Synthesis and mesomorphic behaviour of new 5‐substituted 4‐(thien‐2‐yl)phenyl benzoates

Abstract

2009) Synthesis and mesomorphic behaviour of new 5-substituted 4-(thien-2-yl)phenyl benzoates, Liquid Crystals, 36:1, 61-66, 4-(5-Alkylthien-2-yl)phenyl 4-alkoxybenzoates and 4-(5-cyanothien-2-yl)phenyl 4-alkoxbenzoates are synthesised by using Pd (0) catalysed coupling reactions as key steps. The thermotropic liquid crystalline behaviour of these compounds is investigated using polarised optical microscopy (POM) and differential scanning calorimetry (DSC). Broad temperature ranges of nematic and/or smectic A mesophases are found in these compounds. The influence of the length of the alkoxy chains and molecular polarisability on the mesophase behaviours is discussed.

Direct Arylation as a Synthetic Tool for the Synthesis of Thiophene-Based Organic Electronic Materials

“…The crude product was purified by silica gel column chromatography to afford 17 in 97% yield (104.9 mg). Spectral data corresponded to that previously described in the literature …”

Synthesis, Characterization and Mesomorphic Properties of New Rod-like Thiophene Based Liquid Crystals

“…There is no much effect have been observed on the transition temperature by the presence of CN group at lateral position in heterocyclic ring. Downloaded by [University of New Mexico] at 16: 18 13 October 2014 …”

“…Thiophene-based calamitic liquid crystals are currently the subject of intensive study [28][29][30][31][32][33][34]. Their applications as ferroelectric materials as well as potential materials for molecular electronic devices, such as organic field effect transistors, are of special interest.…”

Synthesis and Mesophase Behavior of Rod Like Phenylene Thiophene Based Polyhydroxy Amphiphiles

“…Etherification with excess allyl bromide gave 3,4,5-triallyloxy benzoate (15), and basic hydrolysis of 15 gave benzonic acid (16), which was esterified in the usual way using DCC/DMAP with corresponding phenol (6, 9 or benzoyl compounds 17. Then 17 were completely dihydroxylated using a catalytic quantity of osmium tetroxide and N-methylmorpholine-N-oxide as reoxydant.…”

“…14 Recently we have reported that thienylanisole derivatives 5, 7 and 11, which were obtained in the monocoupling reaction between 2-bromo-3-alkylthiophene (or 2,5-dibromo-3-alkylthiophene or 2,5-dibromothiophene) and 4-methoxybenzene boronic acid, can serve as valuable building blocks for designing new mesogens. 14c, 15,16 Herein we want to further extend the use of these monocoupling products for the design of new types of polyhydroxyamphiphilic phenylene thiophene based derivatives, in which the thiophene units are incorporated into a rod-like mesogenic unit with a polyhydrophilic group at one end and alkyl chains in different positions on the thiophene ring; and investigate their mesophase behavior in order to understand the relationship between structure and mesomorphic properties of these new polyhydroxyamphiphilic thiophene derivatives.…”