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Volumn 11, Issue 5, 2010, Pages 801-813

Functionalized dithieno[2,3-b:3′,2′-d]thiophenes (DTTs) for organic thin-film transistors

Author keywords

Fused thiophene; Organic semiconductor; Organic thin film transistor

Indexed keywords

CARBONYL COMPOUNDS; CHEMICAL SENSORS; FIELD EFFECT TRANSISTORS; HOLE MOBILITY; PHOTOTRANSISTORS; SEMICONDUCTING ORGANIC COMPOUNDS; SEMICONDUCTOR GROWTH; SINGLE CRYSTALS; SURFACE TREATMENT; THIN FILM CIRCUITS; THIN FILMS; THIOPHENE; X RAY DIFFRACTION;

EID: 77950596063     PISSN: 15661199     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.orgel.2010.01.022     Document Type: Article
Times cited : (67)

References (76)
  • 1
    • 35148891216 scopus 로고    scopus 로고
    • For recent discussions of this topic, see:
    • For recent discussions of this topic, see:. Kim C., Facchetti A., and Marks T.J. Science 318 (2007) 76
    • (2007) Science , vol.318 , pp. 76
    • Kim, C.1    Facchetti, A.2    Marks, T.J.3
  • 20
    • 77950595889 scopus 로고    scopus 로고
    • see examples in
    • see examples in Ref. [9].
    • , vol.9
    • Ref1
  • 36
    • 33846205263 scopus 로고    scopus 로고
    • For 7 fused ring example see:
    • For 7 fused ring example see:. He M., and Zhang F. J. Org. Chem. 72 (2007) 442
    • (2007) J. Org. Chem. , vol.72 , pp. 442
    • He, M.1    Zhang, F.2
  • 58
    • 77950595864 scopus 로고    scopus 로고
    • note
    • DFP-DTT (3) was prepared via Suzuki coupling reaction, see Ref. [17]. Stille coupling route could also provide the title compound in comparison yield.
  • 59
    • 77950594023 scopus 로고    scopus 로고
    • note
    • X-ray crystal structure determinations of compounds 4, 5, and 6 are given in the supporting information of Ref. [11].
  • 63
    • 77950593317 scopus 로고    scopus 로고
    • note
    • 2 for 6 h.
  • 64
    • 77950595300 scopus 로고    scopus 로고
    • note
    • See similar examples in Ref. [12].
  • 65
    • 33947177157 scopus 로고    scopus 로고
    • This can be ascribed by the increased molecular polarity of the compounds substituted by these F groups.
    • This can be ascribed by the increased molecular polarity of the compounds substituted by these F groups. Chen H.Z., Ling M.M., Mo X., Shi M.M., Wang M., and Bao Z. Chem. Mater. 19 (2007) 816
    • (2007) Chem. Mater. , vol.19 , pp. 816
    • Chen, H.Z.1    Ling, M.M.2    Mo, X.3    Shi, M.M.4    Wang, M.5    Bao, Z.6
  • 66
    • 3042811341 scopus 로고    scopus 로고
    • Measured with a Pt working electrode in an o-dichlorobenzene solution using 0.1 mol dm-3 Bu4NPF6 as the supporting electrolyte.
    • Measured with a Pt working electrode in an o-dichlorobenzene solution using 0.1 mol dm-3 Bu4NPF6 as the supporting electrolyte. Sakamoto Y., Suzuki T., Kobayashi M., Gao Y., Fukai Y., Inoue Y., Sato F., and Tokito S. J. Am. Chem. Soc. 126 (2004) 8138
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 8138
    • Sakamoto, Y.1    Suzuki, T.2    Kobayashi, M.3    Gao, Y.4    Fukai, Y.5    Inoue, Y.6    Sato, F.7    Tokito, S.8
  • 68
    • 45249086150 scopus 로고    scopus 로고
    • Benzothiazolyl (BS) derivatives tend to form coplanar arrangement, for example see In contrast, the carbonyl substituents to the DTT cores are with 30°-55° dihedral angels
    • Benzothiazolyl (BS) derivatives tend to form coplanar arrangement, for example see. Chang Y.-C., Chen Y.-D., Chen C.-H., Wen Y.-S., Lin J.T., Chen H.-Y., Kuo M.-Y., and Chao I. J. Org. Chem. 73 (2008) 4608 In contrast, the carbonyl substituents to the DTT cores are with 30°-55° dihedral angels
    • (2008) J. Org. Chem. , vol.73 , pp. 4608
    • Chang, Y.-C.1    Chen, Y.-D.2    Chen, C.-H.3    Wen, Y.-S.4    Lin, J.T.5    Chen, H.-Y.6    Kuo, M.-Y.7    Chao, I.8
  • 69
    • 77950596520 scopus 로고    scopus 로고
    • note
    • For crystal structures of compounds 4, 5, and 6, see SI in Ref. [11].
  • 70
    • 16444370557 scopus 로고    scopus 로고
    • The intra- and inter-molecular F-H interactions was also observed in other fluorophenyl thiophenes, for examples, see
    • The intra- and inter-molecular F-H interactions was also observed in other fluorophenyl thiophenes, for examples, see. Crouch D.J., Skabara P.J., Heeney M., McCulloch I., Coles S.J., and Hursthouse M.J. Chem. Commun. (2005) 1465
    • (2005) Chem. Commun. , pp. 1465
    • Crouch, D.J.1    Skabara, P.J.2    Heeney, M.3    McCulloch, I.4    Coles, S.J.5    Hursthouse, M.J.6
  • 71
    • 77950595405 scopus 로고    scopus 로고
    • note
    • For DFCO-4T in Ref. [14], the twist angles are slightly larger (about 60.3°) than the DTT derivatives. The twisted angles are about ∼52°/53°, 30°/55°, and 45° for 4, 5, and 6, respectively, see Ref. [11].
  • 72
    • 77950594316 scopus 로고    scopus 로고
    • note
    • For compounds 4 and 5, the arrangement of the DTT cores adopt a nearly face-to-face packing motif, see SI in Ref. [11].
  • 73
    • 77950596668 scopus 로고    scopus 로고
    • note
    • For 6, the interplanar angle is 36.5°.
  • 75
    • 77950594956 scopus 로고    scopus 로고
    • note
    • Ambipolar transport in these DTT materials was not observed.
  • 76
    • 77950596649 scopus 로고    scopus 로고
    • note
    • In addition to the larger intermolecular core distance, the less conjugation of DTTs may be responsible for the lower mobilities.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.