Date/Time
Date(s) - 01/02/2022
1:30 pm - 2:30 pm

Title: The use of amine-functionalized silicone oilsfor crosslinking functional silicone materials via imines 

Date: Tuesday, February 1, 2022 

Time: 1:30-2:30 

Zoom : contact chemgrad@mcmaster.ca for link 

Host: Michael Brook 

Abstract: Silicones are a class of polymer possessingpolysiloxane bonds, with broad industrial and commercial applications that aredistinct from organic polymers. Functional silicones made by combiningpolysiloxanes with other materials, such as small molecules or other polymers,allow for tailoring the silicone’s properties to a specific application. Thesematerials are synthesized through well-established and specialized reactionsspecific to silicone polymers, and progress towards new crosslinking reactionsis limited. The current methods of crosslinking silicones have severaldrawbacks, particularly: requiring harsh reaction conditions or poor tolerancetowards many organic functional groups. The advent of novel crosslinkingtechnologies is necessary for further innovation of silicones as materials suchas functional coatings, polymers, and elastomers.

Functional organosilicone materials leverage the knownchemistry of organic moieties and reactions to derivatize or synthesizesilicones. These materials combine the properties and reactivity of organicfunctionality with polysiloxanes, augmenting reactions specific to silicones.This diversifies the library of synthetic routes for silicone materials whilealso producing unique properties and additional value. In addition, there is anopportunity to explore facile organic reactions as novel crosslinkingchemistries.

This presentation explores the use of amine-functionalizedsilicone oils with various aliphatic and aromatic aldehydes as a novel methodof crosslinking functional silicone materials via imines and the application ofthe resulting materials. The use of these reactions overcomes many of thedrawbacks of traditional methods for crosslinking silicones and producesmaterials with novel properties that can enable their use in differentapplications. Furthermore, the differences in reactivity between the two typesof aldehydes lead to two unique crosslinking motifs. Aromatic aldehydes produceconjugated Schiff-base crosslinks, while the crosslinking with aliphaticaldehydes undergoes various condensation reactions to give novel siliconematerials.

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