Chiroselective Assembly of a Chiral Porphyrin−Fullerene Dyad: Photoconductive Nanofiber with a Top-Class Ambipolar Charge-Carrier Mobility

Upon slow admission of MeOH, the enantiomerically pure form of chiral amphiphilic porphyrin−fullerene dyad 1 in CH2Cl2 self-assembles at 25 °C into nanofibers with a built-in donor/acceptor heterojunction, while its racemic form, under identical conditions, self-assembles into submicrometer-sized sp...

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Published in:Journal of the American Chemical Society Vol. 132; no. 19; pp. 6628 - 6629
Main Authors: Hizume, Yumi, Tashiro, Kentaro, Charvet, Richard, Yamamoto, Yohei, Saeki, Akinori, Seki, Shu, Aida, Takuzo
Format: Journal Article
Language:English
Published: United States American Chemical Society 19-05-2010
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Abstract Upon slow admission of MeOH, the enantiomerically pure form of chiral amphiphilic porphyrin−fullerene dyad 1 in CH2Cl2 self-assembles at 25 °C into nanofibers with a built-in donor/acceptor heterojunction, while its racemic form, under identical conditions, self-assembles into submicrometer-sized spheres with a donor/acceptor arrangement essentially different from that in the nanofiber assembly. Although a cast film of the latter hardly shows a photoconducting profile on micrometer-gap electrodes, the former sample clearly displays photoconduction with an ambipolar charge-transporting character. The electron and hole mobilities under zero electric field, as estimated from time-of-flight profiles, are 0.14 and 0.10 cm2 V−1 s−1, respectively, which are comparable to or even better than those reported for top-class organic materials with a donor/acceptor heterojunction.
AbstractList Upon slow admission of MeOH, the enantiomerically pure form of chiral amphiphilic porphyrin-fullerene dyad 1 in CH(2)Cl(2) self-assembles at 25 degrees C into nanofibers with a built-in donor/acceptor heterojunction, while its racemic form, under identical conditions, self-assembles into submicrometer-sized spheres with a donor/acceptor arrangement essentially different from that in the nanofiber assembly. Although a cast film of the latter hardly shows a photoconducting profile on micrometer-gap electrodes, the former sample clearly displays photoconduction with an ambipolar charge-transporting character. The electron and hole mobilities under zero electric field, as estimated from time-of-flight profiles, are 0.14 and 0.10 cm(2) V(-1) s(-1), respectively, which are comparable to or even better than those reported for top-class organic materials with a donor/acceptor heterojunction.
Upon slow admission of MeOH, the enantiomerically pure form of chiral amphiphilic porphyrin−fullerene dyad 1 in CH2Cl2 self-assembles at 25 °C into nanofibers with a built-in donor/acceptor heterojunction, while its racemic form, under identical conditions, self-assembles into submicrometer-sized spheres with a donor/acceptor arrangement essentially different from that in the nanofiber assembly. Although a cast film of the latter hardly shows a photoconducting profile on micrometer-gap electrodes, the former sample clearly displays photoconduction with an ambipolar charge-transporting character. The electron and hole mobilities under zero electric field, as estimated from time-of-flight profiles, are 0.14 and 0.10 cm2 V−1 s−1, respectively, which are comparable to or even better than those reported for top-class organic materials with a donor/acceptor heterojunction.
Author Hizume, Yumi
Tashiro, Kentaro
Yamamoto, Yohei
Seki, Shu
Saeki, Akinori
Aida, Takuzo
Charvet, Richard
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  givenname: Yumi
  surname: Hizume
  fullname: Hizume, Yumi
– sequence: 2
  givenname: Kentaro
  surname: Tashiro
  fullname: Tashiro, Kentaro
  email: aida@macro.t.u-tokyo.ac.jp, tashiro.kentaro@nims.go.jp, racharvet@yahoo.com
– sequence: 3
  givenname: Richard
  surname: Charvet
  fullname: Charvet, Richard
  email: aida@macro.t.u-tokyo.ac.jp, tashiro.kentaro@nims.go.jp, racharvet@yahoo.com
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  givenname: Yohei
  surname: Yamamoto
  fullname: Yamamoto, Yohei
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  givenname: Akinori
  surname: Saeki
  fullname: Saeki, Akinori
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  givenname: Shu
  surname: Seki
  fullname: Seki, Shu
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  givenname: Takuzo
  surname: Aida
  fullname: Aida, Takuzo
  email: aida@macro.t.u-tokyo.ac.jp, tashiro.kentaro@nims.go.jp, racharvet@yahoo.com
BackLink https://www.ncbi.nlm.nih.gov/pubmed/20423102$$D View this record in MEDLINE/PubMed
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Snippet Upon slow admission of MeOH, the enantiomerically pure form of chiral amphiphilic porphyrin−fullerene dyad 1 in CH2Cl2 self-assembles at 25 °C into nanofibers...
Upon slow admission of MeOH, the enantiomerically pure form of chiral amphiphilic porphyrin-fullerene dyad 1 in CH(2)Cl(2) self-assembles at 25 degrees C into...
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Title Chiroselective Assembly of a Chiral Porphyrin−Fullerene Dyad: Photoconductive Nanofiber with a Top-Class Ambipolar Charge-Carrier Mobility
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