Novel Synthesis of Hydrophilic Dipolar Chromophores using Dendronized Sulfonates

A series of hydrophilic chromophores was synthesized through introduction of dendritic sulfonate anions using click chemistry. A dendron structure bearing several sulfonate groups enhances hydrophilicity of attached chromophores. A click triazole formation connects chromophores with hydrophilic grou...

Full description

Saved in:
Bibliographic Details
Published inBulletin of the Korean Chemical Society Vol. 32; no. 2; pp. 664 - 672
Main Authors Kim, Mi-Rae, Maheswara, Muchchintala, Do, Jung-Yun
Format Journal Article
LanguageKorean
Published 2011
Subjects
Hydrophilic chromophores
Dendronized sulfonates
Solvatochromism
Sulfonate ion
Click chemistry
Online AccessGet full text

Cover

More Information
Summary:A series of hydrophilic chromophores was synthesized through introduction of dendritic sulfonate anions using click chemistry. A dendron structure bearing several sulfonate groups enhances hydrophilicity of attached chromophores. A click triazole formation connects chromophores with hydrophilic groups. A neutral trichloroethyl sulfonate has versatile features such as easy introduction, chemical endurance for isolation or storage, and convenient transformation to a hydrophilic anion. Zinc and OH mediated cleavage of trichloroethyl group from the neutral sulfonate undergoes to generate a water-soluble sulfonate anion. The solubility was examined with different counter cations and in different pH media and thus increased with the number of attached sulfonate ion. Two hydrophilic chromophores of stilbene-derived and azobenzene-derived dipolar structures exhibit clear negative and positive solvatochromism in protic solvents, respectively.
Bibliography:KISTI1.1003/JNL.JAKO201108863880737
ISSN:0253-2964
1229-5949