Multiple charged ionic compounds derived from polyamines and compositions thereof and use thereof as reverse emulsion breakers in oil and gas operations

A method of synthesizing a multiple charged cationic compound, comprising:

• contacting a polyamine with an activated olefin having an ionic group to generate a compound;
• wherein the polyamine is diethylenetriamine, triethylenetetramine, pentaethylenehexamine, hexaethyleneheptamine, tris(2-aminoethyl)amine, tetraethylenepentamine, polyethyleneeimine, or a combination thereof,
• wherein the activated olefin is (3-acrylamidopropyl)trimethylammonium chloride (APTAC), [3-(methacryloylamino)propyl]trimethylammonium chloride (MAPTAC), 2-(acryloyloxy)-N,N,N-trimethylethanaminium chloride (DMAEA-MCQ), N,N-dimethylaminoethyl acrylate benzyl chloride quaternary salt (DMAEA-BCQ), or 2-(methacryloyloxy)-N,N,N-trimethylethan-1-aminium methyl sulfate (DMAEA-MSQ), or a combination thereof,
• wherein the polyamine and activated olefin undergo an aza-Michael addition reaction;
• and
• wherein the multiple charged cationic compound is a compound according to the structures:
• wherein k is an integer of 1-1000;
• wherein l, m, n, o, or p are each an integer of 0-100 provided that at least one of l, m, n, o, or p is an integer of at least 1;
• X is NH or O;
• R2 is H, CH3, or an unsubstituted, linear or branched C2-C10 alkyl group;
• R3 is absent or an unsubstituted, linear or branched C1-C30 alkylene group;
• Y is —NR4R5R6(+) or a salt thereof;
• R4, R5, and R6 are independently a C1-C10 alkyl group or benzyl group.