Synthesis and characterization of a new conjugated polymer: Polytrifluoromethylacetylene

Rubner, Michael F.; Deits, Walter

doi:10.1002/pol.1982.170200807

J. Polym. Sci. Polym. Chem. Ed.

1982

DOI: 10.1002/pol.1982.170200807

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Synthesis and characterization of a new conjugated polymer: Polytrifluoromethylacetylene

Michael F. Rubner¹,

Walter Deits²

Abstract: SynopsisPolytrifluoromethylacetylene (PTFMA) was synthesized from trifluoromethylacetylene (TFMA) using a PdClBMF catalyst solution or the anionic initiator n-butyl lithium. Although PdClz proved to be an effective catalyst for the polymerization of TFMA, long reaction times and poor yields made characterization of the resultant polymer difficult. The use of n-butyl lithium, on the other hand, resulted in high yields of PTFMA in relatively short reaction times. The results of thermal analysis and the effects o… Show more

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Cited by 62 publications

References 14 publications

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Thermal stability of some acetylenic poly‐ and copolymers obtained by electrochemical polymerization

Simionescu¹,

Bulacovschi²,

Grovu‐Ivanoiu³

1987

Angew. Makromol. Chem.

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The thermal stability of some polymers with conjugated double bonds has been studied under dynamical conditions of heating. It was found that nature of the substituents plays an important role in the thermal behaviour of the polymers. ZUSAMMENFASSUNG:Die thermische Stabilitiit einiger Polymerer mit konjugierten Doppelbindungen wurde unter dynamischen Bedingungen untersucht. Es wurde gefunden, daB die Art der Substituenten einen groBen EinfluB auf das thermische Verhalten der Polymeren hat. wl w

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Thermal stability of some acetylenic poly‐ and copolymers obtained by electrochemical polymerization

Simionescu¹,

Bulacovschi²,

Grovu‐Ivanoiu³

1987

Angew. Makromol. Chem.

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Studies on conjugated fluoro‐polymers II. Characterization and electrical conductivity of polyperfluorobutyne‐2

et al. 1992

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Polyperfluorobutyne-2 (PPFB), a conjugated polymer, was characterized with IR, W-VIS, fluorescence spectra etc. The electrical conductivities of the polymer doped with various dopants were investigated. The effect of the molecular structure of PPFB on the electrical properties was discussed. IntwdoctionConjugated polymers are currently of wide interest because of their unique electrical properties.l-$ Polyacetylene, the simplest conjugated polymer, has been extensively investigated as a model of conductive polymers. However, the environmental instability of the polymer seriously prevents it from the practical uses. In addition, processing of polyacetylene is difficult because of its insolubility and infusibility. It has been well known that fluorine-containing polymers are expected to show unique chemical and physical properties due to the effect of fluorine atoms in the molecule. To date, however, there have been few reports on the electrical properties of fluorine-containing conjugated polymers.There are some reports on the preparation of polyfluoroacetylene and its derivatives. But all of them, similar to polyacetylene, are insoluble and infu~ible.~ Rubner et aZ.5 reported that the conductivity of polytrifluoromethylacetylene doped with Ia was increased by 5 orders of magnitude from S / cm to 10-5 S/cm, however, the increase in conductivity is rather the result of iodine adsorption than the formation of a cbarge-transfer complex. Several synthetic methods of polyperfiuorobutyne-2 have been reported,6 but all of the polymers obtained are also insoluble, infusible, colorless and lack of absorption in the visible region. Apparently, the polymer backbone is not conjugated. Huang et aI. ' have prepared polyperfluorobutyne-2 by polymerization of the corresponding monomer. The polymer obtained is a brown and lustrous solid, soluble in common organic solvents and air stable, but its chemical structure and the electrical conductivities were not studied.The present article describes the characterization and electrical properties of polyperfluorobutyne-2 obtained by our method. Experimental MaterialsSolvents (THF, benzene) were dried by refluxing over CaH, followed by careful distillation under nitrogen. Pyridine was dried over NaOH tollowed by distillation and

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Synthesis, characterization and electrical conductivity of poly[ethyl trifluorobuty‐2‐noate]

et al. 1995

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Academy of S c a m s , Shanghai 200032, Chrna A b t r a d Poly[ethyl trifluorobuty-2-noate] (PETFB) WBB prepared from ethyltrifluorobuty-2-noate by anionic polymerization. The polymer was examined by W-Via, IR and NMR spectrometriea. It poarsed *-conjugated badrbone in the main chain. No signilicant variation in the electrical conductivity of BF3-doped PETFB WM obeerved sher more than three months' storage, indicating imprwed conductive stability in air as compared with polyacetylene.

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Synthesis and characterization of a new conjugated polymer: Polytrifluoromethylacetylene

Cited by 62 publications

References 14 publications

Thermal stability of some acetylenic poly‐ and copolymers obtained by electrochemical polymerization

Thermal stability of some acetylenic poly‐ and copolymers obtained by electrochemical polymerization

Studies on conjugated fluoro‐polymers II. Characterization and electrical conductivity of polyperfluorobutyne‐2

Synthesis, characterization and electrical conductivity of poly[ethyl trifluorobuty‐2‐noate]

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