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Merck
CN

791415

K19 Dye

85% (HPLC)

Synonym(s):

Greatcell Solar®, K 19 sensitizer, Ru(4,4-dicarboxylic acid-2,2′-bipyridine)(4,4′-bis(p-hexyloxystyryl)-2,2-bipyridine)(NCS)2

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About This Item

CAS Number:
847665-45-6
UNSPSC Code:
12352103
PubChem Substance ID:
329768273
NACRES:
NA.23

Key Documents

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Product Name

K19 Dye, 85% (HPLC)

SMILES string

OC(C1=CC(C2=CC(C(O)=O)=CC=N2)=NC=C1)=O.S=C=N[Ru]N=C=S.CCCCCCOC(C=C3)=CC=C3/C=C/C4=CC=NC(C5=NC=CC(/C=C/C6=CC=C(OCCCCCC)C=C6)=C5)=C4

InChI

1S/C38H44N2O2.C12H8N2O4.2CNS.Ru/c1-3-5-7-9-27-41-35-19-15-31(16-20-35)11-13-33-23-25-39-37(29-33)38-30-34(24-26-40-38)14-12-32-17-21-36(22-18-32)42-28-10-8-6-4-2;15-11(16)7-1-3-13-9(5-7)10-6-8(12(17)18)2-4-14-10;2*2-1-3;/h11-26,29-30H,3-10,27-28H2,1-2H3;1-6H,(H,15,16)(H,17,18);;;/q;;2*-1;+2/b13-11+,14-12+;;;;

InChI key

HBARXZGSEMEPLK-BPSJQPAOSA-N

assay

85% (HPLC)

form

powder (black)

mp

>300 °C

λmax

536, 357, 311 nm at 0.02 mM in DMF (lit.)

Application

Electron transfer from K-19 dye to the conduction band of Titania is completed within 20 fs while charge recombination has a half-life of 800 μs.  The high extinction coefficient of this sensitizer enable realization of a new generation thin-film dye-sensitized solar cells (DSCs) yielding high conversion efficiency at full sunlight, even with viscous electrolytes based on ionic liqs. or nonvolatile solvents, making solar cell devices exhibit excellent stability under light soaking.
K19 Dye is an organo-metallic dye that can be used as a photosensitizing material in the fabrication of dye sensitized solar cells (DSSCs). It shows a short circuit photocurrent density of 15.1 mA/cm2, an open circuit voltage of 747 mV and a fill factor of 0.69.

General description

K19 Dye is an amphiphilic ruthenium sensitizer with a good molar extinction coefficient, which remains stable under thermal stress and light soaking. It can be synthesized by forming a reaction mixture of 4,4′-Bis(p-hexyloxystyryl)-2,2′-bipyridine, dichloro(p-cymene)ruthenium(II) dimer, and 4,4′-dicarboxylic acid-2,2′-bipyridine. It shows an overall power conversion efficiency (PCE) of 11% and can be used as an active material in electrochemical applications.

Legal Information

Product of Greatcell Solar Materials Pty Ltd.
Greatcell Solar is a registered trademark of Greatcell Solar Materials Pty Ltd.
Greatcell Solar is a registered trademark of Greatcell Solar

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBS7770V

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Mazille F, et al.
Inorganic Chemistry, 45(4), 1585-1590 (2006)
A high molar extinction coefficient charge transfer sensitizer and its application in dye-sensitized solar cell
Nazeeruddin MK, et al.
Journal of Photochemistry and Photobiology A: Chemistry, 185(2-3), 331-337 (2007)
Ruthenium sensitizers and their applications in dye-sensitized solar cells
Qin Y and Peng Q
International Journal of Photoenergy, 2012(8), 1133-1137 (2012)
High-efficiency and stable mesoscopic dye-sensitized solar cells based on a high molar extinction coefficient ruthenium sensitizer and nonvolatile electrolyte
Kuang D, et al.
Advanced Materials, 19(8), 1133-1137 (2007)
Daibin Kuang et al.
Journal of the American Chemical Society, 128(12), 4146-4154 (2006-03-23)
Two novel heteroleptic sensitizers, Ru((4,4-dicarboxylic acid-2,2'-bipyridine)(4,4'-bis(p-hexyloxystyryl)-2,2-bipyridine)(NCS)2 and Ru((4,4-dicarboxylic acid-2,2'-bipyridine)(4,4'-bis(p-methoxystyryl)-2,2'-bipyridine) (NCS)2, coded as K-19 and K-73, respectively, have been synthesized and characterized by 1H NMR, FTIR, UV-vis absorption, and emission spectroscopy and excited-state lifetime and spectroelectrochemical measurements. The introduction of the
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