Efficient Synthesis of Structured Phospholipids Containing Short-Chain Fatty Acids over a Sulfonated Zn-SBA-15 Catalyst

Abstract

Catalytic production of structured phospholipids (SPLs) containing short-chain fatty acids (SCFAs) in an efficient heterogeneous manner is of great importance from the standpoint of food engineering. Herein, a bifunctionalized sulfonated Zn-SBA-15 catalyst was studied for SPL synthesis through interesterification of soybean lecithin with ethyl propionate or methyl butyrate. Various characterization techniques such as pyridine Fourier transform infrared spectroscopy, X-ray photoelectron spectroscopy, and ultraviolet−visible diffuse reflectance spectroscopy were conducted to determine the physicochemical properties, so as to build the possible structure−reactivity relationship of the catalyst. In screening tests with commercial Amberlyst-15 or other SBA-15-type materials, the as-prepared sample showed promising catalytic performance probably owing to its mesoporous structure and cooperative role of Bronsted and Lewis acid sites. Notably, the sample was easily separated and recycled without obvious deactivation. In general, the investigated catalyst was regarded as one of the promising alternatives to otherwise expensive biocatalysts for SCFA-containing SPL production.

Acidolysis of phospholipids with medium‐chain fatty acids over M‐SBA‐15 (M = Zn, Al) silicas as efficient solid catalysts

“…The spectra presented were attained by subtracting the spectra acquired before and after pyridine (Py) adsorption. The concentration ratio of Brönsted acid sites to Lewis ones was semi‐quantified according to the ratio of peak areas centered at ~1546 and 1452 cm −1 32 …”

“…The concentration ratio of Brönsted acid sites to Lewis ones was semi-quantified according to the ratio of peak areas centered at ∼1546 and 1452 cm −1 . 32…”

“…Catalytic activity of each sample was tested according to the method reported in our most recent publication. 32 Briefly, SL (0.10 g) and C10:0 or C8:0 with different mass ratio were dispersed in hexane (5 mL). Then, a certain amount of solid catalyst was added to the resulting mixture.…”

Progress & Prospect of Enzyme-Mediated Structured Phospholipids Preparation

“…For the chemical-mediated method, chemicals are used to react with the functional groups (such as the carbon-carbon double bond and polar head group) of PLs, thus resulting in chemical change of PLs and creating new kinds of PLs. Zhang, et al [15,16] have used mesoporous organ sulfonic acid-functionalized SBA-15 catalysts and sulfonated Zn-SBA-15 catalysts to prepare structured phospholipids containing medium-chain fatty acids (MCFA) and shortchain fatty acids (SCFA), respectively. Their results proposed that heterogeneous catalysts with mesopores might be more efficient, economical, and eco-friendly for the production of SPLs with MCFA and SCFA.…”

A Novel Gemini Sulfonic Ionic Liquid Immobilized MCM‐41 as Efficient Catalyst for Doebner‐Von Miller Reaction to Quinoline

“…[18,19] Meanwhile, their catalytic properties can be flexibly adjusted via the immobilization with various active components over the inactive surface of mesoporous silica. [20][21][22] Thus, ordered mesoporous materials are regarded as the ideal solid carriers for versatile heterogeneous catalysts. Up to now, the preparation and application of MCM-41-type mesoporous catalysts, via utilizing MCM-41 as the solid carrier to immobilize ILs, have been widely investigated.…”