Internal donor for olefin polymerization catalysts
View Patent ↗Disclosed are 1,8-naphthyl diaryloates, methods of making 1,8-naphthyl diaryloates, methods of using 1,8-naphthyl diaryloates, solid titanium catalyst components, catalyst systems containing solid titanium catalyst components, methods of making solid titanium catalyst components, and polymerization methods. The solid titanium catalyst components contain a 1,8-naphthyl diaryloate internal electron donor compound. The catalyst system can contain a solid titanium catalyst component, an organoaluminum compound, and an organosilicon compound.
1. A solid titanium catalyst component for use in olefinic polymerization, comprising:
a titanium compound;
a magnesium compound; and
a 1,8-naphthyl diaryloate internal electron donor compound.
2. The solid titanium catalyst component of claim 1 , wherein the 1,8-naphthyl diaryloate internal electron donor compound is represented by chemical Formula (I):
wherein each R is independently hydrogen, halogen, alkyl having 1 to 8 carbon atoms, phenyl, arylalkyl having 7 to 18 carbon atoms, or alkylaryl having 7 to about 18 carbon atoms.
3. The solid titanium catalyst component of claim 1 comprising from about 1 to about 50 wt % of the 1,8-naphthyl diaryloate internal electron donor compound.
4. The solid titanium catalyst component of claim 1 , wherein the 1,8-naphthyl diaryloate internal electron donor compound comprises at least one selected from the group consisting of 1,8-naphthyl dibenzoate; 1,8-naphthyl di-4-methylbenzoate; 1,8-naphthyl di-3-methylbenzoate; 1,8-naphthyl di-2-methylbenzoate; 1,8-naphthyl di-4-ethylbenzoate; 1,8-naphthyl di-4-n-propylbenzoate; 1,8-naphthyl di-4-isopropylbenzoate; 1,8-naphthyl di-4-n-butylbenzoate; 1,8-naphthyl di-4-isobutylbenzoate; 1,8-naphthyl di-4-t-butylbenzoate; 1,8-naphthyl di-4-phenylbenzoate; 1,8-naphthyl di-4-fluorobenzoate; 1,8-naphthyl di-3-fluorobenzoate; 1,8-naphthyl di-2-fluorobenzoate; 1,8-naphthyl di-4-chlorobenzoate, 1,8-naphthyl di-3-chlorobenzoate; 1,8-naphthyl di-2-chlorobenzoate; 1,8-naphthyl di-4-bromobenzoate; 1,8-naphthyl di-3-bromobenzoate; 1,8-naphthyl di-2-bromobenzoate; 1,8-naphthyl di-4-cyclohexylbenzoate; 1,8-naphthyl di-2,3-dimethylbenzoate; 1,8-naphthyl di-2,4-dimethylbenzoate; 1,8-naphthyl di-2,5-dimethylbenzoate; 1,8-naphthyl di-2,6-dimethylbenzoate; 1,8-naphthyl di-3,4-dimethylbenzoate; 1,8-naphthyl di-3,5-dimethylbenzoate; 1,8-naphthyl di-2,3-dichlorobenzoate; 1,8-naphthyl di-2,4-dichlorobenzoate; 1,8-naphthyl di-2,5-dichlorobenzoate; 1,8-naphthyl di-2,6-dichlorobenzoate; 1,8-naphthyl di-3,4-dichlorobenzoate; 1,8-naphthyl di-3,5-dichlorobenzoate; and 1,8-naphthyl di-3,5-di-t-butylbenzoate.
5. A method of making the solid titanium catalyst component of claim 1 for a catalyst system, comprising:
contacting a magnesium compound and a titanium compound with a 1,8-naphthyl diaryloate internal electron donor compound to provide the solid titanium catalyst component.
6. The method of claim 5 , wherein the 1,8-naphthyl diaryloate internal electron donor compound is represented by chemical Formula (I):
wherein each R is independently hydrogen, halogen, alkyl having 1 to 8 carbon atoms, phenyl, arylalkyl having 7 to 18 carbon atoms, or alkylaryl having 7 to about 18 carbon atoms.
7. The method of claim 5 further comprising contacting the magnesium compound and the titanium compound with a second 1,8-naphthyl diaryloate internal electron donor compound to provide the solid titanium catalyst component.
8. The method of claim 5 , wherein each R is independently hydrogen, halogen, alkyl having 1 to 6 carbon atoms, or phenyl.
9. The solid titanium catalyst component of claim 2 , wherein each R is independently hydrogen, halogen, alkyl having 1 to 6 carbon atoms, phenyl, arylalkyl having 7 to 12 carbon atoms, or alkylaryl having 7 to 12 carbon atoms.
10. The solid titanium catalyst component of claim 1 , wherein the 1,8-naphthyl diaryloate internal electron donor compound comprises at least one selected from the group consisting of 1,8-naphthyl dibenzoate and 1,8-naphthyl di-4-methylbenzoate.
11. The solid titanium catalyst component of claim 2 , wherein each R is independently hydrogen, halogen, alkyl having 1 to 6 carbon atoms, or phenyl.
12. The solid titanium catalyst component of claim 1 comprising from about 2 to about 20 wt % of the 1,8-naphthyl diaryloate internal electron donor compound.
13. A solid titanium catalyst component for use in olefinic polymerization, comprising:
a titanium compound;
a magnesium compound; and
1,8-naphthyl dibenzoate as an internal electron donor compound.
14. The solid titanium catalyst component of claim 13 comprising from about 1 to about 50 wt % of the 1,8-naphthyl dibenzoate internal electron donor compound.
15. The solid titanium catalyst component of claim 13 comprising from about 2 to about 20 wt % of the 1,8-naphthyl dibenzoate internal electron donor compound.
16. The method of claim 6 , wherein each R is independently hydrogen, halogen, alkyl having 1 to 6 carbon atoms, phenyl, arylalkyl having 7 to 12 carbon atoms, or alkylaryl having 7 to 12 carbon atoms.
17. The method of claim 5 , wherein the 1,8-naphthyl diaryloate internal electron donor compound comprises at least one selected from the group consisting of 1,8-naphthyl dibenzoate; 1,8-naphthyl di-4-methylbenzoate; 1,8-naphthyl di-3-methylbenzoate; 1,8-naphthyl di-2-methylbenzoate; 1,8-naphthyl di-4-ethylbenzoate; 1,8-naphthyl di-4-n-propylbenzoate; 1,8-naphthyl di-4-isopropylbenzoate; 1,8-naphthyl di-4-n-butylbenzoate; 1,8-naphthyl di-4-isobutylbenzoate; 1,8-naphthyl di-4-t-butylbenzoate; 1,8-naphthyl di-4-phenylbenzoate; 1,8-naphthyl di-4-fluorobenzoate; 1,8-naphthyl di-3-fluorobenzoate; 1,8-naphthyl di-2-fluorobenzoate; 1,8-naphthyl di-4-chlorobenzoate; 1,8-naphthyl di-3-chlorobenzoate; 1,8-naphthyl di-2-chlorobenzoate; 1,8-naphthyl di-4-bromobenzoate; 1,8-naphthyl di-3-bromobenzoate; 1,8-naphthyl di-2-bromobenzoate; 1,8-naphthyl di-4-cyclohexylbenzoate; 1,8-naphthyl di-2,3-dimethylbenzoate; 1,8-naphthyl di-2,4-dimethylbenzoate; 1,8-naphthyl di-2,5-dimethylbenzoate; 1,8-naphthyl di-2,6-dimethylbenzoate; 1,8-naphthyl di-3,4-dimethylbenzoate; 1,8-naphthyl di-3,5-dimethylbenzoate, 1,8-naphthyl di-2,3-dichlorobenzoate; 1,8-naphthyl di-2,4-dichlorobenzoate; 1,8-naphthyl di-2,5-dichlorobenzoate; 1,8-naphthyl di-2,6-dichlorobenzoate, 1,8-naphthyl di-3,4-dichlorobenzoate; 1,8-naphthyl di-3,5-dichlorobenzoate; and 1,8-naphthyl di-3,5-di-t-butylbenzoate.
18. The method of claim 5 , wherein the 1,8-naphthyl diaryloate internal electron donor compound comprises at least one selected from the group consisting of 1,8-naphthyl dibenzoate and 1,8-naphthyl di-4-methylbenzoate.