The addition of a series of silicon hydrides: trichlorosilane, methyldichlorosilane, dimethylchlorosilane, phenyl dichlorosilane, and methyl phenyt chlorosilane to esters of long chain unsaturated fatty acids, such as oleic, linoleic acids, and 10-undecenoic acid, was studied with respect to catalysts, temperature, and solvents. Higher yields were obtained on carrying out the hydrosilylation reactions in the presence of chloroplatinic acid or Pt on C catalysts in bulk without solvent, as compared with peroxide catalysts. The addition reaction with methyl 10-undecenoate, which has a terminal double bond, gave a higher yield than that with methyl oleate. NMR data of the products from methyl 10-undecenoate and methyl oleate, as well as their reduction products with lithium aluminum hydride, have shown that, with the former ester, the silyl moiety added exclusively to the terminal carbon atom, while, with the latter, no migration of the silyl moiety to the terminal carbon atom was observed.
Thermally stable polyamides were prepared by reaction of aromatic diamines with pyrrolidone dicarboxylic acids obtained by reaction of itaconic acid with aromatic diamines. The reaction was carried out either by melt poly-condensation or by converting the diacids to their actiye mixed anhydrides and reacting them with the diamines. Polybenzim'idazoles were prepared by melt polymerization of the pyrrolidone dicarboxylic acids with 3,3'diamino-benzidine. All the polymers were soluble in concentrated sulfuric acid and part of them were also partially soluble in DMF or.DMS0. DTA and TCA measurements in air showed that the polyamides were stable up to about 400" and the polybenzimidazoles were stable to 500".
The addition products of some monochlorosilanes to methyl oleate and undecanoate were hydrol~/zed and condensed to yield the corresponding difunctional disiloxanes, which were, inturn, transformed by alkaline hydrolysis or reduction to the corresponding diacids or diols. The addition products of dichlorosilanes gave on hydrolysis and condensation cyclosiloxanes but not linear polymers, as shown by mol wt data and IR spectra, while the corresponding addiiton products of trichlorosilances gave on similar treatment rubbery cross-linked polymers. In contrast to the silanol intermediates, obtained on hydrolysis of methylchlorosilanes, which condensed easily to the corresponding disiloxanes, the corresponding bulkier phenyl chlorosilanes gave stable silanols which showed a lower tendency to condense. Some monoand di-alkoxy, phenoxy, and acetoxy silyl derivatives of the long chain fatty acid esters also were synthesized.
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