2,5-Bis(aminomethyl)furan (BAMF) is a nitrogen-containing functional fine chemical. It is an important monomer used in the production of specialty polyurethanes and polyamides. It can also be employed in the selective hydrogenolysis synthesis of 2-aminomethylpiperidine. As a nitrogen-containing functional fine chemical, BAMF serves as a nylon modifier and a polyurethane chain-extending/crosslinking monomer. Additionally, it is utilized in the manufacture of pharmaceuticals, pesticides, surfactants, curing agents, and other products.
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📋Basic information:
- Chemical name: 2,5-Bis(aminomethyl)furan (BAMF）
- CAS: 2213-51-6
- Molecular Formula: C6H10N2O
- Molecular Weight: 126.16
📌Specification:
| Appearance: | Light yellow to yellow liquid |
| pKa: | 9.40±0.29(Predicted) |
| Boiling Point: | 229.905℃ at 760 mmHg |
| Flash Point: | 92.85℃ |
| Relative Density: | 1.124 ρ(g/cm3) |
| Stability: | Store in a cool, dark place. Store in a sealed container at 2–8 °C. |
📊Synthesis and Source
BAMF is primarily produced from the biomass platform chemical 5-hydroxymethylfurfural (HMF) via reductive amination. As a bio-based fine chemical, it belongs to the family of high-value-added HMF derivatives, alongside furandicarboxylic acid (FDCA) and tetrahydrofuran dimethanol (THFDM).
🧩Application of 2,5-Bis(aminomethyl)furan/BAMF CAS No.: 2213-51-6
1. Bio-based Polyamides (Nylon) and High-performance Fibers
As a diamine monomer, BAMF polycondenses with dicarboxylic acids (such as adipic acid and FDCA) to produce bio-based polyamides, or modifies existing nylons (e.g., PA6, PA66), enhancing the material’s heat resistance, mechanical properties, and biodegradability. It has the potential to replace m-xylylenediamine in the development of high-performance fibers such as bio-based aramids, balancing strength and sustainability.
2. Polyurethane (PU) and Polyurea Materials
As a chain extender/crosslinking agent, BAMF participates in reactions with isocyanate systems to prepare bio-based polyurethane elastomers, coatings, adhesives, and foam materials. The furan ring structure endows the materials with excellent heat and chemical resistance, making them suitable for high-end industrial coatings, structural adhesives, and flexible products.
3. Epoxy Resin Curing Agents
The primary amine groups undergo ring-opening reactions with epoxy groups, allowing BAMF to serve as a curing agent for epoxy resins. It is suitable for high-performance composites, electronic encapsulation, and adhesives, with the cured products offering both strength and temperature resistance.
4. Fine Chemicals and Pharmaceutical/Pesticide Intermediates
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Pharmaceuticals: Used to synthesize nitrogen-containing heterocyclic intermediates for antibiotics and anti-tumor drugs. As a diamino building block, it enhances molecular diversity.
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Pesticides: Used in the preparation of insecticides and fungicides containing furan rings, leveraging its biocompatibility and target selectivity.
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Surfactants: Used to synthesize bio-based amphoteric/cationic surfactants for applications in daily chemicals, textiles, and water treatment.
5. Organic Synthesis and Catalysis
As a ligand or reagent, BAMF participates in organic reactions such as carbon-carbon bond formation and heterocyclic synthesis, serving laboratory R&D and custom synthesis of fine chemicals.
📈Application Value and Trends
The key advantages of BAMF lie in its bio-based origin and structural features of the furan ring, which reduce petroleum dependence and carbon footprint without significantly sacrificing performance.
It is currently under industrial exploration in bio-based polyamides, polyurethanes and epoxy curing agents. With global policy support and technological advances in bio-based materials, its applications in high-end manufacturing, electronics and pharmaceuticals will continue to expand.
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