Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

758337

Sigma-Aldrich

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

97%

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C32H44N2O6
Molecular Weight:
552.70
UNSPSC Code:
12352103
PubChem Substance ID:
329766735
NACRES:
NA.23

assay

97%

form

solid

mp

295-305 °C

λmax

700 nm

orbital energy

HOMO 5.3 eV 
LUMO 3.4 eV 

OPV device performance

ITO/MoO3/SQ:C70 (1:5)/BCP/Al

  • Short-circuit current density (Jsc): 13.7 mA/cm2
  • Open-circuit voltage (Voc): 0.87 V
  • Fill Factor (FF): 0.53
  • Power Conversion Efficiency (PCE): 6.3 %

ITO/NPD/SQ/C60/BCP/Al
  • Short-circuit current density (Jsc): 6.67 mA/cm2
  • Open-circuit voltage (Voc): 0.82 V
  • Fill Factor (FF): 0.55
  • Power Conversion Efficiency (PCE): 3 %

ITO/SQ/C60/BCP/Al
  • Short-circuit current density (Jsc): 7.13 mA/cm2
  • Open-circuit voltage (Voc): 0.75 V
  • Fill Factor (FF): 0.6
  • Power Conversion Efficiency (PCE): 3.2 %

SMILES string

CC(C)CN(CC(C)C)c1cc(O)c([C]2[C+]([O-])[C]([C+]2[O-])c3c(O)cc(cc3O)N(CC(C)C)CC(C)C)c(O)c1

InChI

1S/C32H44N2O6/c1-17(2)13-33(14-18(3)4)21-9-23(35)27(24(36)10-21)29-31(39)30(32(29)40)28-25(37)11-22(12-26(28)38)34(15-19(5)6)16-20(7)8/h9-12,17-20,35-38H,13-16H2,1-8H3

InChI key

JRHMFCJQZUVUIN-UHFFFAOYSA-N

General description

2,4-Bis[4-(N,N-diisobutylamino)-2,6-dihydroxyphenyl] squaraine (DIB-SQ) is used as an electron donor in solution processed photovoltaic cells.[1]DIB-SQ increases the power conversion efficiency (PCE) because it can harvest more photons in the low-energy range and also increases excition dissociation, energy transfer and charge carrier transport in ternary blend films in bulk heterjunction polymer solar cells. [2]

Application

This material is used as a donor material in vapor and solution processed organic heterojunction photovoltaic cells.[3][4]

Features and Benefits

  • Can be dissolved and solution processed and has a high extinction coefficient.[1]
  • Intense absorption in the red/near-IR regions.[5]

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKBZ3659V
MKBS5560V
MKBW1402V
MKBK1990

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Guo Chen et al.
Advanced materials (Deerfield Beach, Fla.), 24(20), 2768-2773 (2012-04-20)
High power conversion efficiencies of over 6.0% are achieved with a squaraine compound from co-deposited photovoltaic cells with a simple device structure, in which the efficiency is insensitive to blending ratios and thicknesses of photoactive layers. It demonstrates the huge
High efficiency organic photovoltaic cells based on a vapor deposited squaraine donor
Siyi Wang; Elizabeth I. Mayo; M. Dolores Perez; et al
Applied Physics Letters (2009)
Qiaoshi An et al.
ACS applied materials & interfaces, 6(9), 6537-6544 (2014-04-17)
We present performance improved ternary bulk heterojunction polymer solar cells by doping a small molecule, 2,4-bis[4-(N,N-diisobutylamino)-2,6-dihydroxyphenyl] squaraine (DIB-SQ), into the common binary blend of poly(3-hexylthiophene) (P3HT) and [6,6]-phenyl-C71-butyric acid methyl ester (PC71BM). The optimized power conversion efficiency (PCE) of P3HT:PC71BM-based
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)
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)
View All Related Papers

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.

Questions

Reviews

No rating value

Active Filters

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

Contact Technical Service