CAS 872-36-6 Vinylene carbonate - Analytical Products / Alfa Chemistry

CAT	AP872366
CAS	872-36-6
Structure
MDL Number	MFCD00005380
Molecular Weight	86.05
EC Number	212-825-5
InChI Key	VAYTZRYEBVHVLE-UHFFFAOYSA-N
REAXYS Number	105683

In Situ Generation of Poly (Vinylene Carbonate) Based Solid Electrolyte With Interfacial Stability for LiCoO

Jingchao Chai, Zhihong Liu, Jun Ma, Jia Wang, Xiaochen Liu, Haisheng Liu, Jianjun Zhang, Guanglei Cui, Liquan Chen

Adv Sci (Weinh). 2016 Nov 10;4(2):1600377.

PMID: 28251055

Investigation of Li + Cation Coordination and Transportation, by Molecular Modeling and NMR Studies, in a LiNTf 2-Doped Ionic Liquid-Vinylene Carbonate Mixture

Ewelina Bolimowska, Franca Castiglione, Julien Devemy, Helene Rouault, Andrea Mele, Agílio A H Pádua, Catherine C Santini

J Phys Chem B. 2018 Sep 13;122(36):8560-8569.

PMID: 30118227

Poly(vinylene carbonate)-Based Composite Polymer Electrolyte With Enhanced Interfacial Stability To Realize High-Performance Room-Temperature Solid-State Sodium Batteries

Suli Chen, Haiying Che, Fan Feng, Jianping Liao, Hong Wang, Yimei Yin, Zi-Feng Ma

ACS Appl Mater Interfaces. 2019 Nov 20;11(46):43056-43065.

PMID: 31660726

Synthesis of Arylacetaldehydes by Iridium-Catalyzed Arylation of Vinylene Carbonate With Arylboronic Acids

Zhe Wang, Fei Xue, Tamio Hayashi

Angew Chem Int Ed Engl. 2019 Aug 5;58(32):11054-11057.

PMID: 31192491

Understanding Fluoroethylene Carbonate and Vinylene Carbonate Based Electrolytes for Si Anodes in Lithium Ion Batteries With NMR Spectroscopy

Yanting Jin, Nis-Julian H Kneusels, Lauren E Marbella, Elizabeth Castillo-Martínez, Pieter C M M Magusin, Robert S Weatherup, Erlendur Jónsson, Tao Liu, Subhradip Paul, Clare P Grey

J Am Chem Soc. 2018 Aug 8;140(31):9854-9867.

PMID: 29979869

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Case Study

Synthesis of Pyrazolone-Fused Cinnolines via Ethylene Carbonate

Li, Na, Xinying Zhang, and Xuesen Fan. Tetrahedron Letters 103 (2022): 153984.

Cinnoline derivatives are an important class of fused nitrogen-heterocyclic compounds with various medicinal properties, such as tyrosine kinase inhibition, immunomodulation, antibacterial, antitumor, anti-inflammatory, antitrypanosomal, and antiallergic activities. Additionally, the cinnoline framework is commonly found in fine chemicals with fluorescent properties, making them suitable for cell-based imaging, functional molecules used as CinNapht dyes, and optoelectronic materials for OLED applications.
This paper presents an efficient method for the synthesis of pyrazolone-fused cinnolines via the cascade reaction of 1-phenylpyrazolone with ethylene carbonate. The reaction is initiated by C-H bond cleavage, followed by the formation of C-C/C-N bonds and the breaking of two C-O bonds. In this process, a mixture of 4,4-dimethyl-1-phenylpyrazolone-3-one and ethylene carbonate is treated in dichloromethane (DCM) with [RhCp*Cl₂]₂ and NaOAc at 100 °C for 12 hours. As a result of this reaction, the desired product was obtained with a 33% yield.

Ethylene Carbonate and LiNO₃ as Electrolyte and Electrode Additives for Constructing a Durable SEI Film

Yang, Yaozong, et al. Journal of Power Sources 514 (2021): 230595.

Recently, silicon oxide (SiO) has garnered significant attention as a promising anode material for high-energy-density lithium-ion batteries due to its high specific capacity. However, issues such as active particle pulverization and repeated breaking/reformation of the solid electrolyte interphase (SEI) during lithiation/delithiation have been key factors leading to reduced cycling stability of the electrode, hindering its deployment in commercial batteries. To address this challenge, this paper employs ethylene carbonate (VC) and lithium nitrate (LiNO₃) as synergistic additives to improve the electrode-electrolyte interfacial performance.
To avoid the low solubility of LiNO₃ in carbonate solvents, LiNO₃ was directly incorporated into the electrode, while VC remained in the electrolyte solution. The synergistic addition of LiNO₃ and VC enhanced the electrode reaction kinetics and significantly improved the cycling stability of the SiO anode. The SiO electrode with both LiNO₃ and VC delivered a high reversible capacity of 1062.3 mA h g^-1 and exhibited excellent cycling performance, with a capacity retention rate of 94.5% and a coulombic efficiency of 99.80% after 160 cycles. This demonstrates the outstanding effectiveness of VC and LiNO₃ in regulating the interfacial chemistry and structure of SiO anodes.

Improving the Electrochemical Performance of Lithium-Ion Batteries with Vinyl Carbonate

Kim, Jung-Joon, et al. Materials Today Communications 6 (2016): 69-73.

Vinyl carbonate (VC) is a commonly used electrolyte additive known to enhance the performance of the solid electrolyte interface (SEI) formed on electrode surfaces. The effect of VC as an electrolyte additive on three-dimensional ordered mesoporous carbon-based lithium-ion batteries was investigated.
Figure a shows the increase in coulombic efficiency after adding VC to the electrolyte. Notably, 5VC effectively raised the coulombic efficiency from 23.7% to 32.4% during the first cycle. Although 10VC and 20VC also increased the coulombic efficiency to 33.6% and 36.3%, respectively, their improvements were not as significant as that of 5VC. The voltage curves of different electrolytes during the first cycle were compared (Figure b). A reduction reaction occurred between 1.0 and 1.75 V after the addition of VC. The extent of this reduction reaction increased with higher VC content in the electrolyte. Furthermore, at SE values below 1.0 V, the reduction of VC occurred before the electrochemical reduction of the electrolyte solvent, confirming the pre-formation of the SEI layer.

Vinylene carbonate

Synthesis of Pyrazolone-Fused Cinnolines via Ethylene Carbonate

Ethylene Carbonate and LiNO3 as Electrolyte and Electrode Additives for Constructing a Durable SEI Film

Improving the Electrochemical Performance of Lithium-Ion Batteries with Vinyl Carbonate

Ethylene Carbonate and LiNO₃ as Electrolyte and Electrode Additives for Constructing a Durable SEI Film