65039-18-1

Usage

Uses

Used in Liquid Crystal Material Applications:
4-N-DODECYLOXYNITROBENZENE is used as a liquid crystal material for its thermotropic and lyotropic liquid crystalline phases, which are essential in the development of advanced display technologies and other optical devices.
Used in Fluorescence Microscopy:
4-N-DODECYLOXYNITROBENZENE is used as a probe in fluorescence microscopy, where its properties contribute to the enhancement of imaging techniques, allowing for better visualization and analysis of biological samples.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-N-DODECYLOXYNITROBENZENE is used as a key intermediate in the synthesis of various organic compounds, potentially leading to the development of new drugs and therapeutic agents.
Used in Electronics Industry:
4-N-DODECYLOXYNITROBENZENE is used in the electronics industry for its potential applications in the development of electronic devices and components, taking advantage of its liquid crystal properties.
Used in Materials Science:
In materials science, 4-N-DODECYLOXYNITROBENZENE is utilized in the research and development of new materials with unique properties, such as self-assembling systems and responsive materials.
It is important to handle 4-N-DODECYLOXYNITROBENZENE with caution due to its potential health and environmental risks if not properly managed.

InChI:InChI=1/C18H29NO3/c1-2-3-4-5-6-7-8-9-10-11-16-22-18-14-12-17(13-15-18)19(20)21/h12-15H,2-11,16H2,1H3

Upstream product

• 1124-31-8 potassium 4-nitrophenolate 
• 143-15-7 1-dodecylbromide 
• 100-02-7 4-nitro-phenol 
• 98-95-3 nitrobenzene 
• 35021-68-2 dodecyloxybenzene 
• 4292-19-7 1-Iodododecane 
• 112-52-7 1-chlorododecane 

Downstream Products

• 1360868-04-7 C₃₀H₃₇N₃O₃ 
• 1360868-08-1 C₄₆H₄₉N₃O₄ 
• 327622-23-1 2-amino-4,6-bis[4-(dodecyloxy)phenylamino]-1,3,5-triazine 
• 1309796-69-7 4-dodecyloxy-4'-(1-hydroxytriethylenglycol)azobenzene 
• 1544691-34-0 C₄₄H₆₆N₄O₄ 
• 1276541-59-3 4-(dodecyloxy)-N-((4-(dodecyloxy)phenyl)carbamothioyl)benzamide 
• 87102-54-3 4-<(4-(dodecyloxy)phenyl)azo>phenol 
• 2312-14-3 4,4'-Di-n-dodecyloxyazoxybenzol 
• 501-60-0 (E)-4,4'-dimethylazobenzene 
• 65039-19-2 4-(dodecyloxy)aniline 

Relevant academic research and scientific papers

Dimeric molecular capsules under redox control

A new tetraferrocenylurea calix[4]arene was prepared in order to investigate its dimerization properties. 1H NMR spectroscopic data clearly established that this calixarene forms stable dimeric molecular capsules in chloroform solution. The dim

Polarization effect in luminescent mesogenic BF2 complexes derived from heterocyclic benzothiazoles

Two series of benzo(thia)xazoles 1–2 and one series of boron difluoride complexes 2-BF2 derived from benzothiazoles 2 were reported, and their mesomorphic and optical properties were investigated. The crystal and molecular structures of compound 2 and 2-BF2 (all n = 8) were determined by means of X?ray structural analysis, and both crystallize in the triclinic P-1 and monoclinic P21/c. The geometry at boron center is perfectly tetrahedral, and the overall molecular shapes are considered as rod?shape. Both benzo(thia)xazoles 1 and 2 exhibited N or/and SmC phase, and boron complexes 2-BF2 formed N or/and SmC phase. Benzothiazoles 2 showed a much wider temperature range of mesophase than those of benzoxazoles 1, which were attributed to the better polarization by sulfur atom incorporated. Boron complexes 2-BF2 (n = 10, 12) emitted a yellow?to?green emission at λmax = 569–571 nm in CH2Cl2. This is the first mesogenic BF2 complexes derived from benzothiazoles.

Chiral polymorphism in new imine based rod-like liquid crystals

New imine based rod-like compounds, composed of three-benzene-ring molecular core linked with azomethine as well as ester groups and terminated with (S)-3,7-dimethyloctyloxy chiral unit at one side have been synthesized. The other terminal position has been varied by using n-octyloxy/decyloxy/dodecyloxy groups to reveal chain length effect on mesophase behavior. The liquid crystalline properties of the new compounds have been investigated by polarizing optical microscopy, differential scanning calorimetry and electro-optic studies. The novel chiral calamitics derived from Schiff base or salicylaldimine-core show a chiral polymorphism comprising of blue phase and chiral nematic as well as smectics such as chiral tilted smectic and unidentified smectic mesophase.

Structurally simple trimesic amides as highly selective anion channels

Trimesic amide molecules, which contain simple alkyl chains in their periphery, exhibit interesting anion-transport functions. The most active and highly selective channel TA12 efficiently transports ClO4? anions across membranes, with other anions conducted in the order of I? > NO3? > Br? > Cl?.

Luminescent mesogenic borondifluoride complexes with the Schiff bases containing salicylideneamines and β-enaminoketones core systems

Three new families of borondifluoride complexes 1a–c derived from salicylideneamines 2a and β-enaminoketonates 2b–c were reported, and their mesomorphic and optical properties were also investigated. One single crystal and molecular structure of nonmesogenic BF2 complex 1c (n = 10) was resolved and the geometry of the central boron atom was tetrahedron. A larger dihedral angle of 81.3° between the two phenyl rings observed in crystal lattice was attributed to the lack of liquid crystallinity. Boron complexes 1a formed monotropic SmA phases, while boron complexes 1b exhibited enantiotropic SmC mesophases. The optical property of the boron complexes was dependent on their molecular structures, and they emitted a blue–to–green emission at λmax = 476–541 nm in the solution and 488–550 nm in the solid state. This is the first group of mesogenic BF2 complexes with the Schiff bases derived from respective salicylideneamines and β-enaminoketones.

Development of a nonionic azobenzene amphiphile for remote photocontrol of a model biomembrane

We report the synthesis and characterization of a simple nonionic azoamphiphile, C12OazoE3OH, which behaves as an optically controlled molecule alone and in a biomembrane environment. First, Langmuir monolayer and Brewster angle micr

Mesogenic heterocycles derived from quinoxaline Schiff Bases

Three new series of heterocyclic quinoxaline Schiff Bases 1–2 were prepared, characterized and their mesomorphic properties were investigated. These compounds 1 and 2 are in fact geometric isomers in which an imine moiety (e.g., [sbnd]C[dbnd]N) is inversely incorporated into quinoxaline, leading to an opposite local dipole. Two single crystallographic structures 1 (m=8, n=8) and 2a (m=12, n=8) were determined by X-ray crystallographic analysis in order to understand the effect of mesomorphic properties. Weak H-bonds, CH–π and π–π interactions were found in both crystals, which were attributed to the formation of mesomorphic behavior. Variable temperature FT-IR experiments were performed to confirm the induced H-bonds. All series?of compounds 1–2 exhibited N/SmC or SmC phases, which were identified by optical microscope and confirmed by powder X-ray diffraction experiments. Compounds 2a have a slightly wider range of mesophase temperatures than that of compounds 1 and 2b.

Supramolecular assembly of isocyanorhodium(i) complexes: An interplay of rhodium(i)···rhodium(i) interactions, hydrophobic-hydrophobic interactions, and host-guest chemistry

A series of tetrakis(isocyano)rhodium(I) complexes with different chain lengths of alkyl substituents has been found to exhibit a strong tendency toward solution state aggregation upon altering the concentration, temperature and solvent composition. Temperature- and solvent-dependent UV-vis absorption studies have been performed, and the data have been analyzed using the aggregation model to elucidate the growth mechanism. The aggregation is found to involve extensive Rh(I)···Rh(I) interactions that are synergistically assisted by hydrophobic-hydrophobic interactions to give a rainbow array of solution aggregate colors. It is noted that the presence of three long alkyl substituents is crucial for the observed cooperativity in the aggregation. Molecular assemblies in the form of nanoplates and nanovesicles have been observed in the hexane-dichloromethane solvent mixtures, arising from the different formation mechanisms based on the alkyl chain length of the complexes. Benzo-15-crown-5 moieties have been incorporated for selective potassium ion binding to induce dimer formation and drastic color changes, rendering the system as potential colorimetric and luminescent cation sensors and as building blocks for ion-controlled supramolecular assembly.

Novel organogelators based on pyrazine-2,5-dicarboxylic acid derivatives and their mesomorphic behaviors

A series of new low molecular organogelators (LMOGs) with thermotropic mesophase were synthesized via the reaction of 3,6-dimethyl-pyrazine-2,5- dicarboxylic acid with p-alkoxyl anilines. These compounds readily formed stable gels in a variety of organic solvents and their self-assembly behavior, structure-property relationship were investigated by scanning electron microscopy (SEM), X-ray diffraction (XRD), 1H nuclear magnetic resonance (1H NMR), Fourier transform infrared spectroscopy (FTIR) and ultra-violet-visible spectroscopy (UV). The results showed a combination of intra-hydrogen bonding, π-π stacking and van der Waals interaction resulted in the aggregation of the organogelators to form three-dimension fibrous networks. The gels formed were multi-responsive to environmental stimuli, such as temperature, fluorinion, and shear stress. More importantly, all the organogelators exhibited thermotropic hexagonal column mesophase as revealed by differential scanning calorimetry (DSC), polarized optical microscopy (POM), and variable temperature XRD studies. A control compound was synthesized and its gelling ability was also checked.

The effect of position of (S)-2-octyloxy tail on the formation of frustrated blue phase and antiferroelectric phase in Schiff base liquid crystals

Two series of chiral salicylaldimine-based liquid crystals which differ from each other in the position of the (S)-2-octyloxy tail have been synthesized and characterized by polarizing optical microscopy, differential scanning calorimetry, and electrical