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Click Chemistry for Photonic Applications: Triazole-Functionalized Platinum(II) Acetylides for Optical Power Limiting
KTH, School of Chemical Science and Engineering (CHE), Fibre and Polymer Technology.
Department of Physics, Norwegian University of Science and Technology.
Department of Physics, Norwegian University of Science and Technology.
Materials Research Laboratory, University of California, Santa Barbara.
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2008 (English)In: Journal of Materials Chemistry, ISSN 0959-9428, E-ISSN 1364-5501, Vol. 18, no 2, 166-175 p.Article in journal (Refereed) Published
Abstract [en]

Three different triazole-containing platinum(ii) acetylide compounds were synthesized by click chemistry and evaluated for their use in optical power limiting (OPL) applications. The triazole unit was incorporated at three different positions within, or at the end of, the conjugation path of the chromophore. The aim is to explore the possibilities of using click chemistry to prepare dendronized chromophores, and to evaluate how the triazole structure affects the photophysical properties and the optical power limiting abilities of these acetylide compounds. It is shown that the concept of click chemistry can be used to attach branched monomer units to ethynyl-phenyl arms by Huisgen 1,3-dipolar cycloaddition, forming triazole units within the chromophore. Photophysical characterization of these triazole-containing materials shows an absorption maximum within the UV-A region and emission through both fluorescence and phosphorescence. Bright phosphorescence was emitted from argon purged samples, and decay measurements thereof showed triplet lifetimes of up to 100 μs. The results from the photophysical characterization suggest that the triazole does break the conjugation path, and in order to gain maximum optical limiting the triazole needs to be placed at the end of the conjugation. All three investigated triazole-containing platinum(ii) acetylides show good optical power limiting at 532 nm (10 ns pulse, f/5 set-up, 2 mm cells). The most efficient compound, with the triazole positioned at the end of the conjugation, reaches a defined clamping level of 2.5 μJ for a sample with a concentration of 50 mM in THF and a linear transmission above 80% at 532 nm. These data can be compared to the OPL properties of Zn-based porphyrins or derivatized thiophenes, reaching clamping levels of 6-15 μJ.

Place, publisher, year, edition, pages
2008. Vol. 18, no 2, 166-175 p.
Keyword [en]
Chromophores, Molecular structure, Monomers, Photonic crystals, Physical optics, Platinum compounds
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:kth:diva-9159DOI: 10.1039/b711269fISI: 000251770800004Scopus ID: 2-s2.0-37249056570OAI: oai:DiVA.org:kth-9159DiVA: diva2:25344
Note
QC 20100903Available from: 2008-09-25 Created: 2008-09-25 Last updated: 2010-09-20Bibliographically approved
In thesis
1. Nonlinear Absorbing platinum(II) Acetylides for Optical Power Limiting Applications
Open this publication in new window or tab >>Nonlinear Absorbing platinum(II) Acetylides for Optical Power Limiting Applications
2008 (English)Doctoral thesis, comprehensive summary (Other scientific)
Abstract [en]

During the past few decades, laser technology has had a strong impact on our society, providing important contributions to materials processing, data storage, communications, medicine, and defense applications. However, the progress in laser technology has also brought about the development of harmful portable high‐power lasers and tactical laser weapons. As a result, the hazard of being blinded by lasers (accidentally or from hostile use) has increased significantly. Hence, the need for protection against lasers has emerged. In order to protect optical sensors against harmful laser radiation, materials that absorb high intensity light, such as nonlinear absorbing chromophores, are employed. The concept of controlling the intensity of an optical light beam is usually referred to as optical power limiting and can be used efficiently in sensor protection devices.In this thesis, various nonlinear absorbing platinum(II) acetylides have been synthesized and characterized regarding their photophysical and optical limiting properties. Dendronized platinum(II) acetylides were prepared in order to evaluate the site isolation effect offered by the dendritic surrounding. The photophysical measurements reveal that the dendritic encapsulation enhances the phosphorescence, increases the luminescence lifetimes, and improves the optical limiting performance due to reduced quenching of the excited states.Triazole‐containing chromophores were synthesized using click chemistry to achieve functionalized platinum(II) acetylides. It was found that the position of the triazole unit affects the photophysical properties of these chromophores. The most promising results were obtained for the chromophore with the triazole located at the end of the conjugation where it may act as an electron donor, thus contributing to improved two‐photon absorption.A branched platinum(II) acetylide was also prepared in order to investigate the effect of multiple conjugated arms as well as multiple heavy atoms within the same molecule on the optical limiting performance. The star shaped chromophore reached the lowest clamping level of all compounds included in this thesis and constitutes a highly suitable chromophore for optical power limiting applications.The nonlinear absorbing chromophores were also incorporated into novel solid state materials based on PMMA. The actual device fabrication of doped organic glasses as optical limiters for sensor protection is presented, and their optical limiting performance is reported. The obtained organic glasses can reduce the transmission of high intensity light by 97 %.

Place, publisher, year, edition, pages
Stockholm: KTH, 2008. 73 p.
Series
Trita-CHE-Report, ISSN 1654-1081 ; 2008:59
Keyword
optical power limiting
National Category
Polymer Chemistry
Identifiers
urn:nbn:se:kth:diva-9169 (URN)978-91-7415-102-2 (ISBN)
Public defence
2008-10-03, F3, Lindstedtsvägen 26, Stockholm, 10:15 (English)
Opponent
Supervisors
Note
QC 20100920Available from: 2008-09-30 Created: 2008-09-29 Last updated: 2010-09-20Bibliographically approved

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Malmström, Eva E.

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