Triphenylamine- and triazine-containing hydrogen bonded complexes: liquid crystalline supramolecular semiconductors

Abstract

Liquid crystalline behavior is found for supramolecular complexes with triphenylamine units at the periphery. The high hole transport values measured in the mesophase demonstrate a high potential as supramolecular semiconductors.

Mesogenic [Rh(L)4](A) complexes form mesophases with RhI⋯RhI-containing and triphenylene-discotic segregated columns. Effect of RhI⋯RhIinteractions and A−= [Au(CN)2]−on hole mobility

“…The same behaviour was reported also in mesophases formed by triphenylene-metal complexes with respect to mesophases formed by triphenylene only, both in the case in which the triphenylene columns are segregated with respect to the columns formed by the metal, 23 d ,23 f and in the case in which they are not. 35 It is also possible to note a dependence of charge mobility on the nature of the anion: with [Au(CN) 2 ] − the mobility is one order of magnitude higher than with (BF 4 ) − or Cl − . Since this occurs identically for the L D1 and for the L D2 complexes, and since the strict conditions under which Rh⋯Au intercalation occurs (thin films at 20 °C) most probably exclude its presence in the samples used for the measurement of hole mobility, this phenomenon is more likely associated to the presence of non-intercalated columns of the ionic pairs [Rh( L D1 ) 4 ](Au(CN) 2 ) or [Rh( L D2 ) 4 ](Au(CN) 2 ), as shown in Fig.…”

“…Average measured for hole mobility (cm 2 V À1 s À1 ) only, both in the case in which the triphenylene columns are segregated with respect to the columns formed by the metal, 23d,23f and in the case in which they are not 35. It is also possible to note a dependence of charge mobility on the nature of the anion: with [Au(CN) 2 ] À the mobility is one order of magnitude higher than with (BF 4 ) À or Cl À .…”

Triphenylamine-Containing Benzoic Acids: Synthesis, Liquid Crystalline and Redox Properties

“…Nevertheless, a way to control the electronic communication between functional units is their self-assembly into nanostructures [ 11 , 12 ], and this can be assisted by liquid crystalline (LC) behavior [ 13 , 14 , 15 , 16 , 17 , 18 ]. Thus, the self-assembly of triphenylamine derivatives in columnar mesophases has led to very high hole mobility values [ 19 ].…”

“…In a different report, when triphenylamine is non-symmetrically substituted with amide and hydroxybenzyl, substituents show lamellar or columnar mesophases depending on the terminal alkoxy substitution, with five, six or nine terminal chains [ 26 ]. In addition, adopting a novel concept, we recently reported on stable hexagonal columnar organizations in which triphenylamine units organize at the periphery of the columns, and this was achieved by supramolecular complexes made by hydrogen bonding between a tris(triazolyl)triazine core and three peripheral triphenylamine containing benzoic acids [ 19 ].…”

Synthesis and Characterization of New 1,3,5 -Triazine Derivatives Based on Benzene Ring

“…Molecular weight of branched-arm liquid crystal is higher than the convention allows molecular mass compound which generally consist a few mesogenic units on the core as the sidearm [10][11][12][13]. Triazine core, substituted 1,3,5-triazines and benzoic acid mesogenic arms have shown new liquid crystals material [14,15]. A variety of attached nucleophilic substituents incorporated with cyan uric chloride show discotic and calamitic morphological behaviors depending on their structures [16,17].…”