl alcohol, carvacrol, dihydrocarveol, benzyl salicylate, tetrahydrogeraniol, ethyl salicylate, ethyl vanilin, isoeugenol, isopulegol, lauryl alcohol tetrahydrol nalool and 2-phenoxyethanol. 8. The silicone of claim 1, wherein the silicone is a mole ocular weight ranges from about 250 to about 300,000. 9. A cosmetic or personal care composition comprising a non-volatile silicone of the formula:
M _a M '_a' D _b D '_b' T _c T '_c' Q _d
wherein M and M 'have the formula R ¹ R ² R ³ SiO _1/2 ; D and D 'have the formula R ⁴ R ⁵ SiO _2/2 ; T and T 'have the formula R ⁶ SiO _3/2 and Q has the formula SiO _4/2 , wherein R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ^{6 are} each independently selected for each M, M ', D, D', T and T 'from the group of monovalent alkyl or alkoxy radicals having 1 to 40 carbon atoms and monovalent aryl or aryloxy radicals having 1 to 40 carbon atoms with the restriction that at least one of R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ^{6 is} an alkyloxy or aryloxy radical which forms a fragrant alcohol upon hydrolysis of the silicone, the subscripts a or a 'being positive, and one or more of the subscript b, b ', c, c' or d are positive. 10. A silicone composition comprising a non-volatile silicone of the formula:
M _a M '_a' D _b D '_b' T _c T '_c' Q _d
wherein M and M 'have the formula R ¹ R ² R ³ SiO _1/2 ; D and D 'have the formula R ⁴ R ⁵ SiO _2/2 ; T and T 'have the formula R ⁶ SiO _3/2 and Q has the formula SiO _4/2 , wherein R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ^{6 are} each independently selected for each M, M ', D, D', T and T 'from the group of monovalent alkyl or alkoxy radicals having 1 to 40 carbon atoms and monovalent aryl or aryloxy radicals having 1 to 40 carbon atoms with the restriction that at least one of R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ^{6 is} an alkyloxy or aryloxy radical which forms a fragrant alcohol upon hydrolysis of the silicone, the subscripts a or a 'being positive, and one or more of the subscript b, b ', c, c' or d are positive.