Vesicles for delayed delivery of fragrance their preparation and use thereof

Abstract

Disclosed is a multilamellar vesicle in the shape of a rotational body comprising two or more concentric lipid double layers and fragrance wherein the vesicle has a mean diameter between 100 and 800 nm, the lipid double layers comprise a) at least one surfactant having a HLB value of greater than 6, and b) an amphiphilic compound having a log P value of 1 or above, and wherein the vesicle comprises in addition to components a) and b) a fragrance having a log P value of 1 or above.

The fragrance is encapsulated in the vesicles. The encapsulated fragrance is stable during storage conditions and the vesicles have long-lasting fragrance release on use thereof. The vesicles may be used in cosmetic formulations or in laundry formulations.

Claims

1. A multilamellar vesicle in the shape of a rotational body comprising two or more concentric lipid double layers and at least one fragrance wherein the multilamellar vesicle has a mean diameter between 100 and 800 nm, wherein the lipid double layers comprise a) at least one surfactant having a HLB value of greater than 6, and b) an amphiphilic compound having a log P value of 1 or above, and wherein the at least one fragrance has a log P value of 1 or above.

2. The multilamellar vesicle according to claim 1, wherein the shape of the multilamellar vesicle is spherical, ellipsoidal or disk-like.

3. The multilamellar vesicle according to claim 2, wherein the mean diameter of the vesicle is between 100 and 500 nm and wherein the size distribution of the multilamellar vesicle is Gaussian having a standard deviation between of 10 and 90% of the mean diameter.

4. The multilamellar vesicle according to claim 3, wherein the mean diameter of the multilamellar vesicle is between 100 and 200 nm.

5. The multilamellar vesicle according to claim 1, wherein the multilamellar vesicle further comprises at least one co-surfactant as component c).

6. The multilamellar vesicle according to claim 1, wherein the multilamellar vesicle further comprises at least one wax as component d).

7. The multilamellar vesicle according to claim 5, wherein the multilamellar vesicle further comprises at least one wax as component d).

8. The multilamellar vesicle according to claim 1, wherein the multilamellar vesicle comprises components a), and b) wherein the packing parameter of the mixture of components a), and b) has a value of 0.5 or above.

9. The multilamellar vesicle according to claim 1, wherein component a) is a surfactant with packing parameter of 0.5 or more which is a nonionic, cationic, anionic or amphoteric surfactant or a mixture of those surfactants.

10. The multilamellar vesicle according to claim 9, wherein the nonionic surfactant is selected from the group consisting of polyoxyethylene sorbitan esters, polyoxyethylene sorbitol esters, polyoxyalkylene fatty alcohol ethers, polyoxyalkylene fatty acid esters, alkoxylated glycerides, polyoxyethylene methyl glucoside esters, alkyl polyglucosides, EO-PO blockpolymers and combinations of two or more thereof, or wherein the anionic surfactant is selected from the group consisting of sulfonates of alkylbenzenesulfonates, alkanesulfonates, olefinsulfonates, alkyl ether sulfates, alkyl sulfates, sulfosuccinates, alkyl phosphates, alkyl ether phosphates, protein fatty acid condensates, amino acid-based surfactants, isethionates, taurides, acyl lactylates, neutralized fatty acids and combinations of two or more thereof, or wherein the cationic surfactant is selected from the group consisting of esterquats, ditallow dimethyl ammonium chloride, C12/14 alkyl dimethyl benzyl ammonium chloride, alkyl dimethyl benzil ammonium chloride, cetyl trimethyl ammonium chloride, stearyl trimethyl ammonium chloride, behenyl trimethyl ammonium chloride, alkyl hydroxyethyl dimethyl ammonium chloride, distearyl dimethyl ammonium chloride, dihydrogenated tallow fatty alkyl dimethyl ammonium chloride and combinations of two or more thereof.

11. The multilamellar vesicle according to claim 1, wherein component b) is an ester of a fatty acid.

12. The multilamellar vesicle according to claim 5, wherein the co-surfactant is selected from the group consisting of sorbitan esters, citric esters, lactic esters, partial fatty acid glycerides, polyglycerides, glycerol esters, polyglycerol esters, sorbitol esters, fatty alcohols, propylene glycol esters, methyl glucoside ester, alkyl polyglucosides, sugar esters and combinations of two or more thereof.

13. The multilamellar vesicle according to claim 6, wherein component d) is a wax of the mono ester type.

14. The multilamellar vesicle according to claim 1, wherein the multilamellar vesicle further comprises at least one amphiphilic copolymer as component e).

15. The multilamellar vesicle according to claim 1, wherein the at least one fragrance has a log P value in the range between 1 and 10.

16. An aqueous composition comprising the multilamellar vesicle according to claim 1, and water, wherein the amount of the multilamellar vesicles is 0.1 to 60% by weight of the total amount of the composition.

17. The composition according to claim 16, wherein the amount of the multilamellar vesicle is 1 to 50% by weight of the total amount of the composition.

18. A method of manufacturing a multilamellar vesicle in the shape of a rotational body comprising two or more concentric lipid double layers and at least one fragrance wherein the multilamellar vesicle has a mean diameter between 100 and 800 nm, wherein the lipid double layers comprise a) at least one surfactant having a HLB value of greater than 6, and b) an amphiphilic compound having a log P value of 1 or above, and wherein at least one-fragrance has a log P value of 1 or above comprising the steps: i) feeding a composition A comprising at least one surfactant of component a) and water to a first inlet line of an emulsification device, ii) feeding a composition B comprising at least one amphiphilic compound of component b), fragrance and water to a second inlet line of an emulsification device, iii) combining compositions A and B in a turbulent mixing zone in the emulsification device, iv) transporting the mixed compositions within the emulsification device towards an outlet line, whereby laminar flow of the mixed components is established in the zone preceding the outlet line thereby the multilamellar vesicles are formed, and v) discharging the multilamellar vesicles via the outlet line form the emulsification device.

19. The method according to claim 18, wherein the multilamellar vesicles formed in the emulsification device are diluted with water by introducing the multilamellar vesicles into water which optionally contains additional surfactants into a separate device.

20. A cosmetic and hair care composition comprising the multilamellar vesicle according to claim 1.

21. A laundry composition, comprising the multilamellar vesicle according to claim 1.

22. A method for providing prolonged fragrance release by slow diffusion in a laundry, cosmetics or hair care product comprising the step of adding a multilamellar vesicle in the shape of a rotational body comprising two or more concentric lipid double layers and at least one fragrance wherein the multilamellar vesicle has a mean diameter between 100 and 800 nm, wherein the lipid double layers comprise a) at least one surfactant having a HLB value of greater than 6, and b) an amphiphilic compound having a log P value of 1 or above, and wherein at least one-fragrance has a log P value of 1 or above to the laundry, cosmetics and hair care product.

Description

EXAMPLES

Example 1

[0108] phase A: [0109] 2.5% b.wt. ethoxylated lauryl alcohol ethoxylation degree 23 (Brij L23) [0110] 2.5%) b.wt. ethoxylated stearyl alcohol ethoxylation degree 100 (Brij S100) [0111] 2.5%) b.wt. glycerine [0112] 2.5% b.wt. water

[0113] phase B: [0114] 10% b.wt. cetyl palmitate (Cutina CP) [0115] 10% b.wt. triglyceride of caprylic acid/capric acid (Rotefan CCT) [0116] 20% b.wt. fragrance

[0117] phase C: [0118] 0.05% b.wt. methylchloroisothiazolinone (Kathon CG) [0119] 49.5% b.wt. water

[0120] The ingredients of phase A and of phase B are introduced into the inlet lines of an emulsification device disclosed in US 2013/0201785 A1. The product from this emulsification device is a composition consisting essentially of multilamellar vesicles in the shape of a sphere comprising two or more concentric lipid double layers and fragrance. The fragrance loading is more than 50% by weight, referred to the total weight of the vesicle.

[0121] The product obtained from the emulsification device is introduced under stiffing into a vessel containing phase C. An aqueous composition comprising multilamellar vesicles is formed.

[0122] For example 1 the average particle size measured with Horiba LA 940 is 164 nm with standard deviation 49 nm.

Example 2

[0123] phase A: [0124] 2% b.wt. collagen hydrolysate sodium salt modified with lauric acid (LameponS) [0125] 2% b.wt. ethoxylated lauryl alcohol ethoxylation degree 23 (Brij L23) [0126] 2% b.wt. ethoxylated stearyl alcohol ethoxylation degree 100 (Brij 5100) [0127] 2.5% b.wt. glycerine [0128] 1.1% b.wt. water

[0129] phase B: [0130] 5% b.wt. cetyl palmitate (Cutina CP) [0131] 10% b.wt. triglyceride of caprylic acid I capric acid (Rotefan CCT) [0132] 5% b.wt. polyvinylacetate (Dodiflow 5599) [0133] 20% b.wt. fragrance

[0134] phase C: [0135] 0.05% b.wt. methylchloroisothiazolinone (Kathon CG) [0136] 49.5% b.wt. water

[0137] The compositions of phases A and B are processed as in Example 1 and the obtained product is diluted with phase C as described in Example 1.

[0138] For example 2 the average particle size measured with Horiba LA 940 is 173 nm with standard deviation 53 nm.

[0139] Further formation of multilamellar vesicle have been characterized with DSC (differential scanning calorimetry). The results are shown in FIG. 1. The sharp endothermic peak in the DSC curve of FIG. 1 confirms the transition of the vesicles from a solid gel phase state to a fluid state.

[0140] FIG. 1 demonstrates that the proper selection of amphiphilic substances, such as monoester waxes, triglycerides or other non fragrance amphiphilics transform the temperature of the phase transition into a broad temperature range. Here the transition temperature covers a range from 38 C. to 78 C.

[0141] Encapsulated fragrance samples prepared in analogy to example 2 are diluted at 10% in water and a cotton swatch has been exposed in these diluted samples. After absorption of the fragrance encapsulated samples on the swatch they were dried at room temperature and then the samples were evaluated for release in a microchamber at controlled temperature of 80 C. for 20 minutes. The samples desorbed at 300 C. for 10 minutes and measured were with GCMS for each day. The graph of FIG. 2 shows the fragrance is releasing in controlled manner.

[0142] The curves 2,3 and 4 of the fragrance ingredients shown in FIG. 2 are mentioned below:

[0143] 2 4-ter.-butyl cyclohexyl acetate (log P=6)

[0144] 3 alpha-isomethyl ionone (log P=4.41)

[0145] 4 Lilal (log P=2.00)

[0146] These curves demonstrate that the release characteristics of the fragrances is not dependent upon the log P value of the fragrance.

Example 3 (with Higher Fragrance Amount in Composition)

[0147]

TABLE-US-00001 % wt Phase A ethoxylated lauryl alcohol ethoxylation 3.50 degree 23 (Brij L23) ethoxylated stearyl alcohol ethoxylation 3.50 degree 100 (Brij S100) Glycerine 2.50 Water 4.00 Phase B cetyl palmitate (Cutina CP) 7.50 triglyceride of caprylic acid/capric 7.50 acid (Rotefan CCT) polyvinylacetate (Dodiflow 5599) 7.50 fragrance 37.50 Phase C Water 26.50 Total: 100.00

[0148] For example 3 the average particle size measured with Horiba LA 940 is 184 nm with standard deviation 69 nm.

Example 4 (with Increase in Particle Size)

[0149]

TABLE-US-00002 % wt Phase A ethoxylated lauryl alcohol ethoxylation 2.50 degree 23 (Brij L23) ethoxylated stearyl alcohol ethoxylation 2.50 degree 100 (Brij S100) water 3.00 Phase B cetyl palmitate (Cutina CP) 20.00 fragrance 20.00 Phase C water 41.50 glycerine 10.00 phenoxyethanol 0.50 Total: 100.00

[0150] For example 4 the average particle size measured with Horiba LA 940 is 259 nm with standard deviation 58 nm.

Example 5 (with Cationic Surfactant)

[0151]

TABLE-US-00003 % wt Phase A ethoxylated lauryl alcohol ethoxylation 2.50 degree 23 (Brij L23) ethoxylated stearyl alcohol ethoxylation 2.50 degree 100 (Brij S100) alkyl amines (Genamin CTAC) 2.00 glycerine 2.50 water 4.00 Phase B cetyl palmitate (Cutina CP) 7.50 triglyceride of caprylic acid/ 7.50 capric acid (Rotefan CCT) polyvinylacetate (Dodiflow 5599) 7.50 fragrance 37.50 Phase C water 26.50 Total: 100.00

[0152] For example 5 the average particle size measured with Horiba LA 940 is 170 nm with standard deviation 68 nm.

Example 6 (Formulation of a Fabric Softener)

[0153]

TABLE-US-00004 Name of ingredients Function % Propagen TQSV-IPA (Triethanolamine cationic 8 Esterquat) softener distilled water vehicle up to 100 colour [Sanoline Blue AE90/9 0.1 5)] color 3 encapsulated fragrance nanocon sample smell 0.3-10% Perlogen 3000 (glycol distearate, laureth-4 sheen & 1 cocamidopropyl betaine) shine Genapol LT (PEG-150 liquid 0.5 polyglyceryl-2 tristearate and laureth-3 thickner and dipropylene glycol)

Example 7 (Personal Care Cleansing Formulation)

[0154]

TABLE-US-00005 Name of ingredient % cocoamide DEA or MEA 5-10 alcohol ethoxy glyceryl sulfonate 2-25 sodium or ammonium lauryl sulfate 5-20 cocoamidopropyl betaine 0-20 polysorbates (Tween 20, 40, 60) 0-5 encapsulated fragrance nanocon sample 0.3-10.sup.