608140-12-1

Basic information

• Product Name: N-METHYL-N-PROPYLPIPERIDINIUM BIS(TRIFLUOROMETHANESULFONYL)IMIDE
• Synonyms: N-METHYL-N-PROPYLPIPERIDINIUM BIS(TRIFLUOROMETHANESULFONYL)IMIDE;1-METHYL-1-PROPYLPIPERIDINIUM BIS(TRIFLUOROMETHYLSULFONYL)IMIDE;PP13-TFSI(N-Methyl-N-propylpiperidiuM bis (trifluoroMethane-sulfonyl)iMide);1-Methyl-1-propylpiperidinium bis[(trifluoromethyl)sulfonyl]azanide
• CAS NO: 608140-12-1
• Molecular Formula: C₂F₆NO₄S₂*C₉H₂₀N
• Molecular Weight: 422.41
• Mol File: 608140-12-1.mol

Chemical Properties

• Melting Point: 8.7 °C(Solv: dichloromethane (75-09-2); water (7732-18-5))
• Appearance: /
• Density: 1.407 g/cm3(Temp: 30 °C)
• CAS DataBase Reference: N-METHYL-N-PROPYLPIPERIDINIUM BIS(TRIFLUOROMETHANESULFONYL)IMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-METHYL-N-PROPYLPIPERIDINIUM BIS(TRIFLUOROMETHANESULFONYL)IMIDE(608140-12-1)
• EPA Substance Registry System: N-METHYL-N-PROPYLPIPERIDINIUM BIS(TRIFLUOROMETHANESULFONYL)IMIDE(608140-12-1)

Safety Data

• Hazardous Substances Data: 608140-12-1(Hazardous Substances Data)

Usage

Uses

Used in Energy Storage Industry:
N-METHYL-N-PROPYLPIPERIDINIUM BIS(TRIFLUOROMETHANESULFONYL)IMIDE is used as an electrolytic material for the fabrication of lithium-ion batteries. The application reason is that these materials facilitate the development of greener and more sustainable batteries, which are essential for efficient electrical energy storage.
In the context of lithium-ion batteries, this compound plays a crucial role in the electrolyte component, which is a key element in the battery's anode, cathode, and charge-discharge cycle. The use of N-METHYL-N-PROPYLPIPERIDINIUM BIS(TRIFLUOROMETHANESULFONYL)IMIDE in lithium-ion batteries can lead to improved performance, safety, and environmental sustainability, making it a valuable asset in the energy storage industry.

Conductivity

2.12 mS/cm (30 °C)

Upstream product

• 626-67-5 N-methylcyclohexylamine 
• 88840-42-0 N-metnhyl-N-propylpiperidinium bromide 
• 90076-65-6 bis(trifluoromethane)sulfonimide lithium 
• 17874-63-4 1-propyl-1-methylpiperidinium iodide 
• 1383436-85-8 [1-propyl-1-methylpiperidinium]Cl 

Relevant articles and documents

Speciation of aluminium in mixtures of the ionic liquids [C 3mpip] [NTf2] and [C4mpyr] [NTf2] with AlCl3: An electrochemical and nmr spectroscopy study

This paper reports on the electrodeposition of aluminium on sev-eral substrates from the air- and water-stable ionic liquids 1-propyl-l-methyl- piperidinium bis(trifluoromethylsulfo-nyl)amide ([C3mpip][NTf 2]) and 1-butyl-1-methylpyrrolidinium bis(tri-fluoromethylsulfonyl) amide ([C4mpyr]-[NTf2]), which contain anhydrous AlCl 3. At an AlCl3 concentration of 0.75 molal, no evidence for aluminium electrodeposition was observed in either system at room temperature. However, aluminium electrodeposition becomes feasible upon heating the samples to 80°C. Aluminium electrode-position from bis(trifluoromethylsulfo-nyl)amide-based ionic liquids that con-tain AlCl 3 has previously been shown to be very dependent upon the AlCl 3 concentration and has not been dem-onstrated at AlCl3 concentrations below 1.13 molal. The dissolution of AlCl3 in [C 3mpip][NTf2] and [C4mpyr]-[NTf2] was studied by variable-temper-ature 27Al NMR spectroscopy to gain insights on the electroactive species re-sponsible for aluminium electrodeposi-tion. A similar change in the aluminium speciation with temperature was observed in both ionic liquids, thereby indicating that the chemistry was simi-lar in both. The electrodeposition of aluminium was shown to coincide with the formation of an asymmetric four-coordinate aluminium-containing spe-cies with an 27Al chemical shift of δ = 94 and 92 ppm in the [C3mpip] [NTf2]-AlCl3 and [C4mpyr] [NTf2]-AlCl3 sys-tems, respectively. It was concluded that the aluminium-containing species that give rise to these resonances corre-sponds to the electroactive species and was assigned to [AlCl3(NTf2)]-.

Improving electrochemical properties of room temperature ionic liquid (RTIL) based electrolyte for Li-ion batteries

Room temperature ionic liquids (RTILs) with high safety characteristic usually have high viscosity and melting point, which is adverse for the application of RTIL-based electrolytes in Li-ion batteries. In this investigation, a promising RTIL, i.e. PP13TFSI consisting of N-methyl-N-propylpiperidinium (PP13) cation and bis(trifluoromethanesulfonyl)imide (TFSI) anion is synthesized. The effect of the content of Li salt in the electrolytes containing PP13TFSI and LiTFSI on the ionic conductivity and cell performance is investigated. The electrolyte of 0.3 mol kg-1 LiTFSI/PP13TFSI is recommended for its higher lithium transference number and discharge capacity in the LiCoO2/Li cell than other electrolytes. In addition, it is found that, by introducing 20% diethyl carbonate (DEC) as a co-solvent into pure RTIL electrolyte, the rate capability and low-temperature performance of the LiCoO2/Li cells are improved obviously, without sacrificing its safety characteristics. It suggests that a component with low viscosity and melting point, i.e. DEC, is necessary to effectively overcome the shortcomings of RTIL for the application in Li-ion batteries.

A Cation-Tethered Flowable Polymeric Interface for Enabling Stable Deposition of Metallic Lithium

A fundamental challenge, shared across many energy storage devices, is the complexity of electrochemistry at the electrode-electrolyte interfaces that impacts the Coulombic efficiency, operational rate capability, and lifetime. Specifically, in energy-dense lithium metal batteries, the charging/discharging process results in structural heterogeneities of the metal anode, leading to battery failure by short-circuit and capacity fade. In this work, we take advantage of organic cations with lower reduction potential than lithium to build an electrically responsive polymer interface that not only adapts to morphological perturbations during electrodeposition and stripping but also modulates the lithium ion migration pathways to eliminate surface roughening. We find that this concept can enable prolonging the long-term cycling of a high-voltage lithium metal battery by at least twofold compared to bare lithium metal.

An ionic compound, and an electrolyte solution and a secondary battery comprising an ionic compound

An electrolyte for a secondary, battery and Si an electrolytic solution for a secondary battery and 1 a 2 secondary battery comprising the same are provided to improve the stability of a secondary battery by using an ionic compound having a structure represented by the following Chemical Formula I, No.No. STR84No.No. wherein X is an ionic compound having a structure represented by Structural Formula (I). No.No. STR84No.No. The compound of formula ( Claim The compound of formula ( Claim (by machine translation)

Piperidine type ionic liquid and preparation method and application thereof

The invention discloses a method for preparing piperidine type ionic liquid. The preparation method comprises the following steps of adding bromopropane into ethyl acetate, then adding N-methyl piperidine for a reaction for 8-48 h, eluting a solid phase with acetone, and performing rotary evaporation to obtain an intermediate product; dissolving the intermediate product in water, adding lithium trifluoromethanesulfonimide, washing an organic phase with water after extraction and liquid separation, and conducting rotary steaming and drying to obtain a final product. Meanwhile, the invention also discloses the piperidine type ionic liquid prepared by the method and application of the piperidine type ionic liquid as an electrolyte component of a lithium ion battery. The preparation method isimplemented at the normal temperature and has the advantages of being high in yield, economical and simple in operation. The piperidine type ionic liquid has the advantages of high purity, low water content, low viscosity, high conductivity and wide electrochemical window. The piperidine type ionic liquid prepared by the method is used as the electrolyte component to be applied to an electrolyte of the lithium ion battery and shows better inflammability and chemical stability and lower electrochemical impedance.

Electrochemical investigations of ionic liquids with vinylene carbonate for applications in rechargeable lithium ion batteries

Ionic liquids based on methylpropylpyrrolidinium (MPPY) and methylpropylpiperidinium (MPPI) cations and bis(trifluoromethanesulfonyl)imide (TFSI) anion have been synthesized and characterized by thermal analysis, cyclic voltammetry, impedance spectroscopy as well as galvanostatic charge/discharge tests. 10 wt% of vinylene carbonate (VC) was added to the electrolytes of 0.5 M LiTFSI/MPPY.TFSI and 0.5 M LiTFSI/MPPI.TFSI, which were evaluated in Li || natural graphite (NG) half cells at 25 °C and 50 °C under different current densities. At 25 °C, due to their intrinsic high viscosities, the charge/discharge capacities under the current density of 80 μA cm-2 were much lower than those under the current density of 40 μA cm-2. At 50 °C, with reduced viscosities, the charge/discharge capacities under both current densities were almost indistinguishable, which were also close to the typical values obtained using conventional carbonate electrolytes. In addition, the discharge capacities of the half cells were very stable with cycling, due to the effective formation of solid electrolyte interphase (SEI) on the graphite electrode. On the contrary, the charge/discharge capacities of the Li || LiCoO2 cells using both ionic liquid electrolytes under the current density of 40 μA cm-2 decreased continually with cycling, which were primarily due to the low oxidative stability of VC on the surface of LiCoO2.

Ionic liquids based on (fluorosulfonyl)(pentafluoroethanesulfonyl)imide with various oniums

New hydrophobic ionic liquids based on (fluorosulfonyl) (pentafluoroethanesulfonyl)imide ([(FSO2)(C2F 5SO2)N]-, FPFSI-) anion with various oniums, including imidazolium, tetraalkyl ammonium, pyrrolidinium, and piperidinium, were prepared and characterized. Their physicochemical and electrochemical properties, including phase transitions, thermal stability, viscosity, density, specific conductivity and electrochemical windows, were extensively characterized, and were comparatively studied with the corresponding ionic liquids containing the isomeric but symmetric TFSI- ([(CF 3SO2)2N]-) anion. These new FPFSI--based ionic liquids display low melting points, low viscosities, good thermal stability, and wide electrochemical windows allowing Li deposition/dissolution. All these desired properties suggest they are potential electrolyte materials for Li (or Li-ion) batteries.