Synthesis of quinoline and substituted quinoline copolymers

Details Synthesis of quinoline and substituted quinoline copolymers Synthesis of quinoline and substituted quinoline copolymers

C - Chemistry, Metallurgy

07

D

260/277.3

C07D 215/00 (2006.01) C07D 401/14 (2006.01) C08G 61/12 (2006.01)

Patent

CA 2028741

ABSTRACT OF THE DISCLOSURE The present invention is predicated on the discovery that quinoline and substituted quinoline derivatives, having substituents in positions other than the 2 and 6 position, undergo polymerization in the presence of tetrahydroquinoline or substituted tetrahydroquinolines and a transition metal sulfide catalyst to produce polymers that have repeating quinoline and substituted moieties. Thus, in one embodiment of the present invention, there is provided a novel method of prepar- ing polymers having the formula Image (7) which comprises contacting a tetrahydroquinoline having the formula Image (8) with a quinoline compound having the formula Image (9) at elevated temperatures and in the presence of a transition metal sulfide catalyst wherein the metal is selected from Groups VIB, VIIB and VIIIB of the period- ic table and mixtures thereof and wherein the Rs (i.e. R3, R4, etc.) and the R's (i.e. R'3, R'4, etc.) may be the same or different and are selected from hydrogen, halogen (especially fluoro-, chloro- and bromo-), -NO2, OH, -NH2, -SH, -CN and organic substituents. In the above polymer, x and y represent the relative propor- tion of bracketed structural quinoline or substituted moieties, and n is an integer equal to or greater than 2.

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