US 12,082,580 B2
Use of multiple charged cationic compounds derived from primary amines or polyamines for microbial fouling control in a water system
Ashish Dhawan, Saint Paul, MN (US); Kun Xiong, Saint Paul, MN (US); Carter M. Silvernail, Saint Paul, MN (US); and Zhengang Zong, Saint Paul, MN (US)
Assigned to Ecolab USA Inc., Saint Paul, MN (US)
Filed by ECOLAB USA INC., Saint Paul, MN (US)
Filed on Jun. 14, 2021, as Appl. No. 17/304,041.
Application 17/304,041 is a continuation of application No. 16/554,435, filed on Aug. 28, 2019, granted, now 11,058,111.
Claims priority of provisional application 62/724,391, filed on Aug. 29, 2018.
Prior Publication US 2021/0298300 A1, Sep. 30, 2021
This patent is subject to a terminal disclaimer.
Int. Cl. A01N 37/30 (2006.01); C02F 1/50 (2023.01)
CPC A01N 37/30 (2013.01) [C02F 1/50 (2013.01); C02F 2303/20 (2013.01)] 32 Claims
 
1. A method of controlling microbial fouling in a water system comprising:
providing a fouling control composition into a water system to generate a treated water system,
wherein the fouling control composition comprises a compound or its salt and one or more fouling control composition agents;
wherein the compound or its salt is a di-cationic compound or a multiple charged cationic compound formed by a process derived from an aza-Michael Addition Reaction between a primary amine or polyamine and an α, β-unsaturated carbonyl compound according to the following formula

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or
from an aza-Michael Addition Reaction between a polyamine and an α, β-unsaturated carbonyl compound according to the following formula

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and a ring opening reaction from between the polyamine and an epoxide according to the following formula

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wherein X is NH or O;
R2 is H, CH3, or an unsubstituted, linear or branched C2-C10 alkyl, alkenyl, or alkynyl group;
R3 is absent or an unsubstituted, linear or branched C1-C30 alkylene group;
Y is —NR4R5R6(+); R4, R5, and R6 are independently a C1-C10 alkyl group;
R7 is H or alkyl; and
R8 is alkyl, or —(CH2)k—O-alkyl, wherein k is an integer of 1-30; and
wherein the compound is the di-cationic compound having two

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groups, the multiple charged cationic compound having 1, 2, 3, or more

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groups, or the multiple charged cationic compound having 1, 2, 3, or more

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groups and at least one

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group.