Synthesis of polyaryloxysilanes by melt‐polymerizing dianilino‐ and diphenoxysilanes with aromatic diols

Abstract

SynopsisA series of polyaryloxysilanes was prepared from aromatic diols and dianilino-and diphenoxysilanes. High molecular weight polymers were obtained at temperatures of 200°C. or higher by using melt-polymerization procedures. The polymers, which combine the structures of silicones and polyaromatics, possessed high thermal stabilities and were obtained as materials which ( 1 ) failed to melt or soften at 35OoC., (2) were gumlike at elevated temperatures, or (3) were soluble, film-and fiber-forming polymers capable of being processed as conventional thermoplastics and having potentially useful mechanical properties. The preparation of monomers, general polymerization procedures, and certain structure-property relationships for the thermoplastic polyaryloxysilanes are considered.

The investigation of methyl phenyl silicone resin/epoxy resin using epoxy-polysiloxane as compatibilizer

“…This is because that Si603 resin has much oxydiphenylsilane group and oxypheny methylsilane group. We all know that oxydiphenylsilane group (-O-SiPh 2 -O-) was reported to exhibit a high thermal stability over 400°C [24][25][26]. It was reasonable that replacing triglycidyloxyphenylsilane group with oxydiphenyl-silane group (-O-SiPh 2 -O-) significantly improved the silicon-containing epoxy resins' thermal stability.…”

Synthesis and characterization of novel polyaryloxydiphenylsilane derived from 2,2?- dimethyl-biphenyl-4,4?-diol

“…Saegusa et al 2 and Curry 3 and Dunnavant 4 reported that polyaryloxydiphenylsilanes of a high molecular weight could be prepared by the melt polycondensation of dianilinodiphenylsilanes with aromatic diols. The dianilinodiphenylsilane was prepared by condensation of dichlorodiphenylsilane with aniline.…”

“…The melt polycondensation of the obtained dianilinodiphenylsilane with aromatic diols occurred at high temperatures, up to 320°C, under a vacuum. [2][3][4] However, the melt polycondensation technique is not suitable for preparing polyaryloxydiphenylsilane derived from 2,2Ј-dimethyl-biphenyl-4,4Ј-diol because of its sublimation at high temperatures and under a vacuum. Therefore, the solution polycondensation techniquewasadoptedtopreparethenovelpolyaryloxydiphenylsilane in this study.…”

“…1,2 In the search for new materials for space applications, Curry 3 and Dunnavant 4 found that polyaryloxydiphenylsilanes had excellent stability under high temperatures and ultraviolet radiation. The polymers were made by the melt polycondensation of aromatic diols with dianilinodiphenylsilane.…”

Approaches to polymers containing a silicon-oxygen bond in the main chain

“…using melt-polymerization procedures at 200-300 • C afforded a series of highmolecular-weight (M w = ∼80 000) polyaryloxysilanes (Scheme 5) [51]. Reactions of dianilinosilanes with diols proceeded smoothly to afford high-molecular-weight products, while the condensation of diphenoxysilanes with diols required a catalytic amount of Li, Na, or K to facilitate the reaction.…”