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Comprehensive Chemical Profile of 2,4,6-Tri-(6-aminocaproic acid)-1,3,5-triazine (TC13 / CAS 80584-91-4)
2,4,6-Tri-(6-aminocaproic acid)-1,3,5-triazine (commonly designated in the tribology industry as TC-13 or Triazine Carboxylic Acid, CAS 80584-91-4) represents the pinnacle of modern ashless, non-foaming, water-soluble corrosion inhibitors engineered for ferrous metals. Synthesized through the precise condensation of cyanuric chloride with three equivalents of 6-aminocaproic acid, this symmetric triazine derivative introduces a highly polar, tridentate carboxylic acid framework around a stable s-triazine core.
Key Performance Advantage: Unlike conventional dicarboxylic acids or toxic sodium nitrite additives, CAS 80584-91-4 forms a robust, self-healing molecular passivation monolayer on cast iron and steel, offering exceptional hard-water stability (up to 2000 ppm CaCO₃ equivalent) without generating carcinogenic nitrosamines.
When neutralized with alkanolamines such as Triethanolamine (TEA) or Diisopropanolamine (DIPA), CAS 80584-91-4 transforms into an extraordinary water-soluble surface active agent. It exhibits superior resistance to microbial degradation, low foaming dynamics under high-pressure CNC jetting, and complete compatibility with synthetic coolant concentrates (HFA-S, HFC, and fully synthetic MWF).
| Technical Parameter | Specification Range / Value |
|---|---|
| Chemical Name | 2,4,6-Tri-(6-aminocaproic acid)-1,3,5-triazine |
| CAS Registry Number | 80584-91-4 |
| EINECS Number | 279-505-5 |
| Molecular Formula | C₂₁H₃₆N₆O₆ |
| Molecular Weight | 468.55 g/mol |
| Appearance | White to Off-White Crystalline Powder |
| Active Assay (HPLC) | ≥ 98.0% Min |
| Water Content (Karl Fischer) | ≤ 1.0% Max |
| Melting Point Range | 185.0 °C to 192.0 °C |
| pH (1% in amine neutralized aq.) | 7.5 – 9.5 |
Why Tier-1 Chemical Distributors and Lubricant Formulators are Transitioning to Triazine Carboxylates
Strict global safety regulations (EU REACH, OSHA, and China's GB Standards) have severely restricted sodium nitrite and secondary amine formulations due to nitrosamine risks. 2,4,6-Tri-(6-aminocaproic acid)-1,3,5-triazine provides a 100% nitrosamine-free solution, aligning perfectly with corporate ESG metrics and modern green chemistry mandates.
Modern aerospace and automotive machining operates under coolant pressures exceeding 100 bar. Traditional fatty acid soaps foam excessively under these hydrodynamic conditions, leading to pump cavitation and thermal breakdown. CAS 80584-91-4 exhibits inherently low-foaming properties, preserving lubricant clarity and heat transfer efficiency.
Recirculating industrial cooling loops and metalworking fluids accumulate calcium and magnesium ions over time. While standard carboxylates precipitate out as sticky lime soaps, 2,4,6-Tri-(6-aminocaproic acid)-1,3,5-triazine maintains structural solubility up to 20°dH hard water, preventing equipment clogging and filter blinding.
Empirical comparison highlighting information gain for chemical formulation engineers
The electrochemical passivation mechanism of 2,4,6-Tri-(6-aminocaproic acid)-1,3,5-triazine relies on the synergistic adsorption of three carboxylate arms ($-\text{COO}^-$) onto anodic sites on ferrous metal surfaces. Upon neutralization with tertiary alkanolamines, the molecule creates a dense, hydrophobic steric barrier against dissolved oxygen and corrosive chloride ions ($Cl^-$).
| Performance Metrics | CAS 80584-91-4 (TC-13) | Sebacic Acid / Alkanolamine | Sodium Nitrite | Borate Ester Amine |
|---|---|---|---|---|
| Nitrosamine Formation Risk | Zero (Safe) | Low | High Hazard | Zero |
| Cast Iron Chip Test (DIN 51360-2) | 0/0 at 1.0% Conc. | 0/0 at 2.5% Conc. | 0/0 at 1.5% Conc. | 1/1 at 2.0% Conc. |
| Foam Tendency (High Shear) | Ultra Low / Rapid Collapse | Moderate to High | Low | Moderate |
| Hard Water Stability (ppm Ca²⁺) | Stable up to 2000 ppm | Precipitates at > 300 ppm | Stable | Precipitates at > 600 ppm |
| Yellow Metal Compatibility | Excellent (Non-staining) | Stains Copper/Brass | Corrodes Copper | Fair |
| Microbial Resistance | High (Biostable Core) | Poor (Bacterial food source) | Non-biodegradable | Moderate |
Engineered for diverse global manufacturing and chemical treatment sectors
Acts as the primary water-soluble corrosion inhibitor in water-mix grinding, milling, and turning fluids. Prevents rust formation on freshly machined iron castings and multi-metal assemblies while eliminating sticky residues on machine ways.
Integrated into high-water-content hydraulic fluids used in steel mills, underground mining, and automotive stamping dies. Protects pumps, valves, and pipelines against liquid and vapor-phase oxidation.
Functions as an organic passivating inhibitor in recirculating heat exchangers, engine testing benches, and industrial chiller units. Protects multi-alloy heat exchange loops without toxic heavy metals or phosphates.
JIMPOCHEM CO., LTD — Designated Chemical Solutions Provider & World-Class Manufacturer
Established in 2010 and headquartered in the prestigious Chemical Industry Park of Jinan City, Shandong Province, JIMPOCHEM CO., LTD operates an ultra-modern manufacturing footprint exceeding 500 acres. As an integrated chemical enterprise encapsulating advanced synthetic R&D, digital process automation, global supply chain dynamics, and client-centric technical support, we specialize in high-tier fine chemicals, performance additives, and specialty cosmetic ingredients.
With full ISO9001 (Quality Management) and ISO14001 (Environmental Stewardship) accreditation, JIMPOCHEM safeguards total chemical batch consistency through HPLC, GC-MS, and ICP-OES quality tracking. Our 2,4,6-Tri-(6-aminocaproic acid)-1,3,5-triazine production facility utilizes optimized trimerization loops ensuring minimal free amine residues and guaranteed purity > 98.0%.
Pioneering sustainable, next-generation corrosion protection technologies
Transitioning 6-aminocaproic acid sourcing toward bio-fermentative caprolactam routes. Target: 40% reduction in Scope 3 carbon intensity per ton of CAS 80584-91-4 produced by 2026.
Engineering ultra-purified low-ionic-conductivity grade Triazine Carboxylates specifically formulated for direct-immersion cooling of electric vehicle (EV) battery packs and hydrogen fuel cells.
Providing clients with algorithmic blending models to calculate precise stoichiometric ratios of CAS 80584-91-4 with alkanolamines, maximizing rust protection while minimizing additive costs.
Expert technical answers addressing formulation challenges and international ordering protocols
In fully synthetic metalworking concentrates, the standard dosage ranges from 1.0% to 3.5% by weight. When diluted in water-mix metalworking fluids (typically 5% dilution in tap water), the active treat rate of CAS 80584-91-4 on-site is approximately 0.05% to 0.15%, providing complete anti-rust protection in DIN 51360-2 test regimes.
2,4,6-Tri-(6-aminocaproic acid)-1,3,5-triazine in its free acid form is sparingly soluble in neutral water. It requires neutralization with alkanolamines (such as Triethanolamine TEA, Diethanolamine DEA-free substitutes, or Monoethanolamine MEA) at a molar ratio of 1:3 (acid to amine). Maintaining a solution pH of 8.0 to 9.5 ensures rapid and complete dissolution into a crystal-clear concentrate.
Yes. JIMPOCHEM’s 2,4,6-Tri-(6-aminocaproic acid)-1,3,5-triazine is fully REACH registered for European imports. It contains zero Substances of Very High Concern (SVHC) and complies strictly with TSCA (USA), DSL (Canada), and IECSC (China) chemical inventory requirements.
TC-13 exhibits extraordinary hard water tolerance up to 2000 ppm calcium ion concentration without precipitating or clouding the fluid. Standard dicarboxylic acids (like Sebacic acid or Dodecanedioic acid) form insoluble calcium soaps at concentrations above 300 ppm, leading to fluid breakdown and residue buildup on workpiece surfaces.
We supply industrial CAS 80584-91-4 in 25 kg kraft paper bags with inner PE liners, 500 kg super sacks, or customized palletized packaging. Stored in a dry, well-ventilated warehouse away from direct sunlight and humidity, the product has a shelf life of 24 months from the date of manufacture.
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