US 12,103,881 B2
Molecules having one hydrophobic group and two identical hydrophilic ionic groups and compositions thereof and methods of preparation thereof
Ashish Dhawan, Saint Paul, MN (US); and Carter M. Silvernail, Saint Paul, MN (US)
Assigned to Ecolab USA Inc., Saint Paul, MN (US)
Filed by ECOLAB USA INC., Saint Paul, MN (US)
Filed on Jan. 20, 2022, as Appl. No. 17/648,442.
Application 17/648,442 is a division of application No. 16/116,222, filed on Aug. 29, 2018, granted, now 11,261,113.
Claims priority of provisional application 62/552,108, filed on Aug. 30, 2017.
Prior Publication US 2022/0162102 A1, May 26, 2022
This patent is subject to a terminal disclaimer.
Int. Cl. C02F 5/12 (2023.01); C07C 231/12 (2006.01); C07C 237/06 (2006.01); C07F 9/54 (2006.01); C11D 1/62 (2006.01); C11D 3/386 (2006.01); C11D 7/32 (2006.01); C23F 11/10 (2006.01); C23F 11/14 (2006.01); C02F 1/68 (2023.01)
CPC C02F 5/12 (2013.01) [C07C 231/12 (2013.01); C07C 237/06 (2013.01); C07F 9/5407 (2013.01); C11D 1/62 (2013.01); C11D 3/386 (2013.01); C11D 7/3254 (2013.01); C11D 7/3263 (2013.01); C23F 11/10 (2013.01); C23F 11/141 (2013.01); C23F 11/149 (2013.01); C02F 1/683 (2013.01); C02F 2303/08 (2013.01); C02F 2305/04 (2013.01)] 20 Claims
OG exemplary drawing
 
1. A method to synthesize a compound, comprising: contacting a primary amine with an activated olefin having a hydrophilic group to
generate a compound;
wherein the primary amine is R11—NH2, wherein R11 is R1—Z—(CH2)m—; and
wherein the activated olefin is X is O;

OG Complex Work Unit Chemistry
R1 is an unsubstituted or substituted linear or branched C1-C30 alkyl, cyclic alkyl, alkenyl, or alkynyl group;
Z is O;
R2 is H, CH3, or an unsubstituted linear or branched C1-C10 alkyl, alkenyl, or alkynyl group;
R2′ is H, CH3, or an unsubstituted or substituted linear or branched C1-C10 alkyl, alkenyl, alkynyl group,—COOH, —CH2COOH, Y′, or —(CH2)m—Y′;
m is an integer of 1 to 4;
R3 is absent or an unsubstituted linear C1- or C5-C30 alkylene group; and
Y′ is —COOH,—PO3H,—SO3H,—OSO3H,-OPO3H, or a salt thereof.