Polyimidazoles via aromatic nucleophilic displacement

Details Polyimidazoles via aromatic nucleophilic displacement Polyimidazoles via aromatic nucleophilic displacement

1991-07-19

1992-05-26

Kight, III, John

Synthetic resins or natural rubbers -- part of the class 520 ser

Synthetic resins

From phenol, phenol ether, or inorganic phenolate

528126, 528127, 528128, 528220, 528224, 528228, 528401, C08G 802

Patent

active

051169347

ABSTRACT:
Polyimidazoles (Pl) are prepared by the aromatic nucleophilic displacement reaction of di(hydroxyphenyl)imidazole monomers with activated aromatic dihalides or activated aromatic dinitro compounds. The reactions are carried out in polar aprotic solvents such as N,N-dimethylacetamide, sulfolane, N-methylpyrrolidinone, dimethylsulfoxide, or diphenylsulfone using alkali metal bases such as potassium carbonate at elevated temperatures under nitrogen. The di(hydroxyphenyl)imidazole monomers are prepared by reacting an aromatic aldehyde with a dimethoxybenzil or by reacting an aromatic dialdehyde with a methoxybenzil in the presence of ammonium acetate. The di(methoxyphenyl)imidazole is subsequently treated with aqueous hydrobromic acid to give the di(hydroxyphenyl)imidazole monomer. This synthetic route has provided high molecular weight Pl of new chemical structure, is economically and sythetically more favorable than other routes, and allows for facile chemical structure variation due to the availability of a large variety of activated aromatic dihalides and dinitro compounds.

REFERENCES:
patent: 5066811 (1991-11-01), Connell et al.
Radlmann et al., Chem. Abs. vol. 75, No. 26, 152165u.
Kuenzel et al., Chem. Abs. vol. 72, No. 4, 68047n.
Fargerfabriken, Chem. Abs. vol. 72, No. 12, 56103q.

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