Synthesis of poly(1-chloro-2-arylacetylene)s with high cis-content and examination of their absorption/emission properties
| Autor: | Masashi Shiotsuki, Jesus Rodriguez Castanon, Fumio Sanda, Natsuhiro Sano |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
chemistry.chemical_classification
Polymers and Plastics Absorption spectroscopy Organic Chemistry 02 engineering and technology Polymer 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences 0104 chemical sciences Catalysis chemistry.chemical_compound Ultraviolet visible spectroscopy Monomer chemistry Polymerization Polymer chemistry Materials Chemistry Silver trifluoromethanesulfonate Absorption (chemistry) 0210 nano-technology |
| Zdroj: | Journal of Polymer Science Part A: Polymer Chemistry. 55:382-388 |
| ISSN: | 0887-624X |
| DOI: | 10.1002/pola.28397 |
| Popis: | A series of 1-chloro-2-arylacetylenes [Cl-CC-Ar, Ar = C6H5 (1), C6H4-p-iPr (2), C6H4-p-OiPr (3), C6H4-p-NHC(O)OtBu (4), and C6H4-o-iPr (5)] were polymerized using (tBu3P)PdMeCl/silver trifluoromethanesulfonate (AgOTf) and MoCl5/SnBu4 catalysts. The corresponding polymers [poly(1)–poly(5)] with weight-average molecular weights of 6,500–690,000 were obtained in 10–91% yields. THF-insoluble parts, presumably high-molecular weight polymers, were formed together with THF-soluble polymers by the Pd-catalyzed polymerization. The Pd catalyst polymerized nonpolar monomers 1 and 2 to give the polymers in yields lower than the Mo catalyst, while the Pd catalyst polymerized polar monomers 3 and 4 to give the corresponding polymers in higher yields. The 1H NMR and UV–vis absorption spectra of the polymers indicated that the cis-contents of the Pd-based polymers were higher than those of the Mo-based polymers, and the conjugation length of the Pd-based polymers was shorter than that of the Mo-based polymers. Pd-based poly(5) emitted fluorescence most strongly among poly(1)–poly(5). © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2016 |
| Databáze: | OpenAIRE |
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