Poly(nonylbisoxazole):  A Member of a New Class of Conjugated Polymer

Abstract

The synthesis of poly(4,4′-dinonyl-2,2′-bisoxazole-5,5′-diyl) (PNBO) was performed through a nickel-mediated coupling of 5,5′-dibromo-4,4′-dinonyl-2,2′-bisoxazole. The solid-state morphology of PNBO was determined by powder X-ray diffraction (XRD) which showed strong peaks due to lamellar spacing and three-dimensional ordering. The polymer has absorbance maxima of 446 and 464 nm in solution, and 475 nm in the film. A low wavelength shoulder near 510 nm is ascribed to the absorption of aggregated molecules. The emission spectra are concentration dependent and consistent with emission from excimers. Essentially all the emission in the solid state is due to excimers. The physical and chemical properties of PNBO are compared to the sulfur analogues, poly(4,4′-dinonyl-2,2′-bithiazole-5,5′-diyl) (PNBTz) and poly(3-alkylthiophene)s.

New π-conjugated polymers containing oxazole in the main chain: Optical and electrochemical properties

“…These values are comparable to T 5% (452 C) of the head-to-head type poly(4-nonyloxazole-2,5-diyl) [9].…”

“…Curtis reported an example of the main-chain type oxazole homopolymer, head-to-head type poly(4-nonyloxazole-2,5-diyl) [9], however, usability of the oxazole unit in p-conjugated copolymers has not been examined well.…”

Dialkoxybithiazole: A New Building Block for Head-to-Head Polymer Semiconductors

“…The chemistry of thiazole differs significantly from that of thiophene, , making the synthesis of bithiazole-based building blocks far more challenging and less developed. − For example, 4,4′-dialkyl-2,2′-bithiazole, a tail-to-tail bithiazole unit, was prepared from halomethyl ketones and dithiooxamide, which is greatly different from the synthesis of 4,4′-dialkyl-2,2′-bithiophene achieved via dimerization of alkylthiophenes . Furthermore, when 2,5-dibromothiazole is reacted with 2,5-distannylated thiophenes, highly regioregular polymers with an estimated head-to-tail content >90% are achieved, which is not the case for polymerizations of 3-subsituted-2,5-dibromothiophenes .…”

Novel Poly(2,3-diphenyl-1,4-phenylenevinylene) Derivatives Containing Long Branched Alkoxy and Fluorenyl Substituents: Synthesis, Characterization, and Their Applications for Polymer Light-Emitting Diodes

“…Since the first report on polymer light-emitting diodes (PLED), a number of π-conjugated polymers have been intensively investigated in order to fabricate devices for industrial applications. − Among them, poly(1,4-phenylenevinylene) (PPV) has attracted a great deal of attention in recent years because of its unique structure and highly electroluminescent properties . However, the requirement of the precursor route and intrinsic insolubility restrict further development of PPV.…”