CAS 1662-01-7 Bathophenanthroline (purified by sublimation)

NAVIGATION

Bathophenanthroline (purified by sublimation)

PRICE INQUIRY

Catalog Number

ACM1662017-1

CAS Number

1662-01-7

Product Name

Bathophenanthroline (purified by sublimation)

Structure

Category

Ligands for Functional Metal Complexes; Other Material Building Blocks; Organic Light-Emitting Diode (OLED) Materials; Perovskite Solar Cell (PSC) Materials

IUPAC Name

4,7-diphenyl-1,10-phenanthroline

Molecular Weight

332.4g/mol

Molecular Formula

C24H16N2

Canonical SMILES

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

InChI

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

InChI Key

DHDHJYNTEFLIHY-UHFFFAOYSA-N

Application

Bathophenanthroline (purified by sublimation) serves multiple purposes due to its unique chemical properties. It is utilized as a ligand in the copper-catalyzed protodecarboxylation of aromatic carboxylic acids and as a reagent for determining iron. Its structure, characterized by a small, rigid, and planar phenanthroline unit with extended π-electrons, facilitates electron mobility. This makes Bathophenanthroline particularly effective as a hole-blocking or exciton-blocking layer, given its wide energy gap and high ionization potential, enhancing the performance of organic photovoltaic cells. Additionally, when doped with lithium, Bathophenanthroline:Li becomes a highly efficient electron-transport material, commonly used as an electron-injection layer to ensure ohmic contact with electrodes without concern for work function alignments. The compound's considerable electron mobility, approximately two orders of magnitude higher than Alq3, highlights its efficacy in various high-tech applications, including a refined quenchofluorimetric method for detecting palladium (II) at microgram per liter concentrations.

Complexity

409

Covalently-Bonded Unit Count

EC Number

216-767-1

Exact Mass

332.131349g/mol

Formal Charge

Heavy Atom Count

MeSH Entry Terms

bathophenanthroline;bathophenanthroline sulfate (1:1);bathophenanthroline sulfite;bathophenanthroline, monohydrochloride;Ru(II) bathophenanthroline

Monoisotopic Mass