Method for preparing modified natural oil using organocatalyst supported on polymer and modified natural oil prepared using the same
AssigneeKorea Research Institute of Chemical Technology
InventorsSae-Hume Park, Ji-Hoon Shin
Life of this patent
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Abstract
Provided are a method for preparing modified natural oil using an organocatalyst supported on a polymer and a modified natural oil prepared using the same. According to the present invention, there are effects of increasing the content of monomers as a main product of modified natural oil, minimizing side products, and easily recovering and repeatedly reusing organocatalysts supported on a polymer.
Claims9
A method for preparing modified natural oil represented by Chemical Formula 2 below by reacting a nucleophile with epoxidized natural oil represented by Chemical Formula 1 below,
- wherein an organocatalyst supported on a polymer is used:
- Wherein, R1, R2, R3 and R4 are the same or different, and substitutable hydrocarbon groups, and represent an alkyl group having 1 to 10 carbon atoms, or an aryl group or heteroaryl group having 3 to 10 ring atoms, and the alkyl group, the aryl group, and the heteroaryl group are substituted with substituents selected from hydroxy, amino, alkyl, alkyloxy, alkylamino, dialkylamino, aryl, aryloxy, arylamino, diarylamino, or heteroaryl group, and
- n is an integer of 1 to 50,
- wherein the content of the nucleophile is 1 to 2 eq. with respect to epoxidized natural oil,
- wherein the organocatalyst supported on the polymer is a tertiary phosphine or a tertiary amine immobilized to the polymer, and
- wherein the organocatalyst supported on the polymer is used in an amount of 50 to 150 mol % with respect to oxirane rings in epoxidized natural oil.
A method for producing modified natural oil comprising:
- (a) preparing modified natural oil represented by Chemical Formula 2 below by reacting a nucleophile and an organocatalyst supported on a polymer with epoxidized natural oil represented by Chemical Formula 1 below,
- wherein the content of the nucleophile is 1 to 2 eq. with respect to epoxidized natural oil,
- wherein the organocatalyst supported on the polymer is a tertiary phosphine or a tertiary amine immobilized to the polymer, and
- wherein the organocatalyst supported on the polymer is used in an amount of 50 to 150 mol % with respect to oxirane rings in epoxidized natural oil;
- and
- (b) filtering and separating the organocatalyst supported on the polymer after the reaction of step (a):
- wherein, R1, R2, R3 and R4 are the same or different, and substitutable hydrocarbon groups, and represent an alkyl group having 1 to 10 carbon atoms, or an aryl group or heteroaryl group having 3 to 10 ring atoms, and the alkyl group, the aryl group, and the heteroaryl group are substituted with substituents selected from hydroxy, amino, alkyl, alkyloxy, alkylamino, dialkylamino, aryl, aryloxy, arylamino, diarylamino, or heteroaryl group, and
- n is an integer of 1 to 50.
Modified natural oil represented by Chemical Formula 2 below:
- wherein, R1, R2, R3 and R4 are the same or different, and substitutable hydrocarbon groups, and represent an alkyl group having 1 to 10 carbon atoms, or an aryl group or heteroaryl group having 3 to 10 ring atoms, and the alkyl group, the aryl group, and the heteroaryl group are substituted with substituents selected from hydroxy, amino, alkyl, alkyloxy, alkylamino, dialkylamino, aryl, aryloxy, arylamino, diarylamino, or heteroaryl group, and
- n is an integer of 1 to 50,
- wherein, in a GPC chromatogram of the modified natural oil, a peak area of the monomer is 80% to 95% based on a combined peak area of the monomer and side products.
Dependencies are inferred from the claim text.