Effect of alkoxy side chain length on the solid-state fluorescence behaviour of bisazomethine dyes possessing dipropylamino terminal group

Yu, Hyung Wook; Kim, Byung Soon; Matsumoto, Shinya

doi:10.1016/j.dyepig.2016.08.043

Cited by 9 publications

(1 citation statement)

References 49 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Introduction of bulky substituents such as alkyl and benzyl groups is one of the methods used to obtain compounds with intense solid-state fluorescence [16][17][18]. These substituents act as spacers between fluorophores, hindering intermolecular interactions that lead to fluorescence quenching in the solid state [19][20][21][22].…”

Section: Introductionmentioning

confidence: 99%

A variety of solid-state fluorescence properties of pyrazine dyes depending on terminal substituents

et al. 2017

Self Cite

View full text Add to dashboard Cite

The optical properties of 2,5-diamino-3,6-dicyanopyrazine derivatives bearing singly methyl-or halogen-substituted benzyl groups were studied in both solution and crystalline phases. In solution, all derivatives showed similar absorption and fluorescence properties, since the electronic state of their fluorophore was not altered by substituents attached to the benzyl groups. In contrast, crystalline compounds exhibited a variety of fluorescence colours (yellow, orange, and red), since their solid-state absorption and fluorescence properties were correlated with a change in the electron-donating ability of amino groups due to crystallisation. The absolute fluorescence quantum yields of crystalline dyes (0.14−0.91) showed broad variability, depending on the nature and positions of terminal substituents.

show abstract