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Synthesis of poly(enaminonitriles) containing arylate and aramide units, and their thermal properties
Author(s) -
Bae JangSoon,
Gong MyoungSeon
Publication year - 1996
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/macp.1996.021971131
Subject(s) - terephthaloyl chloride , chemistry , thermal stability , polymer chemistry , differential scanning calorimetry , thermal decomposition , benzene , dimethylformamide , curing (chemistry) , polymer , chloride , organic chemistry , solvent , condensation polymer , physics , thermodynamics
Various aromatic diamines with preformed arylate and aramide linkages were obtained by the reaction of p ‐nitrobenzoyl chloride with aromatic diols and diamines, and terephthaloyl chloride with p ‐nitrophenol and p ‐nitroaniline, followed by hydrogenation. New poly(enaminonitriles) containing arylate or aramide units in the main chain were prepared by reacting p ‐bis(1‐chloro‐2,2‐dicyanovinyl)benzene ( 2 ) with the corresponding ester‐ or amide‐containing aromatic diamines. These polymers possess intrinsic viscosities of 0.38–0.53 dL/g. They are easily soluble in polar aprotic solvents such as dimethyl sulfoxide, N , N ‐dimethylformamide and N ‐methyl‐2‐pyrrolidone. Hard and brittle films were easily cast from DMF solutions. These polymers show a broad exothermic peak in differential scanning calorimetry and undergo a curing reaction around 350°C to form insoluble materials. Almost all the poly(enaminonitriles) exhibited no appreciable decomposition below 400°C, 10% weight loss being recorded above 450°C, and a good thermal stability of 83–92% residual weight at 500°C.