Synthesis and chacterization of chiral amide poss and polyimide

Abstract

The objectives of this work are to demonstrate facile routes to synthesize novel chiral molecular derivatives by reacting chiral compounds; menthyl chloroformate or mandelic acid; with octaaminophenyl silsesquioxane (OAPS) to be basic information for studying the reaction of amine functional groups and chiral compounds. Their chemical structures were confirmed by Fourrier Transform Infrared Spectroscopy (FT-IR) and Nuclear Magnetic Resonance spectroscopy (1H NMR). A further objective is to synthesize polyimide (PI) films containing chirals in side chain. The polyimide was prepared by two steps copolymerization of 4,4́-hexaflu oroisopropylidene diphthalic anhydride (6FDA), 4,4́-oxydianiline (ODA) and 3,3'-diaminobezidine (4AM) in N-methyl-2-pyrrolodone (NMP), and chemical structure of PI was confirmed by FT-IR and the texture of PI film was shown by optical microscope. Then PI containing side-chains was prepared and its chemical structure was confirmed by FT-IR and 1H NMR and the texture of PI film was shown by optical microscope. It can be see that the chiral amide was prepared by condensation reaction of OAPS and polyimide with chiral compounds; mandelic acid and menthyl chloroformate. From FT-IR and 1H NMR spectrum, they confirmed the functional group of amide which indicated the incorporation of OAPS and polyimide with mandelic acid or menthyl chloroformate.