Patent ID: 11945780
Assignee: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
Field: Organic fine chemistry (Chemistry)
Classification: CPC C | IPC C

Claim 19:
20. A method of producing polyquinolines comprising:
reacting a bifunctional aromatic aldimine with itself in the presence of a Lewis acid mediator and an oxidant to produce the corresponding polyquinoline, wherein:
the bifunctional aromatic aldimine is of formula:, comprising:
an aromatic core comprising aromatic or heteroaromatic rings, wherein
n is a number of distinct rings and is an integer of at least 1, and
the aromatic core is substituted with at least one halogen;

an aldimine functionality immediately and covalently attached to the aromatic core,
wherein
R is an aromatic or heteroaromatic functionality optionally substituted with one or more substituents, each independently selected from the group consisting of: a halogen, an alkyl, an alkoxy, an acetyl, an N-acetyl, an amine, an alkyl amine, a sulfide, a nitrate, a nitrile, another electron withdrawing or electron donating functionality, or any combination thereof; and

an aromatic terminal alkyne functionality immediately and covalently attached at any position of the aromatic core; wherein
the at least one halogen is at meta position of the aromatic core relative to the aldimine functionality; and wherein

the aldimine functionality of one molecule of the bifunctional aromatic aldimine reacts with the aromatic terminal alkyne functionality of another molecule of the bifunctional aromatic aldimine to yield the corresponding polyquinoline comprising quinoline moieties incorporating the nitrogens of the aldimine functionalities.