IP Library Granted Patent US 10,040,874
Granted Patent B2
US 10,040,874 · App. 15/241,203 · Granted Aug 7, 2018

Multifunctional and multicoordinating amphiphilic polymer ligands for interfacing semiconducting, magnetic, and metallic nanocrystals with biological systems

Inventors: Hedi Mattoussi (Tallahassee, FL); Wentao Wang (Tallahassee, FL)
Assignee: The Florida State University Research Foundation, Inc.
C08F8/32C09D123/36C09D133/064C09K11/025C09K11/883B82Y15/00Y10S977/774
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Quick Facts
Patent No.
US 10,040,874
App. No.
15/241,203
Granted
Aug 7, 2018
Kind
B2
Abstract

The disclosure is directed to a set of multi-coordinating imidazole- and zwitterion-based ligands suited for surface-functionalizing quantum dots (QDs). The polymeric ligands are built using a one-step nucleophilic addition reaction between poly(isobutylene-alt-maleic anhydride) and distinct amine-containing functionalities.

Claims (41)

1. A composition comprising a polymer comprising a repeat unit (F) as represented by the following structure:

wherein the polymer further comprises a repeat unit selected from the group consisting of a repeat unit (A′), a repeat unit (A″), a repeat unit (B), and any combination thereof, as represented by the following structures:

further wherein the polymer further comprises a repeat unit selected from the group consisting of a repeat unit (G), a repeat unit (H), and a combination thereof, as represented by the following structures:

2. The composition of claim 1 wherein the polymer further comprises a repeat unit (E′) as represented by the following structure:

wherein each R is independently hydrogen or COOH, and

each R 1 is independently —H, —NO 2 , or —OH.

3. The composition of claim 1 wherein the polymer further comprises a repeat unit (E″) as represented by the following structure:

4. The composition of claim 1 wherein the polymer further comprises a repeat unit (C) as represented by the following structure:

5. The composition of claim 1 wherein the polymer further comprises a repeat unit (D), as represented by the following structure:

wherein Y has a value between one and about 100 and each R is independently selected from the group consisting of hydroxy (—OH), methoxy (—OCH 3 ), amino (—NH 2 ), azido (—N 3 ), thiol (—SH), lipoic acid, ethynyl (—C≡CH), carboxyl (—COOH), aldehyde (—C(O)H), maleimide, and biotin.

6. The composition of claim 1 wherein the polymer further comprises the repeat unit (G), as represented by the following structure:

7. The composition of claim 1 wherein the polymer further comprises the repeat unit (H), as represented by the following structure:

8. The composition of claim 1 wherein the polymer comprises the combination of:

(i) the repeat unit (F);

(ii) at least one of the repeat unit (A′) and the repeat unit (A″);

(iii) the repeat unit (B); and

(iv) at least one of the repeat unit (G) and the repeat unit (H); and

further wherein a molar ratio of the at least one of the repeat unit (A′) and the repeat unit (A″) to the repeat unit (B) is between 2:1 and 1:2.

9. A composition comprising

a nanoparticle; and

a coating encompassing the nanoparticle, the coating comprising a polymer comprising repeat unit (F) as represented by the following structure:

wherein the polymer further comprises a repeat unit selected from the group consisting of repeat unit (A′), repeat unit (A″), repeat unit (B), and any combination thereof, as represented by the following structures:

further wherein the polymer further comprises a repeat unit selected from the group consisting of a repeat unit (G), a repeat unit (H), and a combination thereof, as represented by the following structures:

10. The composition of claim 9 wherein the nanoparticle comprises a semiconductor material.

11. The composition of claim 9 wherein the nanoparticle comprises a magnetic material.

12. The composition of claim 9 wherein the nanoparticle comprises a material selected from the group consisting of Fe 3 O 4 , Fe 2 O 3 , FePt, Co, Mn-doped Fe 3 O 4 , CdSeS/ZnS, InP/ZnS, PbS, CdTe, CoPt, FeCoPt, CoFe 2 O 4 , MnO, Mn 3 O 4 , Co 3 O 4 , FeO, Ni, TiO 2 , Al 2 O 3 , CdSe, PbSe, ZrO 2 , ZnO, Au, Ag, and graphene oxide.

13. The composition of claim 9 wherein the polymer further comprises a repeat unit (E′) as represented by the following structure:

wherein each R is independently hydrogen or —COOH, and

each R 1 is independently —H, —NO 2 , or —OH.

14. The composition of claim 9 wherein the polymer further comprises a repeat unit (E″) as represented by the following structure:

15. The composition of claim 9 wherein the polymer further comprises a repeat unit (C) as represented by the following structure:

16. The composition of claim 9 wherein the polymer further comprises a repeat unit (D), as represented by the following structure:

wherein Y has a value between one and about 100 and each R is independently selected from the group consisting of hydroxy (—OH), methoxy (—OCH 3 ), amino (—NH 2 ), azido (—N 3 ), thiol (—SH), lipoic acid, ethynyl (—C≡CH), carboxyl (—COOH), aldehyde (—C(O)H), maleimide, and biotin.

17. The composition of claim 9 wherein the polymer further comprises the repeat unit (G), as represented by the following structure:

18. The composition of claim 9 wherein the polymer further comprises the repeat unit (H), as represented by the following structure:

19. The composition of claim 9 wherein the polymer comprises the combination of:

(i) the repeat unit (F);

(ii) at least one of the repeat unit (A′) and the repeat unit (A″);

(iii) the repeat unit (B); and

(iv) at least one of the repeat unit (G) and the repeat unit (H); and

further wherein a molar ratio of the at least one of the repeat unit (A′) and the repeat unit (A″) to the repeat unit (B) is between 2:1 and 1:2.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 19, 2016
From: MATTOUSSI, HEDI; WANG, WENTAO
To: THE FLORIDA STATE UNIVERSITY RESEARCH FOUNDATION, INC.
Reel/Frame 039481/0292 →
Continuity (2)
Provisional Application 62210801 · Aug 27, 2015
Related Publication 20170058056A1 · Mar 2, 2017