87246-72-8Relevant articles and documents
Use Of N-Methyl-N-Acylglucamines As Solubilizers
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Paragraph 0070, (2015/05/26)
The invention relates to the use of N-methyl-N-C8-C14-acylglucamines as solubilizers in cosmetic preparations. The invention further relates to clear lotions for the preparation of wet wipes, comprising a) 0.1 to 5.0 wt.-% of the N-methyl-N—C8-C14-acylglucamines, b) 0.05 to 5% of one or more water-insoluble or only partially water-soluble anti-microbial agents, c) 0 to 5 wt.-% of one or more oils, d) 85 to 99.85 wt.-% of water, e) 0 to 5 wt.-% of surfactants, and f) 0 to 5 wt.-% of additional auxiliaries and additives.
Enzymatic synthesis of N-alkanoyl-N-methylglucamide surfactants: Solvent-free production and environmental assessment
Gaber, Yasser,Toernvall, Ulrika,Orellana-Coca, Cecilia,Ali Amin, Magdy,Hatti-Kaul, Rajni
experimental part, p. 1817 - 1825 (2011/02/21)
A biocatalysis based method for the solvent-free production of N-alkanoyl-N-methylglucamide (MEGA) surfactants was developed and used as a case study for the evaluation of different environmental assessment tools, such as the freeware package EATOS (Environmental Assessment Tool for Organic Synthesis). In order to also consider energy usage and process facilities, e.g. heating, stirring and vacuum, a complementary tool was needed; hence the EcoScale method and the use of an energy monitoring socket were also exploited. The solvent-free method followed by a simple hydrolysis step gave a final amide yield of 99% and a product essentially free of remaining substrate, N-methylglucamine (MEG). The latter is important since MEG can potentially be converted to carcinogenic nitrosamines. The absence of solvent in the reaction medium was also found to result in a significantly reduced potential environmental impact. The environmental tools used in this study were further scrutinized, and even if they represent some of the best freely available tools for evaluation of early stage process development, some points for further improvements are suggested.
Enzymatic synthesis of glycamide surfactants by amidification reaction
Maugard, Thierry,Remaud-Simeon, Magali,Petre, Dominique,Monsan, Pierre
, p. 5185 - 5194 (2007/10/03)
The condensation of a secondary amine (N-methyl-glucamine) with oleic acid was selected as a reaction model to study the production of glycamide surfactants by enzymatic amidification. Reactions catalyzed by immobilized lipase from Candida antarctica were carried out in 2-methyl-2-butanol. The acido-basic conditions (through the N-methyl glucamine / oleic acid ratio) control the chemoselectivity of the reaction allowing the synthesis of either amide, ester or amide-ester. At 90°C and with a N-methyl-glucamine I acid ratio of 1, a 100% conversion yield with 97% of amide synthesis was obtained in less than 50 hours. The process was applied to the preparation of a range of amides using various amines and acyl donors. This process is the first that describes successful amide bond synthesis from a hydroxylated secondary amine and fatty acid or fatty acid ester.