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Sigma-Aldrich

Phthalocyanine

Synonym(s):

Dehydrophthalocyanine, H2Pc, Pigment Blue 16

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About This Item

Empirical Formula (Hill Notation):
C32H18N8
CAS Number:
Molecular Weight:
514.54
Beilstein:
378323
MDL number:
UNSPSC Code:
12352103
NACRES:
NA.23

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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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 Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Turning Photons into Drugs: Phthalocyanine-Based Photosensitizers as Efficient Photoantimicrobials
Galstyan, A.
Chemistry?A European Journal , 27, 1903-1920 (2021)
Spin-triplet-mediated up-conversion and crossover behavior in single-molecule electroluminescence
Chen, Gong, et al.
Physical Review Letters, 122, 177401-177401 (2019)
Drug delivery systems for phthalocyanines for photodynamic therapy
Rak, Jakub, et al.
Anticancer Research, 39, 3323-3339 (2019)
Phthalocyanines for dye-sensitized solar cells
Urbani, M. et al.
Coordination Chemistry Reviews, 381, 1-64 (2019)
The unique features and promises of phthalocyanines as advanced photosensitisers for photodynamic therapy of cancer
Lo, Pui-Chi, et al.
Chemical Society Reviews, 49, 1041-1056 (2020)

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