Synthesis and optical limiting characterization of a porphyrin-buckminsterfullerene dyad

Kenneth J. Mcewan; Keith L. Lewis; A. N.G. How-Ghee; L. O.H. Zhi-Heng; Leng Leng Chng; L. E.E. Yiew-Wang

doi:10.1557/proc-561-81

Synthesis and optical limiting characterization of a porphyrin-buckminsterfullerene dyad

Kenneth J. Mcewan, Keith L. Lewis, A. N.G. How-Ghee, L. O.H. Zhi-Heng, Leng Leng Chng, L. E.E. Yiew-Wang

Research output: Contribution to journal › Conference article › peer-review

2 Citations (Scopus)

Abstract

The optical limiting performances of donor-buckminsterfullerene (C₆₀) dyads have hitherto been unreported. The predicted large excited state absorption cross-section of such dyads in their charge-separated states would enable them to exhibit enhanced optical limiting relative to their individual components. We report herein the synthesis and optical limiting characterization of a novel porphyrin-buckminsterfullerene dyad, in which the porphyrin and C₆₀ moieties are held within close proximity of one another by an o-phenylene bridge. The porphyrin-C₆₀ dyad was synthesized via 1,3-dipolar azomethine ylide cycloaddition, and was obtained in 37.0% yield. Optical limiting measurements at 532 nm using 3-ns pulses show that the limiting performance of the dyad is poorer compared to its model compounds. Possible reasons for the worsened performance of the dyad will be discussed.

Original language	English
Pages (from-to)	81-86
Number of pages	6
Journal	Materials Research Society Symposium - Proceedings
Volume	561
DOIs	https://doi.org/10.1557/proc-561-81
Publication status	Published - 1999
Externally published	Yes
Event	Proceedings of the 1999 MRS Spring Meeting - Symposium on Organic Nonlinear Optical Materials and Devices - San Francisco, CA, USA Duration: Apr 6 1999 → Apr 9 1999

ASJC Scopus Subject Areas

General Materials Science
Condensed Matter Physics
Mechanics of Materials
Mechanical Engineering

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@article{d9e23ac4ae6d47fa991e35bbb6db73ae,

title = "Synthesis and optical limiting characterization of a porphyrin-buckminsterfullerene dyad",

abstract = "The optical limiting performances of donor-buckminsterfullerene (C60) dyads have hitherto been unreported. The predicted large excited state absorption cross-section of such dyads in their charge-separated states would enable them to exhibit enhanced optical limiting relative to their individual components. We report herein the synthesis and optical limiting characterization of a novel porphyrin-buckminsterfullerene dyad, in which the porphyrin and C60 moieties are held within close proximity of one another by an o-phenylene bridge. The porphyrin-C60 dyad was synthesized via 1,3-dipolar azomethine ylide cycloaddition, and was obtained in 37.0% yield. Optical limiting measurements at 532 nm using 3-ns pulses show that the limiting performance of the dyad is poorer compared to its model compounds. Possible reasons for the worsened performance of the dyad will be discussed.",

author = "Mcewan, {Kenneth J.} and Lewis, {Keith L.} and How-Ghee, {A. N.G.} and Zhi-Heng, {L. O.H.} and Chng, {Leng Leng} and Yiew-Wang, {L. E.E.}",

year = "1999",

doi = "10.1557/proc-561-81",

language = "English",

volume = "561",

pages = "81--86",

journal = "Materials Research Society Symposium - Proceedings",

issn = "0272-9172",

publisher = "Materials Research Society",

note = "Proceedings of the 1999 MRS Spring Meeting - Symposium on Organic Nonlinear Optical Materials and Devices ; Conference date: 06-04-1999 Through 09-04-1999",

}

TY - JOUR

T1 - Synthesis and optical limiting characterization of a porphyrin-buckminsterfullerene dyad

AU - Mcewan, Kenneth J.

AU - Lewis, Keith L.

AU - How-Ghee, A. N.G.

AU - Zhi-Heng, L. O.H.

AU - Chng, Leng Leng

AU - Yiew-Wang, L. E.E.

PY - 1999

Y1 - 1999

N2 - The optical limiting performances of donor-buckminsterfullerene (C60) dyads have hitherto been unreported. The predicted large excited state absorption cross-section of such dyads in their charge-separated states would enable them to exhibit enhanced optical limiting relative to their individual components. We report herein the synthesis and optical limiting characterization of a novel porphyrin-buckminsterfullerene dyad, in which the porphyrin and C60 moieties are held within close proximity of one another by an o-phenylene bridge. The porphyrin-C60 dyad was synthesized via 1,3-dipolar azomethine ylide cycloaddition, and was obtained in 37.0% yield. Optical limiting measurements at 532 nm using 3-ns pulses show that the limiting performance of the dyad is poorer compared to its model compounds. Possible reasons for the worsened performance of the dyad will be discussed.

AB - The optical limiting performances of donor-buckminsterfullerene (C60) dyads have hitherto been unreported. The predicted large excited state absorption cross-section of such dyads in their charge-separated states would enable them to exhibit enhanced optical limiting relative to their individual components. We report herein the synthesis and optical limiting characterization of a novel porphyrin-buckminsterfullerene dyad, in which the porphyrin and C60 moieties are held within close proximity of one another by an o-phenylene bridge. The porphyrin-C60 dyad was synthesized via 1,3-dipolar azomethine ylide cycloaddition, and was obtained in 37.0% yield. Optical limiting measurements at 532 nm using 3-ns pulses show that the limiting performance of the dyad is poorer compared to its model compounds. Possible reasons for the worsened performance of the dyad will be discussed.

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U2 - 10.1557/proc-561-81

DO - 10.1557/proc-561-81

M3 - Conference article

AN - SCOPUS:0033340863

SN - 0272-9172

VL - 561

SP - 81

EP - 86

JO - Materials Research Society Symposium - Proceedings

JF - Materials Research Society Symposium - Proceedings

T2 - Proceedings of the 1999 MRS Spring Meeting - Symposium on Organic Nonlinear Optical Materials and Devices

Y2 - 6 April 1999 through 9 April 1999

ER -

Synthesis and optical limiting characterization of a porphyrin-buckminsterfullerene dyad

Abstract

ASJC Scopus Subject Areas

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