Synthesis and characterization of naphthalimide-functionalized polynorbornenes

Manuel Hollauf; Merima Cajlakovič; Martin Tscherner; Stefan Köstler; Astrid Caroline Knall; Gregor Trimmel

doi:10.1007/s00706-016-1887-3

Synthesis and characterization of naphthalimide-functionalized polynorbornenes

Manuel Hollauf, Merima Cajlakovič, Martin Tscherner, Stefan Köstler, Astrid Caroline Knall^*, Gregor Trimmel

^*Corresponding author for this work

Institute for Chemistry and Technology of Materials (6380)

Research output: Contribution to journal › Article › peer-review

Abstract

Abstract: Highly fluorescent and photostable (2-alkyl)-1H-benzo[de]isoquinoline-1,3(2H)-diones with a polymerizable norbornene scaffold have been synthesized and polymerized using ring-opening metathesis polymerization. The monomers presented herein could be polymerized in a living fashion, using different comonomers and different monomer ratios. All obtained materials showed good film-forming properties and bright fluorescence caused by the incorporated push–pull chromophores. Additionally, one of the monomers containing a methylpiperazine functionality showed protonation-dependent photoinduced electron transfer which opens up interesting applications for logic gates and sensing. Graphical abstract: [Figure not available: see fulltext.]

Original language	English
Pages (from-to)	121-129
Number of pages	9
Journal	Monatshefte für Chemie - Chemical Monthly
Volume	148
Issue number	1
DOIs	https://doi.org/10.1007/s00706-016-1887-3
Publication status	Published - 1 Jan 2017

Keywords

Dyes
Fluorescence
Polymerization
Ring-opening metathesis polymerization
UV–Vis spectroscopy

ASJC Scopus subject areas

Chemistry(all)

Fields of Expertise

Advanced Materials Science

Access to Document

10.1007/s00706-016-1887-3

Cite this

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title = "Synthesis and characterization of naphthalimide-functionalized polynorbornenes",

abstract = "Abstract: Highly fluorescent and photostable (2-alkyl)-1H-benzo[de]isoquinoline-1,3(2H)-diones with a polymerizable norbornene scaffold have been synthesized and polymerized using ring-opening metathesis polymerization. The monomers presented herein could be polymerized in a living fashion, using different comonomers and different monomer ratios. All obtained materials showed good film-forming properties and bright fluorescence caused by the incorporated push–pull chromophores. Additionally, one of the monomers containing a methylpiperazine functionality showed protonation-dependent photoinduced electron transfer which opens up interesting applications for logic gates and sensing. Graphical abstract: [Figure not available: see fulltext.]",

keywords = "Dyes, Fluorescence, Polymerization, Ring-opening metathesis polymerization, UV–Vis spectroscopy",

author = "Manuel Hollauf and Merima Cajlakovi{\v c} and Martin Tscherner and Stefan K{\"o}stler and Knall, {Astrid Caroline} and Gregor Trimmel",

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doi = "10.1007/s00706-016-1887-3",

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T1 - Synthesis and characterization of naphthalimide-functionalized polynorbornenes

AU - Hollauf, Manuel

AU - Cajlakovič, Merima

AU - Tscherner, Martin

AU - Köstler, Stefan

AU - Knall, Astrid Caroline

AU - Trimmel, Gregor

PY - 2017/1/1

Y1 - 2017/1/1

N2 - Abstract: Highly fluorescent and photostable (2-alkyl)-1H-benzo[de]isoquinoline-1,3(2H)-diones with a polymerizable norbornene scaffold have been synthesized and polymerized using ring-opening metathesis polymerization. The monomers presented herein could be polymerized in a living fashion, using different comonomers and different monomer ratios. All obtained materials showed good film-forming properties and bright fluorescence caused by the incorporated push–pull chromophores. Additionally, one of the monomers containing a methylpiperazine functionality showed protonation-dependent photoinduced electron transfer which opens up interesting applications for logic gates and sensing. Graphical abstract: [Figure not available: see fulltext.]

AB - Abstract: Highly fluorescent and photostable (2-alkyl)-1H-benzo[de]isoquinoline-1,3(2H)-diones with a polymerizable norbornene scaffold have been synthesized and polymerized using ring-opening metathesis polymerization. The monomers presented herein could be polymerized in a living fashion, using different comonomers and different monomer ratios. All obtained materials showed good film-forming properties and bright fluorescence caused by the incorporated push–pull chromophores. Additionally, one of the monomers containing a methylpiperazine functionality showed protonation-dependent photoinduced electron transfer which opens up interesting applications for logic gates and sensing. Graphical abstract: [Figure not available: see fulltext.]

KW - Dyes

KW - Fluorescence

KW - Polymerization

KW - Ring-opening metathesis polymerization

KW - UV–Vis spectroscopy

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DO - 10.1007/s00706-016-1887-3

M3 - Article

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JO - Monatshefte für Chemie - Chemical Monthly

JF - Monatshefte für Chemie - Chemical Monthly

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Synthesis and characterization of naphthalimide-functionalized polynorbornenes

Abstract

Keywords

ASJC Scopus subject areas

Fields of Expertise

Access to Document

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