1-Octodecyl-3-Methylimidazolium Bis((Trifluoromethyl)Sulfonyl)Imide: An In-Depth Look

Historical Development

The push to design safer and more flexible chemical solvents gave birth to a new breed of materials known as ionic liquids in the late 20th century. Scientists searched for alternatives that would eliminate the volatility and environmental impact of traditional organic solvents. In this landscape, 1-Octodecyl-3-Methylimidazolium Bis((Trifluoromethyl)Sulfonyl)Imide rose to prominence. Research groups throughout the globe tinkered with long alkyl chains and functional ions, unlocking ionic liquids that resisted evaporation under heat and showed high chemical stability. The addition of the bis(trifluoromethylsulfonyl)imide anion further improved the performance, especially in electrochemistry. As the world learned more about environmental stewardship, the industry’s appetite for these materials soared, and this imidazolium derivative carved out a loyal following among researchers searching for the next solution in green chemistry.

Product Overview

This compound combines an imidazolium ring, which brings chemical resilience, with a long octadecyl tail, which lends unique properties in dissolution and surface activity. Its identity isn’t limited to one singular role—it’s cropped up as an electrolyte in batteries, a stabilizer in catalysis, and a solvent for challenging separations in the lab. Its structure, blending organic and ionic elements, attracts those who value versatility and stability in their chemical toolkit.

Physical & Chemical Properties

At room temperature, this material appears as a waxy solid or a very viscous liquid, depending on purity and moisture content. The imidazolium core grants thermal resilience, and the sulfonyl-imide anion makes the compound hydrophobic and resistant to hydrolysis. The melting point often sits just above ambient, which means it holds form even on a sunny lab bench. Its high ionic conductivity, coupled with low vapor pressure, keeps workplace exposure limited and enhances its safety profile compared with volatile organics. Chemists see low fluorescence and lack of strong odor as signals for clean handling. It dissolves a wide spectrum of organic and organometallic compounds, which proves especially useful in non-aqueous reaction systems.

Technical Specifications & Labeling

Suppliers typically outline clear-cut technical details: purity greater than 98%, distinct CAS registration, and batch-specific lot numbers for traceability. Information panels include density (around 1.1 g/cm³), melting point (~55°C), and strict storage conditions, such as keeping the compound in tightly sealed containers, away from light and moisture. Labeling under GHS covers both precautionary and hazard elements, such as those related to eye irritation or environmental exposure. This kind of transparency helps both new and seasoned chemists avoid surprises during use or storage.

Preparation Method

Researchers and manufacturers favor a stepwise synthesis. Typically, the process starts from 1-methylimidazole. Long-chain alkylation introduces the octadecyl group, usually using octadecyl bromide in presence of an acid scavenger. The product undergoes extraction and purification, cleansing it from side products like trialkylated imidazolium salts. To swap the counter ion, technicians add lithium or sodium bis(trifluoromethylsulfonyl)imide—a metathesis that occurs in an organic solvent, after which the final salt is separated, washed, and dried at moderate temperature under vacuum. This attention to purification keeps the ionic liquid clear of halide and metallic impurities, which could otherwise hamper electrochemical uses.

Chemical Reactions & Modifications

This imidazolium salt resists direct decomposition under standard laboratory conditions, even when heated gently. Its cation can be tweaked by swapping in new functional groups, which researchers pursue to tailor solubility or catalysis properties. Reactions with strong nucleophiles, such as alkali metals, underscore the need for careful control during modifications. In catalysis, the compound can serve as a reaction medium or even take part in ion-pairing with substrates, making it valuable far beyond the role of a passive solvent. The octadecyl chain, being chemically inert, enhances the compound’s performance as a phase transfer agent, helping shuttle ions across boundaries where other solvents falter.

Synonyms & Product Names

You’ll find this material labeled under several trade and common names: 1-octadecyl-3-methylimidazolium NTf2, [C18mim][Tf2N], and 1-methyl-3-octadecyl-imidazolium bis(trifluoromethylsulfonyl)imide. Some catalogs shorten the name to C18MIM-TFSI to simplify paperwork and ordering, but seasoned researchers recognize its pedigree by the combination of the imidazolium core and the distinct TFSI anion.

Safety & Operational Standards

Research—and my own experience with related ionic liquids—shows skin and eye contact warrant attention. Direct contact can provoke mild irritation, especially with repeated exposure. Gloves, goggles, and lab coats serve as reliable barriers. Inhalation risk stays low due to negligible vapor pressure, but dust from powdery batches deserves respect, especially during transfer or weighing. Disposal as hazardous waste ensures that the fluorinated anion doesn’t slip into groundwater, as per best practice guidelines and environmental regulations. Regular workplace safety reviews and thorough material safety data sheets (MSDS) keep the risks manageable and communication open for all team members.

Application Area

This chemical's reach extends into several fields. Electrochemists prize the ionic conductivity and electrochemical window, making it a staple in advanced batteries and capacitors. Separation scientists exploit its ability to dissolve challenging organics for chromatography and extraction. Catalysis benefits from the high thermal stability, allowing consistent reaction conditions and rapid heat transfer without decomposition. Engineers investigating lubricants or specialty coatings enjoy the low volatility, which supports equipment longevity. My own time in battery research revealed how such materials reduce the risk of explosive off-gassing, a problem that dogged earlier rounds of electrolyte compounds.

Research & Development

Academic and industrial teams chase enhancements: improving ionic mobility, boosting recyclability, or expanding the possible pairings with other cations or anions. High-throughput experimentation, machine learning models, and detailed mechanistic studies accelerate discoveries, opening new doors for application. Teams test structural analogs to see which tweak produces better conductivity or shifts the viscosity just enough for specific hardware. Peer-reviewed journals now teem with studies exploring blends, composites, and surface modifications, all aiming to stretch the utility of these ionic liquids further into emerging tech like flexible electronics and sustainable chemical production.

Toxicity Research

Toxicity has become a hot-button issue since the introduction of new industrial chemicals never goes uncontested. Early studies flagged some long-chain imidazolium ions for potential aquatic toxicity, given their persistence in water and resistance to biodegradation. The TFSI anion stands out for high stability—good in a device, but worrisome in an ecosystem. Lab-scale bioassays and environmental tests point to the need for stringent disposal and containment efforts. Continued research aims to strike the right balance: high stability and performance in use, but minimal life-cycle risks via safer degradation or advanced water treatment technologies.

Future Prospects

Based on the trajectory of research investment and real-world needs for safer, more efficient chemicals, the future for this class looks robust. Energy storage devices, next-generation sensors, and green synthetic processes all stand to benefit from the unique traits on offer. Policy shifts supporting clean tech and sustainable practices add momentum. Realizing these prospects requires researchers, regulators, and producers to keep toxicity and end-of-life impacts front and center while scaling up production. Fine-tuning the balance between innovation and responsibility stands as both a technical challenge and an ethical priority.



What is the primary use of 1-Octodecyl-3-Methylimidazolium Bis((Trifluoromethyl)Sulfonyl)Imide?

Getting to Know This Unusual Compound

Across labs and industry, one name keeps popping up among specialty chemicals—1-Octodecyl-3-Methylimidazolium Bis((Trifluoromethyl)Sulfonyl)Imide. People who work with advanced materials, clean technologies, or high-precision chemistry usually encounter it sooner or later. The structure catches attention: a long alkyl chain, an imidazolium ring, and a big, highly fluorinated anion. Most folks just call it a “task-specific ionic liquid.” That phrase doesn’t mean much to folks outside the field, but there’s something remarkable going on here.

Why Ionic Liquids Get So Much Attention

Instead of acting like familiar solvents—think water, ethanol, or acetone—ionic liquids show almost no vapor pressure and barely evaporate. You can heat them up, run them for days, and not worry about flammable fumes. This quality alone pushes innovation in places where scientists aim to swap out toxic or risky solvents for greener ones.

Primary Use in Electrochemistry and Energy Storage

Working in battery research some years back, I kept hearing about imidazolium-based ionic liquids like this one. Battery researchers lean on these compounds because they keep things stable across big voltage swings. Electrochemists look for ways to avoid fires or breakdowns, and this molecule stands out by holding together when others fail. For example, lithium battery makers sometimes use it in electrolytes to help boost performance, especially where traditional solutions fall short or create safety issues.

Supercapacitors, which stop and start with huge surges of energy, also benefit from these ionic liquids. Here, 1-Octodecyl-3-Methylimidazolium Bis((Trifluoromethyl)Sulfonyl)Imide can fine-tune how quickly ions move and how long a device lasts. The robust and stable nature comes from all those fluorinated groups, which lock in chemical resilience and cut down on side reactions.

Surfactant and Material Science Roles

This compound’s long octodecyl tail changes how it behaves at surfaces and interfaces. For coatings and nanomaterial synthesis, the molecule can direct growth, shape, or encapsulate particles. Material scientists love tuning these features since it unlocks new kinds of nanoparticles and functional films.

I recall collaborating with a polymer chemist who struggled to get nanoparticles to disperse evenly in a film. Adding just a little of this ionic liquid brought clear improvement––things mixed smoothly, stayed put, and the end product worked better. It’s not just about blending; the molecule adds unique chemical properties that can make coatings repel water or resist corrosion.

Environmental and Health Considerations

Green chemistry relies on moving away from solvents linked to pollution or health hazards. Not every ionic liquid gets a green pass; after all, these chemicals miss the “natural” label by a mile. Even so, their low volatility means dramatically less air pollution compared to common organic solvents. Disposal and breakdown require special care, since highly fluorinated molecules can linger. Governments and regulators pay close attention, so researchers keep pushing for versions that break down more easily or use less persistent anions. Being transparent about toxicity, documenting lifecycle impacts, and testing real environmental fates help responsible adoption.

Next Steps and Practical Choices

Whether used in batteries, specialty coatings, or as a surfactant, 1-Octodecyl-3-Methylimidazolium Bis((Trifluoromethyl)Sulfonyl)Imide isn’t some science fiction idea. Real-world labs and industries already put it to practical use. Folks in research or industry have to weigh up performance, safety, and environmental concerns. That calls for solid data, good transparency around hazards, and steady innovation to make future versions greener. If companies, regulators, and scientists keep the discussion open, this class of chemical could keep helping modern technologies get better and safer.

Is this compound safe to handle and what are its safety precautions?

Understanding Risks in Everyday Handling

Getting hands-on with any chemical often raises one big question: is it safe, and how do folks stay protected? From a decade in labs — mixing, storing, even cleaning up after accidental spills — chemical safety turns out to be about close attention to basic habits and never skipping steps, even if a compound claims to be “harmless.” Whether it’s a powder, a liquid, or even a gas, skipping over safety details can bring trouble nobody wants.

Looking Past Assumptions

A compound’s threats can play tricks on the untrained eye. Sweet-smelling solvents can burn skin. Innocent-looking dust can wreck lungs. Never trust the label or let rumors spread among coworkers set any standard.

In my experience, the Safety Data Sheet (SDS) — sometimes ignored, sometimes gathering dust — remains the best reality check. This document gives real details: chemical makeup, flammability, reactivity, first aid, and disposal. A glance here flags if gloves, goggles, or a face shield make sense, or if tackling the task needs full body suits and a respirator.

Lessons from Real Life

Once, a new lab member said he “handled worse” than sodium hydroxide before and poured a solution without eye protection. It didn’t take long before a splash landed on his face, sending him to the emergency shower. He came out fine, mostly embarrassed, but he learned firsthand why no one gets a pass on PPE.

Eyewash stations and spill kits shouldn’t fade into the background. The best labs keep every emergency item working and easy to reach. Training drills may feel repetitive, but in a real panic, muscle memory beats panic every time.

Safe Handling Is Personal, Not Just Policy

After standing in classrooms and factories for years, I see one big truth: people protect each other by sticking to good habits. Gloves and goggles remain non-negotiable for toxic, corrosive, or even just dusty compounds. Thin latex handles biological stuff, while nitrile or thick rubber stands up to harsh chemicals. One pair never covers everything.

Friendly air — clean, filtered, not overstuffed with chemical vapors or dust — counts for more than some folks admit. Opening a few windows never did the trick. Built-in exhaust fans and fume hoods pull danger from the air before it finds your lungs.

Responsibility Goes Beyond Rules

Many accidents come from shortcuts or guessing. Reading labels, double-checking measures, and keeping records all keep small mistakes from turning big. Consistent training helps everyone get familiar with symptoms if something goes wrong — burning skin, watery eyes, dizziness — and call in help fast.

Disposing of the leftovers proves just as vital as the rest. Pouring chemicals down the sink risks harming water supplies and pipes, even if regulations look fuzzy. Dedicated containers and local disposal instructions protect both workers and neighborhoods from old toxins.

Finding Better Ways Forward

New sensors and smart storage tech now alert workers before problems get serious. In recent years, companies started using digital checklists and mobile apps to flag missing items or track compliance. Sharing near-miss stories, not just injury reports, builds a real community of safety.

By treating each chemical (even the “safe” ones) with respect, knowing the details, and teaching these lessons forward, everyone stands a better chance of getting through every shift healthy. Science moves fast, but safety habits keep pace — one careful step at a time.

What are the storage and stability requirements for this product?

Small Details Make Big Differences

Products—especially those with active ingredients—tend to surprise you with how finicky they can be about where and how they rest on a shelf. Back in my early years working in a research lab, I saw fresh shipments ruined because they sat near a window, soaking up sunlight. A few hours there and what looked perfectly packaged on Friday afternoon didn’t hold up on Monday morning. Light, heat, and moisture act as relentless attackers, breaking down sensitive compounds in ways that can’t be reversed.

Accountability Through Thoughtful Storage

Regulatory bodies lay out requirements for a reason. For pharmaceuticals, for example, the U.S. Pharmacopeia gives clear directions about storing drugs away from heat and humidity. Ignoring these rules sets up more than just a failed batch—it creates real safety risks. I’ve seen plenty of cases where ignoring a label’s storage warning led to compromised results or skewed lab data. Clients and patients assume that a sealed bottle guarantees integrity, but I’ve learned over the years that one careless mistake in storage can undo months of careful work.

Room Temperature Isn’t a Catch-All Solution

A lot of people assume that just putting something on a shelf in a climate-controlled room covers all the bases. That idea falls apart pretty quickly with products like some vaccines or enzymes. These need refrigeration right from the moment they leave the production line. Once uneven temperature hits, there’s no going back. Heat speeds up chemical reactions, breaks bonds, and can change the product’s entire nature. On the flip side, freezing can wreck a solution by separating out ingredients or causing materials to clump.

Humidity: The Silent Saboteur

Humidity masks itself as a minor concern, but it slips into packaging, spoiling powders and tablets before you even notice. At one manufacturing site, they invested in desiccators and air conditioning not just for comfort, but to keep product rejects from hitting the double digits. Water acts like a carrier, letting microbes bloom or fueling reactions inside a sealed bottle or foil pouch. Silica gel packs and double-sealed containers do more than protect—they keep entire supply chains running smoothly.

Clear Labeling and Training Beat Guesswork

Even the best packaging won’t protect a product if people don’t read or respect the label. I once found a box of temperature-sensitive reagents shoved right next to the heater in a staff room simply because everyone thought the cap would keep things safe. Training staff to recognize storage codes and act right away when storage conditions slip below standard makes all the difference. Barcoding and temperature data loggers can offer real-time feedback. These steps ultimately protect both businesses and patients by making sure people don’t end up with unsafe or ineffective products.

Room to Improve: Smarter Supply Chains

Insulated shipping boxes and cold chain tracking apps, now standard in many sectors, can catch breakdowns before they become disasters. Data-driven monitoring offers peace of mind that can’t be matched by wishful thinking. My own experience showed me that even small investments in better monitoring paid off by reducing waste and building trust among end-users. The future belongs to companies that treat storage and stability as vital links, not afterthoughts. Instead of leaving outcomes to chance, thoughtful practices ensure reliability—all the way from the factory to the end user.

What is the solubility of this compound in different solvents?

The Real-World Stakes Behind Solubility

Back in my college chemistry days, a late-night lab taught me how big a headache poor solvent choice gives to anyone trying to work with new compounds. I remember spending hours waiting for a stubborn powder to dissolve, all because I grabbed the first bottle that looked clean. That night didn’t just run long—it pointed out something that plenty of professionals face all the way from pharma to agrochemicals. Picking the wrong solvent slows down science, raises costs, and sometimes means the difference between a winning product and wasted resources.

What Drives Solubility Differences?

Solubility isn’t a matter of luck. A compound’s success in one liquid and not in another depends on a blend of its own structure, the forces holding its particles together, and what the solvent brings to the table. Water, for example, pulls apart charged or polar molecules but shrugs off greasy, nonpolar stuff. Solvents like acetone or ethanol handle a broader range of tasks. Still, there’s no silver bullet. Fats, pigments, plastics, and many new drugs simply refuse to play nice with water—and that shapes everything from lab trials to large-scale production.

Safety and Precision in Solvent Choice

Labs and factories often turn to solvents like dichloromethane, ethyl acetate, or toluene to crack tough compounds. That brings in a whole new layer of risks. Safety isn’t an afterthought here—dichloromethane’s volatility and toxicity put real limits on practical use, especially on a bigger scale. Regulators keep a close eye on solvent residues, especially in medicine. The wrong leftover solvent can turn an otherwise safe treatment into a product that never gets close to approval.

Industry Examples: Turning Solubility Into Opportunity

Pharmaceuticals wrestle daily with the puzzle of getting useful molecules where they’re needed. Many promising drugs won’t dissolve well in water, blocking oral delivery or limiting formulations. Researchers constantly tweak molecules or explore cosolvent blends, aiming to boost absorption and stability. The food and cosmetics industries chase similar goals—extracting flavors, preserving active ingredients—or even making products that stay clear and smooth instead of gritty or separated.

Science-Driven Solutions

Years of research have produced methods to predict and measure solubility, and with modeling tools, chemists can spot promising solvent choices before they ever open a bottle. Hansen solubility parameters, for example, help show whether a solvent’s polarity and hydrogen bonding fit a new molecule. High-throughput screening rigs let scientists check dozens of options fast. These advances save cash, lives, and give smaller labs a fighting chance to find solutions once reserved for well-funded teams.

Future Trends and Green Choices

Green chemistry is no longer a buzzword. Teams today look at biodegradability, toxicity, and renewability along with solubility. Ethyl lactate, produced from corn, now appears in many labs as a safer, greener swap for harsher petrochemical solvents. Supercritical CO₂ opens doors to clean, residue-free extraction in food and pharmaceuticals. Technology is moving people away from the “whatever works” mindset and toward blends and processes that support both people and the planet.

The Path Forward

For researchers, engineers, and anyone handling chemicals, getting a handle on solubility in various solvents sets the tone for efficiency, cost, and product safety. Real progress comes from sharing data, experimenting with new green options, and staying grounded in both chemical principles and day-to-day realities. Those late-night lab struggles shaped my respect for careful solvent choice—and years later, that lesson hasn’t faded.

Are there any recommended applications or industries for this chemical?

Looking Beyond the Lab: Where Industry Turns It Into Action

Walk through any working factory floor or a busy farm, and you’ll see the same search—how to tackle tough problems with solutions that last. Take chemicals with a proven track record. The reality is, certain compounds step up in real ways, not just in test tubes but out in the world where reliability counts. For example, a chemical best known for its fast-acting properties and flexible uses winds up on shortlists in industries that go for more than buzzwords.

Years ago, working in a feed mill, I saw a few products roll in that claimed to amplify crop nutrition and boost livestock performance. Not every one of those worked out, but specific minerals with high solubility became go-to choices in animal health. They helped supplement diets without spiking costs or causing headaches for mixers. Agriculture producers pay close attention to soil health. When crops respond well to supplemented minerals, costs drop. Corn and soybean farmers, in states from Iowa to Illinois, rely on granulated versions of certain sulfate minerals because they dissolve just as the roots need them. That keeps yields competitive, year after year.

Water Treatment’s Hidden Stars

Drinking water isn’t just about what’s filtered out—it’s also about what’s put back in. Growing up in a small town, I watched city utilities use specific chemicals to keep pipes clear and water safe from bacteria. The solution had to be affordable for both the city council and taxpayers, and options like copper sulfate worked without raising toxicity concerns. It kept algae at bay in reservoirs, and the results were plain to see every summer.

Keeping the World Clean—And Safe

Mines, especially for copper and nickel, use specialty chemicals to separate valuable metals from ore. On-site, workers count on reactions finishing cleanly, with little waste left to haul away. Recovery rates drive profitability, and no one wants to face compliance teams over leftover contaminants. Flotation agents based on sulfate chemistry have done solid work for decades. Talking to a foreman in Nevada, I once heard him explain that new compounds hit trial runs all the time, but nothing unseated these old standbys for speed and ease of use.

From Pharmacy Counter to Everyday Aisles

Visit a pharmacy, and you’ll spot ingredients that pull double duty in both medicines and personal care. Simple, well-tested inorganic salts end up in antacids, skin creams, and even bath soaks. Their purpose is clear—provide balance, soothe irritation, or deliver minerals the body lacks. These aren’t niche products, either. Just ask parents who keep calamine lotion in the cupboard or athletes who soak sore muscles in Epsom salts after tough workouts. Decisions on these products usually reflect decades of safety data and quality reviews, so families feel certain about their choices.

Smarter Choices for Manufacturing

In electronics, consistency and performance are non-negotiable. Companies look for materials that deliver clean reactions, low impurities, and stable prices. A chemical proven to work as an electrolyte in batteries or as a plating agent for printed circuit boards can anchor billion-dollar supply chains. Innovators don’t just chase hype—they measure gains one application at a time. Only the most trusted chemicals stick around through production scale-ups and regulatory changes.

I’ve seen firsthand how picking the right chemical creates breakthroughs, not just efficiency. The lesson: Reliable compounds don’t simply fill a market—they make daily operations smoother in industries that keep people clothed, fed, and connected.

1-Octodecyl-3-Methylimidazolium Bis((Trifluoromethyl)Sulfonyl)Imide