Columnar Liquid Crystals from a Giant Macrocycle Mesogen. Issue 1 (30th November 2017)

• Record Type: Journal Article
• Authors: Kawano, Shin‐ichiro; Kato, Masahiro; Soumiya, Shinya; Nakaya, Masato; Onoe, Jun; Tanaka, Kentaro
• Is Part Of: Angewandte Chemie international edition. Volume 57:Issue 1(2018)
• Page Start: 167
• Page End: 171
• Publication Date: 2017-11-30
• Subjects: diindolocarbazole -- liquid crystals -- macrocycles -- nanospaces -- supramolecular chemistry; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201709542
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: Columnar liquid crystals composed of a giant macrocyclic mesogen were prepared. The giant macrocyclic mesogen has a square hollow with a 2.5 nm diagonal, which was bounded by diindolo[3, 2‐ b :2′, 3′‐ h ]carbazole (diindolocarbazole) moieties as the edges and bis(salicylidene)‐ o ‐phenylenediamine (salphen) moieties as the corners. The shape and size of the macrocycle were directly observed by scanning tunneling microscopy (STM). Each side of the bright square in the STM image corresponds to a diindolocarbazole moiety, and the length of the sides was consistent with the result of the single crystal analysis of diindolocarbazole. Finally, we successfully obtained a giant macrocycle with long and branched side chains, which exhibited a rectangular columnar LC phase over a wide temperature range. To the best of our knowledge, it contained the largest discrete inner space of any thermotropic columnar liquid crystal composed of macrocyclic mesogens. Abstract : Giant macrocycles were synthesized for formation of columnar liquid crystals. A linear and large π‐conjugated diindolocarbazole and phenylenediamine were utilized for the giant macrocycles possessing a large inner space as large as 2.5 nm in diagonal. The giant macrocycle exhibited thermotropic columnar liquid crystalline properties.