Aromatic compounds with extended π-conjugated system have attracted attention because of their potential use in organic electronics as organic semiconductors.[1] Of academic interest, pentacene has been widely used as an active layer in organic thin-film field-effect transistors (OFET). The main drawback of pentacene OFET is degradation upon exposure to light and air. On the other hand, [n]phenacenes, an isomeric form of [n]acenes, has been known as a stable compound in which the benzene rings are fused in a zigzag structure. For the past several years, there is renewed interest in synthesis of [n]phenacene derivatives associated with electronic applications in emissive and semi- or superconducting materials.[2][3][4]
Picene ([5]phenacene) can serve as an active layer of a high-performance p-channel organic thin-film FET with very high field-effect mobility μ = 5 cm2/(V⋅s).[5] [7]Phenacene FET shows μ = 0.75 cm2/(V⋅s) and no sensitivity to air. Furthermore, picene doped with potassium and rubidium exhibit superconductivity with a maximum critical temperature TC ≈ 18 K.[4] Thus, [n]phenacenes and their derivatives may play an important role in future fabrication of stable and high-performance electronic devices such as OFET, OLED and organic solar cells. Substituted picenes may serve as an active layer of OFETs.[6]
Referencesedit
^Yamashita, Yoshiro (2009). "Organic semiconductors for organic field-effect transistors". Science and Technology of Advanced Materials. 10 (2): 024313. Bibcode:2009STAdM..10b4313Y. doi:10.1088/1468-6996/10/2/024313. ISSN 1468-6996. PMC5090443. PMID 27877286.
^Komura, N.; Goto, H.; He, X.; Mitamura, H.; Eguchi, R.; Kaji, Y.; Okamoto, H.; Sugawara, Y.; Gohda, S.; Sato, K.; Kubozono, Y. (2012). "Characteristics of [6]phenacene thin film field-effect transistor". Appl. Phys. Lett. 101 (8): 083301. Bibcode:2012ApPhL.101h3301K. doi:10.1063/1.4747201.
^Ionkin, A. S.; Marshall, W. J.; Fish, B. M.; Bryman, L. M.; Wang, Y. (2008). "A tetra-substituted chrysene: orientation of multiple electrophilic substitution and use of a tetra-substituted chrysene as a blue emitter for OLEDs". Chem. Commun. (20): 2319. doi:10.1039/b715386d.
^Okamoto, H.; Kawasaki, N.; Kaji, Y.; Kubozono, Y.; Fujiwara, A.; Yamaji, M. (2008). "Air-assisted high-performance field-effect transistor with thin films of picene". J. Am. Chem. Soc. 130 (32): 10470–10471. doi:10.1021/ja803291a. PMID 18627146.
^Nakano, Y.; Saito, M.; Nakamura, H. WO 2010016511 A1 20100211[clarify], 2010.
January 01, 1970
phenacene, class, organic, compounds, consisting, fused, aromatic, rings, they, polycyclic, aromatic, hydrocarbons, related, acenes, helicenes, from, which, they, differ, arrangement, fused, rings, common, name, structure, phenacene, chrysene, phenacene, picen. Phenacenes are a class of organic compounds consisting of fused aromatic rings They are polycyclic aromatic hydrocarbons related to acenes and helicenes from which they differ by the arrangement of the fused rings n Phenacene Common name Structure 4 phenacene Chrysene 5 phenacene Picene 6 phenacene Fulminene 7 phenaceneRelevance to organic electronic materials editAromatic compounds with extended p conjugated system have attracted attention because of their potential use in organic electronics as organic semiconductors 1 Of academic interest pentacene has been widely used as an active layer in organic thin film field effect transistors OFET The main drawback of pentacene OFET is degradation upon exposure to light and air On the other hand n phenacenes an isomeric form of n acenes has been known as a stable compound in which the benzene rings are fused in a zigzag structure For the past several years there is renewed interest in synthesis of n phenacene derivatives associated with electronic applications in emissive and semi or superconducting materials 2 3 4 Picene 5 phenacene can serve as an active layer of a high performance p channel organic thin film FET with very high field effect mobility m 5 cm2 V s 5 7 Phenacene FET shows m 0 75 cm2 V s and no sensitivity to air Furthermore picene doped with potassium and rubidium exhibit superconductivity with a maximum critical temperature TC 18 K 4 Thus n phenacenes and their derivatives may play an important role in future fabrication of stable and high performance electronic devices such as OFET OLED and organic solar cells Substituted picenes may serve as an active layer of OFETs 6 References edit Yamashita Yoshiro 2009 Organic semiconductors for organic field effect transistors Science and Technology of Advanced Materials 10 2 024313 Bibcode 2009STAdM 10b4313Y doi 10 1088 1468 6996 10 2 024313 ISSN 1468 6996 PMC 5090443 PMID 27877286 Komura N Goto H He X Mitamura H Eguchi R Kaji Y Okamoto H Sugawara Y Gohda S Sato K Kubozono Y 2012 Characteristics of 6 phenacene thin film field effect transistor Appl Phys Lett 101 8 083301 Bibcode 2012ApPhL 101h3301K doi 10 1063 1 4747201 Ionkin A S Marshall W J Fish B M Bryman L M Wang Y 2008 A tetra substituted chrysene orientation of multiple electrophilic substitution and use of a tetra substituted chrysene as a blue emitter for OLEDs Chem Commun 20 2319 doi 10 1039 b715386d a b Mitsuhashi R Suzuki Y Yamanari Y Mitamura H Kambe T Ikeda N Okamoto H Fujiwara A Yamaji M Kawasaki N Maniwa Y Kubozono Y 2010 Superconductivity in alkali metal doped picene Nature 464 7285 76 79 Bibcode 2010Natur 464 76M doi 10 1038 nature08859 PMID 20203605 Okamoto H Kawasaki N Kaji Y Kubozono Y Fujiwara A Yamaji M 2008 Air assisted high performance field effect transistor with thin films of picene J Am Chem Soc 130 32 10470 10471 doi 10 1021 ja803291a PMID 18627146 Nakano Y Saito M Nakamura H WO 2010016511 A1 20100211 clarify 2010 Retrieved from https en wikipedia org w index php title Phenacene amp oldid 1205216074, wikipedia, wiki, book, books, library,
