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757233

Sigma-Aldrich

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

98%

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About This Item

Empirical Formula (Hill Notation):
C40H28N2O6
CAS Number:
1345272-10-7
Molecular Weight:
632.66
UNSPSC Code:
12352103
PubChem Substance ID:
329766659
NACRES:
NA.23

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).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Certificates of Analysis (COA)

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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)
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)
Structure and disorder in squaraine-C60 organic solar cells: a theoretical description of molecular packing and electronic coupling at the donor-acceptor interface
Fu Y, et al.
Advances in Functional Materials, 24(24), 3790-3798 (2014)
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)
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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.

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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