Benzocoumarin-Styryl Hybrids: Aggregation and Viscosity Induced Emission Enhancement

Journal of Fluorescence
Umesh Warde, Nagaiyan Sekar

Abstract

Two benzo[h]chromen-3-yl)ethylidene) malononitrile styryl hybrid dyes are synthesized and characterized by NMR and elemental analysis. One is based on nitrogen donor and other on oxygen (3b and 3b respectively). Dyes are low emissive in the solution but dramatically showed increase in emission intensity in aggregates form in the THF (tetrahydrofuran) /water system. Dyes are also sensitive to viscosity and showed increased emission intensity in the DCM:PEG 400 system and DMF:PEG 400 system respectively. Dyes 3a and 3b showed higher viscosity sensitivity constant (0.67 and 0.39 respectively) in DMF:PEG 400 system compared to DCM:PEG 400 (0.47 and 0.21 respectively) system which is contrary to the traditional concept of FMRs. Results shows that lowering of twisted intramolecular charge transfer (TICT) and increase in intramolecular charge transfer (ICT) in the excited state could be the reason for such behavior in the aggregate and highly viscous state. This study may provide the new insights into the field of AIEE and FMR research of such hybrid molecules.

References

Jul 27, 1993·Biochemistry·T IwakiM Nakanishi
Nov 28, 2002·Journal of the American Chemical Society·Byeong-Kwan AnSoo Young Park
May 24, 2007·Organic & Biomolecular Chemistry·Mark A Haidekker, Emmanuel A Theodorakis
Dec 19, 2008·The Journal of Physical Chemistry. B·Shoucheng DongJingui Qin
Jan 8, 2009·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Brian D Wagner
Jul 15, 2009·Chemical Communications : Chem Comm·Yuning HongBen Zhong Tang
Sep 17, 2010·Journal of Biological Engineering·Mark A Haidekker, Emmanuel A Theodorakis
Sep 16, 2011·Organic Letters·Joana GordoPaula S Branco
May 24, 2012·Chemical Reviews·Marc VendrellYoung-Tae Chang
Nov 22, 2012·Chemical Communications : Chem Comm·Minsik MinSungwoo Hong
Apr 16, 2014·Chemical Society Reviews·Rongrong HuBen Zhong Tang
Feb 18, 2015·Chemical Society Reviews·Jing LiangBin Liu

❮ Previous
Next ❯

Citations

Oct 31, 2018·Journal of Fluorescence·Archana A Bhagwat, Nagaiyan Sekar

❮ Previous
Next ❯

Methods Mentioned

BETA
NMR

Software Mentioned

Gaussian09

Related Concepts

Related Feeds

Cardiomyopathy

Cardiomyopathy is a disease of the heart muscle, that can lead to muscular or electrical dysfunction of the heart. It is often an irreversible disease that is associated with a poor prognosis. There are different causes and classifications of cardiomyopathies. Here are the latest discoveries pertaining to this disease.

Alternative Complement Pathway

The Alternative Complement Pathway is part of the innate immune system, and activation generates membrane attack complexes that kill pathogenic cells. Discover the latest research on the Alternative Complement Pathway.