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 language | English |
|---|---|
| Pages (from-to) | 12046-12051 |
| Number of pages | 6 |
| Journal | Journal of Organic Chemistry |
| Volume | 81 |
| Issue number | 23 |
| DOIs | |
| Publication status | Published - Dec 2 2016 |
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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 journal › Article
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TY - JOUR
T1 - Fused-Fluoran Leuco Dyes with Large Color-Change Derived from Two-Step Equilibrium
T2 - Iso-Aminobenzopyranoxanthenes
AU - Shirasaki, Yoshinao
AU - Okamoto, Yuta
AU - Muranaka, Atsuya
AU - Kamino, Shinichiro
AU - Sawada, Daisuke
AU - Hashizume, Daisuke
AU - Uchiyama, Masanobu
PY - 2016/12/2
Y1 - 2016/12/2
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=85001086183&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85001086183&partnerID=8YFLogxK
U2 - 10.1021/acs.joc.6b02403
DO - 10.1021/acs.joc.6b02403
M3 - Article
AN - SCOPUS:85001086183
VL - 81
SP - 12046
EP - 12051
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 23
ER -