메뉴 건너뛰기




Volumn 71, Issue 8, 2006, Pages 2972-2981

Cyclic oligothiophenes: Novel organic materials and models for polythiophene. A theoretical study

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL BONDS; IONIZATION; MOLECULAR STRUCTURE; OLIGOMERS; POSITIVE IONS;

EID: 33645753534     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0525229     Document Type: Article
Times cited : (71)

References (74)
  • 1
    • 0004139257 scopus 로고    scopus 로고
    • Müllen, K., Wegner, G., Eds.; Wiley-VCH: Weinheim
    • (a) Electronic Materials: The Oligomer Approach; Müllen, K., Wegner, G., Eds.; Wiley-VCH: Weinheim, 1998.
    • (1998) Electronic Materials: The Oligomer Approach
  • 3
    • 0003714767 scopus 로고    scopus 로고
    • Skotheim, T. A., Elsenbaumer, R. L., Reynolds, J. R., Eds.; Marcel Dekker: New York
    • (c) Handbook of Conducting Polymers, 2nd ed.; Skotheim, T. A., Elsenbaumer, R. L., Reynolds, J. R., Eds.; Marcel Dekker: New York, 1998.
    • (1998) Handbook of Conducting Polymers, 2nd Ed.
  • 40
    • 0002871880 scopus 로고    scopus 로고
    • Oligothiophenes
    • Müllen, K., Wegner, G., Eds.; Wiley-VCH: Weinheim
    • Bäuerle, P. Oligothiophenes, In Electronic Materials: The Oligomer Approach; Müllen, K., Wegner, G., Eds.; Wiley-VCH: Weinheim, 1998; pp 105-197.
    • (1998) Electronic Materials: The Oligomer Approach , pp. 105-197
    • Bäuerle, P.1
  • 42
    • 0000383354 scopus 로고    scopus 로고
    • (b) Some calculated data at DFT level for cyclododecathiophene were mentioned also in Irle, S.; Lischka, H. J. Chem. Phys. 1997, 107, 3021. However, only limited data was reported which does not allow the comparison with our results.
    • (1997) J. Chem. Phys. , vol.107 , pp. 3021
    • Irle, S.1    Lischka, H.2
  • 48
    • 0011083273 scopus 로고    scopus 로고
    • We have used the often-practiced method of uniformly scaling down, by a factor of 0.97, the vibrational frequencies calculated at B3LYP/ 6-31G(d), as recommended by the majority of papers. These scaled vibrational frequencies usually give excellent agreement with experimental data. (a) Scott, A. P.; Radom, L. J. Phys. Chem. 1996, 100, 16502.
    • (1996) J. Phys. Chem. , vol.100 , pp. 16502
    • Scott, A.P.1    Radom, L.2
  • 55
    • 33645784567 scopus 로고    scopus 로고
    • note
    • 18
  • 59
    • 33645769728 scopus 로고    scopus 로고
    • note
    • Absolute energy per thiophene repeat unit is -551.81525 au. This energy was obtained (i) from a PBC calculation of polythiophene at PBC/ B3LYP/6-31G(d) (two thiophene units were used as the unit cell so the absolute energy of the unit cell was divided by 2) or (ii) from calculating the absolute energy of 30T minus 20T and then dividing by 10. Both methods give exactly the same absolute energy.
  • 69
    • 32144434172 scopus 로고    scopus 로고
    • and references therein
    • However, we note that NICS values cannot be used as a single criterion for aromaticity; see: Stanger, A. J. Org. Chem. 2006, 71, 883 and references therein.
    • (2006) J. Org. Chem. , vol.71 , pp. 883
    • Stanger, A.1
  • 70
    • 33645752244 scopus 로고    scopus 로고
    • note
    • The disagreement between our calculations and the experimental value is 0.3 eV. Our PBC calculations performed on polymer 2 have shown that replacing a methyl group with an ethyl group increases the band gap by 0.1 eV. The remaining 0.2 eV is in the order of common errors for B3LYP/6-31G(d) estimated HOMO-LUMO gaps.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.