Synthesis of Bromoacetophenone Derivatives as Starting Monomers for β-O-4 Type Artificial Lignin Polymers

Abstract

Guaiacyl, syringyl, and p-hydroxyphenyl-type bromoacetophenone derivatives were synthesized as the starting materials for β-O-4 type artificial lignin polymers. They were prepared from 4-hydroxyacetophenone instead of 4-hydroxybenzaldehyde, which was used in the previous investigations. The new route required 4 reaction steps. Overall yields of the monomers were 60, 79, and 68%, respectively.

Keywords:

• β
• O-4 bond
• linear polymer
• model compounds
• polymerization
• Williamson ether formation

A part of this study was presented at the 50th Lignin Symposium in Nagoya, Japan October 2005).

The authors thank Prof. Dr. Nakatsubo at Kyoto University for his suggestions during this research