Fouling prevention method and method for olefin oligomerization
The present invention provides a fouling prevention method and a method for olefin oligomerization, wherein in the method for olefin oligomerization, a predetermined anti-fouling agent is added, thereby minimizing the production of sticking byproducts generated during the reaction and fundamentally preventing the fouling of the byproducts, generated during the reaction, on an inner wall of a reactor.
1. An olefin oligomerization method, comprising:
introducing an antifouling agent including an inorganic compound to a medium into a reactor;
introducing a catalyst composition to the reactor; and
introducing an olefin to the reactor to subject the olefin to an oligomerization reaction.
2. The olefin oligomerization method of claim 1 , wherein the inorganic compound is an inorganic salt including a metal ion selected from the group consisting of alkali metals, alkali earth metals, transition metals, post-transition metals, and metalloids.
3. The olefin oligomerization method of claim 2 , wherein the inorganic compound is an alkali metal salt.
4. The olefin oligomerization method of claim 1 , wherein in the step of introducing the antifouling agent, introducing an organic salt containing a cation selected from the group consisting of ammonium, phosphonium, pyridinium, imidazolium, imidazolinium, pyrazolium, sulfonium, pyrrolidinium, and piperidinium.
5. The olefin oligomerization method of claim 4 , wherein the organic salt is a tetraalkylammonium salt or a tetraalkylphosphonium salt.
6. The olefin oligomerization method of claim 5 , further comprising an organic salt selected from the group consisting of tetraalkylammonium phosphate-based compounds, tetraalkylammonium sulfate-based compounds, tetraalkylammonium halide-based compounds, tetraalkylammonium pseudohalide-based compounds, tetraalkylphosphonium phosphate-based compounds, tetraalkylphosphonium sulfate-based compounds, tetraalkylphosphonium halide-based compounds, and tetraalkylphosphonium pseudohalide-based compounds.
7. The olefin oligomerization method of claim 1 , wherein the inorganic compound includes a halide group.
8. The olefin oligomerization method of claim 1 , wherein the inorganic compound is included at 0.001 to 1,000 ppm, based on a total weight of a medium in the reactor.
9. The olefin oligomerization method of claim 1 , wherein the catalyst composition includes a main catalyst and a cocatalyst, and the main catalyst is a complex in which a transition metal and a heteroatom ligand represented by the following Chemical Formula A are coordinately bonded:
(R 1 ) n A-B—C(R 2 ) m [Chemical Formula A]
wherein
A and C are independently of each other selected from the group consisting of phosphorus, arsenic, antimony, oxygen, bismuth, sulfur, selenium, and nitrogen,
B is a linking group between A and C,
n and m are independently of each other an integer determined by each of valency and oxidation state of A or C, and
R 1 and R 2 are independently of each other selected from the group consisting of substituted or unsubstituted hydrocarbyl and substituted or unsubstituted heterohydrocarbyl, and when n≥2, R 1 's may be identical to or different from each other, and when m≥2, R 2 's may be identical to or different from each other.
10. The olefin oligomerization method of claim 1 , wherein the oligomerization reaction is performed at a temperature in a range of 0 to 200° C.
11. The olefin oligomerization method of claim 1 , wherein the oligomerization reaction is performed at a temperature in a range of 40 to 100° C.
12. The olefin oligomerization method of claim 1 , wherein the oligomerization reaction is performed under a pressure in a range of 1 to 800 bar.
13. The olefin oligomerization method of claim 1 , wherein 1-hexene, 1-octene, or a mixture thereof is selectively prepared.