- Giant porphyrin disks: Control of their self-assembly at liquid-solid interfaces through metal-ligand interactions
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The synthesis and self-assembly behaviour of porphyrin dodecamers 1H 2 and Zn-1, which consist of twelve porphyrins that are covalently attached to a central aromatic core, is described. According to STM, 1D and 2D NMR studies, and molecular mo
- Lensen, Marga C.,Elemans, Johannes A. A. W.,Van Dingenen, Sandra J. T.,Gerritsen, Jan W.,Speller, Sylvia,Rowan, Alan E.,Nolte, Roeland J. M.
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- Synthesis and determination of thermotropic liquid crystalline behavior of cinnamaldehyde-based molecules with two schiff base linking units
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A series of liquid crystal molecules with two Schiff base linking units and a cinnamaldehyde core with different terminal groups were synthesized and characterized. The intermediates of 4-heptyloxybenzaldehyde (1a) and 4-dodeyloxybenzaldehyde (1b) were synthesized through the alkylation of 4-hydroxybenzaldehyde with a series of bromoalkane. A condensation reaction of cinnamaldehyde, 1,4-phenylenediamine and a series of substituted benzaldehydes with different terminal groups such as bromo, chloro, hydroxy, cinnamaldehyde, hydrogen, methoxy, heptyloxy and dodecyloxy produced a series of new cinnamaldehyde-based compounds, 2-9, respectively. All these compounds were characterized using Fourier transform infrared (FTIR) spectroscopy, nuclear magnetic resonance (NMR) spectroscopy, and CHN elemental analysis. The liquid crystal properties of these compounds were determined using polarized optical microscopy (POM), and their transitions were further confirmed using differential scanning calorimetry (DSC). Compounds with chloro, bromo, methoxy, heptyloxy, and dodecyloxy substituents are mesogenic compounds with nematic phase behavior. However, the other compounds were found to be non-mesogenic without any mesophase transitions. The structure-property relationship was investigated in order to study the effect of different terminal groups and Schiff base linking units on the liquid crystalline behavior of these compounds.
- Jamain, Zuhair,Khairuddean, Melati,Omar, Nor Faizawani
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- Mesogenic complementary absorbing dyads based on porphyrin and perylene units
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Five novel dyads, consisting of a tetraphenylporphyrine unit connected to a perylene monoimide diester unit via a flexible bridge-CONH-(CH2)n-(n = 4, 6, 8, 10 and 12), have been synthesized. Their structures were characterized by 13C and 1H nuclear magnet
- Kong, Xiangfei,Gong, Hongkang,Dai, Shengping,Yao, Wei,Mu, Linping,Zhang, Shufen,Wang, Guixia
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- An amphiphilic B,O-chelated aza-BODIPY dye: synthesis, pH-sensitivity, and aggregation behaviour in a H2O/DMSO mixed solvent
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A novel amphiphilic B,O-chelated azadipyrromethene (aza-BODIPY) dye, containing hydrophobic dodecyloxy groups and hydrophilic tetraethylene glycol (TEG) chains, was synthesized and characterized by NMR, HRMS, Vis/NIR absorption and fluorescence spectrosco
- Chen, Zhijian,Lei, Bin,Pan, Hongfei,Ren, Xiang-Kui,Zhang, Yongjie
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- Near-infrared fluorescent amphiphilic Aza-BODIPY dye: Synthesis, solvatochromic properties, and selective detection of Cu2+
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A new amphiphilic near-infrared aza-BODIPY dye bearing both hydrophobic alkyl and hydrophilic oligo-ethylene glycol chains was synthesized by facile click reaction. By introducing the electron-donating N,N-disubstituted amino groups into the molecular str
- Chen, Yuanfang,Chen, Zhijian,Pan, Hongfei,Ren, Xiang-Kui,Wang, Houchen,Zhang, Yongjie,Zuo, Jiahe
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- Surfactant effect on titanium dioxide photosensitized oxidation of 4-dodecyloxybenzyl alcohol
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The TiO2 photosensitized oxidation of 4-dodecyloxybenzyl alcohol (1), water insoluble, was investigated in aqueous surfactant solutions. A variety of surfactants of different charge type was used and in some cases the pH effect was investigated
- Bettoni, Marta,Brinchi, Lucia,Del Giacco, Tiziana,Germani, Raimondo,Meniconi, Sara,Rol, Cesare,Sebastiani, Giovanni Vittorio
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- Concentration and acid-base controllable fluorescence of a metallosupramolecular polymer
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A metallosupramolecular polymer (MP-Zn) bearing dibenzo-24-crown-8 (DB24C8) arms is constructed by coordinating Zn2+ with a conjugated bis-terpyridine ligand, which indicates concentration-dependent emissions from cyan to white to yellow. Succe
- He, Lipeng,Liang, Jianjun,Cong, Yong,Chen, Xin,Bu, Weifeng
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Read Online
- Helical polymer-anchored porphyrin nanorods
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Well-defined arrays of porphyrins attached to a rigid polyisocyanide backbone have been synthesized and their physical and optical properties studied. The helical polymers are rigidified by an inter-side chain hydrogen-bonded network and have an average m
- De Witte, Pieter A. J.,Castriciano, Mariangela,Cornelissen, Jeroen J. L. M.,Scolaro, Luigi Monsu,Nolte, Roeland J. M.,Rowan, Alan E.
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- Metal-free C-H functionalization of pyrrolidine to pyrrolinium-based room temperature ionic liquid crystals
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The development of ionic liquid crystals (ILCs) using pyrrolidinium cation has received considerable interest due to their higher electrochemical stability. However, high charge density associated with low charge distribution in the fully saturated pyrrol
- Mandal, Sumana,Gupta, Ravindra Kumar,Pathak, Suraj Kumar,Rao, D. S. Shankar,Prasad, S. Krishna,Ammathnadu Sudhakar, Achalkumar,Jana, Chandan K.
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supporting information
p. 8064 - 8071
(2021/05/21)
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- Aza-BODIPY molecular assembly at the liquid-solid interface driven by Br?F[sbnd]BF interactions
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In this work, two aza-BODIPY derivatives, 3,5-diphenyl-1,7-di(p-dodecyloxyphenyl)-aza-BODIPY (CJF) and 3,5-di(p-bromophenyl-1,7-di(p-dodecyloxyphenyl)-aza-BODIPY (2Br-CJF) acted as model molecules to form the self-assembly monolayers on the solid-liquid i
- Xiao, Yuchuan,Cai, Fangjian,Peng, Xuan,Kang, Xiyuan,Lei, Peng,Li, Xin,Xu, Haijun,Xiao, Xunwen,Tu, Bin,Zeng, Qingdao
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supporting information
p. 3566 - 3569
(2021/04/12)
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- Synthesis, mesomorphism, photophysics and device performance of liquid-crystalline pincer complexes of gold(iii)
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Emissive gold(iii) complexes of pincer 2,6-diphenylpyridines also bearing a phenylacetylide ligand have been modified at both the pincer and phenylacetylide to confer liquid crystalline properties, with most complexes showing a columnar hexagonal phase in
- Parker, Rachel R.,Liu, Denghui,Yu, Xiankang,Whitwood, Adrian C.,Zhu, Weiguo,Williams,Wang, Yafei,Lynam, Jason M.,Bruce, Duncan W.
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supporting information
p. 1287 - 1302
(2021/02/12)
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- Aza-BODIPY near-infrared fluorescent dye and preparation method thereof
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The invention relates to an aza-BODIPY near-infrared fluorescent dye and a preparation method thereof. The dye is composed of a hydrophilic chain, an alkyl chain, an electron donating group and an azapyrrolidine skeleton and is prepared through following
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Paragraph 0047-0054; 0081-0086; 0112-0117; 0143-0149; 0176
(2020/06/17)
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- Tricolor fluorescence switching in a single component mechanochromic molecular material
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The present work explores a rational molecular design for a multicolor switchable mechanochromic molecular system with a high fluorescence quantum yieldΦF. It is demonstrated that the reversible and high-contrast tricolor luminescence switching
- Gierschner, Johannes,Kim, Hyeong-Ju,Park, Soo Young
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supporting information
p. 7417 - 7421
(2020/06/21)
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- Flavylium Salts: A Blooming Core for Bioinspired Ionic Liquid Crystals
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Thermotropic ionic liquid crystals based on the flavylium scaffold have been synthesized and studied for their structure-properties relationship for the first time. The mesogens were probed by differential scanning calorimetry (DSC), polarizing optical microscopy (POM), and X-ray diffraction (XRD). Low numbers of alkoxy side chains resulted in smectic (SmA) and lamello-columnar (LamCol) phases, whereas higher substituted flavylium salts showed Colro as well as ordered and disordered columnar (Colho, Colhd) mesophases. Mesophase width ranged from 13 K to 220 K, giving access to room temperature liquid crystals. The optical properties of the synthesized compounds were probed towards absorption and emission properties. Strong absorption with maxima between 444 and 507 nm was observed, and some chromophores were highly emissive with quantum yields up to 99 %. Ultimately, mesogenic and dye properties were examined by temperature-dependent emissive experiments in the solid state.
- Forschner, Robert,Knelles, Jakob,Bader, Korinna,Müller, Carsten,Frey, Wolfgang,K?hn, Andreas,Molard, Yann,Giesselmann, Frank,Laschat, Sabine
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supporting information
p. 12966 - 12980
(2019/11/05)
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- Columnar self-assembly of novel benzylidenehydrazones and their difluoroboron complexes: Structure-property correlations
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Organoboron complexes are considered to be an important class of optically dynamic materials and because of their imperative properties, they have been unceasingly studied in a wide range of scientific areas. In this context, a new family of D-A-D′ archit
- Vinayakumara,Swamynathan,Kumar, Sandeep,Adhikari, Airody Vasudeva
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supporting information
p. 7099 - 7108
(2019/05/16)
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- Acid-alkaline degradation of the anionic surface active agent and its application
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The present invention discloses a structural formula (I) Compound and its use in the polymerization of the emulsion. And discloses the preparation process, using the compound prepared by the acid-base under the conditions of the rapid decomposition of the
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Paragraph 0045-0046
(2019/05/15)
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- Highly frustrated liquid crystal phases in optically active dimers: Synthesis and rich phase transitional behavior
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Herein we report on the synthesis and characterization of four new series of optically active, nonsymmetric dimers in which cholesterol is covalently linked to a Schiff base core through an ω-oxyalkanoyl spacer. While the Schiff base core is substituted with n-butyloxy, n-hexyloxy, n-octyloxy, n-decyloxy and n-dodecyloxy tails, three even-parity spacers, namely, 4-oxybutanoyl, 6-oxyhexanoyl, 8-oxyoctanoyl, and an odd-parity spacer, namely, 5-oxypentanoyl, have been used to join the two cores. The experimental results show that the length and parity of the spacer and the length of the terminal tail play a vital role in deciding the phase sequences of the dimers. In general, the dimers possessing an even-parity spacer display enantiotropic LC phases such as chiral nematic (N?), twist grain boundary (TGB), smectic A (SmA), chiral smectic C (SmC?) and twist grain boundary phase with SmC? slabs (TGBC?). Some of these dimers display TGBC? over a wide temperature range. The dimers with an odd-parity (5-oxypentanoyl) spacer display, unlike their even-membered counterparts, blue phases (BPIII/II/I); besides, they stabilize N? and/or unknown smectic (SmX) phases. The circular dichroism (CD) measurements were carried out as a function of temperature on the planar texture formed by three even-membered dimers and an odd-membered dimer. The occurrence of a strong negative CD band in the N? phase of the even-membered dimers suggests a left-handed screw sense of the macroscopic helical structure, and the scenario is opposite in the case of an odd-membered dimer.
- Nayak, Rashmi Ashwathama,Bhat, Sachin A.,Shanker,Rao, D. S. Shankar,Yelamaggad
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supporting information
p. 2148 - 2162
(2019/02/05)
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- Synthesis and characterization of 1,4-phenylenediamine derivatives containing hydroxyl and cyclotriphosphazene as terminal group
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A series of compounds with two Schiff base linking units and four different substituents (heptyl, dodecyl, methoxy and chloro) have been successfully synthesized. Further reactions form new monosubstituted cyclotriphosphazene based molecules with different substituents. These compounds were characterized using FT-IR (Fourier Transform Infrared), NMR (Nuclear Magnetic Resonance) and CHN elemental analysis. The transition mesophase(s) of these compounds were determined using POM (Polarized Optical Microscope) and DSC (Differential Scanning Calorimetry). Two compounds with heptyl and dodecyl substituents were found to be mesogenic with smectic C phases while monosubstituted cyclotriphosphazene compounds of the same substituents (heptyl and dodecyl chains) were also found to be mesogenic. Cyclotriphosphazene compounds with heptyl chain shows smectic C and nematic phases while compound with dodecyl chain shows only the nematic phase. However, compounds with methoxy and chloro substituents were found to be non-mesogenic.
- Jamain, Zuhair,Khairuddean, Melati,Saidin, Siti Amira
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p. 293 - 302
(2019/03/27)
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- Dynamic Imine Chemistry at Complex Double Emulsion Interfaces
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Interfacial chemistry provides an opportunity to control dynamic materials. By harnessing the dynamic covalent nature of imine bonds, emulsions are generated in situ, predictably manipulated, and ultimately destroyed along liquid-liquid and emulsion-solid interfaces through simple perturbation of the imine equilibria. We report the rapid production of surfactants and double emulsions through spontaneous in situ imine formation at the liquid-liquid interface of oil/water. Complex double emulsions with imine surfactants are stable to neutral and basic conditions and display dynamic behavior with acid-catalyzed hydrolysis and imine exchange. We demonstrate the potential of in situ imine surfactant formation to generate complex surfactants with biomolecules (i.e., antibodies) for biosensing applications. Furthermore, imine formation at the emulsion-solid interface offers a triggered payload release mechanism. Our results illustrate how simple, dynamic interfacial imine formation can translate changes in bonding to macroscopic outputs.
- Zentner, Cassandra A.,Anson, Francesca,Thayumanavan,Swager, Timothy M.
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supporting information
p. 18048 - 18055
(2019/11/19)
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- Peripheral Substitution of Tetraphenyl Porphyrins: Fine-Tuning Self-Assembly for Enhanced Electroluminescence
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This study reports the synthesis of two novel zinc porphyrin families bearing four or eight alkoxy chains at their peripheral phenyl rings, with the length of the alkoxy chains ranging from 2, to 6, and to 12 carbon atoms. All zinc porphyrin derivatives were fully characterized with respect to their photophysical and electrochemical features. The zinc porphyrins could be processed into thin films which, depending on the length of the alkoxy chains on the aryl substituents, were found to be either of an ordered or a disordered nature, as it is revealed by spectroscopic and microscopic techniques. The films containing ordered self-assemblies displayed significantly enhanced electrical conductivity compared to the disordered films. This led to remarkable differences regarding their electroluminescence response that occurs at lower bias. Furthermore, their luminous efficiency was of almost one order of magnitude higher than that of disordered films.
- Charisiadis, Asterios,Bagaki, Anthi,Fresta, Elisa,Weber, Katharina T.,Charalambidis, Georgios,Stangel, Christina,Hatzidimitriou, Antonios G.,Angaridis, Panagiotis A.,Coutsolelos, Athanassios G.,Costa, Rubén D.
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p. 254 - 265
(2018/04/24)
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- Luminescent columnar liquid crystals based on AIE tetraphenylethylene with hydrazone groups bearing multiple alkyl chains
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A series of novel tetraphenylethylene aromatic acylhydrazone derivatives 11, 12 and 13 with 4, 8 or 12 alkyl chains were designed and synthesized in yields of 82–85%. Studies on the mesomorphic properties suggested the ordered hexagonal columnar mesophase
- Jiang, Shengjie,Qiu, Jiabin,Chen, Yunxiang,Guo, Hongyu,Yang, Fafu
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p. 533 - 541
(2018/07/29)
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- Natural α-methylenelactam analogues: Design, synthesis and evaluation of α-alkenyl-γ and δ-lactams as potential antifungal agents against Colletotrichum orbiculare
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In our continued efforts to improve the potential utility of the α-methylene-γ-lactone scaffold, 62 new and 59 known natural α-methylenelactam analogues including α-methylene-γ-lactams, α-arylidene-γ and δ-lactams, and 3-arylideneindolin-2-ones were synthesized as the bioisosteric analogues of the α-methylenelactone scaffold. The results of antifungal and cytotoxic activity indicated that among these derivatives compound (E)-1-(2, 6-dichlorobenzyl)-3-(2-fluorobenzylidene) pyrrolidin-2-one (Py51) possessed good selectivity with the highest antifungal activity against Colletotrichum orbiculare with IC50?=?10.4?μM but less cytotoxic activity with IC50?=?141.2?μM (against HepG2 cell line) and 161.2?μM (against human hepatic L02?cell line). Ultrastructural change studies performed by transmission electron microscope showed that Py51 could cause important cell morphological changes in C.?orbiculare, such as plasma membrane detached from cell wall, cell wall thickening, mitochondria disruption, a dramatic increase in vacuolation, and eventually a complete loss in the integrity of organelles. Significantly, mitochondria appeared one of the primary targets, as confirmed by their remarkably aberrant morphological changes. Analysis of structure–activity relationships revealed that incorporation of the aryl group into the α-exo-methylene and the N-benzyl substitution increased the activity. Meanwhile, the α-arylidene-γ-lactams have superiority in selectivity over the 3-arylideneindolin-2-ones. Based on the results, the N-benzyl substituted α-(2-fluorophenyl)-γ-lactam was identified as the most promising natural-based scaffold for further discovering and developing improved crop-protection agents.
- Delong, Wang,Lanying, Wang,Yongling, Wu,Shuang, Song,Juntao, Feng,Xing, Zhang
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p. 286 - 307
(2017/03/09)
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- Synthesis method of dodecyloxy phenyl porphyrin benzamide butane imine bridged perylene dihexyl binary compound
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The invention discloses a synthesis method of a dodecyloxy phenyl porphyrin benzamide butane imine bridged perylene dihexyl binary compound. The synthesis method comprises the steps of (1) hydrolyzing perylenetetracarboxylic dianhydride and then performin
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Paragraph 0011
(2017/07/21)
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- Synthesis method of dodecyloxy phenyl porphyrin benzoyl octaneoxy bridged perylene tetraester binary compound
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The invention discloses a synthesis method of a dodecyloxy phenyl porphyrin benzoyl octaneoxy bridged perylene tetraester binary compound. The synthesis method comprises the steps of (1) hydrolyzing 3,4,9,10-perylenetetracarboxylic dianhydride, performing
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Paragraph 0011
(2017/07/22)
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- Synthesis method of dodecyloxy phenyl porphyrin benzoyl decaneoxy bridged perylene tetraester binary compound
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The invention discloses a synthesis method of a dodecyloxy phenyl porphyrin benzoyl decaneoxy bridged perylene tetraester binary compound. The synthesis method comprises the steps of (1) hydrolyzing 3,4,9,10-perylenetetracarboxylic dianhydride, performing
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Paragraph 0011
(2017/07/20)
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- Synthesis method of dodecanoxy phenyl porphyrin benzamide octane imine-perylene-decanilamine hexyloxy triphenylene ternary compound
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The invention aims at providing a synthesis method of dodecanoxy phenyl porphyrin benzamide octane imine-perylene-decanilamine hexyloxy triphenylene ternary compound. The synthesis route is as follows: 10-amino decyloxy triphenylene is obtained from catec
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Paragraph 0032-0033
(2017/09/01)
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- Synthesis method of dodecyloxy phenyl porphyrin benzoyl butaneoxy bridged perylene tetraester binary compound
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The invention discloses a synthesis method of a dodecyloxy phenyl porphyrin benzoyl butaneoxy bridged perylene tetraester binary compound. The synthesis method comprises the steps of (1) hydrolyzing 3,4,9,10-perylenetetracarboxylic dianhydride, performing
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Paragraph 0011
(2017/07/20)
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- Synthesis method of dodecyloxy phenyl porphyrin benzamide octane imine bridged perylene dihexyl binary compound
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The invention discloses a synthesis method of a dodecyloxy phenyl porphyrin benzamide octane imine bridged perylene dihexyl binary compound. The synthesis method comprises the steps of (1) hydrolyzing perylenetetracarboxylic dianhydride and then performin
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Paragraph 0011
(2017/07/20)
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- Dodecyloxy phenyl porphyrin benzamide decaniline-perylene-decane imine hexaoxy benzophenanthrene ternary compound
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The invention provides a synthetic method of a dodecyloxy phenyl porphyrin benzamide decaniline-perylene-decane imine hexaoxy benzophenanthrene ternary compound (shown in a graph 1 in the specification). A synthesis route is divided into five parts, in a
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Paragraph 0031; 0032
(2017/09/01)
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- Synthesizing method of dodecane oxyphenyl porphyrin benzoyl hexane oxy-bridged perylene tetraester binary compound
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The invention discloses a synthesizing method of dodecane oxyphenyl porphyrin benzoyl hexane oxy-bridged perylene tetraester binary compound. The synthesizing method comprises the following steps of (1) hydrolyzing 3,4,9,10-perylenetetracarboxylic dianhyd
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Paragraph 0011
(2017/07/20)
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- Efficient and practical method for the synthesis of hydrophobic azines as liquid crystalline materials
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A series of hydrophobic symmetrical azines: 1,2-bis[4-(n-alkoxy)benzylidene]hydrazine (where, n-alkoxy: O(CH2)nH, n = 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 12, 16, or 18) have been prepared following an efficient and practical method. These compounds have been synthesized via the condensation reaction of hydrazine hydrate and appropriately 4-(n-alkoxy) benzaldehydes in acidic medium under ambient conditions. The prepared organic compounds have been characterized and their structures were elucidated depending upon micro-elemental analysis and spectral data (IR, UV-Vis, 1HNMR, 13C{1H}NMR, 2D 1H-1H-cozy, 2D 1H-13C-HSQC, and mass spectra). Liquid crystalline behavior of the prepared compounds was studied using polarized light optical microscopy and differential scanning calorimetry techniques. This study revealed that all the compounds displayed enantiotropic liquid crystal properties, exhibiting smectic and nematic mesophases.
- Hammood, Ali Jasim,Kased, Ahmed Fadhel H.,Al-Karawi, Ahmed Jasim M.,Raseen, Sameem R.,Tomi, Ivan Hameed R.,Omar Ali, Al-Ameen Bariz
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p. 114 - 129
(2017/07/04)
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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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- Two new bulky substituted Zn porphyrins bearing carboxylate anchoring groups as promising dyes for DSSCs
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Two novel zinc-metallated porphyrins (ZnP3C and ZnP6C), bearing three and six long alkoxy chains at the periphery of each porphyrin and a terminal carboxylic acid group, have been synthesized and fully characterized. Photophysical and electrochemical meas
- Charisiadis, Asterios,Nikolaou, Vasilis,Karikis, Kostas,Giatagana, Chrysa,Chalepli, Konstantina,Ladomenou, Kalliopi,Biswas, Suhayan,Sharma, Ganesh D.,Coutsolelos, Athanassios G.
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p. 5930 - 5941
(2016/07/16)
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- Benzophenanthrene twelve alkoxyl base bridge connecting twelve alkoxy phenyl porphyrin metal Zn complex synthetic method (by machine translation)
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The invention discloses a twelve alkoxyl base bridgebenzene and Philippines even twelve alkoxy phenyl porphyrin metal Zn complex synthetic method. For the synthetic route: 1st part generating oxygen radical benzene phenanthrene hydroxy five caprolactam; s
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Paragraph 0020; 0021
(2016/10/31)
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- Synthesis method of triphenylene decyl alkoxy bridged dodecyloxy phenyl porphyrin metal Ni complex
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The invention discloses a synthesis method of a triphenylene decyl alkoxy bridged dodecyloxy phenyl porphyrin metal Ni complex. The synthetic route of the synthesis method comprises the three parts that 1, monohydroxy 5-hexyloxy triphenylene is generated,
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Paragraph 0019; 0020
(2016/12/22)
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- Synthetic method of benzophenanthrene hexaalkoxy bridged dodecaalkoxy phenyl porphyrin metal Ni complex
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The invention discloses a synthetic method of a benzophenanthrene hexaalkoxy bridged dodecaalkoxy phenyl porphyrin metal Ni complex. The synthetic route of the synthetic method of the benzophenanthrene hexaalkoxy bridged dodecaalkoxy phenyl porphyrin meta
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Paragraph 0008; 0020; 0021
(2017/01/17)
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- Method for synthesizing triphenylene decyloxy bridged dodecyloxy phenyl porphyrin binary compound discotic liquid crystal material
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The invention discloses a method for synthesizing a triphenylene decyloxy bridged dodecyloxy phenyl porphyrin binary compound discotic liquid crystal material. According to the synthetic route, firstly, monohydroxy 5-hexyloxy triphenylene is generated, an
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Paragraph 0020; 0021
(2017/01/23)
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- benzene and Philippines decane oxygen radical bridge even twelve alkoxy phenyl porphyrin metal Zn complex synthetic method (by machine translation)
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The invention discloses a benzene and Philippines decane oxygen radical bridge even twelve alkoxy phenyl porphyrin metal Zn complex synthetic method. The synthetic route thereof is: 1st part production list hydroxy five hexanoic difluoroalkoxybenzne phena
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Paragraph 0010; 0022; 0023
(2017/07/01)
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- Synthesis and investigation of novel benzimidazole derivatives as antifungal agents
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The rise and emergence of resistance to antifungal drugs by diverse pathogenic fungal strains have resulted in an increase in demand for new antifungal agents. Various heterocyclic scaffolds with different mechanisms of action against fungi have been investigated in the past. Herein, we report the synthesis and antifungal activities of 18 alkylated mono-, bis-, and trisbenzimidazole derivatives, their toxicities against mammalian cells, as well as their ability to induce reactive oxygen species (ROS) in yeast cells. Many of our bisbenzimidazole compounds exhibited moderate to excellent antifungal activities against all tested fungal strains, with MIC values ranging from 15.6 to 0.975?μg/mL. The fungal activity profiles of our bisbenzimidazoles were found to be dependent on alkyl chain length. Our most potent compounds were found to display equal or superior antifungal activity when compared to the currently used agents amphotericin B, fluconazole, itraconazole, posaconazole, and voriconazole against many of the strains tested.
- Chandrika, Nishad Thamban,Shrestha, Sanjib K.,Ngo, Huy X.,Garneau-Tsodikova, Sylvie
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supporting information
p. 3680 - 3686
(2016/07/20)
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- Mesomorphism and flexibility of alkyl chains in chalcone esters
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A novel homologous series of chalconyl ester liquid crystals (LCs): RO?C6H4–CH:CH–COO?C6H4–CO?CH:CH?C6H4–OC10H21 (n) (para) has been synthesized and studied with a view to understanding and establishing the relationship between molecular structure and LC properties with reference to flexibility of the terminal chain. The novel series consists of eleven homologs (C1–C16). The C1 and C2 homologs are nonliquid crystals and the rest of the homologs (C3–C16) are enantiotropic nematic without exhibition of smectic mesophase. Transition and melting temperatures were determined by an optical polarizing microscope equipped with a heating stage. Textures of nematic phases are threaded or Schlieren. Cr-N/I transition curve adopts a zigzag path in a normal manner with overall descending behaviors. The N-I transition curve exhibits a sharp and shorter odd-even effect from C3 to C6 and it diminishes from and beyond C6 for higher homologs of longer n-alkyl chain (R) in more or less or negligible deviating manner from normal descending tendency. Thermal stability for the nematic is 116.4°C and mesophase length ranges from 19°C to 67°C at the C3 and C12 homolog respectively. The LC properties of present novel series are compared with structurally similar analogous series to derive group efficiency order.
- Muniya,Patel
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- The effect of geometrical shape and molecular rigidity on mesomorphism
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A novel nonlinear homologous series RO?C6H4?CH?CH?COO?C6H4 (meta) ?CO?CH?CH?C6H4?OC12H25(n) (para) consisting of three phenyl rings, two central bridges ?CH?CH?COO? and ?CO?CH?CH? as well as ?OR and ?OC12H25(n) as flexible and constant terminal end groups respectively. The object in view is aimed to understand and establish the effect of molecular structure on LC properties of nonlinear inverted “V” shaped molecules. Novel homologous series consists of thirteen homologues. Transition temperatures and textures were determined by polarizing optical microscopy (POM) equipped with a heating stage. Textures of nematic phases are threaded or schlieren and that of a smectic phases are of the type-A or C. Transition curves of a phase diagram behaved in a normal manner. Sm-N and N-I transition curves exhibited odd-even effect. Analytical, Thermal and Spectral data confirms the molecular structure of homologues.
- Patel, Priya K.,Shah
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- Synthesis and Liquid Crystal Properties of New Fluorinated Isoxazoles
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New fluorinated LC 3,5-diarylisoxazolines and 3,5-diarylisoxazoles have been synthesized and their thermal properties reported. Isoxazolines were synthesized using [3+2] 1,3-dipolar cycloaddition from nitrile oxide and alkenes with subsequent MnO2/s
- Lopes,Merlo
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p. 149 - 157
(2015/07/15)
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- Stable ferroelectric liquid crystals derived from salicylaldimine-core
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Five pairs of enantiomers derived from salicylaldimine-core have been prepared by condensing (R)- or (S)-4-(octan-2-yloxy)anilines with 4-formyl-3-hydroxyphenyl 4-(n-alkoxy)benzoates. They have been designed to probe the correlation between molecular structure and mesomorphism, and especially to provide stable mesogens having potential for applications in ferroelectric liquid crystal devices. Thus, they have been substituted with a chiral tail at one end and by n-alkoxy chains of varying length at the other terminal. A detailed study confirms an indistinguishable behavior of all ten mesogens exhibiting an enantiotropic chiral smectic C (SmC) phase besides blue phase (BP) and chiral nematic (N) phase. The SmC phase occurring over a 50-70 °C thermal width shows ferroelectric switching with spontaneous polarization (Ps) value crossing over 100 nC/cm2. Circular dichroism spectroscopic study of the mesophases confirms the chromophores of the molecules being in the macroscopic chiral (helical) environment.
- Veerabhadraswamy, Bhyranalyar N.,Rao, D. S. Shankar,Yelamaggad, Channabasaveshwar V.
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p. 4539 - 4551
(2015/04/14)
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- Optically active, three-ring calamitic liquid crystals: The occurrence of frustrated, helical and polar fluid mesophases
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Herein, we report on the synthesis, characterization, liquid crystalline behavior and chirooptical properties of five (R)-4-{[(4-(octan-2-yloxy)phenyl)imino]methyl}phenyl 4-(n-alkoxy)benzoates and their enantiomers, namely, (S)-4-{[(4-(octan-2-yloxy)phenyl)imino]methyl}phenyl 4-(n-alkoxy)benzoates. These three-ring rod-like mesogens were prepared by acid catalyzed condensation of (R)-/(S)-4-(octan-2-yloxy)anilines with 4-formylphenyl 4-(n-alkoxy)benzoates. Thus, each pair of enantiomers comprises (R)-2-octyloxy and (S)-2-octyloxy chiral tails. In order to understand the structure-property correlations, the length of the paraffinic chain incorporated at the other end has been varied from n-octyloxy to n-dodecyloxy. A detailed study carried out by means of several complimentary techniques reveals the stabilization of liquid crystal phases that hold great promise in applied sciences especially in various device applications. In particular, the occurrence of mesophases such as the blue phase-I/II (BPI or BPII) and chiral nematic (N) and chiral smectic C (SmC) phases has been evidenced unequivocally with the help of polarizing microscopy, differential scanning calorimetry, X-ray diffraction and electrical switching. Besides, the occurrence of an unknown, metastable smectic (SmX) phase below the SmC phase has been noted. This study shows that the length of the terminal tail seems to determine the thermal range of the SmC phase. The enantiotropic SmC phase exhibiting ferroelectric switching behavior occurs over 60 °C thermal range; notably, the spontaneous polarization (Ps) value crosses over 100 nC cm-2. The photophysical properties and chirooptical behavior of the mesogens have been studied with the aid of UV-vis absorption and circular dichroism (CD) spectroscopic methods, respectively; the latter technique has been especially used to ascertain the twist sense of the N and SmC phases formed by a pair of enantiomers. The reversal of the helix-sense (from right to left and vice versa) during the N-SmC phase transition has been observed for the first time.
- Veerabhadraswamy,Rao, D. S. Shankar,Prasad, S. Krishna,Yelamaggad
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p. 2011 - 2027
(2015/03/30)
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- Fluorescence responsive conjugated poly(tetraphenylethene) and its morphological transition from micelle to vesicle
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A crown ether-functionalized poly(tetraphenylethene) (AP-TPE) is synthesized and the rotation of the TPE group is successfully restricted via the complexation of crown ether and organic ammonium salts, leading to a stepwise enhanced fluorescence accompani
- He, Lipeng,Liu, Xiaoning,Liang, Jianjun,Cong, Yong,Weng, Zhenyu,Bu, Weifeng
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supporting information
p. 7148 - 7151
(2015/04/27)
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- Optical properties of thiophene-containing liquid crystalline and hybrid liquid crystalline materials
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We report new mesogens made of thiophene and stilbene moieties as main building blocks that exhibit nematic and/or smectic phases. The liquid crystalline properties of their thiophene/azobenzene analogues have been found to be strongly suppressed compared to their thiophene/stilbene analogues. In twinned "bent-core" thiophene/azobenzene compound relatively strong fluorescence was found. A new hybrid material built of AuNPs coated with a thiophene-containing mesogenic ligand that forms a smectic phase is shown. In solutions of thiophene-mesogen coated AuNPs an unusual decrease of the ligand fluorescence decay rate was observed. Fluorescence lifetime increase is ascribed to two-point anchoring of ligand molecules resulting in molecule orientation tangential to the AuNP surface. UV-Visible absorption and fluorescence data of all synthesised compounds are presented. the Partner Organisations 2014.
- Romiszewski, Jerzy,Puterová-Tokarová, Zita,Mieczkowski, Jozef,Gorecka, Ewa
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supporting information
p. 2927 - 2934
(2014/07/07)
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- Non-symmetric dimers comprising chalcone and cholesterol entities: An investigation on structure-property correlations
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Four series of new dimers formed by interlinking chalcone and cholesterol mesogenic entities through spacers of varying length and parity have been synthesized and characterized by polarizing optical microscopy, differential scanning calorimetry, X-ray diffraction and electrical switching studies. The structure of the chalcone core has been systematically modified to investigate the effect of the molecular structure on the thermal behaviour of the dimers. The study demonstrates the dramatic dependence of thermal behaviour of these dimers on the nature of the chalcone as well as the length and parity of the spacer. the Partner Organisations 2014.
- Achalkumar, Ammathnadu S.,Shankar Rao, Doddamane S.,Yelamaggad, Channnabasaveshwar V.
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supporting information
p. 4235 - 4248
(2014/11/07)
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- New mesogenic compounds containing a terminal-substituted benzoxazole unit
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A series of novel mesogenic 2-(4-alkoxyphenyl-1-yl)-benzoxazole derivatives bearing different substituents (H, NO2, CH3, Cl, coded as nPB-H, nPB-N, nPB-M, and nPB-C, respectively) at the 5-position were prepared and characterized. nPB-N, nPB-M, and nPB-C exhibited enantiotropic smectic mesophases with the mesophase ranges 3 °C-32 °C and 3 °C-82 °C on heating and cooling processes, whereas nPB-H showed no mesophases. The substituents with the stronger electron withdrawing effect let to the wider mesomorphic temperature domain. The nPB-M, nPB-C, and nPB-H displayed intense emission in CH2Cl2 solutions with λmax peaks of the photoluminescence spectra at 350-355 nm when excited at their absorption maxima. Copyright Taylor & Francis Group, LLC.
- Chen, Pei,Xu, Yiwei,Du, Weisong,Zhang, Guangping,Chen, Xinbing,An, Zhongwei
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- Isophthalic acid based mesogenic dimers: Synthesis and structural effects on mesophase properties
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Two series of mesogens based on isophthalic acid and side arms containing two and three phenyl rings linked through azomethine or ester groups were synthesized via divergent approach. Another type of structurally similar mesogen was synthesized via convergent approach in which the azomethine groups were replaced by ester groups. All the synthesized mesogens and their intermediates were structurally well characterized using FT-IR, 1H NMR, 13C NMR and EI-MASS spectrometry. The mesophase characterization was carried out using hot stage-polarizing optical microscopy (POM), differential scanning calorimetry (DSC) and X-ray diffraction (XRD) techniques. The structural changes made in the mesogens i.e. increase of terminal chain length and replacement of azomethine groups with ester groups decreased the transition temperatures whereas the increase of side arm length improves the phase stability to a wide temperature range. Nematic phase was observed for the mesogens with short terminal chain length whereas the smectic polymorphism was observed on increasing the terminal chain length. The structural modification (three ring) on the side arm core stabilizes the mesophases enantiotropically.
- Shanavas,Sathiyaraj,Chandramohan,Narasimhaswamy,Sultan Nasar
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supporting information
p. 126 - 133
(2013/04/23)
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- Synthesis and optical and electronic properties of core-modified 21,23-dithiaporphyrins
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Core-modified 21,23-dithiaporphyrins, meso-substituted with both electron-withdrawing 4-phenylcarboxylic acids and related butyl esters, and electron-donating phenyldodecyl ethers were synthesized. The porphyrins displayed broad absorbance profiles that s
- Bromby, Ashley D.,Jansonius, Ryan P.,Sutherland, Todd C.
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p. 1612 - 1620
(2013/04/10)
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- Star mesogens-Synthesis and structural characterization using 1D and 2D solution NMR techniques and mesophase characterization
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Novel star mesogens based on trimesic acid and symmetrical side arm cores with terminal alkoxy groups were synthesized via a divergent approach. The central core and side arms were connected through alkyl spacers. All the synthesized mesogens and their intermediates were characterized thoroughly using Fourier transform infrared (FT-IR), 1H nuclear magnetic resonance (NMR), 13C NMR, and mass spectrometers. One representative mesogen was subjected to the two-dimensional (2D) NMR experiments to ascertain the structure of the mesogens. The mesophase characterization was carried out using hot-stage optical polarizing microscopy (HOPM), differential scanning calorimetry (DSC), and X-ray diffraction (XRD) techniques. Many of the molecules with an ethyloxy spacer were found to be nonmesogenic, whereas all the molecules with a butyloxy spacer showed liquid crystalline phases. The increase of terminal chain length decreased the transition temperatures. The nematic phase was observed for the mesogens with short terminal chain length, whereas smectic polymorphism was observed on increasing the terminal chain length. The results of a variable temperature powder X-ray diffraction of the representative sample support the smectic layer ordering.
- Shanavas,Narasimhaswamy,Phani Kumar,Sultan Nasar
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p. 196 - 205
(2013/05/09)
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- Synthesis and mesomorphic investigations of liquid crystalline compounds having a benzothiazole ring
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Two homologous series of calamitic liquid crystals containing a benzothiazole ring and two different linkages have been prepared, and their liquid crystalline properties are studied and compared with each other and those of similar structure. The mesogens with only the cinnamate linking group showed better thermal properties than those with an ester. Nematic and smectic phases were observed. All the compounds of both the series were characterized by elemental analysis, FT-IR, mass spectrometry, 1H-NMR, and 13C-NMR. Phase transition temperatures and the thermal parameters were obtained from differential scanning calorimetery (DSC). The textural observations were performed using hot-stage Polarizing Optical Microscopy (POM).
- Thaker,Chothani,Patel,Dhimmar,Solanki,Patel, Neeraj,Patel,Makawana
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- Biological evaluation of bisbenzaldehydes against four Mycobacterium species
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A series of bisbenzaldehydes and structurally related analogs, conveniently synthesized via microwave-assisted reactions, were evaluated in vitro against drug susceptible and multi-drug resistant Mycobacterium tuberculosis, against virulent Mycobacterium bovis, against Mycobacterium ulcerans and against two Mycobacterium avium subspecies. Among the 33 substances that were tested, compound 12, i.e. 4,4′-[1,12-dodecanediyl(oxy)]bisbenzaldehyde, emerged as the most promising hit. Its activity was further confirmed in an intracellular growth inhibition assay of M. tb in murine J774 A.1 macrophages. None of the compounds showed significant cytotoxicity on human C3A hepatocytes in a neutral red dye uptake assay and no genotoxicity or mutagenicity was observed as demonstrated by a VITOTOX test and confirmed with a comet assay.
- Cappoen, Davie,Forge, Delphine,Vercammen, Frank,Mathys, Vanessa,Kiass, Mehdi,Roupie, Virginie,Anthonissen, Roel,Verschaeve, Luc,Vanden Eynde, Jean Jacques,Huygen, Kris
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p. 731 - 738
(2013/07/25)
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