Method of preparing acrylonitrile dimer
The present disclosure relates to a method for preparing acrylonitrile dimer including: (1) reacting acrylonitrile in the presence of a reaction solvent, a proton-donating solvent, and a phosphorus-based catalyst to prepare an acrylonitrile dimer; and (2) adding an amine-based solvent to a reaction mixture containing the acrylonitrile dimer prepared in (1) and extracting the same to separate the acrylonitrile dimer and the phosphorus-based catalyst.
1 . A method for preparing acrylonitrile dimer comprising:
(1) reacting acrylonitrile in the presence of a reaction solvent, a proton-donating solvent, and a phosphorus-based catalyst to prepare an acrylonitrile dimer;
(2A) removing the reaction solvent, the proton-donating solvent and unreacted acrylonitrile; and
(2) adding an amine-based solvent to a reaction mixture containing the acrylonitrile dimer prepared in (1) and extracting the same to separate the acrylonitrile dimer and the phosphorus-based catalyst;
wherein removing the reaction solvent, the proton-donating solvent and unreacted acrylonitrile in (2A) is performed before the addition of the amine-based solvent.
2 . The method of claim 1 , wherein:
the reaction solvent is at least one selected from the group consisting of toluene, cyclohexane, 1,2-dichloroethane, 1,4-dioxane, chlorobenzene, and xylene.
3 . The method of claim 1 , wherein
the reaction solvent is toluene.
4 . The method of claim 1 , wherein
the proton-donating solvent is at least one selected from the group consisting of isopropyl alcohol (IPA), butanol, benzyl alcohol, and cyclohexanol.
5 . The method of claim 1 , wherein
the proton-donating solvent is isopropyl alcohol (IPA).
6 . The method of claim 1 , wherein
the phosphorus-based catalyst is an alkyl diphenyl phosphinite having 1 to 10 carbon atoms.
7 . The method of claim 1 , wherein
the phosphorus-based catalyst is isopropyl diphenylphosphinite, or ethyl diphenylphosphinite.
8 . The method of claim 1 , wherein the acrylonitrile dimer is an adiponitrile, and
a partition coefficient (K AM/ADN ) of the amine-based solvent-adiponitrile of the phosphorus-based catalyst represented by Equation 1 at 50° C. and 760 torr is 2.5 or more:
K AM/ADN =C AM /C ADN [Equation 1]
in Equation 1,
C AM is the mass fraction of the phosphorus-based catalyst in the amine-based solvent, and
C ADN is the mass fraction of phosphorus-based catalyst in the adiponitrile.
9 . The method of claim 1 , wherein
the amine-based solvent is at least one selected from the group consisting of triethylamine and trioctylamine.
10 . The method of claim 1 , wherein
the amine-based solvent is triethylamine or trioctylamine.
11 . The method of claim 1 , wherein
step (2) is performed at 30° C. or more and 80° C. or less.
12 . The method of claim 1 , wherein
step (2) is performed for 1 minute or more and 30 minutes or less.