College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620, People's Republic of China.
J Colloid Interface Sci. 2011 Aug 15;360(2):690-4. doi: 10.1016/j.jcis.2011.04.071. Epub 2011 Apr 24.
Novel chiral molecules containing cationic groups, (N-[4-triethylammoniomethyl]-benzoyl ester)-ethyl lactate chloride and bi-(N-[4-triethylammoniomethyl]-benzoyl ester)-isosorbide chloride, were designed and synthesized. Chemical structures of the molecules were characterized by elemental analysis, FT-IR, and (1)H NMR. The photochemical properties of the chiral compounds and their textures in nematic liquid crystals (LCs) were investigated by optical rotation, circular dichroism (CD), and polarizing optical microscopy (POM). The novel chiral molecules exhibited good optical activity. The chiral compound based on a L-ethyl lactate chiral center had a left-handed configuration. The chiral compound based on an isosorbide chiral center had a right-handed configuration. The cationic polar groups did not affect the direction of optical rotation, but could effluence the molar rotation of chiral compounds. The mixtures with dopants showed oily streak textures. Doping of a nematic phase liquid crystal with the chiral molecules converted it to the cholesteric phase.
设计并合成了含有季铵阳离子的新型手性分子,(N-[4-三乙铵基甲基]-苯甲酰基乙酯)-乳酸乙酯氯盐和双-(N-[4-三乙铵基甲基]-苯甲酰基乙酯)-异山梨醇氯盐。通过元素分析、FT-IR 和 (1)H NMR 对分子的化学结构进行了表征。通过旋光度、圆二色性 (CD) 和偏光显微镜 (POM) 研究了手性化合物的光化学性质及其在向列液晶 (LC) 中的织构。新型手性分子表现出良好的光学活性。基于 L-乳酸乙酯手性中心的手性化合物具有左旋结构。基于异山梨醇手性中心的手性化合物具有右旋结构。阳离子极性基团不影响旋光方向,但会影响手性化合物的摩尔旋光度。掺杂手性分子的混合物呈现油丝织构。向列相液晶与手性分子掺杂后转变为胆甾相。