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  Designing highly fluorescent, arylated poly(phenylene vinylene)s of intrinsic microporosity

Rodrigues, A. C. B., Geisler, I. S., Klein, P., Pina, J., Neuhaus, F. J. H., Dreher, E., et al. (2020). Designing highly fluorescent, arylated poly(phenylene vinylene)s of intrinsic microporosity. Journal of Materials Chemistry C, 8(7), 2248-2257. doi:10.1039/c9tc06028f.

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 Creators:
Rodrigues, Ana Clara B.1, Author
Geisler, Isabell S.2, Author
Klein, Patrick2, Author
Pina, João1, Author
Neuhaus, Fabian J. H.2, Author
Dreher, Elke3, Author              
Lehmann, Christian W.3, Author              
Scherf, Ullrich2, Author
de Melo, J. Sérgio Seixas1, Author
Affiliations:
1CQC, Department of Chemistry, University of Coimbra, P3004-535 Coimbra, Portugal , ou_persistent22              
2Bergische Universitat Wuppertal, Macromolecular Chemistry Group (buwmakro) and Institute for Polymer Technology, Gauss-Str. 20, D-42119 Wuppertal, Germany, ou_persistent22              
3Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445625              

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 Abstract: Three new polymers containing tetraphenylethylene and diphenyl-dinaphthylethylene cores and their corresponding monomeric model compounds were synthesized and fully characterized aiming to investigate their photoluminescence efficiency, microporosity and Brunauer–Emmett–Teller-derived surface areas (SBET). Comprehensive photophysical characterization was undertaken in the solid state (powder and thin films), in tetrahydrofuran (THF) solution and in mixtures of “good” and “poor” solvent to induce aggregation (THF:water mixtures). Aggregation induced emission (AIE) was found for the tert-butyl-TPE monomer and polymer and diphenyl-dinaphthylethylene monomer with the increase of the water amount in THF:water mixtures and in the solid state. The tert-butyl substituted TPE derivatives display the highest fluorescence quantum yield (ϕF) values: 0.14 to 0.30 (in powder) and 0.46 to 0.64 in thin films. In contrast, with the diphenyl-dinaphthylethylene (meta and para-phenylene) polymers aggregation caused quenching (ACQ) occurs in THF:water mixtures (ϕF ≤ 0.011) and in the solid state (ϕF ≤ 0.012). The microporosity of the soluble conjugated polymers as potential conjugated polymers of intrinsic microporosity (cPIMs) was further investigated. The SBET of the polymers were related to their optical properties. The polymers show an attractive combination of high SBET surface area (417 m2 g−1) and the occurrence of distinct AIE effects for the tert-butyl-TPE polymer while the diphenyl-dinaphthylethylene polymers do not exhibit microporosity (SBET ≤ 17 m2 g−1) and show ACQ behavior.

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Language(s): eng - English
 Dates: 2019-11-122019-12-062020-02-21
 Publication Status: Published in print
 Pages: 10
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1039/c9tc06028f
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Title: Journal of Materials Chemistry C
  Other : Journal of Materials Chemistry C: Materials for Optical and Electronic Devices
  Abbreviation : J. Mater. Chem. C
Source Genre: Journal
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Publ. Info: London, UK : Royal Society of Chemistry
Pages: - Volume / Issue: 8 (7) Sequence Number: - Start / End Page: 2248 - 2257 Identifier: ISSN: 2050-7526
CoNE: https://pure.mpg.de/cone/journals/resource/2050-7526