191997-95-2Relevant articles and documents
Selective bromination of perylene diimides under mild conditions
Rajasingh, Paramasivan,Cohen, Revital,Shirman, Elijah,Shimon, Linda J. W.,Rybtchinski, Boris
, p. 5973 - 5979 (2007)
(Chemical Equation Presented) A novel method for the bromination of perylene diimides, PDI (1), under mild conditions is reported. Variation of the reaction conditions allows mono- and dibromination of PDIs to afford 2 and 3 (these can be separated throug
Modulating optical and electrochemical properties of perylene dyes by twisting aromatic π-system structures
Wang, Ying,Zhang, Qi,Gong, Junbo,Zhang, Xin
, (2021/03/04)
Three highly fluorescent perylene bisimide dyes were synthesized, where aromatic π-system structures are twisted to different degree by steric hindrance of two or four substitution groups at bay position. Light-emitting colours of these dye solutions can be modulated from green, yellow to red, and their fluorescence quantum yields increase up to approximate 100% with increasing the π-system twisting, which can be considered for new class of wavelength-tunable dye lasers. π-Twisted dyes are more sensitive to microenvironment changes. Thus, they are better fluorescence probe and sensory materials than planar dyes. Electrochemical cyclic voltammetry measurements revealed that these dyes are suitable for n-type optoelectrical devices and materials. These dye solids display near infra-red emission at 600–850 nm. Owing to strong π-π stacking interaction, planar dye solid loses its outstanding optical properties compared to its solution. In contrast, π-twisted dye solids retain their excellent optical properties including narrow emission bands and relatively high fluorescence quantum yields due to the suppression of π-π stacking interaction. Exceptional fluorescence polarization phenomena were observed for these π-twisted dye solids. These optical results revealed that π-twisted perylene bisimide dyes are more excellent optical materials than planar dyes.
BN-Substituted coronene diimide donor-acceptor-donor triads: photophysical, (spectro)-electrochemical studies and Lewis behavior
Hissler, Muriel,Hoffmann, Jonas,Jacquemin, Denis,Staubitz, Anne
supporting information, p. 13926 - 13934 (2021/10/20)
Boron/nitrogen substituted polyaromatic hydrocarbons (PAHs) are unique materials, with similar molecular structures to their carbon/carbon analogs, but different electronic properties. We report how these may be tuned by substitution at the B and/or N ato
Desymmetrization of Perylenediimide Bay Regions Using Selective Suzuki–Miyaura Reactions from Dinitro Substituted Derivatives
Hruzd, Mariia,Rocard, Lou,Goujon, Antoine,Allain, Magali,Cauchy, Thomas,Hudhomme, Piétrick
supporting information, p. 15881 - 15891 (2020/10/12)
Bay decoration of perylenediimide (PDI) is an attractive approach for tuning the optoelectronic properties of the dye as well as breaking backbone planarity, which provides the possibility of preventing the undesired formation of aggregates. This is usual