The Science Behind 1,3-Bis(3-aminophenoxy)benzene: A Versatile Aromatic Diamine
For scientists and engineers in the specialty chemicals sector, a deep understanding of molecular structure and its impact on material properties is fundamental. 1,3-Bis(3-aminophenoxy)benzene (CAS 10526-07-5) is a prime example of an aromatic diamine whose chemical architecture dictates its significant utility in advanced material synthesis. This article explores the scientific underpinnings of this versatile compound.
Molecular Structure and Chemical Nomenclature
The systematic name for 1,3-Bis(3-aminophenoxy)benzene is 3,3'-[1,3-phenylenebis(oxy)]dianiline. Its CAS number, 10526-07-5, uniquely identifies it within the chemical universe. The molecule consists of a central benzene ring (phenylene) substituted at the 1 and 3 positions with oxygen atoms, which in turn are bonded to two other benzene rings. Each of these outer benzene rings is substituted with an amine (-NH2) group at the meta position (3-position relative to the ether linkage). This arrangement (C18H16N2O2) results in a relatively flexible structure compared to more rigid diamines, due to the ether linkages.
Key Physicochemical Properties and Their Implications
The properties of 1,3-Bis(3-aminophenoxy)benzene are directly influenced by its structure:
- Appearance: Typically a white to light yellow crystalline powder, suggesting purity and a well-defined solid state.
- Melting Point: Around 108°C. This moderate melting point is characteristic of many organic intermediates and is important for process design.
- Solubility: Insoluble in water but slightly soluble in polar organic solvents like methanol. This dictates solvent choices for reactions and purification.
- Thermal Stability: The aromatic rings and robust C-O ether bonds contribute to good inherent thermal stability, a prerequisite for its use in high-temperature polymers.
- Reactivity: The primary amine groups are nucleophilic and readily react with electrophilic species, making it an excellent monomer for polymerization reactions (e.g., with dianhydrides or diisocyanates).
Applications Driven by Structure-Property Relationships
The molecular design of 1,3-Bis(3-aminophenoxy)benzene makes it particularly well-suited for creating polymers with a desirable balance of properties:
- Polyimides (PI): The meta-linkages and ether groups can increase the solubility and lower the glass transition temperature (Tg) of PIs compared to all-para linked counterparts, facilitating easier processing into films and fibers while retaining good thermal resistance.
- Other Specialty Polymers: It can be incorporated into polyamides, polyurethanes, and epoxy resins to enhance thermal stability, toughness, or adhesion properties.
For scientists looking to purchase this compound, understanding these structural advantages helps in selecting it for specific material development goals. Sourcing from reliable manufacturers that guarantee purity (e.g., 98%+ via HPLC) is critical to achieving predictable material performance.
Conclusion
1,3-Bis(3-aminophenoxy)benzene (CAS 10526-07-5) is a chemically sophisticated intermediate whose structure unlocks significant potential in material science. Its balance of reactivity, thermal stability, and processability makes it a sought-after component for high-performance polymers. Researchers and manufacturers interested in leveraging these properties can find reliable supplies from specialized chemical suppliers, ensuring the quality needed for cutting-edge applications.
Perspectives & Insights
Agile Reader One
“This arrangement (C18H16N2O2) results in a relatively flexible structure compared to more rigid diamines, due to the ether linkages.”
Logic Vision Labs
“Key Physicochemical Properties and Their Implications The properties of 1,3-Bis(3-aminophenoxy)benzene are directly influenced by its structure: Appearance: Typically a white to light yellow crystalline powder, suggesting purity and a well-defined solid state.”
Molecule Origin 88
“This moderate melting point is characteristic of many organic intermediates and is important for process design.”