Macromolecules, Vol.53, No.6, 2031-2038, 2020
Synthesis of Platinum-Containing Conjugated Polymers Having QuinoxP* and Bipyridine Ligands. Chirality Transfer from the Phosphine Ligand to the Polymer Backbone
Platinum (Pt) containing novel conjugated polymers, poly(1-2a)-poly(1-2d) having bipyridine ligands were synthesized by the Sonogashira-Hagihara coupling polymerization of [Pt(4,4'-dibromo-2,2'-bipyridine)((R,R)-2,3-bis(tert-butylmethylphosphino)quinoxaline)(trifluoromethanesulfonate)(2)] (1) coordinated with 4,4'-dibromo-2,2'-bipyridine/(R,R)-2,3-bis(tert-butylmethylphosphino)quinoxaline [(R,R)-QuinoxP*] and 1,4-diethynylbenzene (2a), 1,4-diethynyl-2,5-bis(heptyloxy)benzene (2b), 1,4-diethynyl-2,5-bis(2-ethylhexyloxy)benzene (2c), and 1,4-diethynyl-2,5-bis(2-(2-methoxyethoxy)ethoxy)benzene (2d). Poly(1-2d) exhibited circular dichroism signals derived from (R,R)-QuinoxP* and the conjugated main chain around 290 and 440 nm in DMF, respectively. The simulated CD spectroscopic pattern of a low molecular model compound, M1-Pt, agreed well with the observed spectra. The TEM images of poly(1-2d) in the solid state exhibited dispersed patterns with sizes around 10 nm. Concentrated solutions of polymer 1-2d in DMF and CHCl3 partly exhibited patterns assignable to the formation of lyotropic liquid crystals.