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Understanding Isobornyl Acrylate: Insights for the Present and Future

A Look Back: How Isobornyl Acrylate Found Its Place

Chemistry has a long memory. I remember as a student reading about the mid-century race to develop better plastics and adhesives. Out of that period, Isobornyl Acrylate (IBOA) swept in—raising interest for its flexibility, light weight, and transparent finish. Before the era of LEDs and advanced dental composites, the acrylic family was already shifting manufacturing standards. Gradually, the blend of natural camphor derivatives and acrylic chemistry gave birth to IBOA, enhancing coatings, adhesives, and medical devices. Historical records trace early patent claims and reports from Japanese and European laboratories that drove the material from academic interest into mass-market value. Now, decades later, it feels almost ordinary to see IBOA in everything from touchscreens to advanced inks. This track record reminds us that today’s niche products may lay tomorrow’s industrial foundation.

Digging into Isobornyl Acrylate: What Sets It Apart

Many folks outside chemical fields might glance at IBOA and see just another clear, sticky liquid. Those who actually work with it know otherwise. This acrylic monomer, built around a bicyclic ring structure, resists scratching and yellowing much better than standard acrylics. Engineers prize its solid weather and UV resistance for outdoor coatings. Its appearance hides a high glass transition temperature, so finished objects don’t get gummy in the heat. Compared to its cousins like methyl methacrylate, IBOA brings a degree of rigidity—and at the same time, a measure of flexibility—that lets coatings maintain gloss and toughness in the same breath. Its moderately high refractive index is crucial for optics; it matters whenever fine print, clear displays, or sunlight glare trouble product design.

The Science Behind the Stuff: Properties and Reactions

Learning about IBOA’s molecular behavior changed how I approach formulation work. This compound doesn’t simply melt into solutions. Its ring structure stands up to stress, so coatings hold up against repeated flexing and cleaning. With a molecular weight just under 200, IBOA’s boiling point sits high enough to limit evaporation losses during production. Its functional acrylate group makes polymerization straightforward using free radical methods—thanks in part to that familiar acrylate “double bond” ready to form long chains. Manufacturers can tweak surfaces or chain lengths by reacting it with thiols, isocyanates, or other acrylates. From a safety angle, the compound’s flammability keeps everyone on their toes, but proper design and containment reduce those concerns.

Technical Standards and Labeling Realities

I’ve read plenty of standards manuals underscoring the need to spell everything clearly. Industry guidelines call for labels noting CAS number 5888-33-5, UN classification for hazardous liquids, and information on purity levels, stabilizer content, or residual monomers. This isn’t just legal compliance—actual operators want details on shelf life, recommended storage temperatures, and the right PPE. Experience in R&D taught me to never assume everyone can recognize IBOA by its chemical smell. A well-labeled drum prevents a minor accident from turning into a full-blown safety incident.

Making Isobornyl Acrylate: A Closer Look at Preparation

Processes for producing IBOA typically start by combining isoborneol and acrylic acid—in the presence of acid catalysts. The esterification reaction yields the acrylate ester and water. To drive production forward, manufacturers use techniques like azeotropic distillation and separation, keeping water from slowing things down. Careful purification ensures that the monomer comes out clear and free from excess acid or unreacted starting materials. Anyone who’s worked in a plant knows the value of quality control at every step. Bad batches cost more than just money; they risk damaging equipment or generating hazardous waste. Success depends as much on vigilance as on chemistry.

Names and Synonyms in Industry Conversations

On paper, you’ll find names like 2-Bornan-2-yl acrylate, Isobornyl ester of acrylic acid, or Isobornyl acrylate. During meetings, most chemists shorthand it to IBOA—and everyone knows what they mean. From suppliers to downstream users, consistent naming clears up confusion. It struck me years ago that a wrong order caused by a naming mix-up stalled an entire packaging line. That headache drove home the point: clarity in product names makes or breaks operations.

Safety Matters and Operational Best Practices

Safety discussions often get brushed aside in pursuit of faster runs or higher yields. Past work in industrial environments taught me otherwise. Raw IBOA can irritate skin or eyes, so facility managers enforce gloves, goggles, and working under exhaust hoods. Spills demand immediate cleanup because the material’s volatility brings potential ignition risks. Regulatory frameworks—like OSHA guidelines or EU REACH regulations—frame safe use, but daily discipline at the bench does the real work. Regular training, up-to-date data sheets, and clear labeling mean fewer accidents and safer workplaces. I’ve seen firsthand that culture around chemical safety grows out of honest conversations about risk, not just paperwork.

Application: Where IBOA Shows Up in the Real World

IBOA’s reach goes far beyond the lab. Its main role—inside adhesives and pressure-sensitive tapes—holds together electronics, medical devices, or construction panels. People touch it every day without a second thought. In dental resins, IBOA’s low viscosity and good mechanical integrity help crowns and fillings stand up to chewing and temperature swings. Manufacturers value its resistance to discoloration in UV-cured inks for labels and packaging—all those colorful graphics in stores rest lightly on IBOA’s shoulders. Art restorers sometimes use it in protective coatings for paintings and sculptures exposed to the elements. These practical outcomes remind us that chemistry only matters when it solves real problems.

The Unending Push: Research and Development Frontiers

Researchers keep searching for new ways to improve or replace IBOA. Some teams focus on renewable starting materials to shrink reliance on petrochemicals. Others try to boost the cross-linking rate or graft antioxidant groups onto the molecule, aiming for even more robust coatings. Scientists studying photoinitiated reactions push for faster curing at lower energy costs—vital for mass-production. Engineers tackle recyclability and compostability, racing to keep up with stricter environmental rules. Industry-academic partnerships play a big role here. Many innovations in acrylic chemistry started as side projects at universities before making their way into factories. As ideas move from papers to patents, everyone—producers and end-users—benefit from cross-pollination.

Facing Toxicity Head-On: Open Questions and Hard Data

Any discussion about IBOA must deal with health effects. Overexposure brings skin irritation, and studies in animals highlighted signs of eye and respiratory irritation at higher doses. Chronic toxicity doesn’t grab headlines, but careful studies chase down risks of sensitization—where repeated exposure makes allergies more likely. Regulatory reviews in Europe, Japan, and the US often point to low hazard in typical use, provided precautions stay in place. Still, every new application raises fresh questions: what happens if monomer residue leaks from medical devices? Can recycled plastics containing IBOA enter food packaging without risk? Answers come slowly, but industry and academia both recognize the need for transparent, peer-reviewed research. Documented health incidents push manufacturers to invest in safer formulations and better process controls. My own respect for toxicological complexity grew after seeing minor workplace rashes turn into serious worker-compensation cases. Balancing innovation and public trust relies on hard data, not hopes.

Looking Forward: Isobornyl Acrylate’s Role Tomorrow

Polymer chemistry rarely stands still. IBOA already shapes sectors from printing to healthcare, but tomorrow’s demands could look different. Regulations on volatile organic compounds, recycling mandates—these push companies to rethink materials and methods. IBOA’s performance draws interest for lightweight automotive finishes, high-durability architectural glass, and even flexible electronics. Scientists experimenting with bio-derived inputs may help IBOA shed its fossil origins, making it a more sustainable choice. New end uses, like wearable sensors or advanced microfluidics, wait on breakthroughs in monomer design and polymerization control. Nobody owns the future of materials, but the pursuit of safer, stronger, greener solutions keeps innovation alive. By weaving together long-standing expertise and open curiosity, the field will move forward, just as it always has.




What is Isobornyl Acrylate (IBOA) used for?

Getting to Know Isobornyl Acrylate

Some chemicals stick around quietly in the background, doing the real work without making headlines. Isobornyl Acrylate, or IBOA, fits that mold. Produced as a colorless liquid, IBOA comes from raw materials found in pine trees and then shaped into something valuable for modern manufacturing. I first ran into IBOA when researching the adhesives behind medical bandages and the clear coatings that protect electronics. Since then, I’ve seen references to this material pop up in several industries that most of us rely on daily.

Big Role in Adhesives and Coatings

Walk into a drug store and take a look at the packaging for wound care products. Strong, flexible adhesive is the silent partner holding those bandages in place. IBOA gives adhesives the balance they need—firm, but not brittle. In electronics, like the smartphones we glance at all day, coatings based on IBOA protect touchscreens from scratches and chemical attacks. Its structure resists yellowing from light, which means clear phone cases and tablet screens keep their transparency over time.

Key Ingredient in UV-Curable Products

The push toward faster, cleaner manufacturing started pushing industries to try new ways to cure coatings and inks. UV curing uses ultraviolet light to set things fast, cutting down on air pollution and saving energy. IBOA steps in here because it responds well under UV light, turning liquid monomers into solid coatings in seconds. That’s why printers and furniture makers like it; you can get hard, attractive finishes in less time and with less mess than air-drying paints.

Medical Uses and the Safety Conversation

Hospitals rely on devices that need tough, biocompatible adhesives—catheters, sensors, ostomy supplies, and more. IBOA often enters the discussion as a base ingredient in the sticky parts where flexibility and reliability count. I’ve seen FDA-cleared medical adhesives that credit IBOA for keeping devices secure without irritating the skin for most people. Still, a few reports link it to rare cases of skin sensitivity. That last part keeps safety experts on their toes, and over the years I've noticed manufacturers investing in more testing and clear labeling so people know what’s touching their skin.

Sustainability Questions

Natural resources serve as a starting point for IBOA, but the full story’s more complicated. Factories use energy to turn pine-based materials into that neat colorless liquid. Makers now look at plant-based raw materials to cut the carbon footprint, and I’ve read recent studies about recycling post-consumer plastics into new chemical feedstocks. Real progress comes when companies share data on emissions and waste, leading the way to materials that do their job without creating long-term environmental headaches.

How Manufacturing and Health Come Together

IBOA helps industries meet the demand for stronger, clearer, and safer products. But these benefits also push us to stay critical—always ask what’s in the things we use and press companies for more safety testing and environmental transparency. Industry leaders who back up their claims with peer-reviewed data and track record of regulatory compliance build trust, and consumers like me keep an eye out for credible labels and detailed ingredient lists.

Pushing for Smarter Choices

Engineers and designers shape tomorrow’s products, and smart policies can push materials science in a healthier direction. Detailed disclosures, government oversight, and company-backed research help everyone make informed choices. The discussion about IBOA isn’t just about chemistry, but about how innovation can fit into a responsible future—where performance, health, and the environment sit on equal ground.

What are the safety precautions when handling IBOA?

IBOA Puts Workers at Risk Without Proper Care

Most folks outside the chemical industry won’t recognize isobornyl acrylate, or IBOA for short. It pops up in adhesives, inks, coatings, and 3D printing resins. Because of IBOA’s widespread use and its real hazards, every worker around this material deserves honest talk about safety.

Hands-On Hazards: The Reality of IBOA Exposure

IBOA’s greatest dangers show up during firsthand work—breathing in vapors and getting the liquid or mist on skin or in eyes. According to OSHA and hazardous substance guides, skin contact can trigger allergic reactions, rashes, redness, and sometimes severe dermatitis. Inhaling IBOA can irritate the nose and throat or cause trouble for workers with asthma or sensitivities. Long-term or repeated exposure piles on the risk, causing sensitization so that even small amounts set off strong responses.

Simple Barriers Make a Difference

Many people ignore basic safety gear thinking it slows them down, but the right gloves, splash goggles, and chemical-resistant aprons matter more than speed. Nitrile gloves give much better protection against IBOA than cloth or latex options, which can break down. For the face and eyes, tight-fitting goggles or a full face shield stop accidents that could cause lasting injury. In my own years working with solvents in industrial shops, I saw too many folks suffer burns or persistent skin problems because they wiped a spill away bare-handed, thinking they’d “just wash afterward.” The best habit is not letting the chemical touch you at all.

Vapor Isn’t Just Someone Else’s Problem

Fumes sneak up on everyone—not just the worker at the mixing bench. Proper ventilation keeps the workplace air clear enough to stop coughing fits and severe headaches. This means setting up exhaust systems, fans, or at least open windows that keep air moving away from your breathing zone. Fume hoods play a big part in labs or smaller shops, containing vapors that otherwise fill the room. If local exhaust isn’t possible, wearing the right type of respirator—approved for organic vapors—keeps workers breathing easy.

Spills: Fast Response, Not Just Good Luck

IBOA splashes require quick thinking. Spills dry up or get tracked around fast, harming not just the spiller but everyone who walks by later. Kits with chemical absorbents, sturdy scoops, and labeled waste containers make cleanups smoother. Washing the affected area with running water for at least 15 minutes after skin contact often limits harm. In the real world, no one anticipates every accident—so supervisors and coworker teams who rehearse basic spill responses see fewer hospital trips.

Training and Clear Labels Matter Just as Much

Spotting hazards on a busy floor starts with seeing the right warning labels and reading the safety data sheet. Regular training—short hands-on briefings and actual practice—beats online quizzes every day. Anyone who works near IBOA needs to know where eyewash stations and showers are, how to wear gloves right, and the quickest exit routes if a bigger accident happens.

Openness and Respect for Ordinary Precautions Save Lives

People treat chemical risks with skepticism until they watch a friend suffer a chemical burn or winding trip to the ER. Taking small actions each day—good gloves, open windows, real teamwork in emergencies—pays off. The strongest safety cultures grow out of this grounded respect, not just rule-following. In busy workplaces, it’s always the details in real-world habits, not the paperwork, that make IBOA safe to handle.

What is the chemical structure or formula of IBOA?

What You’re Working With

Isobornyl acrylate—shortened to IBOA—shows up in a surprising number of products from dental fillings to coatings on tabletops. Most people never get close enough to a lab bench to see its chemical formula, but behind the scenes, IBOA’s structure carries a real impact. Its molecular formula stands as C13H20O2. Nothing too complicated, but those atoms sit in a shape worth knowing about. IBOA features a bulky isobornyl group attached to an acrylate group. That “isobornyl” portion brings a tough, three-ringed structure, the sort you find in natural camphor. One end of the molecule wants to react—thanks to the acrylate group—which lets it connect and crosslink with other chemicals during curing. So in one small structure, you have muscle and opportunity.

Why Structure Matters in the Real World

Manufacturers appreciate IBOA because the molecule doesn’t break under pressure. The rigidity from the isobornyl group stops coatings, resins, and dental adhesives from turning rubbery or soft. Acrylic-based materials, once cured, benefit from that backbone: people trust surfaces that hold their gloss and resist scratches day after day. Furniture makers rely on just this sort of toughness for tabletops that handle heat, spills, and forks.

In dentistry, the stakes go up. You want fillings and sealants with low shrinkage. That’s a direct result of IBOA’s structure. It holds on to its dimensions better than plenty of alternatives. Each time a curing light flashes in a dentist’s office, those IBOA molecules lock in place with only minor movement, which means less stress on the tooth and less discomfort for the patient.

Safety and Health Still Stand as Priorities

People sometimes get nervous when they hear about chemicals they can’t pronounce. IBOA has raised eyebrows over the years due to some cases of skin sensitization among workers. Not everyone reacts, but enough cases have come up for manufacturers and occupational safety regulators to suggest gloves and good ventilation whenever large volumes of IBOA come into play. The substance does not rank among the most hazardous acrylates out there, but folks deserve clear information and reasonable protections.

No chemical in daily life is above scrutiny. That goes for well-known ingredients like IBOA, even with its solid performance history. Researchers continue to look at skin contact data and workplace exposure studies—the goal remains to reduce reactions wherever possible and to keep health at the center of industrial decision-making.

What Can Improve the Status Quo

Reformulation isn’t just a buzzword. Chemists focus on tweaking the way IBOA gets used in products to minimize free monomer left after curing. Less loose chemical means fewer chances for contact with skin or leaks into the air. Some research labs have tried blending IBOA with other acrylates aiming to keep performance high while lowering the risk of irritation.

Moving forward, ingredient transparency ranks high. People should get to read labels and safety data sheets in clear language. It’s always better when users—be it in dental offices, print shops, or factories—can make informed choices about gloves, masks, and handling.

Anyone who works with IBOA knows the backbone it brings to materials. With good chemistry and good information, benefits shine and risks step aside.

Is Isobornyl Acrylate compatible with other acrylates in formulations?

Understanding Why Chemists Reach for Isobornyl Acrylate

Isobornyl acrylate shows up in labs everywhere for a reason. Its unique molecular structure—imagine a rigid bicyclic ring attached to a flexible acrylate group—brings a mix of hardness, clarity, and low odor to coatings, adhesives, inks, and 3D printing resins. I remember my first encounter with it while working on UV-cured coatings for automotive parts. It let us tweak the hardness of the topcoat without losing flexibility or making the surface brittle. The excitement among the team was real, especially once we realized we could offset its high glass transition temperature by pairing it up with softer acrylates.

How Isobornyl Acrylate Behaves with Other Acrylates

Formulators often wonder if isobornyl acrylate will “play nice” with more common acrylates like methyl, butyl, or hydroxyethyl acrylate. It does, to a point. Its physical and chemical compatibility isn’t magic; it comes down to how you balance ratios in the mix. Add too much isobornyl acrylate and your resin grabs a brittle character, which might work for scratch resistance, but at the cost of impact resistance. Keep it in check, and you’ll notice a beautiful balance of clarity and surface hardness—ideal for optical applications like lenses or display screens.

Acrylic chemists often lean on peer-reviewed studies, and several published papers highlight how mixing isobornyl acrylate with other acrylates extends the range of mechanical properties a product can show. One 2021 study found that low-level blending with softer acrylates—such as butyl acrylate—brings flexibility while keeping high gloss. Drop in hydroxyethyl acrylate, and you introduce more hydrogen bonding, improving adhesion. Every time I’ve worked with these blends, I’ve seen firsthand that adjustments at the formulation bench bring dramatic shifts in finished product behavior.

Challenges Chemists Face with Blends

There’s no perfect recipe. Isobornyl acrylate stands out for its low viscosity, so people often use it as a reactive diluent—to thin out syrupy resins without dumping in tons of solvent. Not all acrylates play along this way. Mismatched viscosities cause issues; streaks and incomplete curing happen if you don’t homogenize mixtures properly before UV or thermal curing. Once, on a high-volume floor coating project, we rushed the blending stage, only to spot incomplete cures under certain lights. We learned always to check the raw materials’ compatibility using small-batch tests, spot heating, and actual cure performance in real-world conditions.

Another wrinkle: some acrylates contain functional groups that interact with isobornyl acrylate’s ring structure in less predictable ways, changing the polymerization speed or causing phase separation if you push concentrations. Crosschecking reactivity, using differential scanning calorimetry and real microscopy, helps avoid unpleasant surprises.

Moving Toward Better Solutions

Ongoing research and open communication inside formulation teams make the biggest difference. Suppliers continue to add more purity standards and comprehensive technical data for their acrylates. Certification bodies now demand a closer look at food safety and toxicity, especially where isobornyl acrylate is concerned. With more regulatory scrutiny, keeping up-to-date on the material safety data sheets and compliance documents becomes a routine part of every project.

The best advances happen when teams experiment with blend ratios and real-world trials. Tapping into the experience of colleagues and suppliers can help catch issues early. Isobornyl acrylate brings a lot to the table, and with careful formulation and good communication, it continues to open up options for reliable, high-performance acrylic products.

How should Isobornyl Acrylate be stored and transported?

Direct Experience with Chemical Safety

Working in a lab brings home the reality that chemical safety isn’t just a guideline—it’s the line between routine work and an emergency. Isobornyl acrylate, used often in adhesives and coatings, brings risks that call for more than a locked cabinet. Ignoring safe handling has led to evacuations, spoiled products, and in worst cases, hospital trips. Drawing from years hands-on with this chemical, it’s clear that treating it with extra care protects both people and business.

Why Storage Matters

Isobornyl acrylate reacts with air and light. Leaving a drum uncovered or out in the sun doesn’t just drop product quality—it opens up risks of skin irritation, fire, and worse. From the beginning, we kept containers in cool, dry rooms. Even a summer afternoon could send temperatures climbing and trigger unwanted reactions. Clean, well-marked containers go a long way; any leaks or cracked seals are flagged right away. Investing in steel drums with tight closures paid off, keeping fumes from spreading and sparing us cleanup work.

Temperature and Sunlight: More Than Checkboxes

Some folks in my field believed any old storeroom would do. We learned fast—a stuffy corner in July led to off-gassing and bad headaches for the whole crew. Keeping stocks between 2°C and 8°C creates a reliable safety margin. Opening a fresh barrel below these temperatures, acrylate pours clean and clear every time. Direct sunlight can kickstart polymerization. Shade, closed doors, and blackout curtains keep the material stable. Even a bit of exposure leaves visible clumps that result in product loss and wasted money.

Humidity, Contamination, and Labeling

Moisture in storage rooms invites uncontrolled reactions. A small puddle around a cap once made for a tense afternoon. Now, the crew checks for any condensation before stacking containers. Each one gets a date and a batch code—tracking down a problem takes minutes, not days. Anyone who’s faced a surprise spill knows labeling saves time and headaches.

On the Road: Safe Transport Requirements

Experience with shipping chemicals taught me that bouncing cargo and cracked seals create real hazards in transit. Anything less than a tightly sealed, upright drum risks leaks. We train drivers to spot damaged packaging before loading up, using pallets to keep drums steady and upright. UN-certified containers offer an added layer of security—insurance carriers check for proper stamps before approving a shipment.

Ventilation during shipping isn’t just a checklist item. We learned that closed vans and warm trucks built up dangerous fumes fast. Whenever possible, we ship in ventilated vehicles and avoid direct sun through windows. If shipments crossed long distances, temperature loggers stayed inside the pallets, flagging any issues long before delivery.

What Works: People, Procedures, and Planning

OSHA and international guidelines lay down the law, but real safety comes from hands-on prevention. Training everyone, from the warehouse to the driver’s seat, has cut down mistakes and near-misses. Packing spill kits and fire extinguishers next to incoming shipments put out several minor fires before they turned serious. Constant checklists and regular audits replace guesswork with confidence.

The stakes are high with isobornyl acrylate. Putting safety checks in place protects teams, products, and the bottom line. From careful storage to smart transport, these routine steps keep operations running and people healthy.

Isobornyl Acrylate (IBOA)
Names
Preferred IUPAC name 1,7,7-Trimethylbicyclo[2.2.1]heptan-2-yl prop-2-enoate
Other names 2-Bornan-2-yl acrylate
Isobornyl 2-propenoate
Isobornyl acrylate
Bicyclo[2.2.1]heptan-2-yl acrylate
Pronunciation /ˌaɪ.səˈbɔː.nɪl əˈkrɪ.leɪt/
Identifiers
CAS Number 5888-33-5
3D model (JSmol) Isobornyl Acrylate (IBOA) JSmol 3D model string: ``` CC1(C2CCC1(C(C2)C)OC(=O)C=C) ```
Beilstein Reference 1721051
ChEBI CHEBI:58797
ChEMBL CHEMBL1632514
ChemSpider 21106306
DrugBank DB11319
ECHA InfoCard 10f5c6c7-898a-4a27-a820-ccc5b2c42a6d
EC Number 203-619-4
Gmelin Reference 1222071
KEGG C18603
MeSH D015352
PubChem CID 85946
RTECS number UC4100000
UNII 6F5OC8U25R
UN number UN2489
CompTox Dashboard (EPA) DTXSID2020707
Properties
Chemical formula C13H20O2
Molar mass 196.28 g/mol
Appearance Clear liquid
Odor Characteristic odor
Density 0.990 g/cm³
Solubility in water Insoluble
log P 2.95
Vapor pressure 0.04 mmHg (25°C)
Acidity (pKa) 4.5
Basicity (pKb) pKb = 8.84
Refractive index (nD) 1.474
Viscosity 6 mPa·s
Dipole moment 3.35 D
Thermochemistry
Std molar entropy (S⦵298) 399.86 J·mol⁻¹·K⁻¹
Std enthalpy of formation (ΔfH⦵298) −454.0 kJ/mol
Std enthalpy of combustion (ΔcH⦵298) -4259 kJ/mol
Pharmacology
ATC code
Hazards
GHS labelling GHS02, GHS07
Pictograms GHS02,GHS07
Signal word Warning
Hazard statements H317, H319, H411
Precautionary statements P261, P264, P272, P273, P280, P302+P352, P305+P351+P338, P333+P313, P337+P313, P362+P364
NFPA 704 (fire diamond) 2-2-2-"
Flash point Flash point: 94°C
Autoignition temperature 316°C
Explosive limits Explosive limits: 1.1% (LEL) – 7.0% (UEL)
Lethal dose or concentration LD50 (oral, rat) > 5,000 mg/kg
LD50 (median dose) LD50 (oral, rat): 4370 mg/kg
NIOSH Not Established
PEL (Permissible) PEL: 0.05 ppm
REL (Recommended) 0.05 ppm
Related compounds
Related compounds Isobornyl methacrylate
Bornyl acrylate
Methyl methacrylate
Ethyl acrylate
Hydroxyethyl acrylate