1393914-78-7

Basic information

• Product Name: 4,8-bis(4-(tert-butyl)phenyl)-1,5-naphthyridine
• Synonyms: 4,8-bis(4-(tert-butyl)phenyl)-1,5-naphthyridine
• CAS NO: 1393914-78-7
• Molecular Weight: 394.56
• Mol File: 1393914-78-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4,8-bis(4-(tert-butyl)phenyl)-1,5-naphthyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 4,8-bis(4-(tert-butyl)phenyl)-1,5-naphthyridine(1393914-78-7)
• EPA Substance Registry System: 4,8-bis(4-(tert-butyl)phenyl)-1,5-naphthyridine(1393914-78-7)

Safety Data

• Hazardous Substances Data: 1393914-78-7(Hazardous Substances Data)

Upstream product

• 64761-15-5 4,8-dioxo-1,4,5,8-tetrahydro-[1,5]naphthyridine-3-carboxylic acid 
• 64761-20-2 8-methoxy-4-oxo-1,4-dihydro-[1,5]naphthyridine-3-carboxylic acid ethyl ester 
• 64761-13-3 1,5-naphthyridine-4,8(1H,5H)-dione 
• 64761-16-6 diethyl {[(4-methoxypyridin-3-yl)amino]methylidene}propanedioate 
• 31872-62-5 4-methoxy-3-nitro-pyridine 
• 5435-54-1 4-hydroxy-3-nitropyridine 
• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 1393914-91-4 4,8-dibromo-1,5-naphthyridine 
• 123324-71-0 p-tert-butylphenylboronic acid 
• 33631-09-3 4-methoxypyridin-3-amine 
• 626-64-2 pyridin-4-ol 

Relevant articles and documents

Novel multifunctional organic semiconductor materials based on 4,8-substituted 1,5-naphthyridine: Synthesis, single crystal structures, opto-electrical properties and quantum chemistry calculation

A series of 4,8-substituted 1,5-naphthyridines (1a-1h) have been successfully synthesised by a Suzuki cross-coupling between 4,8-dibromo-1,5- naphthyridine (4) and the corresponding boronic acids (2a-2h) in the presence of catalytic palladium acetate in yields of 41.4-75.8% and have ben well characterized. They are thermally robust with high phase transition temperatures (above 186 °C). Compounds 1b, 1e and 1f crystallized in the monoclinic crystal system with the space groups P21/c, P21/c and P21/n, respectively. All of them show the lowest energy absorption bands (λmaxAbs: 294-320 nm), revealing low optical band gaps (2.77-3.79 eV). These materials emit blue fluorescence with λmaxEm ranging from 434-521 nm in dilute solution in dichloromethane and 400-501 nm in the solid state. 4,8-Substituted 1,5-naphthyridines 1a-1h have estimated electron affinities (EA) of (2.38-2.72 eV) suitable for electron-transport materials and ionization potentials (IP) of 4.85-5.04 eV facilitate excellent hole-injecting/hole-transport materials properties. Quantum chemical calculations using DFT B3LYP/6-31G* showed nearly identical the lowest unoccupied molecular orbitals (LUMO) of -2.39 to -2.19 eV and the highest occupied molecular orbitals (HOMO) of -5.33 to -6.84 eV. These results demonstrate the 4,8-substituted 1,5-naphthyridines 1a-1h with a simple architecture might be promising blue-emitting (or blue-green-emitting) materials, electron-transport materials and hole-injecting/hole-transport materials for applications for developing high-efficiency OLEDs.