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932515

Sigma-Aldrich

Copper(II) phthalocyanine

≥98%

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Synonym(s):
CuPc, Phthalocyanine blue, Pigment Blue 15
Empirical Formula (Hill Notation):
C32H16CuN8
CAS Number:
147-14-8
Molecular Weight:
576.07
Colour Index Number:
74160
Beilstein:
4121848
MDL number:
MFCD00010719

grade

sublimed grade

Quality Level

100

description

µh ≈ 2.8 x 10-4 cm2V-1s-1

Assay

≥98%

loss

0.5% TGA, >430ºC (weight loss)

mp

350 °C

solubility

DMF: soluble
dichloromethane: soluble

fluorescence

λem 404 nm in dichloromethane (PL in film)

Orbital energy

HOMO 5.2 eV 
LUMO 3.5 eV 

SMILES string

c1ccc2c(c1)C3=NC4=[N@@H]5C(=Nc6n7c(N=C8c9ccccc9C%10=[N@@H]8[Cu]57N3C2=N%10)c%11ccccc6%11)c%12ccccc4%12

InChI

1S/C32H16N8.Cu/c1-2-10-18-17(9-1)25-33-26(18)38-28-21-13-5-6-14-22(21)30(35-28)40-32-24-16-8-7-15-23(24)31(36-32)39-29-20-12-4-3-11-19(20)27(34-29)37-25;/h1-16H;/q-2;+2

InChI key

XCJYREBRNVKWGJ-UHFFFAOYSA-N

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Application

Copper(II) phthalocyanine (CuPC) find uses in high-efficiency red electrophosphorescent OLEDs, transistors and OPV
Copper(II) phthalocyanine can be used as an electron donor material or be incorporated into the active layer of organic photovoltaic devices (OPVs). Since it exhibits excellent charge transport properties, it can be be utilized as a p-type organic semiconductor in studies to improve device performance and electrical behavior of Organic Field-Effect Transistors (OFETs). It can be employed as an electron-blocking or hole-blocking layer in organic light-emitting diodes(OLEDs) devices for studies to improve efficiency and device stability. It has been used to conduct research in chemical sensing applications, and organic thin-film transistors (OTFTs).

Storage Class Code

11 - Combustible Solids

WGK

nwg

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Electronic structure and bonding in metal phthalocyanines, Metal=Fe, Co, Ni, Cu, Zn, Mg
Liao, Meng-Sheng; et al.
Journal of Chemical Physics, 114, 9780-9791 (2001)
Metal phthalocyanine organic thin-film transistors: changes in electrical performance and stability in response to temperature and environment
Boileau, Nicholas T., et al.
Royal Society of Chemistry Advances, 9, 21478-21485 (2019)
Functional supramolecular gels based on the hierarchical assembly of porphyrins and phthalocyanines
Feng, Xuenan; et al.
Frontiers in Chemistry, 7 (2019)
Influence of the metal phthalocyanine molecular orientation on charge separation at the organic donor/acceptor interface
Lim, Heeseon
Journal of Material Chemistry C, 9, 2156-2164 (2021)
Functional supramolecular gels based on the hierarchical assembly of porphyrins and phthalocyanines
Feng, Xuenan, et al.
Frontiers in Chemistry, 7 (2019)
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