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Rhodamine-based colorant compound and process for producing same UPDATE_EN

Foreign code F190009921
File No. 08435-US
Posted date Aug 26, 2019
Country United States of America
Application number 201615754495
Gazette No. 20180244923
Gazette No. 10435564
Date of filing Sep 2, 2016
Gazette Date Aug 30, 2018
Gazette Date Oct 8, 2019
International application number JP2016075850
International publication number WO2017038987
Date of international filing Sep 2, 2016
Date of international publication Mar 9, 2017
Priority data
  • P2015-173779 (Sep 3, 2015) JP
  • 2016JP75850 (Sep 2, 2016) WO
Title Rhodamine-based colorant compound and process for producing same UPDATE_EN
Abstract wherein each of Q and Q1 represents C(R) or N; R represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, or a carboxyl group, where two Rs may bind to each other to form a ring; R1 represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, or a carboxyl group, where two R1s may bind to each other to form a ring; n represents a number of 0 to 3; and m represents a number of 0 to 3.
Outline of related art and contending technology BACKGROUND ART
As a fluorescent colorant compound, various derivatives of rhodamine have been studied. In addition, as a compound prepared by condensing two rhodamine molecules, there has been known an aminobenzopyrano-xanthene colorant compound (Patent document 1). It is known that this aminobenzopyrano-xanthene compound exhibits three types of molecular structures which are a neutral form, a monocationic form and a dicationic form, depending on the hydrogen-ion concentration of a solution, and that each molecular structure leads to different absorption and emission properties (Non-patent document 1).
Scope of claims [claim1]
1. A compound represented by a general formula (1):
wherein Q represents C(R) or N; Q1 represents C(R1) or N; R represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, or a carboxyl group, where two Rs may bind to each other to form a ring; R1 represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, or a carboxyl group, where two R1s may bind to each other to form a ring; n represents a number of 0 to 3; and m represents a number of 0 to 3.

[claim2]
2. The compound according to claim 1, wherein Q and Q1 in the general formula (1) respectively represent C(R) and C(R1).

[claim3]
3. The compound according to claim 1, wherein each of Q and Q1 in the general formula (1) represents N.

[claim4]
4. A method for producing a compound represented by a general formula (6), comprising:
obtaining a compound represented by a general formula (5) by reacting 8-hydroxyjulolidine with a compound represented by a general formula (4); and
reacting the compound represented by the general formula (5) with hydroquinone in the presence of a condensing agent,
wherein Q represents C(R) or N; R represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, or a carboxyl group, where two Rs may bind to each other to form a ring; and n represents a number of 0 to 3.

[claim5]
5. A compound that exhibits different changes in hue, said compound represented by the following formula (1):
wherein Q represents C(R) or N; Q1 represents C(R1) or N; R represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, or a carboxyl group, where two Rs may bind to each other to form a ring; R1 represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, or a carboxyl group, where two R1s may bind to each other to form a ring; n represents a number of 0 to 3; and m represents a number of 0 to 3,
wherein the compound is in a neutral form, monocationic form or dicationic form, thereby to exhibit different changes in hue depending on in which form the compound is.

[claim6]
6. The compound according to claim 5, wherein the compound is used for detecting phenols and for fluorescence imaging.
  • Inventor, and Inventor/Applicant
  • Muranaka Atsuya
  • Shirasaki Yoshinao
  • Uchiyama Masanobu
  • Kamino Shinichiro
  • RIKEN
IPC(International Patent Classification)

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