Biobased Anethole-Functionalized Poly(phenylene oxides): New Low Dielectric Materials with High T_g and Good Dimensional Stability

Abstract

A series of modified poly­(phenylene oxides) (PPOs) with low dielectric constant, high T g and good dimensional stability were developed. These polymers were synthesized by treating brominated PPOs with a biobased anethole and polymerized at a high temperature in the presence of a peroxide. When the molar ratios of anethole in the PPO were 0.2, 0.35 and 0.5, respectively, the cross-linked PPOs displayed low dielectric constants of less than 2.74 and high T g (more than 220 °C). In particular, the PPO with 0.5 molar ratio of anethole exhibited a coefficient of thermal expansion (CTE, 23.4 ppm/°C) that is comparable to copper foil (ca. 18 ppm/°C). This result indicated that the modified PPOs are suitable for the production of copper-cladded laminates in electronic industry. Moreover, compared to a commercial PPO having a T g of 153 °C and CTE of 155.8 ppm/°C, the modified PPOs with anethole units possessed a higher thermostability. Considering that PPOs are widely used in the electronics industry, this contribution offers a new approach to prepare high-performance materials using a biobased feedstock.

Low Dielectric Fluorinated Polynorbornene with Good Thermostability and Transparency Derived from a Biobased Allylphenol (Eugenol)

“…The coefficient of thermal expansion (CTE) of PNBE–PFCB was surveyed by TMA, and the results are shown in Figure S11 in the Supporting Information. PNBE–PFCB exhibits a CTE of 90.9 ppm/°C from 50 to 300 °C, which is lower than those of a commercial low- k poly­(phenylene oxides) resin (155.8 ppm/°C) and some low- k composite materials. − …”

Low-Dielectric Polymers Derived From Biomass

“…Poly­(phenyl ether)­s are widely used as matrix resins for the production of PCBs in the electronics industry because they can be easily synthesized and display low water absorption and low D k value ( D k < 2.6). , Recently, our group has developed a new type of anethole-functionalized poly (aryl ethers) though introducing 4-propenylphenol derived from anethole into the brominated PPOs as the side chains. The modified PPOs were polymerized at a high temperature (Figure ) to give the cross-linked resins, exhibiting D k of less than 2.74 for frequencies ranging from 0.15 to 30 MHz and T g of more than 220 °C. In particular, the modified poly­(phenyl ether) with 0.5 molar ratio of 4-propenylphenol exhibits a CTE of 23.4 ppm/°C.…”

3D-MID Technology for Surface Modification of Polymer-Based Composites: A Comprehensive Review

“…It can be chemically metallized. PPE is not only resistant to hydrocarbons but also susceptible to stress cracking on account of its styrene content [ 90 , 91 , 92 , 93 , 94 , 95 , 96 , 97 , 98 , 99 ].…”

“…The long-term service temperature is in the range of 100-110 • C. It can be chemically metallized. PPE is not only resistant to hydrocarbons but also susceptible to stress cracking on account of its styrene content [90][91][92][93][94][95][96][97][98][99].…”