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Issue 10, 2018
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Scandium-catalyzed copolymerization of myrcene with ethylene and propylene: convenient syntheses of versatile functionalized polyolefins

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Abstract

The copolymerization of myrcene with ethylene and propylene using half-sandwich scandium complexes bearing various auxiliary ligands has been examined. In the copolymerization of myrcene with ethylene, the THF-free aminobenzyl scandium complex bearing a relatively small cyclopentadienyl ligand (C5H5)Sc(CH2C6H4NMe2-o)2 (1) afforded diblock myrcene–ethylene copolymers with a high myrcene content and predominant cis-1,4-structure, whereas the analogous scandium complex with a larger cyclopentadienyl ligand (C5Me4SiMe3)Sc(CH2C6H4NMe2-o)2 (2) afforded multiblock myrcene–ethylene copolymers with different myrcene contents and a predominant 3,4-structure. In contrast, the THF-containing trimethylsilylmethyl scandium complex (C5Me4SiMe3)Sc(CH2SiMe3)2(THF) (3) afforded alternating myrcene–ethylene copolymers on using a sufficient amount of myrcene. More remarkably, the terpolymerization of myrcene with ethylene and propylene has also been realized using a scandium complex 3, yielding a new family of myrcene-based ethylene–propylene–diene rubbers (EPDM) with versatile C[double bond, length as m-dash]C double bonds in the main and side chains. By efficiently transforming the C[double bond, length as m-dash]C double bonds of the resulting myrcene-based EPDM into other polar groups, versatile functionalized polyolefins such as thioacetic acid, sulfoacid, and epoxidized, hydroxylated–chlorinated and furan functionalized polyolefins were obtained.

Graphical abstract: Scandium-catalyzed copolymerization of myrcene with ethylene and propylene: convenient syntheses of versatile functionalized polyolefins

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Supplementary files

Article information


Submitted
09 Jan 2018
Accepted
06 Feb 2018
First published
07 Feb 2018

Polym. Chem., 2018,9, 1223-1233
Article type
Paper

Scandium-catalyzed copolymerization of myrcene with ethylene and propylene: convenient syntheses of versatile functionalized polyolefins

X. Ren, F. Guo, H. Fu, Y. Song, Y. Li and Z. Hou, Polym. Chem., 2018, 9, 1223
DOI: 10.1039/C8PY00039E

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