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

Patent metadata

Field	Value
Publication number	US-10040874-B2
Application number	US-201615241203-A
Country	US
Kind code	B2
Filing date	Aug 19, 2016
Priority date	Aug 27, 2015
Publication date	Aug 7, 2018
Grant date	Aug 7, 2018

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.

First claim

What is claimed is:

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.

Assignees

• Univ Florida State Res Found Inc

Inventors

• Mattoussi Hedi
• Wang Wentao

Classifications

• C09K11/025 Primary

  non-luminescent particle coatings or suspension media · CPC title

• C08F8/32 Primary

  by reaction with amines · CPC title

• C09K11/883

  with zinc or cadmium · CPC title

• C08F8/34

  Introducing sulfur atoms or sulfur-containing groups · CPC title

• C08F8/44

  Preparation of metal salts or ammonium salts · CPC title