92-88-6

Usage

Uses

Used in Liquid Crystal Polymers Industry:
4,4'-Biphenol is used as an intermediate for the production of liquid crystalline polymers (LCP) due to its ability to form stable liquid crystalline phases at high temperatures. These polymers exhibit excellent heat resistance, making them suitable for applications in the electronics and automotive industries.
Used in Plastics and Rubber Industry:
4,4'-Biphenol is used as a monomer in the synthesis of polyesters, polycarbonates, polysulfones, and epoxy resins, which are used to manufacture high-performance engineering plastics and composite materials. These materials are valued for their heat resistance, mechanical strength, and chemical stability.
Used in Antioxidant Applications:
4,4'-Biphenol serves as an antioxidant for rubber and plastics, protecting them from degradation caused by heat, light, and oxygen exposure. This extends the service life of these materials and maintains their physical properties.
Used in Dye and Petroleum Industry:
4,4'-Biphenol is used as an intermediate in the production of dyes and as a stabilizer for petroleum products, contributing to the colorfastness of dyes and the stability of fuels and lubricants.

Flammability and Explosibility

Notclassified

Safety Profile

Poison by intraperitoneal route.Moderately toxic by skin contact. Mildly toxic byingestion. Human mutation data reported. When heated todecomposition it emits acrid smoke and irritating fumes.

Purification Methods

Recrystallise the biphenol from aqueous EtOH preferably under N2 to avoid oxidation to the extended qiunone. It is characterized as the dimethyl derivative (4,4’-dimethoxybiphenyl) from which it is prepared by demethylation. The dimethoxy derivative has m 176.5-177o (from AcOH, EtOH, hexane or *C6H6) and sublimes in vacuo. [Williamson & Rodebush J Am Chem Soc 63 3019 1941, Beilstein 6 I 485, 6 II 962, 6 III 6389, 6 IV 6651.]

Upstream product

• 106-41-2 4-bromo-phenol 
• 53197-57-2 4,4'-dihydroxy-[1,1'-biphenyl]-2-carboxylic acid 
• 108-95-2 phenol 
• 348-51-6 1-chloro-2-fluorobenzene 
• 352-33-0 1-Chloro-4-fluorobenzene 
• 106-48-9 4-chloro-phenol 
• 73-22-3 L-Tryptophan 
• 128-38-1 4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl 
• 108-88-3 toluene 
• 56-23-5 tetrachloromethane 
• 7732-18-5 water 
• 93-99-2 benzoic acid phenyl ester 
• 7664-93-9 sulfuric acid 
• 2132-80-1 4,4'-Dimethoxybiphenyl 

Downstream Products

• 13987-45-6 4,4’-dihydroxy-(1,1’-biphenyl)-3,3’-dicarboxylic acid 
• 6275-02-1 1,2-bis(o-nitrophenyl)ethylene 
• 72633-22-8 4,4'-Bis(phenylmethoxy)-1,1'-biphenyl 
• 127972-27-4 4-hydroxy-4'-ethoxybiphenyl 
• 13497-54-6 4,4'-Dihydroxy-3,3'-dichlorobiphenyl 
• 13049-13-3 3,3',5,5'-tetrachloro-4,4'-diphenol 
• 53905-34-3 3-chloro-biphenyl-4,4'-diol 
• 53905-35-4 3,5,3'-trichloro-biphenyl-4,4'-diol 
• 300406-05-7 4'-{[(4-methylphenyl)sulfonyl]oxy}[1,1'-biphenyl]-4-yl 4-methylbenzenesulfonate 
• 2132-80-1 4,4'-Dimethoxybiphenyl 
• 78435-17-3 4-hexyloxy-4'-hydroxybiphenyl 
• 142450-58-6 4,4'-Dihexyloxy-1,1'-biphenyl 
• 112752-02-0 [1,1'-biphenyl]-4,4'-diyl bis(trifluoromethanesulfonate) 
• 17095-00-0 4,4'-bis(4-nitrophenoxy)biphenyl 

Relevant academic research and scientific papers

A fluorescence turn-on sensor for the detection of palladium ions that operates through in situ generation of palladium nanoparticles

A simple and straightforward fluorescence method for the detection of palladium ions at low concentrations has been developed. The mode of operation of the sensor involves in situ generation of palladium nanoparticles (PdNPs), which promote a selective deiodination reaction of iodo-BODIPY that forms highly fluorescent H-BODIPY.

A Nanographene-Based Two-Dimensional Covalent Organic Framework as a Stable and Efficient Photocatalyst

Synthesis of covalent organic frameworks (COFs) with desirable organic units furnishes advanced materials with unique functionalities. As an emerging class of two-dimensional (2D) COFs, sp2-carbon-conjugated COFs provide a facile platform to build highly stable and crystalline porous polymers. Herein, a 2D olefin-linked COF was prepared by employing nanographene, namely, dibenzo[hi,st]ovalene (DBOV), as a building block. The DBOV-COF exhibits unique ABC-stacked lattices, enhanced stability, and charge-carrier mobility of ≈0.6 cm2 V?1 s?1 inferred from ultrafast terahertz photoconductivity measurements. The ABC-stacking structure was revealed by the high-resolution transmission electron microscopy and powder X-ray diffraction. DBOV-COF demonstrated remarkable photocatalytic activity in hydroxylation, which was attributed to the exposure of narrow-energy-gap DBOV cores in the COF pores, in conjunction with efficient charge transport following light absorption.

Aryl phenol compound as well as synthesis method and application thereof

The invention discloses a synthesis method of an aryl phenol compound shown as a formula (3). All systems are carried out in an air or nitrogen atmosphere, and visible light is utilized to excite a photosensitizer for catalyzation. In a reaction solvent, ArNR1R2 as shown in a formula (1) and water as shown in a formula (2) are used as reaction raw materials and react under the auxiliary action of acid to obtain the aryl phenol compound as shown in a formula (3). The ArNR1R2 in the formula (1) can be primary amine and tertiary amine, can also be steroid and amino acid derivatives, and can also be drugs or derivatives of propofol, paracetamol, ibuprofen, oxaprozin, indomethacin and the like. The synthesis method has the advantages of cheap and easily available raw materials, simple reaction operation, mild reaction conditions, high reaction yield and good compatibility of substrate functional groups. The fluid reaction not only can realize amplification of basic chemicals, but also can realize amplification of fine chemicals, such as synthesis of drugs propofol and paracetamol. The invention has wide application prospect and use value.

Porphyrin n-pincer pd(Ii)-complexes in water: A base-free and nature-inspired protocol for the oxidative self-coupling of potassium aryltrifluoroborates in open-air

Metalloporphyrins (and porphyrins) are well known as pigments of life in nature, since representatives of this group include chlorophylls (Mg-porphyrins) and heme (Fe-porphyrins). Hence, the construction of chemistry based on these substances can be based on the imitation of biological systems. Inspired by nature, in this article we present the preparation of five different porphyrin, meso-tetraphenylporphyrin (TPP), meso-tetra(p-anisyl)porphyrin (TpAP), tetra-sodium meso-tetra(p-sulfonatophenyl)porphyrin (TSTpSPP), meso-tetra(m-hydroxyphenyl)porphyrin (TmHPP), and meso-tetra(m-carboxyphenyl)porphyrin (TmCPP) as well as their N-pincer Pd(II)-complexes such as Pd(II)-meso-tetraphenylporphyrin (PdTPP), Pd(II)-meso-tetra(p-anisyl)porphyrin (PdTpAP), Pd(II)-tetrasodium meso-tetra(p-sulfonatophenyl)porphyrin (PdTSTpSPP), Pd(II)-meso-tetra(m-hydroxyphenyl)porphyrin (PdTmHPP), and Pd(II)-meso-tetra(m-carboxyphenyl)porphyrin (PdTmCPP). These porphyrin N-pincer Pd(II)-complexes were studied and found to be effective in the base-free self-coupling reactions of potassium aryltrifluoroborates (PATFBs) in water at ambient conditions. The catalysts and the products (symmetrical biaryls) were characterized using their spectral data. The high yields of the biaryls, the bio-mimicking conditions, good substrate feasibility, evading the use of base, easy preparation and handling of catalysts, and the application of aqueous media, all make this protocol very attractive from a sustainability and cost-effective standpoint.

Cobalt-catalyzed cross-coupling reactions of aryl- And alkylaluminum derivatives with (hetero)aryl and alkyl bromides

A simple cobalt complex, such as Co(phen)Cl2, turned out to be a highly efficient and cheap precatalyst for a host of cross-coupling reactions involving aromatic and aliphatic organoaluminum reagents with aryl, heteroaryl and alkyl bromides. New C(sp2)-C(sp2) and C(sp2)-C(sp3) bonds were formed in good to excellent yields and with high chemoselectivity, under mild reaction conditions.

Selective hydroxylation of aryl iodides to produce phenols under mild conditions using a supported copper catalyst

Owing to the high activity and low-cost, copper-based catalysts are promising candidates for transforming aromatic halides to yield phenols. In this work, we report the selective hydroxylation of aromatic iodides to produce phenols using an atomically dispersed copper catalyst (Cu-ZnO-ZrO2) under mild reaction conditions. The reactions were conducted without the use of additional organic ligands, and the protection of an inert atmosphere environment is not required. The catalyst can be easily prepared, scalable, and is very efficient for a wide range of substrates. The catalytic reactions can be carried out with only 1.24 mol% Cu loading, which shows great potential in mass production.

Preparation method of 4, 4'-dihydroxybiphenyl

The invention relates to a novel preparation method of 4, 4'-dihydroxybiphenyl, and belongs to the technical field of chemical synthesis. The method comprises the steps of: carrying out molecular oxygen selective oxidation reaction on biphenyl in a 1, 4-dioxane solvent in the presence of a catalyst transition metal doped MSU-1 mesoporous molecular sieve supported piperazine ionic liquid, separating the catalyst from the product through simple filtration after the reaction is finished, and recrystallizing a crude product to obtain 4, 4'-dihydroxybiphenyl. The recovered catalyst phase can be well recycled. The method is characterized in that a one-step green reaction process is adopted, no pollutant is released, the operation is simple, the product quality is better, the yield is higher, and the method is an environment-friendly preparation method.

"benchtop" Biaryl Coupling Using Pd/Cu Cocatalysis: Application to the Synthesis of Conjugated Polymers

Typically, Suzuki couplings used in polymerizations are performed at raised temperatures in inert atmospheres. As a result, the synthesis of aromatic materials that utilize this chemistry often demands expensive and specialized equipment on an industrial scale. Herein, we describe a bimetallic methodology that exploits the distinct reactivities of palladium and copper to perform high yielding aryl-aryl dimerizations and polymerizations that can be performed on a benchtop under ambient conditions. These couplings are facile and can be performed by simple mixing in the open vessel. To demonstrate the utility of this method in the context of polymer synthesis: polyfluorene, polycarbazole, polysilafluorene, and poly(6,12-dihydro-dithienoindacenodithiophene) were created at ambient temperature and open to air.

Pd-catalyzed oxidative homocoupling of arylboronic acids in WEPA: A sustainable access to symmetrical biaryls under added base and ligand-free ambient conditions

Symmetrical and unsymmetrical biaryls comprises a diverse class of biologically eloquent organic compounds. We herein report, a quick and eco-friendly protocol for the synthesis of biaryls by an oxidative (aerobic) homocoupling of arylboronic acids (ABAs) using Pd(OAc)2 in water extract of pomogranate ash (WEPA) as an efficient agro-waste(bio)-derived aqueous (basic) media. The reactions were executed at ambient aerobic conditions in the absence of external base and ligand to result symmetrical biaryls in excellent yields. The use of renewable media with an effective exploitation of waste, short reaction times, excellent yields of products, easy separation of the products, unnecessating the external base, oxidant, ligand or volatile organic solvents and ambient reaction conditions are the vital insights of the present protocol.

Preparation method of 4, 4'-biphenol

The invention discloses a preparation method of 4, 4'-biphenol. The preparation method comprises the following steps: adding 4-iodophenol, zinc powder, alkali and a solvent into a reaction bottle, replacing air in the reaction bottle with nitrogen for three times, adding triethylamine formate into the reaction bottle under the protection of nitrogen, stirring for 30-60 minutes, heating to reflux,reacting for 1-16 hours, cooling the reaction liquid to room temperature, filtering, and concentrating filtrate to dryness to obtain 4, 4'-biphenol.