The Effect of Two Terminal Alkoxy Groups on the Mesomorphic Properties of 4, 4′-Disubstituted Phenylthiobenzoates

Neubert, Mary E.; Ziemnicka-Merchant, Barbara T.; Jirousek, Michael R.; Laskos, S. J.; Leonhardt, D.; Sharma, Ram Sharan

doi:10.1080/00268948808078733

Cited by 19 publications

(4 citation statements)

References 38 publications

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“…Interestingly, the corresponding ester derivatives exhibit the opposite behavior (compounds 8-2 and 8-7). Similar trends have been reported for other liquid crystals containing sulphur-substituted linkages [23,66,106,107,126,166,168,.…”

Section: Linking Substitutionsupporting

confidence: 82%

Sulphur as a Structural Element in Calamitic Liquid Crystals: Terminal, Linking and Lateral Substitutions

Petrov¹

2005

Molecular Crystals and Liquid Crystals

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Section: Linking Substitutionsupporting

confidence: 82%

Sulphur as a Structural Element in Calamitic Liquid Crystals: Terminal, Linking and Lateral Substitutions

Petrov¹

2005

Molecular Crystals and Liquid Crystals

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“…The phenols 19 (n51, Y5R) [34], RO [35], CO 2 R[4], COR [1], OCO 2 R [2]; thiols 20 (Y5R) [33], RO [36] and acids 26 (n51, X5R) [24] were prepared using previously published methods. All other starting materials were commercially available and used without purification.…”

Section: Synthesismentioning

confidence: 99%

The effect on mesomorphic properties of a triple bond in a terminal chain of 4,4′‐disubstituted phenyl benzoates and phenyl thiobenzoates

et al. 2005

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2005) The effect on mesomorphic properties of a triple bond in a terminal chain of 4,4′-disubstituted phenyl benzoates and phenyl thiobenzoates, Liquid Crystals, 32:2, 247-266,The effect of a triple bond in a terminal chain on the mesomorphic properties of rod-like mesogens was studied by replacing a straight alkyl chain with a terminal 1,2-alkynyl chain in some esters and thioesters of the type: or by incorporating the triple bond into an alkyl ester chain in esters and thioesters of the types:The triple bond should provide increased rigidity to the triple bond region but increased flexibility at the adjacent single bond. These should have opposite effects on the mesomorphic properties. The first compounds were synthesized by esterification of the appropriate alkynylbenzoic acids with various phenols or thiols using the carbodiimide method. Detailed syntheses are provided for the alkynylbenzoic acids. Preparation of the alkynyl ester compounds was by acylation of the precursor hydroxyl esters or thioesters using either the acid chloride or carbodiimide method. The synthesis of the phenolic or thiolic ester intermediates, usually using a protection group, is described. Mesomorphic properties of these new esters and thioesters were determined using hot stage polarizing microscopy and DSC and compared with those for the known parent compounds. Fewer mesophases having shorter temperature ranges and lower transition temperatures were usually observed. Some of the intermediate phenols or benzyl ethers were also studied. Long chain benzyloxy esters showed a nematic phase as did some of the hydroxy thioesters but no mesophases were observed in the hydroxy esters.

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“…It has been found that the incorporation of a thioester in the rigid core, or in a peripheral chain favours the formation of a smectic phase [7][8][9]. Moreover, a thioester linking group in the molecules could enhance the mesophase thermal stability [7] and polarizability [10], when compared with the analogous carboxylate. Recent studies show that some chiral thioester materials display anitiferroelectric phases [11,12].…”

Section: Introductionmentioning

confidence: 99%

“…Generally, the molecular structure of FLCs consists of a chiral alkyl chain, a core structure and a terminal alkyl chain [6]. It has been found that the incorporation of a thioester in the rigid core, or in a peripheral chain favours the formation of a smectic phase [7][8][9]. Moreover, a thioester linking group in the molecules could enhance the mesophase thermal stability [7] and polarizability [10], when compared with the analogous carboxylate.…”

Section: Introductionmentioning

confidence: 99%

Ferroelectric liquid crystals with a thioester linking group positioned at the chiral tail

Yang

2004

Liquid Crystals

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A homologous series of chiral thioesters, hexyl (2S)-2-[6-(4-alkanoyloxyphenyl)benzoyloxy-2'-naphthyl]thiopropionates, HnPBNTP (n~7-11) was synthesized, and the mesophases and electro-optical properties were studied. All the materials possess a ferroelectric SmC* phase, which was confirmed by the switching current behaviour. It was found that compounds with a shorter alkyl chain length (n~7-9) displayed SmA* and SmC* phases, while, compounds with a longer alkyl chain length (n~10 and 11), displayed the SmC* phase exclusively. Spontaneous polarization and apparent tilt angle were also measured. The maximum P s values are in the range 15-26 nC cm 22 , and the maximum h values are in the range 23 ‡-28 ‡.

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The Effect of Two Terminal Alkoxy Groups on the Mesomorphic Properties of 4, 4′-Disubstituted Phenylthiobenzoates

Cited by 19 publications

References 38 publications

Sulphur as a Structural Element in Calamitic Liquid Crystals: Terminal, Linking and Lateral Substitutions

Sulphur as a Structural Element in Calamitic Liquid Crystals: Terminal, Linking and Lateral Substitutions

The effect on mesomorphic properties of a triple bond in a terminal chain of 4,4′‐disubstituted phenyl benzoates and phenyl thiobenzoates

Ferroelectric liquid crystals with a thioester linking group positioned at the chiral tail

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