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- Title
Lysine-Based Silicone Surfactants.
- Authors
Camacho Ramirez, Abygail; Melendez-Zamudio, Miguel; Guerra Contreras, Antonio; Brook, Michael A.
- Abstract
Highly efficient silicone surfactants are typically based on polyether hydrophiles. As part of a program to increase the natural content of silicones, we describe the synthesis of silicone surfactants with amino acid hydrophiles (cysteine, arginine, and lysine). The compounds were prepared using a radial thiol–ene reaction with vinylsilicones for cysteine derivatives and a catalyst-free aza-Michael reaction with arginine and lysine. Short chain surfactants with silicone monomer:hydrophile ratios of 5:1 or less (e.g., telechelic silicones of lysine-linker-(Me2OSi)n-linker-lysine n = 10) were ineffective at stabilizing emulsions of silicone oil (D4): water. However, excellent surfactants were realized as the chain length (n) increased to 25 or 50, stabilizing water-in-oil emulsions with high water content (80% or 90%). The surfactants, especially the longer chain compounds, were stable against pH except <4 or >9 and survived freeze/thaw cycles. These surfactants contain 12–25% natural materials, improving their sustainability compared to those containing synthetic hydrophiles.
- Subjects
SURFACE active agents; HYDROPHILIC compounds; SILICONES; ARGININE; LYSINE; CYSTEINE; AMINO acids
- Publication
Sustainable Chemistry, 2023, Vol 4, Issue 2, p197
- ISSN
2673-4079
- Publication type
Article
- DOI
10.3390/suschem4020015