CAS 1662-01-7 4,7-Diphenyl-1,10-phenanthroline

NAVIGATION

4,7-Diphenyl-1,10-phenanthroline

PRICE INQUIRY

Catalog Number

ACM1662017-5

CAS Number

1662-01-7

Product Name

4,7-Diphenyl-1,10-phenanthroline

Structure

Category

Organic Light-Emitting Diode (OLED) Materials

Synonyms

1,10-Phenanthroline, 4,7-diphenyl-; BPhen

IUPAC Name

4,7-diphenyl-1,10-phenanthroline

Molecular Weight

332.40

Molecular Formula

C24H16N2

Canonical SMILES

C1=CC=C(C=C1)C2=C3C=CC4=C(C=CN=C4C3=NC=C2)C5=CC=CC=C5

InChI

DHDHJYNTEFLIHY-UHFFFAOYSA-N

InChI Key

InChI=1S/C24H16N2/c1-3-7-17(8-4-1)19-13-15-25-23-21(19)11-12-22-20(14-16-26-24(22)23)18-9-5-2-6-10-18/h1-16H

Boiling Point

543.1 °C at 760 mmHg

Melting Point

218-220 °C-lit.

Purity

98%

Appearance

Solid

Application

4,7-Diphenyl-1,10-phenanthroline is a versatile compound with several key applications primarily due to its chemical structure and properties. Characterized as a white to faintly yellow crystalline powder, it is widely utilized in ultra-sensitive and selective quenchofluorimetric methods for detecting palladium (II) at microgram per liter levels. Additionally, this compound serves a critical role in improving the performance of organic photovoltaic cells as a buffer layer, due to its wide energy gap and high ionization potential that make it effective as a hole-blocking or exciton-blocking layer. Its unique structure, consisting of a small, rigid, and planar phenanthroline unit with extended π-electrons, also facilitates enhanced electron mobility. When doped with lithium, this compound functions as an excellent electron-transport material, often used as an electron-injection layer in electronic devices to enable ohmic contact with electrodes. Furthermore, it acts as a bidentate ligand in the determination of metals like iron and is employed in copper-catalyzed protodecarboxylation of aromatic carboxylic acids, showcasing its versatility as both a reagent and a component in advanced materials.

Complexity

409

Covalently-Bonded Unit Count

EC Number

216-767-1; 269-684-8

Exact Mass

332.131348519

Formal Charge

Heavy Atom Count

Hydrogen Bond Acceptor Count

Hydrogen Bond Donor Count

MeSH Entry Terms