13962-92-0

Usage

Uses

Used in Polymer Industry:
2,5-Diphenylbenzene-1,4-dicarboxylic acid is utilized as a cross-linking agent for the production of high-performance polymers. Its role in this application is to enhance the polymer's mechanical properties, thermal stability, and chemical resistance, which are crucial for applications requiring robust materials.
Used in Coatings and Adhesives Industry:
In the coatings and adhesives sector, 2,5-Diphenylbenzene-1,4-dicarboxylic acid serves as a reactive diluent. It helps to reduce the viscosity of formulations, making them easier to process and apply, while also contributing to the final product's performance characteristics such as adhesion strength and durability.
Used in Organic Synthesis:
2,5-Diphenylbenzene-1,4-dicarboxylic acid is employed as a precursor in the synthesis of other organic compounds. Its unique structure allows it to be a building block for creating a variety of specialty chemicals used across different industries.
Used in Pigments and Dyes Production:
2,5-Diphenylbenzene-1,4-dicarboxylic acid finds application in the production of pigments and dyes, where it contributes to the color intensity and stability of the final products. Its chemical properties enable it to be integrated into formulations that require vibrant and long-lasting colors.
Used in Organic Electronics:
2,5-Diphenylbenzene-1,4-dicarboxylic acid is also utilized in the field of organic electronics. Its electronic properties make it suitable for use in components such as organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs), where it can influence the efficiency and performance of these devices.

Upstream product

• 20260-22-4 2',5'-dimethyl-[1,1':4',1'']terphenyl 
• 106-42-3 para-xylene 
• 4516-08-9 2,5-dicyclohexyl-p-xylene 
• 108-86-1 bromobenzene 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 16308-63-7 dimethyl 2,5-diphenylterephthalate 
• 14474-63-6 1,4-Diphenyl-2,5-bis-(2-phenyl-vinyl)-benzol 
• 14474-62-5 1,4-Diphenyl-2,5-bis-(1,2-dibrom-2-phenyl-ethyl)-benzol 
• 14474-61-4 1,4-Diphenyl-2,5-bis-(2-phenyl-ethyl)-benzol 
• 100-58-3 phenylmagnesium bromide 
• 98-80-6 phenylboronic acid 
• 1074-24-4 2,5-dibromo-p-xylene 
• 144836-60-2 [1,1':4',1]-terphenyl-2',5'-dicarbaldehyde 

Downstream Products

• 124118-84-9 N,N'-diphenyl-p-terphenyl-2',5'-dicarboxamide 
• 486-52-2 6,12-dihydroindeno[1,2-b]fluorene 
• 848982-57-0 2,8-dibromo-6,12-dihydro-indeno[1,2-b]fluorene 

Relevant academic research and scientific papers

Planarity of terphenyl rings possessing: O -carborane cages: Turning on intramolecular-charge-transfer-based emission

To clarify the relationship between planarity and intramolecular charge transfer (ICT), two o-carboranyl compounds (TCB and FCB) containing different ortho-type terphenyl rings, namely, perfectly distorted or planar phenyl rings, were synthesised and fully characterised. Although the emission spectra of both compounds presented intriguing dual-emission patterns in solution at 298 or 77 K and in the film state, distorted TCB mostly showed locally excited emission, whereas planar FCB demonstrated intense emission corresponding to an ICT transition. Interestingly, the emission efficiencies and radiative decay constants of terphenyl-based o-carboranyl compounds were gradually enhanced by increasing the planarity of the terphenyl groups. These results verify the existence of a strong relationship between the planarity of appended aryl groups and ICT-based radiative decay in o-carborane-substituted compounds.

Synthesis and characterization of highly fluorescent indenofluorenes

(matrix presented) Described here are the synthesis and optical and electrochemical properties of a series of indenofluorenes as new building blocks for electronic and optoelectronic materials.

Activation-Dependent Breathing in a Flexible Metal–Organic Framework and the Effects of Repeated Sorption/Desorption Cycling

A non-interpenetrated metal–organic framework with a paddle-wheel secondary building unit has been activated by direct thermal evacuation, guest exchange with a volatile solvent, and supercritical CO2 drying. Conventional thermal activation yields a mixture of crystalline phases and some amorphous content. Exchange with a volatile solvent prior to vacuum activation produces a pure breathing phase with high sorption capacity, selectivity for CO2 over N2 and CH4, and substantial hysteresis. Supercritical drying can be used to access a guest-free open phase. Pressure-resolved differential scanning calorimetry was used to confirm and investigate a systematic loss of sorption capacity by the breathing phase as a function of successive cycles of sorption and desorption. A corresponding loss of sample integrity was not detectable by powder X-ray diffraction analysis. This may be an important factor to consider in cases where flexible MOFs are earmarked for industrial applications.

A poorly soluble organic electrode material for high energy density lithium primary batteries based on a multi-electron reduction

Here we report an organic cathode material with poor solubility for lithium primary batteries,i.e.indeno[3,2-b]fluorene-6,12-dione. Each carbonyl group experiences a four-electron reduction to a methylene group, resulting in a high energy density of 1392 W h kg?1, which is among the best results for organic electrode materials.

Molecular packing and morphological stability of dihydro-indeno[1,2-: B] fluorenes in the context of their substitution pattern

The synthesis of a series of dihydroindeno[1,2-b]fluorene (IF) derivatives with various side chain substituents is reported, these have been investigated by single-crystal X-ray analysis in terms of their molecular packings and the thermal stability of these morphologies observed by DSC measurements. It is shown that symmetrically substituted IFs bearing longer linear aliphatic side chains tend to crystallize in thermolabile coplanar layers, in which the aliphatic and dihydroindeno[1,2-b]fluorene core segments are spatially segregated. In contrast to that, the attachment of aryl side chains to the dihydroindenofluorene core results in a stabilization of the cofacial morphology, which can be observed by the absence of thermal phase transitions. In addition to this, asymmetrically substituted derivatives, so called "mixed indenofluorenes" (MIFs), bearing pairwise linear aliphatic side chains of variable length, as well as aryl substituents have been synthesized. These derivatives tend to exhibit thermostable morphologies with an enhanced tendency to form edge-to-face contacts of the dihydroindenofluorene structures.

ELECTROLUMINESCENT COMPOUNDS WITH HIGH EFFICIENCY AND ORGANIC LIGHT-EMITTING DIODE USING THE SAME

The present invention relates to novel organic electroluminescent compounds and an organic light-emitting diode comprising the same. The organic electroluminescent compounds according to the present invention exhibit high luminous efficiency and excellent life property as a material, so that an OLED device having very good operation life can be prepared therefrom.

Dispirofluorene-indenofluorene derivatives as new building blocks for blue organic electroluminescent devices and electroactive polymers

A series of new dispiro[fluorenc-9′,6.9″.12-indeno[1,2b] fluorenes] (DSF-IFs) has been synthesised. These new building blocks for blue-light-emitting devices and electroactive polymers combine indenofluorene (IF) and spirobifluorene (SBF) properties. We report here our synthetic investigations towards these new structures and their thermal, structural, photophysical and electrochemical properties. These properties have been compared to those of IF and SBF. We also report the anodic oxidation of DSF-IFs that leads to the formation of non-soluble transparent three-dimensional polymers. The structural and electrochemical behaviour of these polymers has been studied. The first application of these building blocks as new blue-light-emitting materials in organic light-emitting diodes (OLED) is also reported.

A general synthetic route to indenofluorene derivatives as new organic semiconductors

(Chemical Equation Presented) A series of 2,6-disubstituted indenofluorene derivatives were obtained in high purity via a general route involving the Suzuki coupling reaction. The potential of these conjugated indenofluorenes as new organic semiconductors was demonstrated by the light-emitting diode reaching a high luminance of 1400 Cd/m2 below 10 V.

The Synthesis of Bridged Oligophenylenes from Fluorene 1. Terphenyls and Quaterphenyls

Improved methods are presented for the alkylation of fluorene (2) to 9,9- dialkylfluorenes (3-6) free from 9-monoalkylfluorenes.Mono- and dihalogenated derivatives of 2-6 are reported as are a variety of ring substituted 9,9-dialkylfluorenes.Halogenated 9,9-dialkylfluorenes and aryl or methyl Grignard reagents were cross-coupled in Pd-catalyzed reactions to generate a series of novel p-oligophenylenes (four terphenyls (26, 27, 29 and 31c) and nineteen quterphenyls (33-6, 64-71 and 73-79)) each possessing one or two dialkylated methylene bridges between aromatic rings.Each bridged oligophneylene showed enhanced solubility, high quantum efficiency and photochemical stability.A number of quaterphenyls incorporated substituents which extended the conjugation of the oligophenylene chromophore.