IP Library Granted Patent US 9,309,339
Granted Patent B2
US 9,309,339 · App. 14/346,860 · Granted Apr 12, 2016

Mid-range vinylidene content, high viscosity polyisobutylene polymers

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,309,339
App. No.
14/346,860
Granted
Apr 12, 2016
Kind
B2
Abstract

A mid-range vinylidene content, high viscosity PIB polymer composition including PIB molecules, wherein a first portion of the PIB molecules have alpha position double bonds and a second portion of the PIB molecules have beta position double bonds, and the first and second portions together include at least 80 mole % of the PIB molecules of the composition. The first portion includes less than 75 mole % of the PIB molecules of the composition. Additionally, no more than 10 mole % of the PIB molecules of the composition have tetra-substituted double bonds, while the composition is further characterized by having a polydispersity of no more than 2.7 and in that the composition has a kinematic viscosity in the range of 3000 cSt to 5000 cSt, a number average molecular weight, Mn, in the range of 2800 Daltons to 4000 Daltons and a ratio of Mn:PDI of greater than 1100.

Claims (20)

1. A mid-range vinylidene content, high viscosity PIB polymer composition comprising PIB molecules, wherein a first portion of said PIB molecules have alpha position double bonds and a second portion of said PIB molecules have beta position double bonds, wherein said first and second portions together include at least 80 mole % of the PIB molecules of the composition, wherein said first portion includes less than 75 mole % of the PIB molecules of the composition, and wherein no more than 10 mole % of the PIB molecules of the composition have tetra-substituted double bonds, said composition having a polydispersity of no more than 2.7; and being further characterized in that the composition has a kinematic viscosity as measured at 100° C. in accordance with Test Method ASTM D 445 in the range of 3000 cSt to 5000 cSt, a number average molecular weight, Mn, in the range of 2800 Daltons to 4000 Daltons and a ratio of Mn:PDI of greater than 1100.

2. The composition according to claim 1 , having a PDI of no more than 2.5.

3. The composition according to claim 1 , having a ratio of Mn:PDI of greater than 1300.

4. The composition according to claim 1 , wherein said first portion includes less than 70 mole % of the PIB molecules of the composition.

5. The composition according to claim 1 , wherein said first and second portions together include at least 85 mole % of the PIB molecules of the composition.

6. The composition according to claim 1 , wherein no more than 5 mole % of the PIB molecules of the composition have tetra-substituted double bonds.

7. A mid-range vinylidene content, high viscosity PIB polymer composition comprising PIB molecules, wherein a first portion of said PIB molecules have alpha position double bonds and a second portion of said PIB molecules have beta position double bonds, wherein said first and second portions together include at least 80 mole % of the PIB molecules of the composition, wherein said first portion includes less than 75 mole % of the PIB molecules of the composition, and wherein no more than 10 mole % of the PIB molecules of the composition have tetra-substituted double bonds, said composition having a polydispersity of no more than 2.8; and being further characterized in that the composition has a kinematic viscosity as measured at 100° C. in accordance with Test Method ASTM D 445 in the range of 3000 cSt to 3700 cSt, a number average molecular weight, Mn, in the range of 2800 Daltons to 4000 Daltons and a ratio Mn:PDI of greater than 1100.

8. The composition according to claim 7 , having a PDI of no more than 2.5.

9. The composition according to claim 7 , having a ratio of Mn:PDI of greater than 1200.

10. The composition according to claim 7 , having a ratio of Mn:PDI of greater than 1250.

11. The composition according to claim 7 , having a ratio of Mn:PDI of up to 1500.

12. The composition according to claim 7 , wherein no more than 5 mole % of the PIB molecules of the composition have tetra-substituted double bonds.

13. A mid-range vinylidene content, high viscosity PIB polymer composition comprising PIB molecules, wherein a first portion of said PIB molecules have alpha position double bonds and a second portion of said PIB molecules have beta position double bonds, wherein said first and second portions together include at least 80 mole % of the PIB molecules of the composition, wherein said first portion includes less than 75 mole % of the PIB molecules of the composition, and wherein no more than 10 mole % of the PIB molecules of the composition have tetra-substituted double bonds, said composition having a polydispersity of no more than 2.7; and being further characterized in that the composition has a kinematic viscosity as measured at 100° C. in accordance with Test Method ASTM D 445 in the range of 3750 cSt to 5000 cSt, a number average molecular weight, Mn, in the range of 3000 Daltons to 3800 Daltons and a ratio of Mn:PDI of greater than 1200.

14. The composition according to claim 13 , wherein the composition has a kinematic viscosity as measured at 100° C. in accordance with Test Method ASTM D 445 in the range of from 3800 cSt to 4500 cSt.

15. The composition according to claim 13 , having a PDI of no more than 2.5.

16. The composition according to claim 13 , having a ratio of Mn:PDI of greater than 1300.

17. The composition according to claim 13 , wherein said first and second portions together include at least 85 mole % of the PIB molecules of the composition.

18. The composition according to claim 13 , wherein said first and second portions together include at least 90 mole % of the PIB molecules of the composition.

19. The composition according to claim 13 , wherein no more than 5 mole % of the PIB molecules of the composition have tetra-substituted double bonds.

20. The composition according to any of claims 1 , 7 or 13 prepared in a loop reactor operated at a linear tube velocity of 8.6 ft/sec or more.

Assignments (20)
SECURITY INTEREST Recorded Dec 16, 2024
From: TPC GROUP LLC
To: JEFFERIES FINANCE LLC, AS AGENT
Reel/Frame 069594/0055 →
RELEASE OF SECURITY INTEREST Recorded Dec 16, 2024
From: GLAS TRUST COMPANY LLC
To: TPC GROUP LLC
Reel/Frame 069602/0182 →
TERMINATION AND RELEASE OF GRANT OF SECURITY INTEREST IN UNITED STATES PATENTS AT REEL/FRAME 060287/0820 Recorded Dec 20, 2022
From: GLAS AMERICAS LLC, AS COLLATERAL AGENT
To: TPC GROUP LLC
Reel/Frame 062171/0674 →
TERMINATION AND RELEASE OF SUPPLEMENTAL GRANT OF SECURITY INTEREST IN UNITED STATES PATENTS AT REEL/FRAME 049949/0024 Recorded Dec 20, 2022
From: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS SUCCESSOR COLLATERAL AGENT TO U.S. BANK NATIONAL ASSOCIATION
To: TPC GROUP LLC
Reel/Frame 062171/0658 →
TERMINATION AND RELEASE OF SUPPLEMENTAL GRANT OF SECURITY INTEREST IN UNITED STATES PATENTS AT REEL/FRAME 055119/0158 Recorded Dec 20, 2022
From: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS SUCCESSOR COLLATERAL AGENT TO U.S. BANK NATIONAL ASSOCIATION
To: TPC GROUP LLC
Reel/Frame 062171/0666 →
SECURITY INTEREST Recorded Dec 16, 2022
From: TPC GROUP LLC
To: ECLIPSE BUSINESS CAPITAL LLC, AS COLLATERAL AGENT
Reel/Frame 062130/0001 →
SECURITY INTEREST Recorded Dec 16, 2022
From: TPC GROUP LLC
To: GLAS TRUST COMPANY LLC, AS COLLATERAL AGENT
Reel/Frame 062130/0137 →
RELEASE OF SECURITY INTEREST AT REEL/FRAME 60113/0169 Recorded Dec 16, 2022
From: ECLIPSE BUSINESS CAPITAL LLC, AS AGENT
To: TPC GROUP LLC
Reel/Frame 062142/0523 →
RELEASE OF SECURITY INTEREST AT REEL/FRAME 37551/0742 Recorded Jun 8, 2022
From: BANK OF AMERICA, N.A., AS ADMINISTRATIVE AGENT
To: TPC GROUP LLC
Reel/Frame 060392/0859 →
GRANT OF SECURITY INTEREST IN UNITED STATES PATENTS Recorded Jun 6, 2022
From: TPC GROUP LLC
To: GLAS AMERICAS LLC, AS COLLATERAL AGENT
Reel/Frame 060287/0820 →
SECURITY INTEREST Recorded Jun 6, 2022
From: TPC GROUP LLC
To: ECLIPSE BUSINESS CAPITAL LLC, AS AGENT
Reel/Frame 060113/0169 →
SECURITY INTEREST Recorded Feb 2, 2021
From: TPC GROUP LLC
To: U.S. BANK NATIONAL ASSOCIATION, AS AGENT
Reel/Frame 055119/0158 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN UNITED STATES TRADEMARKS AND PATENTS Recorded Aug 6, 2019
From: U.S. BANK NATIONAL ASSOCIATION, AS SUCCESSOR COLLATERAL AGENT TO WELLS FARGO BANK, NATIONAL ASSOCIATION
To: TPC GROUP LLC
Reel/Frame 049970/0219 →
CONFIRMATION OF SUCCESSION OF AGENCY Recorded Aug 5, 2019
From: WELLS FARGO BANK, NATIONAL ASSOCIATION
To: U.S. BANK NATIONAL ASSOCIATION
Reel/Frame 049963/0119 →
SECURITY AGREEMENT Recorded Aug 2, 2019
From: TPC GROUP LLC
To: U.S. BANK NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 049949/0024 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN INTELLECTUAL PROPERTY Recorded Aug 2, 2019
From: RIVERSTONE CREDIT PARTNERS, L.P.
To: TPC GROUP, LLC
Reel/Frame 049949/0259 →
SECURITY INTEREST Recorded Jan 21, 2016
From: TPC GROUP LLC
To: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 037551/0867 →
SECURITY INTEREST Recorded Jan 21, 2016
From: TPC GROUP LLC
To: BANK OF AMERICA, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 037551/0742 →
SECURITY INTEREST Recorded Jan 15, 2016
From: TPC GROUP LLC
To: RIVERSTONE CREDIT PARTNERS, L.P.
Reel/Frame 037499/0246 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 25, 2014
From: SHAIKH, SOHEL K.
To: TPC GROUP LLC
Reel/Frame 032514/0299 →