87102-54-3

Upstream product

• 78435-05-9 {10-[4-(4-Dodecyloxy-phenylazo)-phenoxycarbonyl]-decyl}-trimethyl-ammonium; bromide 
• 143-15-7 1-dodecylbromide 
• 2050-16-0 4,4'-dihydroxyazobenzene 
• 103-90-2 4-acetaminophenol 
• 1689-82-3 4-hydroxyazobenzene 
• 112-52-7 1-chlorododecane 
• 65039-18-1 4-dodecyloxy-1-nitrobenzene 
• 108-95-2 phenol 
• 123-30-8 4-amino-phenol 
• 100-02-7 4-nitro-phenol 
• 65039-19-2 4-(dodecyloxy)aniline 

Downstream Products

• 78435-34-4 p-(ω-bromobutoxy)-p'-(dodecyloxy)azobenzene 
• 142687-60-3 [4-(5-Bromo-pentyloxy)-phenyl]-(4-dodecyloxy-phenyl)-diazene 
• 119451-05-7 11-(4-((4-(dodecyloxy)phenyl)azo)phenyloxy)undecanoic acid 
• 141510-21-6 10-{4-[(4-dodecyloxyphenyl)azo]phenoxy}decyl bromide 
• 1309796-69-7 4-dodecyloxy-4'-(1-hydroxytriethylenglycol)azobenzene 

Relevant academic research and scientific papers

Hunting for smectic C in calamitic azobenzene ionic liquid crystals with different cationic head groups

The tilted smectic C phase is a rather uncommon phase in ionic liquid crystals (ILCs), whereas the orthogonal smectic A phase is the most common phase in ILCs. We now present 2 new groups of mesogens with an azobenzene core that exhibit smectic C as well

Photoresponsive behavior of hydrophilic/hydrophobic-based novel azobenzene mesogens: Synthesis, characterization and their application in optical storage devices

Three series of alkoxy chain-bearing azobenzene-derived quaternary ammonium iodides with an alkoxy chain at one end, namely N,N-diethanol-6-(4-((4′-alkyloxyphenyl)diazenyl)phenoxy)hexan-1-ammonium iodides, N-ethyl-N-ethanol-6-(4-((4′-alkyloxyphenyl)diazenyl)phenoxy)hexan-1-ammonium iodides and N,N-diethyl-6-(4-((4′-alkyloxyphenyl)diazenyl)phenoxy)hexan-1-ammonium iodides were synthesized and characterized. Their mesomorphic and photoswitching properties were examined via polarising optical microscopy (POM), differential scanning calorimetry (DSC) and UV-vis spectrophotometry. The liquid crystalline tilted schlieren texture of smectic C, non-tilted natural focal conic texture of smectic A and smectic B phases were observed in the N,N-diethanol- and N-ethyl-N-ethanol-bearing ammonium group substituted at the terminal via the alkoxy chain of the azo moiety. In these azo moieties, the equilibrium time for trans-cis isomerization was about 1 min and cis-trans isomerization occurred at around 590 min, which had the highest alkoxy chain and no hydroxyl group on their head group. The absence of a hydroxyl group on the terminal head group resulted in slow thermal back relaxation, whereas the hydroxyl group-bearing head group showed fast thermal back relaxation. These results suggest that the influence of the substituent on the cationic ammonium head group and alkoxy chain length on the photoisomerization of the azo compounds is vital for optical storage devices. Furthermore, the device fabricated using these materials demonstrated that they are excellent candidates for optical image storage applications.

Preparation method and application of sulfate type photoresponsive foam control agent

The invention discloses a preparation method and an application of a sulfate type photoresponsive foam control agent. The preparation method comprises the following steps: (1) reacting p-nitrophenol,potassium hydroxide and water to obtain p-hydroxyazobenz

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

Amphotropic azobenzene derivatives with oligooxyethylene and glycerol based polar groups

A series of amphiphilic azobenzenes with one to three lipophilic alkyl chains at one end and polar groups with oligooxyethylene (EO) and racemic 3-glyceryl units at the opposite end was synthesized and their thermotropic and lyotropic liquid crystalline self-assemblies were studied by POM, DSC and XRD. Tilted and non-tilted lamellar phases with interdigitated double layer structures (SmCd and SmAd, respectively) were found for the compounds with a single alkyl chain, whereas hexagonal columnar phases were formed by the compounds with two or three alkyl chains. The effect of protic solvents, like formamide, ethylene glycol and water, was investigated for representative examples. For the compounds with the single chain, induction and stabilization of SmA phases were observed, though broad regions of lyotropic SmC phases were retained in most cases. Depending on the structure of the polar group, the hexagonal columnar phases were either removed or drastically stabilized by the solvents. Photoisomerisation of an azobenzene chromophore was also studied.

Structure-distortion-induced photomagnetic effect in azobenzene/ polyoxometalate Langmuir-Blodgett films

We have prepared photomagnetic Langmuir-Blodgett films composed of an amphiphilic azobenzene and a magnetic polyoxometalate. The obtained film possesses a well-organized layered structure where polyoxometalate anions are sandwiched by azobenzene cations in a single-layered manner. Reversible photoisomerization of azobenzene was achieved even at low temperature, accompanying intensity changes in the d-d transition of polyoxometalate anions. The photomagnetic effect was observed reversibly upon alternate UV and visible light irradiation. Based on polarized spectroscopy, the observed photomagnetic effect is ascribed to the structure-distortion of polyoxometalate layers.

Dendritic cyclotriphosphazene derivative with hexaxis(alkylazobenzene) substitution as photo-sensitive trigger

A dendritic cyclotriphosphazene derivative was synthesized by substitution with six alkylazobenzenes onto cyclotriphosphazene. Photo-induced trans-to-cis isomerization of the azobenzene moieties was discussed on each substituent. It was also investigated

Phase transition in cyclic organophosphazenes: The effect of side chains on mesomorphism

Mesogenicity of five cyclotriphosphazenes and two cyclotetraphosphazenes with a similar dodecyl or dodecyloxy end and different central hard groups was studied. In the four cyclotriphosphazenes except for a cyclotriphosphazene with phenyl derivative side chains, enantiotropic mesomorphic phases were observed. The order of the thermal stability in mesophase is phenylazobenzene > phenyliminomethylphenyl > biphenyl groups for the side chains. The cyclotetraphosphazenes with biphenyl and Schiff base derivatives have lower mesomorphic thermal stability than cyclotriphosphazenes with the same side groups.

Side-Chain Liquid-Crystalline Polyoxetanes with a Spacer-Separated Azobenzene Moiety. II. Preparation and Characterization of Polyoxetanes Derived from 4-(4-Alkoxyphenylazo)phenyl 4-[7-(3-Methyl-3-oxetanyl)-1,6-dioxaheptyl]-benzoates

A series of polyoxetanes were prepared by the cationic ring-opening polymerization of 4-(4-alkoxyphenylazo)phenyl 4-[7-(3-methyl-3-oxetanyl)-1,6-dioxaheptyl]benzoates using 0.08 molar amount of THF·BF3 in dichloromethane at 20 to 30° C. Although the product polymers indicated GPC-average molecular weights of around 9000 to 23000, in most cases, they did not have an unimodal molecular weight dispersity. The liquid-crystalline mesophases of the polymers were examined by differential scanning calorimetry and polarized optical microscopy; these textures were observed due to nematic and/or smectic mesophases over a wide temperature range from about 250° C to room temperature. The benzoate moiety, the longer p-substituted alkoxy tails, and the oxetane main chain play important roles in maintaining highly ordered, stable mesophases.

Solvent codeposition and cis-trans isomerization of isophthalic acid derivatives studied by STM

Scanning tunneling microscopy (STM) was used to study physisorbed monolayers of 5-octadecyloxyisophthalic acid (C18ISA) and 5-[ω-(4′-dodecyloxy-4-azobenzeneoxy)dodecyloxy]isophthalic acid (C12(AZO)C12ISA) at a liquid/graphite interface. The acquired STM images exhibit the molecular packing of the monolayers with submolecular resolution. Monolayers formed by codeposition of solvent molecules and C18ISA or C12(AZO)C12-ISA molecules are found when 1-octanol and 1-undecanol are used as a solvent. The cis and trans isomers of C12(AZO)C12ISA, the reagent and reaction product of a reversible photoinduced reaction, are simultaneously present and are both structurally identified at the liquid/graphite interface.