IP Library Granted Patent US 9,243,099
Granted Patent B2
US 9,243,099 · App. 13/702,685 · Granted Jan 26, 2016

Low vinyl styrene-butadiene polymers and methods of making the same

Inventors: Silvia Valenti (Halle, DE); Evemarie Hamann (Halle, DE)
Assignee: TRINSEO EUROPE GMBH
C08F236/10C08L9/06C08F212/08
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Quick Facts
Patent No.
US 9,243,099
App. No.
13/702,685
Granted
Jan 26, 2016
Kind
B2
Abstract

The invention provides a process for the continuous polymerization of a polymer comprising monomeric units derived from styrene and 1,3-butadiene, said process comprising: polymerizing the monomers in the presence of an initiator, and at least one polar agent selected from Formula 1; wherein R1 and R2 are each independently an alkyl, and preferably a C1-C4 alkyl; R3, R4, R5, R6, R7 and R8 are each independently selected from hydrogen or an alkyl, and preferably hydrogen or a C1-C4 alkyl; and wherein a 1,2-diene is added to the polymerization, and the 1,2-diene to active initiator (active for polymerization) molar ratio is from 0.1 to 1.0, preferably from 0.1 to 0.9, and more preferably from 0.1 to 0.85; and wherein the polar agent to the active initiator molar ratio is from 0.05 to 0.6, preferably from 0.1 to 0.5, more preferably from 0.15 to 0.3. The invention also provides a composition comprising a polymer comprising monomeric units derived from styrene and 1,3-butadiene, and wherein the polymer has at least the following characteristics: A) vinyl content from 12 to 40 weight percent, based on the weight of polymerized butadiene in the polymer, B) block styrene content less than 8 weight percent, based on the weight of styrene in the polymer, and C) a styrene content from 10 to 50 weight percent, based on the weight of the polymer.

Claims (18)

1. A composition comprising a polymer comprising monomeric units derived from styrene and 1,3-butadiene, and wherein the polymer comprises:

A) a vinyl content from 20 to 30 weight percent, based on the weight of polymerized butadiene in the polymer,

B) a block styrene content less than 8 weight percent, based on the weight of styrene in the polymer, and

C) a styrene content from 10 to 50 weight percent, based on the weight of the polymer,

wherein the polymer is polymerized in the presence of a 1,2-diene, an active initiator, and at least one polar agent,

wherein the 1,2-diene to active initiator molar ratio is from 0.1 to 1.0,

wherein the polar agent to the active initiator molar ratio is from 0.05 to 0.6,

wherein the polymer has a number average molecular weight (Mn) from 70,000 to 300,000 g/mole, wherein the composition does not comprise an oil, wherein the polar agent is ditetrahydrofurylpropane and wherein the 1,2-diene is 1,2 butadiene.

2. The composition of claim 1 , wherein the polymer has a molecular weight distribution from 1.5 to 3.

3. The composition of claim 1 , wherein the polymer has a Mooney Viscosity from 30 to 90.

4. An article comprising at least one component formed from the composition of claim 1 .

5. The composition of claim 1 , wherein the composition contains less than 2400 ppm residual styrene.

6. The composition of claim 1 , wherein the composition contains less than 1000 ppm of residual monomers.

7. The composition of claim 1 , wherein the polymer has a weight average molecular weight from 105,000 to 1,500,000 g/mole.

8. The composition of claim 1 , wherein the polymer is living.

9. The composition of claim 1 , wherein the block styrene content is less than 6 weight percent, based on the weight of styrene in the polymer.

10. The composition of claim 1 , wherein the styrene content is from 20 to 43 weight percent, based on the weight of the polymer.

11. The composition of claim 1 , wherein the polymer has a molecular weight distribution from 1.7 to 2.2.

Assignments (9)
CHANGE OF NAME Recorded May 15, 2025
From: SYNTHOS DWORY 7 SPOLKA Z ORGANICZONA ODPOWIEDZIALNOSCIA SPOLKA JAWNA (CURRENTLY SYNTHOS DWORY 7 SPOLKA Z ORGANICZONA ODPOWIEDZIALNOSCIA)
To: SYNTHOS DWORY 7 SPOLKA Z OGRANICZONA ODPOWIEDZIALNOSCIA
Reel/Frame 071281/0339 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 4, 2025
From: TRINSEO EUROPE GMBH
To: SYNTHOS DWORY 7 SPOLKA Z ORGANICZONA ODPOWIEDZIALNOSCIA SPOLKA JAWNA (CURRENTLY SYNTHOS DWORY 7 SPOLKA Z ORGANICZONA ODPOWIEDZIALNOSCIA)
Reel/Frame 070743/0153 →
PATENT SECURITY AGREEMENT Recorded Sep 6, 2017
From: TRINSEO EUROPE GMBH
To: DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT
Reel/Frame 043773/0138 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 18, 2015
From: DOW GLOBAL TECHNOLOGIES INC.
To: STYRON LLC
Reel/Frame 035187/0823 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 18, 2015
From: STYRON LLC
To: STYRON EUROPE GMBH
Reel/Frame 035187/0950 →
CHANGE OF NAME Recorded Mar 18, 2015
From: STYRON EUROPE GMBH
To: TRINSEO EUROPE GMBH
Reel/Frame 035222/0390 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 18, 2015
From: DOW OLEFINVERBUND GMBH
To: THE DOW CHEMICAL COMPANY
Reel/Frame 035187/0623 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 18, 2015
From: THE DOW CHEMICAL COMPANY
To: DOW GLOBAL TECHNOLOGIES INC.
Reel/Frame 035187/0679 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 17, 2015
From: VALENTI, SILVIA; HAMANN, EVEMARIE
To: DOW OLEFINVERBUND GMBH
Reel/Frame 035183/0677 →
Continuity (2)
Provisional Application 61354951 · Jun 15, 2010
Related Publication 20130090440A1 · Apr 11, 2013