868620-29-5

Upstream product

• 50909-50-7 4-dodecyloxybenzoyl chloride 
• 95-01-2 2,4-Dihydroxybenzaldehyde 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 123-08-0 4-hydroxy-benzaldehyde 
• 154845-75-7 ethyl 4-(dodecyloxy)benzoate 
• 120-47-8 Ethyl 4-hydroxybenzoate 
• 2312-15-4 p-dodecyloxybenzoic acid 
• 99-96-7 4-hydroxy-benzoic acid 
• 143-15-7 1-dodecylbromide 
• 24083-19-0 4-n-dodecyloxybenzaldehyde 

Downstream Products

• 399566-84-8 (Fe[H₂₅C₁₂OC₆H₄C(O)OC₆H₃(O)CHNCH₂CH₂NHC₂H₅]2)⁽¹⁺⁾*PF₆^(1-)=Fe[H₂₅C₁₂OC₆H₄C(O)OC₆H₃(O)CHNCH₂CH₂NHC₂H₅]2PF₆ 
• 1373878-31-9 N,N'-bis[4-(4-n-dodecyloxybenzoyloxy)-2-hydroxybenzylidene]-(2-methyl-1,3-phenylene)diamine 
• 1373878-33-1 N,N'-bis[4-(4-n-dodecyloxybenzoyloxy)-2-hydroxybenzylidene]-(4-methyl-1,3-phenylene)diamine 
• 1363408-17-6 3-hydroxy-4-((3-hydroxy-4-methylphenylimino)methyl)phenyl 4-n-dodecyloxybenzoate 
• 1363408-10-9 3-hydroxy-4-((3-hydroxyphenylimino)methyl)phenyl 4-n-dodecyloxybenzoate 
• 1373878-03-5 3-[4-(4-n-dodecyloxybenzoyloxy)-2-hydroxybenzylideneamino]phenyl 4-(3-bromo-4-n-dodecyloxybenzoyloxy)benzoate 
• 1373878-01-3 3-[4-(4-n-dodecyloxybenzoyloxy)-2-hydroxybenzylideneamino]phenyl 4-(4-n-dodecyloxy-3-fluorobenzoyloxy)benzoate 

Relevant academic research and scientific papers

Ferroelectric Liquid Crystals: Synthesis and Thermal Behavior of Optically Active, Three-Ring Schiff Bases and Salicylaldimines

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.

Benzimidazole based mesogenic Schiff-bases: Synthesis and characterization

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.

Synthesis, characterization, and mesomorphic investigations of diester-substituted salicylaldimines and their copper (II) complexes

A novel homologous series of N-[4-[4′-n-alkoxy)benzoyloxy-2-hydroxybenzylidene)-4-carbethoxy anilines, H2n+1CnOC6H4C(O)OC6H3(OH)C(H)NC6H4COOC2H5 (n = 6, 8, 10, 12, 14, 16) and their copper(II) complexes have been synthesized. All these compounds have been characterized by suitable spectroscopic techniques. The mesomorphic properties of these compounds were investigated by differential scanning calorimetry (DSC) and polarizing optical microscopy (POM). The ligands exhibit wide range of enantiotropic smectic A and nematic phases as confirmed by their typical optical texture under polarizing microscope. The square planar copper(II) complexes of the ligands show only an isotropic phase at higher temperature and no mesogenic nature is observed. DFT calculations have been performed using GAUSSIAN-03 program at B3LYP level to obtain the stable electronic structure of the ligand with decyloxy chain length and its copper(II) complex.

Stable ferroelectric liquid crystals derived from salicylaldimine-core

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.

Synthesis, characterization and mesomorphic investigations of ester-substituted aroylhydrazones possessing a lateral hydroxyl group

The synthesis, characterization and investigation of a new liquid crystalline series of ester containing aroylhydrazones with a lateral hydroxyl group, N-[4-(4′-alkoxy)benzoyloxy-2-hydroxy-benzylidene]-N′- [4″-alkoxybenzoyl]hydrazine (Cm,nLH), with the same or different peripheral alkoxy chains, and some of their nickel(II) and copper(II) complexes are described. All the ligands, except those with no terminal chains on either end of the molecule, exhibit an enantiotropic SmC mesophase, as evidenced by polarizing optical microscopy and differential scanning calorimetric studies. It has been found that addition of a lateral hydroxyl group along with ester-substitution to the aroylhydrazone core increases the mesomorphic as well as thermal stability of the ligands. Also, the coordination of Ni2+ and Cu2+ with the aroylhydraozone core inhibits the mesomorphic potential of the ligands. A temperature dependent Raman study of one of the members, C12,12LH (m = n = 12) has been made to identify phase transitions and to understand the molecular rearrangement as a result of changes in intermolecular interactions at the phase transition. DFT calculations have been performed to obtain the stable electronic structure of the ligand (C6,6LH) and its nickel(II) complex.

Laterally substituted symmetric and nonsymmetric salicylideneimine-based bent-core mesogens

Bent-core mesogens have gained considerable importance due to their ability to form new mesophases with unusual properties. Relationships between the chemical structure of bent-core molecules and the type and physical properties of the formed mesophases a

Copper(II) and nickel(II) complexes of a tetradentate ligand containing an N,N'-bis(salicylidene)dodecane-1, 10-diamine core

The synthesis of mesomorphic Cu(II) and Ni(II) coordination compounds arising from a new series of tetradentate Schiff bases containing two salicylaldimine fragments connected by a very long spacer,-(CH2)12-, (H2Ln): L1=p-(C6H13O)-C6H4COO, L2=p-(C12H25O)-

Coordination induction of nonlinear molecular shape in mesomorphic and luminescent ZnII complexes based on salen-like frameworks

A series of tetradentate dimeric salicylaldimine ligands (H 2LnRm) with terminal chains of variable length (Rm) and a central flexible (CH2)n spacer (Ln = 10 and 12) was synthesi

Synthesis and characterization of banana-shaped mesogens derived from a benzophenone moiety

A homologous series of Schiff's bases consisting of a benzophenone moiety as the central core has been synthesized. Schiff's bases were prepared starting from benzophenone by a sequence of reactions, viz., nitration followed by reduction and heating the r

Synthesis, mesophase behavior and thermal stability of liquid crystals based on different central linkages with lateral substitution and terminal heterocyclic moieties

The synthesis and evaluation of thermal behavior of two new mesogenic homologous series of liquid crystalline compound containing 1,2,4-triazole and isonicotinic acid ring at the terminus of the molecule have been reported, viz. 3-hydroxy-4-[(4-1,2,4-triazol-4-ylimino)methyl] phenyl 4-alkoxybenzoate (Series-I) and 3-hydroxy-4 (isonicotinoyl carbonohydrazonoyl) phenyl 4-alkoxy benzoate (Series-II). The compounds of both the series have been 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 calarimetry (DSC). The texture observation was performed under polarizing optical microscopy (PMO) attached with Mettler hot stage. All the derivatives are mesomorphic in nature showing nematic phase as well as higher members of both the series show smectic phase. The use of triazole and isonicotinic acid as a terminal group has a very dramatic effect on the melting and clearing points. Similarly lateral-OH substitution on central phenyl ring shows higher clearing temperature due to intermolecular hydrogen bonding. The mesomorphic behavior has been analyzed in terms of structural property relation. Copyright Taylor & Francis Group, LLC.