title: Chromophore fluorination enhances crystallization and stability of soluble anthradithiophene semiconductors.
abstract: We report dramatic improvements in the stability and crystallinity arising from partial fluorination of soluble anthradithiophene derivatives. These fluorinated materials still behave as p-type semiconductors but with dramatic increases in thermal and photostability compared to the non-fluorinated derivatives. The triethylsilyl-substituted material forms highly crystalline films even from spin-cast solutions, leading to devices with maximum hole mobility greater than 1.0 cm(2)/V s. In contrast, the triisopropylsilyl derivative forms large, high-quality crystals that could serve as the substrate for transistor fabrication. For this compound, mobility as high as 0.1 cm(2)/V s was measured on the free-standing crystal.
authors.affiliation: Department of Chemistry, University of Kentucky, Lexington, Kentucky 40506, USA.
authors.forename: Sankar
authors.initials: S
authors.lastname: Subramanian
authors.forename: Sung Kyu
authors.initials: SK
authors.lastname: Park
authors.forename: Sean R
authors.initials: SR
authors.lastname: Parkin
authors.forename: Vitaly
authors.initials: V
authors.lastname: Podzorov
authors.forename: Thomas N
authors.initials: TN
authors.lastname: Jackson
authors.forename: John E
authors.initials: JE
authors.lastname: Anthony
mesh_terms: D003460:Crystallization; D006576:Heterocyclic Compounds, 4 or More Rings / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D012666:Semiconductors; D012995:Solubility; D013237:Stereoisomerism; D013876:Thiophenes / Q000737:chemistry*
chemical_list: D006576:Heterocyclic Compounds, 4 or More Rings; D006845:Hydrocarbons, Fluorinated; D013876:Thiophenes; C512683:anthradithiophene