Javascript must be enabled to continue!
A Readily Obtained Alternative of 1H-benzo[f]indole towards Room Temperature Ultralong Organic Phosphorescence
View through CrossRef
1H-benzo[f]indole (Bd) is a significant unit in the field of room temperature ultralong organic phosphorescence (RTUOP). However, the synthesis of Bd is rather hard and of low yield, which greatly limits the wide applications of RTUOP. Therefore, exploring readily obtained alternatives of Bd is of great significance and demands to be addressed though it is full of challenges. Herein, we report a new unit named 5H-benzo[b]carbazole (BCz) which can function similarly with 1H-benzo[f]indole (Bd) in RTUOP. BCz can be obtained facilely via two steps of reactions while the synthesis of Bd requires seven steps of tedious reactions. Excitingly, readily obtained BCz is an excellent alternative of Bd in RTUOP and shows some advantages in comparison with Bd. Firstly, BCz and its derivatives exhibit distinctive red-shifted red ultralong phosphorescence at 77 K while Bd does not. Secondly, BCz demonstrates remarkable photo-activated yellow ultralong phosphorescence at room temperature while the phosphorescence of Bd is difficult to be activated at room temperature. Thirdly, BCz derivatives (CNPyBCz and CNBrBCz) display similar photo-activated yellow ultralong phosphorescence with Bd derivatives at room temperature but the phosphorescent lifetimes are longer. Fourthly, it is shown that BCz and its derivatives emit yellow RTUOP in the powder matrixes besides their carbazole counterparts. It is revealed that BCz and Bd share the same cation radical-involved phosphorescence mechanism featuring charge separation and charge recombination and the redshift of phosphorescence in the aggregated state arises from the enhanced π-π interactions among BCz units. To our best knowledge, this study paves a simple way for the future applications of RTUOP. Moreover, this work indicates that cation radical-involved mechanism may be universal in the field of RTUOP.
American Chemical Society (ACS)
Title: A Readily Obtained Alternative of 1H-benzo[f]indole towards Room Temperature Ultralong Organic Phosphorescence
Description:
1H-benzo[f]indole (Bd) is a significant unit in the field of room temperature ultralong organic phosphorescence (RTUOP).
However, the synthesis of Bd is rather hard and of low yield, which greatly limits the wide applications of RTUOP.
Therefore, exploring readily obtained alternatives of Bd is of great significance and demands to be addressed though it is full of challenges.
Herein, we report a new unit named 5H-benzo[b]carbazole (BCz) which can function similarly with 1H-benzo[f]indole (Bd) in RTUOP.
BCz can be obtained facilely via two steps of reactions while the synthesis of Bd requires seven steps of tedious reactions.
Excitingly, readily obtained BCz is an excellent alternative of Bd in RTUOP and shows some advantages in comparison with Bd.
Firstly, BCz and its derivatives exhibit distinctive red-shifted red ultralong phosphorescence at 77 K while Bd does not.
Secondly, BCz demonstrates remarkable photo-activated yellow ultralong phosphorescence at room temperature while the phosphorescence of Bd is difficult to be activated at room temperature.
Thirdly, BCz derivatives (CNPyBCz and CNBrBCz) display similar photo-activated yellow ultralong phosphorescence with Bd derivatives at room temperature but the phosphorescent lifetimes are longer.
Fourthly, it is shown that BCz and its derivatives emit yellow RTUOP in the powder matrixes besides their carbazole counterparts.
It is revealed that BCz and Bd share the same cation radical-involved phosphorescence mechanism featuring charge separation and charge recombination and the redshift of phosphorescence in the aggregated state arises from the enhanced π-π interactions among BCz units.
To our best knowledge, this study paves a simple way for the future applications of RTUOP.
Moreover, this work indicates that cation radical-involved mechanism may be universal in the field of RTUOP.
Related Results
Achieving Tunable Organic Afterglow and UV Irradiation-Responsive Ultralong Room-Temperature Phosphorescence from Pyridine-Substituted Triphenylamine Derivatives
Achieving Tunable Organic Afterglow and UV Irradiation-Responsive Ultralong Room-Temperature Phosphorescence from Pyridine-Substituted Triphenylamine Derivatives
Amorphous polymers with ultralong room-temperature phosphorescence (RTP) have received considerable attention due to their potential applications in anti-counterfeiting, bioimaging...
Organic Materials with Ultrabright Phosphorescence at Room Temperature under Physiological Conditions for Bioimaging
Organic Materials with Ultrabright Phosphorescence at Room Temperature under Physiological Conditions for Bioimaging
Abstract
In contrast to the high efficiency of room temperature phosphorescence in crystal states, the generally utilized nanoparticles of or...
Downregulation of Klebsiella pneumoniae RND efflux pump genes following indole signal produced by Escherichia coli
Downregulation of Klebsiella pneumoniae RND efflux pump genes following indole signal produced by Escherichia coli
Abstract
Background
More than a century has passed since it was discovered that many bacteria prod...
Downregulation of Klebsiella pneumoniae RND efflux pump following indole signal produced by Escherichia coli
Downregulation of Klebsiella pneumoniae RND efflux pump following indole signal produced by Escherichia coli
Abstract
Background
More than a century has passed since it was discovered that many bacteria produce indole, but research into the actual biological roles of this molecul...
Effect of annealing on the room temperature luminescence of coumarin 106 in PVA films
Effect of annealing on the room temperature luminescence of coumarin 106 in PVA films
Abstract
We studied the effect of annealing on the luminescence of Coumarin 106 (C106) in poly (vinyl alcohol) films (PVA films). The samples and reference polymer f...
Stretchable phosphorescent polymers by multiphase engineering
Stretchable phosphorescent polymers by multiphase engineering
AbstractStretchable phosphorescence materials potentially enable applications in diverse advanced fields in wearable electronics. However, achieving room-temperature phosphorescenc...
Indole Degradation in a Model System and in Poultry Manure by Acinetobacter spp.
Indole Degradation in a Model System and in Poultry Manure by Acinetobacter spp.
Indole degradation in a model system and in poultry manure was studied using an enrichment culture of two Acinetobacter species; Acinetobacter toweneri NTA1-2A and Acinetobacter gu...
Synthesis of Indole by Cyclization of Hydrazone Catalysed by Lewis Acid
Synthesis of Indole by Cyclization of Hydrazone Catalysed by Lewis Acid
Experimental evidences have been shown that, stirring and grinding ( without solvent ) is good method instead of heating and it is time saving. The current studies have been reveal...

