Improved Synthesis of Oligomeric Sulfone‐Based Phthalonitriles

Abstract

An improved method has been developed to produce an oligomeric sulfonyl-containing phthalo nitrile with better processability. The oligomeric phthalonitrile monomer is prepared from the reaction of an excess amount of bisphenol A with 4-(chlorophenyl)sulfone in the presence of a mixed base system (NaOH/K 2 CO 3 ) in a dimethylsulfoxide/toluene solvent mixture, followed by end-capping with 4-nitrophthalonitrile in a two-step, one-pot reaction. This phthalonitrile resin exhibits lower viscosities than previously reported systems for molding into various shapes. After being thermally cured to yield crosslinked polymers, this sulfonyl-based polymer demonstrates superb mechanical properties and thermo-oxidative stability, absorbs less than 1.0 weight percent water, and maintains good dielectric properties.

Sustainable High‐Temperature Phthalonitrile Resins Derived from Resveratrol and Dihydroresveratrol

“…Resin 1 b appears far easier to process with the viscosity values falling more in line with the oligomeric second generation PN resins. 19,21 Polymerization of PN resins 1 a and 1 b were monitored by DSC analyses up to 400 8C in the presence of 2.7 wt % of bis(3-[4-aminophenoxy]phenyl)sulfone (m-BAPS) to yield thermosets 4 a and 4 b (Figures 1 and 2). Upon melting, 1 a, had a higher viscosity than 1 b, which decreased the polymerization rate.…”

Systematic study on highly efficient Thermal Synergistic Polymerization effect between alicyclic imide moiety and phthalonitrile: Scope, Properties and Mechanism

“…These results could be attributed to the good characteristics of the alicyclic imide and phthalonitrile blend resins, which can be polymerized into voids-free thermosets. Low water absorption capability [31], a key aspect of polymer networks, was determined by absorption experiments in boiling distilled water over a course of 60 h on several bulk samples of polymers 55-ppc, 37-ppc and methyl tetrahydrophthalic imide/phthalonitrile polymers, M37-ppc. Fig.…”

Sustainable, fire‐resistant phthalonitrile‐based glass fiber composites

“…These inherent processing limitations led to the development of second generation PN resins that contain oligomeric aromatic ether spacers between the terminal phthalonitrile groups. They are synthesized via a two‐step, one‐pot nucleophilic displacement reaction between activated or unactivated dihaloaromatic compounds and an appropriate bisphenol, followed by end‐capping with 4‐nitrophthalonitrile . The second generation PN resins exhibit low melting temperatures and thus can be processed at considerably lower temperatures than the first generation PN resins.…”