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728705

Sigma-Aldrich

MK-2 Dye

95%

Synonym(s):

2-Cyano-3-[5′′′-(9-ethyl-9H-carbazol-3-yl)-3′,3′′,3′′′,4-tetra-n-hexyl-[2,2′,5′,2′′,5′′,2′′′]-quater thiophen-5-yl] acrylic acid, metal free solar cell dye

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About This Item

Empirical Formula (Hill Notation):
C58H70N2O2S4
CAS Number:
1037440-21-3
Molecular Weight:
955.45
MDL number:
MFCD17677356
UNSPSC Code:
12352103
PubChem Substance ID:
329764420
NACRES:
NA.23

Assay

95%

mp

181-185 °C

storage temp.

2-8°C

SMILES string

CCCCCCc1cc(sc1\C=C(/C#N)C(O)=O)-c2sc(cc2CCCCCC)-c3sc(cc3CCCCCC)-c4sc(cc4CCCCCC)-c5ccc6n(CC)c7ccccc7c6c5

InChI

1S/C58H70N2O2S4/c1-6-11-15-19-25-40-34-52(63-50(40)38-45(39-59)58(61)62)55-43(27-21-17-13-8-3)36-54(65-55)57-44(28-22-18-14-9-4)37-53(66-57)56-42(26-20-16-12-7-2)35-51(64-56)41-31-32-49-47(33-41)46-29-23-24-30-48(46)60(49)10-5/h23-24,29-38H,6-22,25-28H2,1-5H3,(H,61,62)/b45-38+

InChI key

FOELOZKDLHJOHT-XLDZHHEVSA-N

General description

MK-2 Dye is an oligothiophene based organic dye that can be used as a photosensitizer. It has a tetrameric oligothiophene spacer with donor and acceptor units. It also shows a conversion efficiency of 8%.

Application

Organic Dyes for Efficent and Stable Dye-Sensitized Solar Cells
MK-2 Dye is an alkyl functionalized dye which can be used in a variety of applications such as dye sensitized solar cells and photovoltaic cells.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

JAN Code

728705-VAR:
728705-BULK:
728705-100MG:4548173303758

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Certificates of Analysis (COA)

Lot/Batch Number
MKBZ9177V
MKBX6562V
MKBV0465V
MKBV0467V
MKBN8679V

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Highly stable sensitizer dyes for dye-sensitized solar cells: role of the oligothiophene moiety
Katoh R, et al.
Energy & Environmental Science, 2(5), 542-546 (2009)
Efficient Synthesis of a Regioregular Oligothiophene Photovoltaic Dye Molecule, MK-2, and Related Compounds: A Cooperative Hypervalent Iodine and Metal-Catalyzed Synthetic Route
Dohi T, et al.
Chemistry?A European Journal , 19(6), 2067-2075 (2013)
Alkyl-functionalized organic dyes for efficient molecular photovoltaics
Koumura N, et al.
Journal of the American Chemical Society, 128(44), 14256-14257 (2006)
Wang, Z. S.; Koumura, N.; Cui, Y.;
Chemistry of Materials, 20, 3993-3993 (2008)
Nagatoshi Koumura et al.
Journal of the American Chemical Society, 128(44), 14256-14257 (2006-11-02)
We designed and synthesized new alkyl-functionalized organic dyes, MK-1 and MK-2, for dye-sensitized solar cells (DSSCs). Based on the MK-2 dye, a high performance of efficiency (eta, 7.7%; short-circuit current density Jsc = 14.0 mA cm-2, open-circuit voltage Voc =
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