291753-67-8

Basic information

• Product Name: Benzene, 4-bromo-1,2-bis(octyloxy)-
• CAS NO: 291753-67-8
• Molecular Formula: C22H37BrO2
• Molecular Weight: 413.439
• Mol File: 291753-67-8.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: Benzene, 4-bromo-1,2-bis(octyloxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 4-bromo-1,2-bis(octyloxy)-(291753-67-8)
• EPA Substance Registry System: Benzene, 4-bromo-1,2-bis(octyloxy)-(291753-67-8)

Safety Data

• Hazardous Substances Data: 291753-67-8(Hazardous Substances Data)

Upstream product

• 111-83-1 1-bromo-octane 
• 1761-61-1 5-bromosalicyclaldehyde 
• 16492-75-4 5-bromo-1,2,3 trihydroxybenzene 
• 2859-78-1 4-Bromoveratrole 
• 120-80-9 benzene-1,2-diol 
• 4956-41-6 1,2-dioctyloxybenzene 
• 17345-77-6 1-bromo-3,4-dihydroxybenzene 

Downstream Products

• 291753-68-9 (3,4-bis(octyloxy)phenyl)boronic acid 
• 891194-18-6 2-(3,4-bis(octyloxy)benzene)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1569688-83-0 1,3,5-tris(3,4-bis(octyloxy)benzyl)benzene 
• 1374876-98-8 1,2-bis(tert-butoxycarbonyl)-1-(3,4-dioctyloxyphenyl)-hydrazine 
• 906001-82-9 bis(3',4'-dioctyloxybiphenyl-4-yl)ethanedione 
• 906001-74-9 2,2-dimethyl-1,3-propanediyl 3,4-bis(octyloxy)phenylboronate 
• 678988-32-4 2,7-dibromo-9-(4,5,3′,4′-tertrakis(octyloxy)biphenyl-2-yl)-9H-fluoren-9-ol 
• 937390-12-0 3,4-dioctyloxybenzeneboronic acid ethylene glycol ester 

Relevant articles and documents

Luminescent metallomesogens based on platinum complex containing triphenylene unit

To explore the influence of mesogenic unit on the liquid crystals and luminescence properties of metal complex, two novel triphenylene-based platinum complexes of TppyPtacac and TppyPtPhacac featuring donor-acceptor framework have been designed and synthesized, in which Tppy is triphenylene-phenylpyridine skeleton and acac/Phacac is pentane-2,4-dione derivative. Differential scanning calorimetry (DSC), polarized optical microscopy (POM) and X-ray diffraction (XRD) techniques demonstrate the complex TppyPtPhacac shows a column mesophase in the region of 55-110 °C. Both platinum complexes exhibit intense emission at about 550 nm in CH2Cl2 solution. Compared to the analogous platinum complexes without triphenylene unit, TppyPtacac and TppyPtPhacac display a remarkable red-shifted emission profiles (ca. 50 nm) due to strong intramolecular charge transfer. Furthermore, the hole mobilities up to 2.5×10-4 cm2 V-1 s-1 and 2.99×10-5 cm2 V-1 s-1 are achieved for the annealed film of TppyPtacac and TppyPtPhacac, respectively, which is one of the highest hole mobility with respect to cyclometalated platinum complexes.

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.

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.