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Dioctyl Adipate (DOA): A Down-to-Earth Dive Into the World of Plasticizers

Historical Development

Long before plastic wrap became kitchen mainstay, chemists started working on ways to make plastics more flexible. Agriculture, war, and the birth of the food packaging industry drove the search for better plasticizers throughout the twentieth century. Dioctyl Adipate came on the scene as part of this effort. Developed during a time when chemical innovation raced to keep pace with global demand, DOA emerged as a way to soften PVC without making it brittle. Research articles from the late 1940s reference its efficient synthesis and performance alongside phthalate options. As public awareness of phthalate toxicity grew in the next several decades, the market for esters like DOA expanded well beyond the vinyl flooring industry and into anything from automotive upholstery to hydraulic fluids. Its roots in industry run deep, and the story of DOA’s history echoes the broader themes of necessity, experimentation, and adaptation that shaped 20th century chemistry.

Product Overview

Didn’t matter what color the bottle—I always found the DOA drum at the back of the plastics warehouse by the faint scent and the slightly greasy feel that lingered on steel. DOA is a clear, nearly colorless oily liquid, not as sticky as some plasticizers but fairly viscous. People in manufacturing appreciate products like DOA for how they can change the performance and texture of otherwise brittle plastic material, especially PVC. Unlike some alternatives, DOA doesn’t give off much odor and isn’t listed as a major volatile organic compound contributor, making it acceptable for use in indoor environments. Industrial buyers choose DOA for products that need to stay flexible over a wide range of temperatures—from freezer bags to cables meant for harsh winters.

Physical & Chemical Properties

Every seasoned operator I knew could tell you DOA’s properties by heart: boiling point around 214 degrees Celsius at 12 mmHg, freezing at minus 67 degrees, and a density close to 0.92 grams per cubic centimeter. It practically laughs at water, refusing to mix thanks to its high hydrophobicity. You can stir and stir, but the two will always layer out. Chemically, DOA is an ester formed from 2-ethylhexanol and adipic acid—the structure explains its flexibility-enhancing power, and that long carbon chain makes for that signature oily feel. Heat stability fits the bill for packaging lines that run all day, and resistance to extraction by detergents means DOA-plasticized products survive household use without failing.

Technical Specifications & Labeling

Specifications for DOA get checked before the delivery truck even leaves. Purity goes above 99 percent by gas chromatography, acid value maxes out at about 0.1 mg KOH/g, and water content shouldn’t cross 0.1 percent. Flash point over 200 degrees Celsius gets safety staff’s nod for warehouse storage. Labels typically give the CAS number (103-23-1), the proper shipping name “Dioctyl Adipate,” and hazard statements if required for bulk shipments. In practice, I always double check the certificate of analysis before approving any batch for the formulation line. Out-of-spec batches stick out quickly; they can bring production to a halt if unchecked.

Preparation Method

The backbone of DOA production is a simple Fischer esterification. Mix adipic acid, a dicarboxylic acid, with 2-ethylhexanol and a trace of acid catalyst, often sulfuric acid. Heat the blend under reflux and constantly remove water—either by azeotropic distillation with an organic solvent or by using a Dean-Stark setup. The process demands attention to water removal; left unchecked, conversion stalls and the mixture wastes valuable input materials. After the reaction, neutralization and careful distillation remove excess alcohol, impurities, and catalyst residues, leaving behind a pure, clear liquid. The process scale-up brought plenty of learnings around heat control, catalyst choice, and efficiency improvements, but the fundamentals haven’t changed in generations.

Chemical Reactions & Modifications

DOA sits quietly on the shelf until exposed to acids, bases, or high temperatures over a long period. Its ester group can get hydrolyzed in the presence of water and acid or alkali, splitting back into adipic acid and 2-ethylhexanol. In lab settings, researchers sometimes modify DOA by introducing functional groups or blending it with other plasticizers to tailor flexibility or durability for specific end-uses. I’ve seen engineers test DOA copolymers in coatings that target improved UV resistance or better compatibility with engineering plastics. Though relatively stable under normal conditions, DOA will break down over time in the presence of heat, oxygen, or microbial action, which raises considerations for long-term outdoor use.

Synonyms & Product Names

Old-timers on the floor call it just DOA, but commercial paperwork brings out names like Dioctyl Adipate, Di(2-ethylhexyl) adipate, or even bis(2-ethylhexyl) adipate. Trade names shift depending on the producer; some go with “Plastikizer DOA” or “Adimoll DOA.” The chemical supply community doesn’t get too particular about synonyms—if you know the CAS number, you find the right drum.

Safety & Operational Standards

Enforcing proper storage and handling saves lives. DOA falls into a low-toxicity category, but large spills turn shop floors into skating rinks if workers don’t follow procedures. Manufacturing sites require goggles, gloves, and chemical-resistant boots, along with proper ventilation in confined spaces. Regulatory agencies such as OSHA in the United States set guidelines for workplace exposure, spill management, and waste disposal. Any leak or overexposure—rare but not impossible—demands quick action and rigorous reporting. Training new hires in safe handling isn’t optional, especially because DOA travels through pumps, pipes, and bulk tanks where a mistake can quickly turn costly. Emergency eyewash stations and MSDS sheets stay handy nearby.

Application Area

I’ve watched DOA shift from a staple in vinyl flooring to a star ingredient in consumer products. Food wrap and squeeze bottles, wire and cable insulation, pool liners, garden hoses, conveyor belts, gloves, car dashboards, medical tubing—the list grows each year. Engineers rely on DOA’s low temperature flexibility for products that survive Arctic cold or warehouse freezers. Food contact applications bring extra scrutiny, with regulators in the US and Europe spelling out migration limits into foods. The growth in medical plastics—tubes, bags, blood product storage—demanded extra purity and biocompatibility, which suppliers addressed with improved manufacturing and analytical controls.

Research & Development

Around 1980, pressure mounted to swap out phthalates, right on the heels of new toxicity data. R&D teams poured energy into new esters, and DOA stood out for balance: flexibility, low volatility, and relatively benign health profile. Today’s research continues to focus on greener preparation routes, recycling, and performance for “circular economy” requirements. Some teams explore bio-based sources for 2-ethylhexanol or adipic acid, aiming for renewable DOA that fits ESG goals. Others work on DOA blends that boost endurance in harsh chemical or UV settings. Analytical advances—better GC, LC-MS, and migration analysis—help teams fine-tune formulations and validate compliance with evolving regulations.

Toxicity Research

A public health concern pushed labs to look closely at plasticizer toxicity. Compared to phthalates, DOA generally causes less worry. Regulatory reviews show it doesn’t persistently bioaccumulate, nor does it trigger significant reproductive toxicity. Tests in animals have failed to show carcinogenic effects at plausible exposure levels. Occasional occupational studies note mild irritation or CNS effects at high exposures (hundreds of ppm), but standard workplace ventilation handles these issues. For food contact, both the FDA and EFSA have set migration limits based on chronic exposure studies with large safety factors. Ongoing research tracks DOA metabolites and breakdown products—some endpoints, like very early developmental exposures or atypical consumer uses, still fill journals with debate. Regulators and suppliers agree that continued vigilance matters, with new data and better tests always in demand to keep risk under control.

Future Prospects

DOA’s story isn’t near ending. Demand for flexible plastics stays strong—think electric cars, wind turbines, battery casing, smart packaging—where cold-resistance and food-grade safety matter. Biobased routes and “drop-in” recyclability become stronger factors, so companies who invest in new feedstock technologies take early lead on the next generation market. Regulatory pressure will keep shaping usage, especially for toys, medical, and food contact. New research into even lower migration rates, anti-microbial additives, and next-gen recycling loops keeps pushing the boundaries of what DOA can deliver. People who work with polymers expect DOA and its cousins to keep steady as key players, at least until a new wave of materials science breaks through barriers that esters alone can’t cross.



What is Dioctyl Adipate (DOA) used for?

How DOA Shows Up in Real Life

People walk through daily life without thinking about the chemicals behind their soft shoes, bendy plastic food wraps, or the seats in their cars. Dioctyl Adipate, usually listed as DOA on labels or in trade paperwork, doesn’t make headlines, but it crops up all over modern products. I’ve talked with folks in manufacturing who rely on DOA to bring flexibility to plastics and keep them durable through everyday use.

DOA acts as a plasticizer for polyvinyl chloride (PVC). Think about the garden hose that never kinks, or that clear shower curtain you grab at the hardware store. Both need to stay flexible, even if you use them over years. DOA steps in to give that stretch and softness. The alternative to flexible plastic is brittle, break-prone material—no one wants to wrestle with stiff plastic in the kitchen, bathroom, or car. Products that last longer or perform better often owe something to plasticizers like DOA.

Where People See the Impact

Many food packaging firms use DOA so they can sell wraps and films that bend without breaking. In car interiors, manufacturers reach for it so dashboards and seats flex and bounce back. Cable makers count on DOA because wires that snap and crack get dangerous fast. Flexible plastics, from medical devices to children’s toys sold in stores across the country, stay soft and safe thanks to careful chemical choices. The FDA, along with agencies in places like Europe and Japan, stepped up to make sure DOA sticks to safety standards before heading into anything that touches food or skin. Nobody wants chemicals leaching where they shouldn’t.

I once watched an engineer test two batches of cling film, one with DOA and one without. The batch using DOA stretched easily around bowls and didn’t tear at the corners—small convenience, but it adds up for families and businesses. This side-by-side comparison sticks with me because the difference was clear to any bystander, not just a chemist with graphs and spreadsheets.

What Science Says

DOA boasts a low toxicity profile. Groups like the FDA and the European Food Safety Authority review safety data before giving their stamp of approval. Real-world monitoring hasn’t turned up health concerns under current guidelines for contact with food or skin—though manufacturers have to stick to tight limits. Overexposure through the manufacturing process can mean health risks for workers, so smart companies use plenty of protective measures and check air quality during handling.

People sometimes ask why companies don’t switch to natural alternatives. Affordable, natural options struggle to meet both regulatory rules and the practical needs of industry. Research keeps marching forward, and engineers in universities and private labs keep hunting for safer, greener chemicals that work as well as DOA. Consumers can help by checking for eco-labels and supporting companies working toward transparent ingredient sourcing.

Moving Toward Solutions

If you want to make a difference, get curious about what goes into the things you buy. Companies respond to demand from people who read labels and ask questions. When you see products labeled with “phthalate-free” or bearing a certification mark, chances are good the supplier pays close attention to which plasticizers they use and how they test safety. Innovations come faster when everyone—scientists, business folks, everyday shoppers—keeps an eye out for both usefulness and safety.

Is Dioctyl Adipate (DOA) safe for food contact applications?

What Is DOA?

Dioctyl adipate—often called DOA—shows up a lot in flexible plastics, especially in things like food wraps and gloves. DOA belongs to a group of chemicals called plasticizers, which boost softness and flexibility. If you've pulled open a pack of sandwich meat or stretched cling film over leftovers, there’s a solid chance DOA was in the plastic.

The Science Behind Safety

Labs over the years have put DOA through rigorous testing for potential toxicity. It's not just about convenience; food packaging interacts directly with what we eat, so anything leaching into that space grabs my attention. Here’s what’s known: high doses over a long time can cause liver stress in lab animals, but those doses are much higher than what normal plastic leaching could deliver.

Agencies like the U.S. Food and Drug Administration (FDA) and the European Food Safety Authority (EFSA) have dug deep into this compound. Both organizations approve DOA for particular food contact uses—though guidelines set strict limits on how much can migrate from packaging into food. The migration limit stands at 18 mg per kg of food in the EU. Routine testing checks if manufacturers stick to these thresholds.

What about Real-World Exposure?

Life isn’t lived in a lab. I’ve worked with manufacturers who handle DOA and have seen them tweak formulas based on what regulators demand. Soft cheese wrappers, clear tub lids, and more—all need quality controls to make sure DOA leaching sits far below threshold levels.

In my experience, problems arise when companies chase shortcuts. Cheaper imported plastics sometimes skip compliance, and regulators only catch those with strong oversight at ports and factories. The responsibility doesn’t land just on regulators—I watch for the big brands, who hold suppliers accountable because their own reputation’s at stake.

Why the Debate Matters

Everyone deserves to trust that what they eat isn’t bringing hidden chemical risks. Stories about microplastics and hormone disruptors raise the bar on what’s considered “safe.” While DOA hasn’t shown strong evidence of harm at the regulated amounts, nobody wants a repeat of past mistakes—like with BPA.

Some concern lingers about long-term, low-level exposure or cumulative effects with other additives. People can’t easily know which plasticizer is in use—product labels rarely say. This matters more for pregnant people or those with young children, since developmental effects remain tricky to rule out completely.

Stepping Toward Safer Solutions

People ask for safer packaging, and that push has prompted research into alternatives. More companies are switching to bio-based or non-phthalate options, though they bring their own trade-offs, especially on cost and shelf life. The best-case scenario means keeping a tight leash on migration levels while continuing to develop safer substitutes.

For now, DOA shows a strong track record within limits. If you’re uneasy, opt for glass, wax paper, or brands that spell out their materials. Pushing governments and brands for more transparency pays off. Personally, I’d rather see every food contact material go through regular, independent reviews and for brands to say exactly what’s in their packaging.

Trust is built on clear data and accountability. Food contact chemicals, including DOA, don't always make the headlines, but they shape our health more than most realize.

What are the main properties of Dioctyl Adipate (DOA)?

The Look and Feel of DOA

Dioctyl Adipate, better known as DOA, has made a name for itself in the world of plastics and flexible materials. It’s clear, almost like water, with a mild scent that doesn’t overwhelm. If you’ve ever handled soft vinyl or flexible garden hoses, you’ve probably come across the work of DOA. Its texture stands out — an oily liquid that slips right off your fingers, never sticky or thick. It mixes well with most materials that crave flexibility. That gives it an edge in products that need to keep their shape but bend under pressure.

How DOA Performs in Everyday Use

DOA bends but doesn’t break. Its low-temperature flexibility is the gold standard. In practical terms, a vinyl curtain treated with DOA won’t turn brittle during a cold snap. Even at temperatures that send most plastics into panic mode, DOA keeps things smooth and flexible. This property makes it a favorite for freezer seals, medical tubing, and car interiors that face icy mornings. It doesn’t just shrug off the cold — it stays flexible season after season, proving its worth in real-world scenarios where slight differences mean fewer product recalls and fewer consumer headaches.

The Science Under the Hood

Chemically, DOA comes from reacting adipic acid with alcohols like 2-ethylhexanol. This process gives it stability. It doesn’t give up its molecules easily, even after years in tough environments. Where other plasticizers start to separate or leave residue, DOA remains part of the mix, providing lasting softness. Its resistance to water and many chemicals keeps it performing in places where spills and splashes could spell disaster for inferior products. Factories turn to DOA because it extends product lifespan — less cracking, less color fading, far fewer returns.

Health, Safety, and Environmental Impact

Questions about chemical safety come up all the time. DOA carries a better track record than many plasticizers that have landed on restricted lists. Studies show it doesn’t break down easily into harmful substances under normal use. That’s not a free pass for careless handling or disposal, but it does ease concerns about toys and food packaging that touch people every day. Regulatory agencies across the US and Europe have cleared DOA for many products that require direct human contact, so long as manufacturers stick to the game plan — clean processes, no shortcuts.

Challenges and Smarter Choices

Supply can take a hit during disruptions in the chemical industry, especially since making DOA relies on key raw ingredients. Rising oil prices often push costs higher. Manufacturers respond with recycling efforts or by blending DOA with other safer, more sustainable plasticizers. Scientists stay busy testing new options, but many come back to DOA for its track record and proven results. Responsible companies keep a close eye on both the quality of their DOA and the evolving rules around its use. That makes sense — nobody can afford a recall rooted in low-quality ingredients or outdated standards.

Where the Industry Goes from Here

Manufacturers who care about long-term relationships choose suppliers that deliver pure, well-tested DOA. Routine checks in the lab, careful monitoring of every batch, and investment in safer handling all help keep the supply chain strong. There’s also a growing conversation about moving beyond fossil-based chemicals to renewable sources. Some innovators have already produced DOA using plant-based feedstocks instead of petroleum. Their results show promise for a future with safer, greener plasticizers built on the foundation DOA laid down decades ago.

How should Dioctyl Adipate (DOA) be stored and handled?

Everyday Safety Habits for Industrial Chemicals

Working with chemicals like Dioctyl Adipate teaches you to treat every barrel or drum with respect. With DOA, a popular plasticizer used in making flexible plastics and coatings, keeping folks safe means going beyond just “following protocol.” No one wants to deal with leaks, exposure, or ruined product, so paying attention to proper storage and handling can save a lot of headaches.

Storage Isn’t Just a Warehouse Job

DOA holds up well under the right conditions. Direct sunlight or a hot warehouse can create problems, though—the substance can start to break down or lose quality. Temperature swings mean some product sweats or condenses, which eventually leads to off-spec batches. Tanks and containers should sit in dry, well-ventilated spaces, out of the heat and away from open flames or electrical panels. Humidity creeps in too, so folks using DOA often install dehumidifiers or run ventilation fans. Fire codes and insurance inspectors both want to see clear labels and “no smoking” signs, but real lives depend on that signage too.

My time working in industrial chemical storage showed that even ordinary things like stacking drums or storing them two rows deep can create safety problems. Drums stacked too high sometimes tip over during loading, especially after a rain leaves everything slick. Shrink-wrap, drum racks, and anti-static straps all play a part in keeping these common accidents from happening. Pallet quality gets overlooked. A busted plank on one pallet can topple a stack—costing both money and possibly someone’s back.

Putting Gloves On for Every Transfer

Handling DOA might look harmless. It feels oily and doesn’t have the sharp bite you get from solvents or acids, but skin exposure adds up. Gloves—usually nitrile or neoprene—stay standard. It’s easy to get careless, especially on busy shifts, but no one wants to find out what chronic exposure can do. Goggles and splash shields also pop up often in the best-run sites. Spills happen when someone loses focus, so quick-access spill kits, proper drainage, and clear escape routes can make the difference between a mess and a medical emergency.

Training: More Than a Checklist

Even the best rules mean nothing without buy-in from the crew on the ground. New hires shadow experienced employees before they touch a valve. Older workers check fill gauges, inspect hoses, and watch for leaks as a matter of habit. One plant I visited ran safety drills by pouring a colored liquid near a drum so people could practice response in real time. That sort of preparedness pays off if something goes wrong—early detection lets you contain issues before they spread.

Regulations Shape Daily Practice

DOA falls under several safety standards, including OSHA’s guidelines and local fire codes. Regular audits and MSDS sheets give everyone the same information, so even if your memory slips, you can look up flash points and cleanup steps. Wastewater rules mean every spill, no matter how small, goes into a designated drum, not down the drain. Labeling and recordkeeping sometimes feel like paperwork for paperwork’s sake, but they keep everything traceable if a batch gets flagged for contamination.

Responsible Storage: A Group Effort

Protecting people and the environment isn’t just a management issue. It starts with the person stacking pallets and ends with the records kept on every container. Making storage and handling part of daily routines builds a safe environment and ensures good product quality. Everyone—warehouse workers, safety managers, truck drivers—plays a role. That’s how you keep both the business running and people healthy for the long haul.

Is Dioctyl Adipate (DOA) compatible with other plasticizers?

Making Sense of Plasticizer Blends

I remember watching factory lines churn out soft vinyl products in my early days in the plastics industry. Every machine pulsed with the thump of chemistry and economics, and that’s where questions about mixing one plasticizer with another cropped up time and again. Dioctyl adipate, or DOA, kept showing up in those conversations, not just as an option but as a reliable workhorse for flexibility and cold resistance. Folks in production wanted to know if pairing DOA with other plasticizers would make their products better, more durable, or easier to process. Turns out, blending isn’t just possible; sometimes, it’s the secret sauce.

What Blending Means for Properties

Soft PVC in footwear, cables, and even thin films owes much to the right balance of plasticizers. DOA stands out for keeping PVC supple and soft even when the temperature drops. But not every application only wants cold flexibility. Some cases demand better resistance to extraction by oils or want to nudge cost down without sacrificing all the softness or durability.

Mixing DOA with something like dioctyl phthalate (DOP) or diisononyl phthalate (DINP) lets manufacturers hit a sweet spot between price and performance. There’s some solid research backing this up: A study in the Journal of Vinyl & Additive Technology found that combining DOA with phthalates improved flexibility at low temperatures and kept the processing window pretty wide. Workers on the floor see this right away—vinyl strips stay flexible, don’t crack in the cold, and cost doesn’t spiral thanks to cheaper phthalate blends.

Why Compatibility Isn’t Always Trouble-Free

Not every plasticizer pairs well. I’ve seen batches where poor choices led to sticky products, phase separation, and, worst of all, unpredictable performance once those products hit the real world. DOA generally blends well because its molecular structure lines up nicely with other common plasticizers, reducing the risk of these headaches. Still, plasticizers like trimellitates bring higher extraction resistance, and mixing them with DOA sometimes calls for careful balance to make sure there’s no performance dip or safety issue. I worked with lab teams who ran extraction and migration tests, looking for the telltale leaching stains on aging test pads—boring work, but the kind that prevents recalls.

The Tough Call: Safety and Regulation

As a parent, news about chemicals in kids’ toys catches my eye. DOA generally lands in the safer category for many global standards, earning trust for food contact applications and soft film wraps. Not every plasticizer can say that. Some, like DOP, face tighter scrutiny in places like California and the EU. Mixing DOA into blends reduces the overall health risk, and that’s not just a box checked on a compliance sheet. Responsible producers want to make blends that pass not just today’s tests but whatever regulators throw at them tomorrow.

Paths Forward

Science and good sense both point to practical ways for producers to get the most out of DOA. Equip teams with up-to-date data on migration and extraction resistance. Bring lab-scale testing into every new blend before scaling up. Keep an eye on regulations and market demands. There’s no one-size-fits-all blend, but staying informed means better decisions. Producers who put the extra effort into compatibility checks save themselves and their customers real headaches later on.

Dioctyl Adipate(DOA)
Names
Preferred IUPAC name bis(2-ethylhexyl) hexanedioate
Other names Bis(2-ethylhexyl) adipate
Di(2-ethylhexyl) adipate
DOA
Adipic acid dioctyl ester
Dioctyl adipate
Di-octyl adipate
Octyl adipate
Pronunciation /daɪˈɒk.tɪl ˈæd.ɪ.peɪt/
Identifiers
CAS Number 103-23-1
Beilstein Reference 1902976
ChEBI CHEBI:35478
ChEMBL CHEMBL1646
ChemSpider 6437
DrugBank DB11255
ECHA InfoCard 100.017.900
EC Number 204-211-0
Gmelin Reference 613681
KEGG C02572
MeSH Dioctyl Adipate
PubChem CID 8275
RTECS number AD4375000
UNII NJ2U11M7D9
UN number UN3082
CompTox Dashboard (EPA) DTXSID0022737
Properties
Chemical formula C22H42O4
Molar mass 370.57 g/mol
Appearance Colorless, oily liquid
Odor Mild odor
Density 0.924 g/cm³
Solubility in water Insoluble
log P 8.1
Vapor pressure 0.001 mmHg (20°C)
Acidity (pKa) > 25.6
Basicity (pKb) pKb: 3.8
Magnetic susceptibility (χ) −9.55×10⁻⁶
Refractive index (nD) 1.445
Viscosity 13-17 mPa·s (at 25°C)
Dipole moment 2.4–2.7 D
Thermochemistry
Std molar entropy (S⦵298) 478.6 J·mol⁻¹·K⁻¹
Std enthalpy of formation (ΔfH⦵298) -751.6 kJ/mol
Std enthalpy of combustion (ΔcH⦵298) -12560 kJ/mol
Pharmacology
ATC code A06AA11
Hazards
GHS labelling GHS07, GHS08
Pictograms GHS07, GHS08
Signal word Warning
Hazard statements H317: May cause an allergic skin reaction.
Precautionary statements Precautionary statements: "Wash thoroughly after handling. Wear protective gloves/protective clothing/eye protection/face protection. If skin irritation occurs: Get medical advice/attention. Take off contaminated clothing and wash it before reuse.
NFPA 704 (fire diamond) NFPA 704: 1-1-0
Flash point 196°C (Closed cup)
Autoignition temperature 355 °C
Lethal dose or concentration LD50 oral, rat: > 25,000 mg/kg
LD50 (median dose) LD50 (oral, rat): 9000 mg/kg
NIOSH NIOSH: JM9175000
PEL (Permissible) 5 mg/m3
REL (Recommended) 5 mg/m³
Related compounds
Related compounds Diisooctyl adipate (DIOA)
Dibutyl adipate (DBA)
Diethylhexyl adipate (DEHA/DOA)
Dioctyl phthalate (DOP)
Diisononyl adipate (DINA)
Diheptyl adipate (DHA)
Diisononyl phthalate (DINP)
Dimethyl adipate (DMA)