Rigid-Core Oligothiophene-S,S-dioxides with High Photoluminescence Efficiencies both in Solution and in the Solid State (Articolo in rivista)

Type

• Articolo in rivista (Classe)
• Prodotto della ricerca (Classe)

Label

• Rigid-Core Oligothiophene-S,S-dioxides with High Photoluminescence Efficiencies both in Solution and in the Solid State (Articolo in rivista) (literal)

Anno

• 2001-01-01T00:00:00+01:00 (literal)

Alternative label

• Barbarella G., Favaretto L., Sotgiu G., Antolini L., Gigli G., Cingolani R., Bongini A. (2001)
  Rigid-Core Oligothiophene-S,S-dioxides with High Photoluminescence Efficiencies both in Solution and in the Solid State
  in Chemistry of materials
  (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

• Barbarella G., Favaretto L., Sotgiu G., Antolini L., Gigli G., Cingolani R., Bongini A. (literal)

Pagina inizio

• 4112 (literal)

Pagina fine

• 4122 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume

• 13 (literal)

Rivista

• Chemistry of materials (Rivista)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#descrizioneSinteticaDelProdotto

• Sintesi, purificazione e caratterizzazione di oligotiofeni caratterizzati da un'alta efficienza di fotoluminescenza sia allo stato solido che in soluzione. (literal)

Note

• ISI Web of Science (WOS) (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni

• CNR-Istituto per la Sintesi Organica e la Fotoreattività, Università di Modena & Reggio Emilia Dipartimento di Chimica, Università di Lecce Dipartimento Ingegneria dell'Innovazione, Università di Bologna Dipartimento di Chimica G. Ciamician (literal)

Titolo

• Rigid-Core Oligothiophene-S,S-dioxides with High Photoluminescence Efficiencies both in Solution and in the Solid State (literal)

Abstract

• The photoluminescence (PL) frequencies and quantum efficiencies of dithieno[3,2-b;2',3'-d]thiophene-4,4-dioxide (1), its 3,5-dimethyl derivative (2), and the corresponding 4-oxide (3) are reported and discussed in relation to their single-crystal X-ray structures. The peculiar packing modalities of dioxides 1 and 2, based on dimeric units originated by short S . . .O contacts between molecules related by an inversion center, cause an unusually high bathocromic shift of PL frequencies from solution to solid state. This effect is accompanied by a marked decrease in solid-state PL efficiencies (12% and 16%) compared to those in solution (75% and 77%). In monoxide 3 the loss of local symmetry inherent to the change SO2 --> SO deeply modifies the self-assembly and PL properties, and the PL efficiency in the solid state is close to that in solution. Ab initio calculations on the ground and excited states of compound 1 were performed and compared to those of a conformationally mobile counterpart. Oligomers containing dithienothiophene 2 as internal core were synthesized and found to be characterized by high PL efficiencies in the solid-state (up to 48%) as well as in solution (up to 85%). The current-voltage and luminance-voltage plots of an electroluminescent diode fabricated with one of these new rigid-core oligothiophene-S,S-dioxides are reported. (literal)

Prodotto di

• Institute for organic syntheses and photoreactivity (ISOF) (Istituto)

Autore CNR

• GIOVANNA BARBARELLA (Persona)
• GIOVANNA SOTGIU (Persona)
• LAURA FAVARETTO (Persona)

Insieme di parole chiave

• Keywords of "Rigid-Core Oligothiophene-S,S-dioxides with High Photoluminescence Efficiencies both in Solution and in the Solid State" (Insieme di parole chiave)

Incoming links:

Prodotto

• Institute for organic syntheses and photoreactivity (ISOF) (Istituto)

Autore CNR di

• LAURA FAVARETTO (Persona)
• GIOVANNA BARBARELLA (Persona)
• GIOVANNA SOTGIU (Persona)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#rivistaDi

• Chemistry of materials (Rivista)

Insieme di parole chiave di

• Keywords of "Rigid-Core Oligothiophene-S,S-dioxides with High Photoluminescence Efficiencies both in Solution and in the Solid State" (Insieme di parole chiave)