Fused-Fluoran Leuco Dyes with Large Color-Change Derived from Two-Step Equilibrium: Iso-Aminobenzopyranoxanthenes

Yoshinao Shirasaki, Yuta Okamoto, Atsuya Muranaka, Shinichiro Kamino, Daisuke Sawada, Daisuke Hashizume, Masanobu Uchiyama

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

Fluorans are popular leuco dyes that are used in various applications, such as carbonless-copy papers and thermal papers. Here, we describe unique leuco dyes in which two fluoran units are fused into a C2h structure (iso-aminobenzopyranoxanthenes; iso-ABPXs). iso-ABPXs exhibited a large two-step color change (colorless/pink and pink/blue-green) due to opening-closing of two spirolactone rings. The two-step equilibrium among the colorless, pink, and blue-green forms could be well controlled by adjusting acid concentration, solvent, and/or temperature.

Original languageEnglish
Pages (from-to)12046-12051
Number of pages6
JournalJournal of Organic Chemistry
Volume81
Issue number23
DOIs
Publication statusPublished - Dec 2 2016

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Coloring Agents
Color
Spironolactone
Acids
Temperature
fluoran
Hot Temperature

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Fused-Fluoran Leuco Dyes with Large Color-Change Derived from Two-Step Equilibrium : Iso-Aminobenzopyranoxanthenes. / Shirasaki, Yoshinao; Okamoto, Yuta; Muranaka, Atsuya; Kamino, Shinichiro; Sawada, Daisuke; Hashizume, Daisuke; Uchiyama, Masanobu.

In: Journal of Organic Chemistry, Vol. 81, No. 23, 02.12.2016, p. 12046-12051.

Research output: Contribution to journalArticle

Shirasaki, Yoshinao ; Okamoto, Yuta ; Muranaka, Atsuya ; Kamino, Shinichiro ; Sawada, Daisuke ; Hashizume, Daisuke ; Uchiyama, Masanobu. / Fused-Fluoran Leuco Dyes with Large Color-Change Derived from Two-Step Equilibrium : Iso-Aminobenzopyranoxanthenes. In: Journal of Organic Chemistry. 2016 ; Vol. 81, No. 23. pp. 12046-12051.
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