DIALIPHATIC KETONE MIXTURES, COMPOSITIONS COMPRISING SAME AND USE THEREOF

20230038633 · 2023-02-09

Assignee

Inventors

Cpc classification

International classification

Abstract

Mixtures of different dialiphatic ketones, compositions comprising such ketone mixtures and use of the mixtures or the compositions for cosmetics.

Claims

1. A ketone mixture M comprising different dialiphatic ketones as follows: a) from 0 to 73 wt %, based on the total weight of ketone mixture M, of at least one dialiphatic ketone K1 comprising from 15 to 25 carbon atoms, b) from 2 to 40 wt %, based on the total weight of ketone mixture M, of at least one dialiphatic ketone K2 comprising from 26 to 32 carbon atoms; and c) from 25 to 90 wt %, based on the total weight of ketone mixture M, of at least one dialiphatic ketone K3 comprising from 33 to 47 carbon atoms.

2. The ketone mixture M in accordance with claim 1 wherein the dialiphatic ketones are characterized by formula R—C(═O)—R′ wherein R and R′, which may be the same or different, represent a saturated or unsaturated, straight chain or branched aliphatic radical with of from 5 to 24 carbon atoms.

3. The ketone mixture in accordance with claim 1, wherein the dialiphatic ketone K1 comprises from 21 to 25 carbon atoms and is of formula R′—C(═O)—R′1, wherein R.sup.1 and R′.sup.1 are linear C.sub.11-C.sub.13-alkyl.

4. The ketone mixture M in accordance with claim 1, wherein dialiphatic ketone K2 is of formula R2-C(═O)—R′2 wherein R2 and R′2 are linear C12-C18 alkyl.

5. The ketone mixture M in accordance with claim 1, wherein dialiphatic ketone K3 comprises from 33 to 37 carbon atoms and is of formula R3-C(═O)—R′3 wherein R3 and R′3 are linear C17-C19 alkyl.

6. The ketone mixture M in accordance with claim 1, wherein the weight fraction of the dialiphatic ketone K1, based on the total weight of the ketone mixture M, is at least 5 wt %.

7. The ketone mixture M in accordance with claim 1, wherein the weight fraction of the dialiphatic ketone K2, based on the total weight of the ketone mixture M, is at least 3.5 wt %.

8. The ketone mixture M in accordance with claim 1, wherein the weight fraction of the dialiphatic ketone K3, based on the total weight of the ketone mixture M, is at least 40 wt %.

9. The ketone mixture M in accordance with claim 1, consisting essentially of ketones K1, K2 and K3.

10. The ketone mixture M in accordance with claim 1, consisting of ketones K1, K2 and K3.

11. The ketone mixture M in accordance with claim 1, wherein the dialiphatic ketones are obtained by decarboxylative ketonization of a fatty acid, a fatty acid derivative or a mixture thereof in the liquid phase with a metal compound as catalyst.

12. A composition comprising the ketone mixture M in accordance with claim 1.

13. The composition according to claim 12 comprising the ketone mixture M of claim 1 and additionally one or more components selected from the group consisting of: d) animal oils, vegetable oils, or synthetic oils, or from solid oils, semisolid oils, liquid oils, or volatile oils, e) hydrocarbons, in particular fluid paraffins f) waxes, g) esters, h) alcohols, i) silicones, j) fluorine based oils, and k) lanolin or lanolin derivatives.

14. The composition of claim 13 comprising from 1 to 40 wt % of the ketone mixture M in accordance with claim 1.

15. (canceled)

Description

EXAMPLES 1-11

[0135] The respective components were mixed and then shaped to form a lipstick for the measurements.

[0136] In Table 1, wax components of the compositions tested are listed and Table 2 shows the properties measured in accordance with the methods described above.

[0137] Examples with a “C” label are only provided for performance comparison with the examples in accordance with the invention (without “C” label). In no way, the presence of the “C” label should be construed as an admission from the Applicant that the corresponding examples form part of the state of the art. Even to the contrary, some exemplified ketone mixtures labelled with “0” might be well new, but do not meet the outstanding balance of properties achieved by the ketone mixtures in accordance with the present invention.

TABLE-US-00003 TABLE 1 IK C.sub.23- Ketone Ketone Ketone Stearone Laurone C.sub.35 K1 K2 K3 Example wt% wt% wt% wt% wt% wt% 1C 0 0 0 0 0 0 2C 16 0 0 0 0 100 3C 0 16 0 100 0 0 4C 8 8 0 50 50 5 8 0 8 28.7 19.4 51.9 6C 0 8 8 72,5 25,5 2,0 7C 2.7 2.7 10.6 55.0 27 18 8 10.6 2.7 2.7 26.8 6.9 66.3 9 5.33 5.33 5.33 52,5 13.0 34.5 10C 2.7 10.6 2.7 76.1 6.9 17.0 11C 0 0 16 57,5 38,7 3.8

TABLE-US-00004 TABLE 2 Peak Softening Stability Ex. load (g) point (°C) Melting Sliding Deposition 2 months 1C 176 56 — — — — 2C 67 80 25 23 22 4.35 3C 93 57 17 23 18 3.19 4C 149.5 71 18 19 20 3.0 5 184 72 20 19 18 3.97 6C 172 48.5 24 22 24 3.35 7C 220 51 23 24 24 3.84 8 155 74.5 22 24 24 3.79 9 179 66.7 22 23 22 3.57 10C 223 56.5 18 18 18 3.83 11C 141 47 30 30 30 3.84

[0138] The results show that compositions comprising the ketone mixtures M in accordance with the present invention provide an outstanding balance of properties. Stearone (Example 2C) or laurone (Example 3C) alone are inferior; laurone (3C) is further inferior as concerns the softening point and the long term stability. A binary mixture of stearone and laurone (Example 4C) shows also inferior long term stability. Mixture 6C is also inferior in long term stability and exhibits further a poor softening point. Mixtures 7C, 10C and 11 C exhibit a poor softening point.