210834-64-3

Basic information

• Product Name: Benzene, 4-bromo-1,2-bis(dodecyloxy)-
• CAS NO: 210834-64-3
• Molecular Formula: C30H53BrO2
• Molecular Weight: 525.654
• Mol File: 210834-64-3.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: Benzene, 4-bromo-1,2-bis(dodecyloxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 4-bromo-1,2-bis(dodecyloxy)-(210834-64-3)
• EPA Substance Registry System: Benzene, 4-bromo-1,2-bis(dodecyloxy)-(210834-64-3)

Safety Data

• Hazardous Substances Data: 210834-64-3(Hazardous Substances Data)

Upstream product

• 143-15-7 1-dodecylbromide 
• 1761-61-1 5-bromosalicyclaldehyde 
• 16492-75-4 5-bromo-1,2,3 trihydroxybenzene 
• 120-80-9 benzene-1,2-diol 
• 1010685-17-2 C₃₀H₅₃IO₂ 
• 2859-78-1 4-Bromoveratrole 
• 42244-53-1 1,2-bisdodecyloxybenzene 
• 17345-77-6 1-bromo-3,4-dihydroxybenzene 
• 91-16-7 1,2-dimethoxybenzene 

Downstream Products

• 210834-66-5 (3,4-bis(dodecyloxy)phenyl)boronic acid 
• 881209-84-3 2-(3',4'-bis(dodecyloxy)phenyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane 
• 1365115-94-1 4-(3,4-didodecyloxyphenyl)pyrimidine 
• 1365116-00-2 4-(3,4-didodecyloxyphenyl)quinoline 
• 1417875-27-4 5,6-bis(3,4-bis(dodecyloxy)phenyl)benzo[c][1,2,5]thiadiazole 
• 138145-30-9 1,2-bis(3,4-bis(docosyloxy)phenyl)ethane-1,2-dione 

Relevant articles and documents

Butterfly-like Shape Liquid Crystals Based Fused-Thiophene as Unidimensional Ambipolar Organic Semiconductors with High Mobility

Mesomorphous butterfly-like shape molecules based on benzodithiophene, benzodithiophene-4,8-dione and cyclopentadithiophen-4-one core moieties were efficiently synthesized by the Suzuki-Miyaura coupling and Scholl oxidative cyclo-dehydrogenation reactions’ tandem. Most of the butterfly molecules spontaneously self-organize into columnar hexagonal mesophase. The electron-deficient systems possess strong solvent-gelling ability but are not luminescent, whereas the electron-rich terms do not form gels but strongly emit light between 400 and 600 nm. The charge carrier mobility was also measured by time-of-flight transient photocurrent technique in the mesophases for some of the compounds. They display hole-transport performances with positive charge mobility in the 10?3 cm?2 V?1 s?1 range, consistent with the high degree of ordering and stability of the columnar superstructures. In particular, the mesogen with a benzodithiophen-4,8-dione core shows ambipolar charge carrier transport with both high electron (μe=6.6×10?3 cm?2 V?1 s?1) and hole (μh=4.5×10?3 cm?2 V?1 s?1) mobility values.

Triphenylamine- And triazine-containing hydrogen bonded complexes: liquid crystalline supramolecular semiconductors

Despite the fact that triphenylamine derivatives have been widely explored as hole-transporting materials, studies on charge transport properties in the liquid crystal phase have been overlooked. Here, it is reported that triphenylamine liquid crystals can attain very high hole mobility values in a hexagonal columnar mesophase, up toμ≈ 5 cm2V?1s?1. The columnar liquid crystalline phase was obtained by a proper design of a supramolecular mesogen, and this is unprecedented for triphenylamine liquid crystals. In fact, the supramolecules were formed by hydrogen-bonded 1?:?3 complexes of a star-shaped triazine core and three triphenylamine peripheral units. The resulting hexagonal columnar mesophase acts as a successful scaffold that confines TPA units at the periphery of columns. Challenging DFT theoretical investigations into a model based on such supramolecular systems involving a large number of atoms were undertaken to explore the stability and geometry of the complexes and their electronic properties.

Thermotropic MIDA Boronates as a Case Study for the Role of Dipolar Interactions in Liquid Crystalline Self-Assembly

A series of MIDA (N-methylimino diacetic acid) boronates carrying 4-alkoxy, 3,4-bisalkoxy, or 3,4,5-trisalkoxyphenyl substituents were synthesized and their mesomorphic properties characterized by differential scanning calorimetry (DSC), polarizing optical microscopy (POM), and X-ray diffraction (XRD) techniques such as small- and wide-angle X-ray scattering (SAXS and WAXS, respectively). Most derivatives were liquid crystalline. In the case of mono- and bisalkoxy-substituted derivatives, C6 chains already induced smectic A (SmA) mesophases despite the bulky MIDA head group. With increasing chain length, columnar hexagonal (Colh) phases replaced SmA phases in the disubstituted series. Quantum chemical calculations on a series of MIDA boronates show that the B?N bond is a dative bond with a positive charge on the boron atom and negative charges on the nitrogen and oxygen atoms. In addition, no π-interaction between the aryl moiety and B?N bond was found, thus the mesogenic unit is electronically decoupled from the MIDA head group. These theoretical findings were supported by IR and Raman spectra as well as by asingle crystal structure analysis of 4-ethoxyphenyl MIDA boronate. Calculations of the electrostatic potential of the MIDA boronate reveal a special polarity pattern that can support the formation of a two-dimensional network and is likely to explain the liquid crystalline self-assembly. The absence of any electronic cross-talk between the MIDA head group and B-aryl or B-alkyl substituents allows the efficient tailoring of the mesophase type through variation of the substituents.