Abstract

The synthesis of novel polysilalkylene siloxane monomers is of great interest to industrial chemists owing to their polymeric analogues having extremely useful properties as elastomers, adhesives, fluids, resins, as well as additives to other commercial products. The current industrial process for creating silicone polymers is through hydrosilylation of dienes. This process can produce a wide variety of organosilicon compounds with vast range of uses. The objective of this experiment is to synthesize modified silicone monomers which can be readily hydrolyzed in the presence of water to form their corresponding polymeric analogues. In order to do this, terminal dienes were reacted with either dimethylchlorosilane or methylphenylchlorosilane in the presence of the Karstedt’s catalyst, the most commonly used hydrosilylation catalyst, in order to yield the modified siloxane monomers. We report on the methodologies used to determine the identity of the final products as well as the methods used to determine their properties.

Highlights

  • Hydrosilylation is frequently used industrially in the preparation of siloxanes and other organosilicon compounds [1,2,3,4,5,6,7,8,9,10]

  • The results of the Fourier-Transform Infrared Spectroscopy (FTIR) of the products showed the appearance of the Si-Cl peak, indicating the addition of the chlorosilyl group to the double bond

  • FTIR showed that in the di-addition product that the double bond peak associated with the C-H stretch (3000 cm-1) of an alkene, the C=C stretch (1600 cm-1) of alkene as well as the Si-H stretch (2100 cm-1) disappeared in the final product, showing the disappearance of the double bond and the addition of the chlorosilyl group

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Summary

Introduction

Hydrosilylation is frequently used industrially in the preparation of siloxanes and other organosilicon compounds [1,2,3,4,5,6,7,8,9,10]. Due to the high yields produced by the hydrosilylation reaction, it is the preferred method of synthesizing activated silicone compounds and is a field of critical industrial importance [1]. In order to synthesize the siloxane monomers, 1,5-hexadiene, 1,7-octadiene, diallyl ether, dimethyldivinylsilane, and diallyldimethylsilane were reacted with dimethylchlorosilane as well as methylphenylchlorosilane in the presence of the Karstedt’s catalyst. Different chlorosilanes were utilized in order to further functionalize the siloxane monomers to have either two methyl pendant groups (dimethylchlorosilane) or a methyl and a phenyl pendant group (methylphenylchlorosilane). All of these differences can yield monomers that, when polymerized via condensation polymerization, can create polymers with vastly different applications and commercial uses. The identity of the products produced via hydrosilylation were confirmed via ATR FTIR and 1H NMR analysis of both reactants and products

Methods
Results
Conclusion

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