Synthesis of polyarylene homopolymers and copolymers via nickel(0)-catalyzed homocoupling of arylenebismesylates derived from bisphenols |
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Authors: | V Percec M Zhao J -Y Bae A D Asandei D H Hill |
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Affiliation: | (1) The W. M. Keck Laboratories for Organic Synthesis, Department of Macromolecular Science, Case Western Reserve University, Cleveland, OH 44106-7202, USA, US |
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Abstract: | A general and inexpensive procedure for the synthesis of poly(arylene)-type homopolymers and copolymers containing alternating
oligophenylene and a functional group (X) (e.g. X = −O−, −CO−, −SO2−, −C(CH3)2−, −CH2−CH(Et)−, etc) is described. The synthetic method is based on the Ni(0)-catalyzed homocoupling of aryl bismesylates (MsOAr−X−ArOMs)
derived from bisphenols. Symmetric X groups lead to regioregular crystalline and insoluble polymers whereas bulky, asymmetric
X groups or the incorporation of comonomers yield regioirregular polymers and, respectively, copolymers with decreased crystallinity
and increased solubility. This new synthetic method can be applied to the preparation of polymers with controlled rigidity
which are amorphous, crystalline or liquid crystalline.
Received: 22 January 1997/Accepted: 24 February 1997 |
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