Chromophore fluorination enhances crystallization and stability of soluble anthradithiophene semiconductors.
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.
Subramanian
Sankar
S
Department of Chemistry, University of Kentucky, Lexington, Kentucky 40506, USA.
Park
Sung Kyu
SK
Parkin
Sean R
SR
Podzorov
Vitaly
V
Jackson
Thomas N
TN
Anthony
John E
JE
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*
D006576:Heterocyclic Compounds, 4 or More Rings; D006845:Hydrocarbons, Fluorinated; D013876:Thiophenes; C512683:anthradithiophene