Catalytic oligomerization of octenes

Patent metadata

Field	Value
Publication number	US-9546231-B2
Application number	US-201514609913-A
Country	US
Kind code	B2
Filing date	Jan 30, 2015
Priority date	Jul 30, 2012
Publication date	Jan 17, 2017
Grant date	Jan 17, 2017

Abstract

In accordance with the present disclosure there is provided a process for preparing a hydrogenated olefin polymer by hydrogenation of a polyoctene; said polyoctene being prepared by reacting a C 8 -olefin feed comprising an isomeric mixture of an alpha-olefin and a non-alpha olefin monomer in a controlled manner with the help of an ionic catalyst, while controlling at least one condition of the reaction selected from the group of condition consisting of exotherm, contact time of the olefin feed with ionic catalyst and molar ratio of the ionic catalyst to the olefin feed within predetermined ranges to obtain an oligomerized mixture comprising at least one polyoctene and unreacted ionic catalyst.

First claim

The invention claimed is:

1. A process for preparing a hydrogenated olefin polymer of Formula (I);
(C 8 H 16 ) n H 2   Formula (I)

wherein, n=2 to 40;
said process comprising the following steps;
i. reacting a C 8 -olefin feed comprising an isomeric mixture of a C 8 -alpha-olefin and a C 8 -non-alpha olefin monomer in a controlled manner in the presence of an ionic catalyst, while controlling at least one condition of the reaction selected from the group of conditions consisting of exotherm, contact time of the olefin feed with the ionic catalyst and molar ratio of the ionic catalyst to the olefin feed within predetermined ranges to obtain an oligomerized mixture comprising at least one polyoctene and unreacted ionic catalyst;

ii. separating the polyoctene from the oligomerized mixture to obtain a separated polyoctene;
iii. purifying the separated polyoctene using an ammonium salt to obtain a purified polyoctene; and
iv. hydrogenating the purified polyoctene in the presence of a hydrogenation catalyst to obtain a hydrogenated olefin polymer of Formula (I).

2. The process as claimed in claim 1 , wherein the C 8 -non-alpha olefin is at least one selected from the group consisting of cis-2-octene, trans-2-octene, cis-3-octene and trans-3-octene.

3. The process as claimed in claim 1 , wherein the C 8 -olefin feed comprises, with respect to the total mass of the olefin feed:
a. the alpha-olefin present in an amount ranges between 1% and 90%;
b. cis-2-octene in an amount ranges between 8% to 22%;
c. trans-2-octene in an amount ranges between 8% to 25%;
d. cis-3-octene in an amount ranges between 2% to 5%; and
e. trans-3-octene in an amount ranges between 2% to 6.25%.

4. The process as claimed in claim 1 ,
wherein the ionic catalyst comprises a first component and a second component; wherein the first component is at least one metal halide; and
wherein the second component is at least one selected from the group consisting of hydrocarbyl substituted ammonium halide, hydrocarbyl substituted imidazolium halide, hydrocarbyl substituted pyridinium halide, hydrocarbyl substituted phosphonium halide, alkylene substituted pyridinium dihalide, alkyl substituted ammonium halide and alkyl substituted imidazolium halide.

5. The process as claimed in claim 4 , wherein the alkyl substituted ammonium halide is tri-methylamine hydrochloride and wherein the alkyl substituted imidazolium halide is 1-ethyl-3-methyl-imidazolium chloride.

6. The process as claimed in claim 4 , wherein the ratio of the amount of the first component and the second component ranges between 1:1 and 5:1.

7. The process as claimed in claim 1 , wherein the ionic catalyst comprises aluminum trichloride as a first component and tri-methylamine hydrochloride as a second component.

8. The process as claimed in claim 1 , wherein the molar ratio of the olefin feed and the ionic catalyst ranges between 1:0.01 and 1:0.1.

9. The process as claimed in claim 1 , wherein the exotherm is maintained at a temperature ranging between 90° C. and 180° C.

10. The process as claimed in claim 1 , wherein the contact time of the olefin feed with the ionic catalyst is maintained in the range of 2 to 5 hrs.

11. The process as claimed in claim 1 , wherein the oligomerized mixture comprises at least one polyoctene having carbon count in the range of 16 to 160.

12. The process as claimed in claim 1 , wherein the oligomerized mixture comprises polyoctene in the range of 82 to 94 wt %.

13. The process as claimed in claim 1 , wherein the ammonium salt is at least one salt selected from the group consisting of ammonium chloride, ammonium bromide and ammonium hydroxide.

14. The process as claimed in claim 1 , wherein the hydrogenation comprises a step of reacting the purified polyoctene with a hydrogenation catalyst at a temperature of 130° C. and pressure of 35 bar.

15. The process as claimed in claim 1 , wherein the hydrogenation catalyst is at least one catalyst selected from the group consisting of palladium on charcoal, palladium on silica, and palladium on alumina.

16. The process as claimed in claim 1 , wherein the hydrogenated olefin polymer is characterized by the following parameters:
i. a viscosity index greater than 130 at a branch ratio below 0.16;
ii. a kinematic viscosity ranging between 50 centistokes and 65 centistokes at a temperature of 40° C.; and a kinematic viscosity ranging between 7 centistokes and 10 centistokes at a temperature of 100° C.;
iii. a pour point temperature ranging between −36° C. and −42° C.;
iv. a bromine index ranging between 50 mg of Br 2 /100 g and 99.5 mg of Br 2 /100 g;
v. a flash point temperature ranging between 150° C. and 250° C.;
vi. a percent short chain branching ranging between 20% and 30%; and
vii. a polydispersity index ranging between 2 and 5.

17. The process as claimed in claim 1 , wherein the hydrogenated olefin polymer is characterized by having carbon count in the range of 16 to 160.

18. The process as claimed in claim 1 , wherein the hydrogenated olefin polymer is characterized by the following parameters:
i. a kinematic viscosity ranging between 55 centistokes and 61 centistokes at a temperature of 40° C., and a kinematic viscosity ranging between 8 centistokes and 9.9 centistokes at a temperature of 100° C.;
ii. a bromine index ranging between 96 mg of Br 2 /100 g and 99 mg of Br 2 /100 g; and
iii. a percent short chain branching ranging between 25% and 28%.

Assignees

• Reliance Ind Ltd

Inventors

• GHOSH Rajshekhar
• Bandyopadhyay Ashis Ranjan
• Jasra Rakshvir

Classifications

• C08F2800/20

  as weight or mass percentages · CPC title

• C08F110/14 Primary

  Monomers containing five or more carbon atoms · CPC title

• C08F210/14

  Monomers containing five or more carbon atoms · CPC title

• C08F2500/08

  Low density, i.e. < 0.91 g/cm3 · CPC title

• C08F2500/03

  Narrow molecular weight distribution, i.e. Mw/Mn < 3 · CPC title