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757233

Sigma-Aldrich

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

98%

Empirical Formula (Hill Notation):
C40H28N2O6
CAS Number:
Molecular Weight:
632.66
PubChem Substance ID:
NACRES:
NA.23

Quality Level

assay

98%

form

powder

mp

328-333 °C

λmax

720 nm

Orbital energy

HOMO 5.3 eV 
LUMO 3.8 eV 

OPV Device Performance

ITO/MoO3/DP-SQ/C60/PTCBI/Ag

  • Short-circuit current density (Jsc): 7.2 mA/cm2
  • Open-circuit voltage (Voc): 0.91 V
  • Fill Factor (FF): 0.7
  • Power Conversion Efficiency (PCE): 4.8 %

SMILES string

Oc1cc(cc(O)c1[C]2[C+]([O-])[C]([C+]2[O-])c3c(O)cc(cc3O)N(c4ccccc4)c5ccccc5)N(c6ccccc6)c7ccccc7

InChI

1S/C40H28N2O6/c43-31-21-29(41(25-13-5-1-6-14-25)26-15-7-2-8-16-26)22-32(44)35(31)37-39(47)38(40(37)48)36-33(45)23-30(24-34(36)46)42(27-17-9-3-10-18-27)28-19-11-4-12-20-28/h1-24,43-46H

InChI key

FXAALAVLRJSKEQ-UHFFFAOYSA-N

Related Categories

General description

2,4-Bis[4-(N,N-diphenylamino)-2,6-dihydroxyphenyl]squaraine (DPSQ) is a symmetric squaraine that can be used as a green light absorbing donor. The characteristic absorption peak is at 720 nm. It can be used for a variety of electrochemical applications.

Application

DPSQ based dyes can be used for potential application in polymeric solar cells (PSCs), and organic photovoltaic cells (OPVs).

Packaging

1 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - 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

Certificate of Analysis

Certificate of Origin

Quaternary organic solar cells enhanced by cocrystalline squaraines with power conversion efficiencies> 10%
Goh T, et al.
Advanced Energy Materials, 6(21), 1600660-1600660 (2016)
Independent control of bulk and interfacial morphologies of small molecular weight organic heterojunction solar cells
Zimmerman JD, et al.
Nano Letters, 12(8), 4366-4371 (2012)
Control of interface order by inverse quasi-epitaxial growth of squaraine/fullerene thin film photovoltaics
Zimmerman JD, et al.
ACS Nano, 7(10), 9268-9275 (2013)
Functionalized squaraine donors for nanocrystalline organic photovoltaics
Wei G, et al.
ACS Nano, 6(1), 972-978 (2011)
High efficiency organic photovoltaic cells based on a vapor deposited squaraine donor
Wang, S.; Mayo, E.; Perez M.; et al.
Applied Physics Letters, 94, 233304-233304 (2009)

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.

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