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In this work, we present the synthesis of two analogues of a lactic acid derivative selectively deuterated on phenyl and biphenyl moieties together with a detailed investigation of their properties within the Twist Grain Boundary smectic A* (TGBA*), the ferroelectric Smectic C* (SmC*) and the crystal E phases. The main structural features of the two liquid crystalline phases, namely TGBA* and SmC* phases, were determined by polarising optical microscopy, differential scanning calorimetry, electro-optical techniques, Small Angle X-ray Scattering (SAXS) and 2H Nuclear Magnetic Resonance (2H NMR) measurements. Preliminary results from Neutron Spin-Echo (NSE) spectroscopy, a technique rarely applied to study chiral liquid crystalline materials, are reported. The effect of the external magnetic field on the supramolecular structure of the ferroelectric phase was studied by means of 2H-NMR experiments under different external magnetic fields. The supramolecular and orientational ordering properties of this ferroelectric lactic acid derivative and its deuterated homologues are discussed in the frame of actual knowledge in the field of ferroelectric liquid crystal materials. [ABSTRACT FROM AUTHOR]

[Display omitted] • New chiral liquid crystalline materials based on lactic acid with hydroquinone unit are designed. • Materials possess a very broad temperature range of the cholesteric phase. • In the cholesteric phase electric field applied perpendicular to the flow resulted in an increase in viscosity. • Liquid crystalline behaviour is discussed and compared to structurally similar chiral self-assembling materials. In order to contribute to molecular structure – physical property relationship for chiral self-assembling materials, two chiral compounds derived from the lactic acid have been designed. Mesogenic core of materials consists of two benzoate units and one hydroquinone unit connected by the ester linkage groups and two flexible alkyl chains. Different lengths of the chiral alkyl chain were tested, while the length of the achiral alkyl was kept same for all materials. The mesomorphic properties were established by polarizing optical microscopy and differential scanning calorimetry. Both materials possess reasonably broad and stable cholesteric (N*) phase down to room temperature. The rheological characterisation was performed in the N* phase on the compound with shorter chiral alkyl chain using a rotational rheometer in a plate/plate geometry with and without external electric field applied perpendicularly to the flow direction. The results reveal a shear thinning behaviour, even without electric field applied. The N* phase exhibits a slight electrorheological effect, at low shear rates, that continuously decrease with the increase of the shear rate, due to the competition of the flow and electric fields. The mesomorphic behaviour of the designed materials was compared to structurally similar materials. Quite broad temperature range of the N* phase down to room temperature makes studied lactic acid derivatives as suitable chiral dopants for design of new multicomponent mixtures targeted for various applications in photonics and optoelectronics. [ABSTRACT FROM AUTHOR]

Self-assembling behaviour of a few lactic acid derivatives with several ester linkage groups in the molecular core has been studied. The molecular structure–physical property correlations has been discussed in the light of the temperature dependences of the static permittivity, dielectric anisotropy, spontaneous polarization, response time and torsional bulk viscosity for eight chiral ferroelectric liquid crystalline compounds. Depending on the molecular structure these compounds exhibit the chiral nematic (N*) phase, the paraelectric orthogonal smectic A* (SmA*) phase and the ferroelectric tilted smectic C*(SmC*) phase being thermally stable over relatively broad temperature range. The temperature behaviour of the spontaneous polarization clearly confirms the second order nature of the SmA*-SmC* phase transition and the first order nature of the N*-SmC* phase transition. The effect of temperature and molecular configuration on the polarization and on the dispersion anchoring energy coefficients has been established. The obtained results are discussed in order to contribute to the structure – property relationship for the specific class of soft organic materials which can be used for design of smart multifunctional liquid crystalline mixtures aimed for optoelectronic and photonic applications. • The structure–property correlations for eight chiral FLC's have been investigated. • The dielectric and electro optic properties have been reported. • Effect of molecular configuration on anchoring energy coefficients is established. • Low viscosity, large spontaneous polarization and low response times are observed. • The materials can be used for smart optoelectronic and photonic applications. [ABSTRACT FROM AUTHOR]

Several new comb-like stereoregular cyclolinear methylsiloxane copolymers exhibiting the self-assembling behaviour have been designed and studied. For the resulting macromolecular materials, the chiral mesogenic unit, namely (S)-(-)-4-[1-ethoxycarbonyl)ethoxycarbonyl]phenyl-4′-[11-tetramethyldisiloxyl)-undecenyloxy)-biphenyl-4′-carboxylate, has been used as a side group to assure the mesomorphic behaviour. The mesomorphic and structural properties were studied by the polarising optical microscopy, differential scanning calorimetry and small-/wide-angle X-ray diffraction techniques. The designed copolymers form the orthogonal smectic A* and the tilted smectic C* phases over relatively broad temperature range, down to room temperatures. The obtained results are discussed in order to contribute to better understanding of the molecular architecture-nano-organisation relationship for a specific type of macromolecular system based on the lactic acid derivatives used as a flexible side groups. [ABSTRACT FROM AUTHOR]

Utilizing the lactic acid derivatives ( R )-4-(1-carboxyethoxy)benzoic acid (denoted: ( R )-H 2 CBA) and ( S )-4-(1-carboxyethoxy)benzoic acid (denoted: ( S )-H 2 CBA)as chiral linkers to self-assemble with 4, 4′-bipyridine (denoted: BIP) and Cd(II) ions, a couple of three-dimensional homochiral coordination polymers, namely [Cd 3 (( R )-CBA) 3 (BIP) 2 (H 2 O)]·xGuest ( 1-D ) and [Cd 3 (( S )-CBA) 3 (BIP) 2 (H 2 O)]·xGuest ( 1-L ), have been synthesized under solvothermal reaction condition. Single crystal X-ray diffraction analysis reveals the two complexes contain single helical chains based on enantiopure ligands and cadmium clusters. Moreover, some physical characteristics such as PXRD, thermal stability, solid-state circular dichroism (CD) and luminescent were also investigated. [ABSTRACT FROM AUTHOR]

Design of binary and multicomponent liquid crystalline mixtures is a very powerful tool to reach the desired self-assembling properties. Beyond many advantages, this method has a distinct negativity – it is very material-consuming. While working with unique chiral materials in the research laboratory, this problem can be solved by applying miscibility study by the contact preparation method. In this work, the miscibility studies of lactic acid derivatives and non-chiral/chiral liquid crystalline molecules of different structure have been done in order to establish the phase diagrams. Special attention is focused on the ferro(antiferro)electric smectic phases. [ABSTRACT FROM AUTHOR]

Two series of new liquid crystalline lactic acid derivatives with a terminal ester group have been synthesised. The effect of this ester unit and the length of its alkyl chain on the mesomorphic and dielectric properties of the compounds exhibiting a broad temperature range of chiral smectic phases have been studied. We found that the mesomorphic behaviour and phase transition temperatures are strongly affected by the molecular architecture. Depending on the alkyl chain length in the terminal ester unit, the studied materials exhibited paraelectric smectic A*, ferroelectric tilted smectic C* and antiferroelectric smectic CA* phases over a broad temperature range. The physical properties of the compounds have been studied by optical polarising microscopy, differential scanning calorimetry, electro-optic measurements, small-angle X-ray scattering and dielectric spectroscopy. Furthermore, the homologues with short terminal alkyl chains showed a very small layer shrinkage at the transition from the orthogonal SmA* to the tilted SmC* phase, which is a characteristic feature of ‘de Vries-type’ behaviour. [ABSTRACT FROM AUTHOR]

Mixing of structurally similar self-assembling materials is a powerful tool to tune their mesomorphic, orientational or dielectric properties. We present design and study of binary mixtures composed of two newly designed chiral lactic acid derivatives with a similar structure but different geometry of the molecular core. One compound possesses a monotropic ferroelectric SmC* phase while another shows a direct isotropic – crystalline phase transition. It has been shown that the binary mixtures possess the eutectic behaviour and the ferroelectric phase temperature range has been extended. Moreover, for certain mixtures induced liquid crystalline phases, namely the cholesteric or TGBAphases, were detected. [ABSTRACT FROM AUTHOR]

The effect of several polar ester linkage groups incorporated in the molecular core of a chiral lactic acid derivative on self-assembling properties has been investigated by polarizing optical microscopy, small angle X-ray diffraction, differential scanning calorimetry, optical and electro--optical studies. The compound possesses the paraelectric smectic A* (SmA*) and ferroelectric smectic C* (SmC*) phases over a broad temperature range. Mesomorphic behaviour, spontaneous polarization, birefringence, optical transmission, dielectric anisotropy and structural properties of the self-assembled chiral material have been determined. The obtained results are discussed and compared with that of other liquid crystalline materials. Experimentally determined spontaneous polarization and tilt angle values are also used to elucidate the nature of SmC* to SmA* phase transition. The effect of polar ester linkages in the molecular core has also been discussed. [ABSTRACT FROM AUTHOR]

New liquid crystalline (LC) materials were prepared by derivatization of lactic acid. First compound possesses the lactic acid unit as the only chiral center and the second group of LC materials contains two chiral centers. Mesomorphic properties of both the newly synthesized LC materials were studied and the presence of the SmA*–SmC* or exhibit the twist grain boundary (TGB) phases, namely TGBA and TGBC, in a wide range of temperatures down to the room temperature was established. The potential of high-performance liquid chromatography (HPLC) applying chiral stationary phases to separate enantiomers or diastereoisomers of the synthesized LC compounds was evaluated. Two different brands of commercial chiral sorbents, Lux Amylose-2 and Chiralpak AD-3, both based on modified silica with derivatized polysaccharide, were employed in the development of separation procedures. The optimized chiral HPLC method provided a baseline separation of the individual enantiomers for the LC material containing one chiral center. In the case of the more complex compound with two asymmetric carbon atoms, where four isomers exist, partial separation was reached only using the current chiral HPLC. [ABSTRACT FROM AUTHOR]

In order to contribute to better understanding of the molecular structure–physical property relationship, properties of ferroelectric liquid crystalline materials derived from the lactic acid with the keto group in the molecular core have been studied. These compounds differing only by the length of the chiral and non-chiral alkyl chains exhibit the paraelectric SmA* and the ferroelectric SmC* phases over 150 K broad temperature range down to the room temperature. Temperature dependences of spontaneous polarization, tilt angle, layer spacing, helix pitch length and dielectric permittivity have been compared and discussed for all studied compounds. The effect of the alkyl chains length on mesomorphic properties has been established and discussed in comparison to that of similar materials. [ABSTRACT FROM PUBLISHER]

Abstract: Mesomorphic behaviour of several series of materials derived from the lactic acid has been studied and their physical properties have been compared and summarized. These compounds with the same molecular core differing by the linkage group of the non-chiral chain possess a broad variety of liquid crystalline phases: the paraelectric SmA, the ferroelectric SmC∗, the antiferroelectric SmC∗ A, the re-entrant SmC∗ re, the ferroelectric hexatic phases and a monotropic low temperature phase. The antiferroelectric phase occurs in materials with two lactate groups only, where the ether or the keto group is used as linkage between the non-chiral chain and molecular core. The studied homologues with one, three or even four lactate groups do not exhibit the antiferroelectric phase, but possess a broad range of the SmA and SmC∗ phases down to room temperatures. The presence of the keto group increases the temperature range and values of the spontaneous polarisation of polar liquid crystalline phases. Molecules with the ether or keto group have a different distribution of electron densities, which seems to be responsible for the difference in the mesomorphic properties. The relationship between the molecular chain structure and mesomorphic properties of lactic acid derivatives with particular molecular core forming the polar mesophases are discussed. [Copyright &y& Elsevier]