For scientists and formulators working with advanced materials, a deep understanding of chemical properties is fundamental. 1,4-Bis(4-aminophenoxy)benzene, identified by its CAS number 3491-12-1, is a compound of significant interest due to its unique molecular structure and resulting chemical characteristics.

Molecular Structure and Chemical Characteristics

The chemical name 1,4-Bis(4-aminophenoxy)benzene precisely describes its structure: two aniline (aminobenzene) groups are linked to a central benzene ring via ether linkages in the para positions. Its molecular formula is C18H16N2O2, and its molecular weight is approximately 292.33 g/mol. The presence of two primary amine groups (-NH2) renders it a diamine, making it highly reactive in nucleophilic and condensation reactions.

Key chemical properties relevant to its applications include:

  • Reactivity: The amine groups readily react with electrophiles such as acid anhydrides, acid chlorides, and isocyanates. This reactivity is the basis for its use in polymerization.
  • Thermal Stability: The aromatic nature of the molecule, combined with the ether linkages, contributes to significant thermal stability, a trait that is transferred to polymers synthesized from it. This is why it is often supplied as a white to light yellow powder with a melting point in the range of 172-173°C.
  • Solubility: While generally insoluble in water, it exhibits solubility in various organic solvents, which is important for processing and reaction conditions.
  • Basicity: Like other aromatic amines, it possesses basic properties due to the lone pair of electrons on the nitrogen atoms.

Applications Driven by Chemical Properties

These chemical characteristics directly translate into its primary applications:

  • Polymer Synthesis: Its most prominent role is as a diamine monomer in the production of polyimides. Reacting 1,4-Bis(4-aminophenoxy)benzene with aromatic dianhydrides yields polyimides with exceptional thermal resistance, mechanical strength, and dielectric properties, making them suitable for demanding applications in aerospace, electronics, and protective coatings. Researchers often buy this compound from specialized chemical suppliers for these advanced polymerizations.
  • Curing Agents for Epoxy Resins: As a diamine, it serves as an effective curing agent for epoxy resins. It reacts with the epoxide groups, forming a cross-linked network that enhances the resin's thermomechanical properties and chemical resistance.
  • Intermediate for Functional Materials: Its structure can be a building block for more complex functional molecules, including precursors for specialized dyes, organic semiconductors, or components in supramolecular chemistry.

When sourcing 1,4-Bis(4-aminophenoxy)benzene (CAS 3491-12-1), understanding these chemical properties helps procurement managers and R&D scientists make informed decisions. Ensuring high purity from a reliable manufacturer is key to leveraging its full potential in material innovation.