Vicinal diol ether derivatives of polyether polymers

1. A compound according to Formula I below:

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

R 2 , R 3 , R 4 , and R 5 are each independently hydrogen, optionally substituted C 1 -C 12 alkyl, optionally substituted C 2 -C 12 alkenyl, optionally substituted C 2 -C 12 alkynyl, optionally substituted aryl, or

R 2 and R 3 , R 4 and R 5 , or R 3 and R 5 , are taken together to form an optionally substituted C 3 -C 12 cycloalkyl or optionally substituted C 3 -C 12 cycloalkenyl; and

n is an integer between 0 and 20;

wherein represents either a single bond or double bond.

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

3. 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.

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

5. The compound according to claim 1 , wherein one or more of R 2 , R 3 , R 4 , and R 5 are each independently hydrogen.

6. The compound according to claim 1 , wherein one or more of R 2 , R 3 , R 4 , and R 5 are each independently unsubstituted C 1-12 alkyl.

7. The compound according to claim 1 , wherein one or more of R 2 , R 3 , R 4 , and R 5 are each independently substituted C 1-12 alkyl.

8. The compound according to claim 1 , wherein R 2 and R 4 are each independently hydrogen or unsubstituted C 1-6 alkyl and R 3 and R 5 are taken together to form an optionally substituted C 3 -C 12 cycloalkyl or optionally substituted C 3 -C 12 cycloalkenyl.

9. The compound according to claim 1 , wherein n is 0, 1, 2, 3, or 4.

10. The compound according to claim 1 , wherein the terminal group

is

11. A compound selected from the group consisting of:

wherein n is 0-20;

wherein n is 0-20;

wherein n is 0-20;

wherein n is 0-20;

wherein n is 0-20;

wherein n is 0-20;

wherein n is 0-20;

wherein n is 0-20;

wherein n is 0-20;

wherein n is 0-20;

wherein n is 0-20;

wherein n is 0-20;

wherein n is 0-20;

wherein n is 0-20;

wherein n is 0-20;

wherein n is 0-20;

wherein n is 0-20;

wherein n is 0-20;

wherein n is 0-20; and

wherein n is 0-20.

12. A composition comprising the compound of Formula I according to claim 1 .

13. The composition according to claim 12 , wherein the composition comprises said Compound of Formula I wherein n is 0 to an extent of greater than 40%, said percent being measured either as the number percent of the molecules in the composition or as the weight percent of the total weight of the composition.

14. The composition according to claim 12 , wherein the composition comprises one or more Compounds of Formula I wherein each compound independently has a value of n from 0 to 4, and each compound being present in an amount of at least 5 to 50% said percent being measured either as the number percent of the molecules in the composition or as the weight percent of the total weight of the composition.

15. The composition according to claim 12 , wherein the composition comprises more than one Compound of Formula I, wherein the compounds of Formula I in the composition have an average n value of about 0, measured either as a weight average or number average, optionally about 0.5.

16. A method of making the compound according to claim 1 , wherein R 1 is CH 2 CH 2 CH(CH 3 )CH 2 CH 2 ,

and n is an integer from 0-20 comprising the step of reacting a compound of Formula I(a):

wherein n is 0-20;

with a compound of Formula A:

wherein R 2 , R 3 , R 4 , and R 5 are as defined in claim 1 ; in the presence of an acid or base catalyst, followed by isolation and complete or partial purification of the compound of Formula I.

17. A product composition which product composition comprises a compound according to claim 1 .

18. The product composition according to claim 17 , wherein the product is selected from a fragrance product, perfume product, soap product, insect repellant product, insecticide product, detergent product, household cleaning agent product, air freshener product, room spray product, pomander product, candle product, cosmetic product, toilet water product, lotion product, talcum powder product, hair-care product, body deodorant product, anti-perspirant product, shampoo product, pet litter product, topically applied skin care product, paint or coating product, lubricant product, plastic product, defoamer product, hydraulic fluid product, antimicrobial product, crop care product, a product for enhanced oil recovery, fracking and/or other oil field applications, a nail polish remover product, writing ink or printing ink product, an adhesive product, an oral care product, a food product, or a pharmaceutical product.

19. The product composition according to claim 18 , wherein the composition further comprises one or more additives selected from: a cooling sensate, a warming sensate and/or a tingling sensate; a flavorant or fragrance; vitamins, minerals, nutraceuticals, energizing agents, soothing agents, coloring agents, amino acids antioxidants, preservatives, pH modifying agents, viscosity adjusting agents, and combinations of any preceding.

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

and n is an integer from 0-20.