Preparation and properties of multi-fluorinated N-heterocycle-containing poly(phthalazinone ether)s with high strength and low dielectric constant

Abstract

Modern microelectronics devices urgently request low dielectric constant materials with commendable mechanical properties. Novel fluorinated poly(aryl ether)s (FPPEs) were prepared by traditional polycondensation of 4-(4-Hydroxylphenyl)(2H)-phthalazin-1-one (DHPZ), Bisphenol AF (BAF) and Decafluorobiphenyl (DFB) to study bulky phthalazinone effects on mechanical and dielectric behavior of polymers. After the introduction of phthalazinone moieties, FPPEs showed excellent solubility to readily solve in many organic solvents like NMP, DMAc, CHCl3, and THF. Simultaneously, they exhibited relatively high glass transition temperatures (Tgs) from 180 °C to 294 °C, increasing with the content of phthalazinone groups. The FPPEs still possessed excellent thermal stability with decomposition temperature up to 514 °C and char yield at 800 °C as high as 56% under nitrogen atmosphere. FPPE films showed good mechanical strength with tensile stress higher than 68 MPa and modulus surpassing 10.8 MPa, also increasing with phthalazinone concentration. The dielectric property of FPPEs was investigated with impedance analyzer. FPPE8020 and FPPE 6040 showed dielectric constant from 3.10 to 3.30 and dielectric loss of 0.005–0.008 under a large frequency range of 0.02–60 GHz. The phthalazinone moieties mainly contributed to the decrease of dielectric constant. The results evidently suggest FPPEs as commendable candidate for those high-tech electronic applications.

Keywords

• poly(aryl ether)s
• Phthalazinone
• Mechanical strength
• Dielectric property
• Fluorinated