Synthesis and Characterization of a Novel Vinyl-2,2′-bipyridine Monomer and Its Homopolymeric/Copolymeric Metal Complexes

Abstract

Novel hybrid materials, based on polymeric ruthenium complexes, have been synthesized and characterized. The preparation of a new vinylic tris(bipyridine)ruthenium complex in high yields enabled the synthesis of soluble polymeric materials with high metal loading, using a controlled polymerization technique such as atom transfer radical polymerization. Moreover, combination of this monomeric complex with other monomers, known for their electron or hole transporting properties, led to soluble copolymers of various desired ruthenium loadings. Characterization of the synthesized polymers and copolymers was performed using NMR, SEC, and viscometry. The polymer-metal hybrid materials' optical properties were studied in detail through UV-vis and photoluminescence spectroscopies, showing the [Ru II (bpy) 3 ] complexes' intense optoelectronic characteristics, also in combination with the optical properties of the oxadiazole or carbazole units in the copolymer case.

Long‐Lived Room‐Temperature Deep‐Red‐Emissive Intraligand Triplet Excited State of Naphthalimide in Cyclometalated IrIII Complexes and its Application in Triplet‐Triplet Annihilation‐Based Upconversion

“…The solvents were dried and distilled. 2-(4-Ethynylphenyl)pyridine, [36] 1-ethynylnaphthalene, [36] 2-ethylhexyl-4-bromo-1,8-naphthalimide, [36] ligand L-2, [36] the cyclometalated Ir III chloro-bridged dimers [{IrA C H T U N G T R E N N U N G (ppy) 2 Cl} 2 ], [87] and 5ethynyl-2,2'-bipyridine [88] were synthesized according to literature procedures (for characterization data, see the Supporting Information). 1 H and 13 C NMR spectra were recorded on a Varian Unity Inova NMR spectrophotometer at 400 and 100 MHz, respectively, with total proton decoupling.…”

Synthesis and Characterization of 2‐(2‐Pyridinyl)pyrazine and 2,2′‐Bipyrazine Derivatives

“…2‐Bromopyrazine (3.2 g, 20.12 mmol) and 60 mL of anhydrous diethyl ether were added under a nitrogen atmosphere into a Schlenk flask containing a side‐arm stopcock and magnetic stirring bar . The flask was cooled to −78°C using dry ice and acetone followed by the dropwise addition of 2.5 M n‐BuLi in hexane solution (10.53 mL, 26.28 mmol).…”

5-Methylpyrazine-2-carboxamide

“…The title compound, is an intermediate in the preparation of 2-bromo-5-methylpyrazine (Madhusudhan et al, 2009). The latter compound has been used to synthesize 5,5 0dimethyl-2,2 0 -bipyrazine (Pefkianakis et al, 2008) derivatives as bidentate ligands to coordinate to transition metals. The molecular structure of the title compound is illustrated in Fig.…”