COMPOSITION FOR DISPERSING A LIPOSOLUBLE COMPOUND IN AN AQUEOUS PHASE

Abstract

The application relates to a dispersant composition, including: at least one alkyl polyglucoside; and a diester of formula (B)

##STR00001##

R and R′, being the same or different, represent an alkyl group, linear or branched, including from 1 to 10 carbon atoms, and Z is a linear or branched group of formula —(C.sub.nH.sub.2n)—, n being an integer from 1 to 10. The dispersant composition is such that the mass ratio of the proportion by weight of alkyl polyglycoside relative to the proportion by weight of diester of formula (B) is from 7.4 to 18.0.

Claims

1. A dispersant composition comprising: at least one alkyl polyglucoside, and a diester of formula (B) ##STR00004## in which R and R′, being the same or different, represent an alkyl group, linear or branched, comprising from 1 to 10 carbon atoms, and Z is a linear or branched group of formula —(C.sub.nH.sub.2n)—, n being an integer from 1 to 10, the dispersant composition being such that the mass ratio of the proportion by weight of alkyl polyglycoside relative to the proportion by weight of diester of formula (B) is from 7.4 to 18.0.

2. The composition according to claim 1, wherein the alkyl polyglycoside is a C4-C14 alkyl polyglycoside.

3. The composition according to claim 1, in which R and R′, which may be identical or different, represent a linear or branched alkyl group comprising from 1 to 5 carbon atoms.

4. The dispersant composition according to claim 1, further comprising triethyl citrate, the mass ratio of the proportion by weight of alkyl polyglycoside to the proportion by weight of triethyl citrate being from 66.0 to 90.0.

5. The dispersant composition according to claim 4, wherein the mass ratio of the proportion by weight of diester of formula (B) to the proportion by weight of triethyl citrate is from 3.2 to 8.0.

6. An emulsion comprising: an aqueous phase, and a dispersed phase comprising at least one liposoluble compound with a log P value strictly greater than 0, the emulsion comprising a dispersant composition according to claim 1.

7. The emulsion according to claim 6, wherein the mass ratio of the sum of the mass proportions of alkyl polyglycoside, diester of formula (B), and triethyl citrate if any, to the proportion by weight of liposoluble compound, is less than or equal to 25.

8. The emulsion according to claim 6, wherein the proportion by weight of the liposoluble compound is from 1% to 5% based on the total weight of the emulsion.

9. The emulsion according to claim 6, the dispersed phase of which is in the form of droplets having an average diameter as measured by dynamic light scattering of from 10 nanometers to 20 nanometers.

10. (canceled)

11. A method for dispersing a liposoluble compound having a log P value strictly greater than 0 in an aqueous composition, the method comprising adding the dispersant composition according to claim 1 to said aqueous composition.

12. The composition according to claim 2, wherein the alkyl polyglycoside is a C8-C10 alkyl polyglycoside.

13. The composition according to claim 3, in which R and R′, which may be identical or different, represent a linear or branched alkyl group comprising 2 or 3 carbon atoms.

14. The emulsion according to claim 7, wherein the mass ratio of the sum of the mass proportions of alkyl polyglycoside, diester of formula (B), and triethyl citrate if any, to the proportion by weight of liposoluble compound, is less than or equal to 20.

15. The emulsion according to claim 8, wherein the proportion by weight of the liposoluble compound is from 2% to 5%, based on the total weight of the emulsion.

16. The dispersant composition according to claim 2, further comprising triethyl citrate, the mass ratio of the proportion by weight of alkyl polyglycoside to the proportion by weight of triethyl citrate being from 66.0 to 90.0.

17. The dispersant composition according to claim 3, further comprising triethyl citrate, the mass ratio of the proportion by weight of alkyl polyglycoside to the proportion by weight of triethyl citrate being from 66.0 to 90.0.

18. An emulsion comprising: an aqueous phase, and a dispersed phase comprising at least one liposoluble compound with a log P value strictly greater than 0, the emulsion comprising a dispersant composition according to claim 2.

19. An emulsion comprising: an aqueous phase, and a dispersed phase comprising at least one liposoluble compound with a log P value strictly greater than 0, the emulsion comprising a dispersant composition according to claim 3.

20. An emulsion comprising: an aqueous phase, and a dispersed phase comprising at least one liposoluble compound with a log P value strictly greater than 0, the emulsion comprising a dispersant composition according to claim 4.

21. An emulsion comprising: an aqueous phase, and a dispersed phase comprising at least one liposoluble compound with a log P value strictly greater than 0, the emulsion comprising a dispersant composition according to claim 5.

Description

DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0102] Further advantages of the present invention will become apparent from the following illustrative examples.

Example 1: Synergistic Effect of Dispersants

[0103] In example 1, dispersant A is caprylyl/capryl wheat bran/straw glycosides, dispersant B is diisopropyl adipate and dispersant C is triethyl citrate.

[0104] The ability of the dispersants in the composition to disperse liposoluble compounds in an aqueous phase was evaluated using one of the following three fragrances as the liposoluble compound: “Almond”, “Floral Aquatic” and “Musky” (Sensient Fragrance) according to the following protocol:

[0105] 1) the liposoluble compound and the dispersant(s) are blended. Depending on the quantities involved, this blending can be done either with a spatula, or on a magnetic stirring plate, or by stirring with a propeller, frame blade or anchor.

[0106] 2) demineralised water is gradually added to the liposoluble compound-dispersant(s) blend.

[0107] This method is not limited to the preparation of transparent emulsion according to the invention.

[0108] The transparency of each emulsion obtained was determined by measuring their optical density (OD 600) at a wavelength of 600 nm. To perform the optical density measurement of the emulsions, a Konica Minolta spectrophotometer model CM-5 is used in transmission mode at a wavelength of 600 nm.

[0109] The emulsion to be measured is placed in a dedicated tank. Thanks to a monochromator, a monochromatic light with a wavelength of 600 nm passes through the emulsion in the tank. The value of the intensity transmitted through the sample then provides the optical density value.

[0110] A sample is considered transparent if its optical density is less than or equal to 0.1. The quantities of each dispersant are expressed by proportion by weight relative to the total mass of the emulsion obtained. The quantity of fragrance is expressed by proportion by weight relative to the total mass of the emulsion obtained. For example, emulsion E1 comprises 9% by mass of dispersant A, 1% by mass of dispersant B, 1% by mass of Musky fragrance, the remainder (89% by mass) being water.

[0111] The comparative emulsions are designated “EC” and the emulsions according to the invention are designated “E”.

[0112] These protocols are valid for all the examples below.

TABLE-US-00001 Prop. by Prop. by Prop. by Fragrance weight weight weight and prop. Mass ratio of Dispersant Dispersant Dispersant by weight dispersants Transparency A (%) B (%) C (%) (%) (A + B + C)/fragrance (DO 600) EC1 10 — — Floral 10 >1 aquatic 1 EC2 15 — — Floral 15 0.00 aquatic 1 EC3 10 — — Musky 10 >1 1 EC4 15 — — Musky 15 0.00 1 EC5 — 10 — Floral 10 No emulsion aquatic 1 EC6 — 25 — Floral 25 No emulsion aquatic 1 EC7 — 10 — Musky 10 No emulsion 1 EC8 — 25 — Musky 25 No emulsion 1 EC9 — — 10 Floral 10 No emulsion aquatic 1 EC11 — — 25 Floral 25 No emulsion aquatic 1 EC12 — — 10 Musky 10 No emulsion 1 EC13 — — 25 Musky 25 No emulsion 1 E1 9 1 — Musky 10 0.00 1 E2 9 1 — Floral 10 0.003 aquatic 1 E3 7.2 0.7 0.1 Floral 8 0.00 aquatic 1 E4 9.0 0.875 0.125 Floral 10 0.00 aquatic 1 E5 7.2 0.7 0.1 Musky 8 0.00 1 E6 9.0 0.875 0.125 Musky 10 0.00 1

[0113] Neither dispersant B (diisopropyl adipate) nor dispersant C (triethyl citrate), when used alone, will produce an emulsion, regardless of the dispersant/fragrance ratio used (10 or 25) and regardless of the fragrance (EC5-EC9 and EC11-EC13 emulsions).

[0114] Dispersant A (caprylyl/capryl wheat bran/straw glycosides), when used alone, produces a transparent emulsion when used in a high ratio to the fragrance (dispersant A/fragrance ratio of 15−emulsions EC2 and EC4), but the emulsion is no longer transparent when the dispersant/fragrance ratio is reduced (dispersant A/fragrance ratio of 10−emulsions EC1 and EC3).

[0115] On the other hand, when dispersant A is combined with dispersant B (emulsions E1 and E2), a transparent emulsion is obtained for a dispersant A+B/parfum ratio equal to 10.

[0116] A synergistic effect is therefore observed between dispersant A and dispersant B (compare EC1 with E1 and EC3 with E2).

[0117] This synergistic effect is exacerbated by using a combination of the 3 dispersants A+B+C. The combination of the 3 dispersants A+B+C makes it possible to obtain a transparent emulsion with a lower proportion of dispersants A+B+C/fragrance (dispersant A+B+C/fragrance ratio of 8/1−emulsions E3 and E5) than in the case where only dispersants A and B are present (dispersant A+B/fragrance ratio of 10/1−emulsions E1 and E2).

Example 2: Evaluation of the Influence of the Mass Ratios A/B, A/C and B/C on the Performance of Dispersant Compositions

[0118] For all emulsions in example 2, dispersant A is caprylyl/capryl wheat bran/straw glycosides, dispersant B is diisopropyl adipate and dispersant C is triethyl citrate.

[0119] All the emulsions in example 2 include 1% by mass of “Musky” fragrance.

TABLE-US-00002 Mass Prop. by Prop. by Prop. by ratio of weight weight weight Mass Mass Mass dispersants Dispersant Dispersant Dispersant ratio ratio ratio (A + B + C)/ Transparency A (%) B (%) C (%) A/B A/C B/C fragrance (DO 600) EC14 8.0 2.0 — 4 — — 10 >1 EC15 8.5 1.5 5.67 — — 10 >1 EC16 8.7 1.3 — 6.69 — — 10 >1 EC17 8.8 1.2 — 7.33 — — 10 >1 E7 8.9 1.1 — 8.09 — — 10 0.004 E8 9 1 — 9 — — 10 0.00 E9 9.2 0.8 — 11.5 — — 10 0.002 E10 9.4 0.6 15.7 — — 10 0.001 EC16 9.5 0.5 — 19 — — 10 0.124 EC17 9.8 0.2 — 49 — — 10 0.459 E11 7.165 0.731 0.104 9.80 68.9 7 8 0.001 E5 7.2 0.7 0.1 10.29 72.0 7 8 0.00 E12 7.28 0.630 0.090 11.56 80.9 7 8 0.00 E13 7.344 0.574 0.082 12.79 89.6 7 8 0.003 EC18 7.574 0.320 0.105 23.67 72.1 3.05 8 0.52 EC19 7.496 0.4 0.104 18.74 72.1 3.85 8 0.129 E14 7.417 0.48 0.103 15.45 72 4.66 8 0.005

Example 3: Evaluation of the Influence of the Dispersant/Liposoluble Compound Mass Ratio at Constant Proportion by Weight of Liposoluble Compound on the Performance of Dispersant Compositions

[0120] All the emulsions in Example 3 were prepared from a dispersant composition comprising dispersants A, B and C in the following proportions by mass: 7.2/0.7/0.1, or from a comparative dispersant composition comprising only dispersant A.

[0121] For all emulsions in example 3, dispersant A is caprylyl/capryl wheat bran/straw glycosides, dispersant B is diisopropyl adipate and dispersant C is triethyl citrate.

[0122] A range of liposoluble compounds was tested, including the three fragrances “Almond”, “Floral Aquatic” and “Musky” used in examples 1 and 2, but also the following compounds (referred to by their INCI name or trade name): Menthyl lactate (Symrise), Ethylhexyl salicylate (DSM), Phenethyl alcohol (Sensient Fragance), Florosa (Sensient Fragance), Benzyl acetate (Sensient Fragance), Linalool (Sensient Fragance), Hedione® (Sensient Fragance), Gamma-decalactone (Sensient Fragance), Dimethyl myrcetone (Sensient Fragance, Verdox® (Sensient Fragance), Hexyl cinnamal (Sensient Fragance), Amyl salicylate (Sensient Fragance) and Habanolide® (Sensient Fragance).

[0123] All the emulsions in example 3 include 1% by mass of liposoluble compound.

TABLE-US-00003 Mass ratio of dispersant(s) Dis- liposoluble compound to liposoluble Transparency persant(s) and prop. by weight (%) compound (DO 600) A + B + C Floral aquatic fragrance 1  8/1 0.00 A Floral aquatic fragrance 1 10/1 >1 A + B + C Musky fragrance 1  8/1 0.00 A Musky fragrance 1 10/1 >1 A + B + C Hedione ® 1 15/1 0.00 A Hedione ® 1 15/1 0.156 A + B + C Gamma decalactone 1 15/1 0.013 A Gamma decalactone 1 15/1 0.217 A + B + C Habanolide ® 1 10/1 0.001 A Habanolide ® 1 10/1 >1 A + B + C Almond fragrance 1  3/1 0.019 A + B + C Almond fragrance 1  5/1 0.00 A + B + C Menthyl lactate 1 19/1 0.00 A + B + C Ethylhexyl salicylate 1 20/1 0.00 A + B + C Phenethyl alcohol 1 10/1 0.021 A + B + C Florosa 1  5/1 0.002 A + B + C Benzyl acetate 1 20/1 0.003 A + B + C Linalool 1 20/1 0.009 A + B + C Dimethyl myrcetone 1 10/1 0.001 A + B + C Verdox ® 1 10/1 0.002 A + B + C Hexyl cinnamal 1 15/1 0.00 A + B + C Amyl salicylate 1 15/1 0.004

[0124] The dispersant composition according to the invention makes it possible to obtain transparent emulsions comprising a wide variety of liposoluble compounds.

[0125] The synergistic effect between dispersants A, B and C mentioned in Example 1 is also observed with these other liposoluble compounds: Compared to the use of dispersant A alone, the use of a dispersant composition according to the invention requires a smaller amount of dispersants to obtain a transparent emulsion comprising a liposoluble compound. In other words, for certain dispersant(s)/liposoluble compound ratios, dispersant A alone does not make it possible to obtain a transparent emulsion, unlike the dispersant composition according to the invention.

Example 4: Evaluation of the Influence of the Proportion of Liposoluble Compound on the Performance of Dispersant Compositions

[0126] All the emulsions in Example 4 were prepared from a dispersant composition comprising dispersants A, B and C in the following proportions by mass: 7.2/0.7/0.1.

[0127] For all emulsions in example 4, dispersant A is caprylyl/capryl wheat bran/straw glycosides, dispersant B is diisopropyl adipate and dispersant C is triethyl citrate.

[0128] The proportion by weight of liposoluble compound in the emulsion was increased to 2%, 3% and 4%. The proportion by weight of dispersants in the emulsion was also progressively increased in order to determine the minimum mass ratio of dispersants to liposoluble compound to obtain a transparent emulsion comprising 2%, 3% or 4% by mass of said liposoluble compound.

TABLE-US-00004 Prop. by weight of Mass ratio of dispersants dispersants to (A + B + C) Liposoluble compound liposoluble Transparency (in %) and prop. by weight (%) compound (DO 600) 3 Almond fragrance 1  3/1 0.00 6 Almond fragrance 2 6/2 = 3/1 0.03 8 Floral aquatic fragrance 1  8/1 0.00 18 Floral aquatic fragrance 2 18/2 = 9/1  0.002 28 Floral aquatic fragrance 3 28/3 0.007 7 Musky fragrance 1  7/1 0.001 8 Musky fragrance 1  8/1 0.00 16 Musky fragrance 2 16/2 0.08 28 Musky fragrance 3 28/3 0.01 38 Musky fragrance 4 38/4 0.006 19 Menthyl lactate 1 19/1 0.00 36 Menthyl lactate 2 36/2 0.00 57 Menthyl lactate 3 57/3 0.00 76 Menthyl lactate 4 76/4 0.00

[0129] The results obtained show that the use of a dispersant composition according to the invention makes it possible to obtain emulsions comprising a proportion by weight of up to 4% by mass of liposoluble compound which are transparent.

Example 5: Influence of the Nature of the Diester of Formula B

[0130] In example 5, dispersant A is caprylyl/capryl wheat bran/straw glycosides, dispersant C is triethyl citrate, and dispersant B is the following formula:

##STR00003##

with R and R′, which may be identical or different, representing a linear or branched alkyl group comprising from 1 to 10 carbon atoms, and Z representing a group of formula —(C.sub.nH.sub.2n)—, which may be linear or branched, n being an integer from 1 to 10.

[0131] All the emulsions in Example 5 were prepared from a dispersant composition comprising dispersants A, B and C in the following proportions by mass: 7.2/0.7/0.1.

[0132] All emulsions in example 5 comprise 1% by weight of “Musky” fragrance, and a mass ratio (A+B+C)/fragrance of 8:1.

TABLE-US-00005 Transparency Nature of dispersant B (DO 600) E15 Diisopropyl adipate 0.00 E16 Diisopropyl malonate 0.01 E17 Diethyl adipate 0.01