화학공학소재연구정보센터
Journal of Applied Polymer Science, Vol.117, No.2, 1184-1192, 2010
Synthesis and Properties of New Thermally Stable and Optically Active Organosoluble Poly(ether-amide-imide)s Containing Bicyclo Segment in the Main Chain
N,N'-(bicyclo[2,2,2]oct-7-ene-tetracarboxylic)-bis-L-amino acids 3a-f were synthesized by the condensation reaction of bicyclo[2,2,2]oct-7-ene-2,3,5,6-tetracarboxylic dianhydride 1 with two equimolars of L-alanine 2a, L-valine 2b, L-leucine 2c, L-isoleucine 2d, L-phenyl alanine 2e and L2-aminobutyric acid 2f in an acetic acid solution. Also 1,4-bis[4'-nitrophenoxy]butane 6 was prepared by reaction of 4-nitrophenol 4 with 1,4-dibromo butane 5 in DMF solution. Then dinitro 6 was reduced to 1,4-bis[4'-aminophenoxy]butane 7 by using 10% Pd-C, ethanol and hydrazine monohydrate. Then, six new poly(ether-amide-imide)s PEAIs 8a-f were synthesized through the direct polycondensation reaction of six chiral N,N'-(bicyclo[2,2,2]oct-7-ene-tetracarboxylic)-bis-L-amino acids 3a-f with diamine 7 by direct polycondensation methods in a medium consisting of N-methyl-2-pyrrolidone (NMP)/triphenyl phosphite (TPP)/calcium chloride (CaCl2)/pyridine (Py). The polymerization reaction produced a series of organsoluble and thermally stable poly (ether-amide-imide)s 8a-f with high yield. The resulted polymers were fully characterized by means of FTIR, H-1-NMR spectroscopy, elemental analyzes, inherent viscosity, specific rotation and solubility tests. Data obtained by thermal analysis (TGA and DTG) revealed that these polymers show good thermal stability. (C) 2010 Wiley Periodicals, Inc. J Appl Polym Sci 117: 1184-1192, 2010