IP Library Granted Patent US 7,687,601
Granted Patent B2
US 7,687,601 · App. 11/538,339 · Granted Mar 30, 2010

Methods for purifying polymers using solid scavengers

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Quick Facts
Patent No.
US 7,687,601
App. No.
11/538,339
Granted
Mar 30, 2010
Kind
B2
Abstract

Conductive polymers are purified using a solid scavenger. The solid scavengers include metal-scavenging functional groups linked to the surface of a particle support material. To improve the functionalization of the support material, the support materials are first treated with sulfuric acid or nitric acid before attaching the molecules containing the metal-scavenging functional groups. The solid scavengers used in the purification methods are more efficient at removing impurities in conductive polymers than existing scavengers.

Claims (28)

1. A method for purifying a polymer, comprising:

preparing a solid scavenger comprising a plurality of metal-scavenging functional groups by first treating a particulate support material with sulfuric acid or nitric acid or a combination thereof followed by attaching or forming the metal-scavenging functional groups on the particulate support material, the particulate support material comprising an organic polymer having aromatic-containing monomers;

dissolving a polymer in an aprotic organic solvent to form a polymer mixture;

mixing the solid scavenger with the polymer mixture and allowing metal atoms in the polymer mixture to bond with the solid scavenger, and

separating the solid scavenger from the polymer mixture.

2. A method as in claim 1 , in which the plurality of metal-scavenging functional groups comprises functional groups selected from the group consisting of a carboxyl, amine, thiol, hydroxyl, amide, nitrile, nitrogen with a free lone pair of electrons, and combinations thereof.

3. A method as in claim 1 , in which the plurality of metal-scavenging functional groups are provided by reacting the acid treated support material with an organic functionalizing agent comprising the metal-scavenging functional groups.

4. A method as in claim 3 , in which the organic functionalizing agent is selected from the group consisting of ethylenediamine, cysteamine, tris(2-aminoethyl)amine, citric acid, oleic acid, glycolic acid, pheylenediamine, aminophenol, aminobenzoic acid, 2-mercapto benzyl alcohol, and combinations thereof.

5. A method as in claim 1 , in which the support material is treated with concentrated sulfuric acid, fuming sulfuric acid, or concentrated nitric acid.

6. A method as in claim 1 , in which forming the solid scavenger comprises reacting the acid treated support material with an organic functionalizing agent.

7. A method as in claim 1 , in which forming the solid scavenger comprises treating the support material with sulfuric acid and nitric acid and reducing nitro groups to form amine groups.

8. A method as in claim 1 , in which the polymer is a conductive polymer.

9. A method as in claim 1 , in which mixing the solid scavenger is carried out for greater than about 1.5 hours.

10. A method as in claim 1 , in which mixing the solid scavenger is carried out for greater than about 3 hours.

11. A method for purifying a polymer, comprising:

dissolving a polymer in an aprotic organic solvent to form a polymer mixture;

providing a solid scavenger comprised of a plurality of particles, the particles comprising an inorganic oxide, each particle comprising a plurality of metal-scavenging functional groups bonded to the surface of the particle through a sulfonate group;

mixing the solid scavenger with the polymer mixture and allowing metal atoms in the polymer mixture to bond therewith, and

separating the solid scavenger from the polymer mixture.

12. A method as in claim 11 , in which the inorganic oxide is selected from the group consisting of alumina, silica, silica gel, titania, zirconia, magnesia, metal oxides, and combinations thereof.

13. A method as in claim 11 , in which the plurality of metal-scavenging functional groups comprises functional groups selected from the group consisting of carboxyl, amine, thiol, hydroxyl, amide, nitrile, nitrogen with a free lone pair of electrons, and combinations thereof.

14. A method as in claim 11 , in which the polymer is an electrically conducting polymer.

15. A method for purifying a polymer, comprising:

dissolving a conductive polymer in an aprotic organic solvent to form a polymer mixture;

providing a solid scavenger comprised of a plurality of polymeric particles, each particle being treated with at least one of sulfuric acid or nitric acid and comprising at least one member selected from the group consisting of polystyrene, polypyridine, polyvinyl carbazole, and combinations thereof, each particle further comprising a plurality of metal-scavenging functional groups bonded to the surface of the polymeric particles;

mixing the solid scavenger with the polymer mixture and allowing metal atoms in the polymer mixture to bond with the solid scavenger; and

separating the solid scavenger from the polymer mixture.

16. A method as in claim 15 , in which the plurality of metal-scavenging functional groups comprises functional groups selected from the group consisting of a carboxyl, an amine, a thiol and combinations thereof.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 22, 2015
From: HEADWATERS TECHNOLOGY INNOVATION, LLC
To: HEADWATERS TECHNOLOGY INNOVATION GROUP, INC.
Reel/Frame 035492/0219 →
PATENT RELEASE (REEL:23699/FRAME:0452) Recorded Mar 26, 2015
From: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
To: HEADWATERS INCORPORATED, AS GRANTOR; HEADWATERS RESOURCES, INC., A UTAH CORPORATION; HEADWATERS TECHNOLOGY INNOVATION GROUP, INC., A UTAH CORPORATION; HEADWATERS HEAVY OIL, LLC, A UTAH CORPORATION; TAPCO INTERNATIONAL CORPORATION, A MICHIGAN CORPORATION
Reel/Frame 035306/0558 →
SECURITY AGREEMENT Recorded Nov 20, 2009
From: HEADWATERS INCORPORATED, A DELAWARE CORPORATION; HEADWATERS CTL, LLC, A UTAH LIMITED LIABILITY COMPANY, USA; HEADWATERS HEAVY OIL, LLC, A UTAH LIMITED LIABILITY COMPANY, USA; HEADWATERS RESOURCES, INC., A UTAH CORPORATION, USA; HEADWATERS TECHNOLOGY INNOVATION GROUP, INC., A UTAH CORPORATION, USA; TAPCO INTERNATIONAL CORPORATION, A MICHIGAN CORPORATION, USA
To: WILMINGTON TRUST FSB, AS COLLATERAL AGENT
Reel/Frame 023699/0452 →