1-octene composition

Patent metadata

Field	Value
Publication number	US-10099971-B2
Application number	US-201815941620-A
Country	US
Kind code	B2
Filing date	Mar 30, 2018
Priority date	Jun 1, 2015
Publication date	Oct 16, 2018
Grant date	Oct 16, 2018

Abstract

The present invention relates to a 1-octene composition. The 1-octene composition according to the present invention is prepared by ethylene oligomerization and comprises a high content of 1-octene and monomers useful for copolymerization of 1-octene at the same time.

First claim

The invention claimed is:

1. A method of preparing 1-octene composition, the method comprising the step of multimerizing ethylene in the presence of a catalyst system for olefin oligomerization comprising a ligand compound, a transition metal source, and a cocatalyst,
the 1-octene composition comprising 90% by weight or more of 1-octene and 0.01 to 10% by weight of three or more of compounds represented by the following Chemical Formulae 1 to 4:

wherein the ligand compound comprises i) two or more of a group represented by the following Chemical Formula 5 in the molecule, in which the two or more of the group are linked via four carbon atoms by a group selected from the group consisting of an aliphatic group having 1 to 20 carbon atoms, an alicyclic group having 3 to 20 carbon atoms, and an aromatic group having 6 to 20 carbon atoms, or is ii) a compound represented by the following Chemical Formula 6,

wherein R 1 to R 4 are each independently C 1-20 alkyl, C 2-20 alkenyl, C 6-20 aryl, C 7-20 arylalkyl, C 7-20 alkylaryl, or C 7-20 alkoxyaryl,

wherein R 5 to R 8 are each independently C 6-20 aryl, or C 7-20 alkylaryl,
R 9 and R 10 are each independently C 1-20 alkyl, with the proviso that R 9 and R 10 are not the same as each other,
R 11 to R 13 are each independently hydrogen, C 1-20 alkyl, C 2-20 alkenyl, C 7-20 arylalkyl, C 7-20 arylalkenyl, C 3-20 cycloalkyl, C 3-20 cycloalkenyl, C 9-20 arylcycloalkyl, C 9-20 arylcycloalkenyl, C 6-20 aryl, or C 7-20 alkylaryl.

2. The method of claim 1 , wherein the transition metal source is any one or more selected from the group consisting of chromium(III)acetylacetonoate, tris(tetrahydrofuran)chromium trichloride, chromium(III)-2-ethylhexanoate, chromium(III)tris(2,2,6,6-tetramethyl-3,5-heptanedionate), chromium(III)benzoylacetonate, chromium(III)hexafluoro-2,4-pentanedionate, and chromium(III)acetate hydroxide.

3. The method of claim 1 , wherein the ligand compound is

4. The method of claim 1 , wherein the cocatalyst is one or more selected from the group consisting of compounds represented by the following Chemical Formulae 7 to 9:
—[Al(R 14 )—O] c —  [Chemical Formula 7]

wherein R 14 is the same as or different from each other, and each independently a halogen radical, a hydrocarbyl radical having 1 to 20 carbon atoms, or a halogen-substituted hydrocarbyl radical having 1 to 20 carbon atoms, and c is an integer of 2 or more,
D(R 15 ) 3   [Chemical Formula 8]

wherein D is aluminium or boron, R 15 is the same as or different from each other, and each independently hydrogen or halogen, hydrocarbyl having 1 to 20 carbon atoms, or halogen-substituted hydrocarbyl having 1 to 20 carbon atoms,
[L-H] + [Q(E)4] −   [Chemical Formula 9]

wherein L is a neutral Lewis base, [L-H] + is a Bronsted acid, Q is boron or aluminium in the +3 oxidation state, and E is each independently an aryl group having 6 to 20 carbon atoms or an alkyl group having 1 to 20 carbon atoms, in which one or more hydrogen atoms are substituted or unsubstituted with halogen, hydrocarbyl having 1 to 20 carbon atoms, an alkoxy functional group or a phenoxy functional group.

5. The method of claim 1 , wherein the method further comprises the step of separating a C8 liquid composition having a boiling point of 110 to 140° C. at atmospheric pressure.

6. The method of claim 1 , wherein the 1-octene composition comprises 0.1 to 1% by weight of three or more of the compounds represented by Chemical Formulae 1 to 4.

7. The method of claim 1 , wherein the 1-octene composition comprises 99% by weight or more of 1-octene.

8. The method of claim 1 , the 1-octene composition comprises all of the compounds represented by Chemical Formulae 1 to 4.

Assignees

• Lg Chemical Ltd

Inventors

• Lee Yong Ho
• Sa Seok Pil
• Shin Eun Ji
• Lee Ki Soo
• Park Jin Young
• Im Seul Ki
• Hong Yoon Ki

Classifications

• C07C13/12

  with a cyclopentene ring · CPC title

• C07C13/11

  substituted by unsaturated hydrocarbon groups · CPC title

• C07C13/10

  with a cyclopentane ring · CPC title

• B01J2231/20

  Olefin oligomerisation or telomerisation · CPC title

• C07C2531/18

  containing nitrogen, phosphorus, arsenic or antimony · CPC title