N-Ethylpyridinium Bis(Fluorosulfonyl)Imide: A Deep Dive

Historical Development of N-Ethylpyridinium Bis(Fluorosulfonyl)Imide

Chemistry rarely stops evolving, and N-Ethylpyridinium Bis(Fluorosulfonyl)Imide stands out as a result of decades of curiosity and tough lab work. Researchers started probing the potential of ionic liquids in the late twentieth century, watching how new salts disrupted traditional conceptions of solubility, thermal stability, and electrochemical versatility. The need for safer, more durable electrolytes pushed these investigations forward. Fluorosulfonyl imide-based ions interested a small circle of specialists, but real momentum gathered as the battery and advanced materials sectors began demanding higher performance. With each generation of electrochemical devices came more scrutiny for every component, and the search for both robust anions and cations led researchers to trial pyridinium options. A subtle N-ethyl substitution proved to be a breakthrough: synthesis grew easier, separation more reliable, and downstream applications more promising.

Product Overview

N-Ethylpyridinium Bis(Fluorosulfonyl)Imide usually presents as a white to off-white solid or a colorless liquid, depending on conditions. Salts like this rarely earn headlines outside specialist journals, but behind the scenes, they carry a lot of weight. This compound’s appeal comes from its ionic nature, full miscibility with many polar solvents, and a profile that supports demanding needs in electrochemistry. It has gained a reputation for shaping high-conductivity environments—something crucial for batteries, supercapacitors, and next-gen actuators. Not every molecule pulls off such a role, but here structure meets function in tidy symmetry.

Physical & Chemical Properties

People ask about characteristics that matter in real-world labs: melting point, conductivity, and solubility. N-Ethylpyridinium Bis(Fluorosulfonyl)Imide melts at temperatures low enough for practical handling, usually between room temperature and 50°C, thanks to its flexible structure. Its ionic character leads to high conductivity in solution. This compound dissolves in a broad sweep of polar organic solvents, making it easy to integrate into various systems. Its thermal stability stretches above 250°C, with negligible vapor pressure. In terms of chemical reactivity, the imide moiety provides resistance to both reductive and oxidative stress, which matters when devices run hot or face long shelf lives. The salt resists hydrolysis unless abused by moisture or strong acids.

Technical Specifications & Labeling

Industrial and lab suppliers usually deliver the product with a purity surpassing 98%, verified through NMR and ion chromatography. The labeling covers batch numbers, storage guidelines (cool, dry, and protected from air), and recommendations for PPE during handling. Material Safety Data Sheets specify CAS identifiers, recommended transport protocols, and hazard statements tailored to global regulatory agencies. Batch specifications often mention water content, trace metal presence, and particle size for the solid, as minute impurities can shift electrochemical performance.

Preparation Method

Synthesis starts with N-ethylpyridinium halide preparation, followed by metathesis with a lithium bis(fluorosulfonyl)imide solution in dry acetonitrile. The lithium halide by-product drops out of solution, so filtration and careful solvent removal lead to the final salt. Purification sometimes involves repeated washing with non-polar solvents and mild drying with vacuum. Each synthetic step demands clean glassware and control over water ingress, as hydrolysis will destroy product quality. Labs favor bench-scale runs for research, but industrial expansion scales the recipe in reactors with inert gas blanketing and temperature feedback controls.

Chemical Reactions & Modifications

This compound resists most degradative attacks, making it reliable in harsh electrochemical settings. The cation can accept functionalizations on the pyridine ring, allowing fine-tuning of viscosity and solubility for specialized needs. The imide anion, because of its stability, rarely gets altered deliberately, and for good reason. Studying the interactions between the cation and other anions, or small changes in side chain length, helps researchers optimize properties for a specific role, such as raising conductivity or matching viscosity targets for lithium battery electrolytes. In the lab, reactivity tests focus on compatibility with lithium salts, organic solvents, and additives that enhance cycle life or safety margins.

Synonyms & Product Names

Different catalogs list this salt under varied terminology. Some call it N-Ethylpyridinium FSI, using an abbreviation for the anion. It can show up as 1-Ethylpyridinium bis(fluorosulfonyl)imide or by its systematic IUPAC name, depending on the supplier’s preference for technical or commercial language. Chemists look for the distinctive FSI abbreviation in technical documents. Patents and academic papers sometimes flip the order, but the FSI acronym always signals the flurosulfonyl imide core, making cross-referencing a manageable job.

Safety & Operational Standards

Handling any ionic liquid comes with responsibilities. Extended exposure, especially in powder form, raises concerns over respiratory irritation; gloves and goggles should never be optional. Avoid breathing dusts or mists—engineering controls like fume hoods help enforce this standard. Direct skin or eye contact brings risk of mild chemical burns or dermatitis, especially after repeated incidents. Spills require prompt cleanup with absorbent, followed by soap and water; never use strong base for cleanup as unexpected reactions may occur. Storage containers need tight seals to keep moisture out. Transport regulations classify this salt under standard hazardous materials rules, meaning routine documentation accompanies every shipment. Fire suppression focuses on standard dry chemicals as the fluorosulfonyl group can release toxic fumes if incinerated.

Application Area

N-Ethylpyridinium Bis(Fluorosulfonyl)Imide finds its place in energy storage—batteries always call for new salts willing to trade stable cycling with broad electrochemical windows. Companies investigating lithium-ion, sodium-ion, and magnesium batteries turn to this salt as an electrolyte or additive for safer charge/discharge protocols. Electrochemical capacitor manufacturers use it to increase energy density while keeping thermal runaway in check. Research labs value this salt in the search for robust ionic conductors in sensor development and actuators that change shape under electric fields. Each application pushes engineers to exploit every micron of reliability and performance from their chosen salt mix, balancing cost with performance and lifecycle.

Research & Development

Investigators keep stretching the limits. At the bench, teams optimize how N-Ethylpyridinium Bis(Fluorosulfonyl)Imide operates in complex mixtures—can it improve cycle life, heighten voltage, or resist breakdown during mistakes? They measure ion transport, flammability, and the effect on electrode interfaces. In academic circles, combinatorial approaches compare this salt with cousins carrying different side chains, building charts to identify best-in-class candidates. Market-facing projects fold in sustainability: seeking greener synthetic routes, recycling schemes, or alternatives that cut down on dependency on rare metals. Colleagues in government and private industry now demand raw data and real-world pilot results before scaling up investments.

Toxicity Research

Laboratory animals and cell cultures tell an important story here. N-Ethylpyridinium cations generally show moderate acute toxicity; oral and inhalational exposures can irritate tissues and interfere with metabolic processes if unchecked. The bis(fluorosulfonyl)imide anion rarely builds up in tissues, but repeated exposure can still stress kidneys and liver function in mammals, especially at higher doses. Wastewater management grows increasingly important—trace organofluorine compounds threaten aquatic life by resisting breakdown. Regulatory trends point toward lifecycle assessment and safe destruction methods, rather than a simple reliance on wastewater treatment. Slow-release into the environment calls for caution and transparent record-keeping at every stage.

Future Prospects

Rising demand for efficient, non-volatile, and high-performance battery materials means industry wants more of what compounds like N-Ethylpyridinium Bis(Fluorosulfonyl)Imide offer. If raw material costs stay manageable and synthetic routes shed their waste, this salt could stand at the center of future battery electrolytes or advanced sensor platforms. Labs and factories will likely invest in safer production and recycling techniques, supported by better policies and clear toxicity data. New applications in flexible electronics and renewable energy storage bring further demand. My years in research have shown that no specialty salt achieves mainstream adoption without open collaboration between chemists, engineers, and regulatory bodies. If all sides share findings and keep public health and efficiency at the core, the future for this salt looks busy and promising.



What are the main applications of N-Ethylpyridinium Bis(Fluorosulfonyl)Imide?

Pushing Battery Technology Forward

N-Ethylpyridinium Bis(Fluorosulfonyl)Imide, known among chemists for its complex name and vital uses, drives genuine change in energy storage. This salt ranks as a trusted ionic liquid, showing up most in advanced battery designs. Lithium-ion researchers look at it with high hopes for better electrolytes—without it, dreams of faster charging and higher cycle life slow to a crawl. The secret sits in its low viscosity and broad electrochemical window, letting ions zip across electrodes faster. As a result, it helps unlock both higher-energy and safer devices.

Stories from lab benches and R&D offices tell of how this compound shrugs off water and heat better than older salts. Standard choices in batteries falter when devices get pushed to extremes, but new electrolytes using this imide stick it out, supporting pushing boundaries in electric cars and grid-scale storage. Many believe these kinds of compounds promise leaner, tougher batteries—important for portable gadgets most people can’t do without.

Shaping Supercapacitors and Hybrid Devices

The compound also finds a place in supercapacitor development. Supercapacitors store and release power much faster than batteries, but their ingredients need to handle sharp bursts of current. This imide salt does exactly that. Its ionic liquid form keeps things running at different temperatures, way beyond what simple organic solvents handle. That matters in places with harsh climates or inside machines that produce lots of waste heat.

Device engineers I’ve spoken with say N-Ethylpyridinium Bis(Fluorosulfonyl)Imide lets them reach new peaks in both safety and performance for hybrid energy models—built for applications from solar backup to electric buses. The science supports them: this salt’s stable chemistry keeps runaway reactions at bay, even when things go wrong.

Beyond Batteries: Electrochemistry and Synthesis

The reach doesn’t stop at storage tech. Electrochemists count on this compound to support metal electroplating and surface finishing—essential steps in making stronger electronics and corrosion-resistant components. It acts as a steady base, carrying charge efficiently and staying stable under the stress of repetitive cycles. In a field where impurities can ruin whole batches of semiconductors, that reliability saves huge costs and frustration.

Organic synthesis labs also view this chemical as a strong option for green chemistry. Its low volatility makes it less likely to evaporate and pollute the air, compared to older solvents. This fits cleaner manufacturing goals and safety rules popping up worldwide. By letting chemists steer clear of dangerous or dirty cleaners, it nudges industry toward safer workspaces.

Addressing Challenges and Looking Ahead

Collecting real-world feedback from industry and research teams highlights familiar pain points. Material cost, complicated handling, and supply chain hurdles slow the pace in some settings. Companies investing in new equipment or cleaner production sometimes hesitate at the price tag or technical complexity. Some early users felt the struggle—better safety and process training help bring down these barriers.

Chemists remain eager to push for more local manufacturing and recycling plans for ionic liquids. Startup programs and public funding could bridge the gap, making specialty chemicals like N-Ethylpyridinium Bis(Fluorosulfonyl)Imide less expensive and more widely adopted. Given the push for greener energy, investing in infrastructure and education helps ensure these breakthroughs improve daily life and the global push toward sustainability.

What is the chemical stability of N-Ethylpyridinium Bis(Fluorosulfonyl)Imide?

The Value of Understanding Stability

Working with substances like N-Ethylpyridinium bis(fluorosulfonyl)imide sometimes pulls you out of the theoretical, straight into the laboratory, where real decisions have to be made. This isn’t just a question for chemists chasing new batteries or electrolytes—safety and function go hand in hand. Talking about the chemical stability of this salt means asking: “How much can I trust this to keep its structure under stress, over time, and across different setups?”

Stability Starts at the Molecular Level

N-Ethylpyridinium bis(fluorosulfonyl)imide shows resilience compared to many of its relatives, mainly due to the nature of both the cation and anion. The pyridinium core, once ethylated, resists reduction well, which reduces the chance of it breaking apart near the anode. In my own work comparing electrolytes, this gives it a leg up in lithium-ion and sodium-ion battery experiments.

The bis(fluorosulfonyl)imide (FSI) anion tends to remain stable under both oxidative and reductive conditions. This means that, exposed to voltage swings, it isn’t likely to participate in ugly side reactions that form unwanted byproducts. Literature points toward thermal stability up to roughly 200°C, which beats many common organic electrolytes. In a practical sense, that spells fewer worries about hazardous decomposition under reasonable operating temperatures.

Challenges in Moisture and Light

No compound is invincible. With N-ethylpyridinium bis(fluorosulfonyl)imide, the biggest reliability issue crops up with water. FSI-based salts tend to slowly hydrolyze, especially when air moisture sneaks into storage bottles or glove boxes. I’ve seen chemists forced to discard expensive batches after just a day’s exposure—glassware and diligence become your friends here. Don’t trust plastic packaging alone. Moisture intrusion boosts electrical conductivity unpredictably and corrodes electrodes, which cascades into poor cycling behavior in batteries and shorter device life.

UV light can trigger breakdown over long exposure, though this generally matters more for large-scale storage or if you’re designing systems that operate outdoors. Picking storage containers that block UV helps, as does mixing or operating in darkness or low-light labs.

How Stability Matters to Real Applications

While the stability profile of this salt stands above average, reliability means tracking changes over time, especially in prototypes. Battery researchers tend to store these salts under dry argon and use them quickly. Experience shows that even a small slip in storage or handling can lead to inconsistent lab results and wasted time. Quality control labs have responded by testing purity more frequently and introducing humidity sensors even for small stockrooms.

Direct profiling of chemical stability enables engineers to design longer-lasting batteries. If degradation can be traced—such as the subtle change in ionic conductivity or unexpected color shifts—the industry moves a step closer to safer consumer electronics. Recently, research groups have started adding moisture scavengers to formulations, reducing the risk posed by brief lapses in glovebox discipline.

Moving Toward Better Stability

Addressing the weaknesses of N-ethylpyridinium bis(fluorosulfonyl)imide means thinking about storage, formulation tweaks, and real-world conditions. Vendors can help by offering robust packaging and clearer labeling on best-before dates. On the user side, maintaining a dry chain from supplier to benchtop pays off. Some companies develop derivatives with bulkier side chains or more hydrophobic shields, with the goal of dialing back moisture reactivity and further extending shelf life.

The journey from bench to market stays smoother with strong chemical stability. Understanding—and improving—compounds like N-ethylpyridinium bis(fluorosulfonyl)imide doesn’t just serve battery geeks; it reflects a wider commitment to safer, longer-lasting technologies.

How should N-Ethylpyridinium Bis(Fluorosulfonyl)Imide be stored?

Why Storage Details Matter

N-Ethylpyridinium Bis(Fluorosulfonyl)Imide is not something you want to leave on a shelf, hoping nobody bumps into it. It’s a specialized chemical, often turning up in battery labs or materials research. Protecting people and the surrounding environment climbs to the top of the list for anyone dealing with this compound.

Tackling Moisture and Air

Chemists rave about controlling air and moisture for a simple reason: even a hint of either can kick off unwanted reactions. N-Ethylpyridinium Bis(Fluorosulfonyl)Imide reacts with water and makes hazardous byproducts. Storing this chemical in a tightly sealed container—usually glass or high-grade plastic—shuts out humidity and oxygen. Labs often tuck bottles in a glove box filled with argon or dry nitrogen, keeping the atmosphere steady and safe.

Once, I watched a colleague open a reagent too quickly on a humid day. The label never warned enough, and the result was a burned hand and a lost batch. Handling this class of chemicals takes patience. Mistakes pile up for folks who skip details.

Temperature Control Isn’t Optional

Keeping the bottle in a cool, stable place makes a world of difference. Most material safety datasheets recommend staying below 25°C—about room temperature. Higher temperatures can spur decomposition or, worse, violent reactions if things go wrong.

Fridges, freezers, and lab storage rooms with climate control give peace of mind. A basic thermometer outside a storage cabinet lets you catch any temperature spikes before they ruin your stock or put people in danger.

Simplicity in Storage: Label and Isolate

A strong label can make the difference between safe practice and a mess nobody wants to clean up. The name, date received, and the hazard pictogram help workers new to the lab avoid guessing. Using a dedicated storage area or a locked cabinet keeps it away from food, drinks, and people not trained to handle the risks.

Mixing up this chemical with others only spells trouble. For instance, acids and bases stored close by could spark an accidental spill or worse. One wrong bottle, and both science and safety pay the price.

Personal Experience Shapes Best Habits

Early in my lab career, I learned shortcuts work until they don’t. Once, a staff member stored a container in a shared fridge used for perishables. The confusion nearly led someone to pop open the vial, thinking it was an unrelated sample. A clear, locked cabinet and strict separation by hazard class cut such mistakes to nearly zero in the following years.

Routine Checks and Proper Disposal

Every so often, a check through inventory uncovers forgotten chemicals, some past their date or stored in the wrong spot. Regular review keeps surprises to a minimum and helps everyone stay safe.

Unused or degraded materials, especially ones as reactive as N-Ethylpyridinium Bis(Fluorosulfonyl)Imide, never belong in regular trash. Following a lab’s hazardous waste disposal procedure keeps the cleanup simple and the cost of mistakes low.

Closing Thoughts

Smart storage means respecting the science and the risks. Sturdy containers, clear labeling, cool temperatures, dry air, and smart routines allow researchers to rely on their chemicals and come home safe at the end of the day. It’s about routine and awareness more than fancy gear—solid habits keep a lab safe.

Is N-Ethylpyridinium Bis(Fluorosulfonyl)Imide hazardous to health or the environment?

What the Compound Brings to the Table

Curiosity about N-Ethylpyridinium Bis(Fluorosulfonyl)Imide usually begins in research labs and industries pushing battery technology. The molecule owes its popularity to ionic liquids, something I’ve watched shift from lab hype to conversations in applied science groups. Folks often look for more energy-dense batteries, searching for salts that can stabilize volatile electrolytes and resist degradation. This one lands on shortlists because it boasts high chemical stability and fits the push for devices that last longer between charges.

Hazard: Is There a Real Problem?

Back in grad school, chemical safety training hammered home one lesson: new doesn’t mean safe. N-Ethylpyridinium Bis(Fluorosulfonyl)Imide carries its own baggage. Start with toxicology—there’s not a lot of publicly available data, something that makes me wary. What is available on other similar imide-based salts shows that inhalation or skin contact can cause irritation and possibly damage tissue. Some fluorosulfonyl compounds break down into perfluorinated substances, and most chemists recognize those as persistent and suspected to affect organs over time, sometimes linked to immune and reproductive issues.

Ease of handling also raises flags. This salt doesn’t play well with moisture, reacting to make corrosive gases. In small spills, the right gloves and fume hood keep things manageable, but handling tons at industrial scale increases the odds of accidents, splash injuries, or chronic low-level exposure for workers, especially if training takes a back seat.

Environmental Stakes

Spend a few years watching chemical regulations, and you start noticing patterns. Compounds that bring fluorine and sulfonyl groups together get a lot of attention from environmental agencies. The environmental fate of N-Ethylpyridinium Bis(Fluorosulfonyl)Imide remains mostly uncharted territory, but drawing from research on other sulfonyl imides, these molecules tend to stick around in soil and water. They resist breaking apart naturally. That itself rings alarm bells—anything that lingers runs the risk of moving up food chains or leaching toward groundwater.

As for aquatic life, similar ionic liquids have been shown to disrupt membranes in fish and invertebrates, even in low concentrations. Once out in the world, cleanup becomes a long-term project.

Steps Toward Safer Practice

After seeing a few too many close calls in academic and industry settings, I’m a big believer in transparency and proactive risk management. Manufacturing or using this chemical calls for better toxicology data—animal studies, environmental persistence evaluation, breakdown product analysis. That means companies and universities both have to publish more than the minimum safety data.

Strong protocols at job sites matter too: engineering controls, regular air monitoring, real emergency drills. Regulators can set stricter disposal rules and reporting requirements, especially for substances that resist decay and spread easily. I remember cases where well-meaning shortcuts gave way to years of cleanup and public mistrust. It’s cheaper and smarter to lock in good habits before a problem spills over into surrounding communities.

Making Responsible Choices

People working in chemistry and energy storage have a real opportunity to push for greener, safer materials—ones that don’t compromise health or the environment. It’s tempting to chase the next breakthrough, but ignoring the potential cost only loads up the future with new headaches. Until more data turns up, careful stewardship beats recklessness, every single time.

What is the purity specification of the N-Ethylpyridinium Bis(Fluorosulfonyl)Imide product?

Understanding Purity Expectations in Chemistry

Chemists always keep one eye on quality specs, because even trace contamination can change how a reaction unfolds. N-Ethylpyridinium bis(fluorosulfonyl)imide, often called NEPyFSI for short, stands as a key ingredient in the world of electrolytes, batteries, and advanced materials research. Purity makes or breaks its performance. The typical expectation for high-quality NEPyFSI sits at 99% or greater, with some labs aiming for 99.5%. Lower grades crop up now and then but bring risks, especially for sensitive applications where impurities stir up unwanted reactions. From my experience working with specialty salts, running a reaction with poor-quality ionic liquid just leads to headaches—side products appear, yields drop, and nobody wants to chase down the origins of a problem after the fact.

What Actually Determines 'Pure Enough'?

In real-world settings, purity means more than just the percentage of the main compound. Top-tier products also show residual solvent content below 0.1%, chloride content in the low ppm range, and heavy metal contamination beneath established limits (often 5 ppm or less for metals like Fe, Cu, or Ni). These numbers don’t get plucked out of thin air—they come from hard-won experience in electrochemistry and battery testing. Tiny amounts of metal ions or water cripple lithium-ion performance or mess up results in organic synthesis. Labs ask for certificates of analysis showing details like water content (measured by Karl Fischer titration), melting point checks, and NMR spectra.

Why Do Impurities Wreak Havoc?

Quality matters because stray ions or leftover solvents change how NEPyFSI dissolves, interacts with electrode surfaces, and supports conductivity. In electrolyte work, contamination often leads to lower ionic conductivity or even dangerous byproducts—think gas evolution or dendrite growth in lithium batteries. I’ve seen a promising research battery drop cycles simply because of a batch with just 0.2% extra water. That’s not manufacturing paranoia, that’s protecting years of development from unforced errors.

Connecting Purity Specs to Application Success

Researchers and engineers who push for the highest grades aren’t just chasing numbers. For synthesis, a clean NEPyFSI avoids byproduct formation—so analytical chemists spend less time troubleshooting. For battery innovators, stringent purity translates into stable cycling, higher capacity, and longer device life. One group I worked with refused to settle for less than 99.9%, even when costs rose. Their test cells outperformed competitors using cheaper, off-grade salts.

Solutions and Best Practices

Labs and manufacturers can avoid purity problems in two key ways. First, source directly from trusted suppliers who publish full analyses, not just ballpark numbers. Ask for every batch’s water, metal, and halide readings—transparency distinguishes the good from the risky. Next, check incoming materials yourself when possible. Karl Fischer titration for water, inductively coupled plasma (ICP) for metals, and bench-scale trials save much bigger pains down the line. Some teams set up closed handling systems to reduce moisture exposure. Paying attention up front saves time, money, and reputation in the long run.

Final Thoughts: Trust Built by Data and Transparency

In this field, purity isn’t a luxury—it’s the baseline for success. NEPyFSI purity specs may seem like a footnote, but they define the line between steady progress and confusing setbacks. The teams willing to demand better don’t just get clean salts; they stay in the lead.

N-Ethylpyridinium Bis(Fluorosulfonyl)Imide