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Vinylene carbonate
[CAS# 872-36-6]

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Complete supplier list of Vinylene carbonate
Identification
Classification Organic raw materials >> Inorganic acid ester
Name Vinylene carbonate
Synonyms 1,3-Dioxo-2-one
Molecular Structure CAS # 872-36-6, Vinylene carbonate, 1,3-Dioxo-2-one
Molecular Formula C3H2O3
Molecular Weight 86.05
CAS Registry Number 872-36-6
EC Number 212-825-5
SMILES C1=COC(=O)O1
Properties
Density 1.355 g/mL (Expl.)
Melting point 19-22 ºC (Expl.)
Boiling point 162 ºC (Expl.)
Refractive index 1.421 (Expl.)
Flash point 83 ºC (Expl.)
Water solubility 11.5 g/100 mL (Expl.)
Safety Data
Hazard Symbols symbol symbol symbol symbol symbol   GHS05;GHS06;GHS07;GHS08;GHS09 Danger    Details
Hazard Statements H302-H311-H315-H317-H318-H361-H373-H411    Details
Precautionary Statements P203-P260-P261-P262-P264-P264+P265-P270-P272-P273-P280-P301+P317-P302+P352-P305+P354+P338-P316-P317-P318-P319-P321-P330-P332+P317-P333+P317-P361+P364-P362+P364-P391-P405-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Serious eye damageEye Dam.1H318
Acute toxicityAcute Tox.4H302
Skin irritationSkin Irrit.2H315
Skin sensitizationSkin Sens.1H317
Chronic hazardous to the aquatic environmentAquatic Chronic2H411
Specific target organ toxicity - repeated exposureSTOT RE2H373
Acute toxicityAcute Tox.3H311
Reproductive toxicityRepr.2H361
Eye irritationEye Irrit.2H319
Flammable liquidsFlam. Liq.4H227
Skin sensitizationSkin Sens.1BH317
SDS Available
up Discovory and Applicatios
Vinylene carbonate is an organic compound with the chemical formula C3H4O3, primarily used in the production of lithium-ion batteries, polymer chemistry, and other specialized chemical applications. This compound is a cyclic ester, featuring a structure that includes an alkene group (vinyl) bonded to a carbonate ring. Its unique molecular architecture contributes to its useful properties in various industrial applications. Vinylene carbonate has gained attention for its role as an electrolyte additive in lithium-ion batteries, where it improves the performance and longevity of the batteries.

The discovery of vinylene carbonate dates back to the mid-20th century, when researchers began exploring new chemical substances with applications in the emerging field of electrochemistry. Its synthesis involves a straightforward process, often achieved by the reaction of ethylene carbonate with a vinyl group, typically through a ring-opening mechanism or by reacting alkene derivatives with carbon dioxide. The initial uses of vinylene carbonate were focused on its chemical reactivity, especially its potential as a solvent and additive in polymerization reactions. Over time, however, its application in energy storage technologies, particularly in lithium-ion batteries, became the primary area of interest.

In lithium-ion batteries, vinylene carbonate is commonly used as an additive in the electrolyte solution. When incorporated into the electrolyte, vinylene carbonate undergoes a process known as "solid electrolyte interface" (SEI) formation. The SEI is crucial for the long-term stability of the battery, as it prevents the electrolyte from degrading and ensures efficient ion transport within the battery during charge and discharge cycles. The addition of vinylene carbonate helps to stabilize the SEI, reducing the risk of performance degradation and prolonging the life of the battery. This has made it an essential component in high-performance lithium-ion batteries used in electric vehicles, consumer electronics, and energy storage systems.

Beyond its role in energy storage, vinylene carbonate also has applications in polymer chemistry. It is utilized as a monomer in the production of various types of polymers, including polycarbonate and polyurethane, where it contributes to the formation of copolymers with unique properties such as enhanced thermal stability and mechanical strength. Vinylene carbonate's versatility in polymer applications has made it a useful component in the manufacture of plastics and coatings for a wide range of industrial products.

Moreover, vinylene carbonate is being explored for use in other niche applications, such as in the development of organic photovoltaic cells (OPVs) and other organic electronics. The compound’s ability to participate in reactions that modify the electronic properties of materials makes it a potential candidate for use in the creation of more efficient and durable organic electronic devices.

As the demand for sustainable energy solutions and high-performance materials grows, vinylene carbonate's role in battery technology and materials science is expected to expand further. Its combination of electrochemical stability, chemical reactivity, and versatility in polymer chemistry ensures that it will continue to be a valuable compound in both current and future technological applications.
Market Analysis Reports
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