在系列一中成功合成出以-enaminoketonates為配位基2ad，並與boron difluoride (BF2)形成錯合物1ad，其中1a及2a皆具有桿狀液晶的性質，藉由增加兩側烷氧鏈數目的化合物1bc及2bc則誘導出盤狀液晶相，而改變中心結構苯環為間位的化合物1d及2d並無液晶相的生成。並且由化合物1b (n = 8)單晶結構可得知，中心的硼原子為四面體，兩側苯環與配位結構環兩面角夾45.141，分子較不平面，且分子間的F-H氫鍵作用力過多，因此導致了化合物1b (n = 8)無液晶相的生成。化合物1ac的最大吸收波長及最大放光波長皆比化合物2ac紅位移，放光波長在溶液態λmax = 591644 nm而在固態時其放光在λmax = 604653 nm，在固態螢光光譜中化合物1a-c之放光波長皆比在溶液中紅位移，為J-aggregate現象發生。 第二系列成功合成出含有兩個pyrazole及isoxazole之對稱同雜環化合物3a-b，藉由引入雜環系統、改變分子軟硬端比及引入氫氧基來觀察以上因素對化合物液晶行為的影響，其中含pyrazole之化合物3a為桿狀液晶；而含isoxazole之化合物3b則不具有液晶性質。經由偏光紋理圖與powder X-ray diffraction實驗結果可判定，化合物4具有N相及SmC相，而含pyrazole之化合物3a則為SmA相。 第三系列成功合成出含有兩個pyrazole及1,3,4-oxadiazole之對稱同雜環化合物5a-b，藉由引入雜環系統及改變分子軟硬端比來觀察對化合物液晶行為的影響，此兩種化合物5a及5b皆為桿狀液晶。經由偏光紋理圖與powder X-ray diffraction實驗結果可判定，含pyrazole之化合物5a為SmA相，而化合物5b則具有N相及SmC相。化合物5b經240 nm波長的光激發後放出427 nm的紫光。 ;In the first part, one new series of bis(boron difluoride) complexes 1ad derived from substituted -enaminoketonates 2ad were successfully synthesized, in which both 1a and 2a exhibit rod-like mesogen behavior. Increasing the number of terminal alkyl chains, compounds 1ac and 2ac exhibit columnar mesogen behaviour. Compounds 1d and 2d did not exhibit liquid crystal behaviour because of their bent stuctures. One single crystal and molecular structure of nonmesogenic BF2 complex 1b (n = 8) was resolved and the geometry of the central boron atom was tetrahedron. A larger dihedral angle of 45.141 between the phenyl rings and coordination structure ring observed in crystal lattice and excessive intermolecular hydrogen bonds were contributed to the lack of liquid crystallinity. The maximum absorption and the maximum luminescent emission of the compound 1ac were red-shifted compared to the compound 2ac. The luminescent emission of the compound 1ac in the solid state (λmax = 604653 nm) were red-shifted compared to in the solution (λmax = 591644 nm) because of the J-aggregate. In the second part, a system of twin mesogens containing pyrazoles and isoxazoles was synthesized and characterized by 1H NMR, 13C NMR, Mass spectrometry and Elementary anaylysis. In this experiment, the effect of the above factors on the liquid crystal behavior of the compound was observed by introducing a heterocyclic system, changing the ratio of the hard and soft terminals and introducing a hydroxyl group. The results of POM and powder X-ray diffraction experiments indicate that the compound 4 exhibit SmC and N phase and the compound 3a exhibit SmA phase. Compound 3b did not exhibit liquid crystal behavior. In the third part, a system of twin mesogens containing pyrazoles and 1,3,4-oxadiazoles was successfully synthesized. In this experiment, the effect of the above factors on the liquid crystal behavior of the compound was observed by introducing a heterocyclic system and changing the ratio of the hard and soft terminals. The results of POM and powder X-ray diffraction experiments indicate that the compound 5a exhibit SmA phase and the compound 5b exhibit SmC and N phase. Compound 5b emitted a pronounced violet emission at λmax = 427 nm in solution at room temperature
