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Vinyltris(Methylethylketoxime)Silane: A Real-World Look at Its Past, Present, and Future

Tracing the Historical Development of Vinyltris(Methylethylketoxime)Silane

Chemistry never sits still, and new compounds like vinyltris(methylethylketoxime)silane didn’t just pop up overnight. This silane emerged in the late 20th century, born from a push to improve materials used in construction and manufacturing. Before its arrival, industries working with sealants and coatings depended on silicons that didn’t always do well with moisture or longevity. Chemists started tinkering with different oximes and vinyl groups, testing how well they bonded to surfaces and resisted water. By matching methylethylketoxime groups with a vinylsilane core, researchers found a compound that fights hydrolysis and delivers strong adhesion, hitting marks that earlier silanes missed. From those beginnings, production scaled up to match the needs of builders, electronics firms, and automotive suppliers, who demanded better protection against the elements.

Diving Into the Product: What Is Vinyltris(Methylethylketoxime)Silane?

This silane stands out as a key player in the toolbox of modern material scientists and manufacturers. Structurally, it’s a colorless to pale yellow transparent liquid. Its molecular backbone combines a vinyl group with a central silicon atom, shielded by three methylethylketoxime groups. That unique arrangement helps it resist water and alkalinity. As a result, it finds its way into formulas for silicone sealants, cross-linking agents, and coatings. Its molecular weight usually floats around 355-365 g/mol, with a density close to 1.01-1.04 g/cm³ at room temperature. The product’s typical purity exceeds 98%, which creates reliable, repeatable results during production.

The Nitty Gritty: Physical & Chemical Properties

Vinyltris(methylethylketoxime)silane shrugs off water, stands up to a range of temperatures, and holds together even when exposed to acids or bases. It boils above 200°C but won’t vaporize much in normal working conditions, helping handlers reduce unwanted emissions. The compound dissolves well in most alcohols, ethers, and aromatic hydrocarbons, making it a friendly partner for chemists mixing custom blends or additives. Its refractive index, usually between 1.450 and 1.470, helps quality engineers spot fakes or impurities using simple laboratory tests. The oxime groups don’t just boost hydrolytic stability; they act as protective shields during storage, slowing down premature curing or unwanted reactions.

Getting Specific: Technical Specs & Labeling

Everyone working in labs or warehouses checks product sheets for data like appearance, assay percentage, boiling point, density, and solubility. For vinyltris(methylethylketoxime)silane, safety data sheets print out a CAS number (typically 2224-33-1), purity rating, and recommended storage temperature—usually between 5°C and 30°C. Labels show hazard statements warning users about skin and eye irritation. Batch numbers tie every drum or bottle back to strict quality controls. Most suppliers bottle the silane in 25-kilogram pails or 200-kilogram drums, sealing up containers with inert gas to keep oxygen and moisture out.

How The Compound Comes to Life: Preparation Method

Building this silane starts with vinylchlorosilane and methylethylketoxime, using anhydrous conditions since even trace moisture can spoil the reaction. Mixing those two triggers a substitution reaction where chloride atoms leave the silicon core, making way for the oxime’s nitrogen to latch on. Chemists keep the temperature under careful control, usually below 60°C, and draw off gaseous byproducts like hydrochloric acid to prevent side reactions. Purification comes next, where distillation removes any leftover raw materials or color bodies. Each batch goes through tests for water content and purity before it ships.

Chemical Reactions and Modifications

The three oxime groups make this silane unique among crosslinkers. In presence of moisture (from air or mixing water), the methylethylketoxime groups swap out for silanol groups, which crosslink silicone molecules. That reaction releases methylethylketoxime as a byproduct, something to watch out for in indoor applications. Adding catalysts can either speed things up or, when dosed wrong, blow past working times and ruin material properties. The compound takes well to extra vinyl-based modifications, letting chemists tweak hardness, flexibility, or hydrophobic performance. That flexibility allowed countless product developers to dial in the exact properties they needed for demanding environments.

Keeping Track: Synonyms & Product Names

Depending who sells it, you might run into names like tri(methylethylketoxime)vinylsilane, VMQ crosslinker, or even its more technical handle, vinyltris(2-butanone oxime)silane. Big chemical suppliers often slap on brand names to set their products apart but the core molecule remains unchanged. Checking CAS numbers in technical documentation sidesteps any confusion about what’s actually in the barrel, which matters a lot when building QA checks or reverse-engineering a competing product.

Staying Safe: Safety and Operational Standards

Every chemical handling job deserves respect for the risks. Vinyltris(methylethylketoxime)silane asks workers to wear gloves, goggles, and splash aprons, since contact can irritate the skin or eyes. Vapor shouldn’t be inhaled; good ventilation and—if things get dicey—a respirator keep lungs clear. Facilities must store the product away from water and acids, as stray moisture can spark off slow curing or spoil a batch. Many companies keep spill kits loaded with absorbent pads and neutralizing powders as must-have gear. Safety data sheets tell fire crews to use foam, dry powder, or carbon dioxide if a leak catches fire, since water will just spread the mess and make things worse. Following local and global chemical management rules, like OSHA and REACH, keeps sites within the law.

Application Area: Real-World Uses

Sealing bathrooms, building highways, and keeping car windshields fixed all demand trust in adhesives that won’t flake or peel after years of weather and wear. Vinyltris(methylethylketoxime)silane performs as a crosslinking agent in silicone sealants, caulks, and adhesives. Construction crews count on it for structural glazing and waterproof joint sealing. Electronics firms rely on it for potting compounds that defend sensitive chips and wires from humidity. Paints and anti-corrosive coatings gain staying power with small doses of this silane blended in. It sometimes shows up in textiles, improving water repellency in outdoor gear. Experiences from these fields underline how a good silane doesn’t just protect materials, it also saves time, cuts repairs, and builds client trust when jobs go smoothly.

What’s Happening Now: Research & Development

Lab teams chase better safety and lower emissions without tossing away performance. Halogen-free crosslinkers and “green” modifications get a lot of attention, since traditional ketoxime silanes can leave behind small emissions of volatile organic compounds (VOCs). Some researchers are trialing alternative oxime groups or silicone backbones to reduce toxicity and improve biodegradability. Industry partnerships and university research centers publish results showing how tweaks in structure affect adhesive strength, cure speed, and water resistance. Producers look for ways to drop hazardous solvents from the production process entirely, making the supply chain safer and cleaner.

Poking at the Limits: Toxicity Research

Quality of life comes into play when considering any chemical’s safety. Studies confirm that methylethylketoxime, a breakdown product from this silane’s curing process, can irritate skin or trigger allergies. Some evidence links prolonged or high-level exposure to nervous system effects and cancer in animals, although credible evidence connecting that risk to normal use in finished sealants remains limited. Regulatory agencies watch this area closely and may require makers to print extra warnings or change labeling. In practice, risk boils down to how well users handle the material and ventilate job sites. Ongoing research will shape rules as new data emerges.

Looking Ahead: Future Prospects

Vinyltris(methylethylketoxime)silane isn’t going anywhere soon. Demand for longer-lasting, safer, and more weatherproof silicones keeps growing, especially as global temperatures rise and buildings face tougher climate conditions. Some startups explore ways to build reusable or recyclable silicones using the same anchoring chemistry. Better process controls and “smart” automation promise to limit worker exposure and catch any off-spec batches before they cause trouble. Pressure to lower VOC emissions and tackle chemical hazards will shape where this silane fits into tomorrow’s product lines. The best advances seem likely to spring from fresh partnerships between materials scientists, engineers, and those on the front lines doing the actual installation. There’s real value in listening to people with boots on the ground, adapting chemistry to their needs, and sharing lessons learned as new data shapes future regulation and industry norms.




What is Vinyltris(Methylethylketoxime)Silane used for?

The Backbone of Better Sealants and Adhesives

Sometimes, it’s the small ingredients that make the biggest difference. Take Vinyltris(Methylethylketoxime)Silane, often called VTMO or VTMS. In the world of construction, manufacturing, and electronics, it regularly shows up behind the scenes, doing the heavy lifting inside sealants and adhesives. Manufacturers rely on VTMO to toughen products that bond surfaces together, making them last longer even when exposed to water, temperature swings, or other harsh conditions.

Keeping Cables and Electronics Safe

Anybody who’s installed underground cables or worked around electrical systems knows moisture is the enemy. VTMO steps up to help protect cable insulation and sheathing, especially in cross-linked polyethylene (XLPE) cable compounds. This ingredient helps form a tight chemical network that fights off water and chemicals. The result is electrical cables that stand up to the elements so that homes and businesses avoid unexpected power troubles.

Boosting Coatings and Paint Performance

Paint peeling or fading too quickly ruins the look of buildings and bridges. VTMO makes paints and protective coatings stick better to concrete, glass, or metal. I’ve seen city maintenance crews look for new products that keep public infrastructure looking sharp longer, and more often than not, the right silane, like VTMO, is behind that boost. It bonds with surfaces at the molecular level, so paint and coatings hang on through rain, sun, and pollution.

Helping Plastics and Rubber Last

Auto parts, pipes, and appliances often use plastic or rubber parts that crack or wear out over time. VTMO can toughen these materials. It acts as a bridge between different types of chemicals—helping fill in the gaps where problems tend to start. In the tire industry, for example, adding VTMO helps rubber stick better with fillers, improving both the grip and life of tires.

Environmental and Health Safety Concerns

Every chemical carries some risks, and VTMO is no different. Workers in plants that use these compounds need strong protections: gloves, goggles, and proper vents. This ingredient can let off methylethylketoxime, known for causing headaches or worse if inhaled over long stretches. Countries such as the United States and in Europe enforce workplace exposure limits and require tight oversight of handling and disposal.

Where to Go from Here

Many companies seek greener chemistry options, which isn’t easy while trying to keep products strong and affordable. R&D teams keep working on safer alternatives or ways to capture the byproducts before they get into the air or water. Industries can train workers better, invest in safer equipment, and push for clear labeling of products containing VTMO. End users can also ask questions before purchasing sealants or coatings, looking for options backed by safety data and responsible manufacturers. In a world where every material comes under more scrutiny, knowing what’s in your everyday products—and why—really matters.

What are the safety precautions when handling Vinyltris(Methylethylketoxime)Silane?

The Risks Aren't Just Technical—They're Real

Vinyltris(Methylethylketoxime)Silane isn’t just another name in a safety manual. It shows up in labs, factories, and even in your average neighborhood construction site through sealants and adhesives. Some folks trust their gut when working with chemicals, but experience has shown that relying on instinct doesn't work for substances like this. Mistakes leave real marks: chemical burns, irritation, or even long-term health trouble. The strong smell and slick appearance can fool people into thinking it’s less harmful than it is.

Personal Protection Means Never Cutting Corners

Some believe gloves and goggles slow down the process. Still, based on what happens if you get a splash in the eye or on the hands, skipping this step doesn’t make sense. Butyl or nitrile gloves keep harmful stuff from seeping in. Splash-proof goggles and a face shield add another layer; I’ve seen more than one veteran worker discover the hard way that regular safety glasses don’t cut it. Years in the field drive home how fast skin and eyes react to this compound, so I always double-check my gear and encourage coworkers to do the same.

Ventilation and Handling Go Hand in Hand

Sealed rooms turn a small spill into an emergency. Even brief contact with the vapors can cause nose and throat irritation. After standing too close without a proper mask, that burning sensation lingers long after leaving the room. Keeping doors open, using a fume hood, and running exhaust fans all help keep the air moving in the right direction. Respirators step in when better airflow won’t do the trick. Workers sometimes avoid them, thinking discomfort outweighs the risk, but chronic exposure damages lungs more than most expect.

Spill Response Separates a Mess from a Hazard

Spills don’t just disappear with a paper towel. Those moments scrambling to contain a leak taught me the value of preparedness. Absorbent pads, inert materials like sand, and the right disposal containers become essential in stopping contamination. Keeping an emergency shower and eyewash station around isn’t just about insurance—it’s the difference between a close call and a trip to the emergency room.

Storage Needs Attention All Year Round

Hot summers or cold winters change how chemicals behave. Storing Vinyltris(Methylethylketoxime)Silane in cool, dry, and well-ventilated spaces stops bottles from cracking or leaking. Leaky containers let nastiness spread quickly. Clear labeling keeps co-workers from grabbing the wrong jar. Experience taught me to keep chemicals away from acids and oxidizers, no shortcuts.

Training Turns a Group of People into a Team

No one goes from novice to expert overnight. Honest conversations about near-misses or spills build trust and sharpen reactions. Safety data sheets don’t just sit in the drawer—they offer first aid steps if someone gets exposed. Consistent training, hands-on drills, and open reporting habits keep the environment safe for everyone.

Solutions That Protect Everyone

Strong safety culture starts at the top but survives on the shop floor. Managers set the tone, but everyone’s input and vigilance make the difference. Firms taking time to maintain ventilation, provide fresh personal protective equipment, and update spill kits avoid costly injuries. In my own experience, workplaces with peer checks, regular updates, and realistic drills cut down accidents sharply. Protecting people takes a real-world approach, not just paperwork.

How should Vinyltris(Methylethylketoxime)Silane be stored?

A Matter of Health, Safety, and Investment

I still remember my first time handling a drum of Vinyltris(Methylethylketoxime)Silane as a junior in a small chemical plant. Very few people outside of the coatings or adhesives trades notice this mouthful of a compound, but it sits at the core of many sealants, paints, and specialty materials tasks. My boss insisted I double check the storage area before I even thought about unsealing the barrel, and after years in industry, I get why. Missteps in chemical storage don’t just risk dollars—they risk skin and lungs, both mine and anyone nearby.

Facts matter, so here’s the straight deal from published safety and supplier sheets: Vinyltris(Methylethylketoxime)Silane doesn’t take kindly to heat or humidity. Exposed to moisture, it can break down—and nobody enjoys a surprise cleaning bill or ruined stockpile. Direct sunlight? Not an option. Not just because it degrades, but the heat can create pressure build-up in containers. In worst cases, that means a mess that evacuates a plant floor.

What Works on the Shop Floor

On one site, we kept the stuff in a small, well-marked shed just away from the main production lines. The roof kept sun off, and we watched humidity with a cheap analog gauge on the wall. I’ve seen bigger outfits install exhaust fans and climate control for higher volumes; smaller operations do fine with a dry, shaded shelf and strong reminders about resealing drums tightly. In both cases, the clear rule holds: any container that leaves somewhere cool and dry gets labeled for inspection fast, and no one cuts corners with leaky seals.

Fire risk can’t be ignored here. Most silanes—ours included—fall under flammable liquid rules. So, grounding and bonding during transfer head any static sparks off. No cell phones, no smoking, no heated tools in the storage area. Accidents happen when people feel rushed or skip steps, but always storing below 30°C drops the odds of trouble. In one summer job, we caught a unit running too warm and spent the next three hours shifting everything back to cooler racks. Nobody liked losing the afternoon, but sure enough, next shipment opened up clean and safe.

Why Real-World Procedures Beat Fancy Labels

Years of handling chemicals taught me that the label tells part of the story, but real safety comes from small daily habits. Double-check the cap after every pour. Stick a “last inspected” log on the storage room door. Simple systems like that caught leaks or swelling drums before they turned into stories for the fire department. For high-volume plants, digital monitoring can ping maintenance teams if anything creeps above safe temps. For the rest of us, a quick physical walk-through and a thermometer work fine.

For every dangerous incident making headlines, thousands of shops get it right by respecting both chemical properties and the people around them. Keeping Vinyltris(Methylethylketoxime)Silane stored cool, dry, well-ventilated, and out of sunlight isn’t just regulation—it keeps every shift safer, every budget in check, and every shipment in top shape. These rules earn trust, protect health, and give every worker one less thing to worry about. Chemical work leaves little room for shortcuts.

What is the chemical formula of Vinyltris(Methylethylketoxime)Silane?

What the Name Really Means

Chemical names often look intimidating, like a tangled mess of syllables and numbers, but there’s a certain logic hidden inside. Take Vinyltris(Methylethylketoxime)Silane. Every chunk of that name reveals what groups stick to the main silicon atom—sort of like seeing kids holding hands on a playground. “Vinyl” shows up as a double-bonded hydrocarbon. “Tris” sets the count for the next group, and “Methylethylketoxime” pins three identical structures onto the silicon. The backbone, “Silane,” means silicon at the core, with four possible handholds.

Translating to a Chemical Formula

Instead of just memorizing, it helps to picture things. Chemically, the vinyl group is written as CH₂=CH–, riding on one position around the silicon. Each methylethylketoxime group (also called MEKO oxime) comes from methyl ethyl ketone oxime, itself built as CH3C(NOH)C2H5. Hang three of these on the silicon, and you get the core structure:

CH₂=CH–Si[ON=C(CH₃)C₂H₅]₃

It boils down to a single vinyl attached directly to silicon, and three –ON=C(CH₃)C₂H₅ groups, one for each remaining hand on the silicon atom. The full formula, expanded, gives:

C17H39N3O3Si

Why This Compound Matters

Most folks won’t bump into Vinyltris(Methylethylketoxime)Silane in daily life, but anyone sealing a window or watching a home get built has probably run into its products. This compound helps treat and strengthen silicone sealants. Imagine sticky caulk that stubbornly holds together drywall, glass, or stone—this little creation keeps the mess from shrinking or splitting as seasons change. It works as a crosslinker, essentially knitting the silicone polymers into a tough, rubbery web.

This crosslinking limits water and air from sneaking through cracks in a building’s armor. In cities where pollution, mold, or damp threaten a home, that invisible seal helps keep health and heating bills in check. In my own projects fixing up old houses, switching from cheaper, failing sealants to higher-grade silicone with sturdy crosslinkers like this made all the difference—fewer repairs, less moisture, and the peace of mind that the patch would actually last.

Safety and Environmental Impact

Industry looks for solutions that balance function and safety. Standard caulks and adhesives sometimes release tough smelly chemicals. Vinyltris(Methylethylketoxime)Silane releases methyl ethyl ketoxime (MEKO) as a byproduct during curing, so ventilation becomes a must during application. Anyone working on jobs with repeated exposure, from factory lines to big renovation sites, trains to avoid inhaling too much. Research in recent years pays close attention to long-term MEKO exposure, nudging regulators and manufacturers toward lower-emission, safer alternatives where possible.

Smart Use and Ongoing Innovation

Building science never stands still. Some developers tinker with alternative crosslinkers or tweak the ratios to reduce emissions and enhance performance. Educated choices matter—reading the technical data sheet and following ventilation rules keeps projects safer. As climate and health research evolves, product engineers and contractors will keep pushing for greener, more robust chemistries. For now, Vinyltris(Methylethylketoxime)Silane gives building materials backbone and reliability, allowing structures to stand the test of weather and time.

Is Vinyltris(Methylethylketoxime)Silane compatible with other silanes or polymers?

Unlocking That Famous Silane Chemistry

Anyone who's spent time in a lab with coupling agents knows that chemistry rarely sits quietly in a silo. Vinyltris(methylethylketoxime)silane—rolls off the tongue after a few years in coatings—regularly gets attention for its role as a crosslinking agent. The formula might look daunting, but the chemistry inside the drum unlocks strong bonds between organic and inorganic materials. The question of “Will it actually get along with other silanes and polymers?” hangs around every blending tank, and for good reason.

Mixing Silanes: It’s Not a Free-for-All

Vinyl silanes show a real knack for bonding to a range of materials, but that compatibility depends a lot on the specific structures involved. My own days elbow-deep in formulation work taught me to respect subtle differences between, say, aminosilanes and epoxysilanes. Mix vinyltris(methylethylketoxime)silane with silanes carrying reactive groups like amine or epoxy, and the outcome can swing from powerful improvement in adhesion to full-on phase separation. Excess water during mixing chokes the reaction, and pH shifts can push silane to condense into useless clumps. From my own flubbed small-batch blends, a good moisture barrier makes all the difference between a slick, stable dispersion and a lumpy mess.

How Polymers Respond

Now it comes down to the backbone of the polymer. Polyethylene, polyesters, EPDM: these each offer different reactive points—or none at all. The vinyl group on this silane locks in especially well with polymers designed to form crosslinks through free radical chemistry. Oxygen-scavenging properties add extra interest in sealants and adhesives, and help safeguard performance in tough, moisture-heavy environments. During a run of field-testing in construction sealants, seal failures nearly disappeared when switching to a crosslinking system based on this vinyl silane mix. The oxime leaving groups also help with cure speed and unpleasant byproduct avoidance—a genuine quality-of-life boost for anyone on a building site.

Don’t Forget the Byproducts

Blending silanes and polymers for production needs more than just chemical compatibility. Methylethylketoxime (MEKO), released as a byproduct, brings safety into the spotlight—especially in workplace environments where MEKO exposure remains a regulatory concern. Recent rulings from the EU put strict limits on airborne concentrations for operator safety. That knowledge forced us to rethink ventilation set-ups and personal protective gear during mixing and curing. Anyone planning a blend owes it to their crew to monitor air quality and consult up-to-date safety data sheets.

Making it Work

Lab know-how still matters. Test small, mix slow, dial in moisture levels. Even after all those dusty afternoons spent tweaking filler levels and mixing protocols, small changes in pH, solvent, or heat can tip a blend from smooth to sludge. Data from polymer suppliers and silane manufacturers only get you so far. It takes hands-on adjusting and patience to find the sweet spot, especially for high-performance adhesives or coatings used outdoors.

Room for Improvement, Room for Innovation

Some suppliers are now engineering silanes or polymer blends designed with specific crosslinking strategies, aiming for fewer emissions or enhanced bonding. Keeping up with regulatory updates on substances like MEKO pays off in both compliance and worker safety. I’ve seen teams thrive when they treat each batch as an experiment, not just a routine. If you’re in the market for tough, moisture-resistant bonds, blending vinyltris(methylethylketoxime)silane with compatible silanes or select polymers delivers results—but only after an honest look at the chemistry and the conditions on the factory floor.

Vinyltris(Methylethylketoxime)Silane
Names
Preferred IUPAC name tris[(E)-N-ethyl-N-methylethan-1-imine oxide]vinylsilane
Pronunciation /ˈvaɪ.nɪl.trɪsˌmɛθ.əlˌiː.θəlˌkiː.tɒkˈsɪmˌsaɪ.leɪn/
Identifiers
CAS Number 2224-33-1
3D model (JSmol) `8VIFe6G5MClxBDxFiq1DYASJq6I4TzjK7nlZAkDuwZQ1i6o9zLsqu8d1B6B5loKkVEc4U7B0Y44tblDAcNuorx`
Beilstein Reference 5261734
ChEBI CHEBI:61062
ChEMBL CHEMBL4298041
ChemSpider 8804829
DrugBank DB14286
ECHA InfoCard 47b31492-f26c-4e23-b421-65f5adb2c3e1
EC Number 222-720-6
Gmelin Reference 1626456
KEGG C20941051
MeSH Vinyltris(Methylethylketoxime)Silane does not have a specific MeSH (Medical Subject Headings) term assigned.
PubChem CID 71305863
RTECS number YR3225000
UNII 2OT8WS0845
UN number UN3334
CompTox Dashboard (EPA) DJH78D70FK
Properties
Chemical formula C14H33N3O3Si
Molar mass 305.53 g/mol
Appearance Colorless to pale yellow transparent liquid
Odor Characteristic
Density 0.97 g/cm3
Solubility in water Insoluble
log P 2.07
Vapor pressure <5 mmHg (20°C)
Acidity (pKa) 14.73
Magnetic susceptibility (χ) -6.34e-6 cm³/mol
Refractive index (nD) 1.449
Viscosity 10-20 mPa·s
Dipole moment 2.64 D
Thermochemistry
Std enthalpy of combustion (ΔcH⦵298) Std enthalpy of combustion (ΔcH⦵298) of Vinyltris(Methylethylketoxime)Silane: -6157 kJ/mol
Hazards
GHS labelling GHS02, GHS07
Pictograms GHS07,GHS08
Signal word Warning
Hazard statements H315, H317, H319, H411
Precautionary statements P261, P280, P304+P340, P312, P501
NFPA 704 (fire diamond) 1-1-1-0
Flash point 104°C
Lethal dose or concentration LD50 (Oral, Rat): > 2000 mg/kg
LD50 (median dose) LD50 (median dose): Rat Oral > 2000 mg/kg
NIOSH GVG232
PEL (Permissible) Not established
REL (Recommended) 3 ppm
Related compounds
Related compounds Vinyltrimethoxysilane
Vinyltriethoxysilane
Vinyltris(2-methoxyethoxy)silane
Methyltris(methylethylketoxime)silane
Gamma-Methacryloxypropyltrimethoxysilane
Aminopropyltriethoxysilane
Vinyltriacetoxysilane