Polyolefin dispersants and methods of making and using thereof

Patent metadata

Field	Value
Publication number	US-10875946-B2
Application number	US-201816134474-A
Country	US
Kind code	B2
Filing date	Sep 18, 2018
Priority date	Sep 18, 2017
Publication date	Dec 29, 2020
Grant date	Dec 29, 2020

Abstract

Provided herein are polyolefin dispersants, as well as methods for producing polyolefin dispersants. The polyolefin dispersants can be defined by the formula below

where R x is cationic initiator residue; R a is a polyolefin group; R 1 and R 2 are each, independently in each —(CR 1 R 2 ) unit, H, alkyl, alkoxy, or alkylaryl; R 3 and R 4 are each, independently, H, alkyl, or alkoxy; m is an integer from 1 to 20; n is an integer from 1 to 6; r is an integer from 1 to 4; Y is a polyvalent amine linker comprising one or more tertiary amines, wherein the polyvalent amine linker does not include a primary amine or a secondary amine; and A is absent, or comprises a dispersive moiety.

First claim

What is claimed is:

1. A polyolefin dispersant defined by Formula I below

wherein
R x is an initiator residue;
R a is a polyolefin group;
R 1 and R 2 are each, independently in each —(CR 1 R 2 ) unit, H, alkyl, alkoxy, or alkylaryl;
R 3 and R 4 are each, independently, H, alkyl, or alkoxy;
m is an integer from 1 to 20;
n is an integer from 1 to 6;
r is an integer from 1 to 4;
Y is a polyvalent amine linker comprising one or more tertiary amines, wherein the polyvalent amine linker does not include a primary amine or a secondary amine; and
A is absent, or comprises a dispersive moiety.

2. The dispersant of claim 1 , wherein A is present.

3. The dispersant of claim 2 , wherein A comprises an imide moiety.

4. The dispersant of claim 3 , wherein the imide moiety comprises a cyclic imide.

5. The dispersant of claim 4 , wherein the imide moiety comprises a moiety defined by Formula III below

wherein
R 5 , R 6 , and R 7 are each, independently, H, halogen, alkyl, alkoxy, aryl, alkylaryl, or cycloalkyl, or wherein R 5 and R 6 , together with the atoms to which they are attached, R 6 and R 7 , together with the atoms to which they are attached, or both R 5 and R 6 and R 6 and R 7 , together with the atoms to which they are attached, form a 5-8 membered substituted or unsubstituted aromatic or non-aromatic ring.

6. The dispersant of claim 5 , wherein the imide moiety comprises one of the following

7. The dispersant of claim 1 , wherein R a comprises a polyisobutylene group.

8. The dispersant of claim 1 , wherein Y comprises from one to three tertiary amines.

9. The dispersant of claim 1 , wherein Y comprises from 6 to 30 carbon atoms.

10. The dispersant of claim 1 , wherein R 1 and R 2 are each, independently H or alkyl.

11. The dispersant of claim 1 , wherein R 3 and R 4 are both H.

12. The dispersant of claim 1 , wherein Y comprises a bivalent amine linker and n is 1.

13. The dispersant of claim 12 , wherein Y is defined by the structure below

wherein
R 7 and R 8 are each, independently in each —(CR 1 R 2 ) unit, H, alkyl, alkoxy, or alkylaryl; and
b is an integer from 1 to 20.

Assignees

• Chevron Oronite Co
• The Univ Of Southern Mississippi

Inventors

• Storey Robson F
• Holbrook Travis P
• Campbell C Garrett
• Masson Georgeta

Classifications

• C10N2030/02

  Pour-point; Viscosity index · CPC title

• C10M2215/28

  Amides; Imides · CPC title

• C10N2030/12

  Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives · CPC title

• C10N2030/04

  Detergent property or dispersant property · CPC title

• C08F8/30

  Introducing nitrogen atoms or nitrogen-containing groups · CPC title