Preparation and polymerization of doubly functionalized polar norbornene derivatives

Yasushi Nishihara; Yoshiaki Inoue; Kentaro Takagi

Preparation and polymerization of doubly functionalized polar norbornene derivatives

Yasushi Nishihara, Yoshiaki Inoue, Kentaro Takagi

Research Institute for Interdisciplinary Science

Research output: Contribution to conference › Paper › peer-review

Abstract

We have previously reported the palladium-catalyzed cyanoesterification of norbornene derivatives with ethyl cyanoformate. Herein we report that the same reaction of norbornadiene with various alkyl cyanoformates (alkyl = Me, Et, ⁿPr, ⁱPr, ⁿBu, ^tBu, and Bn) can smoothly undergo to afford doubly polar functionalized norbornene derivatives. This reaction is a novel and efficient method to obtain a monomer having both cyano and ester groups with exo-selectivity. The formed norbornene derivatives were polymerized through ring-opening metathesis polymerization (ROMP) by the second generation Grubbs' catalyst. The results of gel permeation Chromatographic (GPC), thermogravimetric (TG), and differential scanning calorimeter (DSC) analyses of the obtained polymers will also be discussed.

Original language	English
Number of pages	1
Publication status	Published - Oct 18 2006
Event	55th SPSJ Annual Meeting - Nagoya, Japan Duration: May 24 2006 → May 26 2006

Other

Other	55th SPSJ Annual Meeting
Country/Territory	Japan
City	Nagoya
Period	5/24/06 → 5/26/06

Keywords

Cyanoesterification
Grubbs' catalysts
Polar norbornenes
Ring-opening metathesis polymerization

ASJC Scopus subject areas

Engineering(all)

Cite this

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title = "Preparation and polymerization of doubly functionalized polar norbornene derivatives",

abstract = "We have previously reported the palladium-catalyzed cyanoesterification of norbornene derivatives with ethyl cyanoformate. Herein we report that the same reaction of norbornadiene with various alkyl cyanoformates (alkyl = Me, Et, nPr, iPr, nBu, tBu, and Bn) can smoothly undergo to afford doubly polar functionalized norbornene derivatives. This reaction is a novel and efficient method to obtain a monomer having both cyano and ester groups with exo-selectivity. The formed norbornene derivatives were polymerized through ring-opening metathesis polymerization (ROMP) by the second generation Grubbs' catalyst. The results of gel permeation Chromatographic (GPC), thermogravimetric (TG), and differential scanning calorimeter (DSC) analyses of the obtained polymers will also be discussed.",

keywords = "Cyanoesterification, Grubbs' catalysts, Polar norbornenes, Ring-opening metathesis polymerization",

author = "Yasushi Nishihara and Yoshiaki Inoue and Kentaro Takagi",

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day = "18",

language = "English",

note = "55th SPSJ Annual Meeting ; Conference date: 24-05-2006 Through 26-05-2006",

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TY - CONF

T1 - Preparation and polymerization of doubly functionalized polar norbornene derivatives

AU - Nishihara, Yasushi

AU - Inoue, Yoshiaki

AU - Takagi, Kentaro

PY - 2006/10/18

Y1 - 2006/10/18

N2 - We have previously reported the palladium-catalyzed cyanoesterification of norbornene derivatives with ethyl cyanoformate. Herein we report that the same reaction of norbornadiene with various alkyl cyanoformates (alkyl = Me, Et, nPr, iPr, nBu, tBu, and Bn) can smoothly undergo to afford doubly polar functionalized norbornene derivatives. This reaction is a novel and efficient method to obtain a monomer having both cyano and ester groups with exo-selectivity. The formed norbornene derivatives were polymerized through ring-opening metathesis polymerization (ROMP) by the second generation Grubbs' catalyst. The results of gel permeation Chromatographic (GPC), thermogravimetric (TG), and differential scanning calorimeter (DSC) analyses of the obtained polymers will also be discussed.

AB - We have previously reported the palladium-catalyzed cyanoesterification of norbornene derivatives with ethyl cyanoformate. Herein we report that the same reaction of norbornadiene with various alkyl cyanoformates (alkyl = Me, Et, nPr, iPr, nBu, tBu, and Bn) can smoothly undergo to afford doubly polar functionalized norbornene derivatives. This reaction is a novel and efficient method to obtain a monomer having both cyano and ester groups with exo-selectivity. The formed norbornene derivatives were polymerized through ring-opening metathesis polymerization (ROMP) by the second generation Grubbs' catalyst. The results of gel permeation Chromatographic (GPC), thermogravimetric (TG), and differential scanning calorimeter (DSC) analyses of the obtained polymers will also be discussed.

KW - Cyanoesterification

KW - Grubbs' catalysts

KW - Polar norbornenes

KW - Ring-opening metathesis polymerization

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M3 - Paper

AN - SCOPUS:33749679213

T2 - 55th SPSJ Annual Meeting

Y2 - 24 May 2006 through 26 May 2006

ER -

Preparation and polymerization of doubly functionalized polar norbornene derivatives

Abstract

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Keywords

ASJC Scopus subject areas

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