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757233

Sigma-Aldrich

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

98%

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

Quality Level

100

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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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)
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)
Guodan Wei et al.
ACS nano, 6(1), 972-978 (2011-12-27)
We study a family of functionalized squaraine (fSQ) donors for absorbing in the near-infrared (NIR) and green spectral regions. The NIR-absorbing materials are the symmetric molecules 2,4-bis[4-(N-phenyl-1-naphthylamino)-2,6-dihydroxyphenyl]squaraine (1-NPSQ), 2,4-bis[4-(N,N-diphenylamino)-2,6 dihydroxyphenyl]squaraine, and 2,4-bis[4-(N,N-dipropylamino)-2,6-dihydroxyphenyl]squaraine. The green light absorbing donors are asymmetric squaraines
Functionalized squaraine donors for nanocrystalline organic photovoltaics
Wei G, et al.
ACS Nano, 6(1), 972-978 (2011)
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