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Synthesis and characterization of new cardo polyamides and polyimides containing tert ‐butylcyclohexylidene units
Author(s) -
Liaw DerJang,
Liaw BeenYang,
Chung ChaoYi
Publication year - 2000
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(20000901)201:14<1887::aid-macp1887>3.0.co;2-a
Subject(s) - polymer chemistry , monomer , glass transition , tetrahydrofuran , polymer , materials science , polyamide , solubility , cyclohexanone , ultimate tensile strength , condensation polymer , pyridine , chemistry , organic chemistry , composite material , catalysis , solvent
A new cardo diamine monomer, 1,1‐bis[4‐(4‐aminophenoxy)phenyl]‐4‐ tert ‐butylcyclohexane containing tert ‐butylcyclohexylidene units was prepared in three steps from 4‐ tert ‐butylcyclohexanone. The monomer was reacted with various aromatic dicarboxylic acids and tetracarboxylic dianhydrides to produce polyamides and polyimides, respectively. All the polymers, characterized by X‐ray diffraction, are amorphous. These cardo polymers exhibit good solubility in a variety of solvents. Almost all polymers are soluble in N ‐methyl‐2‐pyrrolidone (NMP), N,N ‐dimethylacetamide (DMAc), N,N ‐dimethylformamide (DMF), dimethyl sulfoxide (DMSO), pyridine, and even in tetrahydrofuran (THF) and cyclohexanone. The polymers show glass transition temperatures between 244–310°C and decomposition temperatures at 10% mass loss ranging from 486–526°C in nitrogen. The tough and flexible polymer films have tensile strength of 77–137 MPa, elongations at break of 5–14%, and tensile moduli of 2.0–2.6 GPa.