Naphthalene diimide diimidazolium salts differing in the anion nature were synthesized and their properties as well as their self-assembly behaviour were investigated. In particular, we took into consideration the N,N0-bis-(1-octyl-3-propylimidazolium)-naphthalene diimide cations and anions differing in size, shape and coordination abilities like [I], [BF4] and [NTf2]. After determination of thermal behaviour, using differential scanning calorimetry and thermal gravimetric analysis, the electrochemical stability and redox properties were assessed using cyclic voltammetry. The self-assembly behaviour of the salts was investigated using concentration and temperature-dependent spectroscopic studies (UV-vis and fluorescence). Data collected demonstrate the ability of salts used to aggregate through an isodesmic pathway. Interestingly, the aggregation is featured by an enhanced emission event. The properties of aggregates were also investigated in the solid state using fluorescence measurements and scanning electron microscopy (SEM). On the whole, data collected show that the properties of salts and of aggregates that they are able to form are heavily dependent on the anion nature. Salts used combine the properties of a semiconductor, like the naphthalene diimide core, with the ones of imidazolium salts and could have interesting applications as materials for optoelectronic and conservation of energy.

Billeci, F., D' Anna, F., Chiarotto, I., Feroci, M., Marullo, S. (2017). The anion impact on the self-assembly of naphthalene diimide diimidazolium salts. NEW JOURNAL OF CHEMISTRY, 41(22), 13889-13901 [10.1039/c7nj03705h].

The anion impact on the self-assembly of naphthalene diimide diimidazolium salts

Billeci, Floriana;D' Anna, Francesca
;
Marullo, Salvatore
2017-01-01

Abstract

Naphthalene diimide diimidazolium salts differing in the anion nature were synthesized and their properties as well as their self-assembly behaviour were investigated. In particular, we took into consideration the N,N0-bis-(1-octyl-3-propylimidazolium)-naphthalene diimide cations and anions differing in size, shape and coordination abilities like [I], [BF4] and [NTf2]. After determination of thermal behaviour, using differential scanning calorimetry and thermal gravimetric analysis, the electrochemical stability and redox properties were assessed using cyclic voltammetry. The self-assembly behaviour of the salts was investigated using concentration and temperature-dependent spectroscopic studies (UV-vis and fluorescence). Data collected demonstrate the ability of salts used to aggregate through an isodesmic pathway. Interestingly, the aggregation is featured by an enhanced emission event. The properties of aggregates were also investigated in the solid state using fluorescence measurements and scanning electron microscopy (SEM). On the whole, data collected show that the properties of salts and of aggregates that they are able to form are heavily dependent on the anion nature. Salts used combine the properties of a semiconductor, like the naphthalene diimide core, with the ones of imidazolium salts and could have interesting applications as materials for optoelectronic and conservation of energy.
2017
Settore CHIM/06 - Chimica Organica
Billeci, F., D' Anna, F., Chiarotto, I., Feroci, M., Marullo, S. (2017). The anion impact on the self-assembly of naphthalene diimide diimidazolium salts. NEW JOURNAL OF CHEMISTRY, 41(22), 13889-13901 [10.1039/c7nj03705h].
File in questo prodotto:
File Dimensione Formato  
New J chem 2017,41,13889.pdf

Solo gestori archvio

Descrizione: Articolo
Dimensione 2.97 MB
Formato Adobe PDF
2.97 MB Adobe PDF   Visualizza/Apri   Richiedi una copia

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/10447/250474
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 10
  • ???jsp.display-item.citation.isi??? 8
social impact