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5,10,15,20-Tetrakis(pentafluorophenyl)-21H,23H-porphine palladium(II)

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Synonym(s):
Pd(II) meso-tetra(pentafluorophenyl)porphine
Empirical Formula (Hill Notation):
C44H8F20N4Pd
CAS Number:
Molecular Weight:
1078.95
MDL number:
PubChem Substance ID:
NACRES:
NA.23

form

solid

mp

>300 °C (dec.)

λmax

400 nm in acetone

storage temp.

−20°C

SMILES string

Fc1c(F)c(F)c(c(F)c1F)-c2c3ccc(n3)c(-c4c(F)c(F)c(F)c(F)c4F)c5ccc6c(-c7c(F)c(F)c(F)c(F)c7F)c8ccc(n8)c(-c9c(F)c(F)c(F)c(F)c9F)c%10ccc2n%10[Pd]n56

InChI

1S/C44H8F20N4.Pd/c45-25-21(26(46)34(54)41(61)33(25)53)17-9-1-2-10(65-9)18(22-27(47)35(55)42(62)36(56)28(22)48)12-5-6-14(67-12)20(24-31(51)39(59)44(64)40(60)32(24)52)16-8-7-15(68-16)19(13-4-3-11(17)66-13)23-29(49)37(57)43(63)38(58)30(23)50;/h1-8H;/q-2;+2/b17-9+,17-11+,18-10+,18-12+,19-13+,19-15+,20-14+,20-16+;

InChI key

GRRRJZUTYPIXFO-HQJDZOCDSA-N

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This Item
24736795447252883
λmax

400 nm in acetone

λmax

415 nm

λmax

-

λmax

424 nm, 653 nm (2nd)

form

solid

form

crystalline powder

form

powder

form

powder or crystals

mp

>300 °C (dec.)

mp

>300 °C (lit.)

mp

175-180 °C

mp

-

storage temp.

−20°C

storage temp.

room temp

storage temp.

-

storage temp.

room temp

General description

5,10,15,20-Tetrakis(pentafluorophenyl)-21H,23H-porphine palladium(II) is a phosphorescent dye that is a derivative of palladium(II). It can be used as a singlet oxygen sensitizer due to the presence of fluorine atoms. It provides photostability and is resistant to oxidation.

Application

It can be used as a porphyrin dye with a high quantum yield for use in the fabrication of oxygen sensors.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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A Robust Palladium (II)-Porphyrin Complex as Catalyst for Visible Light Induced Oxidative C? H Functionalization
To W, et al.
Chemistry?A European Journal , 19(18), 5654-5664 (2013)
Temperature-sensitive europium (III) probes and their use for simultaneous luminescent sensing of temperature and oxygen
Borisov SM and Wolfbeis OS
Analytical Chemistry, 78(14), 5094-5101 (2006)
Singlet oxygen-induced photodegradation of the polymers and dyes in optical sensing materials and the effect of stabilizers on these processes
Enko B, et al.
The Journal of Physical Chemistry A, 117(36), 8873-8882 (2013)
Composite luminescent material for dual sensing of oxygen and temperature
Borisov SM, et al.
Advances in Functional Materials, 16(12), 1536-1542 (2006)
Red light-excitable oxygen sensing materials based on platinum (II) and palladium (II) benzoporphyrins
Borisov SM, et al.
Analytical Chemistry, 80(24), 9435-9442 (2008)

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