Aryl substituted 2,6-di(thiazol-2-yl)pyridines –excited-state characterization and potential for OLEDs

Impact of the Anthryl Linking Mode on the Photophysics and Excited-State Dynamics of Re(I) Complexes [ReCl(CO)3(4′-An-terpy-κ2N)]

“…For complex 1 , the absorption in this region is in principle a sum of π An → π* An and Re → terpy* transitions. The structured absorption in the range of 330–390 nm is typical of that of anthracene, while 1 MLCT (Re → terpy*) charge transfer contribution is visible in the form of a low-energy shoulder above 390 nm. ,, These observations are supportive of the weak electronic coupling between the 9-anthryl and terpy units owing to the strong steric hindrance of the rotation about the C–C linker in 9-anthryl-terpy. , On the contrary, complex 2 does not show typical anthracene-like absorption with clear vibronic progression. In agreement with a more coplanar geometry and thus more extended delocalization of 2-anthryl-terpy, the 1 MLCT/ 1 IL An absorption band of 2 shifts to lower energies and becomes slightly more intense compared to that of 1 . ,, A bathochromic shift of the lowest energy absorption of 1 and 2 caused by replacing acetonitrile with less polar chloroform is due to negative solvatochromism, which is well recognized for rhenium­(I) tricarbonyl diimine complexes. ,− Intensive bands in the high-energy region of 1 and 2 are attributed to π–π*­(terpy) and π–π*­(anthracene) transitions (Figure S9).…”

“…41,62,63 These observations are supportive of the weak electronic coupling between the 9-anthryl and terpy units owing to the strong steric hindrance of the rotation about the C−C linker in 9-anthryl-terpy. 48,64 On the contrary, complex 2 does not show typical anthracene-like absorption with clear vibronic progression. In agreement with a more coplanar geometry and thus more extended delocalization of 2-anthrylterpy, the 1 MLCT/ 1 IL An absorption band of 2 shifts to lower energies and becomes slightly more intense compared to that of 1.…”

“…In agreement with a more coplanar geometry and thus more extended delocalization of 2-anthrylterpy, the 1 MLCT/ 1 IL An absorption band of 2 shifts to lower energies and becomes slightly more intense compared to that of 1. 48,64,65 A bathochromic shift of the lowest energy absorption of 1 and 2 caused by replacing acetonitrile with less polar chloroform is due to negative solvatochromism, which is well recognized for rhenium(I) tricarbonyl diimine complexes. 35,66−70 Intensive bands in the high-energy region of 1 and 2 are attributed to π−π*(terpy) and π−π*(anthracene) transitions (Figure S9).…”

Application of quinoline derivatives in third-generation photovoltaics

“…Some materials can be successfully used to produce both solar cells [117] and OLEDs [118]. Chemical compounds of pyrazoloquinoline derivatives have also been successfully used in OLED emission layers [119,120].…”

Controlling of Photophysical Behavior of Rhenium(I) Complexes with 2,6-Di(thiazol-2-yl)pyridine-Based Ligands by Pendant π-Conjugated Aryl Groups

“…Transition metal complexes with 2,2′:6′,2′′-terpyridines and their structural analogues have recently received extensive attention due to their thermal stability, kinetic inertness, rich optical and electrochemical properties relevant for their potential applications as effective luminescent materials and promising anticancer agents [ 24 , 25 , 26 , 27 , 28 , 29 ]. The photoluminescence and biological features of these systems are generally fine-tuned by two approaches: (i) incorporation of appropriate substituents in the 4′-position of the central pyridine ring of 2,2′:6′,2′′-terpyridine [ 30 , 31 , 32 ], and (ii) substitution of peripheral pyridine rings of 2,2′:6′,2′′-terpyridine by other heterocycles [ 33 , 34 , 35 ]. Most importantly, the employment of a newly designed ligand translates to novel excited-state and physical properties of resulting transition metal complexes, and in consequence, new application potential in biology and optoelectronics.…”