1990 Fiscal Year Final Research Report Summary

Chemoselective Polyamidation

Research Project

Project/Area Number	01550706
Research Category	Grant-in-Aid for General Scientific Research (C)
Allocation Type	Single-year Grants
Research Field	高分子合成
Research Institution	Facluty of Engineering, Yamagata University
Principal Investigator	UEDA Mitsuru Faculty of Engineering, Yamagata University, 工学部, 教授 (20007199)
Project Period (FY)	1989 – 1990
Keywords	Chemoselctive / Polyamide / Activating Agent / Decarboxylic Acids / Diamines / Aminolysis / Acidity / Direct Polycondensation
Research Abstract	A convenient method for the synthesis of polyamides containing hydroxyl, amino, and carboxyl substituents on the aromatic rings of the backbones has been developed. These polymers were prepared readily by the chemoselctive polyamidation of dicarboxylic acids with diamines containing various functional groups using the activating agent diphenyl-(2,3-dihydro-2-thioxo-3-benzoxazolyl) phosphonate. The direct polycondensation (one-step) of 5-hydroxy or 5-aminoisophthalic acid with diamines proceeded smoothly under mild conditions and produced the desired polyamides with inherent viscosities up to 0.92 dl/g. Furthermore, the carboxyl substituted polyamides from dicarboxylic acids and 3, 5-diaminobenzoic acid were prepared by the two-step procedure. The model reaction was studied in detail to demonstrate the feasibility of the chemoselective polyamidation.