Patent ID: 11939336
Assignee: INDIANA UNIVERSITY RESEARCH AND TECHNOLOGY CORPORATION
Field: Chemical engineering (Chemistry)
Classification: CPC C  B | IPC B  C

Claim 34:
35. A method of preventing corrosion of a metal surface, comprising:
(a) depositing a solution comprising an aryl-triazole bicyclic macrocycle in a solvent phase onto the metal surface to produce a coating on the metal surface, wherein the aryl-triazole bicyclic macrocycle is selected from the group consisting of Formulas (I), (III), (IV), (V), (VI) and (VII):, wherein for (I), R1, R2, and R3 are independently selected from the group consisting of alkenyl, alkyl, alkoxy, alkyl-NH-alkyl, aryl, cycloalkyl, heteroaryl, heterocycle, haloalkyl, hydrogen, iodo, —OR4, —N(R5R6), —CO2R7, —C(O)—N(R8R9), wherein R4, R5, R6, R7, R8, and R9 are each independently selected from the group consisting of alkenyl, alkyl, aryl, arylalkyl, cycloalkyl, heteroaryl, heterocycle, haloalkyl, and hydrogen,
wherein for (III), X is independently selected from the group consisting of CH, CF and N, and R1, R2, and R3 are independently selected from the group consisting of alkenyl, alkyl, alkoxy, alkyl-NH-alkyl, aryl, cycloalkyl, heteroaryl, heterocycle, haloalkyl, hydrogen, iodo, —OR4, —N(R5R6), —CO2R7, —C(O)—N(R8R9), wherein R4, R5, R6, R7, R8, and R9 are each independently selected from the group consisting of alkenyl, alkyl, aryl, arylalkyl, cycloalkyl, heteroaryl, heterocycle, haloalkyl, and hydrogen,
wherein for (IV), n=1 to 10, and R1 and R2 are independently selected from the group consisting of alkenyl, alkyl, alkoxy, alkyl-NH-alkyl, aryl, cycloalkyl, heteroaryl, heterocycle, haloalkyl, hydrogen, iodo, —OR3, —N(R4R5), —CO2R6, —C(O) N(R7R8), wherein R3, R4, R5, R6, R7, and R8 are each independently selected from the group consisting of alkenyl, alkyl, aryl, arylalkyl, cycloalkyl, heteroaryl, heterocycle, haloalkyl, and hydrogen,
wherein for (V), X and Y are independently selected from the group consisting of CH, CF and N, and R1, R2, R4, R5, R6 and R7 are independently selected from the group consisting of alkenyl, alkyl, alkoxy, alkyl-NH-alkyl, aryl, cycloalkyl, heteroaryl, heterocycle, haloalkyl, hydrogen, iodo, —OR8, —N(R9R10), —CO2R11, —C(O)—N(R12R13), wherein R1, R9, R10, R11, R12, and R13 are each independently selected from the group consisting of alkenyl, alkyl, aryl, arylalkyl, cycloalkyl, heteroaryl, heterocycle, haloalkyl, and hydrogen,
wherein for (VI), R1, R2, and R3 are independently selected from the group consisting of alkenyl, alkyl, alkoxy, alkyl-NH-alkyl, aryl, cycloalkyl, heteroaryl, heterocycle, haloalkyl, hydrogen, iodo, —OR4, —N(R5R6), —CO2R7, —C(O)—N(R8R9), wherein R4, R5, R6, R7, R8, and R9 are each independently selected from the group consisting of alkenyl, alkyl, aryl, arylalkyl, cycloalkyl, heteroaryl, heterocycle, haloalkyl, and hydrogen,
wherein for (VII), n=1 to 4, and R1 and R2 are independently selected from the group consisting of alkenyl, alkyl, alkoxy, alkyl-NH-alkyl, aryl, cycloalkyl, heteroaryl, heterocycle, haloalkyl, hydrogen, iodo, —OR3, —N(R4R5), —CO2R6, —C(O) N(R7R8), wherein R3, R4, R5, R6, R7, and R8 are each independently selected from the group consisting of alkenyl, alkyl, aryl, arylalkyl, cycloalkyl, heteroaryl, heterocycle, haloalkyl, and hydrogen;
(b) removing the solvent phase from the coating to produce a metal surface having dried coating; and
(c) annealing the dried coating onto the metal surface by applying a neat solvent to the metal surface having the dried coating of step (b).