Synthesis and Color Tuning Properties of Blue Highly Fluorescent Vinyl Polymers Containing a Pendant Pyrrolopyridazine

Abstract

We report here the synthesis, polymerization, and properties of highly fluorescent vinyl polymers containing pendant pyrrolopyridazines. Their luminescence quantum efficiencies can be as high as 60%, and all polymers showed strong luminescence even in the solid state, which is indicative of little self-quenching in these systems. The polymers were processable into films, fibers, and rods that were suitable for several device applications. The fibers and rods showed interesting end luminescence whose colors were tunable by manipulating their geometries.

Pyrrolo[1,2-b]pyridazines. A revisit

“…After this, numerous articles treated the optical properties and especially the fluorescence of such compounds in detail. 4,5,102,159,160 For example, Wudl et al 159 synthesized and polymerized a series of monomers containing grafted pyrrolopyridazinic residues (Scheme 60). Fluorescence studies of these polymers showed a long quench time, strong solid state luminiscence and a high quantum yield.…”

Helical chirality of pyrrolo[1,2-a][4,5]diazafluoren-5-one derivatives

“…[31][32][33][34][35][36][37][38][39] In order to explain the effects of the molecular structure and solvent-solute interactions on absorption spectroscopic properties, the compounds were investigated in different solvents. Representative solvents have been selected for this investigation.…”

New fluorescent indolizines and bisindolizinylethylenes

“…[5][6][7][8][9][10] One of the most recent developments is the use of such compounds in optoelectronic devices, mostly as pure-color luminophores in OLEDs (organic light emitting diodes). 11,12 Indolizine, resembling condensed pyridine and pyrrole rings, is the simplest pyrroloazine. The indolizine skeleton offers the possibility of fine tuning certain properties by varying the number and type of substituents.…”

“…16 Several synthetic methods for obtaining indolizines are known, one of the most versatile being 1,3-dipolar cycloaddition reactions with azomethine ylides. 14-21 N-Ylides are excellent staring materials for obtaining pyrrolo[1,2-b]pyridazines [8][9][10][11][12][13] and other highly fluorescent pyrroloazines. [21][22][23] Our interest in pyrroloazines led us to investigate the influence of an ethylene spacer between two indolizine moieties, starting from 1,2-dipyridylethylenes using a sequence of 1,3-dipolar cycloaddition reactions involving azomethine ylides.…”