IP Library › Granted Patent US 12,195,588
Granted Patent B2
US 12,195,588 · App. 18/488,949 · Granted Jan 14, 2025

Polyether derivatives, uses, and methods of making the same

Inventors: Patrick Foley (New Haven, CT); Yonghua Yang (New Haven, CT); Tania Salam (New Haven, CT)
Assignee: P2 SCIENCE, INC.
C08G65/002C08G2650/38
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Quick Facts
Patent No.
US 12,195,588
App. No.
18/488,949
Granted
Jan 14, 2025
Kind
B2
Abstract

The invention contemplates certain polyethers, polyether derivatives, and methods of making and using those same polymers. For example, the starting materials can, e.g., citronellol, prenol, isocitronellol and isoprenol.

Claims (32)

1. A compound according to Formula I:

wherein,

the terminal group

R 1 is optionally substituted C 1 -C 12 alkyl;

R 2 is H, C 1-20 alkyl, aryl, arylC 1-2 alkyl, optionally unsaturated C(O)—C 1-20 alkyl, or optionally substituted C(O)-aryl; and n is an integer between 0 and 20.

2. The compound according to claim 1 , wherein R 1 is unsubstituted linear C 1 -C 12 alkyl or unsubstituted branched C 3 -C 12 alkyl.

3. The compound according to claim 1 , wherein R 1 is unsubstituted branched or unsubstituted linear C 6 alkyl.

4. The compound according to claim 3 , wherein R 1 is CH 2 CH 2 CH(CH 3 )CH 2 CH 2 .

5. The compound according to claim 2 , wherein R 2 is saturated C 1-6 alkyl.

6. The compound according to claim 1 , wherein R 2 is saturated or unsaturated C(O)—C 1-6 alkyl.

7. The compound according to claim 1 , wherein R 2 is saturated or unsaturated C(O)—C 7-20 alkyl.

8. The compound according to claim 1 , wherein n is 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10.

9. The compound according to claim 1 , wherein R 1 is CH 2 CH 2 CH(CH 3 )CH 2 CH 2 , n is 1, 2, 3, 4, 5, 6, or 7, and R 2 is C(O)—C 1-6 alkyl and said C 1-6 alkyl is selected from the group consisting of methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, or and n-hexyl.

10. The compound according to claim 1 , wherein R 2 is H.

11. The compound according to claim 1 , wherein R 2 is unsaturated C(O)—C 7-20 alkyl.

12. The compound according to claim 11 , wherein R 2 is C(O)—C 17 alkyl.

13. The compound according to claim 2 , wherein R 2 is C(O)—C 1-6 alkyl and said C 1-6 alkyl is selected from the group consisting of methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, or and n-hexyl.

14. The compound according to claim 1 , wherein R 2 is selected from the group consisting of methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, n-hexyl, n-octyl, and n-decyl.

15. The compound according to claim 1 , wherein R 2 is phenyl, benzyl, or benzoyl.

16. The compound according to claim 1 , wherein n is 1, 2, 3, 4, 5, 6, or 7.

17. The compound according to claim 1 , wherein n is 1, 2, or 3.

18. The compound according to claim 1 , wherein R 1 is CH 2 CH 2 CH(CH 3 )CH 2 CH 2 , n is 1, 2, 3, 4, 5, 6, or 7, and R 2 is H.

19. The compound according to claim 1 , wherein R 1 is CH 2 CH 2 CH(CH 3 )CH 2 CH 2 , n is 1, 2, 3, 4, 5, 6, or 7, and R 2 is C(O)—C 1-6 alkyl and said C 1-6 alkyl is selected from methyl, ethyl, propyl, and isopropyl.

20. The compound according to claim 1 , wherein R 1 is CH 2 CH 2 CH(CH 3 )CH 2 CH 2 , n is 1, 2, 3, 4, 5, 6, or 7, and R 2 is C(O)—C 1-6 alkyl and said C 1-6 alkyl is methyl.

21. A composition comprising the compound according to claim 1 , or any mixtures thereof, in combination with at least one suitable solvent, carrier, or excipient.

22. The composition according to claim 21 which is a fragrance composition, or a perfume composition, or a soap composition, or an insect repellant composition, or an insecticide composition, or a detergent composition, or a household cleaning agent composition, or an air freshener composition, or a room spray composition, or a pomander composition, or a candle composition, or a cosmetic composition, or a toilet water composition, or a pre-shave or after-shave lotion composition, or a talcum-powder composition, or a hair-care product composition, or a body deodorant composition, or an antiperspirant composition, or a shampoo composition, or a pet litter composition, or a topically applied skin care composition, or a paint or coating composition, or a lubricant composition, or a plastic composition, or a defoamer composition, or a hydraulic fluid composition, or an antimicrobial composition.

23. The composition according to claim 21 , which is a fragrance composition, insect repellent composition, candle composition, or cosmetic composition.

24. A mixture comprising compounds according to claim 1 , wherein the mixture comprises compounds having n values from 0 to 8 and all of the compounds in the mixture have the same groups R 1 and R 2 .

25. The mixture according to claim 24 , wherein the compounds in the mixture have an average n value of 1-4.

26. The mixture according to claim 24 , wherein the compounds in the mixture have an average n value of 3-6.

27. The mixture according to claim 24 , wherein the mixture consists of compounds of Formula I wherein R 1 is CH 2 CH 2 CH(CH 3 )CH 2 CH 2 and R 2 is H, and the compounds have n values selected from 0, 1, 2, 3, 4, 5, 6 and 7.

28. The mixture according to claim 24 , wherein the mixture consists of compounds of Formula I wherein R 1 is CH 2 CH 2 CH(CH 3 )CH 2 CH 2 and R 2 is C(O)—C 1-6 alkyl and said C 1-6 alkyl is methyl, and the compounds have n values selected from 0, 1, 2, 3, 4, 5, 6 and 7.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 5, 2023
From: FOLEY, PATRICK; YANG, YONGHUA; SALAM, TANIA
To: P2 SCIENCE, INC.
Reel/Frame 065763/0804 →
Continuity (8)
Continuation 18051599 · Nov 1, 2022
Continuation 17069696 · Oct 13, 2020
Continuation 16779232 · Jan 31, 2020
Continuation PCTUS2018044657 · Jul 31, 2018
Provisional Application 62662177 · Apr 24, 2018
Provisional Application 62617924 · Jan 16, 2018
Provisional Application 62539319 · Jul 31, 2017
Related Publication 20240092970A1 · Mar 21, 2024
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Cited By (1)
US 12,534,570