Thermoplastic polyphenoxyquinoxaline and method of preparing...

Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – From phenol – phenol ether – or inorganic phenolate

Reexamination Certificate

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C528S128000

Reexamination Certificate

active

08071710

ABSTRACT:
The manufacture of polyetherquinoxalines may be accomplished by polymerization of quinoxaline and related monomers with a bisphenol under aromatic nucleophilic substitution reaction conditions. A method of manufacture includes contacting a substituted or unsubstituted quinoxaline having replaceable groups at the 2,3 positions with a bisphenol or a bisphenol derivative under aromatic nucleophilic substitution reaction conditions. The resulting polyetherquinoxalines contain quinoxaline groups joined by ether linkages at the 2 and 3 positions of the quinoxaline groups. In one example, the polyetherquinoxaline has a formula represented aswherein “n” is an integer from 1 to 10000, and R1, R2, R3, R4are independently hydrogen, methyl, CF3, tert-butyl, benzoyl, benzenesulfonyl, a sulfonic acid salt, an aliphatic group, an alicyclic group, or an aryl group, and Ar is an aromatic radical. These melt-processable polyetherquinoxalines can be prepared under relatively mild conditions, have excellent thermal and mechanical properties, and are organo-soluble, transparent and colorless thermoplastics.

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Heterocycle-Activated Aromatic Nucleophilic Substitution: Poly(aryl ether phenylquinoxalines) by J. Hedrick, R. Twieg, T. Matray, and K. Carter; Macromolecules, vol. 26, No. 18 (1993), pp. 4833-4839.
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J. Hedrick et al., Heterocycle-Activated Aromatic Nucleophilic Substitution: Poly(aryl ether phenylquinoxalines). 2, Macromolecules, 1993, pp. 4833-4839, vol. 26, No. 18, American Chemical Society.
James L. Hedrick et al., Poly(aryl ether-phenylquinoxalines), Macromolecules, 1990, pp. 1561-1568, vol. 23, No. 6, American Chemical Society.

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