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673587

Sigma-Aldrich

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

Synonym(s):

Pd(II) meso-tetra(pentafluorophenyl)porphine

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About This Item

Empirical Formula (Hill Notation):
C44H8F20N4Pd
CAS Number:
Molecular Weight:
1078.95
MDL number:
UNSPSC Code:
12352103
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

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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)
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)

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