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Synthesis and Characterization of New Soluble Cardo Aromatic Polyamides Bearing Diphenylmethylene Linkage and Norbornyl Group
Author(s) -
Liaw DerJang,
Liaw BeenYang,
Yang ChaoMin
Publication year - 2001
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/1521-3935(20010601)202:9<1866::aid-macp1866>3.0.co;2-z
Subject(s) - polymer chemistry , chemistry , condensation polymer , thermal stability , glass transition , pyridine , organic chemistry , polymer , fluorene
In this work, two kinds of new cardo dicarboxylic acids containing a diphenylmethylene linkage and a pendant norbornyl group were prepared from p ‐fluorobenzonitrile and bis(4‐hydroxphenyl)diphenylmethane and 2,2‐bis(4‐hydroxyphenyl)norbornane, respectively, via aromatic nucleophilic substitution reaction followed by hydrolysis. Several newpolyamides were prepared by direct polycondensation of the dicarobxylic acids and various aromatic diamines. The polymers were produced with moderate to high inherent viscosities of 0.72–1.35 dL·g –1 . Nearly all the polymers were readily soluble in polar solvents such as N ‐methyl‐2‐pyrrolidinone, N , N ‐dimethylacetamide, N , N ‐dimethylformamide, and dimethyl sulfoxide, as well as in less polar solvents such as pyridine and cyclohexanone, and also in tetrahydrofurane. All of the polymers were amorphous and the films had a tensile strength and tensile modulus above 82 MPa and 2.0 GPa, respectively. These polyamides had glass transition temperatures between 235–280°C and 10% weight loss temperatures in the range of 500–538 and 515–540°C in nitrogen and air atmosphere, respectively. Polyamides with a diphenylmethylene linkage showed higher thermal stability than those with a norbornyl group due to the presence of the phenyl groups.