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757268

Sigma-Aldrich

2,4-Bis[4-(N,N-dibenzylamino)-2,6-dihydroxyphenyl]squaraine

97%

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Empirical Formula (Hill Notation):
C44H36N2O6
Molecular Weight:
688.77
UNSPSC Code:
12352103
PubChem Substance ID:
329766661
NACRES:
NA.23

Assay

97%

form

powder

λmax

640-646 nm in chloroform

SMILES string

Oc1cc(cc(O)c1[C]2[C+]([O-])[C]([C+]2[O-])c3c(O)cc(cc3O)N(Cc4ccccc4)Cc5ccccc5)N(Cc6ccccc6)Cc7ccccc7

InChI

1S/C44H36N2O6/c47-35-21-33(45(25-29-13-5-1-6-14-29)26-30-15-7-2-8-16-30)22-36(48)39(35)41-43(51)42(44(41)52)40-37(49)23-34(24-38(40)50)46(27-31-17-9-3-10-18-31)28-32-19-11-4-12-20-32/h1-24,47-50H,25-28H2

InChI key

OPBFFKVKPVVANS-UHFFFAOYSA-N

General description

2,4-Bis[4-(N,N-dibenzylamino)-2,6-dihydroxyphenyl] squaraine is used as an electron donor in solution processed organic photovoltaic (OPV) cells. This molecule increases the power conversion efficiency (PCE) of OPVs because it can harvest more photons in the low-energy range and also increases exciton dissociation, energy transfer and charge carrier transport in ternary blend films in bulk heterojunction polymer solar cells.

Application

Used as a donor material in both vacuum-deposited and solution-processed OPVs.

Features and Benefits

  • Can be dissolved and solution processed and high extinction coefficient.
  • Intense absorption in the red/near-IR regions.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Improved Efficiency of Bulk Heterojunction Polymer Solar Cells by Doping Low Bandgap Small Molecule
An, Q., Zhang, F., Li, L., Wang, J., Zhang, J., Zhou, L., & Tang, W.
ACS Applied Materials & Interfaces (2014)
High efficiency organic photovoltaic cells based on a vapor deposited squaraine donor
Siyi W.; et al.
Applied Physics Letters (2009)
Optical and electrical properties of a squaraine dye in photovoltaic cells.
Chen, G., Yokoyama, D., Sasabe, H., Hong, Z., Yang, Y., & Kido, J.
Applied Physics Letters, 101(8), 083904 - 083904(4) (2012)
Efficient far red sensitization of nanocrystalline TiO2 films by an unsymmetrical squaraine dye.
Jun-Ho Yum et al.
Journal of the American Chemical Society, 129(34), 10320-10321 (2007-08-04)
Highly Absorbing Squaraines and Their Application to Organic Photovoltaics
Siyi Wang,Mark E. Thompson,and Kanth V.B. Josyula.
Material Matters, 7(1), 9-9 (2012)

Articles

Development of Small Molecule Donors for Solution-Processed Organic Solar Cells

Solution-processed organic photovoltaic devices (OPVs) have emerged as a promising clean energy generating technology due to their ease of fabrication, potential to enable low-cost manufacturing via printing or coating techniques, and ability to be incorporated onto light weight, flexible substrates.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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