IP Library › Granted Patent US 10,351,488
Granted Patent B2
US 10,351,488 · App. 15/592,713 · Granted Jul 16, 2019

Unsaturated polyalpha-olefin materials

Inventors: Md Safatul Islam (Houston, TX); Patrick C. Chen (Houston, TX); Delanyo K. Seshie (Houston, TX); Sarah J. Mattler (League City, TX)
Assignee: ExxonMobil Chemical Patents Inc.
C07C2/32C07C2/34C07C2531/14C07C2531/22
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Quick Facts
Patent No.
US 10,351,488
App. No.
15/592,713
Granted
Jul 16, 2019
Kind
B2
Abstract

Unsaturated polyalpha-olefin (uPAO) materials comprising a mixture of vinylidene olefins, 1,2-di-substituted vinylene olefins, and tri-substituted vinylene olefins. The unsaturated PAO material can be made from alpha-olefin monomer(s) in the presence of a metallocene-compound-based catalyst system. The unsaturated PAO material can be used as intermediate material for making PAO materials having functional groups.

Claims (52)

1. An unsaturated polyalpha-olefin material comprising an olefin mixture of vinylidene olefins, 1,2-di-substituted vinylene olefins, and tri-substituted vinylene olefins, the olefin mixture having:

(I) an isotacticity of at least 50%, expressed as the mole percentage of (m,m)-triads as measured by using 13 C NMR;

(II) a number-average molecular weight from 100 to 10,000;

(III) a polydispersity index in the range from 1.0 to 2.0;

(IV) a kinematic viscosity at 100° C. in the range from 20 to 1000 cSt; and

(V) based on the total moles of the vinylidene olefins, 1,2-di-substituted vinylene olefins, and tri-substituted vinylene olefins:

a concentration of the vinylidene olefins in the range from 3 to 80 mol %;

a concentration of the 1,2-di-substituted vinylene olefins in the range from 10-70 mol %; and

a concentration of the tri-substituted vinylene olefins in the range from 5 to 60 mol %.

2. The unsaturated polyalpha-olefin material of claim 1 , wherein the olefin mixture has at least one of the following (V.1), (V.2), and (V.3), based on the total moles of the vinylidene olefins, 1,2-di-substituted vinylene olefins, and tri-substituted vinylene olefins:

(V.1) a concentration of the vinylidene olefins of [a] mol %, where a1≤[a]≤a2;

(V.2) a concentration of the 1,2-di-substituted vinylene olefins of [b] mol %, where b1≤[b]≤b2; and

(V.3) a concentration of the tri-substituted vinylene olefins of [c] mol %, where c1≤[c]≤c2;

where:

a 1=−0.06* V+ 26.9;

a 2=−0.06* V+ 83.9;

b 1=0.04* V+ 12.9;

b 2=0.12* V+ 29.1;

c 1=0.01* V+ 7.6; and

c 2=−0.04* V+ 62.1;

wherein V is the kinematic viscosity at 100° C. of the olefin mixture of the vinylidene olefins, 1,2-di-substituted vinylene olefins, and tri-substituted vinylene olefins.

3. The unsaturated polyalpha-olefin material of claim 2 , wherein at least one of the following is met:

a 3≤[ a]≤a 4;

b 3≤[ b]≤b 4; and

c 3≤[ c]≤c 4;

where:

a 3=−0.09* V+ 55.2;

a 4=−0.08* V+ 76.8;

b 3=0.09* V+ 14.4;

b 4=0.09* V+ 23.4;

c 3=0.01* V+ 11.1; and

c 4=−0.02* V+ 30.3.

4. The unsaturated polyalpha-olefin material of claim 1 , wherein the unsaturated polyalpha-olefin material has:

(VI) a total concentration of the vinylidene olefins, the 1,2-di-substituted vinylene olefins, and the tri-substituted vinylene olefins of at least 50 wt %, based on the total weight of the unsaturated polyalpha-olefin material.

5. The unsaturated polyalpha-olefin material of claim 1 , wherein the unsaturated polyalpha-olefin material has:

(VI) a total concentration of the vinylidene olefins, the 1,2-di-substituted vinylene olefins, and the tri-substituted vinylene olefins of at least 80 wt %, based on the total weight of the unsaturated polyalpha-olefin material.

6. The polyalpha-olefin of claim 1 , wherein the olefin mixture has an isotacticity of at least 60%.

7. The unsaturated polyalpha-olefin material of claim 2 , wherein the olefin mixture of the vinylidene olefins, the 1,2-di-substituted vinylene olefins, and the tri-substituted vinylene olefins has a kinematic viscosity at 100° C. in the range from 30 to 100 cSt, and a1=21; a2=82; b1=14; b2=41; c1=8; and c2=61.

8. The unsaturated polyalpha-olefin material of claim 2 , wherein the olefin mixture of the vinylidene olefins, the 1,2-di-substituted vinylene olefins, and the tri-substituted vinylene olefins has a kinematic viscosity at 100° C. in the range from 120 to 180 cSt, and a1=16; a2=77; b1=18; b2=51; c1=9; and c2=57.

9. The unsaturated polyalpha-olefin material of claim 2 , wherein the olefin mixture of the vinylidene olefins, the 1,2-di-substituted vinylene olefins, and the tri-substituted vinylene olefins has a kinematic viscosity at 100° C. in the range from 270 to 330 cSt, and a1=7; a2=68; b1=23; b2=69; c1=10; and c2=51.

10. The unsaturated polyalpha-olefin material of claim 1 , wherein the olefin mixture is made by using a metallocene-compound based catalyst system.

11. The unsaturated polyalpha-olefin material of claim 1 , wherein the olefin mixture consists of structural units derived from one or more of C6-C30 linear alpha-olefins.

12. The unsaturated polyalpha-olefin material of claim 1 , wherein the olefin mixture consists of structural units derived from one or more of C8-C16 linear alpha-olefins.

13. The unsaturated polyalpha-olefin material of claim 1 , wherein the olefin mixture consists of structural units derived from one or more of C8, C10, C12, and C14 linear alpha-olefins.

14. The unsaturated polyalpha-olefin material of claim 1 , wherein the olefin mixture consists of structural units derived from a mixture of C8 and C12 linear alpha-olefins.

15. The unsaturated polyalpha-olefin material of claim 1 , wherein the olefin mixture has a polydispersity index in a range from 1.2 to 1.9.

16. The unsaturated polyalpha-olefin material of claim 1 , further comprising saturated polyalpha-olefins at a total concentration of no greater than 20 wt %, based on the total weight of the unsaturated polyalpha-olefin material.

17. The unsaturated polyalpha-olefin material of claim 1 , having a Bromine number in the range from 2.0 to 8.0.

18. The unsaturated polyalpha-olefin material of claim 1 , comprising vinyls at a total concentration of no greater than 5.0 wt %, based on the total weight of the olefins in the unsaturated polyalpha-olefin material.

19. The unsaturated polyalpha-olefin material of claim 1 , having a total concentration of the vinylidene olefins higher than the total concentration of the 1,2-di-substituted vinylene olefins and the tri-substituted vinylene olefins.

20. The unsaturated polyalpha-olefin material of claim 1 , having a total concentration of the vinylidene olefins lower than the total concentration of the 1,2-di-substituted vinylene olefins and the tri-substituted vinylene olefins.

21. The unsaturated polyalpha-olefin material of claim 1 , having a total concentration of the vinylidene olefins lower than the total concentration of the 1,2-di-substituted vinylene olefins.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 2, 2017
From: ISLAM, MD SAFATUL; CHEN, PATRICK C.; SESHIE, DELANYO K.; MATTLER, SARAH J.
To: EXXONMOBIL CHEMICAL PATENTS INC.
Reel/Frame 043167/0383 →
Continuity (2)
Provisional Application 62370080 · Aug 2, 2016
Related Publication 20180037521A1 · Feb 8, 2018