Synthesis, Characterization, and Mesomorphic Properties of a Mixed [60]Fullerene−Ferrocene Liquid-Crystalline Dendrimer

Abstract

Addition reaction of the malonate-based second-generation ferrocene-containing liquid-crystalline dendrimer 16 to [60]fullerene led to the title compound 1. Molecule 1 showed good solubility in common organic solvents and good thermal stability. Examination of its mesomorphic properties revealed the presence of an enantiotropic smectic A phase, which was identified by polarized optical microscopy from the observation of typical focal−conic and homeotropic textures. The dendritic addend 16 exhibited similar properties as those of the fullerene-based dendrimer. The results described in this report open the way to the elaboration of fullerene-containing liquid-crystalline macromolecules.

Design, mesomorphic properties, and supramolecular organization of [60]fullerene-containing thermotropic liquid crystals

“…25 As a first example, the second-generation dendrimer 7 (T g : not detected, S A ?157?I) was synthesized. 10 The latter represents an extension of the work on mixed fullerene-ferrocene liquid crystals. A smectic A phase was detected.…”

“…The design of fullerene-containing thermotropic liquid crystals is based on covalent [7][8][9][10][11][12][13] or non-covalent 14 concepts. In the former approach, two reactions have been applied, the Bingel reaction 17 (i.e.…”

Organometallic Ferrocene- and Phosphorus-Containing Polymers: Synthesis and Characterization

“…Furthermore, C 60 was used to construct a single-layer organic LED [174]. The search for prompted us to investigate fullerene-containing thermotropic liquid crystals has been investigated [175][176][177][178] as an important behaviour for fullerene-based materials. The development of multifunctional new materials was achieved by the combination of the fullerene and ferrocene units within the same liquid crystalline molecular framework [136,179].…”

“…Dardel and his team synthesized the fullerene-ferrocene-containing liquid crystalline dendrimer 58 [192] by the reaction of the malonate-based second-generation ferrocene-containing liquid crystalline dendrimer to C 60 as given in Fig. 39.…”

Liquid-crystalline fullerodendrimers

“…It should be noted that another possibility to assemble fullerene, ferrocene and a liquid-crystalline dendrimer has been achieved by using a dendritic moiety containing both the ferrocene and the mesogenic units (24) (Tg not detected, SmA 157 I). 34 For this compound, no physical properties have been determined.…”