Direct Synthesis of Telechelic Polyethylene by Selective Insertion Polymerization

Zhongbao Jian; Laura Falivene; Giusi Boffa; Sheila Ortega Sánchez; Lucia Caporaso; Alfonso Grassi; Stefan Mecking

doi:10.1002/anie.201607754

Direct Synthesis of Telechelic Polyethylene by Selective Insertion Polymerization

Zhongbao Jian, Laura Falivene, Giusi Boffa, Sheila Ortega Sánchez, Lucia Caporaso, Alfonso Grassi, Stefan Mecking

Research output: Contribution to journal › Article › peer-review

50 Scopus citations

Abstract

A single-step route to telechelic polyethylene (PE) is enabled by selective insertion polymerization. PdII-catalyzed copolymerization of ethylene and 2-vinylfuran (VF) generates α,ω-di-furan telechelic polyethylene. Orthogonally reactive exclusively in-chain anhydride groups are formed by terpolymerization with carbic anhydride. Combined experimental and theoretical DFT studies reveal the key for this direct approach to telechelics to be a match of the comonomers’ different electronics and bulk. Identified essential features of the comonomer are that it is an electron-rich olefin that forms an insertion product stabilized by an additional interaction, namely a π–η3 interaction for the case of VF.

Original language	English (US)
Pages (from-to)	14378-14383
Number of pages	6
Journal	Angewandte Chemie International Edition
Volume	55
Issue number	46
DOIs	https://doi.org/10.1002/anie.201607754 https://doi.org/10.1002/ange.201607754
State	Published - Oct 14 2016

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CCDC 1063885: Experimental Crystal Structure Determination : (2-(bis(2-methoxyphenyl)phosphanyl)benzene-1-sulfonato)-(1-(furan-2-yl)ethan-1-ido)-palladium benzene solvate
Jian, Z. (Creator), Falivene, L. (Creator), Boffa, G. (Creator), Sánchez, S. O. (Creator), Caporaso, L. (Creator), Grassi, A. (Creator) & Mecking, S. (Creator), Dryad Digital Repository, 2017
DOI: 10.5517/ccdc.csd.cc14q1ws, http://hdl.handle.net/10754/624504
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@article{459e4dcaf0d9440e8a63b81fa0dd26d0,

title = "Direct Synthesis of Telechelic Polyethylene by Selective Insertion Polymerization",

abstract = "A single-step route to telechelic polyethylene (PE) is enabled by selective insertion polymerization. PdII-catalyzed copolymerization of ethylene and 2-vinylfuran (VF) generates α,ω-di-furan telechelic polyethylene. Orthogonally reactive exclusively in-chain anhydride groups are formed by terpolymerization with carbic anhydride. Combined experimental and theoretical DFT studies reveal the key for this direct approach to telechelics to be a match of the comonomers{\textquoteright} different electronics and bulk. Identified essential features of the comonomer are that it is an electron-rich olefin that forms an insertion product stabilized by an additional interaction, namely a π–η3 interaction for the case of VF.",

author = "Zhongbao Jian and Laura Falivene and Giusi Boffa and S{\'a}nchez, {Sheila Ortega} and Lucia Caporaso and Alfonso Grassi and Stefan Mecking",

note = "KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: Z.J.is grateful to the Alexander von Humboldt Foundation for a postdoctoral research fellowship and to the University of Konstanz for support within the EU FP7 Marie Curie Zukunftskolleg Incoming Fellowship Programme. Inigo G{\c c}ttker-Schnetmann is gratefully acknowledged for helpful discussions.The authors also thank Lars Bolk for GPC and DSC experiments.",

year = "2016",

month = oct,

day = "14",

doi = "10.1002/anie.201607754",

language = "English (US)",

volume = "55",

pages = "14378--14383",

journal = "Angewandte Chemie International Edition",

issn = "1433-7851",

publisher = "John Wiley and Sons Ltd",

number = "46",

}

TY - JOUR

T1 - Direct Synthesis of Telechelic Polyethylene by Selective Insertion Polymerization

AU - Jian, Zhongbao

AU - Falivene, Laura

AU - Boffa, Giusi

AU - Sánchez, Sheila Ortega

AU - Caporaso, Lucia

AU - Grassi, Alfonso

AU - Mecking, Stefan

N1 - KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: Z.J.is grateful to the Alexander von Humboldt Foundation for a postdoctoral research fellowship and to the University of Konstanz for support within the EU FP7 Marie Curie Zukunftskolleg Incoming Fellowship Programme. Inigo Gçttker-Schnetmann is gratefully acknowledged for helpful discussions.The authors also thank Lars Bolk for GPC and DSC experiments.

PY - 2016/10/14

Y1 - 2016/10/14

N2 - A single-step route to telechelic polyethylene (PE) is enabled by selective insertion polymerization. PdII-catalyzed copolymerization of ethylene and 2-vinylfuran (VF) generates α,ω-di-furan telechelic polyethylene. Orthogonally reactive exclusively in-chain anhydride groups are formed by terpolymerization with carbic anhydride. Combined experimental and theoretical DFT studies reveal the key for this direct approach to telechelics to be a match of the comonomers’ different electronics and bulk. Identified essential features of the comonomer are that it is an electron-rich olefin that forms an insertion product stabilized by an additional interaction, namely a π–η3 interaction for the case of VF.

AB - A single-step route to telechelic polyethylene (PE) is enabled by selective insertion polymerization. PdII-catalyzed copolymerization of ethylene and 2-vinylfuran (VF) generates α,ω-di-furan telechelic polyethylene. Orthogonally reactive exclusively in-chain anhydride groups are formed by terpolymerization with carbic anhydride. Combined experimental and theoretical DFT studies reveal the key for this direct approach to telechelics to be a match of the comonomers’ different electronics and bulk. Identified essential features of the comonomer are that it is an electron-rich olefin that forms an insertion product stabilized by an additional interaction, namely a π–η3 interaction for the case of VF.

UR - http://hdl.handle.net/10754/623163

UR - http://onlinelibrary.wiley.com/doi/10.1002/anie.201607754/abstract

UR - http://www.scopus.com/inward/record.url?scp=84993972089&partnerID=8YFLogxK

U2 - 10.1002/anie.201607754

DO - 10.1002/anie.201607754

M3 - Article

C2 - 27736020

VL - 55

SP - 14378

EP - 14383

JO - Angewandte Chemie International Edition

JF - Angewandte Chemie International Edition

SN - 1433-7851

IS - 46

ER -

Direct Synthesis of Telechelic Polyethylene by Selective Insertion Polymerization

Abstract

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CCDC 1063885: Experimental Crystal Structure Determination : (2-(bis(2-methoxyphenyl)phosphanyl)benzene-1-sulfonato)-(1-(furan-2-yl)ethan-1-ido)-palladium benzene solvate

Cite this