Processable high T_g high strength fluorinated new poly(arylene ether)s containing imido aryl group

Abstract

A series of poly(arylene ether)s (7a-7f) were successfully synthesized by aromatic nucleophilic substitution reactions of imidoaryl biphenol (5), 4,9-bis-(4-hydroxy-phenyl)-2-phenyl-benzo[f]isoindole-1,3-dione with six different trifluoromethyl substituted bisfluoro monomers (6a-6f). The weight-average molar masses of the polymers were up to 280 kD as measured by GPC. These poly(arylene ether)s exhibited glass transition temperatures up to 361 C in DSC. These polymers showed very high thermal stability up to 558 C for 10% weight loss under synthetic air in TGA. Except 7d-7f, remaining polymers 7a-7c were soluble in a wide range of organic solvents. Transparent thin films of these polymers cast from DCM or NMP exhibited tensile strengths up to 75 MPa and elongation at break up to 41% depending on their exact repeating unit structures. These poly(arylene ether)s showed cut-off wavelength in between 400 and 450 nm except 7d and water absorption were in the range of 0.4 to 0.6%. V C 2011Wiley Periodicals, Inc. J Appl Polym Sci 122: [3038][3039][3040][3041][3042][3043][3044][3045][3046][3047] 2011

A Universal Method to Enhance Flexibility and Stability of Organic Solar Cells by Constructing Insulating Matrices in Active Layers

“…[ 31,47 ] Tracking the mechanical properties of conjugated polymers and PAE resins, it can be seen that PAE resins give a higher value of elongation at break (reaching up to 120%), indicating that PAE resins are much more stretchable than traditional photovoltaic materials (more brittle for BHJ layer with SMAs). [ 4,36,39–41 ] UV‐vis absorption spectra of the materials in thin films are shown in Figure A. The absorption of PAEF is located at 200–372 nm, completely transparent in visible region (inset of Figure 2A).…”

“…[ 36–38 ] In addition, due to the strong chain entanglement effect (induced by highly twisted backbone with sacrificing charge transport property as insulating materials), mechanical property of PAE films also exhibits obvious advantages over that of organic photovoltaic films. [ 36,39–41 ] Organic photovoltaic materials and PAE resins seem completely opposite in nature. It is worth noting that high‐performance PAE resins can be built by the segments with promising photoelectric property.…”

Fluorinated Poly(Arylene Ether)s

“…Continuing the research with semifluorinated polymers, Banerjee et al [64] synthesized bisphenol with an imido aryl group and reacted it with several bisfluoro monomers to achieve polymers with high T g and high thermal stability. Polymers 2-39 to 2-41 ( [59] or phthalimidine moiety [61], these PAEs had still higher T g values owing to the presence of the rigid naphthyl-imido group of the bisphenol, which hindered motion around the polymer backbone.…”

Highly Fluorinated Sulfonated Poly(arylene ether sulfone) Copolymers: Synthesis and Evaluation of Proton Exchange Membrane Properties

“…In addition, all of the copolymers exhibited absorption band at 1488 and 1512 cm −1 to aromatic ring stretching, and 1248−1131 cm −1 to C−F stretching frequencies. 34,38 The aromatic CC band at 1605 cm −1 , corresponding to disubstitution on aromatic phenyl for 6FBPAQ, was split into two bands at 1613 and 1587 cm −1 for the 6FBPAQS-XX series copolymers due to increased mole percentage of trisubstituted (because of sulfonation) phenyl ring. The intensity of the 1587 cm −1 band, corresponding to trisubstituted phenyl rings, increased with an increasing sulfonated monomer ratio.…”