3,3,5,5-Tetramethylbisphenol A CAS:5613-46-7

3,3,5,5-Tetramethylbisphenol A (TMBPA) exhibits high thermal-oxidative stability and reactivity, primarily used in high-performance polymers, electronic materials, and specialty coatings.

Description:

1. Physical and Chemical Properties

  • Appearance: White to pale yellow crystalline powder

  • Melting Point: Approximately 160–165°C (varies slightly with purity)

  • Solubility: Soluble in organic solvents (e.g., acetone, chloroform), insoluble in water.

  • Thermal Stability: High (methyl substitution restricts molecular chain mobility, elevating glass transition temperature).

2. Key Characteristics

  • High Thermal Stability: Suitable for high-temperature processing (e.g., electronic encapsulation materials).

  • Chemical Resistance: Hydrophobic methyl groups enhance resistance to acids, alkalis, and solvents.

  • Low Hygroscopicity: Minimizes performance degradation due to moisture absorption (e.g., dielectric materials).

  • Antioxidant & Flame Retardant Potential: Steric hindrance from methyl groups delays oxidative degradation; may synergize with other components to improve flame retardancy.

3. Primary Applications

  1. Polymer Materials

    • Epoxy Resin Modification: Acts as a curing agent or comonomer to enhance mechanical strength, heat resistance, and flexibility (aerospace, electronic encapsulation).

    • Polycarbonate (PC) Enhancement: Alternative to bisphenol A, improves UV-aging resistance (automotive lenses, optical devices).

  2. Electronic Materials

    • High-Frequency Circuit Substrates: Low dielectric constant reduces signal loss (5G communications, semiconductor packaging).

    • Photoresist Component: Used in microlithography for high-precision patterning.

  3. Flame Retardant & Antioxidant Systems

    • Additive for polymers to enhance high-temperature stability and long-term durability (cable sheaths, engineering plastics).

4. Advantages and Replacement Potential

  • Upgraded Alternative to Bisphenol A: Methyl substitution may reduce estrogenic activity concerns, but requires further toxicological validation.

  • Performance-Oriented: Balances thermal stability, processability, and durability for high-end industrial applications.

5. Precautions

  • Safety: Limited toxicological data available; handle as an industrial chemical (avoid inhalation/skin contact).

  • Synthesis: Requires Friedel-Crafts alkylation or similar reactions, with strict control of substitution sites for high purity.

Item
Value
CAS No.
5613-46-7
Other Names
4,4'-Isopropylidenedi-2,6-xylenol
MF
C19H24O2
EINECS No.
227-033-5
Place of Origin
Hebei China
Purity
99.5%
Application
Flame retardant
Appearance
Off-white solid
Molecular Weight
284.39
Density
1.074±0.06 g/cm3(Predicted)
Melting point
162-165 °C (lit.)
Boiling point
420.6±40.0 °C(Predicted)
Flash(ing) point
190.2°C