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Merck

757233

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
MDL number:
MFCD22200544
UNSPSC Code:
12352103
PubChem Substance ID:
329766659
NACRES:
NA.23

Key Documents

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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

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

757233-1G: + 757233-VAR: + 757233-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV4424
MKCC4186
MKBZ9860V
MKBJ9685

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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)
Functionalized squaraine donors for nanocrystalline organic photovoltaics
Wei G, et al.
ACS Nano, 6(1), 972-978 (2011)
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)
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)
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)
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Articles

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

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