Unveiling 79-Year-Old Ixene and Its BN-Doped Derivative
Dr. Palas Baran Pati
Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Search for more papers by this authorEunji Jin
Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Search for more papers by this authorYohan Kim
Department of Materials Science and Engineering, Low Dimensional Carbon Materials Center, Center for Multidimensional Carbon Materials, Institute for Basic Science (IBS), Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Search for more papers by this authorYongchul Kim
Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Search for more papers by this authorJinhong Mun
Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Search for more papers by this authorSo Jung Kim
Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Search for more papers by this authorProf. Seok Ju Kang
Department of Energy Engineering, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Center for Wave Energy Materials, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Search for more papers by this authorProf. Wonyoung Choe
Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Search for more papers by this authorCorresponding Author
Prof. Geunsik Lee
Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Center for Wave Energy Materials, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Search for more papers by this authorCorresponding Author
Prof. Hyung-Joon Shin
Department of Materials Science and Engineering, Low Dimensional Carbon Materials Center, Center for Multidimensional Carbon Materials, Institute for Basic Science (IBS), Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Search for more papers by this authorCorresponding Author
Prof. Young S. Park
Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Center for Wave Energy Materials, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Search for more papers by this authorDr. Palas Baran Pati
Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Search for more papers by this authorEunji Jin
Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Search for more papers by this authorYohan Kim
Department of Materials Science and Engineering, Low Dimensional Carbon Materials Center, Center for Multidimensional Carbon Materials, Institute for Basic Science (IBS), Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Search for more papers by this authorYongchul Kim
Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Search for more papers by this authorJinhong Mun
Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Search for more papers by this authorSo Jung Kim
Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Search for more papers by this authorProf. Seok Ju Kang
Department of Energy Engineering, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Center for Wave Energy Materials, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Search for more papers by this authorProf. Wonyoung Choe
Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Search for more papers by this authorCorresponding Author
Prof. Geunsik Lee
Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Center for Wave Energy Materials, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Search for more papers by this authorCorresponding Author
Prof. Hyung-Joon Shin
Department of Materials Science and Engineering, Low Dimensional Carbon Materials Center, Center for Multidimensional Carbon Materials, Institute for Basic Science (IBS), Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Search for more papers by this authorCorresponding Author
Prof. Young S. Park
Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Center for Wave Energy Materials, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan, 44919 Republic of Korea
Search for more papers by this authorAbstract
Polycyclic aromatic hydrocarbons (PAHs) are key components of organic electronics. The electronic properties of these carbon-rich materials can be controlled through doping with heteroatoms such as B and N, however, few convenient syntheses of BN-doped PAHs have been reported. Described herein is the rationally designed, two-step syntheses of previously unknown ixene and BN-doped ixene (B2N2-ixene), and their characterizations. Compared to ixene, B2N2-ixene absorbs longer-wavelength light and has a smaller electrochemical energy gap. In addition to its single-crystal structure, scanning tunneling microscopy revealed that B2N2-ixene adopts a nonplanar geometry on a Au(111) surface. The experimentally obtained electronic structure of B2N2-ixene and the effect of BN-doping were confirmed by DFT calculations. This synthesis enables the efficient and convenient construction of BN-doped systems with extended π-conjugation that can be used in versatile organic electronics applications.
Conflict of interest
The authors declare no conflict of interest.
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