56800-35-2

Upstream product

• 5519-23-3 p-decyloxybenzoic acid 
• 123-08-0 4-hydroxy-benzaldehyde 
• 50625-44-0 4-decyloxybenzoyl chloride 
• 1002-69-3 decyl chloride 
• 24083-16-7 4-(decyloxy)benzaldehyde 
• 112-29-8 1-bromo dodecane 
• 99-96-7 4-hydroxy-benzoic acid 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 79-37-8 oxalyl dichloride 
• 62443-10-1 methyl 4-decyloxybenzoate 

Downstream Products

• 93959-49-0 4-Decyloxy-benzoic acid 4-[4-oxo-2-thioxo-thiazolidin-(5Z)-ylidenemethyl]-phenyl ester 
• 138486-68-7 4-Decyloxy-benzoic acid 4-((S)-cyano-hydroxy-methyl)-phenyl ester 
• 138486-61-0 4-Decyloxy-benzoic acid 4-((R)-cyano-hydroxy-methyl)-phenyl ester 
• 104348-27-8 4-Decyloxy-benzoic acid (2R,4aR,8aS)-4-(hexahydro-benzo[1,3]dioxin-2-yl)-phenyl ester 
• 131340-16-4 4-Decyloxy-benzoic acid 4-{5-cyano-5-[2-(4-hexyl-phenyl)-ethyl]-[1,3]dioxan-2-yl}-phenyl ester 
• 115883-92-6 4-Decyloxy-benzoic acid 4-((2R,4aR,6S,8aS)-6-pentyl-hexahydro-benzo[1,3]dioxin-2-yl)-phenyl ester 
• 123390-57-8 4-(4'-Decyloxybenzoyloxy)phenylmethanol 
• 93959-40-1 4-Decyloxy-benzoic acid 4-[3-butyl-4-oxo-2-thioxo-thiazolidin-(5Z)-ylidenemethyl]-phenyl ester 
• 67427-93-4 4-Decyloxy-benzoic acid 4-{[(Z)-4-ethoxy-phenylimino]-methyl}-phenyl ester 

Relevant academic research and scientific papers

2-Aryl benzazole derived new class of anti-tubercular compounds: Endowed to eradicate mycobacterium tuberculosis in replicating and non-replicating forms

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.

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.

Optically active, three-ring calamitic liquid crystals: The occurrence of frustrated, helical and polar fluid mesophases

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.

Mesomorphic, micro-Raman and DFT studies of new calamitic liquid crystals; Methyl 4-[4-(4-alkoxy benzoyloxy)benzylideneamino]benzoates

The mesomorphic properties of newly synthesized homologous series of calamitic liquid crystals; methyl 4-[4-(4-alkoxy benzoyloxy)benzylideneamino] benzoates, H2n+1CnOC 6H4COOC6H4C(H)N C6H 4COOCH3; n = 6, 8, 10, 12, 14, 16 (MABBAB-n) containing ester and Schiff base groups as linker have been studied by temperature dependent micro-Raman study, differential scanning calorimetry (DSC) and polarizing optical microscopy (POM). All members of this series exhibit enantiotropic smectic A (SmA) mesophase with oily streak and focal conic textures. Analyses of Raman marker bands of phenyl rings, Schiff base and ester groups of MABBAB-10 confirm the phase transitions. The Raman study also gives an evidence of breaking of weak intermolecular hydrogen bonds associated with ester groups and formation of new hydrogen bonds through CN bond at Cr → SmA phase transition. The monomer and dimer were optimized and vibrational assignment of MABBAB-10 was also done with density functional theoretical (DFT) technique to understand the experimental results.

Synthesis and mesomorphic investigations of liquid crystalline compounds having a benzothiazole ring

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).

Synthesis and comparative study on phase transition behavior of triazole-cored liquid crystals armed with cholesterol and double or triple aromatic rings systems

Two homologous series of optically active bent-shaped mesogens comprising a cholesterol unit as one of the side arms connected to a 1,2,3-triazole ring while the other arm of the triazole ring is connected to two- and three-ring aromatic systems with varying terminal chain lengths have been synthesized. The molecular structure, thermal and optical activities have been studied extensively in which the compounds from both series exhibit polymorphism ranging from chiral nematic (N*), chiral smectic A (SmA*), chiral smectic C (SmC*) and twist grain boundary (TGBC*) phases. A further comparison between the two series of target compounds has drawn a common remark of which the phase behavior is found to be dependent on the length of the terminal tail and number of aromatic rings in the mesogenic units.

Synthesis, characterization and mesomorphic properties of new rod-like thiophene based liquid crystals

Two new mesogenic homologous series of Schiff base esters, 2-[4-(4-n-Alkoxy benzoyloxy) benzylidenamino] 3-cyno thiophine (Series-A) and Schiff base cinnamates, 2-[4-(4-n-alkoxy cinnamoyloxy) benzylidenamino] 3-cyano thiophene (Series-B), comprising a thiophene moiety were synthesized. Structural elucidation was carried out using elemental analysis and spectroscopic techniques such as FT-IR, 1H-NMR and 13C-NMR, and mass spectrometry. The mesomorphic properties and thermal stabilities of the title compounds were studied by using differential scanning calorimetry and optical polarizing microscopy. All the derivatives are mesomorphic in nature showing the nematic phase, and the higher members of Series-A show a smectic C phase whereas Series-B exhibits only the nematic mesophase. The mesomorphic properties of the present series are compared with other structurally related compounds. Taylor and Francis Group, LLC.

BENT-CORE LC DECORATED GOLD NANOCLUSTERS

Novel thiol-terminated bent-core liquid crystals (LCs) are used to decorate gold nanoparticles. Thioacetate or xanthate/xanthogenate functional groups are used to effect the attachment of the LCs to the gold nanoparticles. Such bent-core decorated nanoparticles may be dissolved in bent-core liquid crystal host media to provide polarizable systems which respond quickly to applied electric fields and exhibit other interesting and useful optical and electro-optic behaviour.

Synthesis and characterization of symmetrical eight aromatic ring containing bent-shaped material derived from benzophenone

A new family of symmetrical eight aromatic ring-containing bent-shaped mesogens in which the central elbow is a ketone has been synthesized and characterized. The effect of the side chain on the mesomorphism has been studied. All the bent derivatives were found to exhibit mesomorphism. The higher homologues of the series exhibit the B1 phase and the lower homologues of the series show the B6 phase. Copyright Taylor & Francis Group, LLC.

Liquid crystalline properties of 3-[4-(4′- alkoxybenzoyloxybenzylidene) amino]-1,2,4-triazines: Synthesis and characterization

A new series of 3-[4-(4′-alkoxybenzoyloxybenzylidene)amino]-1,2,4- triazines, C3H2N3N=CHC6H 4OCOC6H4OCmH2m+1 where m=6, 7, 8, 9, 10, 11, 12, 14, and 16 have been synthesized. These compounds have been characterized by elemental analyses, FT-IR, UV-visible, 1H, and 13C NMR spectroscopy. Mesomorphic properties of these compounds were studied by differential scanning calorimetry and polarizing microscopy. The mesomorphic nature of these compounds is dependent on the alkoxy chain length. The compounds (m=6, 7) do not exhibit mesomorphism while the compounds (m=8, 9, 11, 12, 14) show a monotropic nematic mesophase in cooling cycle. The 3-[4-(4′-decyloxybenzoyloxybenzylidene)amino]-1,2,4-triazine displays an enantiotropic nematic mesophase and the hexadecyloxy compound exhibits the smectic A mesophase. Copyright Taylor & Francis Group, LLC.