All‐ cis poly( p ‐phenylene vinylene)s with high molar masses and fast photoisomerization rates obtained through stereoretentive ring‐opening metathesis polymerization of [2,2]paracyclophane dienes with various aryl substituents

The ring-opening metathesis polymerization of barrelene (bicyclo[2.2.2]octa-2,5,7-triene) is described and well-defined fluorescent patterns with micrometer dimensions were created by direct laser writing on films of poly(barrelene-co-norbornene).

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Ring-opening metathesis polymerization of [2.2]paracyclophane-1,9-diene (PCPDE) to poly(p-phenylene-vinylene) (PPV) and copolymers with cyclopentene

Journal of Molecular Catalysis ◽

10.1016/0304-5102(92)80149-b ◽

1992 ◽

Vol 76 (1-3) ◽

pp. 101-105 ◽

Cited By ~ 30

Author(s):

Emma Thorn-Csányi ◽

Hans-Dieter Höhnk

Keyword(s):

Ring Opening ◽

Phenylene Vinylene ◽

Ring Opening Metathesis Polymerization ◽

Metathesis Polymerization

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Stereoretentive Ring-Opening Metathesis Polymerization to Access All-cis Poly(p-phenylene vinylene)s with Living Characteristics

10.26434/chemrxiv.12284228.v1 ◽

2020 ◽

Author(s):

Ting-Wei Hsu ◽

Cheoljae Kim ◽

Quentin Michaudel

Keyword(s):

Organic Material ◽

Ring Opening ◽

Diblock Copolymers ◽

Conductive Polymer ◽

Synthetic Methods ◽

Phenylene Vinylene ◽

Ring Opening Metathesis Polymerization ◽

Metathesis Polymerization ◽

Molecular Weights ◽

Responsive Polymers

Poly(p-phenylene vinylene)s (PPVs), a staple of the conductive polymer family, consist of alternating alkene and phenyl groups in conjugation. The physical properties of this organic material are intimately linked to the cis/trans configuration of the alkene groups. While many synthetic methods afford PPVs with alltrans stereochemistry, very few deliver the all-cis congeners. We report herein the first synthesis of all-cis PPVs with living characteristics via stereoretentive ring-opening metathesis polymerization (ROMP). Exquisite catalyst control allows for the preparation of homopolymers or diblock copolymers with perfect stereoselectivity, narrow dispersities, and predictable molecular weights. All-cis PPVs can then serve as light-responsive polymers through clean photoisomerization of the stilbenoid units.

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Stereoretentive Ring-Opening Metathesis Polymerization to Access All-cis Poly(p-phenylene vinylene)s with Living Characteristics

10.26434/chemrxiv.12284228 ◽

2020 ◽

Author(s):

Ting-Wei Hsu ◽

Cheoljae Kim ◽

Quentin Michaudel

Keyword(s):

Organic Material ◽

Ring Opening ◽

Diblock Copolymers ◽

Conductive Polymer ◽

Synthetic Methods ◽

Phenylene Vinylene ◽

Ring Opening Metathesis Polymerization ◽

Metathesis Polymerization ◽

Molecular Weights ◽

Responsive Polymers

Poly(p-phenylene vinylene)s (PPVs), a staple of the conductive polymer family, consist of alternating alkene and phenyl groups in conjugation. The physical properties of this organic material are intimately linked to the cis/trans configuration of the alkene groups. While many synthetic methods afford PPVs with alltrans stereochemistry, very few deliver the all-cis congeners. We report herein the first synthesis of all-cis PPVs with living characteristics via stereoretentive ring-opening metathesis polymerization (ROMP). Exquisite catalyst control allows for the preparation of homopolymers or diblock copolymers with perfect stereoselectivity, narrow dispersities, and predictable molecular weights. All-cis PPVs can then serve as light-responsive polymers through clean photoisomerization of the stilbenoid units.

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