Easy formation of gold-like lustrous crystals with a high melting point from 1-aryl-2,5-bis[5-(tricyanoethenyl)-2-thienyl]pyrroles

Synthesis of tricyanovinyl-substituted thienylpyrroles and characterization of the solvatochromic, electrochemical and non-linear optical properties

“…As for similar compounds, the color of the tricyanovinyl-substituted pyrroles 1 depend on the substituent on the nitrogen of the pyrrole ring. [21][22][23][24][25] <Scheme 1> <Table 1>…”

“…The latter combine high electrical conductivity, with thermal and environmental stability. [17][18][19][20][21][22][23][24][25][26][27][28][29] In the last few years donor substituted tricyanovinyl compounds have received a lot of interest. Due to their strong solvatochromic properties, which mainly originate from their donoracceptor substitution, they can be used as model compounds for dyes with strong NLO properties.…”

“…Such dyes have found applications in manufacturing new materials capable of generating special electrooptical effects, such as frequency doubling or wave mixing. [20][21][22][23][24]30 Therefore, tricyanovinyl-derivatives 1 represent promising candidates for NLO and other applications. As part of our continuing interest in non-linear optical material [13][14][15][16][31][32] we have synthesized new tricyanovinyl-substituted thienylpyrroles 1, by tricyanovinylation reaction of thienylpyrroles 2 described by us recently.…”

Thienylpyrrole azo dyes: synthesis, solvatochromic and electrochemical properties

“…In addition, replacing the N-H group of the pyrrole ring with another substituent would eliminate some intramolecular hydrogen bondings which might also affect their macroscopic structures and NLO properties. [12][13][14][15][16][17][18][19][20][21] Azo dyes with heterocyclic diazo components have been intensively investigated to produce bright and strong colour shades ranging from red to greenish blue on synthetic fabrics. These results led to the development of commercial products which replaced the conventional azobenzene disperse dyes.…”

Synthesis and characterization of a cross-linkable nonlinear optical polymer functionalized with a thiophene- and tricyanovinyl-containing chromophore

“…To solve this problem, a chromophore possessing higher b value must be introduced into the polymer with increased loading density of chromophore. For the design and synthesis of more efficient NLO chromophores, electronrich five-membered heteroaromatic rings (such as thiophene) as conjugated p-electron bridges, and tricyanovinyl (TCV) groups as electron-withdrawing groups (electron acceptors) have been proved effective in improvement of b values of NLO chromophores [26][27][28][29][30][31][32][33][34][35][36].…”