Vinyloxyethyl-substituted carbazole-based hydrazone and its adducts with diol and dithiol as glass-forming hole transport materials

Synthesis, properties, and self-polymerization of hole-transporting carbazole- and triphenylamine-based hydrazone monomers

“…Carbazole-based hydrazone monomers with vinyl groups exhibited higher thermal stability than vinyloxyethylsubstituted carbazole-based hydrazones. [15] The morphological and phase transitions of the hydrazone monomers were studied by DSC. The data obtained are summarized in Table 1.…”

“…Organic solvents were purified and dried according to the standard procedures. [14] 9-Ethylcarbazole-3,6-dicarbaldehyde (1b), [15] 9-ethyl-9H-carbazole-3-carbaldehyde N-phenylhydrazone (1c), [15] 9-ethyl-9H-carbazole-3,6-dicarbaldehyde bis(N-phenylhydrazone) (1d), [16] 9-phenylcarbazole-3-carbaldehyde (2a), [17] 9-phenyl-9H-carbazole-3-carbaldehyde N-phenylhydrazone (2c), [18] 4-(N,N-diphenylamine)benzaldehyde N-phenylhydrazone (3c) and di[4(phenylhydrazonemethyl)benzyl](phenyl)amine (3d), [18] 3,3′-bis(9-ethylcarbazole) (4), [17] and 3,3′-bis(9-ethylcarbazole)-6-carbaldehyde (4a) [19] were synthesized according to the reported procedures.…”

Synthesis of Novel Pyrrolo[3,2-c]carbazole and Dipyrrolo[3,2-c:2′,3′-g]carbazole Derivatives

“…The synthesis of pyrrolocarbazoles began with the formylation of 9-ethylcarbazole 1 via the Vilsmeier-Haack formylation, using POCl 3 /DMF to obtain mono-and diformylcarbazoles 2 (Scheme 1) and 6 (Scheme 2). 16,17 With the carbazole-3-carbaldehyde 2 and carbazole-3,6-dicarbaldehyde 6 in hand, it was of interest to use a monomeric model for the preparation of monopyrrolocarbazole 4 before extending the chemistry to dipyrrolocarbazoles. Accordingly, the preparation of the targeted pyrrolocarbazole under the Hemetsberger conditions was undertaken.…”