Utilize este identificador para referenciar este registo:
https://hdl.handle.net/1822/16501
Título: | Synthesis and characterization of novel efficient and thermally stable 2-aryl-5-dicyanovinylthiophenes and 5-aryl-5´-dicyanovinyl-2,2´-bithiophenes as potentially promising nonlinear optical (NLO) materials |
Autor(es): | Herbivo, Cyril Comel, Alain Kirsch, G. Fonseca, A. Maurício C. Belsley, M. Raposo, M. Manuela M. |
Palavras-chave: | Aldehydes Vilsmeier-Haack-Arnold reaction (VHA), Knoevenagel condensation Dicyanovinyl-substituted aryl-(bi)thiophenes Solvatochromic probes Electrochemisty Nonlinear optics (NLO) Hyper-Rayleigh scattering (HRS) Thermal stability Dicyanovinyl-substituted aryl-(bi) thiophenes Non-linear optics |
Data: | 2010 |
Editora: | Elsevier 1 |
Revista: | Dyes and Pigments |
Resumo(s): | Two series of dicyanovinyl-substituted compounds namely 2-aryl-5-dicyanovinyl-thiophenes 4 and 5-aryl-5´-dicyanovinyl-2,2´-bithiophenes 6 were synthesized through Knoevenagel condensation of the corresponding 2-aryl-5-formyl-thiophenes 3 and 5-aryl-5´-formyl-2,2´-bithiophene 5 precursors. On the other hand, precursors 3 were prepared through the Vilsmeier-Haack-Arnold reaction (VHA) starting from inexpensive and easily available precursors such as acetophenones. This method produced the title compounds in higher yields than the recently reported synthesis via Suzuki coupling of functionalized aryl boronic acids with 5-bromo-2-formyl-thiophene. Electrochemical studies and characterization of the optical (linear and nonlinear), and thermal properties for compounds 5-6 indicate that, good nonlinearity is complemented by exceptional thermal stability for chromophores 6, making them potential candidates for several optoelectronic applications such as solvatochromic probes and nonlinear optical materials. |
Tipo: | Artigo |
URI: | https://hdl.handle.net/1822/16501 |
DOI: | 10.1016/j.dyepig.2010.01.006 |
ISSN: | 0143-7208 |
Versão da editora: | http://www.sciencedirect.com/ |
Arbitragem científica: | yes |
Acesso: | Acesso aberto |
Aparece nas coleções: | CDQuim - Artigos (Papers) |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
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Manuscript.pdf | documento principal | 459,13 kB | Adobe PDF | Ver/Abrir |