Synthesis and optical properties of pH-responsive conjugated polyampholytes

Okhil Kumar Nag, Ji Eun Jeong, Thanh Luan Nguyen, Han Young Woo

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

[Figure not available: see fulltext.]

Conjugated polyampholytes (CPAs) containing both positive and negative ionic groups in their side-chains were designed and synthesized. Two types of random copolymers were prepared by the incorporation of fluorene, phenylene and 2,1,3-benzothiadiazole (BT) moieties in the main chain. Both quaternary ammonium bromide and carboxylic acid functionalities were introduced successfully in the side-chain through sequential protection, quaternization and deprotection reactions. The resulting ionic polymers were soluble in water and their optical characteristics were examined by changing pH. The fluorescence resonance energy transfer (FRET)-sensitized BT emission of the polymers increased with increasing solution pH. Under basic conditions, deprotonation of the carboxylic acid groups induced intra- and/or interchain aggregation via electrostatic complexation between the cationic ammonium and anionic carboxylate groups. The FRET ratio between the green and blue emissions showed a linear relationship with solution pH. This new type of water-soluble fluorescent bioassays and bioimaging applications through bioconjugation with a targeting moiety.

Original languageEnglish
Pages (from-to)457-465
Number of pages9
JournalMacromolecular Research
Volume23
Issue number5
DOIs
Publication statusPublished - 2015 May 1
Externally publishedYes

Fingerprint

Carboxylic Acids
Carboxylic acids
Polymers
Optical properties
Deprotonation
Water
Bioassay
Complexation
Ammonium Compounds
Electrostatics
Agglomeration
Copolymers
Fluorescence Resonance Energy Transfer
benzo-1,2,3-thiadiazole
ammonium bromide
fluorene

Keywords

  • conjugated polymers
  • fluorescence
  • fluorescence resonance energy transfer (FRET)
  • polyampholytes

ASJC Scopus subject areas

  • Organic Chemistry
  • Materials Chemistry
  • Polymers and Plastics
  • Chemical Engineering(all)

Cite this

Synthesis and optical properties of pH-responsive conjugated polyampholytes. / Nag, Okhil Kumar; Jeong, Ji Eun; Nguyen, Thanh Luan; Woo, Han Young.

In: Macromolecular Research, Vol. 23, No. 5, 01.05.2015, p. 457-465.

Research output: Contribution to journalArticle

Nag, Okhil Kumar ; Jeong, Ji Eun ; Nguyen, Thanh Luan ; Woo, Han Young. / Synthesis and optical properties of pH-responsive conjugated polyampholytes. In: Macromolecular Research. 2015 ; Vol. 23, No. 5. pp. 457-465.
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