Resveratrol-Based Fluorinated Materials with High Thermostability and Good Dielectric Properties at High Frequency

Abstract

Two resveratrol-based monomers with thermo-cross-linkable trifluorovinyl-ether groups (−OCFCF2) have been designed and synthesized. After treating at a temperature above 140 °C, the monomers were converted into cross-linked networks, which display the average dielectric constants (D k) of 2.45–2.52 and the average dielectric loss (D f) of 2.2 × 10–3 to 2.6 × 10–3 at a high frequency of 5 GHz. Such data are much better than these of the resveratrol-based epoxy resin (D k of above 3.5 and D f of near 2.6 × 10–2) and the commercial bisphenol A epoxy resins (D k of above 3.7). In addition, two cured monomers exhibit high thermostability with a 5% weight loss temperature (T 5d) of more than 450 °C. They also display low water uptake of below 0.08% when immersed in boiling water for 3 days. These data indicate that the resveratrol-based monomers in this contribution are suitable as the encapsulation resins for the application in the microelectronic industry.

Low-Dielectric Polymers Derived From Biomass

“…More recently, biobased resveratrol has been also converted into the functional monomers (Figure 11). 58 A fluorocontaining monomer (HR-TFVE) based on the hydrogenated resveratrol gave a cured product, which displayed lower D k than the cured R-TFVE (based on resveratrol). This result may be due to the higher polarizability of the double bonds in R-TFVE than the single bonds in HR-TFVE.…”

“…This compound widely exists in peanut, knotweed, and other plants. It has three hydroxyl groups distributed on the two benzene rings, making it a good template for the preparation of the thermosetting resins. − …”

An intrinsic flame retardant epoxy resin with high transparency and strengthened mechanical property

“…Raman is a common method to detect the degree of ordering of the residues of materials after combustion. 32,[34][35][36][37][38] Generally, due to the amorphous carbon, the D band locates near 1350 cm À1 , and the G band attributed to the sp 2 -hybrid carbon appears at about 1580 cm À1 . Basically, the larger the I D /I G ratio, the smaller the grain size and the denser the char layer formed.…”

Design and preparation of glassy molecular precursors by adjusting molecular structures for facile processing of high-performance polymers

“…[22][23][24] Compared with polymers, precursors with low molecular mass flow more easily owing to the weak molecular interactions, which can be enhanced by post-crosslinking after molding. Accordingly, many precursors with crosslinkable groups, including benzocyclobutene (BCB), [25][26][27][28] trifluorovinyl-ether 29,30 and phenylethynyl groups 31,32 were prepared as small molecules or oligomers. For example, Fang et al 29 synthesized two resveratrol-based monomers containing three trifluorovinyl-ether groups, which behaved as low-viscosity liquids at room temperature, and crosslinked at elevated temperatures to give cured resins with T d,5% above 450 1C.…”

“…Accordingly, many precursors with crosslinkable groups, including benzocyclobutene (BCB), [25][26][27][28] trifluorovinyl-ether 29,30 and phenylethynyl groups 31,32 were prepared as small molecules or oligomers. For example, Fang et al 29 synthesized two resveratrol-based monomers containing three trifluorovinyl-ether groups, which behaved as low-viscosity liquids at room temperature, and crosslinked at elevated temperatures to give cured resins with T d,5% above 450 1C. Kuroki et al 32 prepared phenylethynyl-terminated PI oligomers that were melt-processable at about 360 1C.…”