| Autor: |
Eckstein BJ; Department of Chemistry and the Materials Research Center, and the Argonne-Northwestern Solar Energy Research Center, Northwestern University , 2145 Sheridan Road, Evanston, Illinois 60208, United States., Melkonyan FS; Department of Chemistry and the Materials Research Center, and the Argonne-Northwestern Solar Energy Research Center, Northwestern University , 2145 Sheridan Road, Evanston, Illinois 60208, United States., Manley EF; Department of Chemistry and the Materials Research Center, and the Argonne-Northwestern Solar Energy Research Center, Northwestern University , 2145 Sheridan Road, Evanston, Illinois 60208, United States.; Chemical Sciences and Engineering Division, Argonne National Laboratory , 9700 South Cass Avenue, Lemont, Illinois 60439, United States., Fabiano S; Department of Chemistry and the Materials Research Center, and the Argonne-Northwestern Solar Energy Research Center, Northwestern University , 2145 Sheridan Road, Evanston, Illinois 60208, United States.; Laboratory of Organic Electronics, Department of Science and Technology, Linköping University , Norrköping SE-60174, Sweden., Mouat AR; Department of Chemistry and the Materials Research Center, and the Argonne-Northwestern Solar Energy Research Center, Northwestern University , 2145 Sheridan Road, Evanston, Illinois 60208, United States., Chen LX; Department of Chemistry and the Materials Research Center, and the Argonne-Northwestern Solar Energy Research Center, Northwestern University , 2145 Sheridan Road, Evanston, Illinois 60208, United States.; Chemical Sciences and Engineering Division, Argonne National Laboratory , 9700 South Cass Avenue, Lemont, Illinois 60439, United States., Facchetti A; Department of Chemistry and the Materials Research Center, and the Argonne-Northwestern Solar Energy Research Center, Northwestern University , 2145 Sheridan Road, Evanston, Illinois 60208, United States.; Flexterra Corporation , 8025 Lamon Avenue, Skokie, Illinois 60077, United States., Marks TJ; Department of Chemistry and the Materials Research Center, and the Argonne-Northwestern Solar Energy Research Center, Northwestern University , 2145 Sheridan Road, Evanston, Illinois 60208, United States.; Department of Materials Science and Engineering and the Materials Research Center, and the Argonne-Northwestern Solar Energy Research Center, Northwestern University , 2145 Sheridan Road, Evanston, Illinois 60208, United States. |
| Abstrakt: |
We report a new naphthalene bis(4,8-diamino-1,5-dicarboxyl)amide (NBA) building block for polymeric semiconductors. Computational modeling suggests that regio-connectivity at the 2,6- or 3,7-NBA positions strongly modulates polymer backbone torsion and, therefore, intramolecular π-conjugation and aggregation. Optical, electrochemical, and X-ray diffraction characterization of 3,7- and 2,6-dithienyl-substituted NBA molecules and corresponding isomeric NBA-bithiophene copolymers P1 and P2, respectively, reveals the key role of regio-connectivity. Charge transport measurements demonstrate that while the twisted 3,7-NDA-based P1 is a poor semiconductor, the planar 2,6-functionalized NBA polymers (P2-P4) exhibit ambipolarity, with μ e and μ h of up to 0.39 and 0.32 cm 2 /(V·s), respectively. |
