On the in situ trimethylsilylation of zinc acetylides

Mäeorg, Uno; Viirlaid, Säde; Hagu, Hannes; Verkruijsse, H. D.; Brandsma, L.

doi:10.1016/s0022-328x(00)00103-0

Cited by 9 publications

(3 citation statements)

References 4 publications

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“…The only reported procedure for the direct synthesis of various silylalkynes is not practical, as it requires heating the terminal alkyne, silyl chloride, and excess Zn powder in acetonotrile in a sealed tube . Attempts to perform this reaction at atmospheric pressure employing either Zn/Cu 9 couple or Zn powder proved nonselective, producing inseparable mixtures containing the product and reduced alkene byproducts. Herein, we wish to report a selective zinc halide-mediated direct silylation of terminal alkynes with aminosilanes, providing an efficient route to differently substituted silylalkynes in good to very high yields.…”

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confidence: 99%

Direct Electrophilic Silylation of Terminal Alkynes

et al. 2004

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confidence: 99%

Direct Electrophilic Silylation of Terminal Alkynes

et al. 2004

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“…To balance the flexibility of the structure design with the practical challenges of experimental synthesis, we defined the genes of silicon-containing arylacetylene resins in terms of synthetic routes . Silicon-containing arylacetylene resins can be synthesized via (1) a reduction with Zn and (2) a Grignard reaction. , In these synthetic routes, diynes and chlorosilanes are necessary reactants (see Figure a). As such, silicon-containing arylacetylene can be expressed as a combination of two essential genes.…”

Section: Results and Discussionmentioning

confidence: 99%

Rational Design of Heat-Resistant Polymers with Low Curing Energies by a Materials Genome Approach

et al. 2020

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Designing high-temperature polymers with excellent processability is a long-standing challenge because of the implacable contradiction between high thermal stability and low curing energy. Traditional designs based on scientific intuition and trial-and-error experiments have not been efficient strategies for the discovery of new heat-resistant resins. In this work, we developed a materials genome approach to facilitate the design of new heat-resistant resins with the desired properties. By defining the gene and extracting key features for properties, we proposed a two-step strategy to screen candidate resins obtained from combinations of genes. A new kind of heat-resistant resin was predicted by rapid screening and was further verified by theoretical simulations and experimental studies. The basic framework developed for the present materials genome approach can be generalized for the rapid design of other highperformance materials.

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“…In addition, the synthetic process of these two methods is tedious with multiple steps. Recently, several other methods have been developed, such as metallic Zn or zinc salt mediated and Zn (OTf) 2 ‐catalyzed reactions between alkynes and chlorosilane . Specifically, for the sake of improving the processability of the PSA resins and simplifying the synthetic process, Shen et al .…”

Section: Introductionmentioning

confidence: 99%

Star‐shaped silicon‐containing arylacetylene resin based on a one‐pot synthesis using zinc powder catalysis with improved processing and thermal properties

Huang

Deng

Liu

2019

J of Applied Polymer Sci

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Herein, reporting a simple, sustainable, and cost-effective chemical synthesis of a star-shaped silicon-containing arylacetylene (SSA) resin via a one-pot process using zinc powder as a catalyst. The as-prepared viscous liquid resins exhibited moderate rheological behavior. The thermal curing temperature was determined to be 203 C using differential scanning calorimetry, which is much lower than that reported for polyimide and phthalonitrile (>300 C), indicating the SSA resins are suitable for processing at a lower temperature. Thermogravimetric analysis also revealed the excellent thermal stability and extremely high carbon residue of the cured SSA resin (the temperature at 5% mass loss and residual yield at 800 C under N 2 were 654 C and 93%, respectively). The results showed the excellent processability and thermal stability of SSA resin.

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On the in situ trimethylsilylation of zinc acetylides

Cited by 9 publications

References 4 publications

Direct Electrophilic Silylation of Terminal Alkynes

Direct Electrophilic Silylation of Terminal Alkynes

Rational Design of Heat-Resistant Polymers with Low Curing Energies by a Materials Genome Approach

Star‐shaped silicon‐containing arylacetylene resin based on a one‐pot synthesis using zinc powder catalysis with improved processing and thermal properties

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