Molecular design of aza-methylene phenol compounds

Abstract

The molecular designs and syntheses of aza-methylene phenol compounds enhanced with (i) hydrophobic and (ii) hydrophilic groups are proposed. The ring opening reaction of benzoxazine is applied to preepare the aza-methylene backbone. The strategies are (i) to use different types of amine and (ii) the coupling of tosylated mehhyl ether polyethylene glycol onto the backbone at hydroxyl group. Molecular alignments induced from both strategies are detailed under the analyses of TGA, DSC, WAXD and optical microscope. In the case of (i), the changing in packing structure is evaluated by the high temperature attachment wide-angle X-ray diffractio system. The effects of the bulky group and the hydrophobic interaction at aza position of the backbone are comparatively studied based on the performance of aza-methylene backbone. In the case of (ii), the molecular alignment induced by polyethylene glycol chain is clarified by optical microscope. The spherulite phenomenon induced from the polyethylene glycol chain is reported.