Purely organic luminophores that exhibit room temperature phosphorescence (RTP) are receiving an ever-growing attention. The design of efficient RTP materials and the understanding of their emissive behaviour, however, remain a challenging task. Herein, to gain further insights into metal-free RTP, we report the synthesis, characterization, and photophysical study of chloro-derivatives of [1,2-a:1’,2’-c:1’’,2’’-e][1,3,5]triazine or cyclic triimidazole (TT). Mono- (1Cl), di- (2Cl) and tri-chloro-TT (3Cl) derivatives are prepared by mild chlorination with N-chlorosuc- cinimide (NCS). The three compounds are characterized by aggregation-induced emission (AIE) comprising dual fluorescence and multiple phosphorescences, whose origin is disclosed by crystal structure analysis together with accurate DFT/TDDFT calculations. Comparison with previously reported bromine and iodine TT derivatives reveals the new chlorinated compounds as the best performing halogenated AIE members of the family

Room temperature phosphorescence from organic materials: unravelling the emissive behaviour of chloro‐substituted derivatives of cyclic triimidazole / C. Giannini, A. Forni, D. Malpicci, E. Lucenti, D. Marinotto, A. Previtali, L. Carlucci, E. Cariati. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1099-0690. - 2021:13(2021 Apr 08), pp. 2041-2049. [10.1002/ejoc.202100131]

Room temperature phosphorescence from organic materials: unravelling the emissive behaviour of chloro‐substituted derivatives of cyclic triimidazole

C. Giannini;D. Malpicci;E. Lucenti;D. Marinotto;A. Previtali;L. Carlucci;E. Cariati
2021-04-08

Abstract

Purely organic luminophores that exhibit room temperature phosphorescence (RTP) are receiving an ever-growing attention. The design of efficient RTP materials and the understanding of their emissive behaviour, however, remain a challenging task. Herein, to gain further insights into metal-free RTP, we report the synthesis, characterization, and photophysical study of chloro-derivatives of [1,2-a:1’,2’-c:1’’,2’’-e][1,3,5]triazine or cyclic triimidazole (TT). Mono- (1Cl), di- (2Cl) and tri-chloro-TT (3Cl) derivatives are prepared by mild chlorination with N-chlorosuc- cinimide (NCS). The three compounds are characterized by aggregation-induced emission (AIE) comprising dual fluorescence and multiple phosphorescences, whose origin is disclosed by crystal structure analysis together with accurate DFT/TDDFT calculations. Comparison with previously reported bromine and iodine TT derivatives reveals the new chlorinated compounds as the best performing halogenated AIE members of the family
Settore CHIM/06 - Chimica Organica
16-mar-2021
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/826228
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