Ring-Opening Metathesis Polymerization of Nitrile Substituted cis-Cyclooctenes

被引：11

作者：

Schneider, Martin F. ^{[1
]}

Gantner, Carola ^{[1
]}

Obrecht, Werner ^{[2
]}

Nuyken, Oskar ^{[1
]}

机构：

[1] Tech Univ Munich, Wacker Lehrstuhl Makromol Chem, D-85748 Garching, Germany

[2] LANXESS Deutschland GmbH, Business Unit TRP, Intellectual Property Strategy, D-51369 Leverkusen, Germany

来源：

MACROMOLECULAR RAPID COMMUNICATIONS | 2010年 / 31卷 / 19期

关键词：

cyclooctene; cyclopolymerization; nitrile; ring-opening; metathesis polymerization (ROMP); ruthenium catalyst; CROSS-METATHESIS; CATALYSTS; ROMP;

D O I：

10.1002/marc.201000301

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

New nitrile-containing polymers have been synthesized by ring-opening metathesis polymerization of cis-cyanocyclooct-4-ene and cis-1,2- dicyanocyclooct-5-ene with a 2nd generation Grubbs catalyst [(H 2IMes)(PCy3)Cl2Ru=CHPh] (H2IMes=N,N0- bis(mesityl)-4,5-dihydroimidazol-2-ylidene). With increasing content of nitrile moieties on the cyclooctene ring the reaction rates decrease from cis-cyclooctene to cis-cyanocyclooct-4-ene and cis-1,2-dicyanocyclooct-5-ene. Contrary to commercially available nitrile rubbers (unhydrogenated and hydrogenated butadiene/acrylonitrile copolymers) in which double bonds, nitrile moieties, and methylene bridges are randomly distributed along the main chain, the new polymers show a regular distribution of structural entities. © 2010 WILEY-VCH Verlag GmbH & Co. KGa.

引用

页码：1731 / 1735

页数：5

共 22 条

[1] The metathesis reactions: from a historical perspective to recent developments [J].

Astruc, D .

NEW JOURNAL OF CHEMISTRY, 2005, 29 (01) :42-56

[2] Living ring-opening metathesis polymerization [J].

Bielawski, Christopher W. ;

Grubbs, Robert H. .

PROGRESS IN POLYMER SCIENCE, 2007, 32 (01) :1-29

[3]

Black G., 2003, HDB METATHESIS, V3, P2

[4] Cross-metathesis reaction. Generation of highly functionalized olefins from unsaturated alcohols (vol 624, pg 327, 2001) [J].

Cossy, J ;

BouzBouz, S ;

Hoveyda, AH .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 634 (02) :215-221

[5] Ruthenium-initiated ROMP of nitrile monomers [J].

Demel, S ;

Riegler, S ;

Wewerka, K ;

Schoefberger, W ;

Slugovc, C ;

Stelzer, F .

INORGANICA CHIMICA ACTA, 2003, 345 :363-366

[6]

DIEDRICH KM, 2009, ULLMANNS ENCY IND CH, P69

[7]

EISELE U, 1992, J APPL POLYM SCI APP, V50, P185

[8] RING-OPENING METATHESIS POLYMERIZATION OF FUNCTIONALIZED CYCLOOCTENES BY A RUTHENIUM-BASED METATHESIS CATALYST [J].

HILLMYER, MA ;

LAREDO, WR ;

GRUBBS, RH .

MACROMOLECULES, 1995, 28 (18) :6311-6316

[9] Synthesis of unsaturated amino alcohols through unexpectedly selective Ru-catalyzed cross-metathesis reactions [J].

Hoveyda, HR ;

Vézina, M .

ORGANIC LETTERS, 2005, 7 (11) :2113-2116

[10]

IVIN KJ, 1997, OLEFIN METATHESIS ME, P375

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