Rigid‐Rod Polyamides from 3,3′‐bis­(trifluoromethyl)‐4,4′‐diamino‐1,1′‐biphenyl

• DOI: 10.1002/macp.201500013
• Publication Date: 2015-05-06T19:05:42Z
• Authors: Sun Dal Kim; Taejoon Byun; Byungyong Lee; Sang Youl Kim; Im Sik Chung
• Keywords: Terephthaloyl chloride; Thermal Stability; Reactivity; Benzoyl chloride; Chloroacetyl chloride

A diamine monomer with trifluoromethyl groups, 3,3′‐bis(trifluoromethyl)‐4,4′‐diamino‐1,1′‐biphenyl, is synthesized from 5‐bromo‐2‐nitrobenzotrifluoride two steps. The model reaction monofunctional benzoyl chloride at room temperature gives the compound a quantitative yield. results of indicate that amine groups have sufficient reactivity in spite presence electron‐withdrawing and bulky group ortho position. polymerized terephthaloyl isophthaloyl N,N ‐dimethylacetamide (DMAc) or DMAc containing LiCl using pyridine as an acid acceptor temperature. All polymers are somewhat crystalline colorless. While meta‐linked polyamide ( PA2 ) shows excellent solubility polar aprotic solvents, para‐linked one PA1 dissolved solvents concentrated H 2 SO 4 . They show good thermal thermooxidative stability well high melting temperatures. image