Abstract
High-purity, symmetrically substituted perylene and naphthalene bisimides were obtained by hydrothermal condensation of monoamines with the corresponding bisanhydride. The hydrothermal imidization proceeds quantitatively, without the need for organic solvents, catalysts or excess of the amines.
Highlights
High-purity, symmetrically substituted perylene and naphthalene bisimides were obtained by hydrothermal condensation of monoamines with the corresponding bisanhydride
We recently reported that fully aromatic polyimides can be synthesized by so-called hydrothermal polymerization (HTP).[23]
In the ATR-FTIR spectra of n-CnPBIs (ESI†), we find the for PBIs characteristic imide modes (1693 cmÀ1 and 1654 cmÀ1)
Summary
High-purity, symmetrically substituted perylene and naphthalene bisimides were obtained by hydrothermal condensation of monoamines with the corresponding bisanhydride. Nagao & Misono and Huang et al have used H2O/ROH mixtures as solvents for the synthesis of perylene monoimide monoanhydrides, which were in both cases the major products (E80%), and PBIs only formed in minority (E20%).[25,26] Given that these reports (and Langhals’ method) employ important excesses of the monoamines, it is most fascinating that fully condensed PBIs can be obtained hydrothermally without any additives at equimolar reactant ratio.
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