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906387

Sigma-Aldrich

ITIC-Cl

Synonym(s):

3,9-bis(2-methylene-((3-(1,1-dicyanomethylene)-6,7-dichloro)-indanone))-5,5,11,11-tetrakis(4-hexylphenyl)-dithieno[2,3-d:2′,3′-d′]-s-indaceno[1,2-b:5,6-b′]dithiophene, ITIC-2Cl

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About This Item

Empirical Formula (Hill Notation):
C94H78Cl4N4O2S4
CAS Number:
2253663-81-7
Molecular Weight:
1565.72
UNSPSC Code:
12352101
NACRES:
NA.23

description

Band gap: 1.48 eV

Assay

98%

form

powder

Orbital energy

HOMO -5.68 eV 
LUMO -4.20 eV 

Related Categories

General description

ITCI-CI is a low band acceptor-donor-acceptor molecule with indacenodithieno[3,2‐b]thiophene (IT) as a central donor atom and 2‐(3‐oxo‐2,3‐dihydroinden‐1‐ylidene)malononitrile (IC) as an acceptor end group. It is also a non-fullerene electron acceptor with a push-pull structure that induces an intramolecular charge transfer and extends absorption.

Application

ITCI-CI can be mainly used in the fabrication of polymeric solar cells with an efficiency that is less than 11% and excellent thermal stability.
ITIC-Cl is a novel non-fullerene acceptor material designed to use in organic photovoltaic devices.ITIC-Cl is a derivative of the ITIC molecule, which is increasingly used to replace fullerene based derivatives for organic solar cells due to significantly improved performances and stability.Compared to ITIC and its other derivatives such as ITIC-F, ITIC-Cl has a narrower bandgap and lower energy levels, and thus will be more suitable to pair with various p-type polymers.ITIC-Cl is readily soluble in most organic solvents used to fabricate organic electronic devices.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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An electron acceptor challenging fullerenes for efficient polymer solar cells
Lin Y, et al.
Advanced Materials, 27(7), 1170-1174 (2015)
Highly efficient inverted ternary organic solar cells with polymer fullerene-free acceptor as a third component material
Z. Kan, et al.
Journal of Power Sources, 413, 391-398 (2019)
A tetrachlorinated molecular non-fullerene acceptor for high performance near-IR absorbing organic solar cells
Laventure A and Welch GC
Journal of Material Chemistry C, 6(34), 9060-9064 (2018)
Yuze Lin et al.
Advanced materials (Deerfield Beach, Fla.), 27(7), 1170-1174 (2015-01-13)
A novel non-fullerene electron acceptor (ITIC) that overcomes some of the shortcomings of fullerene acceptors, for example, weak absorption in the visible spectral region and limited energy-level variability, is designed and synthesized. Fullerene-free polymer solar cells (PSCs) based on the
Wenchao Zhao et al.
Advanced materials (Deerfield Beach, Fla.), 28(23), 4734-4739 (2016-04-12)
A nonfullerene-based polymer solar cell (PSC) that significantly outperforms fullerene-based PSCs with respect to the power-conversion efficiency is demonstrated for the first time. An efficiency of >11%, which is among the top values in the PSC field, and excellent thermal
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