18824-63-0Relevant articles and documents
Quantification of Nonanal and Oleic Acid Formed during the Ozonolysis of Vegetable Oil Free Fatty Acids or Fatty Acid Methyl Esters
Tavassoli-Kafrani,Foley,Kharraz,Curtis
, p. 303 - 310 (2016)
The ozonolysis of unsaturated lipids is a process that has been used to generate aldehydes, acids, alcohols, and other biobased chemical intermediates. Reported here is a method that can be used to measure the formation of nonanal and oleic acid during the ozonolysis of unsaturated vegetable oil fatty acids or their methyl esters to indicate the extent of the ozonolysis reaction. Derivatization was performed using boron trifluoride in methanol solution to transform nonanal and oleic acid into nonanal dimethyl acetal and oleic acid methyl ester, respectively. Undecanal and 10-heptadecenoic acid were used as internal standards and separation was performed using gas chromatography coupled with a flame ionization detector. The method was validated by performing a standard addition procedure in which nonanal or oleic acid standards were spiked into samples collected during the ozonolysis of oleic acid or canola oil fatty acid methyl ester (FAME). Linear regression results indicated that the measured nonanal and oleic acid are in good agreement with the actual amounts of nonanal and oleic acid added to the sample with at least 98 % recovery. The application of the method was demonstrated by the successful measurement of nonanal and oleic acid formed throughout the ozonolysis process for high oleic canola oil FAME.
Phosphine-ligated Ir(III)-complex as a bi-functional catalyst for one-pot tandem hydroformylation-acetalization
Liu, Huan,Liu, Lei,Guo, Wen-Di,Lu, Yong,Zhao, Xiao-Li,Liu, Ye
, p. 215 - 221 (2019/04/17)
The complexation of IrCl3?3H2O with the electron-deficient phosphines (L1-L6) respectively afforded a bi-functional catalyst possessing the dual functions of transition metal complex (IrIII-P) and IrIII-Lewis acid for tandem hydroformylation-acetalization of olefins. The best result was obtained over L5-based IrCl3?3H2O catalytic system which corresponded to 97% conversion of 1-hexene along with 92% selectivity to the target acetals free of any additive. The crystal structure of the novel IrIII-complex of IrIII-L4 indicated that the electron-deficient nature of the involved phosphine warranted Ir-center in +3 valence state without reduction, which served as the Lewis acid catalyst for the subsequent acetalization of the aldehydes as well. Moreover, as an ionic phosphine, L6-based IrCl3?3H2O system immobilized in RTIL of [Bmim]PF6 could be recycled for 6 runs without the obvious activity loss or metal leaching.
Phosphonium-based aminophosphines as bifunctional ligands for sequential catalysis of one-pot hydroformylation-acetalization of olefins
Wang, Peng,Liu, Huan,Li, Yong-Qi,Zhao, Xiao-Li,Lu, Yong,Liu, Ye
, p. 3854 - 3861 (2016/06/14)
A series of ionic phosphonium-based aminophosphines L1-L3 were prepared and fully characterized, in each of which the involved bifunctional moieties of the phosphine fragment and Lewis acidic phosphonium were linked together by stable chemical bonds and bridged by one N-atom. The molecular structure of the L2-ligated Rh-complex (Rh-L2) indicated that such bifunctionalities were well retained without incompatibility problems. Investigations on co-catalysis over L1-L3 showed that L3 exhibited the best sequential catalysis for both hydroformylation and acetalization. The phosphine fragment in L3 was responsible for hydroformylation together with the Rh-complex and the phosphonium acted as the Lewis acidic catalyst in charge of acetalization. The L3-Rh(acac)(CO)2 system also exhibited good generality to hydroformylation-acetalization of a wide range of olefins in different alcohols.
Green synthesis method of acetal-type or ketal-type compound
-
Paragraph 0069-0074, (2017/05/26)
The invention discloses a green synthesis method of an acetal-type or ketal-type compound. A carbonyl compound is used as a raw material, a hydrogen-loaded compound is used as a catalyst, then an alcohol substance is added, a reaction is performed to generate the acetal-type or ketal-type compound. The synthesis method is simple and convenient, is high in conversion rate and yield, is safe and stable, has low toxicity and is easy to operate; the used catalyst is simple to prepare, and is cheap and easy to obtain; the reaction process is mild and efficient; the product is easy to separate and purify; the green synthesis method has a wide substrate application range, can be used for synthesizing acetal and ketal spices, and has potential industrial application value.
