Molecular Structure and Liquid Crystalline Properties: The Effect of the Terminal Hydroxy Group on Mesomorphic Properties

Sakurai, Yasuhisa; Tamatani, A.; Teshima, Koichi; Kusabayashi, Shigekazu; Takenaka, Shigeori

doi:10.1080/10587259208028728

Cited by 11 publications

(3 citation statements)

References 7 publications

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“…All the cited compounds exhibited formation of a broad nematic phase (Table S1 with the phase transition temperatures and corresponding enthalpies can be found in the ESI †). Such mesomorphic behaviour was also found 30 in structurally related materials terminated with the hydroxyphenyl group instead of the hydroxynapththyl residue.…”

Section: Resultssupporting

confidence: 62%

A nematic-polar columnar phase sequence in new bent-shaped liquid crystals based on a 7-hydroxynaphthalene-2-carboxylic acid core

et al. 2009

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Section: Resultssupporting

confidence: 62%

A nematic-polar columnar phase sequence in new bent-shaped liquid crystals based on a 7-hydroxynaphthalene-2-carboxylic acid core

et al. 2009

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“…A DSC scan showed a split crystallization peak at 78.9uC and melting at 115.4uC (DH523.51 kJ mol 21 ). e Data are from reference [32] f Two crystal forms were observed. Crystals (Cr 2 ) formed at 108.6u on cooling the melt; on reheating, Cr 2 converted to Cr 1 at 129.3-127.7uC.…”

Section: Characterizationmentioning

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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“…Furthermore, It is of current interest to understand better the relationit has been indicated that in hydroxyl compounds ship between molecular structure and the occurrence of hydrogen bonding plays an important role in the liquid mesophases in LC compounds. Vibrational spectroscopy crystalline behaviour [6]. In fact, Gray has shown that has been used eOE ectively to study the molecular structures a hydroxyl substituent is unfavourable for mesogen of LCs in various phases [13,14]; to study the occurformation because intermolecular hydrogen bonding rence of the LC phase for the new homologous series, raises the melting point above the liquid crystalline infrared and Raman spectra were measured.…”

mentioning

confidence: 99%

Spectroscopic study of liquid crystalline N-[4-(4-n-alkoxybenzoyloxy)2-hydroxybenzylidene]hydroxyanilines

Sakagami¹,

Koga²,

Nakamizo³

et al. 2001

Liquid Crystals

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New homologous series of N-[ 4-(4-n-alkoxybenzoyloxy)-2-hydroxybenzylidene ]hydroxyanilines were synthesized. All 4-hydroxyaniline derivatives exhibited a nematic phase, while 3-hydroxyaniline and 2-hydroxyaniline derivatives exhibited only a nematic phase as the terminal alkoxy group was lengthened. Infrared spectra suggest that the 4-hydroxyaniline derivatives form intermolecular hydrogen bonding of the single bridge type, while the 3-hydroxy and 2-hydroxy derivatives form the polymer type. The Raman band at around 1360 cmÕ 1 exhibited large diOE erences in intensity among these derivatives. This can be explained by the eOE ect of intermolecular or hydrogen bonding molecular conformation.

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Molecular Structure and Liquid Crystalline Properties: The Effect of the Terminal Hydroxy Group on Mesomorphic Properties

Cited by 11 publications

References 7 publications

A nematic-polar columnar phase sequence in new bent-shaped liquid crystals based on a 7-hydroxynaphthalene-2-carboxylic acid core

A nematic-polar columnar phase sequence in new bent-shaped liquid crystals based on a 7-hydroxynaphthalene-2-carboxylic acid core

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

Spectroscopic study of liquid crystalline N-[4-(4-n-alkoxybenzoyloxy)2-hydroxybenzylidene]hydroxyanilines

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