138567-33-6

Usage

Structure

A brominated aromatic compound consisting of a biphenyl core with a 4-bromo-4'-(dodecyloxy) substituent.

Applications

a. Production of liquid crystals and other electronic materials
b. Building block in organic synthesis
c. Reagent in various chemical reactions
d. Potential applications in materials science and nanotechnology

Industrial uses

Widely used in the chemical and electronics industries.

Health and environmental concerns

Potential risks associated with its production and use, which may require proper handling and disposal procedures.

Physical properties

The specific physical properties of 1,1'-Biphenyl, 4-bromo-4'-(dodecyloxy)are not provided in the material, but they may include aspects such as melting point, boiling point, density, and solubility.

Chemical properties

The specific chemical properties of 1,1'-Biphenyl, 4-bromo-4'-(dodecyloxy)are not provided in the material, but they may include aspects such as reactivity, stability, and chemical behavior under various conditions.

Upstream product

• 4292-19-7 1-Iodododecane 
• 29558-77-8 4-bromo-4'-hydroxybiphenyl 
• 143-15-7 1-dodecylbromide 

Downstream Products

• 960239-79-6 C₂₉H₄₀N₂O 
• 1416973-16-4 C₃₀H₄₂N₂O 
• 1416973-15-3 C₃₀H₄₂N₂O 
• 960239-80-9 C₃₂H₄₆N₂O 
• 960239-78-5 C₂₈H₃₈N₂O 
• 960239-81-0 C₃₃H₄₀N₂O 

Relevant academic research and scientific papers

Effect of alkyl chain and linking units on mesophase transitions and molecular order of rod-like thiophene mesogens: 13C NMR investigation

Thermotropic liquid crystals with π-conjugated cores are increasingly witnessed due to their promising optoelectronic and optophotonic properties. As π-conjugated mesogens are often realized by direct linking of the rings of the core, the mesophase transitions are usually modulated by inserting the required alkyl/alkoxy chains either at a terminal or lateral location. In this work, five mesogens in which thiophene and two phenyl rings are common in the core unit with terminal alkyl/alkoxy chains are investigated to probe the influence of (a) a terminal alkyl chain on the mesophase characteristics, (b) the linking units on the mesophase range and (c) the disparity of thiophene orientational constraints. The mesophase properties reveal that whenever the alkyl chain is located at one end of the molecule, polymesomorphism is observed. The XRD studies reveal layer ordering typical of smectic mesophases with lower temperature and higher order phases, namely SmB and CrE phases. A detailed 13C NMR study of the mesogens in the liquid crystalline phase indicates that the order parameters are governed by the nature of the substitution of thiophene and its linkage with two phenyl rings. Importantly, the 13C NMR data of the terminal chains in the liquid crystalline phase are compared with the recently reported thiophene mesogen in which the n-hexyl chain is located at the lateral position and completely different orientation characteristics were found for the terminal versus lateral chains.

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.

Impact of aggregation on fluorescence sensitivity of molecular probes towards nitroaromatic compounds

We have designed and synthesized three tripods TIBP4, TIBP8 and TIBP12 possessing, respectively, OC4H9, OC8H17 and OC12H25 alkoxy chains on the biphenyl units and have investigated the effect of the chain length on their ease in aggregation and their efficiency in the detection of nitroaromatic compounds. Tripods TIBP8 and TIBP12 self-assemble to form densely populated nano-spheres (60-100 nm) in a water-DMSO (98:2) mixture, as shown by field-emission scanning electron microscopy, transmission electron microscopy and dynamic light scattering studies. TIBP4 which has shorter n-butyl alkyl chains does not undergo aggregation under these conditions. Tripods TIBP8 and TIBP12 which remain in a self-assembled state in water reveal amplified fluorescence quenching with PA, 2,4-DNP, TNT and Cl-DNB, and are associated with NAC induced disaggregation to well-dispersed particles. TIBP8 can detect as low as 10-14 M PA and 2,4-DNP in solution and 2.29 × 10-20 g cm-2 (22.9 zg cm-2) PA by contact mode and is nearly 6000-16000 times more selective towards PA and 2,4-DNP over TNT and Cl-DNB at 20% fluorescence quenching. However, the tripod TIBP12 can detect as low as 10-14 M of each PA, 2,4-DNP, TNT and Cl-DNB and can find application as a general probe for these NACs. TIBP4 which remains in a molecularly dissolved state shows poor sensitivity (LOD 1 nM) towards NACs.

Synthesis of liquid crystal molecules based on bis(biphenyl)diacetylene and their liquid crystallinity

We synthesized novel liquid crystalline molecules that contain a bis(biphenyl)diacetylene mesogen and confirmed their structures by 1HNMR, 13CNMR, and FT-IR spectroscopy and mass spectrometry. These compounds formed thermotropic liquid crystals in a wide temperature region that was well characterized by optical microscopic and X-ray measurements.

Photochromic dichroic naphtho-pyrans and optical articles containing them

A naphthopyran compound represented by the formulae (I) to (IV) wherein : ■ m1, m2, p, q are each an integer comprised from 0 to 4 or 5 inclusive; ■ R1, R2 and R4, represent a group selected from halogen, H, -Ra, aryl, -OH, -ORa, -SH, -SRa, -NH2, -NRaRa1, -NRbRc, -NRa1CORa, -NRa1CO(aryl), -NRa1aryl, -N-aryl2, -N(aryl)CO(aryl), -CO-Ra, -CO2Ra1, -OC(O)-Rd, and - X-(Re)-Y, and linear or branched (C1-C18) perfluoroalkyl group, wherein Ra, Ra1, Rb, Rc, X, Y, Re, Rd are as defined into the description; ■ Z1 represent a group selected from: wherein R3, J and n are as defined into the description; ■ R5, Z2, Z3 are as defined into the description; ■ Z4 represent a group selected from: o wherein R3, J and n are as defined hereinbefore; ■ with the provision that for compounds of formula (II) when Z1 represents a group then Z3 is not a hydrogen.

Synthesis and mesomorphic properties of rigid-core ionic liquid crystals

Ionic liquid crystals combine the unique solvent properties of ionic liquids with self-organization found for liquid crystals. We report a detailed analysis of the structure-property relationship of a series of new imidazolium-based liquid crystals with an extended aromatic core. Investigated parameters include length and nature of the tails, the length of the rigid core, the lateral substitution pattern, and the nature of the counterion. Depending on the molecular structure, two mesophases were observed: a bilayered SmA 2 phase and the more common monolayered SmA phase, both strongly interdigitated. Most materials show mesophases stable to high temperatures. For some cases, crystallization could be suppressed, and room-temperature liquid crystalline phases were obtained. The mesomorphic properties of several mixtures of ionic liquid crystals were investigated. Many mixtures showed full miscibility and ideal mixing behavior; however, in some instances we observed, surprisingly, complete demixing of the component SmA phases. The ionic liquid crystals and mixtures presented have potential applications, due to their low melting temperatures, wide temperature ranges, and stability with extra ion-doping.

Synthesis and mesomorphic properties of 1,1-difluoroalkyl-substituted biphenylthienyl and terphenyl liquid crystals. A comparative study of mesomorphic behavior relative to alkyl, alkoxy and alkanoyl analogs

A variety of biphenylthienyl and terphenyl-based liquid crystalline materials were prepared that incorporate a 1,1-difluoropentyl terminal group. The mesogenic properties of these compounds were compared and contrasted with analogs where the CF2 moiety was replaced by a -CH2-, -O- or -CO- group. The 1,1-difluoroalkyl group is unique in its behavior and tends to promote orthogonal smectic phase behavior.

Discotic liquid crystals of transition metal complexes. Part 24: Synthesis and mesomorphism of porphyrin derivatives substituted with two or four bulky groups

We have synthesized nine novel porphyrin derivatives, 1-8 and 1-Cu, substituted with various steric hindrance groups and long flexible chains in order to investigate the relationship between the molecular type of porphyrin derivatives and the resulting mesophase. Type 4 disc-like (C12O)16-TTPH2 (1) and (C12O)16-TTPCu (1-Cu) derivatives exhibit Dh columnar mesophases, which are the first examples of meso-substituted porphyrin metal-free derivatives and copper complexes. Type 5 strip-like (CnO)8-BTPH2 [4 (n = 12), 5 (n = 16)] derivatives having eight long chains at the 5,15-positions exhibit Drd columnar mesophases. On the other hand, the type 5 (C12O)4-BTPH2 (6) derivative having four long chains exhibits discotic lamellar DL.rec1 and DL.rec2 mesophases which have a two-dimensional rectangular structure within the layer. The (C12O)4-BPPH2 (7) type 6 derivative also shows a DL lamellar mesophase. Bruce et al. reported that type 3 rod-like porphyrin derivatives show calamitic mesophases of SB, SE and SE′ phases. We revealed from these types of mesogenic porphyrin derivatives that such a successive change of the molecular structures causes their mesophases to change from discotic columnar to discotic lamellar, and further to calamitic.