IP Library Granted Patent US 12,612,574
Granted Patent B2
US 12,612,574 · App. 18/820,886 · Granted Apr 28, 2026

Ester blends for electric drive and cooling application

Inventors: Atanu Adhvaryu (Glen Allen, VA); Kenneth Crook (Winston Salem, NC); Carlos Curiel (Denham Springs, LA); Katherine Glasgow (Indianapolis, IN); Matthew Stephens (Cranston, RI)
Assignee: AURORIUM HOLDINGS LLC
C10M105/36C09K5/10C10M105/34C10M2207/2815C10M2207/2825C10N2020/02C10N2030/02C10N2030/08C10N2040/04C10N2040/16C10N2040/25
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Quick Facts
Patent No.
US 12,612,574
App. No.
18/820,886
Granted
Apr 28, 2026
Kind
B2
Abstract

This disclosure relates to oil compositions of ester blends that are useful in the chemical arts, such as in the manufacture of products, such as base oils and battery immersive cooling fluids. In particular, the present disclosure pertains to blends of an alkenylene diester, such as a dialkyl fumarate or a dialkyl maleate, and a compound of Formula I.

Claims (36)

1 . An oil composition comprising a blend of (i) an alkenylene diester and (ii) a compound of Formula I,

or salt thereof, wherein

R 1 is C 1 -C 6 alkyl,

R 2 is H or C 1 -C 6 acyl, and

each of n, m, and p is independently an integer of 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10.

2 . The oil composition of claim 1 , wherein the compound of Formula I is of Formula IIa:

or salt thereof, wherein R 1 is C 1 -C 6 alkyl and R 2 is H or C 1 -C 6 acyl.

3 . The oil composition of claim 2 , wherein R 1 is methyl, ethyl, or propyl.

4 . The oil composition of claim 3 , wherein R 2 is H or acetyl.

5 . The oil composition of claim 4 , wherein the alkenylene diester is of Formula III:

wherein

each of R 3 , R 4 , R 5 , and R 6 is independently H or —C(O)Oalkyl,

provided that:

one of R 3 and R 4 is H and the other of R 3 and R 4 is —C(O)Oalkyl, and

one of R 5 and R 6 is H and the other of R 5 and R 6 is —C(O)Oalkyl.

6 . The oil composition of claim 5 , wherein the alkenylene diester is a dialkyl fumarate, a dialkyl maleate, or a combination thereof.

7 . The oil composition of claim 6 , wherein the alkenylene diester is a dialkyl fumarate.

8 . The oil composition of claim 7 , wherein the alkenylene diester is of Formula (IVa):

wherein each R 7 is C 2 -C 12 alkyl.

9 . The oil composition of claim 8 , wherein each R 7 is C 4 -C 8 alkyl.

10 . The oil composition of claim 9 , wherein the alkenylene diester is dioctyl fumarate (DOF), dibutyl fumarate (DBF), or a combination thereof.

11 . The oil composition of claim 6 , wherein the alkenylene diester is a dialkyl maleate.

12 . The oil composition of claim 11 , wherein the alkenylene diester is of Formula (IVb):

wherein each R 8 is C 2 -C 12 alkyl.

13 . The oil composition of claim 12 , wherein each R 8 is C 4 -C 8 alkyl.

14 . The oil composition of claim 13 , wherein the alkenylene diester is dioctyl maleate (DOM), dibutyl maleate (DBM), or a combination thereof.

15 . The oil composition of claim 14 , wherein the alkylene diester is a combination of dioctyl maleate (DOM) and dibutyl maleate (DBM).

16 . The oil composition of claim 6 , wherein the alkenylene diester and the compound of Formula I are present in a ratio of about 5:1 to about 1:5 in the composition.

17 . A base oil composition comprising the oil composition of claim 1 .

18 . A cooling fluid comprising the oil composition of claim 1 .

19 . The cooling fluid of claim 18 , wherein the cooling fluid is an immersive cooling fluid.

20 . A method of cooling an electric drive, comprising adding a composition to the electric drive, wherein the composition comprises a blend of (i) an alkenylene diester and (ii) a compound of Formula I,

or salt thereof, wherein

R 1 is C 1 -C 6 alkyl,

R 2 is H or C 1 -C 6 acyl, and

each of n, m, and p is independently an integer of 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 7, 2026
From: ADHVARYU, ATANU; CROOK, KENNETH; CURIEL, CARLOS; GLASGOW, KATHERINE; STEPHENS, MATTHEW
To: AURORIUM HOLDINGS LLC
Reel/Frame 075350/0512 →
SECURITY INTEREST Recorded Nov 17, 2025
From: AURORIUM HOLDINGS LLC
To: ANTARES CAPITAL LP, AS COLLATERAL AGENT
Reel/Frame 072933/0425 →
Continuity (2)
Provisional Application 63585036 · Sep 25, 2023
Related Publication 20250101331A1 · Mar 27, 2025
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