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https://hdl.handle.net/1822/49499
Título: | New thienylpyrrolyl-cyanoacetic acid derivatives: synthesis and evaluation of the optical and solvatochromic properties |
Autor(es): | Batista, Rosa Maria Ferreira Costa, Susana P. G. Raposo, M. Manuela M. |
Palavras-chave: | Thiophene Pyrrole Thienylpyrroles Cyanoacetic acids Synthesis UV-visible spectroscopy Solvatochromism Fluorescence Push-pull pi conjugated heterocyclic system Knoevenagel condensation Heterocyclid aldehydes |
Data: | 2017 |
Citação: | Batista, R. M. F.; Costa, S. P. G.; Raposo, M. M. M. New thienylpyrrolyl-cyanoacetic acid derivatives: synthesis and evaluation of the optical and solvatochromic properties. 21st Int. Electron. Conf. Synth. Org. Chem., 1–30 November 2017; Sciforum Electronic Conference Series, 2017, Vol. 21; doi:10.3390/ecsoc-21-04772. |
Resumo(s): | Among the organic molecules, the so called push-pull or dipolar molecules (D-π-A) offer versatility of synthesis and ability to modulate their photophysical and photochemical properties. The cyanoacetic acid moiety has been used extensively as the acceptor group in D-π-A molecules motivated by its easy/inexpensive synthesis and ability to simultaneously act as a strong electron withdrawing moiety, as well as a stable anchoring group in dye-sensitized solar cells (DSSCs).[1] Our previous work on the synthesis and characterization of D-π-A chromophores in which the donor part (D) is represented by a π-excessive five-membered heteroaromatic system (pyrrole or thiophene) functionalized by electron donor groups and the acceptor part (A) is a strong electron acceptor group (“classical” or an electron-deficient heterocycle) has shown that they exhibit excellent solvatochromic, photochromic, emissive properties, good photovoltaic efficiencies, exceptional thermal stabilities and good to excellent NLO responses.[2] In this work, we report the synthesis of new D-π-A chromophores functionalized with cyanoacetic acid as acceptor group, linked to the thienylpyrrole heterocyclic system, which plays the dual role of π-bridge and auxiliary donor group. Thienylpyrrolyl-cyanoacetic acid derivatives were obtained in excellent yields through a simple Knoevenagel condensation of the corresponding precursor aldehydes with cyanoacetic acid in acetonitrile at reflux, using piperidine as catalyst, and the optical and solvatochromic properties of the novel push-pull systems were evaluated. |
Tipo: | Resumo em ata de conferência |
URI: | https://hdl.handle.net/1822/49499 |
DOI: | 10.3390/ecsoc-21-04772. |
Versão da editora: | http://sciforum.net/conference/176/paper/4772 |
Arbitragem científica: | yes |
Acesso: | Acesso aberto |
Aparece nas coleções: | CDQuim - Comunicações e Proceedings |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
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Abstract-ECSOC 2017 doi 10.3390ecsoc-21-04772.pdf | Abstract-ECSOC 2017 - doi:10.3390/ecsoc-21-04772 | 102,59 kB | Adobe PDF | Ver/Abrir |
Este trabalho está licenciado sob uma Licença Creative Commons