- Synthesis and characterization of biphenyl-based azo liquid crystals and its optical properties: effect of lateral and tail group
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An azo ester-based biphenyl substituted rod-shaped azo-based material has been synthesized and well-characterized and further studied their mesogenic, optical, and thermal properties. All the synthesized derivatives displayed enantiotropical nematic and SmC phases with good temperature range of mesophase which is further influence by the variation of alkyl chain. The present synthesized derivatives having left terminally substituted phenyl ring by -OR inbuilt with ester azo group and right terminally dodecyloxy tail (-OC12H25) at the right terminal end. The mesomorphism is measured by using POM, DSC, and high-temperature XRD technique, and the photophysical behavior was measured by UV-Vis spectroscopy.
- Thakor, Akshay,Dwivedi, Durgesh J.,Desai, Vipul,Jadeja, Upendra H.,Sharma, Vinay S.,Patel
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- Synthesis and mesomorphic properties of bis ester derivatives of coumarin containing chalcone linkage
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Bis ester derivatives of coumarin containing chalcone linkage with various terminal alkoxy groups were designed, synthesized and characterized. Compounds 11a-m were studied for their mesomorphic properties using polarizing optical microscope & differential scanning calorimetry and photophysical properties using UV-vis & fluorescence spectroscopy. In this particular homologous series, compounds having lower flexible alkoxy chains showed very good mesogenic property with nematic mesophase formation, while analogues with higher chains failed to show any liquid crystalline property. Compound 11a with methoxy group showed very good absorbance and fluorescence as compared to higher chain length analogues.
- Shah, Priyanka,Soni, Rina,Soman, Shubhangi S
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- Synthesis, mesomorphic properties and biological evolution of calamitic-shaped chalcone-based LCs: effect of lateral and terminal group
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The mesomorphic properties of linear shaped homologous series based on two linkage group have been designed and synthesized with different side chain substituents (-OR) on the one end of terminal side with presence of lateral nitro group and second terminal iodo substituted group. Novel series consists thirteen members (C1 to C8, C10, C12, C14, C16, C18). Compounds (C1 to C6) showed nonliquid crystalline properties while compound (C7 to C18) displayed smectic and nematogenic mesophase properties. The textures of smectic C and nematic phase are fan, schlieren and droplets type. All these compounds were characterized by spectroscopic techniques such as [FTIR] and 1H Nuclear magnetic resonance [NMR] spectroscopy. The mesomorphic properties of these compounds were observed by POM and further confirmed by DSC and XRD. Chalconyl ester based compounds (C3 to C12) shows good antibacterial as well as antifungal activity compared with corresponding standard drugs.
- Dwivedi, Durgesh J.,Thakor, Akshay,Desai, Vipul,Sharma, Vinay S.,Patel
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- Influence of different linkages on the mesomorphic properties of aromatic ring system liquid crystals
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In order to study the effect of the central linkage on the mesomorphic behaviour of aromatic ring liquid crystals we have synthesized two homologues groups, group A includes compounds 1a-d and group B includes compounds 2a-e. Group A has azo, azomethine,
- Al-Hamdani, Uhood J.,Shihabaldain, Nezar L.,Al-Mayah, Duaa S.,Jassem, Ahmed M.
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- λ-shaped to T-shaped azo diester mesogens having methyl (–CH3)/methoxy(–OCH3) terminal substituents with trisubstituted benzene
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A two new homologous series of λ-shape to T-shape mesogenic azo diesters were synthesized, and their thermotropic properties were studied by differential scanning calorimetry and a hot-stage polarizing optical microscope. The difference between these two series is in the structure of terminal substituents methyl (–CH3) for series I and methoxy (–OCH3) for series II at one terminus. Structure variation from λ-shape to T-shape as we go from lower members to higher members is discussed. In the series I, methoxy to n-pentyloxy derivatives are non-mesogenic. n-hexyloxy derivative exhibits only monotropic nematic mesophase. n-heptyloxy to n-dodecyloxy derivatives exhibit monotropic smectic C mesophase. n-tetradecyloxy derivative exhibits enantiotropic SmA mesophase, whereas n-hexadecyloxy derivatives exhibit monotropic Smectic A mesophase. In series II, methoxy to n-hexyloxy derivatives are non-mesogenic. n-heptyloxy and n-octyloxy derivatives exhibit monotropic smectic C mesophase. Smectic A mesophase commences from the n-decyloxy derivative as a monotropic and persists up to the last member synthesized. The mesomorphic properties of the present series were compared with each other and with the structurally related mesogenic homologous series to evaluate the effect of methyl (–CH3)/methoxy (–OCH3) substituents as well as variation in the shape of the molecule by varying the alkoxy chain length of the bulky lateral substituent on mesomorphism.
- Duan, Yongtao,Koshti, Rohit R.,Kumar Ameta, Rakesh,Patel, H. N.,Sangani, Chetan B.,Tarpada, Umesh P.,Vyas, Akshay,Yao, Yongfang
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- Synthesis and mesomorphic characterization of some novel steroidal mesogens: A structure–property correlation
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The steroidal derivatives are found to be extremely good mesogens since their inception. Because of their inherent chirality, they have the potential to induce a wide variety of liquid crystalline phases, including frustrated phases depending upon the structure of the steroidal skeleton and the substituents attached. In this report, a series of novel monoalkoxy and dialkoxy benzoate derivatives of ergosterol and a few monoalkoxy derivatives of stigmasterol have been synthesized and their mesomorphic property has been investigated. The derivatives exhibited various mesophases including SmA, SmC*, N*, TGB and blue phases. Also, the gelation ability of some of these derivatives with various organic solvents has been examined. Furthermore, the mesomorphism of these derivatives has been compared with the analogous cholesteryl counterparts.
- Bhat S, Vanishree,Kumar, Sandeep,Raghunathan, V. A.
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- Photoconductive bent-core liquid crystalline radicals with a paramagnetic polar switchable phase
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A series of self-organizing bent-core derivatives 1[12,n], containing a highly π-delocalized stable radical as the central angular structural element, is described. The planarity of the open-shell core permits efficient π-π stacking, which results in the formation of B2 and soft crystalline phases above 100 °C. Optical, XRD and dielectric analyses of 1[12,12] indicate that the ground state of the observed B2 phase is polar antiferroelectric of type SmCAPA exhibiting tristable electro-optical switching. SQUID and EPR measurements revealed strong antiferromagnetic spin-spin exchange interactions below the isotropic phase, which have been estimated at θ = -46 cm-1 with the Curie-Weiss law. Transient photoconductivity was observed in the B2 phase with a hole carrier mobility μh of 1.4 × 10-4 cm2 V-1 s-1
- Shivakumar, Kilingaru I.,Pociecha, Damian,Szczytko, Jacek,Kapu?ciński, Szymon,Monobe, Hirosato,Kaszyński, Piotr
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supporting information
p. 1083 - 1088
(2020/02/05)
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- Synthesis of novel liquid crystalline and fire retardant molecules based on six-armed cyclotriphosphazene core containing Schiff base and amide linking units
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Nucleophilic substitution reaction between 4-hydroxybenzaldehyde and hexachlorocyclotriphosphazene, HCCP formed hexakis(4-formlyphenoxy)cyclotriphosphazene, 1. Intermediates 2a-e was formed from the alkylation reaction of methyl 4-hydroxybenzoate with alkyl bromide which further reduced to form benzoic acid intermediates. Further reaction of 2a-e and other substituted benzoic acid formed 3a-h, which then reduced to give subsequent amines, 4a-h. Other similar reaction was used to synthesis 4i. Condensation reaction between 1 and 4a-i yielded hexasubstituted cyclotriphosphazene compounds, 5a-i having Schiff base and amide linking units, and these compounds consist of different terminal substituents such as heptyl, nonyl, decyl, dodecyl, tetradecyl, hydroxy, carboxy, chloro, and nitro groups, respectively. Compound 5j with amino substituent at terminal end was formed from the reduction of 5i. All the intermediates and compounds were characterized using Fourier Transform Infrared (FT-IR), Nuclear Magnetic Resonance (NMR) and CHN elemental analysis. Mesophase texture of these compounds were determined using Polarized Optical Microscope (POM) and their mesophase transition were further confirmed using Differential Scanning Calorimetry (DSC). Only compounds 5a-e with alkoxy chains exhibited smectic A phase while other intermediates (1, 2a-e, 3a-h, and 4a-i) and final compounds (5f-j) are found to be non-mesogenic with no liquid crystal behaviour. The confirmation of the identity of the SmA phase was determined using XRD analysis. The study on the structure-properties relationship was conducted in order to determine the effect of the terminal group, length of the chains and linking units to the mesophase behaviour of the compounds. Moreover, the fire retardant properties of these compounds were determined using Limiting Oxygen Index (LOI) testing. Polyester resin with LOI value of 22.53% was used as matrix for moulding in the study. The LOI value increased to 24.71% when this polyester resin incorporated with 1 wt% of HCCP. Generally, all the final compounds showed a positive results with LOI value above 27% and the highest LOI value was belonged to compound 5i with 28.53%. The high thermal stability of the Schiff base molecules and the electron withdrawing group of the amide bonds and nitro group enhanced the fire retardant properties of this compound.
- Guan-Seng, Tay,Jamain, Zuhair,Khairuddean, Melati
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p. 28918 - 28934
(2020/08/25)
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- Hydrogen bonding and the design of twist-bend nematogens
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The phase properties of equimolar mixtures consisting of a hydrogen bond donor, a 4-alkoxybenzoic acid (nOBA), and one of two different stilbazole-based hydrogen bond acceptors, either 4-[(E)-2-(4-{[6-(4′-methoxy[1,1′-biphenyl]-4-yl)hexyl]oxy}phenyl)-ethenyl]-pyridine (1OB6OS) or 4-[(E)-4′-(6-{4-[(E)-2-(pyridin-4-yl)ethenyl]phenoxy}hexyl)-[1,1′-biphenyl]-4-carbonitrile (CB6OS) are reported. Neither hydrogen bond acceptor exhibits liquid crystal behaviour whereas the nOBA compounds show smectic and/or nematic behaviour depending on the length of the alkyloxy chain. For the complexes of an nOBA with n = 1–5, both conventional nematic and twist-bend nematic phases were observed, while for n ≥ 6 smectic phases emerged and the twist-bend nematic phase was extinguished. The CB6OS-nOBA mixtures may exhibit the heliconical smectic CTB phase. The local molecular arrangement in the two sets of mixtures are similar and changes on increasing n but this is not reflected in the nematic-isotropic transition temperatures. Birefringence studies of the mixtures are reported. In general the behaviour of the hydrogen-bonded mixtures is similar to that of their covalently bonded counterparts.
- Crawford, Catriona A.,Gorecka, Ewa,Imrie, Corrie T.,Pociecha, Damian,Storey, John M. D.,Walker, Rebecca
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- Coumarin substituted symmetric diaminopyridine molecules: Synthesis, mesomorphic characterizations and DFT studies
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The 2, 6-diaminopyridine was symmetrically substituted with coumarins from a lateral side of the molecules. All the molecules characterized by standard spectroscopic methods such as infrared spectroscopy, and nuclear magnetic resonance spectroscopy techniques. Mesomorphic properties are evaluated by the differential scanning calorimetry and the polarized optical microscope. The measurements show that the lower members did not favour liquid crystal formation, while higher members are exhibiting liquid crystalline, namely Nematic mesophase. The DFT computations manifest the nature of liquid crystal geometrical aspects.
- Al-Mohammed, Mohammad Hameed,Ameen, Wissam Ahmed,Mohammad, AbdulKarim-Talaq,Srinivasa, H. T.
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- Synthesis and characterization of novel rod-like ester-based liquid crystalline homologous series: Effect of tert-butyl tail on mesomorphism
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A new rod-like homologous series consisting twelve compounds with central ester linkage and terminal tert-butyl group, tert-butyl [4-(4’-n-alkoxybenzoyloxy)benzoates] has been synthesized and characterized through standard spectroscopic techniques like UV, FT-IR, 1HNMR, DSC, POM, and XRD. Methoxy and ethoxy derivatives are nonmesogenic. Nematic mesophase commences as enantiotropy from propyloxy derivative and persists up to the octadecyloxy derivatives. Smectic A mesophase commences as monotropy from propyloxy to the octadecyloxy derivatives. The mesomorphic properties of present series are compared with other structurally related series to evaluate the effect of terminal tert-butyl group on mesomorphism. Two derivatives are subjected to in?vitro antimicrobial activity.
- Thakur, Shavi,Patel, Hemant N.
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- 1,3-Oxazine-2-one derived dual-targeted molecules against replicating and non-replicating forms of Mycobacterium tuberculosis
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The high mortality rate and increasing prevalence of resistant Mtb are the major concerns for the Tuberculosis (TB) treatment in this century. To curtail the prevalence of resistant Mtb, we have prepared 1,3-oxazine-2-one based dual targeted molecules. Compound 67 and 68 were found to be equally active against replicating and non-replicatiing form of Mtb (MICMABA 3.48 and 2.97 μg/ml; MICLORA 2.94 and 2.15 μg/ml respectively). They had found to suppress the biosynthesis of alfa, methoxy and keto-mycolate completely, as well as inhibit enzymatic activity of MenG (IC50 = 9.11 and 6.25 μg/ml respectively for H37Ra; IC50 = 11.76 and 10.88 μg/ml respectively for M smegmatis).
- Velappan, Anand Babu,Kesamsetty, Dhanunjaya,Datta, Dhrubajyoti,Ma, Rui,Hari, Natarajan,Franzblau, Scott G.,Debnath, Joy
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supporting information
(2020/10/02)
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- 2-Aryl benzazole derived new class of anti-tubercular compounds: Endowed to eradicate mycobacterium tuberculosis in replicating and non-replicating forms
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The high mortality rate and the increasing prevalence of Mtb resistance are the major concerns for the Tuberculosis (TB) treatment in this century. To counteract the prevalence of Mtb resistance, we have synthesized 2-aryl benzazole based dual targeted molecules. Compound 9m and 9n were found to be equally active against replicating and non-replicating form of Mtb (MIC(MABA) 1.98 and 1.66 μg/ml; MIC(LORA) 2.06 and 1.59 μg/ml respectively). They arrested the cell division (replicating Mtb) by inhibiting the GTPase activity of FtsZ with IC50 values 45 and 64 μM respectively. They were also capable of kill Mtb in non-replicating form by inhibiting the biosynthesis of menaquinone which was substantiated by the MenG inhibition (IC50 = 11.62 and 7.49 μM respectively) followed by the Vit-K2 rescue study and ATP production assay.
- Datta, Dhrubajyoti,Debnath, Joy,Franzblau, Scott G.,Ghosh, Kalyan Sundar,Hari, Natarajan,Ma, Rui,Rana, Shiwani,Velappan, Anand Babu
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- “Effect of the linking unit on the calamitic-shaped liquid crystal: a comparative study of two homologous series of benzoate and cinnamate linked compounds”
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Two homologous series based on three linking groups have been synthesized and well characterized by elemental analyses and spectroscopic techniques such as Fourier transform infrared [FT-IR] and proton magnetic resonance magnetic resonance [1H NMR] spectroscopy. The mesomorphic properties of these compounds were observed by using optical polarized microscopy (POM) and confirmed by differential scanning calorimetry (DSC) analysis. In this present investigation, we have synthesized two homologous series viz. (E)-4-(3-(4-(tetra decanoyloxy) phenyl) acryloyl) phenyl-4-n-alkoxy benzoate (Series-1) and 4-((E)-3-(4-(((E)-3-(4-n-alkoxy phenyl) acryloyl) oxy) phenyl)-3-oxo prop-1-en-1-yl) phenyl tetradecanoate (Series-2). Both of the series are differing with respect to the first linking group. All the homologous in following series displays LC properties on heating as well as cooling condition except first four homologous (C1 to C4) in series-1 and six homologous (C1 to C6) in series-2. To get more insights, the HOMO, LUMO studies are carried out which supports intramolecular charge transfer interactions in this class of mesogens.
- Kashyap, Dinesh,Patel, Sunil,Prajapat, Varsha,Sharma, Vinay,Vasava, Dilip
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- “Synthesis, Mesomorphic and DFT Studies of Chalcone Derived Room Temperature Liquid Crystal with Presence of Lateral Nitro and N, N-Dimethyl Amino Terminal Group”
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In this present article, we wish to report on the liquid-crystalline properties of chalcone-ester based homologous series of compounds having aliphatic chain length in n-alkoxy group (n = 1 to 10, 12, 14, 16, 18). The present series consisted thirteen compounds, in which comp.C1 and C2 shows nonliquid crystalline properties, while comp.C3 to C7 display SmC phase and comp.C8 to C18 exhibits only nematic phase. Textural pattern of presently synthesized compounds are schlieren and threaded type. All this compounds were well characterized by elemental analysis, FT-IR and 1H NMR. Phase transition temperatures of present synthesised compounds were determined by optical polarising microscopy (POM), differential scanning calorimetric (DSC). Detailed XRD investigation endorses the presence of the nematic phase in higher homologues and SmC phase in lower homologues. It is shown that chalcone with ester as linking unit favors a calamitic liquid crystalline behaviour in molecules. To get more insights, the DFT based HOMO, LUMO studies are carried out which supports intramolecular charge transfer interactions in this class of mesogens. Chalconyl ester based compounds C3 to C12 shows antibacterial as well as antifungal activity compared with corresponding standard drugs.
- Shukla, Devendra K.,Sharma, Vinay S.,Prajapat, Varsha,Patel
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- Dependence of mesomorphism on terminal polar group in novel azoester series
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Novel homologous series 4-(4′-n-alkoxy benzoyloxy) napthyl azo 4″–bromo benzenes, consisted of 11 members of a series. All the 11 members (ethoxy to hexadecyloxy) except hexadecyloxy are only enantiotropically nematogenic without exhibition of any smectogenic character. Transition temperatures and the textures are determined by an optical polarizing microscopy equipped with a heating stage. Textures of a nematic phase are threaded or schlieren. Analytical and spectral data supported the molecular structure of homologs. Transition curves viz., solid-nematic and nematic-isotropic showing phase behavior of the mesophase in a phase diagram behave in normal manner. Alternation of transition temperatures is exhibited by N–I transition curve. Thus, novel series is entirely nematogenic and high ordered melting type. Thus, synthesis of a novel azoester homologous series is carried out with a view to understand and establish the effect of molecular structure on Liquid crystal (LC) behaviors of a substance.
- Kher, Seema N.,Prajapati,Makwana,Chandra, Raviprakash S.
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- “Synthesis and Study of Azo based Liquid Crystals: Effect of the lateral bromo and terminal alkoxy side chain on Thermal, Mesomorphic and Optical properties”
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An azoester based calamitic shaped LCs material has been synthesized and studied their optical and thermal properties. The present synthesized derivatives having terminally substituted –OR and –OC6H13 (n) groups on both the end side including ester and azo linking groups. All the synthesized derivatives displayed enantiotropical nematic and SmC phase with good temperature range which is influenced by the substitution of the alkyl chain on alkoxy group. The observed texture images of present synthesized compounds are fan, needle and droplets type which were measured by POM equipped with heating stage. All this compounds were characterized by FT-IR, 1H NMR analysis. The mesomorphism is measured by POM, DSC and the molecular packing is further confirmed by XRD technique. The relationship between structure and mesomorphic properties was discussed in framework of geometrical configuration of central linking unit and molecular length with addition of lateral substituted bromo group which affect the interaction of the molecules. Photosensitive azobenzene group undergoes photoisomerisation under UV light.
- Jadeja, Upendra.H.,Sharma, Vinay S.,Prajapat, Varsha,Shah, Akshara,Sharma, Anuj S.
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- Preparation, structure and optical properties of thermochromic liquid crystal compounds containing (?)-menthyl with selective reflection
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A series of new chiral liquid crystal compounds named MOPnB containing (?)-menthyl group has been prepared and characterized by FT-IR and 1H NMR spectra. The thermal properties and optical textures were investigated by differential scanning calorimetry (DSC) and polarizing optical microscopy (POM). Increasing the length of the terminal alkoxy group tended to decrease the clearing points and narrow the temperature range of the N* phase as well as favored the development of SmC* phase. Furthermore, Bragg selective reflection spectra of the compounds were measured by ultraviolet/visible spectrometer (UV/Vis). All compounds MOPnB (n = 2, 4, 6, 8, 10) revealed the thermochromic property or selective reflection of visible light in the N* phase. Additionally, only MOP10B and MOP12B in the SmC* phase had the thermochromic phenomena and gave red-saffron colour.
- Luo, Cong-Cong,Wang, Xin-Jiao,Han, Lu-Juan,Jia, Ying-Gang,Ying, Shao-Ming,Wang, Ji-Wei
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p. 241 - 250
(2018/11/27)
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- New chalcone based liquid crystals with allylidene amino linking unit: Synthesis and characterization
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In this study, the synthesis, structural characterization and mesomorphic properties of newly thirteen calamitic shaped compounds derived from allylidene amino chalcone and 4-n-alkoxy benzoyloxy benzoic acid. Comp.H1 to H3 exhibited nonliquid crystalline nature, while comp.H4 to comp.H18 displayed enantiotropical smectic C phase. Phase transition temperatures of present synthesised compounds were determined by optical polarising microscopy (POM), differential scanning calorimetric (DSC) and powder X-ray diffraction (PXRD) techniques. Thermal stabilities of smectic to isotropic phase are 150.0 °C and temperature range of mesophase is in decreasing order from comp.H3 to comp.H18 respectively. The presences of SmC phase are the type of broken fan and needle type in present synthesized series. It is also shown that presence of chalcone amino allylidene central linking group favors a calamitic liquid crystalline behaviour in molecules with lower member to higher member aliphatic side chain in alkoxy group (-OR).
- Sharma, Vinay S.,Sharma, Anuj S.,Jadeja, Upendra H.,Suthar, Deepak
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- Synthesis, characterization, crystal structure and liquid crystal studies of some symmetric naphthalene derivative molecules
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The synthesis of a series of symmetrical liquid crystals having naphthalene as the central rigid core and attached to long chain flexible 4′-alkoxybenzoate moiety at positions 2,6 - of the aromatic ring are reported. The mesophase behavior of the molecules was investigated using differential scanning calorimetry (DSC), polarizing optical microscopy (POM) and X-ray diffraction studies. The studies reveal that the synthesized compounds exhibit stable enantiotropic mesophase of Smectic A (SmA) and Nematic (N) phase. The mesophase appearance is independent of the length of the alkyl chain. The molecular structure was determined by single crystal X-ray diffraction technique. The derivative with n-heptyloxy- flexible chain crystallizes under triclinic, P1ˉspace group with unit cell dimension a = 5.569(3) ? b = 10.540(5) ? c = 15.254(9) ? α = 73.434(18)o, β = 80.807(19)o and γ = 82.02(2)o, V = 843.1(8) ?3. The dihedral angle between the naphthalene ring system and the benzoate moiety is 63.63(2)o.
- Srinivasa,Palakshamurthy,Devarajegowda,Hariprasad
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p. 620 - 626
(2018/09/18)
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- λ-Shaped mesogens based on chalconyl ester core having variable side chain: Synthesis and characterisation
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In present study, we have synthesized two newly chalconyl-ester core LCs having variable side chain and fixed disubstituted butoxy group at another terminal end. All this compounds were well characterized by elemental analysis, FT-IR, 1H NMR. The mesomorphic properties of these compounds were observed by optical polarized light microscopy (POM) and also confirmed by using differential scanning calorimetry (DSC) and X-ray diffraction pattern (XRD). Detailed XRD investigation endorses the presence of the nematic phase in higher angle region and SmC phase in lower angle region. In addition, it is found that all the prepared materials display enantiotropic LCs phases except first four members in series-1 and first member in series-2. Thermal stability of SmC and nematic phase of series-1 is higher as compare to series-2. To get more insights, the DFT based HOMO, LUMO studies are carried out which supports intramolecular charge transfer interactions and stability in this class of mesogens.
- Sharma, Vinay S.,Suthar, Deepak,Sharma, Anuj S.
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p. 100 - 118
(2019/02/24)
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- Study of Y-shaped liquid crystalline materials with polar nitro substituent
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A new homologous series of Y-shaped liquid crystals namely 4-Nitro-[2′4′bis (4″-n-alkoxybenzoyloxy)] phenyl bisazobenzenes have been synthesized and its thermotropic properties studied on the hot stage of a polarizing microscope. The compounds consist four phenyl rings joined through ester and bisazo linkages with alkoxy and nitro as terminal substituents. The structures of synthesized compounds were confirmed by spectroscopic techniques such as FTIR, 1HNMR as well as elemental analysis. The compounds were found to exhibit enantiotropic nematic and smectic mesophases. The role of molecular shape, size and polarity of functional groups in the mesophases formation is discussed.
- Dixit, Sandhya
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- Mesomorphism dependence on terminal polar group in the nonlinear novel azoester series
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Synthesis of a novel azoester homologous series is carried out with a view to understand and establish the effect of molecular structure on liquid crystal (LC) behaviors of a substance. Novel series consists of ten LC substances. All the homologs are enantiotropically nematogenic without exhibition of smectic property. Transition and melting temperatures, textures of LC are determined by an optical polarizing microscopy equipped with a heating stage. Textures of nematic phase are threaded or schlieren. Transition curves of a phase diagram behaved in normal manner. Nematic–isotropic transition curve exhibited odd–even effect. Analytical and spectral data supported and confirmed the structures of homologues.
- Kher, Seema N.,Prajapati,Chandra, Raviprakash S.,Makwana
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- Ferroelectric Liquid Crystals: Synthesis and Thermal Behavior of Optically Active, Three-Ring Schiff Bases and Salicylaldimines
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The chiral ferroelectric smectic C (SmC*) phase, characterized by a helical superstructure, has been well exploited in developing high-resolution microdisplays that have been effectively employed in the fabrication of a wide varieties of portable devices. Although, an overwhelming number of optically active (chiral) liquid crystals (LCs) exhibiting a SmC* phase have been designed and synthesized, the search for new systems continues so as to realize mesogens capable of meeting technical necessities and specifications for their end-use. In continuation of our research work in this direction, herein we report the design, synthesis, and thermal behavior of twenty new optically active, three-ring calamitic LCs belonging to four series. The first two series comprise five pairs of enantiomeric Schiff bases whereas the other two series are composed of five pairs of enantiomeric salicylaldimines. In each pair of optical isomers, the configuration of a chiral center in one stereoisomer is opposite to that of the analogous center in the other isomer as they are derived from (3 S)-3,7-dimethyloctyloxy and (3 R)-3,7-dimethyloctyloxy tails. To probe the structure–property correlations in each series, the length of the n-alkoxy tail situated at the other end of the mesogens has been varied from n-octyloxy to n-dodecyloxy. The measurement of optical activity of these chiral mesogens was carried out by recording their specific rotations. As expected, enantiomers rotate plane polarized light in the opposite direction but by the same magnitude. The thermal behavior of the compounds was established by using a combination of optical polarizing microscopy, differential scanning calorimetry, and powder X-ray diffraction. These complementary techniques demonstrate the existence of the expected, thermodynamically stable, chiral smectic C (SmC*) LC phase besides blue phase I/II (BPI or BPII) and chiral nematic (N*) phase. However, as noted in our previous analogous study, the vast majority of the Schiff bases show an additional metastable, unfamiliar smectic (SmX) phase just below the SmC* phase. Notably, the SmC* phase persists over the temperature range ≈80–115 °C. Two mesogens chosen each from Schiff bases and salicylaldimines were investigated for their electrical switching behavior. The study reveals the ferroelectric switching characteristics of the SmC* phase featuring the spontaneous polarization (PS) in the range 69–96 nC cm?2. The helical twist sense of the SmC* phase as well as the N* phase formed by a pair of enantiomeric Schiff bases and salicylaldimines has been established with the help of circular dichroism (CD) spectroscopic technique. As expected, the SmC* and the N* phase of a pair of enantiomers showed mirror image CD signals. Most importantly, the reversal of helical handedness from left to right and vice versa has been evidenced during the N* to SmC* phase transition, implying that the screw sense of the helical array of the N* phase and the SmC* phase of an enantiomer is opposite.
- Veerabhadraswamy, Bhyranalyar N.,Rao, Doddamane S. Shankar,Yelamaggad, Channabasaveshwar V.
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supporting information
p. 1012 - 1023
(2018/04/23)
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- Synthesis and study antimicrobial activities of some novel tetrazole derivatives
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F OUR (2-phenol derivatives) were coupled with 1H-tetrazole-5-diazonium chloride to synthesize four new compounds namely 4-((1H-tetrazol-5-yl)diazenyl)-2-alkylylphenol (Ta-d). These prepared Azophenols reacted with two 4-alkoxy acids (8 and 10) to form two new series of 4-((1H-tetrazol-5-yl) diazenyl)-2-(alkyl)-phenyl-4-(octyloxy) benzoates T8a-d and 4-((1H-tetrazol-5-yl)diazenyl)-2-(alkyl)-phenyl-4-(decyloxy) benzoates T10a-d respectively. The structures of the twelve synthesized compounds were confirmed using the conventional tools of analysis, Elemental Analysis, FT-IR and 1H-NMR spectroscopy. The biological activity of the prepared compounds as anti-fungi and anti-bacteria was studied. Most of the prepared compounds possessed good antimicrobial action for Gram-positive and Gram-negative bacteria, whereas they gave no action on Aspergillus fumigatus or Candida albicans.
- Nessim, Maher I.,Elewa, Safaa I.,Mohamed, Manal G.
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p. 197 - 206
(2019/12/24)
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- Synthesis and liquid crystalline properties of novel fluorinated N-benzoyl thiourea compounds. Effect of perfluoroalkyl chains on the thermal behavior and smectic phases stability
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A series of novel N-benzoyl-N’-aryl thiourea derivatives (BTU) bearing different number of alkoxy groups in terminal positions of benzoyl unit and a perfluorooctyl group on the other side have been designed and prepared. Their liquid crystalline properties were investigated by a combination of three techniques: polarizing optical microscopy (POM), differential scanning calorimetry (DSC) and variable-temperature powder X-ray diffraction (XRD). Their thermal stability was studied by thermogravimetric analysis (TG). It was found that only the compounds which have only one alkoxy chain attached to benzoyl unit, 1a and 1b, show calamitic mesomorphic behavior, with smectic A and C phases being displayed. The type and stability of these mesophases are greatly influenced by the alkyl chain length as well as by the presence of perfluorooctyl group. The clearing and the mesophase ranges are significantly increased with the incorporation of perfluoroalkyl chains when compared to non-fluorinated analogues, with almost 40 °C. The attachment of additional alkoxy groups on the benzoyl moiety led to a significant decrease of the clearing points and suppression of the mesogenic character.
- Ili?, Monica,Micutz, Marin,Pasuk, Iuliana,Staicu, Teodora,C?rcu, Viorel
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- Benzimidazole based mesogenic Schiff-bases: Synthesis and characterization
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Two homologous series of mesogenic Schiff-bases, N-4-((alkoxy)-(phenyl-3-hydroxy-4-(4-(5-methylbenzimidazol))-2-alkoxysalicylaldimine)benzoate (7a–d) and N-4′-(5-methyl-benzimidazole)-phenyl-4-alkoxysalicylaldimine (8a–d) incorporating benzimidazole moiety have been prepared and the molecular structures studied by FT-IR, NMR and ESI-MS spectrometry. Mesogenic behaviour was investigated by polarizing optical microscopy (POM), differential scanning calorimetry (DSC) and variable temperature powder X-ray diffraction (PXRD) techniques. Changing the spacer (ester-linked to non-ester linked) of the Schiff-base results in enhancement of thermal stability and phase transition temperature. The members of series-I show monotropic SmA while those of series-II reflect enantiotropic SmA mesomorphism. An electrochemical study of a representative Schiff base in each series (7d and 8c) showed an electrical band gap 1.26?eV and 1.22?eV respectively.
- Dubey, Ragini,Yerrasani, Rajasekhar,Karunakar,Singh, Angad Kumar,Gupta, Rupali,Ganesan, Vellaichamy,Rao
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p. 106 - 114
(2017/05/25)
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- Calamitic-rod-shaped mesogens based on chalcone esters comprising varying alkoxy and lauryl ester chains: Synthesis, mesomorphism and computational study
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In this studywe have synthesized a new class of compounds incorporating of chalconyl-ester and terminally substituted lauryl group. A series of new chalcones with three aromatic rings is synthesized and characterised by elemental analyses and spectroscopic techniques such as Fourier transform infrared [FT-IR] and proton magnetic resonance magnetic resonance [1H NMR] spectroscopy. The mesomorphic properties of these compounds were observed by optical polarized light microscopy (POM) and confirmed by differential scanning calorimetry (DSC). It is found that all the prepared materials display enantiotropic LCs phases except first two homologue in present series. The lowermember comp. (C3 to C6) display only SmC phase while comp. (C7 to C12) shows smectic C as well as nematic phase. The higher member comp. (C14 to C18) display only nematic phase in heating and cooling condition. To get more insights, the HOMO, LUMO studies are carried out which supports intramolecular charge transfer interactions in this class of mesogens. (Figure presented.).
- Sharma, Vinay S.,Patel, Sunil B.,Sharma, Anuj S.,Patel
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- Study of the molecular structure on liquid crystal properties with reference to thermotropic azoester derivatives
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An azoester homologues series: RO?C6H4?COO?C10H6?N?N?C6H4?OC5H11 (para) as novel liquid crystalline (LC) materials has been synthesized and studied with a view to understanding and establishing the effects of molecular structure on LC properties with reference to laterally substituted phenyl ring and terminally substituted ?OR and ?OC5H11 (n) groups; including ?COO? and ?N?N? central bridges. Novel homologous series of thermotropic LC variety consists of thirteen homologues (C1 to C18). C1 to C3 derivatives are nonliquid crystal (NLC); C4 is only nematogenic and C5 to C18 are smectogenic plus nematogenic. All the mesogenic homologues (C4 to C18) are enantiotropically nematogenic or/and smectogenic as confirmed by a polarizing optical microscopy (POM) equipped with a heating stage. Transition curves Cr-I/M, Sm?N, and N?I behaved in normal manner in a phase diagram. Odd-even effect is exhibited by Sm?N and N?I transition curves. Analytical, spectral and thermal data confirms the molecular structure of novel homologues. Novel azoester series is predominantly nematogenic and partly smectogenic whose mesogenic temperatures ranges minimum to maximum from 79.0°C to 162.0°C. Thermal stability for smectic and nematic are 128.2°C and 147.7 °C, respectively. Thus, it is a middle ordered melting type of novel series whose total mesophaselength ranges from 20.0°C to 56.0°C. Textures of nematic are threaded or schlieren and that of smectic are smectic A or C.
- Sharma, Vinay S.,Jadeja,Patel
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- Molecular flexibility operated mesomorphism by end groups in azoester series
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A novel azoester homologous series, RO?C6H4?COO?C6H4?N = N?C6H4?OC7H15(n) (para) has been synthesized and studied with a view to understanding and establishing the effects of molecular structure on mesomorphic properties with reference to tthe flexible terminal chain. The novel azoester series consists of thirteen (C1–C18) members. Mesomorphism commences from C5 homologue. C1–C4 homologues are nonmesomorphic, C5 homologue is only nematogenic and C6–C18 homologues are smectogenic and nematogenic. All mesogenic homologues are enantiotropically mesomorphic. Transition temperatures and textures were determined by polarizing optical microscopy (POM) and a heating stage. Cr-M/I transition curve follows a zigzag path of rising and falling values and behaves in a normal manner. The Sm-N and N-I transition curves of a phase diagram behave in the normal established manner except for a small deviation for the higher homologues (C14 and C16). An odd-even effect is exhibited by Sm-N and N-I transition curves. Analytical spectral and thermal data support the molecular structures. Smectic and nematic thermal stabilities are 93.62°C and 114.3°C, respectively. Smectic and nematic mesophas elengths range from 12.0°C to 18.0°C and 11.0°C to 31.0°C. The series is predominantly nematogenic and partly smectogenic and of middle order melting type. Group efficiency order derived for smectic and nematic. Smectic and nematic: ?OCH3 > ?OC4H9 > ?OC7H15(n).
- Jain,Jadeja,Patel
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- Dependence of mesomorphism on geometrical shapes of isomeric and nonisomeric series of chalconyl esters
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A meta substituted chalconyl ester homologous series: RO?C6H4?COO?C6H4(meta)?CO?CH?CH?C6H4?OC12H25(n)(para) is synthesized and studied with a view to understanding the effect of molecular substitution at meta position in a molecular structure on thermotropic liquid crystal properties. The novel homologous series consists of thirteen homologues (C1 to C18). All the homologues except the nonliquid crystal homologues C1, C2, C3 are enantiotropic nematic with the absence of smectic properties. The transition and melting temperatures were determined by an optical polarizing microscopy (POM) equipped with a heating stage. Textures of a nematic phase are threaded or Schlieren. Transition curves (Cr-N/I and N-I) behave in normal manner except homologues between C10 and C14 of N-I curve, which show negligible deviation from normal and a smooth descending tendency. The N-I transition curve exhibits an odd-even effect up to C10 homologue and then the odd-even effect disappears for higher homologues. Analytical and the spectral data support the molecular structures. Thermal stability for nematic is 107.3°C and the mesophase lengths range between 13.0°C and 35.0°C at the C18 and C12 homologues respectively. Group efficiency order for nematic is derived on the basis of thermal stability as ?OC12H25(n) (linear) > ?OC12H25(n) (nonlinear) > ?OC16H33 (nonlinear).
- Patel, Priya K.,Shah
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p. 168 - 177
(2017/03/08)
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- Mesogenic naphthyl derivatives
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Two new mesogenic homologous series of liquid crystalline naphthalene derivatives with different central linkages: 2- Naphthyl-4-n-alkoxybenzoates (I) and trans-2-Naphthyl -4-n –alkoxycinnamates(II), have been synthesized and characterized by a combination of elemental analysis and standard spectroscopic methods. Twelve compounds have been synthesized in both the series I and II. In series I, methoxy to n-pentyloxy derivatives are non mesogenic, n-hexyloxy to n-hexadecyloxy derivatives exhibit monotropic nematic mesophase. Smectic A mesophase commences from n-decyloxy derivatives as a monotropy and persist up to the last member synthesized. All the 12 compounds of series II exhibit mesomorphism. Methoxy to n-propyloxy derivatives exhibit monotropic nematic mesophse, and n-butyloxy to n-tetradecyloxy derivatives exhibit enantiotropic nematic mesophase. n-Hexayloxy to n-hexadecyloxy derivatives also exhibit enantiotropic smectic A mesophase. The mesomorphic properties of present series were compared with each other and with a structurally related mesogenic homologous series to evaluate the effects of central linkage on mesomorphism.
- Patel,Prajapati
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p. 106 - 115
(2017/03/08)
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- Effect of alkyl chain in the terminal ester group on mesomorphic properties of new rod like homologous series: Synthesis and characterization
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The mesomorphic properties of linear chalconyl ester homologous series can be tuned in a predictable fashion with tail groups (–OC5H11) substituents on the terminal side and nitro group substitute at lateral position. Novel series consisted 13 members (C1 to C8, C10, C12, C14, C16, C18). C1 to C5 homologues are nonliquid crystal, C6 to C18 homologues display smectic and nematic mesophase enantiotropically manner except C5 homologue, which show only nematogenic mesophase. The texture of the nematic mesophase is of fan-shaped, Schlieren, and nematic droplets type. All these compounds were characterized by elemental analyses and spectroscopic techniques such as [FTIR] and 1H Nuclear magnetic resonance [NMR] spectroscopy. The mesomorphic properties of these compoundswere observed by optical polarized light microscopy (POM) and differential scanning calorimetry (DSC).
- Sharma, Vinay S.,Patel
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- Mesomorphism in chloro substituted isomeric series including chalconyl central bridge
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A novel homologous series of thermotropic liquid crystals α-4-(4′-n-alkoxy benzoyloxy phenyl) β-2″-chloro benzoyl ethylenes have been synthesized and studied with a view to understand and establish the effect of molecular structure on liquid crystal (LC) properties with reference to molecular flexibility in isomeric series with differing positional status of same functional group. Novel homologues series consist of 12 homologues C1 to C16. C1, C2, and C3 homologues are nonliquid crystals (NLC) and rest of the homologues are liquid crystals. C10 to C16 homologues are enantiotropically smectogenic plus nematogenic and C4 to C8 homologues are enantiotropic nematic. The texture of nematogenic derivatives is threaded or schlieren and that of the smectic mesophase are focal conic of the type smectic A or C. Analytical, thermal and spectral data supported molecular structures of novel homologues. Transition temperatures as determine by a hot stage polarizing optical microscopy (POM) were plotted against number of carbon atom present in n-alkyl chain ‘R’ of left n-alkoxy (-OR) group and the phase transition curves Cr–I/M, Sm–N, N–I were obtained on linking like or related points. The odd–even effect is observed for the N–I transition curve and thus transition curves behaved in normal manner. The even-membered nematic transition curve occupied higher position than the odd-membered transition curve. Present series is predominantly nematogenic and partly smectogenic with middle-ordered melting type.
- Namera, Dipti L.,Ranchchh, Avani R.,Bhoya
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p. 233 - 240
(2017/03/08)
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- New hockey stick shaped amino allylidene (?N?CH?CH?CH) based compounds: Effect of linkage group on mesomorphic properties
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Two nonlinear hockey stick shaped homologous series based on three linking groups have been synthesized and characterized by elemental analyses and spectroscopic techniques. The mesomorphic properties of these compounds were observed by polarizing optical microscopy (POM) and differential scanning calorimetry (DSC). In this present investigation, we have synthesized two homologous series viz. 2-((3-phenyl allylidene) amino) phenyl 4-((4-n-alkoxy benzylidene) amino) benzoate (series-1) and 4-((2-((3-phenyl allylidene) amino) phenoxy) carbonyl) phenyl-4-n-alkoxy benzoate (series-2). Both the series are differing with respect to first linking group. In series-1, comp.C4-C18 shows nematic as well as smectic phase while in series-2, comp.C10-C16 shows smectic and nematic phase while comp.C4-C18 shows only nematic phase.
- Sharma, Vinay. S.,Vekariya, Rajesh. H.,Sharma, Anuj. S.,Patel
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- Synthetic pathway for a new calamitic series of liquid crystal: Comparison with corresponding linkage group
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Reduction-responsive cystamine-incorporated gelatin microspheres were prepared by an emulsification method. On SEM micrograph, the microsphere, prepared at pH 9.0 and at the carboxyl/amino group molar ratio of 1:1, was sphere-like and its diameter was a few to 100 μm. The gelatin to cystamine ratio of the microsphere was about 1:0.2 (w/w), determined by energy dispersive X-ray spectroscopy. Two endothermic peaks were observed around 92°C and 126°C, which were thought to be the melting point of gelatin-rich phase and that of cystamine-rich phase, respectively. The microsphere released its payload (FITC-dextran) in dithiothreitol (a reducing agent) concentration-dependent manner.
- Sharma, Vinay S.,Vekariya, Rajesh H.,Sharma, Anuj S.,Patel
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p. 143 - 157
(2017/10/27)
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- Synthesis and mesomorphic properties of calamitic shaped molecules with chalconyl-ester and lateral fluoro substituents
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In this study we have synthesized a new class of compounds incorporating of chalcones and laterally substituted fluoro group. A series of new chalcones with five aromatic rings is synthesized and characterised by elemental analyses and spectroscopic techniques such as Fourier transform infrared [FT-IR] and proton magnetic resonance magnetic resonance [1H NMR] spectroscopy. The mesomorphic properties of these compounds were observed by optical polarized light microscopy (POM) and confirmed by differential scanning calorimetry (DSC). It is found that all the prepared materials display enantiotropic LCs phases except first three homologue in present series. The lower homologues (n = 4 to 12) display SmC and nematic phase while, in higher homologues (n = 14 to 18) only SmC phase were seen in heating and cooling condition.
- Sharma, Vinay S.,Sharma, Anuj S.,Vekariya, Rajesh H.,Patel
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- The effect of position of octadecyloxy tail on the formation of liquid crystal with chalconyl-ester and chalconyl-vinyl ester series: Comparison with corresponding linkage group
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Two series of chalconyl-based liquid crystals which differ from each other in the position of the first linking group have been synthesized and characterized by elemental analyses and spectroscopic techniques such as Fourier transform infrared and proton magnetic resonance magnetic resonance [1H NMR] spectroscopy. The mesomorphic properties of these compounds were observed by optical polarized light microscopy (POM) and differential scanning calorimetry (DSC). We have synthesized two homologous series viz. 3-(3-(4-(Octadecyloxy) phenyl) acrylonyl) phenyl 3-(4-n-alkoxyphenyl) acrylate (series-1) and 3-(3-(4-(Octadecyloxy) phenyl) acryloyl) phenyl 4-n-alkoxy benzoate (series-2). Series-1 has chalconyl-ester central linkage group while in series-2 chalconyl-vinyl ester group is present and tail octadecyloxy side chain is common in both homologous series. All the homologous in present series display LC property in enantiotropical manner except first three homologous in both series.
- Solanki,Sharma, Vinay. S.,Patel
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p. 216 - 232
(2017/03/08)
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- Synthesis and characterization of rigid rode shape homologous series: Effect of tail iodo group
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In this study, the synthesis, structural characterization andmesomorphic properties of newly thirteen calamitic rod-shaped compounds derived from chalcone and 4-n-alkoxy benzoic acid. Here we present, chalcone as central group and terminal side substituted iodo (-I) group containing homologous series. Comp.C1 displayed nonmesogenic nature, while comp.C3 to comp.C18 shows enantiotropic smectic plus nematic property except comp.C2 which show only nematic phase. It is shown that chalcone as central linking unit favors a calamitic liquid crystalline behaviour in molecules. Phase transition temperatures of present synthesised compoundswere determined by optical polarisingmicroscopy (POM), differential scanning calorimetric (DSC). Thermal stabilities for smectic and nematic mesophases are 150.18 and 163.58 respectively.
- Sharma, Vinay S.,Sharma, Anuj S.,Patel
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p. 158 - 171
(2017/10/27)
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- Synthesis and properties of new calamitic-shaped liquid crystal compounds with disubstituted octadecyloxy (?OC18H37) tail groups
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In present study, we have synthesized such newly chalcone-ester linking group based homologous series containing disubstituted octadecyloxy tail part. A series of new chalcones with having three aromatic rings is synthesized and characterised by elemental analyses and spectroscopic techniques such as Fourier transform infrared [FT-IR] and proton magnetic resonance magnetic resonance [1H NMR] spectroscopy. The mesomorphic properties of these compounds were observed by optical polarized light microscopy (POM) and confirmed by differential scanning calorimetry (DSC). It is found that all the prepared materials display enantiotropic LCs phases except first three homologue in present series. Comp. C1 to C12 exhibits only enantiotropic nematic phase. However, in higher member comp.C14 to C18 shows enantiotropic SmC and nematic phase. Thermal stability of smectic and nematic phase of present series is found to be 51.33°C and 109.0°C.
- Sharma, Vinay S.,Sharma, Anuj S.,Patel
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- Chemoselective and site-selective peptide and native protein modification enabled by aldehyde auto-oxidation
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We report a chemoselective and site-selective formylation of ?-amine in native proteins. The aldehyde auto-oxidation re-routing, regulated generation of formate, and reversible N-terminus protection drive the transformation. It labels a single ?-amine in a pool of its copies, other nucleophilic residues, and α-amine. The extension of the methodology leads to site-selective acylation.
- Purushottam, Landa,Adusumalli, Srinivasa Rao,Chilamari, Maheshwerreddy,Rai, Vishal
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supporting information
p. 959 - 962
(2017/01/17)
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- Role of molecular structural flexibility on mesomorphism
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A homologous series of novel chalconyl ester derivatives: RO.C6H4.COO.C6H4.CO.CH:CH.C6H4.OC6H13(n) shave been synthesized and studied for its thermotropic liquid crystal (LC) properties with a view to understanding and establishing the relation between molecular structure and LC properties. The homologous series consists of eleven members whose, mesomorphism commences from C3 of the series and continues up to the C16 homologue. The C1 and C2 homologues are nonliquid crystals. All the LC homologues are enantiotropically nematogenic with absence of smectogenic character. Transition temperatures were determined by an optical polarizing microscope (POM) equipped with a heating stage. Textures of a nematic phase are threaded or Schlieren. Analytical and spectral data confirms the molecular structures of homologues. Transition curve Cr-N/I behaved in normal manner. N-I transition curve exhibits an odd even effect; descended at C10 homologue and then again rises at C12 and descended from and beyond C12 homologue. Thus it partly deviates from normal behaviour. Thermal stability for nematic is 95–89°C and nematogenic upper and lower mesophase lengths are 41.0°C and 07.0°C respectively. Group efficiency order for nematic on the basis of thermal stability is –OC8H17(n)> -OC6H13(n) > -OC10H21(n) and it is a low order melting type series.
- Pandya,Patel
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- LIQUID CRYSTAL ALIGNING AGENT, LIQUID CRYSTAL ALIGNMENT FILM AND LIQUID CRYSTAL DISPLAY ELEMENT
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PROBLEM TO BE SOLVED: To provide liquid crystal aligning agents, alignment layers, and liquid crystal display elements which make it possible to form liquid crystal alignment films which are easy to handle, have excellent applicability, and have optical a
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- Fabrication of nanostructures through self-assembly of non-ionic amphiphiles for biomedical applications
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Fabrication of self-assembled nanostructures with defined size and morphology represents a formidable challenge and thus, has gained tremendous momentum in research because of their potential applications in various biological systems. Herein, we report o
- Prasad, Suchita,Achazi, Katharina,B?ttcher, Christoph,Haag, Rainer,Sharma, Sunil K.
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p. 22121 - 22132
(2017/07/10)
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- Dependence of LC state on molecular flexibility
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A novel azoester homologous series of liquid crystals (LCs) viz. RO?C6H4COOC10H6-N?N(ortho)-C6H4?OC4H9(para) has been synthesized and studied with a view to understanding and establishing the effect of molecular structure on LC properties. Homologous Series consists of thirteen members (C1 to C18). C1 to C3 members are nonliquid Crystals and the rest of the homologues are LC in an enantiotropic manner. C7 to C18 are smectogenic in addition to nematogenic whereas C4, C5, and C6 are only nematogenic. The Sm-N and N?I transition curves behave in a normal manner with the usual exhibition of an odd–even effect. The Cr-M/I curve also behaves in a normal manner. Analytical and spectral data confirm the molecular structures of homologues. The average smectic and nematic thermal stabilities are 60.31°C and 79.6°C, respectively, with total mesophase length varying minimum to maximum is 21°C to 57°C at the C6 and C14 homologue, respectively. Thus, present novel azoester homologous series is partly smectogenic and predominantly nematogenic with low ordered melting type and useful to construct LC devices workable at low temperatures or room temperature.
- Jadeja,Sharma, Vinay S.,Jain,Patel
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p. 144 - 153
(2016/07/14)
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- Mesomorphism dependence on the combined effect of molecular rigidity and flexibility
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A novel liquid crystalline (LC) homologous series of azoesters with a laterally substituted methoxy group RO-C6H4-COO-C6H3-(-OCH3)-N═N-C6H4-COO-C4H9(n) has been synthesized and studied with a view to understanding the effect of molecular structure on thermotropic mesomorphism. The novel homologous series consists of thirteen homologues (C1–C18). The C1–C5 homologues are nonliquid crystals. The C6 and C7 homologues are only enantiotropically nematogenic and the rest of the mesomorphic homologues (C8–C18) are enantiotropically smectogenic and nematogenic. Transition temperatures and the textures of the mesophases were determined using an optical polarizing microscope (POM) equipped with a heating stage. The novel azoester homologues were characterised and confirmed using their analytical, spectral and thermometric data. Transition curves Cr-M/I, Sm-N and N-I behaved in normal manner without (Sm-N) and with (N-I) exhibition of odd-even effect respectively in a phase diagram. Thermal stabilities for smectic and nematic are 100.0°C and 127.7°C whose, mesomorphic phase length vary from 13.0°C to 24.0°C and 11.0°C to 33.0°C, respectively. The mesomorpism is compared with other known series.
- Jadeja,Patel
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- Mesomorphism dependence on central bridge (-COO-CH2-) and terminal end group (-Br)
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A novel series of liquid crystalline (LC) ester materials has been synthesized and studied with a view to understanding the effects of molecular structure on LC behavior. The homologous series of eleven members is entirely enantiotropically smectogenic without exhibition of a nematic phase. Transition temperatures and the texture of smectic phase was determined by an optical polarizing microscope equipped with a heating stage (POM). Transition curves (Cr-Sm and Sm-I) showing phase behavior in a phase diagram behave in a normal manner. Textures of smectic phase are focal conic fan shaped of the type Smectic-A or Smectic-C. An odd-even effect is exhibited by the Sm-I transition curve. The average thermal stability for smectic is 91.2°C and the mesogenic phase length ranges between 3.6°C and 39.3°C. Thus, the novel smectogenic homologous series is a middle-ordered melting type whose LC phase is relatively middle ordered. The LC properties of the present series are compared with a structurally similar homologous series. Analytical and spectral data support the molecular structures.
- Marathe, Rajesh B.,Doshi
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p. 122 - 131
(2016/02/19)
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- Study of mesomorphism and its relation to molecular structure with special reference to central bridges viz. -COO- and -CH=CH-COO- of the homologous series
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Two ester homologous series of mesogens, viz., Methyl-p-(p′-n-alkoxy benzoyloxy) cinnamates (X) and Methyl-p-(p′-n-alkoxy cinnamoyloxy) cinnamates (Y) being structurally similar are discussed. Both (X) and (Y) differ in respect of central bridges linking two phenyl rings. Only enantiotropic nematogenic character is observed without exhibition of any smectic character by all members of series (X) and (Y). Thermal stability of series (X) is relatively low as compared to (Y), but nematogenic mesophase lengths are of reverse order. Solid-nematic/solid-isotropic and nematic-isotropic transition curves in the phase diagrams behave in normal manner.
- Sharma,Solanki,Patel,Patel
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p. 137 - 145
(2016/03/01)
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- Mesomorphism Dependence of Chalconyl Derivatives on Position of -CH=CH- Unit
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A novel homologous series of heterocyclic chalconyl esters (C1 to C16) has been synthesized and studied with a view to understanding and establishing the effects of molecular structure on liquid crystal (LC) properties and the degree of liquid crystallinity. The C1 to C6 homologues are not liquid crystals, the C7 homologue is enantiotropic nematic, the C8 to C16 homologues are smectogenic in addition to nematogenic (C8 & C10 monotropic smectic). The texture of nematic phases are threaded or Schlieren and that of the smectic phase are fan-shaped smectic-A or smectic-C type. Transition temperatures and the textures of mesophases were determined by an optical polarizing microscope equipped with a heating stage. Transition curves Cr-I/M, Sm-N/N-Sm, and N-I showing phase behaviors of series in a phase diagram behave in normal manner. Thermal stability for smectic and nematic are 115.66°C and 126.83°C and their mesophase lengths minimum to maximum are 6.3 to 12.9°C and 6.9°C to 17.4°C, respectively. Analytical and spectral data confirms the molecular structures of homologues. LC properties of present novel series are compared with structurally similar other reported series.
- Rakhasia,Bhola,Bhoya
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