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791415

Sigma-Aldrich

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:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Assay

85% (HPLC)

form

powder (black)

mp

>300 °C

λmax

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

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

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.

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.

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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)
Ruthenium sensitizers and their applications in dye-sensitized solar cells
Qin Y and Peng Q
International Journal of Photoenergy, 2012(8), 1133-1137 (2012)
Peng Wang et al.
Journal of the American Chemical Society, 127(3), 808-809 (2005-01-20)
An amphiphilic heteroleptic polypyridyl ruthenium complex with a high molar extinction coefficient was synthesized and demonstrated as an efficient, thermostable sensitizer in nanocrystalline dye-sensitized solar cells.
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
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)

Articles

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While dye sensitization as the basis for color photography has been accepted for a very long time,1 attempts to use this principle for the conversion of solar light to electricity generally had resulted only in very low photocurrents, below 100 nA/cm

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