IP Library › Granted Patent US 9,822,324
Granted Patent B2
US 9,822,324 · App. 14/429,102 · Granted Nov 21, 2017

Amine alkoxylate compositions and their use as lubricant additives

Inventors: Cynthia Pierre (Naperville, IL); Stephen W. King (League City, TX); Daniel A. Aguilar (Lake Jackson, TX); Brian A. Jazdzewski (Pearland, TX); John B. Cuthbert (Midland, MI); Paul R. Elowe (Midland, MI); Ashwin R. Bharadwaj (Pearland, TX)
Assignee: Dow Global Technologies LLC
C10M133/40C07D295/13
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Quick Facts
Patent No.
US 9,822,324
App. No.
14/429,102
Granted
Nov 21, 2017
Kind
B2
Abstract

Provided are compositions and their use as dispersant and/or detergent additives for lubricants. The compositions comprise an amine alkoxylate of the formula I: (I) wherein R 1 -R 7 , R 1 ′-R 7 ; x, x′, A, A′ and A″ are as defined herein.

Claims (24)

1. A composition comprising an amine alkoxylate of formula I:

wherein R 1 -R 7 and R 1′ -R 7′ are independently hydrogen or hydrocarbyl groups; x and x′ are independently 0 (a covalent bond) or an integer in the range of 1-10, and if x or x′ is greater than 1, then R 1 and R 1′ are the same or different; and A, A′ and A″ are independently alkoxylate homopolymer or copolymer chains where the alkyl of the alkoxylate units is independently selected from CH 2 CH 2 , CH 2 CH(CH 3 ), CH(CH 3 )CH 2 , CH 2 CH(CH 2 CH 3 ), or CH(CH 2 CH 3 )CH 2 groups.

2. The composition of claim 1 , comprising an amine alkoxylate having the following structure:

wherein R 1 -R 7 and R 1′ -R 7′ are independently hydrogen or hydrocarbyl groups;

x and x′ are independently 0 (a covalent bond) or an integer in the range of 1-10, and if x or x′ is greater than 1, then R 1 and R 1′ are the same or different;

y y′, or y″ are independently an integer ranging from 0 to 250; and

R 8 R 8′ , R 8″ , R 9 , R 9′ , and R 9″ are independently CH 2 CH 2 , CH 2 CH(CH 3 ), CH(CH 3 )CH 2 , CH 2 CH(CH 2 CH 3 ), or CH(CH 2 CH 3 )CH 2 , wherein if y y′, or y″ is greater than 1, then each corresponding R 9 , R 9′ , or R 9″ is the same or different and in the event they are different they may be in random or block configuration.

3. The composition of claim 1 wherein R 1 -R 7 and R 1′ -R 7′ are independently hydrogen or linear or branched C 1 -C 6 alkyl.

4. The composition of claim 1 wherein R 1 -R 7 and R 1′ -R 7′ are each hydrogen.

5. The composition of claim 1 wherein the amine alkoxylate is of the formula II:

wherein R 1 -R 3 and R 1′ -R 3′ are independently hydrogen or linear or branched C 1 -C 6 alkyl; x and x′ are independently 0 (a covalent bond) or an integer in the range of 1-10 (preferably they are 0 or 1-4), and if x or x′ is greater than 1, then R 1 and R 1′ are the same or different; and A, A′ and A″ are as defined for formula I.

6. The composition of claim 5 wherein the amine alkoxylate is of the formula II′:

wherein R 1 -R 3 and R 1′ -R 3′ are independently hydrogen or linear or branched C 1 -C 6 alkyl; x and x′ are independently 0 (a covalent bond) or an integer in the range of 1-10, and if x or x′ is greater than 1, then R 1 and R 1′ are the same or different; y y′, or y″ are independently an integer ranging from 0 to 250; and R 8 R 8′ , R 8″ , R 9 , R 9′ , and R 9″ are independently CH 2 CH 2 , CH 2 CH(CH 3 ), CH(CH 3 )CH 2 , CH 2 CH(CH 2 CH 3 ), or CH(CH 2 CH 3 )CH 2 , wherein if y y′, or y″ is greater than 1, then each corresponding R 9 , R 9′ , or R 9″ is the same or different and in the event they are different they may be in random or block configuration.

7. The composition of claim 2 wherein R 8 , R 8′ , R 8″ , R 9 , R 9′ , and R 9″ are independently CH 2 CH(CH 3 ) or CH(CH 3 )CH 2 .

8. The composition of claim 1 wherein the amine alkoxylate has a number average molecular weight ranging from 280 to 10,000 g/mol.

9. The composition of claim 1 further comprising an amine alkoxylate of formula III:

wherein R 1 -R 7 and R 1′ -R 7′ are independently hydrogen or hydrocarbyl groups;

x and x′ are independently 0 (a covalent bond) or an integer in the range of 1-10, and if x or x′ is greater than 1, then R 1 and R 1′ are the same or different;

y y′, or y″ are independently an integer ranging from 0 to 250; and

R 8 R 8′ , R 8″ , R 9 , R 9′ , and R 9″ are independently CH 2 CH 2 , CH 2 CH(CH 3 ), CH(CH 3 )CH 2 , CH 2 CH(CH 2 CH 3 ), or CH(CH 2 CH 3 )CH 2 , wherein if y y′, or y″ is greater than 1, then each corresponding R 9 , R 9′ , or R 9″ is the same or different and in the event they are different they may be in random or block configuration.

10. A lubricant formulation comprising:

a base oil; and

a performance additive comprising the composition of claim 1 .

11. A method for providing dispersancy, detergency, or both to a lubricant formulation for use in a fuel burning engine, the method comprising: including in the lubricant formulation the composition of claim 1 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 10, 2017
From: PIERRE, CYNTHIA; KING, STEPHEN W.; AGUILAR, DANIEL A.; JAZDZEWSKI, BRIAN A.; CUTHBERT, JOHN B.; ELOWE, PAUL R.; BHARADWAJ, ASWIN R.
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 043820/0612 →
Continuity (2)
Provisional Application 61717663 · Oct 24, 2012
Related Publication 20150232776A1 · Aug 20, 2015