Supramolecular surfactants with detergent-dispersant and corrosion inhibitor properties

A process to prepare a supramolecular surfactant with detergent-dispersant and corrosion inhibition properties characterized by the non-covalent condensate formula A:B of components A and B wherein:

• Component A is a compound of structural formula (1):
• wherein
• R1 is an alkenyl or polyalkenyl group of average molecular weight in the interval between 400 and 5,000 Da;
• m is an integer number between 1 and 5;
• n is an integer number between 0 and 1;
• R2, R3, R4, and R5 are any of the following independent substituents:
• —H, —CH2 (CH2)uV, —C6H3WX, or —C10H4YZ, wherein
• U is an integer number between 0 and 8;
• V is any of the substituents —H, —NH2, —OH, y-COOH;
• and
• W, X, Y, and Z are independent substituents selected of the following groups:
• linear or branched alkyl chain containing from 1 to 6 carbon atoms, —OH, —NH2, aromatic, methoxy, ethylene oxide, propylene oxide, —COOH, or SO3;
• Component B is a mixture of compounds of structural formula (2a) and (2b):
• wherein:
• R6 is a linear or branched alkyl or alkenyl chain that contains from 1 to 30 carbon atoms, or a cycloalkyl or aryl group that can contain from 5 to 12 carbon atoms;
• R7 is the substituent —H;
• and
• R1 is the substituent —H or —CH3:
• and, the compounds of structural formula (2a) and (2b) are in equilibrium with compounds of structural formulas (3a) and (3b), respectively, as shown below:
• the process comprising mixing the stoichiometric amounts of components A and B at atmospheric pressure, and optionally without solvent, wherein component A and component B are mixed in a molar ratio from 0.1:10 to 10:0.1 with stirring for 10-240 minutes at a temperature of from 10-120° C.

A process to prepare a supramolecular surfactant with detergent-dispersant and corrosion inhibition properties characterized by the non-covalent condensate formula A:B of components A and B wherein:

• Component A is a compound of structural formula (1):
• wherein
• R1 is an alkenyl or polyalkenyl group of average molecular weight in the interval between 400 and 5,000 Da;
• m is an integer number between 1 and 5;
• n is an integer number between 0 and 1;
• R2, R3, R4, and R5 are any of the following independent substituents:—H, —CH2 (CH2)uV, —C6H3WX, or —C10H4YZ, wherein
• U is an integer number between 0 and 8;
• V is any of the substituents —H, —NH2, —OH, y-COOH;
• and
• W, X, Y, and Z are independent substituents selected of the following groups:
• linear or branched alkyl chain containing from 1 to 6 carbon atoms, —OH, —NH2, aromatic, methoxy, ethylene oxide, propylene oxide, —COOH, or SO3;
• Component B is a mixture of compounds of structural formula (2a) and (2b):
• wherein:
• R6 is a linear or branched alkyl or alkenyl chain that contains from 1 to 30 carbon atoms, or a cycloalkyl or aryl group that can contain from 5 to 12 carbon atoms;
• R7 is the substituent —H;
• and
• R1 is the substituent —H or —CH3:
• and, the compounds of structural formula (2a) and (2b) are in equilibrium with compounds of structural formulas (3a) and (3b), respectively, as shown below:
• the process comprising mixing the stoichiometric amounts of components A and B at atmospheric pressure, wherein the process is carried out in the presence of an organic solvent in a ratio by weight of the solvent to the supramolecular surfactant of about 10% to 80%, wherein the solvent is selected from the group consisting of:
• benzene, xylene, xylenes, toluene, light aromatic naphtha, heavy aromatic naphtha, diesel, gasoline, chloroform, and an aromatics mixture.