Facile fabrication of eugenol-containing polysiloxane films with good optical properties and excellent thermal stabilityviaSi–H chemistry

Abstract

Transparent and easily fabricated films were obtained through the coupling of eugenol, a bio-sourced feedstock with poly(methylhydrosiloxane) via use of the Piers−Rubinsztajn reaction and a Pt-catalysed hydrosilylation. The precursor reagents...

The ultimate Lewis acid catalyst: using tris(pentafluorophenyl) borane to create bespoke siloxane architectures

“…In 2021, Xu and co-workers introduced siloxane appendages to tetraphenylethylene (TPE) which offer superior properties to those with alkyl side chains as stronger liquefaction effects leads to a liquid state at room temperature, compared to TPEs with short chain alkyl functionalities, which can be solids. 73 The siloxane functionalised molecules also offer lower viscosity. The Piers-Rubinsztajn reaction was used to attach the siloxanes to the TPE rings to create solvent-free luminescent molecular liquids with a potential application as UV fluorescent inks (Fig.…”

“…The research groups of Brook and co-workers and Shuttleworth, Chen and co-workers have nicely demonstrated successful control over reacting at multiple sites within the same molecule, eugenol (Scheme 28). 73,85 Two complementary reaction strategies were used sequentially, hydrosilylation using Kartstedt's catalyst (at allyl group), and (modified) Piers-Rubinsztajn catalysis (at OH and OMe groups). The allyl group could undergo hydrosilylation in any order, however given that B(C 6 F 5 ) 3 facilitated the formation of Si-O bonds at the other two functional groups the more reactive one (OH) reacted first.…”

Eugenol, a Promising Building Block for Biobased Polymers with Cutting-Edge Properties

“…Hydrosilylation of eugenol consists in the reaction between Si–H bonds and the allyl group of eugenol and yields a eugenol-based alkyl silane. This reaction is usually catalyzed by organoplatinum compounds, such as chloroplatinic acid, , tetrakis­(triphenylphosphine)­palladium(0), or Karstedt’s catalyst . Functionalization of polysiloxanes with eugenol yields polysiloxanes with remarkable anticorrosion properties.…”

Hybrid Bio-Based Silicone Coatings with Anti-adhesive Properties

“…Incorporation of phytochemicals into polymeric materials via covalent bonding permanently links active compounds and prevents their leaching over time. Synthesis of functional silicones by hydrosilylation of eugenol [ 36 , 37 , 38 , 39 , 40 , 41 , 42 ] with various Si-H groups containing organosilicon polymers and oligomers was reported. The resulting materials can be used, for example, as anticorrosion additives to commercial epoxy resins [ 37 ] and hybrid polyurethanes [ 42 ], bio-based silane coupling agents [ 41 ] or LED encapsulants [ 40 ].…”

“…Synthesis of functional silicones by hydrosilylation of eugenol [ 36 , 37 , 38 , 39 , 40 , 41 , 42 ] with various Si-H groups containing organosilicon polymers and oligomers was reported. The resulting materials can be used, for example, as anticorrosion additives to commercial epoxy resins [ 37 ] and hybrid polyurethanes [ 42 ], bio-based silane coupling agents [ 41 ] or LED encapsulants [ 40 ]. Eugenol and linalool were also used for functionalization of polyhedral silsesquioxanes [ 38 , 43 ].…”