Poly(arylene ether ketone)s with low dielectric constants derived from polyhedral oligomeric silsesquioxane and difluorinated aromatic ketones

Abstract

Preparation of low-dielectric-constant poly(arylene ether ketone)s (PAEKs) containing polyhedral oligomeric silsesquioxane (POSS) in the main chains with high molecular weights (up to h inh 5 0.65 dL/g) is reported. The polymers (DDSQ-PAEKs) were synthesized from a diphenol POSS [2OH-DDSQ, or 3,13-di(2-methoxy-4-propylphenol)octaphenyl DDSQ] and three difluorinated aromatic ketones via nucleophilic aromatic substitution polycondensation. All of the DDSQ-PAEKs exhibited lower dielectric constants in the range of 1.95-2.21 at 1 MHz at room temperature compared with the corresponding traditional PAEKs. In particular, DDSQ-PEEK demonstrated good combined characteristics, including low dielectric constant of 1.95 at 1 MHz, high static water contact angle (CA) of 1008, low water sorption of 0.09%, and organosolubility. The relationship between chemical structure and the properties of the DDSQ-PAEKs were investigated in detail.

Distinct insight into the use of difunctional double-decker silsesquioxanes as building blocks for alternating A–B type macromolecular frameworks

“…As expected and reported previously, these copolymers are similarly not soluble in methanol, n-hexane, and acetonitrile. 51,52 However, in the case of dichloromethane (DCM), acetone, and tetrahydrofuran (THF) some discrepancies are observed. 7b-g exhibited two times better solubility in DCM and is over 10-times more soluble in acetone and THF than 7c-g.…”

“…As expected and reported previously, these copolymers are similarly not soluble in methanol, n -hexane, and acetonitrile. 51,52…”

Effect of di‐halogen monomers embraced in main chain of low‐dielectric colorless fluorene‐based poly(aryl ether)s on their performance

“…Water absorption is one of the most important indexes for evaluating materials for microelectronic devices 28 . The water absorption increases while the content of polar groups and the free volume of polymer increases.…”

“…Water absorption is one of the most important indexes for evaluating materials for microelectronic devices. 28 The water absorption increases while the content of polar groups and the free volume of polymer increases. All polymers exhibit appreciably lower water absorption in the range 0.5 ~1.2% (Table 6), than the traditional PIs.…”

Naphthalene‐containing poly(arylene ether ketone) with low dielectric constant

“…Naphthalene‐based difluoroarene can be synthesized by Friedel‐Crafts acrylation reaction, and substitution on naphthalene can improve the solubility of PAEKs . Synthesis of bulky moieties in polymer backbone such as adamantyl, polyhedral oligomeric silsesquioxane (POSS) is time–cost and complicated, which hinders their wide application.…”