Electron Donor-Acceptor Spirobi[cyclopenta[2,1-b:3,4-b’] dithiophene Derivatives as Precursors of Electrodeposited Regioregular Thiophene-based Polymers

A series of conjugation extended push-pull derivatives of 4,4′-spirobi[cyclopenta[2,1-b : 3,4-b′]dithiophene] were synthesized and fully characterized, in which each perpendicularly aligned cyclopenta[2,1-b : 3,4-b′]dithiophene features a pendant dicyanovinylene as an electron acceptor and a thiophe...

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Detalhes bibliográficos
Autores: Minudri, Daniela, Orlandi, Simonetta, Cavazzini, Marco, Rossi, Sergio, Marzari, Gabriela Lorena, Cavallo, Pablo César, Fernandez, Luciana Andrea, Fungo, Fernando Gabriel, Pozzi, Gianluca
Formato: artículo
Estado:Versión publicada
Fecha de publicación:2021
País:Argentina
Recursos:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/167469
Acesso em linha:http://hdl.handle.net/11336/167469
Access Level:acceso abierto
Palavra-chave:CYCLIC VOLTAMMETRY
DENSITY FUNCTIONAL CALCULATIONS
SPIRO COMPOUNDS
SULPHUR HETEROCYCLES
THIN FILMS
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Descrição
Resumo:A series of conjugation extended push-pull derivatives of 4,4′-spirobi[cyclopenta[2,1-b : 3,4-b′]dithiophene] were synthesized and fully characterized, in which each perpendicularly aligned cyclopenta[2,1-b : 3,4-b′]dithiophene features a pendant dicyanovinylene as an electron acceptor and a thiophene as an electron donor. The electrochemical and photophysical properties of the new molecules, which differ from each other for the presence and/or location of an additional n-hexyl chain on the pendant thiophene unit, were investigated, as well as their susceptibility to electrochemical polymerization. The substitution arrangement of the monomers was found to exert significant influence on the outcome of the electropolymerization process and on the optoelectronic properties and morphological film characteristics of the new regioregular materials obtained.