The effect of the length of terminal n-alkyl carboxylate chain on self-assembling and photosensitive properties of chiral lactic acid derivatives

Poryvai, Anna; Bubnov, Alexej; Pociecha, Damian; Svoboda, Jiřı́; Kohout, Michal

doi:10.1016/j.molliq.2018.11.058

Cited by 26 publications

(9 citation statements)

References 47 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…All homologues exhibits the monotropic monomorphic characteristics except the derivative I 8 shows enantiotropic property. Figure 4 shows a graphical illustration of DSC temperature of transitions to evaluate the effect of the terminal alkoxy chains (n) on the mesomorphic behavior of the formed derivatives [ 41 , 42 ]. All examined compounds of the present series ( I n ) are nematogenic, as shown in Table 1 and Figure 4 .…”

Section: Resultsmentioning

confidence: 99%

New Self-Organizing Optical Materials and Induced Polymorphic Phases of Their Mixtures Targeted for Energy Investigations

et al. 2022

View full text Add to dashboard Cite

Herein, a new homologues series of fluorinated liquid crystal compounds, In, 4-(((4-fluorophenyl)imino)methyl)-2-methoxyphenyl 4-alkoxybenzoate were synthesized and its mesomorphic properties were investigated both experimentally and theoretically. The synthesized compounds were characterized by elemental analyzer, NMR, and FT-IR spectroscopy to deduce the molecular structures. The differential scanning calorimetry was employed to examine mesophase transitions whereas the polarized optical microscopy was used to identify the mesophases. The obtained results revealed that the purely nematic phase observed in all terminal side chains. All homologues showed to possess monotropic nematic mesophases except the derivative I8 exhibits enantiotropic property. The optimized geometrical structures of the present designed groups have been derived theoretically. The experimental data was explained using density functional theory computations. The estimated values of dipole moment, polarizability, thermal energy, and molecule electrostatic potential demonstrated that the mesophase stability and type could be illustrated. Binary phase diagram was constructed and addressed in terms of the mesomorphic temperature range and obtained polymorphic phases. It was found that incorporation of the terminal F-atom and lateral CH3O group influence both conformation and steric effect in pure and mixed states. The absorption and fluorescence emission spectra of fabricated films were recorded to elucidate the impact of terminal side chain on photophysical properties of synthesized liquid crystal. It was noted that the increase of terminal side chain length lead to reduction of optical band gap, whereas charge carrier lifetime increases.

show abstract

Section: Resultsmentioning

confidence: 99%

New Self-Organizing Optical Materials and Induced Polymorphic Phases of Their Mixtures Targeted for Energy Investigations

et al. 2022

View full text Add to dashboard Cite

show abstract

“…As for compounds 37 (a–i), the TGBA phase appeared in compound 37 a and disappeared from compounds 37 b to 37 d and re-appear in compound 37e implying that a change has happened for compounds with the middle length alkyl chain. Further studies were done to identify the cause, however, further increase of the carboxylate group leads to a reduction of mesophase property [ 47 ]. Comp 36a 36b 36c 36d 36e 36f 36g 36h 36i R C 2 H 5 C 3 H 7 C 4 H 9 C 5 H 11 C 6 H 13 C 7 H15 C 8 H 17 C 10 H 21 C 12 H 25

…”

Section: Structure–property Relationshipmentioning

confidence: 99%

Liquid Crystals Investigation Behavior on Azo-Based Compounds: A Review

Razali

Jamain

2021

Polymers

View full text Add to dashboard Cite

Liquid crystal is an intermediate phase between the crystalline solid and an isotropic liquid, a very common substance in our daily lives. Two major classes of liquid crystal are lyotropic, where a liquid crystal is dissolved in a specific solvent under a particular concentration and thermotropic, which can be observed under temperature difference. This review aims to understand how a structure of a certain azo compound might influence the liquid crystal properties. A few factors influence the formation of different liquid crystals: the length of the alkyl terminal chain, inter/intra-molecular interaction, presence of spacer, spacer length, polarization effects, odd-even effects, and the presence of an electron-withdrawing group or an electron-donating group. As final observations, we show the compound’s different factors, the other liquid crystal is exhibited, and the structure–property relationship is explained. Liquid crystal technology is an ideal system to be applied to products to maximize their use, especially in the electronic and medical areas.

show abstract

“…Chiral acids: (S)-4-methylhexanoic acid 2a [49] Designed materials were synthesized in high yields by connection of the known building blocks: phenol 1 [41] with acids 2a-c [13,42,43] or acids 3a,b [44][45][46] using DIC-mediated acylation reaction (A) or by acylation using corresponding acid chloride in the presence of DMAP (B) (Figure 2). The method B was used for direct acylation of the central core 1 with (S)-2-octyloxypropanoic acid chloride because of potential racemization of the chiral acid in the DIC-mediated esterification reaction [46][47][48].…”

Section: Synthesis and Characterizationmentioning

confidence: 99%

Chiral Photoresponsive Liquid Crystalline Materials Derived from Cyanoazobenzene Central Core: Effect of UV Light Illumination on Mesomorphic Behavior

2020

Self Cite

View full text Add to dashboard Cite

One of the most frequently utilized liquid crystalline (LC) materials is a rod-like (calamitic) compound 4-cyano-4′-pentylbiphenyl (5-CB). The main objective of this work is to enhance its functionality by introducing a photoresponsive diazenyl spacer in the aromatic core and replace the non-chiral pentyl chain with various chiral alkyl carboxylate units. The mesomorphic properties of the prepared materials have been studied using polarizing optical microscopy and differential scanning calorimetry. It has been found that materials with an extended aromatic system possess the liquid crystalline behavior. The studied LC materials have shown mesophases at lower temperatures than previously reported analogous substances. Furthermore, one of them exhibits a chiral orthogonal frustrated twist grain boundary smectic phase, which has not been previously observed for this structural type of materials. We also investigated photoresponse of the mesophases under illumination with UV-light (365 nm) using a polarizing optical microscope. A non-conventional photoresponse of the prepared materials in a crystalline phase is presented and discussed.

show abstract

The effect of the length of terminal n-alkyl carboxylate chain on self-assembling and photosensitive properties of chiral lactic acid derivatives

Cited by 26 publications

References 47 publications

New Self-Organizing Optical Materials and Induced Polymorphic Phases of Their Mixtures Targeted for Energy Investigations

New Self-Organizing Optical Materials and Induced Polymorphic Phases of Their Mixtures Targeted for Energy Investigations

Liquid Crystals Investigation Behavior on Azo-Based Compounds: A Review

Chiral Photoresponsive Liquid Crystalline Materials Derived from Cyanoazobenzene Central Core: Effect of UV Light Illumination on Mesomorphic Behavior

Contact Info

Product

Resources

About