40654-37-3Relevant academic research and scientific papers
“Effect of the linking unit on the calamitic-shaped liquid crystal: a comparative study of two homologous series of benzoate and cinnamate linked compounds”
Kashyap, Dinesh,Patel, Sunil,Prajapat, Varsha,Sharma, Vinay,Vasava, Dilip
, p. 58 - 70 (2019/08/28)
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.
“Synthesis, Mesomorphic and DFT Studies of Chalcone Derived Room Temperature Liquid Crystal with Presence of Lateral Nitro and N, N-Dimethyl Amino Terminal Group”
Shukla, Devendra K.,Sharma, Vinay S.,Prajapat, Varsha,Patel
, p. 8 - 26 (2019/10/14)
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.
BRARTEMICIN ANALOGUES
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Page/Page column 47-49; 65, (2019/05/22)
The invention relates to brartemicin analogues of Formula (IV) and their uses. These compounds are potent Mincle agonists and Th1-stimulating vaccine adjuvants.
Lipidated Brartemicin Analogues Are Potent Th1-Stimulating Vaccine Adjuvants
Foster, Amy J.,Nagata, Masahiro,Lu, Xiuyuan,Lynch, Amy T.,Omahdi, Zakaria,Ishikawa, Eri,Yamasaki, Sho,Timmer, Mattie S. M.,Stocker, Bridget L.
, p. 1045 - 1060 (2018/02/17)
Effective Th1-stimulating vaccine adjuvants typically activate antigen presenting cells (APCs) through pattern recognition receptors (PRRs). Macrophage inducible C-type lectin (Mincle) is a PRR expressed on APCs and has been identified as a target for Th1-stimulating adjuvants. Herein, we report on the synthesis and adjuvanticity of rationally designed brartemicin analogues containing long-chain lipids and demonstrate that they are potent Mincle agonists that activate APCs to produce inflammatory cytokines in a Mincle-dependent fashion. Mincle binding, however, does not directly correlate to a functional immune response. Mutation studies indicated that the aromatic residue of lead compound 9a has an important interaction with Mincle Arg183. In vivo assessment of 9a highlighted the capability of this analogue to augment the Th1 response to a model vaccine antigen. Taken together, our results show that lipophilic brartemicin analogues are potent Mincle agonists and that 9a has superior in vivo adjuvant activity compared to TDB.
Synthesis, characterization, crystal structure and liquid crystal studies of some symmetric naphthalene derivative molecules
Srinivasa,Palakshamurthy,Devarajegowda,Hariprasad
, p. 620 - 626 (2018/09/18)
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.
New chalcone based liquid crystals with allylidene amino linking unit: Synthesis and characterization
Sharma, Vinay S.,Sharma, Anuj S.,Jadeja, Upendra H.,Suthar, Deepak
, p. 64 - 81 (2019/02/24)
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).
λ-Shaped mesogens based on chalconyl ester core having variable side chain: Synthesis and characterisation
Sharma, Vinay S.,Suthar, Deepak,Sharma, Anuj S.
, p. 100 - 118 (2019/02/24)
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.
PRECIPITATION PROMOTER AND PRECIPITATION METHOD IN WHICH SAME IS USED
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Paragraph 0515-0517, (2017/11/29)
Precipitation promoters, which are an organic compound having one or more linear aliphatic hydrocarbon groups having not less than 10 carbon atoms, wherein the aliphatic hydrocarbon group has not less than 20 carbon atoms in total are useful for precipita
Calamitic-rod-shaped mesogens based on chalcone esters comprising varying alkoxy and lauryl ester chains: Synthesis, mesomorphism and computational study
Sharma, Vinay S.,Patel, Sunil B.,Sharma, Anuj S.,Patel
, p. 32 - 47 (2017/12/26)
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.).
Combined stabilizing effects of trifluoromethyl groups and semifluorinated side chains on the thermotropic liquid-crystal behavior of β-enamino ketone ligands and their bischelate PdII complexes
Martin, Alexander,Mügge, Carolin,Gin, Douglas L.,Donnio, Bertrand,Weigand, Wolfgang
, p. 5609 - 5617 (2015/03/30)
Several linear β-enamino ketone ligands and their corresponding bischelate PdII complexes bearing various combinations of methyl and trifluoromethyl groups at the chelating center as well as peripheral hydrocarbon and perfluorinated side chains were prepared. The effect of these structural modifications on the thermotropic liquid-crystalline behavior of both the ligands and the corresponding metal complexes was studied. The relationships between the molecular structures and the corresponding thermal properties are discussed. As expected, the persistence of liquid-crystalline behavior was highly sensitive to both applied structural manipulations. On the one hand, increased steric congestion around the chelating moiety clearly appears detrimental to the retention of mesomorphism. On the other hand, perfluorinated chains at the molecular extremity can occasionally restore it. Therefore, the regulation of the balance between both structural parameters permits a precise control of the mesomorphic properties of the compounds.
