We report on a series of novel homologous push-pull compounds, in which identical donor (a dimethylamino) and acceptor (a malonate ester) functionalities endcap crescent PPV fragments, bearing, respectively, 1, 2 and 3 p-phenylenevinylene units in direct linear conjugation (compounds 7-9). The three compounds exhibit striking differences in their linear and nonlinear optical properties. The shorter compound 7 exhibits aggregation-induced emission with a strong luminescence in the solid state (blue emission, photoluminescence quantum yield 38%), and it is nonemissive in solution; the more extended conjugated systems 8 and 9 show classical aggregation-caused quenching in the solid state, while high quantum yield photoluminescence (21 and 93% in toluene) is restored in diluted solutions, through mechanisms involving intramolecular charge transfer in the excited states. EFISH measurements in solutions demonstrate a strong solvent and concentration dependence. As rationalized with the aid of molecular modelling, compounds 8 and, more markedly, 9 aggregate in stable centrosymmetric dimers in solution. © 2013 the Owner Societies.

Coluccini, C., Sharma, A., Caricato, M., Sironi, A., Cariati, E., Righetto, S., et al. (2013). Switching of emissive and NLO properties in push-pull chromophores with crescent PPV-like structures. PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 15(5), 1666-1674 [10.1039/c2cp43140h].

Switching of emissive and NLO properties in push-pull chromophores with crescent PPV-like structures

COLUCCINI, CARMINE
;
2013

Abstract

We report on a series of novel homologous push-pull compounds, in which identical donor (a dimethylamino) and acceptor (a malonate ester) functionalities endcap crescent PPV fragments, bearing, respectively, 1, 2 and 3 p-phenylenevinylene units in direct linear conjugation (compounds 7-9). The three compounds exhibit striking differences in their linear and nonlinear optical properties. The shorter compound 7 exhibits aggregation-induced emission with a strong luminescence in the solid state (blue emission, photoluminescence quantum yield 38%), and it is nonemissive in solution; the more extended conjugated systems 8 and 9 show classical aggregation-caused quenching in the solid state, while high quantum yield photoluminescence (21 and 93% in toluene) is restored in diluted solutions, through mechanisms involving intramolecular charge transfer in the excited states. EFISH measurements in solutions demonstrate a strong solvent and concentration dependence. As rationalized with the aid of molecular modelling, compounds 8 and, more markedly, 9 aggregate in stable centrosymmetric dimers in solution. © 2013 the Owner Societies.
Articolo in rivista - Articolo scientifico
Physical and Theoretical Chemistry; Physics and Astronomy (all)
English
2013
15
5
1666
1674
none
Coluccini, C., Sharma, A., Caricato, M., Sironi, A., Cariati, E., Righetto, S., et al. (2013). Switching of emissive and NLO properties in push-pull chromophores with crescent PPV-like structures. PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 15(5), 1666-1674 [10.1039/c2cp43140h].
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/10281/78371
Citazioni
  • Scopus 48
  • ???jsp.display-item.citation.isi??? 48
Social impact