906387

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
• Empirical Formula (Hill Notation): C₉₄H₇₈Cl₄N₄O₂S₄
• CAS Number: 2253663-81-7
• Molecular Weight: 1565.72
• MDL number: MFCD32672255
• UNSPSC Code: 12352101
• NACRES: NA.23

Properties

• description: Band gap: 1.48 eV
• Assay: 98%
• form: powder
• Orbital energy: HOMO -5.68 eV ; LUMO -4.20 eV
• SMILES string: [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

Description

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.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable