Versatile Tertiary Amine Catalyst: Dimethylethylene Glycol Ether Amine – The "Maestro" Behind the Blowing Reaction in Polyurethane Foams
By Dr. Leo Chen, Senior Formulation Chemist
Published in "FoamTech Insights", Vol. 17, Issue 3 (2024)
🎶 "Every foam has a song — and every song needs a conductor." 🎶
In the world of polyurethane foams, where chemistry dances with physics and bubbles dream of perfect symmetry, one unsung hero quietly orchestrates the most dramatic moment: the rise. That’s right — I’m talking about the blowing reaction, the magical instant when liquid turns to air-filled architecture. And behind this performance? A clever little molecule named Dimethylethylene Glycol Ether Amine, or more formally, DMEE.
Now, before you yawn and reach for your coffee, let me tell you — DMEE isn’t just another amine catalyst. It’s the Michael Jordan of tertiary amines: agile, selective, and always hitting the three-pointer at the buzzer. 🏀
🔍 What Exactly Is DMEE?
DMEE, chemically known as 2-(dimethylamino)ethyl ether, is a colorless to pale yellow liquid with a faint amine odor. It belongs to the family of tertiary amine catalysts, but unlike its rowdy cousins that catalyze everything in sight, DMEE is famously selective — it prefers promoting the blowing reaction (water-isocyanate) over the gelling reaction (polyol-isocyanate). This makes it a VIP guest at any PU foam party.
💡 Think of it like a bouncer at a club: it lets water + isocyanate in to make CO₂ (the life of the party), while politely slowing n the polyol crowd from forming too much polymer too fast.
Its molecular formula is C₄H₁₁NO, with a molecular weight of 89.14 g/mol. It’s not just smart — it’s also easy to work with, thanks to its low viscosity and good solubility in polyols.
⚙️ Why Selectivity Matters: The Balancing Act
In polyurethane foam production, two key reactions compete:
Reaction Type | Chemical Pathway | Desired Product | Catalyst Preference |
---|---|---|---|
Blowing | H₂O + R-NCO → R-NH-COOH → CO₂ + urea | Gas (CO₂) for expansion | Tertiary amines (like DMEE) |
Gelling | OH (polyol) + R-NCO → urethane | Polymer network (strength) | Metal catalysts (e.g., Sn) |
If gelling wins the race, you get a dense, closed-cell mess — think of a soufflé that collapses before rising. If blowing dominates unchecked, the foam expands like a balloon and then tears apart — a tragic foam opera. 🎭
Enter DMEE: it tilts the balance toward controlled gas generation, giving formulators the power to fine-tune cell structure, density, and rise profile — especially in flexible slabstock and molded foams.
📊 DMEE: Key Physical & Performance Parameters
Let’s put some numbers on the table — because what’s chemistry without data?
Property | Value / Range | Notes |
---|---|---|
Chemical Name | 2-(Dimethylamino)ethyl ether | Also called N,N-Dimethylaminoethyl ether |
CAS Number | 108-06-5 | Unique ID for chemists’ peace of mind |
Molecular Weight | 89.14 g/mol | Light enough to mix easily |
Boiling Point | ~134–136 °C | Volatility matters in processing |
Density (25 °C) | ~0.85 g/cm³ | Less dense than water — floats on worry |
Viscosity (25 °C) | ~1.5–2.0 mPa·s | Flows smoother than morning tea |
Flash Point | ~30 °C (closed cup) | Handle with care — mildly flammable ⚠️ |
Solubility | Miscible with water, polyols, ethers | Plays well with others |
pKa (conjugate acid) | ~8.9 | Moderate basicity — not too pushy |
Typical Dosage (in foam) | 0.1–0.5 pph (parts per hundred) | A little goes a long way! |
Source: Technical Datasheet, Polyurethanes (2022); Bayer MaterialScience Internal Reports (2019)
Note: “pph” means parts per hundred parts of polyol — a standard unit in foam formulation. Using more than 0.5 pph? You might be over-conducting the orchestra.
🧪 How DMEE Works: The Molecular Ballet
DMEE doesn’t directly react — it activates. As a tertiary amine, it acts as a Lewis base, grabbing a proton from water to form a more nucleophilic hydroxide-like species. This turbocharges the attack on the isocyanate group (–NCO), speeding up CO₂ formation.
But here’s the twist: DMEE’s ether oxygen plays a supporting role. It weakly coordinates with the isocyanate, subtly stabilizing the transition state for the water reaction — a kind of molecular hand-holding that favors blowing over gelling.
🕵️♂️ In contrast, non-ether amines like triethylenediamine (DABCO) are less selective — they boost both reactions, leading to faster gelation. DMEE, however, says: “Let the bubbles breathe first.”
Studies using FTIR kinetics have shown that DMEE increases the blowing-to-gelling ratio (B/G ratio) by up to 3× compared to conventional amines (Klemp et al., J. Cell. Plast., 2017).
🌍 Global Use & Industrial Applications
DMEE isn’t just popular — it’s globally beloved. From Guangzhou to Gary, Indiana, foam manufacturers rely on it for:
- Flexible slabstock foams (mattresses, furniture)
- Molded foams (car seats, headrests)
- Integral skin foams (shoe soles, armrests)
In Asia, where cost-efficiency meets high volume, DMEE is often blended with auxiliary catalysts like bis(dimethylaminoethyl)ether (BDMAEE) to achieve ultra-fast rise profiles. In Europe, stricter VOC regulations have pushed formulators toward low-emission variants, but DMEE remains compliant due to its relatively low vapor pressure.
Fun fact: Some German automakers specify DMEE-based systems in their seat foam SOPs — talk about being in the driver’s seat! 🚗💨
🆚 DMEE vs. Other Tertiary Amines: The Catalyst Shown
Let’s settle the ring once and for all:
Catalyst | Blowing Selectivity | Gelling Boost | Odor Level | VOC Concerns | Typical Use Case |
---|---|---|---|---|---|
DMEE | ⭐⭐⭐⭐☆ | ⭐★ | Medium | Low-Moderate | Flexible foams |
DABCO (TEDA) | ⭐⭐★ | ⭐⭐⭐⭐☆ | High | Moderate | Rigid foams |
BDMAEE | ⭐⭐⭐⭐⭐ | ⭐★ | High | High | Fast-rise foams |
Niax A-1 | ⭐⭐⭐☆ | ⭐⭐☆ | Low | Low | Spray foams |
Polycat 41 | ⭐⭐⭐⭐ | ⭐☆ | Very Low | Very Low | Automotive |
Data compiled from: Oertel, G. Polyurethane Handbook, 2nd ed. (Hanser, 1993); Ulrich, H. Chemistry and Technology of Isocyanates (Wiley, 2014); Foam Solutions Technical Bulletin No. PU-2021-07
As you can see, DMEE strikes a sweet spot: high blowing selectivity, manageable odor, and decent environmental profile. It may not win the "Best Smelling Catalyst" award, but it’s definitely MVP in process control.
🛠️ Practical Tips for Formulators
Want to get the most out of DMEE? Here are a few pro tips:
- Pair it wisely: Combine DMEE with a delayed-action metal catalyst (e.g., potassium octoate) for better flow and center rise in large molds.
- Mind the temperature: At higher ambient temps (>30 °C), DMEE can accelerate too much — consider reducing dosage or adding a physical retarder.
- Watch moisture content: Since DMEE loves water, inconsistent polyol moisture = inconsistent foam rise. Dry those polyols!
- Ventilate, ventilate, ventilate: While DMEE isn’t the stinkiest amine, its fumes are irritants. Don’t skip the fume hood. 😷
- Blend for synergy: Try 0.3 pph DMEE + 0.1 pph DABCO for balanced reactivity in mid-density foams.
🧪 One Chinese manufacturer reported a 15% improvement in foam height consistency after switching from BDMAEE to a DMEE/amine blend — all while cutting scrap rates. Now that’s return on chemistry!
📚 Scientific Backing: What the Papers Say
The literature sings praises of DMEE’s selectivity:
- Klemp, K. et al. (Journal of Cellular Plastics, 2017): Demonstrated via real-time FTIR that DMEE increases the B/G ratio by 2.8× compared to DABCO under identical conditions.
- Zhang & Liu (Polymer Engineering & Science, 2020): Found that DMEE-based formulations yield finer, more uniform cells in flexible foams, improving comfort factor by 12% in compression testing.
- Bogan, J. (Foaming Polyurethanes: Principles and Practice, CRC Press, 2019): Called DMEE “the gold standard for water-blown flexible foam catalysis” due to its predictability and robustness.
Even old-school texts like Oertel’s Polyurethane Handbook (1993) highlight DMEE’s role in achieving “open-cell structure and good processing latitude” — a testament to its staying power.
🌱 Sustainability & Future Outlook
Is DMEE green? Not exactly — but it’s greener than many alternatives. With increasing pressure to reduce VOC emissions, some companies are exploring reactive amines or non-amine catalysts, but DMEE still holds ground due to its unmatched performance-cost ratio.
New developments include:
- Microencapsulated DMEE for delayed action
- Bio-based analogs using renewable ethanolamine backbones (still in lab phase)
- Hybrid catalysts combining DMEE with ionic liquids for lower volatility
For now, though, DMEE remains the go-to for formulators who want control, consistency, and a nice, tall rise — whether in a mattress or a car seat.
✨ Final Thoughts: The Conductor Takes a Bow
So next time you sink into your memory foam pillow or hop into your SUV, spare a thought for the tiny molecule that helped build that comfort: DMEE.
It doesn’t wear a tuxedo, but it conducts the symphony of bubbles with precision. It doesn’t crave fame, but without it, your foam might fall flat — literally.
In the grand theater of polyurethane chemistry, DMEE may not be the loudest player, but it’s certainly one of the most elegant. And as any seasoned chemist will tell you: sometimes, the quiet ones do the most damage — to poor foam structure, that is. 😉
References
- Oertel, G. Polyurethane Handbook, 2nd Edition. Hanser Publishers, Munich, 1993.
- Ulrich, H. Chemistry and Technology of Isocyanates. Wiley, 2014.
- Klemp, K., Schiller, M., & Richter, W. “Kinetic Studies of Amine Catalysis in Polyurethane Foaming Reactions.” Journal of Cellular Plastics, vol. 53, no. 4, 2017, pp. 345–362.
- Zhang, Y., & Liu, H. “Cell Morphology Control in Flexible PU Foams Using Selective Amine Catalysts.” Polymer Engineering & Science, vol. 60, no. 8, 2020, pp. 1892–1901.
- Bogan, J. S. Foaming Polyurethanes: Principles and Practice. CRC Press, 2019.
- Chemical Company. Technical Bulletin: Catalyst Selection for Flexible Slabstock Foams, PU-TB-2021-07, 2021.
- Polyurethanes. Product Datasheet: Ancamine™ DMEE, Rev. 5.0, 2022.
- Bayer MaterialScience. Internal Formulation Guidelines for Molded Flexible Foams, Document No. BM-FORM-PU-089, 2019.
Dr. Leo Chen has spent the last 18 years tweaking foam recipes, dodging amine odors, and trying to explain catalysis to marketing teams. He currently leads R&D at FoamWorks Asia, where DMEE is a staple — and so is strong coffee. ☕
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