Synthesis and Mesomorphic Properties of Liquid Crystals with 5-(4-Alkoxyphenylethynyl)tropolone

IF 1.6 4区农林科学 Q3 CHEMISTRY, APPLIED Journal of oleo science Pub Date : 2024-02-02 DOI:10.5650/jos.ess23216

Kanji Kubo, Daiki Kuribayashi, Seiji Ujiie, Akira Mori

引用次数: 0

Abstract

New troponoid liquid crystals with 5-(4-alkoxyphenylethynyl)tropolone cores were synthesized. The 5-(4-alkoxyphenylethynyl)tropolones were obtained by the palladium-catalyzed cross-coupling of 5-iodotropolone with 4-alkoxyphenylacetylenes. The 2-alkoxy-5-(4-alkoxyphenylethynyl)tropones (1A) showed enantiotropic smectic phases, such as smectic A, C, and B. The 2-(4-alkoxy)benzoyloxy-5-(4-alkoxyphenylethynyl)tropones (1B) had enantiotropic nematic and smectic C phases. The 2-alkoxytropone derivatives (1A) had higher clearing temperatures and lower melting points than the corresponding benzene derivatives (2A). However, the 2-(4-alkoxybenzoyl)tropone derivatives (1B) had lower clearing temperatures and higher melting points than the corresponding benzene derivatives (2B).

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5-(4-烷氧基苯乙炔基)三苯丙酮液晶的合成与介形特性

合成了以 5-(4-烷氧基苯乙炔基)巯基酮为核心的新型类巯基液晶。通过钯催化 5-iodotropolone 与 4-alkoxyphenylacetylenes 的交叉偶联得到了 5-(4-alkoxyphenylethynyl)tropolone。2-(4-烷氧基)苯甲酰氧基-5-(4-烷氧基苯乙炔基)托品酮(1A)显示出各向同性的光滑相，如光滑的 A、C 和 B 相；2-(4-烷氧基)苯甲酰氧基-5-(4-烷氧基苯乙炔基)托品酮(1B)具有各向同性的向列相和光滑的 C 相。与相应的苯衍生物（2A）相比，2-烷氧基托品衍生物（1A）的清澈温度更高，熔点更低。然而，与相应的苯衍生物（2B）相比，2-（4-烷氧基苯甲酰基）托品衍生物（1B）的清澈温度较低，熔点较高。

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来源期刊

Journal of oleo science CHEMISTRY, APPLIED-FOOD SCIENCE & TECHNOLOGY

CiteScore

3.20

自引率

6.70%

发文量

173

审稿时长

3 months

期刊介绍： The J. Oleo Sci. publishes original researches of high quality on chemistry, biochemistry and science of fats and oils such as related food products, detergents, natural products, petroleum products, lipids and related proteins and sugars. The Journal also encourages papers on chemistry and/or biochemistry as a major component combined with biological/ sensory/nutritional/toxicological evaluation related to agriculture and/or food.

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