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CAS Number 1134-35-6

Chemistry Building Blocks, Heterocyclic Building Blocks, Monomers

Product Code B1491-10g
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A well-known bipyridyl ligand with two methyl groups

Readily available for the synthesis of organometallic photosensitizer dyes in development of dye-sensitized solar cells (DSSCs)

4,4'-Dimethyl-2,2'-bipyridyl, derived from bipyridine and also bearing electron rich methyl functional groups at 4,4'-positions, is typically used as a starting material for the sensitizers synthesis in dye sensitized solar cells (DSSCs).

Bipyridine ligand is a strong chelating ligand for metal centres in coordinative compounds. The organometallic compound of 4,4'-dimethyl-2,2'-bipyridyl increases the bridging ligand lengths resulting a greater electron-hole separation effect in DSSCs, hence reduce charge recombination to improve the overall device efficiency. High device efficiencies engaging 4,4'-dimethyl-2,2'-bipyridyl coordinative dyes are attributed to efficient light harvesting of these novel dyes and the improved charge transfer dynamics at TiO2–dye and dye–hole transport interfaces.

4,4'-Dimethyl-2,2'-bipyridyl is also used for fabricating electrochemiluminescence (ECL) materials. It enhances the ECL intensity owing to the donor ability as a α-diimine ligands.

General Information

CAS Number 1134-35-6
Chemical Formula C12H12N2
Full Name 4,4'-Dimethyl-2,2'-bipyridyl
Molecular Weight 184.24 g/mol
Synonyms 2,2′-Bi(γ-picoline), 4,4′-Dimethyl-2,2′-bipyridine
Classification / Family Bipyridyl derivatives, Semiconductor synthesis intermediates, Heterocyclic building blocks, Dye-sensitized solar cells (DSSCs)

Chemical Structure

4,4'-Dimethyl-2,2'-bipyridyl, CAS 1134-35-6
4,4'-Dimethyl-2,2'-bipyridyl chemical structure, CAS 1134-35-6

Product Details

Purity >98% (1H NMR)
Melting Point Tm = 169 - 174 °C
Appearance Pale pink powder

MSDS Documentation

4,4'-Dimethyl-2,2'-bipyridyl4,4'-Dimethyl-2,2'-bipyridyl MSDS Sheet

Literature and Reviews

  1. Accessing the charge separation effects in dye-sensitized solar cells based on a vectorial planning of supramolecular ruthenium dye, A. Parussulo et al., Inorganica Chim. Acta, 453, 764-770 (2016); DOI: 10.1016/j.ica.2016.09.039.
  2. Artificial photosynthesis based on dye-sensitized nanocrystalline TiO2 solar cells, J.-J. Lagref et al., Inorganica Chim. Acta, 361(3), 735-745(2008); DOI: 10.1016/j.ica.2007.05.061.
  3. Molecular engineering on semiconductor surfaces: design, synthesis and application of new efficient amphiphilic ruthenium photosensitizers for nanocrystalline TiO2 solar cells, J.-J Lagref et al., Synth. Met., 138(1-2), 333-339(2003); DOI: 10.1016/S0379-6779(03)00034-1.
  4. Cobalt Redox Mediators for Ruthenium-Based Dye-Sensitized Solar Cells: A Combined Impedance Spectroscopy and Near-IR Transmittance Study, Y. Liu et al., J. Phys. Chem. C, 115(38), 18847–18855(2011); DOI: 10.1021/jp204519s.
  5. Highly efficient solid-state dye-sensitized TiO2 solar cells via control of retardation of recombination using novel donor-antenna dyes, C.S. Karthikeyan et al., Sol. Energy Mater Sol. Cells, 91(5), 432-439(2007); DOI: 10.1016/j.solmat.2006.10.006.
  6. Synthesis and characterization of electrochemiluminescent ruthenium(II) complexes containing o-phenanthroline and various α-diimine ligands, B. Kim et al., 63(3), 595-602(2004); DOI: 10.1016/j.talanta.2003.09.001.

To the best of our knowledge the information provided here is accurate. The values provided are typical at the time of manufacture and may vary over time and from batch to batch. Products may have minor cosmetic differences (e.g. to the branding) compared to the photos on our website. All products are for laboratory and research and development use only.

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