113308-38-6

Basic information

• Product Name: 9,10-di-[β-(4-pyridyl)vinyl]anthracene
• Synonyms: 9,10-di-[β-(4-pyridyl)vinyl]anthracene;4-((1E)-2-(10-((E)-2-(pyridin-4-yl)vinyl)anthracen-9-yl)vinyl)pyridine
• CAS NO: 113308-38-6
• Molecular Formula: C₂₈H₂₀N₂
• Molecular Weight: 384.47
• EINECS: -0
• Mol File: 113308-38-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: >310 °C(Solv: dichloromethane (75-09-2); methanol (67-56-1))
• Boiling Point: 628.4±45.0 °C(Predicted)
• Appearance: /
• Density: 1.238±0.06 g/cm3(Predicted)
• PKA: 5.80±0.26(Predicted)
• CAS DataBase Reference: 9,10-di-[β-(4-pyridyl)vinyl]anthracene(CAS DataBase Reference)
• NIST Chemistry Reference: 9,10-di-[β-(4-pyridyl)vinyl]anthracene(113308-38-6)
• EPA Substance Registry System: 9,10-di-[β-(4-pyridyl)vinyl]anthracene(113308-38-6)

Safety Data

• Hazardous Substances Data: 113308-38-6(Hazardous Substances Data)

Usage

General Description

9,10-di-[β-(4-pyridyl)vinyl]anthracene, also known as DPVPA, is a synthetic chemical compound widely used in organic light-emitting diodes (OLEDs) and organic photovoltaic devices (OPVs). It exhibits excellent charge transport and optical properties, making it suitable for use as an emitting layer in OLEDs and as an electron donor in OPVs. DPVPA is a conjugated molecule with high thermal stability and good solubility in common organic solvents, which makes it easy to process into thin films for electronic devices. Its unique molecular structure, with two pyridyl groups attached to the anthracene core, allows for efficient charge transfer and emission of light in the visible range, making it an important component in the development of next-generation optoelectronic devices.

Upstream product

• 872-85-5 pyridine-4-carbaldehyde 
• 60974-92-7 tetraethyl (anthracene-9,10-diylbis(methylene))bis(phosphonate) 
• 50-00-0 formaldehyd 
• 120-12-7 anthracene 
• 100-43-6 4-vinylpyridine 
• 523-27-3 9,10-Dibromoanthracene 
• 108-89-4 picoline 
• 7044-91-9 9,10-diformylanthracene 

Relevant articles and documents

SYNTHESIS AND SPECTRAL LUMINESCENT PROPERTIES OF CERTAIN PYRIDINE AND QUINOLINE ANALOGS OF ISOMERIC DISTYRYLNAPHTALENES AND STYRYL- AND DISTYRYLANTHRACENES

A series of pyridine and quinoline analogs of isomeric distyrylnaphtalenes and styryl- and distyrylanthracenes has been synthesized.Their spectral-luminescent properties were studied.Compounds whose structures are sterically hindered in the ground state have the highest Stokes' shift.

Reversible Luminescent Switching in an Organic Cocrystal: Multi-Stimuli-Induced Crystal-to-Crystal Phase Transformation

A luminescent cocrystal system is reported to undergo crystal-to-crystal phase transformation from yellow-emitting polymorph I to green-emitting polymorph II, triggered by THF fuming or heating, and the green emission can recover to the initial yellow emission by grinding. The established spectroscopic and crystallographic analyses demonstrate that the phase transition occurred and benefits from the combined effect of similar molecular arrange sequence and unique alteration of intermolecular interactions from halogen/hydrogen bonds in I to π–π stacking in II. Furthermore, I and II exhibit red-shift emission under hydrostatic pressure. The emission of I and II shows a red-shift and recovers towards the initial emission upon acid–base fuming. This is a rare example of reversible luminescent switching of cocrystal based upon crystal-to-crystal phase transition, and provides an alternative strategy to develop multi-stimuli responsive materials.

Synthesis of Fluorescent Nanoscale Salts/Metal-Organic Frameworks for Live-Cell Imaging

The reaction between disulfonic acid, i.e., 1,5-naphthalenedisulfonic acid (NDS), Cu(NO3)2·3H2O, and variety of ditopic pyridine analogues viz., 9,10-bis((E)-2-(pyridin-4-yl)vinyl)anthracene (B4PVA), 9,10-bis((E)-2-(pyridin-3-yl)vinyl)anthracene (B3PVA), and 3,3′-(peroxybis(methylene))dipyridine (3PBP), resulted in the formation of salts/metal-organic frameworks (MOFs), i.e., [NDS2-·B4PVA2+·S] (FNP 1a), [NDS2-·3PBP2+·MeOH·H2O] (FNP 1b), [Cu·NDS·B4PVA] (FNP 1c), [Cu·NDS·B3PVA] (FNP 1d), and [Cu·NDS·3PBP] (FNP 1e), by the diffusion method where S in FNP 1a is a squeezed solvent molecule. Sulfonates with six oxygen atoms are involved in coordination with metal center and formed hydrogen bond interactions. X-ray structural analysis showed supramolecular architecture of the salts/MOFs where ligands act as a linear linker. The approximate particle size was calculated by powder X-ray diffraction patterns of the compounds using the Debye-Scherrer equation. The morphological characterization of the FNPs were performed by using scanning electron microscopy. The emission properties of these salts/MOFs may due the intraligand charge transfer (ILCT) and ligand to metal charge transfer phenomena. These nanocrystals were evaluated in live-cell imaging assays using HeLa and MCF-7 as a model cell-line.