Knowledge (XXG)

Phenacene

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136:). The main drawback of pentacene OFET is degradation upon exposure to light and air. On the other hand, phenacenes, an isomeric form of 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 phenacene derivatives associated with electronic applications in emissive and semi- or superconducting materials. 65: 82: 111: 97: 281:
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".
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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".
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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 phenacene thin film field-effect transistor".
157: ā‰ˆ 18 K. Thus, phenacenes and their derivatives may play an important role in future fabrication of stable and high-performance electronic devices such as OFET, 146:Ī¼ = 5 cm/(Vā‹…s). Phenacene FET shows Ī¼ = 0.75 cm/(Vā‹…s) and no sensitivity to air. Furthermore, picene doped with potassium and rubidium exhibit 352:
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".
837: 430: 133: 27: 421: 132:. Of academic interest, pentacene has been widely used as an active layer in organic thin-film field-effect transistors ( 739: 124:
Aromatic compounds with extended Ļ€-conjugated system have attracted attention because of their potential use in
572: 142:(phenacene) can serve as an active layer of a high-performance p-channel organic thin-film FET with very high 633: 628: 143: 129: 618: 613: 608: 603: 526: 318: 255: 194: 556: 162: 125: 674: 414: 735: 511: 369: 334: 228: 210: 147: 725: 521: 516: 361: 326: 287: 263: 218: 202: 23: 322: 259: 206: 198: 775: 770: 684: 653: 587: 582: 475: 223: 182: 831: 407: 720: 669: 551: 536: 495: 470: 399: 64: 694: 679: 577: 454: 81: 623: 592: 480: 214: 806: 801: 730: 638: 546: 490: 373: 338: 232: 811: 765: 755: 745: 715: 699: 689: 643: 531: 485: 444: 58: 35: 330: 110: 96: 780: 760: 750: 449: 365: 267: 648: 541: 291: 139: 75: 796: 31: 158: 403: 38:
from which they differ by the arrangement of the fused rings.
183:"Organic semiconductors for organic field-effect transistors" 165:. Substituted picenes may serve as an active layer of OFETs. 789: 708: 662: 565: 504: 463: 437: 26:consisting of fused aromatic rings. They are 415: 8: 303: 301: 187:Science and Technology of Advanced Materials 422: 408: 400: 222: 120:Relevance to organic electronic materials 40: 173: 7: 386:Nakano, Y.; Saito, M.; Nakamura, H. 150:with a maximum critical temperature 14: 838:Polycyclic aromatic hydrocarbons 431:Polycyclic aromatic hydrocarbons 109: 95: 80: 63: 28:polycyclic aromatic hydrocarbons 1: 207:10.1088/1468-6996/10/2/024313 181:Yamashita, Yoshiro (2009). 16:Group of chemical compounds 854: 388:WO 2010016511 A1 20100211 597:-Benzopyrene(Olympicene) 130:organic semiconductors 573:Benzacephenanthrylene 144:field-effect mobility 557:Tricyclobutabenzene 360:(32): 10470ā€“10471. 331:10.1038/nature08859 323:2010Natur.464...76M 260:2012ApPhL.101h3301K 199:2009STAdM..10b4313Y 163:organic solar cells 126:organic electronics 825: 824: 736:Hexabenzocoronene 619:Benzofluoranthene 614:Benzofluoranthene 609:Benzofluoranthene 604:Benzofluoranthene 527:Benzophenanthrene 366:10.1021/ja803291a 268:10.1063/1.4747201 148:superconductivity 117: 116: 24:organic compounds 845: 726:Diindenoperylene 634:Dibenzanthracene 629:Dibenzanthracene 624:trans-Bicalicene 424: 417: 410: 401: 395: 389: 384: 378: 377: 354:J. Am. Chem. Soc 349: 343: 342: 305: 296: 295: 292:10.1039/b715386d 278: 272: 271: 248:Appl. Phys. Lett 243: 237: 236: 226: 178: 113: 99: 84: 67: 41: 853: 852: 848: 847: 846: 844: 843: 842: 828: 827: 826: 821: 790:General classes 785: 704: 658: 561: 500: 459: 433: 428: 398: 387: 385: 381: 351: 350: 346: 317:(7285): 76ā€“79. 307: 306: 299: 280: 279: 275: 245: 244: 240: 180: 179: 175: 171: 156: 122: 22:are a class of 17: 12: 11: 5: 851: 849: 841: 840: 830: 829: 823: 822: 820: 819: 814: 809: 804: 799: 793: 791: 787: 786: 784: 783: 778: 776:Trinaphthylene 773: 771:Superphenalene 768: 763: 758: 753: 748: 743: 733: 728: 723: 718: 712: 710: 706: 705: 703: 702: 697: 692: 687: 685:Dibenzopyrenes 682: 677: 672: 666: 664: 660: 659: 657: 656: 654:Tetraphenylene 651: 646: 641: 636: 631: 626: 621: 616: 611: 606: 601: 600: 599: 590: 585: 575: 569: 567: 563: 562: 560: 559: 554: 549: 544: 539: 534: 529: 524: 519: 514: 512:Benzanthracene 508: 506: 502: 501: 499: 498: 493: 488: 483: 478: 476:Acenaphthylene 473: 467: 465: 461: 460: 458: 457: 452: 447: 441: 439: 435: 434: 429: 427: 426: 419: 412: 404: 397: 396: 379: 344: 297: 273: 238: 172: 170: 167: 154: 121: 118: 115: 114: 107: 105: 101: 100: 93: 90: 86: 85: 78: 73: 69: 68: 61: 56: 52: 51: 48: 45: 15: 13: 10: 9: 6: 4: 3: 2: 850: 839: 836: 835: 833: 818: 815: 813: 810: 808: 805: 803: 800: 798: 795: 794: 792: 788: 782: 779: 777: 774: 772: 769: 767: 764: 762: 759: 757: 754: 752: 749: 747: 744: 741: 737: 734: 732: 729: 727: 724: 722: 719: 717: 714: 713: 711: 707: 701: 698: 696: 693: 691: 688: 686: 683: 681: 678: 676: 675:Benzoperylene 673: 671: 668: 667: 665: 661: 655: 652: 650: 647: 645: 642: 640: 637: 635: 632: 630: 627: 625: 622: 620: 617: 615: 612: 610: 607: 605: 602: 598: 596: 591: 589: 586: 584: 581: 580: 579: 576: 574: 571: 570: 568: 564: 558: 555: 553: 550: 548: 545: 543: 540: 538: 535: 533: 530: 528: 525: 523: 522:Benzofluorene 520: 518: 517:Benzofluorene 515: 513: 510: 509: 507: 503: 497: 494: 492: 489: 487: 484: 482: 479: 477: 474: 472: 469: 468: 466: 462: 456: 453: 451: 448: 446: 443: 442: 440: 436: 432: 425: 420: 418: 413: 411: 406: 405: 402: 393: 383: 380: 375: 371: 367: 363: 359: 355: 348: 345: 340: 336: 332: 328: 324: 320: 316: 312: 304: 302: 298: 293: 289: 285: 284:Chem. Commun. 277: 274: 269: 265: 261: 257: 254:(8): 083301. 253: 249: 242: 239: 234: 230: 225: 220: 216: 212: 208: 204: 200: 196: 193:(2): 024313. 192: 188: 184: 177: 174: 168: 166: 164: 160: 153: 149: 145: 141: 137: 135: 131: 127: 119: 112: 108: 106: 103: 102: 98: 94: 91: 88: 87: 83: 79: 77: 74: 71: 70: 66: 62: 60: 57: 54: 53: 49: 46: 43: 42: 39: 37: 33: 30:, related to 29: 25: 21: 816: 721:Dicoronylene 670:Anthanthrene 594: 552:Triphenylene 537:Fluoranthene 496:Phenanthrene 471:Acenaphthene 391: 382: 357: 353: 347: 314: 310: 286:(20): 2319. 283: 276: 251: 247: 241: 190: 186: 176: 151: 138: 123: 47:Common name 19: 18: 695:Triangulene 680:Corannulene 588:Benzopyrene 583:Benzopyrene 578:Benzopyrene 455:Naphthalene 740:Hexa-cata- 481:Anthracene 169:References 104:phenacene 92:Fulminene 89:phenacene 72:phenacene 55:phenacene 50:Structure 44:Phenacene 20:Phenacenes 817:Phenacene 807:Cyclacene 802:Circulene 731:Heptacene 639:Pentacene 547:Tetracene 491:Phenalene 215:1468-6996 36:helicenes 832:Category 812:Helicene 766:Sumanene 756:Rubicene 746:Kekulene 716:Coronene 709:7+ rings 700:Zethrene 690:Hexacene 644:Perylene 532:Chrysene 486:Fluorene 445:Butalene 374:18627146 339:20203605 233:27877286 59:Chrysene 781:Truxene 761:Rubrene 751:Ovalene 663:6 rings 566:5 rings 505:4 rings 464:3 rings 450:Azulene 438:2 rings 319:Bibcode 256:Bibcode 224:5090443 195:Bibcode 649:Picene 542:Pyrene 372:  337:  311:Nature 231:  221:  213:  140:Picene 76:Picene 32:acenes 797:Acene 392:2010 370:PMID 335:PMID 229:PMID 211:ISSN 161:and 159:OLED 134:OFET 34:and 362:doi 358:130 327:doi 315:464 288:doi 264:doi 252:101 219:PMC 203:doi 128:as 834:: 390:, 368:. 356:. 333:. 325:. 313:. 300:^ 262:. 250:. 227:. 217:. 209:. 201:. 191:10 189:. 185:. 742:) 738:( 595:H 593:6 423:e 416:t 409:v 394:. 376:. 364:: 341:. 329:: 321:: 294:. 290:: 270:. 266:: 258:: 235:. 205:: 197:: 155:C 152:T

Index

organic compounds
polycyclic aromatic hydrocarbons
acenes
helicenes
Chrysene

Picene



organic electronics
organic semiconductors
OFET
Picene
field-effect mobility
superconductivity
OLED
organic solar cells
"Organic semiconductors for organic field-effect transistors"
Bibcode
2009STAdM..10b4313Y
doi
10.1088/1468-6996/10/2/024313
ISSN
1468-6996
PMC
5090443
PMID
27877286
Bibcode

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