Hydrooligomerization of cycloolefins -a view of the microstructure of polynorbornene

Arndt, Michael; Engehausen, Rüdiger; Kaminsky, Werner; Zoumis, Konstantin

doi:10.1016/1381-1169(95)00083-6

Cited by 88 publications

(65 citation statements)

References 38 publications

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“…Moreover, a complex stereochemistry and even connectivity in the polymers obtained by vinylic polymerization of norbornene has been reported. [28][29][30] In other words, the polymers cannot be expected to possess a regular structure. Accordingly, the 119 Sn{ 1 H} spectra display one broad signal with a characteristic trialkyltin chloride chemical shift value (d = 144 ppm).…”

Section: Resultsmentioning

confidence: 96%

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Stannylated Polynorbornenes as New Reagents for a Clean Stille Reaction

Carrera¹,

Gutiérrez²,

Benavente³

et al. 2008

Chemistry A European J

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New functionalized polynorbornenes have been obtained in good yields by vinylic copolymerization of norbornene with a (norbornenyl)SnBu(2)Cl monomer, catalyzed by [Ni(C(6)F(5))(2)(SbPh(3))(2)]. Subsequent functionalization produces a wide variety of polymers with different --SnBu(2)R groups (R=aryl, vinyl, alkynyl). The polymers can be used as R-transfer reagents in Stille couplings, thereby providing easy workup and separation of the polymeric tin byproducts from the coupling products. Tin contents of around 0.05 wt % are found in the Stille products. The stannylated polymers can be recycled and reused with good efficiency.

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Section: Resultsmentioning

confidence: 96%

“…[29,31] H NMR spectroscopy signals arising from NB and 1 appear overlapped, the incorporation of 1 was easily determined by quantitative determination of the chloro content in the copolymers. [32] Table 1 shows that the final NB/1 ratio does not reproduce the monomer feed ratio.…”

Section: C{mentioning

confidence: 99%

Stannylated Polynorbornenes as New Reagents for a Clean Stille Reaction

Carrera¹,

Gutiérrez²,

Benavente³

et al. 2008

Chemistry A European J

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“…For example, the helixkink morphology is believed to be a critical underlying cause for the unusual dissolution behavior exhibited by functionalized PNB that have been investigated as matrix materials for UV sensitive photoresists that are used in the photolithography processes that are critical for microelectronics manufacturing. [12] This work has focused on the use of molecular modeling and its comparison to experiment to determine the conformational behavior of erythro diisotactic PNB and develop a RIS model. This model will allow better prediction of this polymers unique conformational behavior.…”

Section: Introductionmentioning

confidence: 99%

RIS Model of the Helix‐Kink Conformation of Erythro Diisotactic Polynobornene

Chung

Henderson

Ludovice

2010

Macro Theory & Simulations

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Computer simulations reveal the unique conformation of or erythro diisotactic polynorbornene, a polymer with numerous important applications in microelectronics. While previous simulations suggested that this polymer adopts a helix‐kink morphology, the results presented herein indicate that the reversal of the helix symmetry is the origin of such kinks which cause a transition from a rigid‐rod conformation to a random coil with increasing molecular weight. An RIS model was developed that accurately predicts the unique conformation of this polymer. This model predicts a rigid‐rod helical conformation that eventually transitions to a random coil at a degree of polymerization of approximately 500.magnified image

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“…The NMR characterization of polymers is greatly enhanced with the use of 2D NMR methods that allow to assign the overlapping resonances of complex molecules [3][4][5] . The stereosequences of poly(norbornene) 6) and poly(cyclopentene) 7) have been determined with various 1D and 2D NMR techniques by using oligomers as model compounds. The microstructure of the most studied COC material, poly(ethylene-co-norbornene), has been characterized by interpreting its 13 C NMR spectrum [8][9][10][11] .…”

Section: Introductionmentioning

confidence: 99%

2D NMR characterization of poly(ethylene-co-5-vinyl-2-norbornene)

Lasarov¹,

Pakkanen

1999

Macromol. Rapid Commun.

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SUMMARY: Unsaturated poly(ethylene-co-5-vinyl-2-norbornene) was synthetized using the [Ph 2 C(Flu)(Cp)]ZrCl 2 metallocene/methylaluminoxane (MAO) catalyst system. 1 H and 13 C NMR spectra of the copolymer were assigned by means of DEPT, homonuclear 2D 1 H-1 H COSY, and heteronuclear 2D 1 H- 13C correlation NMR experiments. The used catalyst system produces mainly isolated 5-vinyl-2-norbornene (VNB) sequences. VNB is incorporated selectively via the cyclic double bond. The unreacted double bond of the copolymer exists in the 5-endo: 5-exo positions (3 : 1). Both isomers of VNB are polymerized with the same propability.

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Hydrooligomerization of cycloolefins -a view of the microstructure of polynorbornene

Cited by 88 publications

References 38 publications

Stannylated Polynorbornenes as New Reagents for a Clean Stille Reaction

Stannylated Polynorbornenes as New Reagents for a Clean Stille Reaction

RIS Model of the Helix‐Kink Conformation of Erythro Diisotactic Polynobornene

2D NMR characterization of poly(ethylene-co-5-vinyl-2-norbornene)

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