IP Library Granted Patent US 9,487,420
Granted Patent B2
US 9,487,420 · App. 13/896,874 · Granted Nov 8, 2016

Vegetable oil-based polymers for nanoparticle surface modification

Inventors: Bret Ja Chisholm (West Fargo, ND); Achintya Bezbaruah (West Fargo, ND); Harjyoti Kalita (Turlock, CA)
Assignee: NDSU Research Foundation
C02F1/70C02F1/705C08F216/1416C08F2216/1433
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Quick Facts
Patent No.
US 9,487,420
App. No.
13/896,874
Granted
Nov 8, 2016
Kind
B2
Abstract

Amphiphilic copolymers formed from plant oil-derived vinyl ether monomers and polyethylene glycol alkyl vinyl ethers are provided. Nanoparticles coated with these amphiphilic polymers are well-suited for water remediation applications.

Claims (23)

1. A coated nanostructure comprising a nanostructure coated with a copolymer comprising:

at least one vinyl ether monomer having the structure

wherein R 1 is a divalent organic group; Z is a heteroatom selected from O, N or S; R 2 comprises an aliphatic group obtained from a plant oil; and R 6 , R 7 , and R 8 are each independently H or alkyl; and

at least one polyethylene glycol alkyl vinyl ether monomer having the structure

wherein R 9 , R 10 , and R 11 are each independently H or alkyl; R 12 is divalent organic group; R 13 is a monovalent alkyl; and n is 2 to 20.

2. The coated nanostructure of claim 1 wherein the nanostructure comprises a nanoparticle or a nanotube.

3. The coated nanostructure of claim 2 wherein the nanoparticle comprises iron.

4. The coated nanostructure of claim 2 wherein the nanotube comprises carbon.

5. The coated nanostructure of claim 1 wherein the plant oil-derived monomer comprises a plurality of monomers, and wherein for each of the plurality of monomers, R 2 is independently a C8-C21 aliphatic group obtained from a plant oil.

6. The coated nanostructure of claim 1 wherein the aliphatic group is substituted with at least one functional group selected from the group consisting of an epoxide group, an acrylate-functional group, a vinyl group, and an alcohol group.

7. The coated nanostructure of claim 1 wherein the aliphatic group is substituted with at least one functional group comprising a chelating or coordinating group.

8. A composition comprising the coated nanostructure of claim 1 and at least one bioremediation agent.

9. The composition of claim 8 wherein the bioremediation agent is selected from the group consisting of a nutrient, an enzyme, a detergent, and a microorganism.

10. A coated nanostructure comprising a nanostructure coated with a copolymer comprising a repeating unit

wherein R 1 is a divalent organic group; Z is a heteroatom selected from O, N or S; R 2 comprises an aliphatic group derived obtained from a plant oil; R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 are each independently H or alkyl; R 12 is divalent organic group; R 13 is a monovalent alkyl; n is 2 to 20; and x and y are each independently 2 to 500.

11. The coated nanostructure of claim 10 wherein the copolymer comprises a plurality of plant oil-derived monomers, and wherein for each of the plurality of monomers, R 2 is independently a C8-C21 aliphatic group obtained from a plant oil.

12. The coated nanostructure of claim 10 wherein the aliphatic group is substituted with at least one functional group selected from the group consisting of an epoxide group, an acrylate-functional group, a vinyl group, and an alcohol group.

13. The coated nanostructure of claim 10 wherein the aliphatic group is substituted with at least one functional group comprising a chelating or coordinating group.

14. The coated nanostructure of claim 10 wherein the nanostructure comprises a nanoparticle or a nanotube.

15. The coated nanostructure of claim 14 wherein the nanoparticle comprises iron.

16. The coated nanostructure of claim 14 wherein the nanotube comprises carbon.

17. A composition comprising the coated nanostructure of claim 10 and at least one bioremediation agent.

18. The composition of claim 17 wherein the bioremediation agent is selected from the group consisting of a nutrient, an enzyme, a detergent, and a microorganism.

Assignments (3)
CONFIRMATORY LICENSE Recorded Aug 7, 2014
From: NORTH DAKOTA STATE UNIVERSITY
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 033493/0398 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 3, 2013
From: CHISHOLM, BRET JA; BEZBARUAH, ACHINTYA; KALITA, HARJYOTI
To: NORTH DAKOTA STATE UNIVERSITY
Reel/Frame 031128/0996 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 3, 2013
From: NORTH DAKOTA STATE UNIVERSITY
To: NDSU RESEARCH FOUNDATION
Reel/Frame 031129/0024 →
Continuity (2)
Provisional Application 61649016 · May 18, 2012
Related Publication 20130320255A1 · Dec 5, 2013