Chemical pathways of epoxidized and hydroxylated fatty acid methyl esters and triglycerides with phosphoric acid†

نویسندگان

  • Byung-Jun Kollbe Ahn
  • Stefan Kraft
  • Xiuzhi Susan Sun
چکیده

The polymerization pathways of epoxidized and hydroxylated triglycerides with phosphoric acid (H3PO4) were investigated using model reactions. Involved epoxides and diols were derived from oleic acid methyl ester, which was easily monitored by oneand two-dimensional nuclear magnetic resonance (NMR) techniques as well as electrospray ionization mass spectroscopy (ESI-MS). Phosphoric acid played two key functions: (a) as a Brønsted acid catalyst that activated the epoxide toward nucleophilic attack by the diol, thus generating ether (C–O–C) cross-linkages; and (b) as a reaction partner establishing phosphate ester linkages [(RO)2(O)P–O–C, R1⁄4 C or H]. In studies with O labeled diol, phosphate esters formed exclusively from H3PO4 and epoxide without incorporation of diol whereas diols acted as polymerization initiators in polyether formations.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Synthesis of neopentyl glycol and ethylene glycol esters by fatty acids in the presence of acidic ion exchange resin catalyst

A most effective and less energy demanding method of producing fatty esters, diol esters, by esterifying fatty acids, with neopentyl and ethylenglycol alcohols in the presence of an acidic ion exchange resin catalyst(polyestyrendivinylbenzensulfated) was investigated at elevated temperature. In this process an azeotroping agent, toluene, was used to facilitate continuous removal of water by dis...

متن کامل

The Study of Biodiesel Characterization Obtained from CapparisSpinosa Oil Seed

Biodiesel is usually produced from food-grade vegetable oil using trans-esterification process. As an effective factor on the biodiesel characteristics of the biodiesel is the kind of feedstock which is used, so finding a proper feedstock for using initially has an important role for different places. So, in this research, disposal substances of Capparis Spinosa are used as a feedstock for prod...

متن کامل

Effects of Almond Genotype and Growing Location on Oil Percentage and Fatty Acid Composition of its Seeds

Almond oil is used in many cosmetic products as a snack, in confectionery (marzipan, "turrón", nougat), food products (almond milk, ice cream, chocolate), culinary recipes and also cosmetic base. For surveying the effects of almond genotype and growing location on oil percentage of oil seed content and fatty acid of almond, seeds of 6 almond cultivars: Ferragnes, Tuono, Azar, Sahand, Nonpareil ...

متن کامل

Transesterification of epoxidized soybean oil to prepare epoxy methyl esters

Epoxidizedmethyl esters were prepared by the transesterification of epoxidized soybean oil (ESBO). The transesterification was complete in 10min at 50 ◦C without loss of the epoxide function. Epoxidized methyl esters represent a renewable substrate that is readily converted into surfactants, fuel additives, and other industrial products. The implementation of this reaction will increase the ava...

متن کامل

Oil Extraction from Millet Seed – Chemical Evaluation of Extracted Oil

ABSTRACT: The object of this study is to extract the oil from millets and evaluate the chemical properties of the extracted oil. Commercial millet oil was obtained by cold solvent extraction adopting soxhlet procedure. Quantitative and qualitative tests concerned with the non-saponifiable matter, fatty acid composition, phosphorus content representing total phospholipids, refractive index, pero...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:

دوره   شماره 

صفحات  -

تاریخ انتشار 2011