Synthesis and properties of poly(aryl ether sulfone)s containing the phthalazinone moiety

Abstract

Three series of poly(aryl ether sulfone)s (PAESs) containing the phthalazinone moiety in the polymer backbone were synthesized by solution polycondensation of bis(4-chlorophenyl) sulfone with three commercial bisphenols and 4-(4-hydroxyphenyl)-2,3-phthalazin-1-one. Bisphenol-A, hydroquinone, and bis(4-hydroxyphenyl) sulfone, or bisphenol-S, were selected as the commercial bisphenols for copolymerization. The synthesized polymers exhibited very high glass transition temperatures and excellent thermooxidative properties. They also showed superior mechanical properties and fair rheological properties. The introduction of relatively flexible moieties, such as benzene rings, onto the poly(phthalazinone ether sulfone) (PPES) chain led to a decrease in glass transition temperature with respect to the phthalazinone homopolymer. However, the processability of PPES was improved dramatically by the addition of these commercial bisphenols. The properties of synthesized PAESs can be tailored by changing the molar ratios of bisphenols to phthalazinone monomer.

Sulfonation of poly(phthalazinones) with fuming sulfuric acid mixtures for proton exchange membrane materials

“…PPs were synthesized according to the procedure reported previously [18][19][20][21]. All other chemicals were obtained commercially from Aldrich as reagent grade and used as received.…”

“…Among other advantages this class of polymers is distinguished for excellent chemical and oxidative resistance, mechanical strength, high thermal stability and very high glass transition temperatures (295, 263 and 278 • C, respectively). The sulfonation reactions of PPESK, and the nanofiltration and ultrafiltration membrane properties have been studied [18][19][20][21][22][23] before. Recently we reported both the post-synthesis sulfonation of PPEK and the polymerization reaction of sulfonated monomers as well as the conductivity properties of polymer membrane films [24,25].…”

Effects of phenyl-s-triazine moieties on thermal stability and degradation behavior of aromatic polyether sulfones

“…For comparison, poly(phthalazinone ether sulfone) (PPES) and poly(phthalazinone ether phenyl-s-triazine) (PPEP) were respectively prepared by the procedures disclosed in ref. [23] and ref. [15].…”

Novel interpenetrating polymer network sulfonated poly (phthalazinone ether sulfone ketone)/polyacrylic acid proton exchange membranes for fuel cell

“…The PPESK copolymer in this study has a sulfone/ketone (S/K) ratio of 1:1 [14]. Sulfonation of PPESK was performed according to a heterogeneous method [15].…”