RESUMO
Two sulfonated resorcinarenes were synthesized by reacting C-tetra(butyl) resorcinarene or C-tetra(2-(methylthio)ethyl)resorcinarene with formaldehyde in the presence of sodium sulfite. Their structures were determined via FT-IR, 1H-NMR, 13C-NMR and mass spectrometry. Thermal gravimetric analyses of the derivatives were also carried out and revealed the presence of water molecules in the solid state. The sulfonated product of C-tetra(butyl)resorcinarene was characterized by an X-ray crystal structure determination. The asymmetric unit contains eight molecules of water and two of acetone, and analysis indicated that sulfonated resorcinarene prefers a cone configuration (rccc conformation) in the solid state. In the crystal array, classical hydrogen bond interactions O-H···O and intermolecular contacts were observed. In the crystal packing, a linear array of capsules of sulfonated resorcinarenes was generated for a chain of sodium atoms and sulfonate groups.
Assuntos
Alcanossulfonatos/síntese química , Calixarenos/síntese química , Formaldeído/química , Fenilalanina/análogos & derivados , Sulfitos/química , Acetona/química , Cristalografia por Raios X , Ligação de Hidrogênio , Conformação Molecular , Fenilalanina/síntese química , Solubilidade , Água/químicaRESUMO
alpha-Methyl esters sulfonates (alpha-MES) are anionic surfactants that are derived from biorenewable resources, offering interesting environmental and chemical properties for application in the detergent industry. A simulation of their production process was conducted using a commercial production process currently used for palm oil. Results, prices of raw materials were submitted to economic analysis, and final MES price was compared with available data for linear alkyl benzene sulfonates (LAS) prices. The results for substances properties and product streams obtained from simulation were reliable in agreement to real values. It was found that increasing methyl ester national price by 20%, 50% and the equivalent to linear alkyl benzene price, the final price of alpha-methyl ester sulfonates was lower than the current price of linear alkyl benzene sulfonates. The capital cost and payout period for a production capacity of 49,000tons of surfactant per year were obtained. Results indicate that the process is economically feasible and can be applied to palm oil-based industries in Colombia.