IP Library Granted Patent US 12,534,570
Granted Patent B2
US 12,534,570 · App. 17/758,856 · Granted Jan 27, 2026

Diacyl derivatives of polyether polymers

Inventors: Patrick Foley (New Haven, CT); Ashoke Bhattacharjee (Cheshire, CT); Tania Salam (Wallingford, CT); Anam Ikram (Brookfield, CT)
Assignee: P2 Science, Inc.
C08G65/22C08K5/175
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Quick Facts
Patent No.
US 12,534,570
App. No.
17/758,856
Granted
Jan 27, 2026
Kind
B2
Abstract

The invention relates to diacyl derivatives of certain polyether polymers, compositions comprising the same, and methods of making the same via reaction with substituted or unsubstituted cyclic anhydrides, and methods of using the same.

Claims (33)

1 . A compound according to Formula I below:

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

R 2 is selected from hydrogen, and C 1 -C 6 alkyl, or M, wherein M is a monovalent or divalent cation;

X is selected from optionally substituted C 1 -C 12 alkyl, optionally substituted C 2-12 alkenyl, optionally substituted C 2-12 alkynyl, optionally substituted C 3 -C 12 cycloalkyl, optionally substituted C 3 -C 12 cycloalkenyl, and optionally substituted aryl; and

n is an integer between 0 and 20.

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 X is unsubstituted or substituted C 1 -C 12 alkyl.

6 . The compound according to claim 1 , wherein X is unsubstituted C 1 , C 2 , C 3 , C 4 , C 5 or C 6 alkyl.

7 . The compound according to claim 1 , wherein X is substituted C 1-12 alkyl.

8 . The compound according to claim 1 , wherein X is unsubstituted or substituted C 2 -C 12 alkenyl.

9 . The compound according to claim 1 , wherein X is unsubstituted or substituted C 3 -C 12 cycloalkyl or C 3 -C 12 cycloalkenyl or wherein X is unsubstituted aryl.

10 . The compound according to claim 1 , wherein R 1 is CH 2 CH 2 CH(CH 3 )CH 2 CH 2 , X is unsubstituted or substituted C 1-6 alkyl, R 2 is hydrogen or M, wherein M is a monovalent or divalent cation, and n is an integer between 0 and 6.

11 . The compound according to claim 1 , wherein R 2 is hydrogen.

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

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

is

14 . The compound according to claim 1 , R 2 is M, wherein M is a monovalent or divalent cation.

15 . The compound according to claim 14 , wherein M is an alkali metal or alkaline earth metal ion.

16 . The compound according to claim 1 , wherein the Compound of Formula I is:

wherein n is 0-20, m is 2-5, and M is H or Na + .

17 . The compound according to claim 16 , wherein n is 0, 1, 2, 3, or 4, m is 2 and M is H.

18 . A composition comprising a compound of Formula I according to claim 1 .

19 . The composition according to claim 18 , 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.

20 . The composition according to claim 18 , 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 1% and up to 90%, 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.

21 . The composition according to claim 18 , wherein the compounds in the composition have an average n value of about 0 or about 0.5, measured either as a weight average or number average.

22 . A method of making a compound according to claim 1 , comprising the step of reacting a compound of Formula I(a);

with a compound of Formula A:

optionally in a suitable solvent or neat, and optionally in the presence of an acid or base catalyst, followed the step of isolation and complete or partial purification of the compound of Formula I.

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

24 . The product composition according to claim 23 , 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.

25 . The product composition according to claim 24 , 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.

Assignments (3)
RELEASE OF SECURITY INTEREST Recorded Feb 6, 2023
From: HG VENTURES LLC
To: P2 SCIENCE, INC.
Reel/Frame 062650/0301 →
SECURITY INTEREST Recorded Dec 3, 2022
From: P2 SCIENCE, INC.
To: HG VENTURES LLC
Reel/Frame 062050/0152 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 13, 2022
From: FOLEY, PATRICK; BHATTACHARJEE, ASHOKE; SALAM, TANIA; IKRAM, ANAM
To: P2 SCIENCE, INC.
Reel/Frame 061407/0112 →
Continuity (5)
Provisional Application 63125854 · Dec 15, 2020
Provisional Application 63092409 · Oct 15, 2020
Provisional Application 63043254 · Jun 24, 2020
Provisional Application 62961041 · Jan 14, 2020
Related Publication 20230057412A1 · Feb 23, 2023
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