Topochemical Polymerization of 7,7,8,8-Tetrakis(methoxycarbonyl)quinodimethane

Takahito Itoh, S. Nomura, Takahiro Uno, Masataka Kubo, Kazuki Sada, Mikiji Miyata

Angewandte Chemie International Edition · 2002 · 73 citations · 0 references

Concepts

Abstract

The difference in the crystal-packing mode of a monomer can significantly affect its polymerization reactivity. Synthesis of 7,7,8,8-tetrakis(methoxycarbonyl)quinodimethane (1) afforded two polymorphs: prisms (1 a), and needles (1 b). The former, 1 a, polymerized topochemically under thermal polymerization and photopolymerization (see scheme) but 1 b did not.