Polyconjugated regular bithiophene-alt-thiophene-S,S-dioxide copolymers were produced by anodic coupling of variously 3,4-ethylenedioxy-substituted 2,5-bis(2-thienyl)thiophene-S,S-dioxide. The polymers were characterized by cyclic voltammetry, FTIR reflection-absorption and UV-vis spectroscopy, MALDI-TOF mass spectroscopy, electrochemical quartz crystal microbalance, in situ ESR and in situ conductivity techniques, photo- and electroluminescence measurements. The regular alternation of electron-rich and -poor thiophene rings in the polymer chain operated by the ethylenedioxy and S,S-dioxide moieties produces a finite window of conductivity. Alkylprotection of the b-positions of the thiophene-S,S-dioxide ring gave low-defect and soluble oligomers which were investigated in single-layer organic light-emitting devices (OLEDs). Photoluminescence quantum efficiency of ca. 1% and external electroluminescence quantum efficiencies of 0.01% photon/electron at a luminance of 100 cd m2 were obtained.

3,4-Ethylenedioxy-substituted bithiophene-alt-thiophene-S,Sdioxide

Cocchi M;
2003

Abstract

Polyconjugated regular bithiophene-alt-thiophene-S,S-dioxide copolymers were produced by anodic coupling of variously 3,4-ethylenedioxy-substituted 2,5-bis(2-thienyl)thiophene-S,S-dioxide. The polymers were characterized by cyclic voltammetry, FTIR reflection-absorption and UV-vis spectroscopy, MALDI-TOF mass spectroscopy, electrochemical quartz crystal microbalance, in situ ESR and in situ conductivity techniques, photo- and electroluminescence measurements. The regular alternation of electron-rich and -poor thiophene rings in the polymer chain operated by the ethylenedioxy and S,S-dioxide moieties produces a finite window of conductivity. Alkylprotection of the b-positions of the thiophene-S,S-dioxide ring gave low-defect and soluble oligomers which were investigated in single-layer organic light-emitting devices (OLEDs). Photoluminescence quantum efficiency of ca. 1% and external electroluminescence quantum efficiencies of 0.01% photon/electron at a luminance of 100 cd m2 were obtained.
2003
Istituto per la Sintesi Organica e la Fotoreattivita' - ISOF
LED organici
tiofeni
sintesi elettrochimica
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/32299
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus ND
  • ???jsp.display-item.citation.isi??? ND
social impact