53793-65-0Relevant academic research and scientific papers
Synthesis and Electronic Properties of Novel 5,7-Diazapentacene Derivatives
Lunchev, Andrey V.,Morris, Samuel A.,Ganguly, Rakesh,Grimsdale, Andrew C.
, p. 1819 - 1823 (2019/01/14)
A route to the synthesis of novel 5,7-diazapentacenes and some preliminary studies on their properties is reported. A single crystal X-ray diffraction study of the dihexyl derivative showed it had formed a dimer during the analysis. The materials possess lower lying frontier orbitals than pentacene and may have potential applications in organic electronic devices. This synthetic method may be applicable to the synthesis of other azaacenes.
The synthesis, crystal structures and photophysical properties of a series of novel 4,6-diphenyl-1,9-anthrazolines
Zhang, Qin,Jiang, Peng,Wang, Kunyan,Song, Guangliang,Zhu, Hongjun
, p. 89 - 97 (2012/01/06)
The synthesis and properties of a series of nine new 4,6-diphenyl-1,9- anthrazolines molecules 1a-1i are reported. Compounds 1a-1i were synthesized by Friedl?nder condensation of 4,6-dibenzoyl-1,3-phenylenediamines and acetyl-functionalized compounds in the presence of polyphosphoric acid as catalyst, in yields ranging from 60% to 94%. The 4,6-diphenyl-1,9-anthrazolines are thermally robust with high decomposition temperatures (>371.0 °C) and high melt transitions (215.1-322.8 °C). Compounds 1a and 1f crystallized in the triclinic system with the space groups P-1. All of them show the lowest energy absorption bands (λmaxAbs: 397-454 nm), revealing low optical band gaps (2.55-3.00 eV). The compounds emit blue fluorescence with λmaxEm ranging from 432 to 493 nm in dilute toluene solution. 4,6-Diphenyl-1,9-anthrazolines 1a-1i have a formal reduction potential in the range -1.02 to -1.19 V (versus SCE) and estimated electron affinities (LUMO levels) of 3.21-3.38 eV. These results demonstrate that the new 4,6-diphenyl-1,9-anthrazolines are promising thermally stable n-type semiconductors for organic electronics.
