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  • 2,2-Bis(4-cyanatophenyl)propane

  • 2,2-Bis(4-cyanatophenyl)propane

    Catalog Number
    ACM1156510
    CAS Number
    1156-51-0
    Product Name
    2,2-Bis(4-cyanatophenyl)propane
    Structure
    Category
    Polymers
    Synonyms
    Bisphenol A cyanate ester
    IUPAC Name
    [4-[2-(4-cyanatophenyl)propan-2-yl]phenyl] cyanate
    Molecular Weight
    278.3g/mol
    Molecular Formula
    C17H14N2O2
    Canonical SMILES
    CC(C)(C1=CC=C(C=C1)OC#N)C2=CC=C(C=C2)OC#N
    InChI
    InChI=1S/C17H14N2O2/c1-17(2,13-3-7-15(8-4-13)20-11-18)14-5-9-16(10-6-14)21-12-19/h3-10H,1-2H3
    InChI Key
    AHZMUXQJTGRNHT-UHFFFAOYSA-N
    Melting Point
    78 - 83 °C
    Purity
    95%
    Appearance
    Solid
    Complexity
    386
    Covalently-Bonded Unit Count
    1
    EC Number
    214-590-4
    Exact Mass
    278.105528g/mol
    Formal Charge
    0
    Heavy Atom Count
    21
    Monoisotopic Mass
    278.105528g/mol
    NSC Number
    646242
    Rotatable Bond Count
    4
    XLogP3
    4.1
    Case Study

    Curing Modification of 2,2-Bis(4-Cyanatophenyl)Propane

    Curing system of 2,2-Bis(4-Cyanatophenyl)Propane. Hou D, et al. Journal of Applied Polymer Science, 2017, 134(8).

    In order to improve the curing properties of 2,2-bis(4-cyanatophenyl) propane (BACY), 4,4'-(hexafluoroisopropylidene) diphenol (BPAF) was used as an active hydrogen modifier. The hydrogen of the phenolic hydroxyl group of BPAF is highly active due to the strong electron negativity of the CAF bond. The results show that when the weight ratio of BPAF/BACY is 15/85, BACY can be completely cured within 3 hours at 200°C and 8°C, with excellent performance.
    BPAF/BACY Sample Preparation and Analysis
    · In the this study, a combination of CoAt(III) and phenols were utilized to cure BACY, with the mixture consisting of 0.05% CoAt(III), 15% phenols, and 85% BACY by weight. Phenols served as co-catalysts while transition metal salts acted as the primary catalysts in the mixture.
    · To prepare the material, BACY and BPAF (or BPA, or NoP) were first combined evenly at 80 °C, followed by the addition of CoAt(III). The resulting mixture was thoroughly stirred and degassed in a vacuum oven at 80 °C to remove any air bubbles. This bubble-free mixture was then poured into a stainless steel mold and cured in a convection oven at 140 °C for 1 hour, 160 °C for 2 hours, 180 °C for 2 hours, and 200 °C for 3 hours.
    · The curing efficiency between BPAF and BACY was characterized by gel time, Fourier transform infrared spectroscopy (FTIR) and differential scanning calorimetry (DSC).

    Application of 2,2-Bis(4-Cyanatophenyl)Propane to Clay Nanocomposites

    2,2-Bis(4-cyanatophenyl)propane used in composite materials. Venkatesh M, et al. Journal of Applied Polymer Science, 2019, 136(28), 47754.

    A series of dicyanate monomer blends including 2,2'-bis(4-cyanatophenyl) propane (DCDPP) were prepared and characterized. These copolymers can be further used in combination with montmorillonite nanoclay to obtain epoxy-cyanate-clay nanocomposites with enhanced thermal stability.
    Preparation of epoxy-cyanate (Ep-Cy) blends and Ep-Cy-Nc nanocomposites
    · Each dicyanate (DCDPP, DCBP, DCN, DCTDP, and DCDPS) was added to the mixture along with the curing conditions. Therefore, DGEBA blends with 4,4-diaminodiphenylsulphone (DDS) were created using the same equivalent ratios. For a blend with 100 wt %, 10 wt % of cyanate was incorporated.
    · The blends were thoroughly mixed at 120 °C in an oil bath until a homogeneous liquid was obtained. Once the formulations were melted and homogeneous, they were poured into a preheated (120 °C) open mold treated with a silicon-based release agent. The materials were transferred to the mold and then cured at different temperatures to obtain Ep-Cy blends.
    · The EpCy-Nc systems all contained DGEBA, the corresponding dicyanate, and MMT clay. The nanoclay dispersion containing DGEBA, DDS, and cynate was heated in an oil bath at 90 °C and stirred slowly until it became transparent. The resulting prepolymer was poured into a preheated stainless steel mold and cured at varying temperatures.

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