US 12,435,275 B2
Aromatic amide dispersant
Andrew J. Shooter, Wilmslow (GB); Conor Wilkinson, Manchester (GB); and Shabana Rafiq, Manchester (GB)
Assigned to Lubrizol Advanced Materials, Inc., Cleveland, OH (US)
Appl. No. 17/269,600
Filed by Lubrizol Advanced Materials, Inc., Cleveland, OH (US)
PCT Filed Aug. 21, 2019, PCT No. PCT/US2019/047448
§ 371(c)(1), (2) Date Feb. 19, 2021,
PCT Pub. No. WO2020/041433, PCT Pub. Date Feb. 27, 2020.
Claims priority of provisional application 62/721,320, filed on Aug. 22, 2018.
Prior Publication US 2021/0238433 A1, Aug. 5, 2021
Int. Cl. C09K 23/22 (2022.01); C08G 65/333 (2006.01); C09D 11/033 (2014.01); C09D 11/037 (2014.01); C09D 11/104 (2014.01); C09D 11/322 (2014.01); C09D 17/00 (2006.01)
CPC C09K 23/22 (2022.01) [C08G 65/33396 (2013.01); C09D 11/033 (2013.01); C09D 11/037 (2013.01); C09D 11/104 (2013.01); C09D 11/322 (2013.01); C09D 17/001 (2013.01); C09D 17/002 (2013.01)] 17 Claims
 
1. A dispersant or its salts comprising a polymer having the following structure, or salts thereof:

OG Complex Work Unit Chemistry
n is 1, and m is equal to n in each polymer;
R1 is independently CN, NO2, Cl, Br, CH3, NH2 or OH where a is 0 to 4;
R2 is H, a C1-50 optionally substituted hydrocarbyl, or a C1-50 optionally substituted hydrocarbonyl group;
G is a C1-50 hydrocarbyl group optionally substituted with heteroatoms represented as ether, ester, aldehyde, ketone, amide, urethane, alcohol or carboxylic acid groups, or a residue of an optionally substituted alkyl (meth)acrylate or (meth)acrylamide, or a ring opening product of an epoxide of the formula

OG Complex Work Unit Chemistry
wherein R6 can individually on each occurrence be H or CH3 or C2H5 or one of the following groups:

OG Complex Work Unit Chemistry
wherein D is C1-5 alkyl group, CN, OH, NO2, NH2, halogen, CO2H, SO3H, CH3 or OCH3;
p is from 0 to 4;
R3 is a linear or branched C1-50;
T is —C(O)—CH(R4)CH2 or C1-5 hydrocarbyl chain;
when G is C1-50 hydrocarbyl, T is —C(O)—CH(R4)CH2;
when G is a residue of an optionally substituted alkyl (meth)acrylate or (meth)acrylamide, or a ring opening product of an epoxide, T is C1-5 hydrocarbyl chain;
R4 is H or Me;
Y independently in each repeat unit is C2-4 alkyleneoxy;
Q comprises a naphthalene, a biphenyl, or a phenyl, wherein the carboxylic acid group attached to Q is attached to a carbon atom of the aromatic ring of Q;
wherein the hydrogen of any acid in Formula I is optionally replaced by a metal, amine, or ammonium cation to place the dispersant in the form of a salt; and
x is 2 to 90.