5870-38-2

Usage

Uses

Used in Polymer and Plastics Industry:
DIETHYL 2,5-DIHYDROXYTEREPHTHALATE is used as a strengthening agent for improving the physical properties of polymers and plastics, such as polyester fibers and resins. It contributes to the overall performance and longevity of these materials.
Used as a Precursor in Organic Synthesis:
In the chemical industry, DIETHYL 2,5-DIHYDROXYTEREPHTHALATE serves as a precursor in the synthesis of other organic compounds, playing a crucial role in the creation of various chemical products.
Used in Personal Care and Cosmetic Products:
DIETHYL 2,5-DIHYDROXYTEREPHTHALATE can also be found in certain personal care and cosmetic products, where it may contribute to the formulation's stability or performance.
Safety Considerations:
It is important to handle DIETHYL 2,5-DIHYDROXYTEREPHTHALATE with care due to its potential harmful effects if ingested or inhaled, and its ability to cause skin and eye irritation. Proper safety measures should be taken during its use and disposal to minimize health risks.

InChI:InChI=1/C12H14O6/c1-3-17-11(15)7-5-10(14)8(6-9(7)13)12(16)18-4-2/h5-6,13-14H,3-4H2,1-2H3

Upstream product

• 64-17-5 ethanol 
• 141-52-6 sodium ethanolate 
• 123-25-1 succinic acid diethyl ester 
• 16877-79-5 diethyl 2,5-dihydroxy-1,4-cyclohexadiene-1,4-dicarboxylate 
• 787-07-5 diethyl 1,4-cyclohexanedione-2,5-dicarboxylate 
• 138-89-6 p-dimethylaminonitrosobenzene 
• 7726-95-6 bromine 
• 3209-15-2 4-methyl-2,5-dihydroxybenzoic acid 
• 89415-67-8 ethyl 2,2-dibromoacetoacetate 
• 610-92-4 2,5-dihydroxy-1,4-benzenedicarboxylic acid 
• 871876-73-2 2,3-dimethyl-4-nitroso-aniline 
• 75-11-6 diiodomethane 
• 638-07-3 ethyl (2-chloroaceto)acetate 
• 5292-53-5 diethyl benzalmalonate 

Downstream Products

• 25906-63-2 2,5-bis(dimethylthiocarbamoyloxy)terephthalic acid diethyl ester 
• 173267-23-7 diethyl-2,5-dimethoxy-1,4-benzenedicarboxylate 
• 2490-58-6 diethyl 2,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,4-dicarboxylate 
• 460732-38-1 2,5-bis(hexyloxy)terephthalic dihydrazide 
• 611610-35-6 5,5'-di(4-methylphenyl)-2,2'-{p-[2,5-bis(hexyloxy)phenylene]}-bis(1,3,4-oxadiazole) 
• 661463-64-5 5,5'-di(4-bromophenyl)-2,2'-{p-[2,5-bis(hexyloxy)phenylene]}-bis(1,3,4-oxadiazole) 
• 611610-37-8 5,5'-di(4-[bromomethyl]phenyl)-2,2'-{p-[2,5-bis(hexyloxy)phenylene]}-bis(1,3,4-oxadiazole) 
• 611610-33-4 C₃₆H₄₆N₄O₆ 
• 910779-51-0 C₃₄H₄₀Br₂N₄O₆ 
• 611610-39-0 5,5'-di(4-[diethoxyphosphorylmethyl]phenyl)-2,2'-[p-(2,5-bis{hexyloxy}phenylene)]-bis(1,3,4-oxadiazole) 
• 856055-71-5 diethyl 2,3,5,6-tetrahydroxybenzene-1,4-dicarboxylate 
• 149697-46-1 2,5-bis(hexyloxy)terephthalic acid diethyl ester 
• 187462-61-9 diethyl-2,5-bis-(10-bromodecoxy)terephthalate 
• 187462-55-1 diethyl 2,5-di((6-bromohexyl)oxy)terephthalate 

Relevant academic research and scientific papers

Amorphous Pure Organic Polymers for Heavy-Atom-Free Efficient Room-Temperature Phosphorescence Emission

Pure organic, heavy-atom-free room-temperature phosphorescence (RTP) materials have attracted much attention and have potential applications in photoelectric and biochemical material fields owing to their rich excited state properties. They offer long luminescent lifetime, diversified design, and facile preparation. However, recent achievements of efficient phosphorescence under ambient conditions mainly focus on ordered crystal lattices or embedding into rigid matrices, which require strict growth conditions and have poor reproducibility. Herein, we developed a concise approach to give RTP with a decent quantum yield and ultralong phosphorescence lifetime in the amorphous state by radical binary copolymerization of acrylamide and different phosphors with oxygen-containing functional groups. The cross-linked hydrogen-bonding networks between the polymeric chains immobilize phosphors to suppress non-radiative transitions and provide a microenvironment to shield quenchers.

A covalent organic framework bearing thioether pendant arms for selective detection and recovery of Au from ultra-low concentration aqueous solution

A fluorescent covalent organic framework (COF), featuring precise distribution of thioether pendant arms inside the cavity, was designed. The thioether-functionalized COF exhibits selective sensing and capture of Au ions at ultra-trace levels in water with high sensitivity, selectivity and adsorption capacity, which makes it an excellent candidate for selective detection and recovery of Au.

Discovery of novel 2,5-dihydroxyterephthalamide derivatives as multifunctional agents for the treatment of Alzheimer's disease

A series of 2,5-dihydroxyterephthalamide derivatives were designed, synthesized and evaluated as multifunctional agents for the treatment of Alzheimer's disease. In vitro assays demonstrated that most of the derivatives exhibited good multifunctional activities. Among them, compound 9d showed the best inhibitory activity against both RatAChE and EeAChE (IC50 = 0.56 μM and 5.12 μM, respectively). Moreover, 9d exhibited excellent inhibitory effects on self-induced Aβ1–42 aggregation (IC50 = 3.05 μM) and Cu2+-induced Aβ1–42 aggregation (71.7% at 25.0 μM), and displayed significant disaggregation ability to self- and Cu2+-induced Aβ1–42 aggregation fibrils (75.2% and 77.2% at 25.0 μM, respectively). Furthermore, 9d also showed biometal chelating abilities, antioxidant activity, anti-neuroinflammatory activities and appropriate BBB permeability. These multifunctional properties highlight 9d as promising candidate for further studies directed to the development of novel drugs against AD.

Robust covalent organic frameworks with tailor-made chelating sites for synergistic capture of U(vi) ions from highly acidic radioactive waste

A synergistic strategy for enhancing U(vi) capture under highly acidic conditions (2 M HNO3) by radiation resistant phosphonate-functionalized two-dimensional covalent organic frameworks with tailor-made binding sites bearing a strong affinity was described. The combination of the radiation resistant characteristic with a strong acid-resistant property endows COFs with practical capabilities for actinide capture from real radioactive liquid waste.

Covalent Organic Frameworks toward Diverse Photocatalytic Aerobic Oxidations

Photoactive two-dimensional covalent organic frameworks (2D-COFs) have become promising heterogenous photocatalysts in visible-light-driven organic transformations. Herein, a visible-light-driven selective aerobic oxidation of various small organic molecules by using 2D-COFs as the photocatalyst was developed. In this protocol, due to the remarkable photocatalytic capability of hydrazone-based 2D-COF-1 on molecular oxygen activation, a wide range of amides, quinolones, heterocyclic compounds, and sulfoxides were obtained with high efficiency and excellent functional group tolerance under very mild reaction conditions. Furthermore, benefiting from the inherent advantage of heterogenous photocatalysis, prominent sustainability and easy photocatalyst recyclability, a drug molecule (modafinil) and an oxidized mustard gas simulant (2-chloroethyl ethyl sulfoxide) were selectively and easily obtained in scale-up reactions. Mechanistic investigations were conducted using radical quenching experiments and in situ ESR spectroscopy, all corroborating the proposed role of 2D-COF-1 in photocatalytic cycle.

Crystal Flexibility Design through Local and Global Motility Cooperation

Incorporating local mobility into a flexible framework promises to create cooperative properties unattainable in a conventional soft porous crystal. In this study, we propose a design strategy that integrates substituent moieties and a flexible porous crystal framework via intra-framework π–π interactions. This integration not only facilitates framework structural transitions but also gives the porous coordination polymers (PCPs) different guest-free structures that depend on the activation conditions. The incorporated flexibility gives the material the ability to discriminate C6 alkane isomers based on different gate-opening behaviors. Thus, the PCP has potential applications in C6 isomer separation, a critical step in the petroleum refining process to produce gasoline with high octane rating. This strategy, based on ligand designability, offers a new approach to flexible PCP structural and functional design.

A hydrophilic covalent organic framework for photocatalytic oxidation of benzylamine in water

The highly hydrophilic COF material (TFPT-BMTH) was constructed by pore surface functionalizing strategy, and exhibited excellent porosity, high crystallinity, and good thermal and chemical stability. The resulting COF exhibits significant catalytic activity and recyclability together with environmental benignity in photocatalytic oxidation of benzylamine in water under ambient conditions.

A Single-Benzene-Based Fluorophore: Optical Waveguiding in the Crystal Form

A single-benzene-based, blue-emissive diethyl 2,5-dihydroxyterephthalate (DDT) was prepared by Fischer esterification of 2,5-dihydroxyterephthalic acid (DHT) and ethanol. The strong fluorescence in both the solution and the solid state from such a simple framework stemmed from the push-pull structure of the electron-donating hydroxy groups and the accepting carbonyl groups, as well as structural planarity from intramolecular hydrogen bonds. The strong intermolecular hydrogen bonds enabled DDT to crystallize easily. The color CCD imaging technique showed efficient 1D optical waveguiding with a large optical loss coefficient of 0.15 dB/μm. DDT has potential application in optical sensors, photonic devices, and optoelectronic communication, because of its highly ordered structure and light-emitting ability.

Hydrazone-based covalent organic frameworks for Lewis acid catalysis

Hydrazone-based covalent organic frameworks (COFs) are rich in functional groups but have very limited variety and applications. Herein, two hydroxy-rich hydrazone-based COFs are synthesized in pure water and postsynthetically incorporated with CoII, exhibiting Lewis acid catalytic activity towards cyanosilylation of various aldehydes with size selectivity.

Synthesis and antimicrobial activities of 2,5-substituent hydroquinone derivatives

A series of 2,5-substituent hydroquinone derivatives were designed and synthesized. Their structures were identified by elemental analysis, 1H NMR, IR spectra. Their assayed antibacterial (Escherichia coli, Bacillus subtilis) and antifungal (Candida albicans) activities were also evaluated by MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide) method. The results of biological test showed compounds 1 and 10 have favorable antimicrobial activity with MICs of 20.5, 24.6, 18.9 and 28.6 μg/mL against Escherichia coli and Bacillus subtilis, respectively.