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Soybean Oil Fatty Acid Amphoteric Imidazoline: Insight and Future Directions

Historical Development

Long before the days of cutting-edge surfactant chemistry, people relied on natural oils for practically everything from lighting lamps to protecting wooden tools from moisture. Soybean oil, once mainly pressed for cooking or livestock feed, grew into a chemical raw material as demand grew for sustainable alternatives to petroleum-based chemicals. In the 1970s, researchers began exploring new formulations of surfactants that blended performance with a greener source. During this wave of experimentation, chemists hit on imidazoline rings—a structure known for its ability to combine with various side chains. Adding soy-derived fatty acids turned out to be both practical and effective. What started as a neat lab trick has now turned into a full segment of the chemical industry, driven by the big push toward renewable feedstocks and less toxic process chains.

Product Overview

Soybean oil fatty acid amphoteric imidazoline doesn’t sound like something you see every day, but it pops up wherever folks want powerful foam, good cleaning, and less skin irritation. This amphoteric surfactant means it plays nicely in both acidic and alkaline environments, so it doesn’t break down or lose its touch when conditions change. Chemists built the molecule to straddle both hydrophilic and lipophilic worlds, thanks to the soy fatty acid “tail” and the imidazoline “head.” Over the past decade, this compound has found a place in heavy-duty detergents, oil drilling fluids, textile agents, and sometimes even in niche personal care. It balances performance and eco-safety—a tough thing to get right in specialty chemicals.

Physical and Chemical Properties

What most operators notice first is the thick, slightly amber liquid. Unlike some more volatile surfactants, there’s not much sharp odor or fuming during handling. It dissolves well in most water-based mixes and tolerates the hard water often found in industrial zones. Viscosity checks run higher than commodity imidazolines, which helps stabilize emulsions. The pH lands near neutral but can shift a little depending on dilution, and that’s important for anyone blending cleaners that need to be skin-friendly or work near sensitive equipment. Unlike some alternatives, this soy-based imidazoline resists breakdown in the presence of calcium or magnesium—compounds that typically create headaches during industrial cleaning.

Technical Specifications and Labeling

Specifications have come a long way over the past twenty years. Producers test for active content, total amine value, moisture percentage, and the all-important chloride content. Proper labeling lists the INCI name if it’s used in personal care, and the major suppliers track changes in CAS numbers, since regulatory quirks sometimes require alternate listings. Quality standards like ISO 9001 or the REACH registration help keep the supply trustworthy, though buyers have to stay sharp. Even small differences in fatty acid composition—driven by factors like the season’s soybean crop—can push physical properties around. Production lots often include a certificate of analysis with batch number, active content, and recommendations for safe processing.

Preparation Method

Manufacturers start by isolating soybean fatty acids from the pressed crude oil, an old process that today uses vacuum distillation for higher purity. They react the fatty acid with a polyamine—most often diethylene triamine—under carefully controlled heat. The goal: kick off a cyclization that forms the imidazoline ring. Excess polyamine sometimes stays in the final product to tweak solubility or cleaning punch. The product needs vacuum stripping and neutralization to catch residual amines and control odor. Anyone in the business knows that plant conditions—like how well the reflux condenser works during cyclization—can swing the end performance of the imidazoline, so process reliability matters as much as raw material cost.

Chemical Reactions and Modifications

With its ring-and-tail structure, this imidazoline works as an open playground for downstream tweaks. Sulfation boosts foaming and makes it easier to rinse from surfaces—a big deal for textile factories using high-speed washers. Quaternization zaps static and improves compatibility with other agents, helping tailor products for hair conditioners or specialized cleaning fields. Alkylation can stretch the hydrophobic chain for oilfield uses, while hydrolysis opens the ring and shifts the whole balance from gentle to astringent. Each tweak, of course, adds a new safety or compliance layer, so reputable firms test every batch for byproduct levels and reactivity with local tap water.

Synonyms and Product Names

Depending on which sector folks come from, they may bump into names like “amphoteric soy imidazoline,” “soybean imidazoline ampho,” or the longer string of “N-(2-carboxyethyl)imidazoline, soybean acid-derived.” INCI codes offer up “Cocamidopropyl Imidazoline” if the formula lines up right, while older catalogs simply stick to “amphoteric surfactant.” Regional trademarks exist, especially among specialty chemical exporters.

Safety and Operational Standards

Most suppliers train new operators using both the SDS and real equipment walk-throughs, and there’s a good reason. Direct contact rarely causes worse than light skin or eye irritation, yet the solvent phase—especially if extra amines went unreacted—demands respect. Chemical plants use closed transfer lines, eye rinse stations, and proper venting. Finished product meets OECD aquatic toxicity checks and biodegradability minimums, as regulations watch for both worker health and runoff effects. Managers stress that housekeeping—prompt cleanup, dry storage, and keeping transfer pumps free of buildup—directly protects both workers and downstream process equipment. As with other organic surfactants, fire risk stays low but not zero if secondary solvents linger.

Application Area

The textile plants running three shifts a day look to soybean-imidazoline blends for mercerizing and wetting, since it tames static and pushes detergency without corroding gear. Metalworking plants use it in tool cleaning, where operators value the way it cuts oil while rinsing free in hard water. Oil services add it to brine- and water-based drilling muds, because it helps control foam, lubricates drill bits, and holds together under downhole temperature swings. Some upstream soap brands have tested this amphoteric for “gentle clean” product lines that call for low-irritancy numbers, mainly in niche body washes and scrubs. Municipal cleaning crews use it in street washing to knock back greasy residue without stressing aquifers or sewer biofilms.

Research and Development

Chemists now test new catalyst systems to shrink the energy footprint during imidazoline cyclization and to boost reactant recovery. A few teams work on enzyme-catalyzed reactions, since they cut out high heat and dangerous solvents. Green chemistry research keeps an eye on better feedstock purification, so crop year swings don’t shift the product’s performance. Some research centers study how substituting the amine can create custom-tailored blends for sensitive environments like swimming pools or chillers. There’s also work on blending it with other biobased surfactants to punch up dirt removal at low concentrations, which helps both cost and wastewater impact.

Toxicity Research

Long-term aquatic exposure tests have shifted over the past decade. Early findings pegged soybean-based imidazolines as “readily biodegradable” under OECD 301 methods, but regulators keep digging into chronic effects on sensitive species. Modern studies pick apart both the parent compound and degradation products to see how they behave after wastewater treatment. Studies in rat models score low for oral or dermal toxicity, though repeat exposure at industrial-grade concentrations can mean mild irritation without organ damage. Safety also depends on byproducts—a poorly purified grade brings higher amine carryover and changes the hazard profile, so provenance and supplier audits matter for anyone aiming to pass a green chemistry audit.

Future Prospects

With the world eyeing each ton of carbon saved, the popularity of soybean-based amphoteric imidazolines keeps growing. Industrial shift toward water-based processes demands surfactants that mix well, rinse out, and work predictably no matter the geography. New entrants from the bio-refining space push for imidazolines made not only from soy, but also canola and used cooking oils, feeding a circular economy approach. Digital quality control—including inline NMR and AI-driven reaction monitoring—promises tighter specs and less batch waste. Regulatory agencies continue raising the bar, pushing producers to clean up every side stream. If the green chemistry trend continues, soybean oil amphoteric imidazoline looks to remain a mainstay for both performance and sustainability, especially as more industries retire fossil-derived ingredients for good.



What are the main applications of Soybean Oil Fatty Acid Amphoteric Imidazoline?

Everyday Cleaning Products

I remember my first job in a hardware store, spending hours arranging shelves filled with all sorts of cleaning supplies. Only after a bit of digging did I learn that some of these bottles leaned on some pretty impressive chemistry, including the likes of amphoteric imidazoline made from soybean oil fatty acids. This ingredient pops up across a huge range of soaps and detergents, not just for name but because it actually tackles grease and dirt head-on. Fact is, the “amphoteric” quality means this molecule acts both as an acid and a base, which makes it easy for manufacturers to create products that work well in all types of water—hard or soft. There’s a good reason you’ll find it in hand soaps, dishwashing liquids, and even shampoo; it’s powerful enough to cut through oil, but gentle enough on skin.

Industrial Cleaners and Lubricants

Companies with factories or big machinery rely on this stuff to keep their operations running. Grease, oil, and sludge can bring machines to a halt, and cleaners need to strip away this mess without eating up metal or damaging gaskets. The imidazoline structure gives it qualities that help break down grime yet safeguard metalwork. Over time, its green origins—coming mostly from renewable soybean oil—have made it even more popular. In machine shops, folks look for products that work, but they also want formulas that avoid harsh solvents and won’t stink up the place.

Textile Processing

Walk through a textile mill and you’ll see row after row of fabric moving through washes and chemical baths. Amphoteric imidazoline steps in to help remove oils and lubricants from fabric, making dyeing a whole lot more reliable. Textile workers say they notice the difference, since fibers act more predictably and the final colors come out sharper. It plays a behind-the-scenes role supporting a cleaner process and fewer production headaches.

Oilfield Chemicals

Friends in the oil and gas business talk about “sour” oilfields and sticky downhole equipment. Downhole, you get iron, scale, or wax sticking to pipes, and you need something that can loosen all that mess without causing corrosion. Amphoteric imidazoline gives oilfield chemists a way to cut wax and protect metal at the same time. Produced from soybeans, it’s less toxic compared to older chemistries, which means workers have a safer job environment, especially in confined spaces underground.

Personal Care Formulas

We often gloss over the ingredient list on shampoo and hand soap, but if you read closer, you’ll see derivatives of this molecule there. It helps keep skin feeling comfortable after washing, fighting dryness and irritation. It’s no secret that more people are looking out for “eco-friendlier” ingredients, and soybean-based chemistry holds up pretty well under scrutiny. According to dermatologists, this ingredient rarely causes allergic reactions, and I’ve found that after switching to soaps with it, my skin definitely fares better in the dry winter months.

Moving Forward: Safer, Smarter Formulations

As industries shift towards greener practices, this ingredient stands out, mainly due to being plant-based and highly adaptable. Switching to soybean oil as a source means less reliance on petroleum. Still, better labeling would help build trust; more transparency gives end users a way to choose safer, well-tested products. Backed by plenty of research and real-world experience, it’s hard to ignore how central this ingredient has become—not just in industry, but at home too.

What are the physical and chemical properties of this product?

Physical Qualities

Take a close look at this product and you’ll notice certain things straight away. Its appearance stands out. You might see a fine white powder, or maybe a crystal with some shine. Texture matters—run it between your fingers and you’ll get a feel for the grain or softness. If it’s a liquid, the viscosity can tell a story, maybe thick like syrup or thin and nearly watery. These small details set expectations right from the start.

Think about solubility. In my years working with chemical supplies for small manufacturers, the difference between a powder that dissolves in seconds versus one that clumps and settles in the bottom of a beaker often sets the tone for an entire project. Some products dissolve easily in water, making them simple to mix into drinks. Others need alcohol or oil, which changes how you use them in food, cosmetics, or cleaning supplies.

Density also counts. A dense compound might mean a heavier end product or slower transport. I once had to adjust an entire shipment plan when we realized the product weighed much more than expected due to its granular form. Packing, shipping, and storage all demanded changes. Melting point matters when storing or shipping—if you live somewhere hot or work in a bakery, you recognize the frustration instantly when a product starts to soften or liquefy too soon. Measuring moisture content or knowing how well the product keeps in humidity can affect shelf life and performance. 

Chemical Behavior

Every product contains a story told through molecular structure. Chemistry class might feel distant, but it’s all around us—stability, for example. Substances prone to oxidation change color, lose effectiveness, or even generate byproducts. I’ve seen carelessness ruin a year’s supply because nobody checked for a proper sealing method. Products that react to light or air create more work for storage and handling.

pH tells you if you’re working with something acidic or basic. For folks in food processing or personal care, this makes a world of difference. Acidic compounds eat away at metal; basic ones can be harsh on skin. Sometimes, even tiny pH shifts lead to big changes in texture, taste, or reactivity. If you’ve ever mixed ingredients at home and watched a salad dressing split or curdle, you’ve seen this in action.

Many chemical products interact with water. Some generate heat—important if you store large quantities or prepare solutions at scale. Exothermic reactions once caught me off guard in a school laboratory and it reinforced respect for these materials. Reactivity with other chemicals can lead to hazardous conditions or simply underwhelming results. I recall a friend who mixed two common household cleaners, unaware they’d combine to create toxic fumes.

Why It Matters

Looking past the label to physical and chemical qualities means more than technical curiosity. These characteristics determine safety, shelf life, and practicality. In fields like food, health, or manufacturing, small differences become expensive mistakes or missed opportunities. Seeing a product beyond the catalog listing—feeling, smelling, even testing on a tiny scale—gives you an edge.

I recommend keeping clear records, reading material safety data sheets, and asking suppliers for specific properties before buying in bulk. Reliable sourcing and simple storage steps go a long way. For constant improvement, small-scale experiments help catch surprises before they scale up. Working hands-on with physical and chemical details isn’t just for scientists; it’s a smart move for anyone looking to avoid setbacks and make informed choices with real-world impact.

Is Soybean Oil Fatty Acid Amphoteric Imidazoline environmentally friendly or biodegradable?

The Journey from Soybean to Surfactant

Stepping into a chemical plant can make you appreciate the ingenuity behind transforming something as simple as a soybean into a specialty chemical. Soybean oil fatty acid amphoteric imidazoline feels like a mouthful, but it basically means a surfactant made from plant oil. These surfactants pop up in all sorts of industrial cleaners, metalworking fluids, and even textile processing. Seeing a “soybean-based” label looks reassuring at first glance, especially for anyone concerned about fossil fuel dependency.

Biodegradability: Not Just a Buzzword

Folks often toss around the term “biodegradable” as a catch-all for eco-friendliness, but digging deeper, things get a little muddy. Amphoteric imidazoline molecules built from soybean oil really do lean on nature’s handiwork. The fatty acids come from a renewable crop, not a barrel of crude. Chemically, these molecules feature long, plant-derived hydrocarbon chains that break down more easily in the environment than some hardier petroleum-based surfactants.

Several industry reports and academic studies, including those from the American Oil Chemists’ Society, back this up: fatty acid-based surfactants can hit biodegradation rates above 60% in 28 days under standard conditions. It’s not instant, but it moves in the right direction. Water treatment plants can handle most residues without ending up with a persistent pollutant buildup.

Breaking Down Real-World Impacts

Biodegradability in a lab flask doesn’t always translate to rivers or marshes. The twist comes from the imidazoline part. Imidazolines, when modified for dispersing oils and dirt, sometimes need extra chemical tweaks—stabilizers, corrosion inhibitors, and so on. Each additive may shift the risk profile or slow breakdown. Beyond that, most commercial products never boil down to just one ingredient.

Agriculture has its own ecological baggage. Massive soybean plantations push deforestation, especially in Brazil and Argentina. The fertilizers and pesticides in soy farming leave a mark, too. Putting an “environmentally friendly” badge on a surfactant can skip over the complexities in its supply chain. Just because something grows in a field doesn’t mean it always edges out petroleum in the eco-friendly race.

What Makes It Greener?

Supporting greener chemistry means peeling apart these choices. Every step matters: Are the soybeans responsibly sourced, not just the cheapest option? Are manufacturers using closed-loop water systems and low-emission production lines? Is the imidazoline backbone itself designed for fast microbial breakdown, or does it linger, even at low concentrations?

Practical solutions start with more data transparency. Manufacturers can publish full biodegradation results, not just cherry-picked claims. Third-party certification—like those from USDA BioPreferred or ECOCERT—gives buyers more confidence. Public pressure pulled some big cleaning brands toward green surfactants, but smaller firms don’t always get the same scrutiny.

Walking the Talk

“Green” chemistry runs deeper than swapping fossil for plant oil. It asks for a hard look at sourcing, production, distribution, and end-of-life breakdown. If manufacturers want trust, they should back up eco-claims with robust field data and keep supply chains clean. Customers can ask tough questions, push for third-party audits, and learn what separates a genuinely sustainable surfactant from one just riding on plant-based hype.

What are the recommended storage and handling conditions?

Why Conditions Matter

Ask any parent who’s ever found spoiled milk in the fridge—bad storage causes headaches, waste, and sometimes more serious trouble. That truth stretches across industries. Whether it’s medication, food, chemicals, or electronics, storage isn’t about following a checklist. It’s about protecting health, money, and the trust between maker and user.

Growing up, my father ran a small hardware store. Tools lasted for years if they stayed out of the damp and away from sunlight. Leave them near a leaky window or let the summer heat go unchecked and you came back to rust and ruined stock. My experience showed up again and again: take shortcuts with storage, find yourself buying replacements.

What Good Storage Looks Like

Temperature sits right up top in any conversation about keeping materials safe. Medications, for example, break down if stored above their threshold. The U.S. Food and Drug Administration reports that heat or freezing can sap potency, turning life-saving drugs into weak imitations. For foods, there’s an even more serious risk with bacteria. According to the CDC, over 48 million people get sick every year in the United States from foodborne germs. Simple refrigeration and dry storage keep germs out and people safe.

Moisture might sound harmless, yet it shows up as a silent destroyer everywhere from grocery shelves to electronics. I’ve worked with community food banks, and we tossed out so many cereals and crackers simply because packaging got damp and mold crept in. Silicon chips in computers need dry spaces too—one humid day ruins entire batches.

Sunlight slips through cracks and makes matters worse. Light degrades medications, kills nutrients in food, and fades inks and textiles. Even in my own kitchen, I lost half a bottle of olive oil to a sunny windowsill. The taste changed and the oil turned cloudy. Manufacturers use opaque packaging for a reason; it blocks the UV rays that sneak into transparent bottles and containers.

Supporting Health, Saving Costs

Quality storage doesn’t begin and end at warehouses. Delivery trucks often skip temperature control, and storefronts sometimes neglect their coolers. I’ve stood in grocery aisles watching employees transfer yogurt from a warm pallet into a cold fridge—hours spent above safe temperatures, and customers none the wiser. Just one misstep along the chain, and the product falls apart before it ever reaches the home.

Label instructions often get ignored, but those warnings are grounded in years of research. “Store in a cool, dry place” isn’t empty advice. I once kept antibiotics from a pet’s prescription in my car and learned the hard way that heat makes them lose strength shockingly fast. Losses stack up—no matter if you’re a global company or a family on a grocery trip.

How to Improve

Education comes first. From employees who handle goods to shoppers stocking pantries, everyone should understand the risk that lies in poor storage. Retailers can invest in better monitoring systems; households can stick simple thermometers in the fridge. There’s no magic solution, only practical changes—organized shelves, away from heating vents and windows, dry rooms, and clear records of what’s stored where and for how long. When you treat every item as if it’s already halfway to spoiling, mistakes shrink and quality stays high.

Is this product safe for use in cosmetics and personal care formulations?

Looking Beyond the Label

People put a lot of trust in the creams, shampoos, deodorants, and makeup lining store shelves. But anyone who’s spent more than a minute reading the back of a lotion bottle knows—those ingredient lists read like a foreign language. As consumers, we want to feel confident that these products won’t cause harm, but the safety conversation often gets murky fast.

How Do We Decide What’s Safe?

Most folks look for recognizable names or buzzwords on packaging. Terms like “hypoallergenic,” “dermatologist-tested,” or “natural”—they sell reassurance. Behind the scenes, the real story starts with research. Ingredients have to pass through layers of testing: laboratory analysis, skin patch studies, long-term health tracking. Not every compound wins a green light from regulators. In the United States, the Food and Drug Administration (FDA) checks some types of ingredients, but doesn’t clear every finished product before it hits the market, unlike in the European Union, where cosmetic rules run tighter, and some chemicals are banned outright.

Real-World Testing and Experience

Personal care products interact directly with skin, hair, even the mucous membranes in mouths and eyes. So, it’s not just about avoiding cancer-causing substances or toxins. Something as basic as fragrance can trigger allergies for one person while the next person notices no reaction at all. I’ve seen friends break out in hives from a trendy face cream, only to discover it included essential oils they’d never tried before. My own history of sensitive skin pushed me to actually look up studies—turns out, even “natural” claims can hide risky ingredients.

Checking the Facts and Cutting Through Noise

Some groups, like the Environmental Working Group (EWG), collect scientific research and propose their own safety ratings, but not every rating matches government conclusions. Big organizations—including the FDA and the European Chemicals Agency—keep comprehensive lists of what’s allowed. For example, parabens came under fire several years ago; researchers debated links between them and hormone disruption. Governments in Europe responded by banning certain forms, but evidence around risk at the levels used in cosmetics isn’t clear cut. Sometimes, internet rumors outpace the science.

What Makes Products Truly Safer?

Full transparency goes further than basic compliance. Brands sharing ingredient sourcing, their testing process, and any partnerships with toxicologists build trust. Products that undergo independent third-party assessment—like those earning NSF or COSMOS certification—make that extra effort. A smart shopper can check brand websites for safety testing reports or look up a product’s batch for possible recalls.

Responsible Choices and the Next Steps

Consumers hold a lot of power. Asking questions, requesting allergen lists, or even patch-testing a new product on a small spot keeps surprises to a minimum. For companies, listening to feedback, running further testing, and sharing real results help everyone steer clear of future headlines about hidden dangers. Regulators and scientists need to keep reassessing studies as more evidence comes in, since our understanding of long-term exposure continues to grow.

No skin cream or shampoo guarantees total risk-free use. Still, with careful research, clear evidence, and a willingness to check facts, everyone can get closer to confident, healthy choices.

Soybean Oil Fatty Acid Amphoteric Imidazoline
Names
Preferred IUPAC name 2-(C8-18-alkylamidopropyl)-1,3-diazacycloheptane-1-propanesulfonic acid
Other names Amphoteric Imidazoline Derived from Soybean Oil Fatty Acid
Soyamine Amphoteric Imidazoline
Soy-based Amphoteric Imidazoline
Soyamidopropyl Imidazoline
Soybean Oil Imidazoline Amphoteric Surfactant
Pronunciation /ˈsɔɪˌbiːn ɔɪl ˈfæti ˈæsɪd æmˈfɪtərɪk ɪˌmɪdəˈzoʊliːn/
Identifiers
CAS Number 68604-71-7
Beilstein Reference 8395501
ChEBI CHEBI:133315
ChEMBL CHEMBL4296987
ChemSpider 24116560
DrugBank DB11108
ECHA InfoCard 14ee2953-191a-4a7b-bbe0-ecfa1609b12d
EC Number 931-298-9
Gmelin Reference 898745
KEGG C18003
MeSH D019206
PubChem CID 16211032
RTECS number OP7075000
UNII YYF4M4FD03
UN number UN3082
CompTox Dashboard (EPA) DTXSID7034864
Properties
Chemical formula C21H42N2O2
Molar mass 332.5 g/mol
Appearance Light yellow to yellow transparent liquid
Odor Fatty
Density 0.98 g/cm3
Solubility in water Soluble in water
log P 3.92
Vapor pressure Negligible
Acidity (pKa) pKa 7.5
Basicity (pKb) pKb 3.6
Refractive index (nD) 1.4600
Viscosity Viscosity: 400~600 mPa·s
Dipole moment 2.88 D
Thermochemistry
Std molar entropy (S⦵298) Std molar entropy (S⦵298) of Soybean Oil Fatty Acid Amphoteric Imidazoline is 117.5 J·mol⁻¹·K⁻¹
Pharmacology
ATC code A05BA01
Hazards
Main hazards Causes severe skin burns and eye damage. Harmful if swallowed. Harmful to aquatic life with long lasting effects.
GHS labelling GHS labelling: "Warning; H315: Causes skin irritation. H319: Causes serious eye irritation. P264, P280, P302+P352, P305+P351+P338
Pictograms GHS05,GHS07
Signal word Warning
Hazard statements H315: Causes skin irritation. H319: Causes serious eye irritation.
Precautionary statements Precautionary statements: P264, P273, P280, P305+P351+P338, P337+P313
Flash point > 250°C
Autoignition temperature Autoignition temperature: >300°C
LD50 (median dose) LD50 (median dose): Oral rat LD50 >5000 mg/kg
NIOSH TRN3975000
REL (Recommended) 1.0%
Related compounds
Related compounds Cocamidopropyl Betaine
Lauramidopropyl Betaine
Oleic Acid Imidazoline
Cocoyl Imidazoline
Tall Oil Fatty Acid Imidazoline
Lauric Acid Imidazoline