Synthesis and photoreactivity of α-diketone-type precursors of acenes and their use in organic-device fabrication

Mitsuharu Suzuki, Tatsuya Aotake, Yuji Yamaguchi, Nao Noguchi, Haruyuki Nakano, Ken ichi Nakayama, Hiroko Yamada

研究成果: Contribution to journalReview article査読

42 被引用数 (Scopus)

抄録

Acenes are highly promising p-type organic semiconductors, and have been the subject of intense studies. However, acenes are often low in solubility and stability, which poses major obstacles in the synthesis and processing of this class of compounds. In order to overcome the problem, a series of α-diketone-type acene precursors have been developed. These precursors are generally more soluble and stable than the corresponding acene compounds, and their quantitative conversion can be achieved simply by photoirradiation both in solution and in the solid state. Further, the irreversible photoinduced removal of the α-diketone unit can be used to alter the optoelectronic properties of fluorophores. This review overviews the synthesis and photochemical properties of α-diketone-type acene precursors, as well as their use as intermediates in preparation of large acenes or highly functionalized acene derivatives. Computational studies on the mechanism of α-diketone photolysis and the use of α-diketone derivatives in fabrication of organic devices are also summarized in this review.

本文言語英語
ページ(範囲)50-70
ページ数21
ジャーナルJournal of Photochemistry and Photobiology C: Photochemistry Reviews
18
DOI
出版ステータス出版済み - 3 2014

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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