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Merck
CN

906387

Sigma-Aldrich

ITIC-Cl

别名:

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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关于此项目

经验公式（希尔记法）:
C94H78Cl4N4O2S4
化学文摘社编号:
2253663-81-7
分子量:
1565.72
MDL编号:
MFCD32672255
UNSPSC代码:
12352101
NACRES:
NA.23

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描述

Band gap: 1.48 eV

方案

98%

表单

powder

轨道能量

HOMO -5.68 eV 
LUMO -4.20 eV 

SMILES字符串

[s]1c2c([s]c(c2)\C=C%14/C(=O)c%15c(cc(c(c%15)Cl)Cl)C/%14=C(C#N)C#N)c3c1c4c(cc7c(c4)C(c%10c%11[s]c(cc%11[s]c%107)\C=C%12\C(=O)c%13c(cc(c(c%13)Cl)Cl)C\%12=C(C#N)C#N)(c9ccc(cc9)CCCCCC)c8ccc(cc8)CCCCCC)C3(c6ccc(cc6)CCCCCC)c5ccc(cc5)CCCCCC

InChI

1S/C94H78Cl4N4O2S4/c1-5-9-13-17-21-55-25-33-61(34-26-55)93(62-35-27-56(28-36-62)22-18-14-10-6-2)75-45-72-76(46-71(75)89-85(93)91-81(107-89)43-65(105-91)41-73-83(59(51-99)52-100)67-47-77(95)79(97)49-69(67)87(73)103)94(63-37-29-57(30-38-63)23-19-15-11-7-3,6

InChI key

CGRWDQBQNINDAH-WJLAHIJSSA-N

相关类别

一般描述

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.

应用

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.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCJ7531

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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)
An electron acceptor challenging fullerenes for efficient polymer solar cells
Lin Y, et al.
Advanced Materials, 27(7), 1170-1174 (2015)
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
Liang Gao et al.
Advanced materials (Deerfield Beach, Fla.), 28(37), 8288-8295 (2016-07-09)
A nonfullerene polymer solar cell with a high efficiency of 9.26% is realized by using benzodithiophene-alt-fluorobenzotriazole copolymer J51 as a medium-bandgap polymer donor and the low-bandgap organic semiconductor ITIC with high extinction coefficients as the acceptor.
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
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