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Development of novel bistolane-based liquid crystalline molecules with an alkylsulfanyl group for highly birefringent materials

机译:用烷基磺酰基具有高度双折射材料的新型基亚烷基液晶分子的研制

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In order to generate high-birefringence liquid crystal (LC) materials, the introduction of highly polarisable groups into the terminal positions of the mesogen represents one of the most important design strategies. Even though the alkylsulfanyl group is a potentially interesting option for this purpose, it has so far been very difficult to obtain enantiotropic mesophases for LCs containing this group. Herein, we report novel high-birefringence LC molecules based on 1,4-bis(2-phenylethynyl)benzene (bistolane) with alkylsulfanyl groups in the terminal positions. The incorporation of a fluorine atom into the central benzene ring of an alkylsulfanyl-substituted bistolane led to the formation of a well-defined enantiotropic nematic phase. In contrast, the nonfluorinated analogue with alkylsulfanyl groups did not exhibit a mesophase. In comparison with an alkoxy-substituted derivative, the birefringence of the alkylsulfanyl-substituted analog was substantially higher (Δ n = 0.42 at 550 nm). Furthermore, the birefringence properties of the alkylsulfanyl-substituted derivative were observed to be proportional to the order parameter and largely temperature-dependent over the entire temperature range. These results thus provide not only fundamental insights into structure–reactivity relations, but also furnish practical design principles for the synthesis of new sulfur-containing, rod-shaped LC materials with optical applications.
机译:为了产生高双折射液晶(LC)材料,将高热的组引入介质的末端位置代表了最重要的设计策略之一。尽管烷基磺酰基为此目的是潜在的有趣选择,但到目前为止已经非常难以获得含有该组的LCs的脱嗜肝硬化的中间蛋白酶。在此,我们将基于1,4-双(2-苯基乙炔基)苯(Bistolane)的新型高双折射率LC分子与端子位置中的烷基磺酰基报告。将氟原子掺入烷基磺基 - 取代的小硼烷的中央苯环中,LED导致形成良好鉴定的脱蚁磷酸型向列。相反,与烷基磺基基的非氟化物类似物没有表现出中间相糖。与烷氧基取代的衍生物相比,烷基磺酰基取代的类似物的双折射基本上高(δn= 0.42,550nm)。此外,观察到烷基磺酰基取代的衍生物的双折射性质与订单参数成比例,并且在很大程度上依赖于整个温度范围。因此,这些结果不仅提供了对结构 - 反应性关系的根本洞察,而且还提供了用于合成具有光学应用的新型含硫,棒状LC材料的实用设计原理。

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