IP Library Granted Patent US 8,691,937
Granted Patent B2
US 8,691,937 · App. 13/518,154 · Granted Apr 8, 2014

Method for the preparation of low odor copolymer latexes

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Quick Facts
Patent No.
US 8,691,937
App. No.
13/518,154
Granted
Apr 8, 2014
Kind
B2
Abstract

A method of preparing a low odor polymer latex composition includes the step of polymerizing a monovinylidene monomer, such as styrene, and a conjugated diene, such as butadiene, in the presence of a linear alkyl thiol chain transfer agent. The resulting polymer latex is treated with an oxidizing agent to oxidize residual chain transfer agent to volatile decomposition products that are then removed by steam stripping.

Claims (28)

1. A method of preparing a polymer composition, comprising;

polymerizing one or more monomers in a free radical polymerization in the presence of a chain transfer agent to produce a first polymer latex, wherein the chain transfer agent is a linear alkyl thiol;

treating the first polymer latex with an inorganic oxidizing agent to oxidize residual chain transfer agent to decomposition products capable of removal by steam stripping; and

subjecting the reaction mixture to steam stripping to remove at least some of said decomposition products from the reaction mixture.

2. A method as claimed in claim 1 , wherein the free radical polymerization is an emulsion polymerization.

3. A method as claimed in claim 1 , wherein the one or more monomers comprise a monovinylidene monomer and a conjugated diene.

4. A method as claimed in claim 1 , wherein the polymer latex is a styrene/butadiene latex.

5. A method as claimed in claim 1 , wherein the inorganic oxidizing agent is hydrogen peroxide.

6. A method as claimed in claim 1 , wherein the chain transfer agent is n-octylmercaptan, n-decylmercaptan, n-tetradecylmercaptan or n-dodecylmercaptan.

7. A method as claimed in claim 1 , wherein the chain transfer agent is used in an amount of from 0.1 to 2 wt. %, based on the total monomer employed.

8. A method as claimed in claim 1 , wherein the oxidation is carried out at a temperature of from 85 to 115° C.

9. A method as claimed in claim 1 , and including the step of adjusting the pH of the polymer latex pH to a value of from 5 to 10, by the addition of a base and optionally a salt buffer.

10. A method as claimed in claim 8 , wherein the base is sodium hydroxide or potassium hydroxide.

11. A method as claimed in claim 8 , wherein the salt buffer is sodium bicarbonate or sodium acetate.

12. A method as claimed in claim 6 , wherein the chain transfer agent is n-dodecylmercaptan (n-DDM).

13. A method as claimed in claim 1 , wherein the monomer mixture also includes an ethylenically unsaturated carboxylic acid.

14. A method as claimed in claim 1 , wherein the monomer mixture includes acrylonitrile.

15. A method as claimed in claim 1 , wherein the preparation method includes a step in which the latex is treated at a temperature of at least 50 C.

16. A method of preparing a polymer composition, comprising;

polymerizing one or more monomers in a free radical polymerization in the presence of a chain transfer agent to produce a first polymer latex, wherein the chain transfer agent is a linear alkyl thiol;

treating the first polymer latex with an oxidizing agent to oxidize residual chain transfer agent to decomposition products capable of removal by steam stripping, wherein the oxidizing agent is added in an amount from 0.6 to 1.1 wt. parts, based on a total monomer content; and

subjecting the reaction mixture to steam stripping to remove at least some of said decomposition products from the reaction mixture.

17. The method of claim 16 , wherein the oxidizing agent is an inorganic oxidizing agent.

18. A method of preparing a polymer composition, comprising;

polymerizing one or more monomers in a free radical polymerization in the presence of a chain transfer agent to produce a first polymer latex, wherein the chain transfer agent is a linear alkyl thiol;

treating the first polymer latex with a composition to oxidize residual chain transfer agent to decomposition products capable of removal by steam stripping, wherein the composition consists of an oxidizing agent; and

subjecting the reaction mixture to steam stripping to remove at least some of said decomposition products from the reaction mixture.

19. The method of claim 18 , wherein the oxidizing agent is an inorganic oxidizing agent.

Assignments (9)
SECURITY INTEREST Recorded Jan 29, 2025
From: TRINSEO EUROPE GMBH
To: ALTER DOMUS (US) LLC
Reel/Frame 070048/0159 →
SECURITY INTEREST Recorded Jan 29, 2025
From: TRINSEO EUROPE GMBH
To: ALTER DOMUS (US) LLC
Reel/Frame 070048/0204 →
PATENT SECURITY AGREEMENT Recorded Jan 17, 2025
From: TRINSEO EUROPE GMBH
To: DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT
Reel/Frame 069940/0035 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS RECORDED AT REEL 036303, FRAME 0749 Recorded Sep 6, 2017
From: DEUTSCHE BANK AG NEW YORK BRANCH
To: TRINSEO EUROPE GMBH
Reel/Frame 043773/0059 →
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 →
PATENT SECURITY AGREEMENT Recorded Aug 6, 2015
From: TRINSEO EUROPE GMBH
To: DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT
Reel/Frame 036303/0749 →
CHANGE OF NAME Recorded Jun 25, 2015
From: STYRON EUROPE GMBH
To: TRINSEO EUROPE GMBH
Reel/Frame 036024/0806 →
CHANGE OF NAME Recorded Jun 12, 2015
From: STYRON EUROPE GMBH
To: TRINSEO EUROPE GMBH
Reel/Frame 036007/0670 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 22, 2013
From: DOW GLOBAL TECHNOLOGIES LLC
To: STYRON EUROPE GMBH
Reel/Frame 030847/0451 →