Investigation of aggregation induced emission in 4-hydroxy-3-methoxybenzaldehyde azine and polyazine towards application in (opto) electronics: synthesis, characterization, photophysical and electrical properties

Designed Monomers and Polymers
Sengottuvelu Dineshkumar, Athianna Muthusamy

Abstract

An azine monomer 4-hydroxy-3-methoxybenzaldehyde azine was synthesized by refluxing with ethanolic solution of vanillin with hydrazine hydrate. It was then converted into polyazine by oxidative polymerization. The structure of azine and polyazine was characterized by FT-IR, UV-visible,1H-NMR and13C-NMR. Spectral results suggest the formation of polymer, through C-C and C-O-C coupling of the phenylene and oxyphenylene. The relationship between the structures and photophysical properties of azine and polyazine was studied. Both azine and polyazine show, aggregation induced emission with increase in concentration in DMSO solution. The single crystal structure of azine suggesting the various inter and intra molecular interactions rigidify the conformation and locked the intramolecular rotations of the phenyl rings in the molecule. The inhibition of intramolecular rotation, J- aggregation and increase of conjugation impart the fluorescence in aggregated state. Additionally, the electronic properties namely orbital energies and resulting energy gap calculated theoretically by density functional theory (DFT).

References

Sep 28, 1987·Physical Review Letters·S StafströmA G MacDiarmid
Sep 12, 2002·Chemical Reviews·Xin-Gui LiYu-Liang Yang
Sep 21, 2002·Chemical Communications : Chem Comm·J LuoB Z Tang
Sep 15, 2005·Journal of the American Chemical Society·Norifusa SatohKimihisa Yamamoto
Jan 2, 2009·Langmuir : the ACS Journal of Surfaces and Colloids·Guocheng ZhangYilin Wang
Jan 31, 2009·The Journal of Organic Chemistry·Weixin TangAijun Tong
Aug 25, 2010·The Journal of Physical Chemistry. B·Chung-Tin Lai, Jin-Long Hong
Nov 26, 2010·The Journal of Physical Chemistry. B·Xiao FengYuping Dong
Sep 22, 2011·Langmuir : the ACS Journal of Surfaces and Colloids·Vinod KumarSiddharth Pandey
Jul 18, 2012·Chemical Communications : Chem Comm·Wei HongYuning Li
Jul 10, 2013·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Debarati RayNikhil Guchhait

❮ Previous
Next ❯

Methods Mentioned

BETA
fluorescence spectroscopy
confocal microscopy
X-ray

Software Mentioned

MERCURY
CrysAlisPro
ORTEP
SHELXL
IBH DAS
Gaussian

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.