Guerbet cranberry esters as a delivery system for natural antioxidants
View Patent ↗The present invention relates to Cranberry seed oil derivatives derived by the reaction of a guerbet alcohol and cold pressed Cranberry seed oil. The choice of cold pressed Cranberry seed oil as a raw material in the preparation of the compounds of the present invention is critical, since it has been found that the cold pressed Cranberry seed oil contains antioxidants, antimicrobial compounds and which when reacted with a guerbet alcohol result in products that deliver said actives to the skin and hair, resulting in protection of the skin and hair from environmental factors such as acid rain, ozone attack and UV degradation.
1. A cranberry guerbet ester, which conforms to the following structure;
R—C(O)OR′
wherein;
R is derived from cold pressed cranberry seed oil;
R′ is;
a is an integer ranging from 5 to 17;
b is an integer ranging from 3 to 15, wherein the R—C(O)— group has the following composition:
Component
% Weight
16:0 palmitic
5.0 to 6.0
18:0 stearic
1.0 to 2.0
18:1 oleic
20 to 25
18:2 linoleic
35 to 40
18:3 linolenic (alpha)
30 to 35
20:0 arachidic
0.13
20.1 gadoleic
0.20
20:5 (n-3)
0.32
22:2
1.1
Myristic
0.01
Pentadecanoic
0.02
Palmitoleic (trans)
0.13
Palmitoleic (cis)
0.08
10-heptadecanoic
0.03
Gamma linolenic
0.1 to 0.2
Nonadecanoic
0.1 to 0.2
11-transeicosenic
0.22
11, 14 eicosandienoic
0.1
11, 14, 17 cicosatrienoic
0.01
Eicosapentaenoic
0.01
Behenic
0.03
Erucic
0.02
Docosapentaenoic
0.01
Tricosanoic
0.01
Lignoceric
0.02
Nervonic
0.02.
2. A cranberry guerbet ester of claim 1 wherein a is 5 and b is 3.
3. A cranberry guerbet ester of claim 1 wherein a is 7 and b is 5.
4. A cranberry guerbet ester of claim 1 wherein a is 9 and b is 7.
5. A cranberry guerbet ester of claim 1 wherein a is 11 and b is 9.
6. A cranberry guerbet ester of claim 1 wherein a is 13 and b is 11.
7. A cranberry guerbet ester of claim 1 wherein a is 17 and b is 15.
8. A process for conditioning skin which comprises contacting the skin with an effective conditioning concentration of a cranberry guerbet ester, which conforms to the following structure;
R—C(O)OR′
wherein;
R is derived from cold pressed cranberry seed oil;
R′ is;
a is an integer ranging from 5 to 17;
b is an integer ranging from 3 to 15, wherein the R—C(O)— group has the following composition:
Component
% Weight
16:0 palmitic
5.0 to 6.0
18:0 stearic
1.0 to 2.0
18:1 oleic
20 to 25
18:2 linoleic
35 to 40
18:3 linolenic (alpha)
30 to 35
20:0 arachidic
0.13
20.1 gadoleic
0.20
20:5 (n-3)
0.32
22:2
1.1
Myristic
0.01
Pentadecanoic
0.02
Palmitoleic (trans)
0.13
Palmitoleic (cis)
0.08
10-heptadecanoic
0.03
Gamma linolenic
0.1 to 0.2
Nonadecanoic
0.1 to 0.2
11-transeicosenic
0.22
11, 14 eicosandienoic
0.1
11, 14, 17 cicosatrienoic
0.01
Eicosapentaenoic
0.01
Behenic
0.03
Erucic
0.02
Docosapentaenoic
0.01
Tricosanoic
0.01
Lignoceric
0.02
Nervonic
0.02.
9. A process of claim 8 wherein said effective conditioning concentration ranges from 0.01 to 15.0% by weight.
10. A process of claim 9 wherein a is 5 and b is 3.
11. A process of claim 9 wherein a is 7 and b is 5.
12. A process of claim 9 wherein a is 9 and b is 7.
13. A process of claim 9 wherein a is 11 and b is 9.
14. A process of claim 9 wherein a is 13 and b is 11.
15. A process of claim 9 wherein a is 17 and b is 15.