IP Library Granted Patent US 7,304,113
Granted Patent B2
US 7,304,113 · App. 10/565,583 · Granted Dec 4, 2007

Method for partially and selectively hydrogenating polymers made of conjugated dienes

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Quick Facts
Patent No.
US 7,304,113
App. No.
10/565,583
Granted
Dec 4, 2007
Kind
B2
Abstract

The invention relates to a method for partially and selectively hydrogenating a polymer made of at least a conjugated diene monomer having a vinyl content of from 20 to 65%, comprising a hydrogenation step on a solution of the polymer, characterized in that the hydrogenation step is performed in the presence of an iron-containing catalyst whereby a hydrogenated polymer is obtained wherein the vinyl content is reduced to 5% or less, whereas the content of 1,4-double bonds is maintained at a level of at least 30%.

Claims (21)

1. A method for partially and selectively hydrogenating a polymer made of at least a conjugated diene monomer having a vinyl content, based on the content of polymerized conjugated diene, of from 20 to 65%, wherein the content of 1,4 double bonds is from 35 to 80% (together being 100%), comprising a hydrogenation step on a solution of the polymer, characterized in that the hydrogenation step is performed in the presence of an iron-containing catalyst whereby a hydrogenated polymer is obtained wherein the vinyl content is reduced to 5% or less, whereas the content of 1,4-double bonds is maintained at a level of at least 30%, and wherein the solution that is subjected to the hydrogenation step contains amounts of lithium alkoxide and iron-containing catalyst of which the molar ratio [lithium alkoxide]/[iron-containing catalyst] is less than 20.

2. The method of claim 1 for partially and selectively hydrogenating a polymer made of at least a conjugated diene monomer having a vinyl content of from 30 to 60%, wherein the hydrogenated polymer is obtained wherein the vinyl content is reduced to 3% or less, whereas the content of 1,4-double bonds is maintained at a level of at least 30%.

3. The method of claim 1 wherein the polymer is a block polymer comprising at least a polymer block of a vinyl aromatic monomer and a polymer block of a conjugated diene monomer.

4. The method of claim 1 wherein the polymer is a substantially completely hydrogen terminated polymer.

5. The method of claim 1 wherein the solution is substantially free from lithium alkoxide.

6. The method of claim 1 wherein the hydrogenation catalyst residue derived from the iron containing catalyst is extracted from the solution of hydrogenated polymer in the absence of an oxidation agent.

7. The method of claim 6 wherein the hydrogenation catalyst residue is extracted in the absence of oxygen.

8. The method of claim 6 wherein the hydrogenation catalyst residue is extracted from the solution of hydrogenated polymer with a solution of an inorganic or organic acid, or a mixture thereof.

9. The method of claim 7 wherein the hydrogenation catalyst residue is extracted from the solution of hydrogenated polymer with a solution of an inorganic or organic acid, or a mixture thereof.

10. The method according to claim 8 wherein the hydrogenation catalyst residue is extracted from the solution of hydrogenated polymer with a solution of an organic acid having 2 to 36 carbon atoms.

11. The method according to claim 9 wherein the hydrogenation catalyst residue is extracted from the solution of hydrogenated polymer with a solution of an organic acid having 2 to 36 carbon atoms.

12. The method of claim 2 wherein the polymer is a block polymer comprising at least a polymer block of a vinyl aromatic monomer and a polymer block of a conjugated diene monomer.

13. The method of claim 12 wherein the polymer is a substantially completely hydrogen terminated polymer.

14. The method of claim 13 wherein the solution is substantially free from lithium alkoxide.

15. The method of claim 14 wherein the hydrogenation catalyst residue derived from the iron containing catalyst is extracted from the solution of hydrogenated polymer in the absence of an oxidation agent.

16. The method of claim 15 wherein the hydrogenation catalyst residue is extracted in the absence of oxygen.

17. The method of claim 15 wherein the hydrogenation catalyst residue is extracted from the solution of hydrogenated polymer with a solution of an inorganic or organic acid, or a mixture thereof.

18. The method of claim 16 wherein the hydrogenation catalyst residue is extracted from the solution of hydrogenated polymer with a solution of an inorganic or organic acid, or a mixture thereof.

19. The method according to claim 17 wherein the hydrogenation catalyst residue is extracted from the solution of hydrogenated polymer with a solution of an organic acid having 2 to 36 carbon atoms.

20. The method according to claim 18 wherein the hydrogenation catalyst residue is extracted from the solution of hydrogenated polymer with a solution of an organic acid having 2 to 36 carbon atoms.

21. The method of claim 1 wherein the vinyl content is from 46 to 65%, and the content of 1,4-double bonds is from 35 to 54% (together being 100%).

Assignments (13)
RELEASE OF SECURITY INTEREST IN PATENTS Recorded Jul 24, 2024
From: GOLDMAN SACHS BANK USA, AS COLLATERAL AGENT
To: KRATON CHEMICAL, LLC; KRATON CORPORATION
Reel/Frame 068671/0836 →
CORRECTIVE ASSIGNMENT TO CORRECT THE PATENT NO. 8837224 TO PATENT NO. 7737224 PREVIOUSLY RECORDED AT REEL: 037448 FRAME: 0453. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Jun 11, 2022
From: KRATON POLYMERS U.S. LLC; ARIZONA CHEMICAL COMPANY, LLC
To: BANK OF AMERICA, N.A.
Reel/Frame 060344/0919 →
SECURITY INTEREST Recorded Mar 18, 2022
From: KRATON CHEMICAL, LLC; KRATON POLYMERS LLC; KRATON POLYMERS U.S. LLC
To: GOLDMAN SACHS BANK USA, AS COLLATERAL AGENT
Reel/Frame 059525/0804 →
SECURITY INTEREST Recorded Mar 18, 2022
From: KRATON CHEMICAL, LLC; KRATON POLYMERS LLC; KRATON POLYMERS U.S. LLC
To: GOLDMAN SACHS BANK USA, AS COLLATERAL AGENT
Reel/Frame 059864/0455 →
RELEASE OF SECURITY INTEREST Recorded Mar 16, 2022
From: BANK OF AMERICA, N.A.
To: KRATON POLYMERS U.S. LLC; KRATON CHEMICAL, LLC F/K/A ARIZONA CHEMICAL COMPANY, LLC; KRATON POLYMERS LLC; KRATON CORPORATION; KRATON CHEMICAL B.V.
Reel/Frame 059910/0017 →
RELEASE OF SECURITY INTEREST Recorded Mar 15, 2022
From: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH, AS COLLATERAL AGENT
To: KRATON POLYMERS U.S. LLC
Reel/Frame 059366/0611 →
SECURITY INTEREST Recorded Apr 16, 2020
From: KRATON POLYMERS U.S. LLC; KRATON CHEMICAL, LLC F/K/A ARIZONA CHEMICAL COMPANY, LLC; KRATON POLYMERS LLC; KRATON CORPORATION
To: BANK OF AMERICA, N.A.
Reel/Frame 053020/0101 →
PATENT SECURITY AGREEMENT Recorded Jan 7, 2016
From: KRATON POLYMERS U.S. LLC
To: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH, AS COLLATERAL AGENT
Reel/Frame 037457/0843 →
CORRECTIVE ASSIGNMENT TO CORRECT THE PATENT NUMBER 8837224 TO PATENT NUMBER 7737224 PREVIOUSLY RECORDED AT REEL: 037448 FRAME: 0453. ASSIGNOR(S) HEREBY CONFIRMS THE SECURITY INTEREST. Recorded Jan 6, 2016
From: KRATON POLYMERS U.S. LLC; ARIZONA CHEMICAL COMPANY, LLC
To: BANK OF AMERICA, N.A.
Reel/Frame 037448/0453 →
CORRECTIVE ASSIGNMENT TO CORRECT THE INCORRECT PATENT NUMBER 7720798 AND REPLACE WITH PATENT NUMBER 7220798 PREVIOUSLY RECORDED ON REEL 025845 FRAME 0795. ASSIGNOR(S) HEREBY CONFIRMS THE RELEASE BY SECURED PARTY. Recorded Dec 16, 2015
From: USB AG, STAMFORD BRANCH
To: KRATON POLYMERS U.S. LLC
Reel/Frame 037312/0070 →
RELEASE OF SECURITY INTEREST Recorded Feb 24, 2011
From: UBS AG, STAMFORD BRANCH
To: KRATON POLYMERS U.S. LLC
Reel/Frame 025845/0795 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 16, 2007
From: WEG, HENK VAN DE; HAGEMAN, MARK
To: KRATON POLYMERS
Reel/Frame 019721/0965 →
SUPPLEMENT TO PATENT SECURITY AGREEMENT Recorded May 18, 2006
From: KRATON POLYMERS U.S. LLC
To: UBS AG, STAMFORD BRANCH, AS COLLATERAL AGENT
Reel/Frame 017892/0158 →