DIFUNCTIONAL SILARYLENE-CONTAINING ALIPHATIC COMPOUNDS: SYNTHESIS AND CHARACTERIZATION OF BIS(p (CARBOXYMETHYL)PHENYL)(R)PHENYLSILANE AND BIS(p-(2-AMINOETHYL)PHENYL)(R)PHENYLSILANE (R = Me, Ph)

Abstract

This work describes the synthesis of aliphatic diacids and diamines containing a silarylene moiety in the structure. These compounds can be employed as monomers for the synthesis of poly(amides) and poly(esters) or other condensation polymers. Thus, bis(p-methylphenylen)(R)phenylsilanes were obtained from p-bromotoluene and dicloro(R)phenylsilane (R= Me, Ph). Also, the dibenzyl nitrile compounds bis(p-(cyanomethyl)phenylen)(R)phenylsilanes were synthesized from the respective bis(p-(bromomethyl)phenylen) (R)phenylsilanes derivatives. The hydrolysis of the dibenzyl nitrile derivatives gives the respective diacids bis(p-(carboxymethyl)phenylen)(R)phenylsilanes with low yield. A direct Grignard reaction type was also studied using as precursors the dibenzyl bromide compounds. In a second stage, the synthesis of the phenethylamine bis(p-(2-aminoethyl)phenylen)(R)phenylsilane was studied by the reduction of the dibenzyl nitrile compounds. All compounds were characterized by IR-TF, 1 H, 13 C and 29 Si NMR.

Fluorinated star-shaped block copolymers: Synthesis and optical properties

“…The bands at 2800–2960 cm −1 are attributed to aliphatic CH bonds. For BTES, the stretching vibrations of CBr at 1261 and 592 cm −1 indicates the occurrence of bromination reaction . In the 1 H NMR spectrum of TES (Fig.…”

Silicon-Containing Aromatic Poly(esters) Derived From Bis(4-Carboxyphenyl)methyl-R-Silane and Bis(4-(Hydroxymethyl) Phenyl)methyl-R-Silane: Synthesis, Characterization and Thermal Studies

“…Moreover, similar silicon-containing compounds have been prepared by Rotman et al 16 and Kim et al 17 Recently, our group has also reported the synthesis and characterization of some difunctional silicon-containing aliphatic precursors and monomers. 18 Continuing our works on the synthesis, characterization and thermal studies of condensation polymers containing one or two Si atoms in the main chain, in this work, we describe the synthesis of four new poly(esters) derived from aromatic dicarboxylic acids and aliphatic dialcohols, all them containing two Si atoms in their structure and bonded to methyl and/or ethyl groups. In all cases, the thermal properties (Tg and thermal decomposition temperature) were related to the specific structure of the repetitive unit.…”