Gonçalves Itamar L, da Rosa Rafaela R, Eifler-Lima Vera L, Merlo Aloir A
Laboratório de Síntese Orgânica Medicinal/LaSOM, Faculdade de Farmácia, Universidade Federal do Rio Grande do Sul, Avenida Ipiranga, Porto Alegre/RS, Brazil.
CENIMAT/i3N, Departamento de Ciência dos Materiais, Faculdade de Ciências e Tecnologia, Universidade NOVA de Lisboa, 2829-516 Caparica, Portugal.
Beilstein J Org Chem. 2020 Feb 6;16:175-184. doi: 10.3762/bjoc.16.20. eCollection 2020.
A series of novel thiourea and amide liquid crystals containing 5-membered isoxazoline and isoxazole rings were synthetized and the liquid crystal properties studied. Thioureas were obtained using a condensation reaction of benzoyl chlorides, arylamines and ammonium thiocyanate. The amides, on the other hand, were the byproduct of a quantitative reaction which used potassium cyanate as the starting material. Thiourea and amide derivatives were predominantly SmA mesophase inductors. A nematic mesophase was observed only for thioureas and amides containing an isoxazole ring. Additionaly, the liquid crystal behavior was also dependent on the relative position of nitrogen and oxygen atoms on the 5-membered heterocycle.
合成了一系列含有五元异恶唑啉环和异恶唑环的新型硫脲和酰胺类液晶，并对其液晶性能进行了研究。硫脲是通过苯甲酰氯、芳胺和硫氰酸铵的缩合反应制得的。另一方面，酰胺是使用氰酸钾作为起始原料的定量反应的副产物。硫脲和酰胺衍生物主要是向列相（SmA）介相诱导剂。仅在含有异恶唑环的硫脲和酰胺中观察到向列相介相。此外，液晶行为还取决于五元杂环上氮原子和氧原子的相对位置。
