ROMP of t-butyl-substituted ferrocenophanes affords soluble conjugated polymers that contain ferrocene moieties in the backbone

被引：37

作者：

Heo, RW ^{[1
]}

Park, JS ^{[1
]}

Goodson, JT ^{[1
]}

Claudio, GC ^{[1
]}

Takenaga, M ^{[1
]}

Albright, TA ^{[1
]}

Lee, TR ^{[1
]}

机构：

[1] Univ Houston, Dept Chem, Houston, TX 77204 USA

来源：

TETRAHEDRON | 2004年 / 60卷 / 34期

关键词：

ring-opening metathesis polymerization (ROMP); soluble conjugated polymers; ferrocenophane;

D O I：

10.1016/j.tet.2004.06.067

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A substituted ferrocenophanc, 1,1'-((1-tert-butyl)-1,3-butadienylene)ferrocene, was synthesized and polymerized via ring-opening metathesis polymerization (ROMP) to give soluble high molecular weight polymers with ferrocenylene units in the backbone. The monomer readily underwent polymerization upon exposure to a tungsten-based metathesis initiator, W( CHC6H4-o-OMe) ( =NPh)[OCMe(CF3)(2)](2) (THF), to give high molecular weight polymers (M-w=ca. 300,000). The molecular weights could be varied systematically by adjusting the monomer-to-catalyst ratio. UV/vis spectra revealed a bathochromic shift for the polymer, consistent with enhanced conjugation compared to the monomer. The polymer exhibited thermal properties similar to oligomeric poly(ferrocenylene). Cyclic voltammetry of the polymer suggested that the iron centers are coupled electronically. Upon doping with 12 vapor, the polymers displayed semiconducting properties (o = 10(-5) S cm(-1)). Theoretical calculations were used to evaluate the nature of the bonding in these and related polymers. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：7225 / 7235

页数：11

共 73 条

[1]

Albright T.A., 1985, ORBITAL INTERACTIONS

[2]

ALLCOCK HR, 1992, SCIENCE, V3, P381

[3]

[Anonymous], 1986, Handbook of Conducting Polymers

[4]

[Anonymous], 1986, Handbook of Conducting Polymers