The Discotic Phase of Uro-Porphyrin I Octa-N-Dodecyl Estei

Synthesis of Cu(II) and Ni(II) Phthalocyanines Bearing Nitro and 4-(1-Methyl-1-phenylethyl)phenoxy Groups

“…At the first stage, the ability of phthalocyanines 2-5 to form mesophases, typical for discotic mesogens (DM), was predicted. At the second stage, the synthesis of the initial phthalonitrile with nitro-and 4-(1-methyl-1-phenylethyl)phenoxy groups was carried out, on the basis of which the corresponding copper and nickel phthalocyanine derivatives of different structures were obtained (2)(3)(4)(5). At the third stage, the spectral and mesomorphic properties and thermodegradation processes upon the application of heat of synthesized bifunctional-substituted phthalocyanines were investigated.…”

“…[3] The first proof of liquid crystallinity of porphyrin derivatives was obtained in the 1990s and it immediately drew attention to these mesogens in the aspect of studying the influence of the features of their structure on mesomorphic properties and the type of supramolecular organization. [1,[4][5][6] The steadily increasing interest to the mesomorphism of phthalocyanine derivatives is determined by the unique properties of these compounds: one-dimensional conductivity along the column axis, [7] high thermal and chemical stability, [8] the ability to vitrify, [9,10] photoactivity, [11][12][13] absorption in the visible and near-IR regions of the spectrum, [14] sensing, [15] and photoconduction [16] which suggest a great potential for their use as nanomaterials.…”

“…[1,4,17,18] It was later shown that the presence of aliphatic substituents was not absolutely necessary for the formation of columnar mesophases. [19] The so-called flying-seeds-like compounds (FSLM) synthesized by Ohta et al, [20][21][22][23][24] unlike classical discotic mesogens, did not contain extended aliphatic substituents in the molecule.…”

Self-assembled 1D Semiconductors: Liquid Crystalline Columnar Phase

“…Phthalocyanine and porphyrin aromatic cores substituted with alkyl chains at the periphery were known to self-assemble into columnar mesophases from the early research on DLCs [33,58]. Systematic studies revealed the role of chain length and metal ion on phase transition temperatures, mesophase range, and carrier mobilities.…”

Synthesis and Mesogenic Properties of Lipophilic and Amphiphilic Tetraphenylporphyrins

“…[3] Первый пример термотропного мезоморфизма порфиринов был описан в 1980 г., когда был синтезирован замещенный бис-гидрохлорид уропорфирина с монотропной мезофазой, существовавшей в очень узком диапазоне 0,1˚С. [7] В настоящее время успешно решается задача направленного синтеза мезоморфных произ-водных порфиринов, [8][9][10][11][12] и в связи с этим можно выделить три структурных типа порфиринов, проявляющих ЖК свойства: β-замещенные октаалкилпорфирины [13][14] (Тип 1), 5,15-дифенилпорфирины [15][16][17] (Тип 2), мезо-арилзамещенные ТФП [8,9,12] (Тип 3) (Рисунок 1).…”