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Naturally Derived Silicone Surfactants Based on Saccharides and Cysteamine

Adrien Lusterio, Michael A. Brook

2021Molecules20 citationsDOIOpen Access PDF

Abstract

Silicone surfactants are widely used in many industries and mostly rely on poly(ethylene glycol) (PEG) as the hydrophile. This can be disadvantageous because commercial PEG examples vary significantly in polydispersity-constraining control over surface activity of the surfactant-and there are environmental concerns associated with PEG. Herein, we report a three-step synthetic method for the preparation of saccharide-silicone surfactants using the natural linker, cysteamine, and saccharide lactones. The Piers-Rubinsztajn plus thiol-ene plus amidation process is attractive for several reasons: if employed in the correct synthetic order, it allows for precise tailoring of both hydrophobe and hydrophile; it permits the ready utilization of natural hydrophiles cysteamine and saccharides in combination with silicones, which have significantly better environmental profiles than PEG; and the products exhibit interesting surface activities.

Topics & Concepts

CysteamineSiliconePEG ratioChemistryEthylene glycolPulmonary surfactantHydrophobeDispersityOrganic chemistryThiolPolymer chemistryChemical engineeringBiochemistryEngineeringEconomicsFinanceMarine Toxins and Detection MethodsLuminescence and Fluorescent MaterialsMolecular Sensors and Ion Detection
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