234431-49-3

Usage

Uses

Used in Cosmetics Industry:
Benzaldehyde, 2-hydroxy-4-(octadecyloxy)-, is used as an ingredient in the formulation of cosmetics due to its aromatic properties. The hydroxyl and octadecyloxy groups provide it with unique characteristics that can enhance the sensory experience and performance of cosmetic products.
Used in Fragrance Industry:
This chemical compound is also used in the fragrance industry as a scent ingredient. Its aromatic nature and the presence of the hydroxyl and octadecyloxy groups contribute to creating unique and complex fragrances for various applications.
Used in Pharmaceutical Industry:
Benzaldehyde, 2-hydroxy-4-(octadecyloxy)-, may have potential applications in the pharmaceutical industry. Its unique structure and properties could be utilized in the development of new drugs or in the synthesis of pharmaceutical intermediates.
Used in Organic Synthesis:
Furthermore, this chemical compound can be used in organic synthesis for the production of various chemical products. Its unique structure allows it to be a versatile building block in the synthesis of a wide range of organic compounds.
It is important to handle and use Benzaldehyde, 2-hydroxy-4-(octadecyloxy)-, with care, following safety guidelines and regulations to avoid potential hazards.

Upstream product

• 112-89-0 1-Bromooctadecane 
• 95-01-2 2,4-Dihydroxybenzaldehyde 

Downstream Products

• 819805-54-4 C₆₀H₉₄O₈ 
• 934749-58-3 N¹,N¹⁰-bis(4-octadecyloxysalicylidene)triethylene tetramine 
• 1258682-47-1 N,N'-bis-(4-(4'-n-octadecyloxy)-salicylidene)-4-Me-1,2-phenylenediamine 

Relevant academic research and scientific papers

Observation of polar order and thermochromic behaviour in a chiral bent-core system exhibiting exotic mesophases due to superstructural frustration

A new approach accompanied by superstructural frustration is reported. By attaching a cholesterol moiety directly to the central bent-core system it displayed exotic BPIII, BPII/I, Ncyb?, TGBA, SmAPA, SmA and SmX phases as shown by X-ray scattering results. While higher homologues of the series exhibited spontaneous formation of polar order (Ps ～ 61 nC cm-2) upon applied voltage, the lower homologues showed thermochromic behaviour which can also be trapped via temperature quenching.

Photoluminescent hemidisc-shaped liquid crystalline nickel(II) Schiff-base complexes

A series of new photoluminescent hemidisc-shaped NiII Schiff-base complexes has been synthesized. The ligands and their complexes were characterized by FTIR and 1H and 13C NMR spectroscopy, FAB-MS and elemental analysis. The mesomorphic behaviour of the ligands and their complexes was probed by polarizing optical microscopy and differential scanning calorimetry. The molecular organization in the mesophase was determined by X-ray diffraction techniques. The ligands are nonmesogenic but their complexes exhibited thermally stable rectangular columnar (Colr) mesophases at about 227 °C. The complexes are blue-light emitters in solution (ca. 434 nm, Φ = 19%) and in the solid state (ca. 469 nm, Φ = 7%) at λex = 350 nm. A DFT study was carried out using DMol3 at the BLYP/DNP level to obtain a stable, optimized structure, which revealed a distorted square-planar geometry for the nickel complexes.

Design, synthesis and application of 2-chloro-3-nitrobenzoic acid based three-ring bent-core molecules with a terminal halogen moiety

Herein, we are reporting a new series of three-ring based polar bent-core molecules with 2-chloro-3-nitrobenzoic acid as the central core, halogen moiety at one terminal and octadecyloxy chain at another terminal. The compounds 10b, 10c, and 10d were shown to exhibit the orthogonal smectic phase during cooling the samples from the isotropic liquid. The mesomorphic behavior was characterized by polarizing optical microscope, differential scanning calorimetry, and small and wide-angle X-ray scattering experiment. All the compounds were shown to exhibit four peaks in the range of 400 nm–550 nm in emission spectra due to the combined effect of keto-enol tautomerism and excited-state intramolecular proton transfer (ESIPT) process along with solid-state luminescence property which can be useful for various applications like invisible ink. Crystal structure analysis along with density functional theory calculation reveals important structural parameters and packing of the molecular systems.

The influence of molecular flexibility on the mesogenic behavior of a new homologous series based on azo-azomethine: Synthesis, characterization, photoisomerization and DFT study

Through condensation of 2-hydroxy-4-n-alkoxybenzaldehyde (n = 2 to 8, 10, 12, 14, 16, 18) with (E)-4-((2,4-dimethylphenyl)diazenyl) benzene-1,3-diamine, new homologous series of rod shaped calamite liquid crystals based on azo-azomethine have been prepared. All synthesized compounds were characterized by FT-IR, 1H NMR, and 13C NMR spectroscopy. Use Differential Scanning Calorimeter (DSC) and Polarizing Optical Microscope (POM) to check the liquid crystal properties of all synthetic compounds. In the homologous series, all the compounds are mesogenic; some of them are in the nematic phase; some of them appear in the smectic A phase, and some appear in the nematic and smectic A phases. UV–vis pectroscopy was used to study the photoisomerization in chloroform. DFT (Density functional theory) level calculations and complete geometric optimization of all synthetic compounds are performed using B3LYP/6-31+G (d, p) basis sets.

Chiral Bent-Shaped Molecules Exhibiting Unusually Wide Range of Blue Liquid-Crystalline Phases and Multistimuli-Responsive Behavior

Recently, an unprecedented observation of polar order, thermochromic behavior, and exotic mesophases in new chiral, bent-shaped systems with a ?CH3 moiety placed at the transverse position of the central core was reported. Herein, a homologous series of compounds with even-numbered carbon chains from n=4 to 18 were synthesized, in which ?Cl was substituted for ?CH3 at the kink position and a drastic modification in the phase structure of the bent-shaped molecule was observed. An unusual stabilization of the cubic blue phase (BP) over a wide range of 16.4 °C has been witnessed. Two homologues in this series (1-12 and 1-14) exhibit an interesting phase sequence consisting of BPI/II, chiral nematic, twist grain boundary, smectic A, and smectic X (SmX) phases. The higher homologues (1-16 and 1-18) stabilize the SmX phase enantiotropically over the entire temperature range. Crystal structure analysis confirmed the bent molecular architecture, with a bent angle of 148°, and revealed the presence of two different molecular conformations in an asymmetric unit of compound 1-4. A DFT study corroborated that the ?Cl moiety at the central core of the molecule led to an increase in the dipole moment along the transverse direction, which, in turn, facilitated the unusual stabilization of frustrated structures. Crystal polymorphism has been evidenced in three homologues (1-10, 1-12, and 1-14) of the series. On the application of mechanical pressure through grinding, compound 1-10 transformed from a bright yellow crystalline solid to a dark orange–green amorphous solid, which reversed upon dropwise addition of dichloromethane, indicating reversible mechanochromism in this class of compounds. In addition, excellent thermochromic behavior has been observed for compound 1-10 with a controlled temperature–color combination.

Synthesis, characterization, and mesomorphic properties of some new Schiff base homologues series and their Cu(II) complexes

In present study, we have synthesized two homologous series of some new Schiff base of 4-n-alkoxy-2-hydroxy benzaldehyde (n = 2–8, 10, 12, 14, 16, 18) with 4-amino acetanilide and their corresponding Cu(II) complexes. A series of new Schiff base containing two aromatic rings have been synthesized and characterized by various spectroanalytical techniques including FT-IR and 1H NMR. The mesomorphic properties of these compounds were observed by optical polarized light microscopy (POM) and confirmed by differential scanning calorimetry (DSC) study. It has been observed that all the newly synthesized compounds exhibit wide range SmA phase.

Schiff base of 4-n-alkoxy-2-hydroxy benzaldehyde with 4-amino acetophenone and their Cu(II) complexes: synthesis, characterization and mesomorphic behavior

New homologous series of Schiff’s base of 4-n-Alkoxy-2-hydroxy benzaldehyde (n = 2 to 8, 10, 12, 14, 16, 18) with 4-amino acetophenone and their Cu(II) metal complexes have been synthesized. The compounds were characterized using various spectroscopic techniques including FT-IR, 1H-NMR, 13C-NMR. Mesomorphic properties of these compounds have been investigated with polarizing optical microscope and differential scanning calorimeter. These compounds exhibit wide range SmA phase as confirmed by their typical optical texture under polarizing microscope.

Emissive bis-salicylaldiminato Schiff base ligands and their zinc(II) complexes: Synthesis, photophysical properties, mesomorphism and DFT studies

(Chemical Equation Presented) Bis-salicylaldiminato Schiff base ligands and their Zn(II) complexes derived from 2,3-Diaminomaleonitrile (DAMN) were synthesized. Their molecular structures, photophysical properties and mesogenic behaviors were investigated. The ligands and their Zn(II) complexes were characterized by using elemental analysis, FT-IR, 1H NMR and molar conductivity measurements. Photophysical properties of ligands and their Zn(II) complexes were investigated in different polar solvents by using UV-visible and fluorescence spectroscopic studies. Ligands emit green light whereas complexes emit orange light upon irradiation with UV-visible light. The liquid crystalline phases of ligands and their Zn(II) complexes were characterized by polarizing optical microscopy and differential scanning calorimetry. The ligand having longer 4-n-octadecyloxy chain (n = 18) displays columnar phase whereas the lower homologues (n = 16, 12) did not show mesophase. The Zn(II) complexes having 4-n-octadecyloxy end chain display smectic B like phase whereas other lower homologues are non mesogenic in nature. The thermal stability of the compounds were studied by using thermo gravimetric analysis. The density functional theory was carried out to obtain the stable molecular conformation, dipole moment, molecular orbitals and polarizability of the ligands and their Zn(II) complexes.

Rod shaped oxovanadium(IV) Schiff base complexes: Synthesis, mesomorphism and influence of flexible alkoxy chain lengths

A series of oxovanadium(IV) complexes of bidentate [N,O] donor Schiff-base ligands of the type [VO(L)2], [L = N-(4-n-alkoxysalicylaldimine)- 4′-octadecyloxyaniline, n = 8, 10, 12, 14, 16 and 18] have been synthesized. The compounds were characterized by elemental analyses, Fourier transform infrared spectroscopy (FTIR), 1H, 13C nuclear magnetic resonance (NMR), ultraviolet-visible spectroscopy (UV-Vis), and fast atom bombardment (FAB) mass spectrometry. The mesomorphic behavior of the compounds was studied by polarized optical microscopy (POM) and differential scanning calorimetry (DSC). The ligands and complexes are all thermally stable exhibiting smectic mesomorphism. The ligands 8-OR to16-OR show SmC phase at ～113-118 °C and an unidentified SmX phase reminiscent of soft crystal at ～77-91°C whereas the complexes all showed SmA phases. Interestingly the complexes with C10 and C12 alkoxy chain length exhibited additionally SmC phases also. The melting points of the ligands linearly increases whereas mesophase to isotropic transition temperature decreases as a function of increasing carbon chain length of alkoxy arm while no trend was apparently noticeable for the complexes.

Synthesis and mesomorphism of new chiral imines and copper(II) complexes

The synthesis, characterization and mesomorphic properties of a series of N-(2-hydroxy-4-n-alkyloxybenzylidene) 4′-amino-2-methylbutylcinnamate and their copper(II) complexes are reported. The imines exhibited smectic A (SmA) and chiral smectic C (SmC·) phases while their copper(II) complexes displayed SmA-SmC phase variant. The compounds have been characterized by elemental analysis and spectroscopic studies. The phase transition temperatures were detected by differential scanning calorimetry (DSC) analysis and the phases are confirmed by polarizing optical microscopy (POM). The chiral phase (SmC·) of the ligand disappeared on complexation. The unwinding of the helical superstructure of SmC· phase under the influence of electric field and the observed optical textures of SmC · phase are also discussed.