Conformationally flexible cationic conjugated polymers

• US 7,144,950 B2
• Filed: 09/17/2003
• Issued: 12/05/2006
• Est. Priority Date: 09/17/2003
• Status: Expired due to Term

• Current Assignee: Regents of the University of California (University of California)
• Original Assignee: Regents of the University of California (University of California)
• Inventors: Bazan, Guillermo C., Liu, Bin
• Primary Examiner(s): Seidleck, James J.
• Assistant Examiner(s): Asinovsky, Olga
• Application Number:
  US10/666,333
• Publication Number:
  US 20050059168A1
• Time in Patent Office: 1,175 Days
• Field of Search: 525/162, 525/54.2, 525/187, 525/326.7, 525/327.3, 525/540, 525/44, 524/505
• US Class Current: 525/54.2
• CPC Class Codes: C08G 61/02 Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes
• CPC Class Codes: C08G 61/10 only aromatic carbon atoms, e.g. polyphenylenes
• CPC Class Codes: C08G 61/123 derived from five-membered heterocyclic compounds
• CPC Class Codes: C08G 61/126 with a five-membered ring containing one sulfur atom in the ring
• CPC Class Codes: C08G 73/02 Polyamines
• CPC Class Codes: C08G 73/08 Polyhydrazides; Polytriazoles; Polyaminotriazoles; Polyoxadiazoles
• CPC Class Codes: C40B 40/04 Libraries containing only organic compounds
• CPC Class Codes: H01B 1/122 Ionic conductors

Abstract

Methods, compositions and articles of manufacture involving cationic conjugated conformationally flexible polymers are provided. A method for the synthesis of cationic water-soluble polymers with linkages along the polymer main chain structure which disrupt the ability of the polymers to form extended-rod structures is provided. Such polymers may serve in the fabrication of novel optoelectronic devices and in the development of highly efficient biosensors. The invention further relates to the application of these polymers in assay methods.

Claims

1. A conformationally flexible cationic conjugated polymer comprising at least one angled linker having bonds to its two adjacent polymeric units which form an angle of less than about 155°

with respect to one another and comprising multiple cationic groups in said polymer.

2. The polymer of claim 1, wherein the angle is less than about 145°

.

3. The polymer of claim 1, wherein the angle is less than about 135°

.

4. The polymer of claim 1, wherein the angle is less than about 125°

.

5. The polymer of claim 1, wherein the angle is about 45°

or more.

6. The polymer of claim 1, wherein the angle is about 60°

or more.

7. The polymer of claim 1, wherein the monomeric unit has an optionally substituted structure selected from the group consisting of 1,2-benzene, 1,3-benzene, 1,2-naphthalene, 1,3-naphthalene, 1,6-naphthalene, 1,7-naphthalene, 1,8-naphthalene, 1,2-anthracene, 1,3-anthracene, 1,6-anthracene, 1,7-anthracene, 1,8-anthracene, and 1,9-anthracene, 2,3-biphenyl, 2,4-biphenyl, 2,6-biphenyl, 3,3 ′

-biphenyl, 3,4-biphenyl, 3,5-biphenyl, 2,2′

-biphenyl, 2,3′

-biphenyl, 2,4′

-biphenyl, and 3,4′

-biphenyl, and wherein said monomeric unit is optionally substituted with one or more heteroatoms.

8. The polymer of claim 1, wherein the polymer is soluble in a predominantly aqueous medium.

9. The polymer of claim 1, wherein the polymer is soluble in water.

10. The polymer of claim 1, wherein the polymer comprises at least 1 mole percent of said monomeric unit.

11. The polymer of claim 1, wherein the monomeric unit introduces a torsional twist into the polymer.

12. The polymer of claim 1, wherein the polymer is a copolymer.

13. The polymer of claim 1, wherein the polymer is a block copolymer.

14. The polymer of claim 12, wherein the monomeric unit is incorporated randomly.

15. The polymer of claim 12, wherein the monomeric unit is incorporated periodically.

16. The polymer of claim 12, wherein the monomeric unit is incorporated in a block.

17. The polymer of claim 1, wherein said polymer has the structure: