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804541

Sigma-Aldrich

Quaterrylene

Synonym(s):

Benzo[1,2,3-cd: 4,5,6-c′d′]diperylene

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About This Item

Empirical Formula (Hill Notation):
C40H20
CAS Number:
188-73-8
Molecular Weight:
500.59
UNSPSC Code:
12352103
PubChem Substance ID:
329768880
NACRES:
NA.23

form

powder

Quality Level

100

density

1.467±0.06 g/cm3 (lit.)

SMILES string

C12=CC=CC(C3=C(C4=CC=C5C6=CC=C(C7=CC=C8)C9=C(C%10=C7C8=CC=C%10)C=CC%11C96)C5=C%11C=C3)=C1C4=CC=C2

InChI

1S/C40H22/c1-5-21-6-2-10-24-28-14-18-32-34-20-16-30-26-12-4-8-22-7-3-11-25(36(22)26)29-15-19-33(40(34)38(29)30)31-17-13-27(37(28)39(31)32)23(9-1)35(21)24/h1-20,31,39H

InChI key

BWASZFNXSFVOCT-UHFFFAOYSA-N

Application

A promising candidate for organic electronic applications because it absorbs a broad spectrum of UV and visible light, while possessing excellent thermal and oxidative stability and a low HOMO-LUMO band gap.
  • Organic Electronics
  • Photovoltaic Components
  • Graphene Nanoribbons
  • Electroactive Polymers

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Exciton dynamics at the heteromolecular interface between N,N'-dioctyl-3,4,9,10-perylenedicarboximide and quaterrylene, studied using time-resolved photoluminescence
Hiroshiba et al.
AIP Advances, 4(6), 067112/1-067112/11 (2014)
Synthesis and Photophysics of Quaterrylene Molecules in Single-Walled Carbon Nanotubes: Excitation Energy Transfer between a Nanoscale Cylinder and Encapsulated Molecules
Koyama et al.
The Journal of Physical Chemistry C, 118(37), 21671-21681 (2014)
On the Way to Graphene: The Bottom-Up Approach to Very Large PAHs Using the Scholl Reaction
Cataldo et al.
Fullerenes, Nanotubes, and Carbon Nanostructures, 19(8), 713-725 (2011)
Ambipolar carrier transport in hetero-layered organic transistors consisting of quaterrylene and N,N'-dioctyl-3,4,9,10-perylenedicarboximide
Hiroshiba et al.
Organic Electronics, 12(8), 1336-1340 (2011)
Rajesh Thamatam et al.
Chemical communications (Cambridge, England), 49(80), 9122-9124 (2013-09-04)
Quaterrylene is prepared in a single reaction and high yield by Scholl-type coupling of perylene, utilizing trifluoromethanesulfonic acid as catalyst and DDQ or molecular oxygen as oxidant. Dissolution in 1 M triflic acid/dichloroethane with sonication yields the aromatic quaterrylene oxidative

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