Shea butter alkanolamides
View Patent ↗Novel alkanolamides prepared by the reaction of an alkanolamine and shea butter, preferably mild-processed shea butter (MPSB). Materials of the present invention are useful as cosmetic and personal care ingredients; they thicken shampoos and body washes, stabilize foam, and deliver to the hair and skin highly desirable unsaponifiables present in shea butter, including natural antioxidants.
1. An alkanolamide derived from shea butter conforming to the structure:
wherein
(i) R 1 is derived from shea butter and comprises
from about 0.1 to about 2.0% by weight C 11 H 23 ;
from about 0.5 to about 2.0% by weight C 13 H 27 ;
from about 2.0 to about 6.0% by weight C 15 H 31 ;
from about 25 to about 50% by weight C 17 H 35 ; and
from about 40.0 to about 60.0% by weight C 17 H 33 ;
(ii) R 2 is selected from the group consisting of —CH 2 CH 2 OH, —CH 2 CH(CH 3 )OH and —CH 2 CH 2 OCH 2 CH 2 OH; and
(iii) R 3 is selected from the group consisting of —H and —CH 2 CH 2 OH.
2. An alkanolamide of claim 1 wherein R 1 is —CH 2 CH 2 OH, and R 2 is —H.
3. An alkanolamide of claim 1 wherein R 1 is —CH 2 CH 2 OH, and R 2 is —CH 2 CH 2 OH.
4. An alkanolamide of claim 1 wherein R 1 is —CH 2 CH 2 O—CH 2 CH 2 OH, and R 2 is —H.
5. An alkanolamide of claim 1 wherein R 1 is —CH 2 CH(CH 3 )OH, and R 2 is —H.
6. An alkanolamide according to claim 1 obtained by the amidation reaction of
(a) an alkanolamine conforming to the following structure:
wherein
(i) R 2 is selected from the group consisting of —CH 2 CH 2 OH, —CH 2 CH(CH 3 )OH and —CH 2 CH 2 OCH 2 CH 2 OH; and
(ii) R 3 is selected from the group consisting of —H, —CH 2 CH 2 OH; and
(b) a shea butter comprising
from about 0.1 to about 2.0% by weight C 11 H 23 ;
from about 0.5 to about 2.0% by weight C 13 H 27 ;
from about 2.0 to about 6.0% by weight C 15 H 31 ;
from about 25 to about 50% by weight C 17 H 35 ; and
from about 40.0 to about 60.0% by weight C 17 H 33 .
7. An alkanolamide of claim 6 wherein R 2 is —CH 2 CH 2 OH, and R 3 is —H.
8. An alkanolamide of claim 6 wherein R 2 is —CH 2 CH 2 OH, and R 3 is —CH 2 CH 2 OH.
9. An alkanolamide of claim 6 wherein R 2 is —CH 2 CH 2 O—CH 2 CH 2 OH, and R 3 is —H.
10. An alkanolamide of claim 6 wherein R 2 is —CH 2 CH(CH 3 )OH, and R 3 is —H.
11. An alkanolamide of claim 6 wherein the amidation is conducted at a temperature of from about 80° C. to about 90° C. in the presence of an anhydrous alkaline catalyst.
12. An alkanolamide of claim 11 wherein R 2 is —CH 2 CH 2 OH, and R 3 is —H.
13. An alkanolamide of claim 11 wherein R 2 is —CH 2 CH 2 OH, and R 3 is —CH 2 CH 2 OH.
14. An alkanolamide of claim 11 wherein R 2 is —CH 2 CH 2 O—CH 2 CH 2 OH, and R 3 is —H.
15. An alkanolamide of claim 11 wherein R 2 is —CH 2 CH(CH 3 )OH, and R 3 is —H.
16. A process for treating hair and skin with an effective concentration of an alkanolamide made by the amidation reaction of shea butter and an alkanolamine conforming to the following structure:
wherein
(i) R 2 is selected from the group consisting of —CH 2 CH 2 OH, —CH 2 CH(CH 3 )OH and —CH 2 CH 2 OCH 2 CH 2 OH; and
(ii) R 3 is selected from the group consisting of —H, —CH 2 CH 2 OH.
17. A process of claim 16 wherein R 2 is —CH 2 CH 2 OH, and R 3 is —H.
18. A process of claim 16 wherein R 2 is —CH 2 CH 2 OH, and R 3 is —CH 2 CH 2 OH.
19. A process of claim 16 wherein R 2 is —CH 2 CH 2 O—CH 2 CH 2 OH, and R 3 is —H.
20. A process of claim 16 wherein R 2 is —CH 2 CH(CH 3 )OH, and R 3 is —H.
21. A process of claim 16 wherein the amidation is conducted at a temperature of from about 80° C. to about 90° C. in the presence of an anhydrous alkaline catalyst.
22. A process of claim 21 wherein R 2 is —CH 2 CH 2 OH, and R 3 is —H.
23. A process of claim 21 wherein R 2 is —CH 2 CH 2 OH, and R 3 is —CH 2 CH 2 OH.
24. A process of claim 21 wherein R 2 is —CH 2 CH 2 O—CH 2 CH 2 OH, and R 3 is —H.
25. A process of claim 21 wherein R 2 is —CH 2 CH(CH 3 )OH, and R 3 is —H.
26. A process of claim 16 wherein the effective concentration of the alkanolamide ranges from about 0.5% to about 15.0% by weight.
27. A process of claim 26 wherein R 2 is —CH 2 CH 2 OH, and R 3 is —H.
28. A process of claim 26 wherein R 2 is —CH 2 CH 2 OH, and R is —CH 2 CH 2 OH.
29. A process of claim 26 wherein R 2 is —CH 2 CH 2 O—CH 2 CH 2 OH, and R 3 is —H.
30. A process of claim 26 wherein R 3 is —CH 2 CH(CH 3 )OH, and R 3 is —H.
31. An alkanolamide of claim 1 where the shea butter is mild-processed.
32. A process of claim 16 where the shea butter is mild-processed.