Preparation of polyamides derived from 1,6‐diamantane dicarboxylic chloride by solution polycondensation and interfacial polycondensation

Abstract

Abstract1,6‐Diamantane dicarboxvlic acyl chloride (I) was used as a monomer with various aromatic diamines to synthesize polyamides by interfacial polycondensation and solution polycon‐densation. The polyamides prepared by interfacial polycondensation had inherent viscosities between 0.38 and 0.15 dL/g. The polyamides prepared by solution polycondensation had inherent viscosities between 0.62 and 0.25 dL/g. The polyamides IIIa prepared by solution polycondensation showed the main melting transition at 380°C by dynamic mechanical analysis. In addition, it was quite temperature‐stable and maintained good mechanical properties (G′⋐108 Pa) up to high temperatures close to the main transition well above 350°C. The polyamide IIIA had a tensile strength of 35 MPa, elongations to break of 10%, and initial modulus of 0.8 GPa. Some of the polyamides were soluble in NMP, DMAc, and DMSO, depending on soft segment moiety of diamine (II). The polyamides prepared by interfacial polycondensation have a greater tendency to form crystal than those prepared by solution polycondensation, as evidenced by x‐ray diffraction studies. These polyamides had glass transition temperatures in the 270–300°C range, and 5% weight loss temperatures up to 435°C in nitrogen. © 1995 John Wiley & Sons, Inc.