2,5,-Dimethoxy-and 2,5-di-n-butoxy-,4-benzoquinone Reactions and Polymerization with 1,6-hexanediamine
Document Type
Article
Publication Date
10-1-1991
Department
Polymers and High Performance Materials
Abstract
The serendipitous formation of 2,5-dimethoxy-1,4-benzoquinone is reported from the reaction of 1,4-benzoquinone with methanol, DABCO, and paraformaldehyde. This monomer, and its di-n-butoxy analog, are also available from 2,5-dihydroxy-1,4-benzoquinone. These materials are capable of novel polycondensation reactions with diamines such as 1,6-hexanediamine. Use of m-cresol as polymerization solvent gave a dark, insoluble product while various amide solvents lead to orange or pink polymers that had average degrees of polymerization from 5 up to > 30. These polymers, plus model compounds obtained from 1-aminopropane and N,N'-dimethyl-1,6-hexanediamine, were characterized by FTIR, solution, and solid-state NMR.
Publication Title
Journal of Polymer Science Part A: Polymer Chemistry
Volume
29
Issue
11
First Page
1633
Last Page
1638
Recommended Citation
Colletti, R. F.,
Stewart, M. J.,
Taylor, A. E.,
MacNeill, N. J.,
Mathias, L. J.
(1991). 2,5,-Dimethoxy-and 2,5-di-n-butoxy-,4-benzoquinone Reactions and Polymerization with 1,6-hexanediamine. Journal of Polymer Science Part A: Polymer Chemistry, 29(11), 1633-1638.
Available at: https://aquila.usm.edu/fac_pubs/7080