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Synthesis and characterization of new polyamides and polyimides prepared from 2,2‐bis[4‐(4‐aminophenoxy)phenyl]adamantane
Author(s) -
Liaw DerJang,
Liaw BeenYang
Publication year - 1999
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/(sici)1521-3935(19990601)200:6<1326::aid-macp1326>3.0.co;2-0
Subject(s) - glass transition , polymer chemistry , condensation polymer , triphenyl phosphite , adamantane , polyamide , pyridine , thermogravimetric analysis , polymer , ether , materials science , amorphous solid , diamine , chemistry , organic chemistry
In this work, we synthesized a new diamine containing a pendant adamantane group and a flexible aryl ether unit, 2,2‐bis[4‐(4‐aminophenoxy)phenyl]adamantane ( BAPA ) in three steps starting from 2‐adamantanone. A series of new polyamides having inherent viscosities of 0.72–0.90 dL·g –1 were prepared by direct polycondensation with aromatic dicarboxylic acids using triphenyl phosphite and pyridine as condensing agents. All polymers revealed an amorphous nature and were almost readily soluble in a variety of polar solvents. The glass transition temperature of these polyamides range from 254–294°C. The polyamides remain fairly stable up to a temperature around 450°C and lose 10% weight between 490 and 524°C in nitrogen atmosphere. A series of new polyimides were also synthesized from BAPA and various aromatic tetracarboxylic dianhydrides by the conventional two‐step method. The inherent viscosities of polyimides were in the range of 0.66–0.77 dL·g –1 . The polyimides are amorphous and have glass transition temperatures between 276 and 310°C. Thermogravimetric analyses demonstrated that almost all polymers are stable up to 450°C, and the 10% weight loss temperatures were recorded in the range of 515 to 541°C in nitrogen.