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3,4-Ethylenedioxythiophene
Synonyms:2,3-Dihydrothieno[3,4-b]-1,4-dioxin;3,4-Ethyleneoxythiophene;EDOT;3,4-Ethylenedioxythiophene(EDOT);
Chemical Property of 3,4-Ethylenedioxythiophene
● Appearance/Colour:near colorless to pale yellow liquid with slightly unpleasant ordr
● Vapor Pressure:0.278mmHg at 25°C
● Melting Point:10 °C
● Refractive Index:n20/D 1.5765(lit.)
● Boiling Point:210.494 °C at 760 mmHg
● Flash Point:81.104 °C
● PSA：46.70000
● Density:1.319 g/cm3
● LogP:1.51930
● Storage Temp.:2-8°C
● Water Solubility.:Immsicible with water. Miscible with alcohol and ether.
Safty Information
● Pictogram(s):
Xn,
Xi
● Hazard Codes:Xn,Xi
● Statements:21/22-36
● Safety Statements:26-36
Useful
Uses:3,4-Ethylenedioxythiophene is used as a monomer to synthesize the conductive polymers and used as a reductant in the one-pot synthesis of gold nanoparticles from chloroauric acid, as starting material used in palladium-catalyzed mono and bis-arylation reactions and in the synthesis of conjugated polymers and copolymers, with potential optical applications. It is also used in redox activity, electroactivity and conductivity.
Detailed Introduction
3,4-Ethylenedioxythiophene (EDOT) is a heterocyclic organic compound with the molecular formula C6H6O2S. It is a highly versatile building block used in various fields, including organic electronics, materials science, and pharmaceutical research.
EDOT is a commonly used monomer in the synthesis of conductive polymers, specifically poly(3,4-ethylenedioxythiophene) (PEDOT). PEDOT exhibits excellent electrical conductivity, high stability, and good processability, making it ideal for applications such as organic field-effect transistors, organic light-emitting diodes (OLEDs), and electrochromic devices. The ability to tune its conductivity and other properties by doping or chemical modification further enhances its versatility.
In addition to its use in conducting polymers, EDOT is utilized as a starting material or intermediate for the synthesis of various functional materials. It can be polymerized with other monomers to form copolymers with tailored properties, such as improved solubility or altered optical characteristics. EDOT derivatives can also be functionalized with various groups to introduce specific properties, such as increased hydrophilicity or biocompatibility, for applications in drug delivery systems or tissue engineering.
Moreover, EDOT has been investigated for its potential pharmaceutical applications. It exhibits antioxidant and anti-inflammatory properties, showing promise in preventing oxidative stress-related conditions, such as cardiovascular diseases and neurodegenerative disorders. Research is ongoing to further explore the therapeutic potential of EDOT and its derivatives.
It's worth noting that EDOT and its derivatives are typically handled with caution, as they can be irritating to the skin, eyes, and respiratory system. Adequate safety measures should be followed, including the use of appropriate personal protective equipment and adherence to safety guidelines and regulations.
Application
3,4-Ethylenedioxythiophene (EDOT) has a wide range of applications across various industries. Here are some of its key applications:
Conductive Polymers: EDOT is primarily used as a monomer in the synthesis of conductive polymers, particularly poly(3,4-ethylenedioxythiophene) (PEDOT). PEDOT is widely studied and utilized in organic electronics, including organic solar cells, organic light-emitting diodes (OLEDs), and organic transistors. Its high electrical conductivity, optical transparency, and mechanical flexibility make it a preferred material for these applications.
Electrochromic Devices: EDOT is also used in the development of electrochromic materials. Electrochromic devices can change their color or opacity when an electric potential is applied. These devices find applications in smart windows, displays, and privacy glass. By incorporating EDOT derivatives into the electrochromic layers, researchers can achieve rapid color switching and enhanced stability.
Biosensors: EDOT can be used to functionalize electrodes for biosensing applications. The conducting polymer films, derived from EDOT, provide a stable and biocompatible interface for the immobilization of biomolecules such as enzymes, antibodies, or DNA. This enables the detection of specific biomarkers, pathogens, or pollutants, making EDOT-based biosensors valuable in medical diagnostics, environmental monitoring, and food safety.
Medical Applications: Research suggests that EDOT and its derivatives possess antioxidant and anti-inflammatory properties. This has led to investigations into its potential therapeutic applications, such as drug delivery systems and tissue engineering. EDOT derivatives can be conjugated with drugs, peptides, or other biomolecules to enhance their solubility, stability, and targeting abilities. Additionally, EDOT materials have been explored for neural stimulation and regeneration in neuroprosthetic devices and tissue-engineered constructs.
Coatings and Adhesives: The film-forming ability of EDOT makes it suitable for coatings and adhesives in applications requiring high electrical conductivity or corrosion resistance. EDOT-based coatings are used to protect metallic surfaces from oxidation or to create conductive layers on insulating substrates, such as plastics or glass.
Overall, the unique chemical and physical properties of EDOT make it a versatile and valuable compound for a range of applications, from electronic devices to biomedical and industrial sectors. Ongoing research continues to explore new avenues for its use and discover novel EDOT derivatives with enhanced properties.
