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931985

Sigma-Aldrich

Phthalocyanine

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Synonym(s):
Dehydrophthalocyanine, H2Pc, Pigment Blue 16
Empirical Formula (Hill Notation):
C32H18N8
CAS Number:
Molecular Weight:
514.54
Beilstein/REAXYS Number:
378323
MDL number:

description

PL: 418 nm
μh ≈ 4.0 x 10−5 cm2 V−1 s−1

Quality Level

mp

>300 °C (dec.)

transition temp

Tg >350 °C ((0.5% weight loss))

solubility

DMF: soluble

orbital energy

HOMO 5.35 eV 
LUMO 3.35 eV 

UV absorption

λ: 279 nm Amax
λ: 693 nm Amax

SMILES string

c1ccc2c3nc(nc4[nH]c(nc5nc(nc6[nH]c(n3)c7ccccc67)c8ccccc58)c9ccccc49)c2c1

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1 of 4

This Item
95290M6900M5528
vibrant-m

931985

Phthalocyanine

vibrant-m

95290

Methyl Blue

vibrant-m

M6900

Methyl Blue

vibrant-m

M5528

Methyl Blue

solubility

DMF: soluble

solubility

water: 0.01 g/10 mL, blue to very deep blue

solubility

H2O: 1 mg/mL, blue

solubility

-

mp

>300 °C (dec.)

mp

-

mp

>-23 °C

mp

-

description

PL: 418 nm
μh ≈ 4.0 x 10−5 cm2 V−1 s−1

description

-

description

-

description

-

transition temp

Tg >350 °C ((0.5% weight loss))

transition temp

-

transition temp

-

transition temp

-

orbital energy

HOMO 5.35 eV 

orbital energy

-

orbital energy

-

orbital energy

-

Application

Phthalocyanine is a versatile functional dye with a range of intriguing properties enabling them to find practical applications in various disciplines from organic electronics, energy harvesting and biomedicine. Its derivatives exhibit semiconducting properties, making them valuable materials in organic electronics. They can be incorporated as active layers in organic photovoltaic cells, organic field-effect transistors (OFETs), organic light-emitting diodes (OLEDs), and other organic electronic devices.
Phthalocyanine, also known as H2Pc, is a versatile functional dye with a range of intriguing properties enabling them to find practical applications in various disciplines from organic electronics, energy harvesting and biomedicine.
In the field of organic electronics, H2Pc has been explored as a popular Hole Injection Layer (HIL) material for organic light-emitting diode devices (OLEDs).This special compound has also been explored for solar cells application given its robust and intensely colored macrocycles (blue pigments) with high chem., thermal and light stability, properties that are of paramount importance for realistic photovoltaic applications. H2Pc have attracted special attention as photosensitizers for dye-sensitized solar cells (DSSCs).
In biomedicine, phthalocyanine can serve as selective fluorescent probes for bioanal. and bioimaging, and as efficient photosensitizers for photodynamic therapy of cancer and other non-cancerous conditions.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable


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Spin-triplet-mediated up-conversion and crossover behavior in single-molecule electroluminescence
Chen, Gong, et al.
Physical Review Letters, 122, 177401-177401 (2019)
Turning Photons into Drugs: Phthalocyanine-Based Photosensitizers as Efficient Photoantimicrobials
Galstyan, A.
Chemistry?A European Journal , 27, 1903-1920 (2021)
Drug delivery systems for phthalocyanines for photodynamic therapy
Rak, Jakub, et al.
Anticancer Research, 39, 3323-3339 (2019)
Electronic properties of CuPc and H2Pc: an experimental and theoretical study
Nardi, Marco Vittorio, et al
Physical Chemistry Chemical Physics, 15, 12864-12881 (2013)
Phthalocyanines for dye-sensitized solar cells
Urbani, M. et al.
Coordination Chemistry Reviews, 381, 1-64 (2019)

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