Hochpolymere Verbindungen. 8. Mitteilung. Über die Polymerisation des Cyclopentadiens

Staudinger, H.; Bruson, Herman Alexander

doi:10.1002/jlac.19264470111

Cited by 35 publications

(23 citation statements)

References 3 publications

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“…It is interesting that Staudinger had postulated the possibility of synthesizingl adder-type poly(cyclopentadiene) almost a centurya go (1926) via repeated cycloaddition of cyclopentadiene, [13] two years before Dielsa nd Alder had even published their first seminal report on the later known Diels-Alder reaction in the same journal. [14] Although no polymer could be obtained due to the thermodynamically disfavoredp ericyclic polymerization of cyclopentadiene and the proposed polymer structure was also incorrect, this represents one of the earliest attempts to synthesize aladderp olymer.…”

Section: Pericyclic Reactionsmentioning

confidence: 99%

Synthesis of Ladder Polymers: Developments, Challenges, and Opportunities

Teo

Lai

Xia

2017

Chemistry A European J

128

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Ladder polymers are unique in that their backbones consist of fused rings with adjacent rings having two or more atoms in common. The restriction of bond rotations in rigid ladder polymers greatly limits their conformational freedom, leading to many intriguing and unique properties. As a non-traditional type of polymers, rigid ladder polymers are of great fundamental interest and technical importance as advanced materials for applications such as membrane gas separation and organic electronics. Ladder polymers can be divided into non-conjugated (with kinked conformations) and conjugated (with planar conformations) structures. Their synthesis can be broadly classified into two general strategies: direct ladder polymerization, and zipping of a linear precursor polymer. This Concept article outlines the historical development of ladder polymers and the chemical strategies used for their synthesis; highlights the challenges associated with their synthesis and characterization, and presents opportunities and outlooks for this unique and intriguing type of polymers.

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Section: Pericyclic Reactionsmentioning

confidence: 99%

Synthesis of Ladder Polymers: Developments, Challenges, and Opportunities

Teo

Lai

Xia

2017

Chemistry A European J

128

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“…The research history of CPD polymerization can be dated back to the 1920s. In 1926, Staudinger and Burson11, 12 reported fundamental investigations on the polymerization of CPD with a large number of metal halides (e.g., TiCl 4 , BCl 3 , SnCl 4 , FeCl 3 , and AsCl 3 ), at low temperatures, to produce moderate‐to‐high‐molecular‐weight polyCPD. Under these conditions, they obtained a rubbery and vulcanizable product that readily absorbed oxygen with gelation, whereas an insoluble product formed upon prolonged standing in air.…”

Section: Introductionmentioning

confidence: 99%

Polymerization of cyclopentadiene initiated by methylaluminoxane

Zhang¹,

Sun²,

Hou³

et al. 2005

J. Polym. Sci. A Polym. Chem.

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The polymerization of cyclopentadiene (CPD) was effectively initiated by methylaluminoxane (MAO) to generate poly(cyclopentadiene) (polyCPD). The effects on the polymerization of some reaction parameters such as the monomer concentration, the initiator concentration, and solvents were investigated. The conversion of CPD was monitored with gas chromatography to investigate the reaction kinetics. The polymerization rate was proportional to the concentrations of MAO in the first order and of the CPD monomer in the second order, and a reasonable cationic polymerization mechanism was suggested on the basis of the kinetic study. PolyCPD obtained at a low temperature could be dissolved in toluene or chloroform, and this indicated lower cross‐coupling during the polymerization reaction. 1H NMR and IR analysis of the polymer indicated that there were almost equal amounts of 1,2‐enchainment and 1,4‐enchainment in the polymer chain. The measurement of polyCPD showed its unique properties as a potential candidate for stable wrappings or electronic packaging materials. © 2005 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 44: 264–272, 2006

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“…22] must not dominate. In addition the synthesised HCp-derivatives may dimerise thermally (Diels-Alderreaction) or polymerise (1,2-and 1,4-polymerisation) [38]. The latter reaction is initiated by Lewis-acids and may prevent isolation under the acidic dehydration reaction.…”

Section: Addition Of C-nucleophiles To Cyclopentenonesmentioning

confidence: 99%