Reductive alkylation of aminofluorans: A simple route to intrinsically thermochromic fluorans

Farid Azizian; Amanda J. Field; B. Mark Heron

doi:10.1016/j.dyepig.2013.06.009

Reductive alkylation of aminofluorans: A simple route to intrinsically thermochromic fluorans

Farid Azizian, Amanda J. Field, B. Mark Heron

Research output: Contribution to journal › Article › peer-review

25 Citations (Scopus)

Abstract

The reductive alkylation of fluoran green base with hydroxybenzaldehydes gave novel fluorans that exhibited thermochromism, reversibly changing colour from very pale pink to deep green, in methyl stearate and in microcapsules containing methyl palmitate/isopropyl palmitate without the need of an added phenolic colour developer. Acylation of fluoran green base with O-acetylsalicyloyl chloride and subsequent cleavage of the acetyl group gave a new colour former bearing an o-hydroxybenzoyl moiety which also exhibited thermochromism, reversibly changing from colourless to red.

Original language	English
Pages (from-to)	432-439
Number of pages	8
Journal	Dyes and Pigments
Volume	99
Issue number	2
Early online date	19 Jun 2013
DOIs	https://doi.org/10.1016/j.dyepig.2013.06.009
Publication status	Published - Nov 2013

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title = "Reductive alkylation of aminofluorans: A simple route to intrinsically thermochromic fluorans",

abstract = "The reductive alkylation of fluoran green base with hydroxybenzaldehydes gave novel fluorans that exhibited thermochromism, reversibly changing colour from very pale pink to deep green, in methyl stearate and in microcapsules containing methyl palmitate/isopropyl palmitate without the need of an added phenolic colour developer. Acylation of fluoran green base with O-acetylsalicyloyl chloride and subsequent cleavage of the acetyl group gave a new colour former bearing an o-hydroxybenzoyl moiety which also exhibited thermochromism, reversibly changing from colourless to red.",

keywords = "Colour former, Fluoran, Functional dye, Reductive alkylation, Synthesis, Thermochromism",

author = "Farid Azizian and Field, {Amanda J.} and Heron, {B. Mark}",

year = "2013",

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doi = "10.1016/j.dyepig.2013.06.009",

language = "English",

volume = "99",

pages = "432--439",

journal = "Dyes and Pigments",

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TY - JOUR

T1 - Reductive alkylation of aminofluorans

T2 - A simple route to intrinsically thermochromic fluorans

AU - Azizian, Farid

AU - Field, Amanda J.

AU - Heron, B. Mark

PY - 2013/11

Y1 - 2013/11

N2 - The reductive alkylation of fluoran green base with hydroxybenzaldehydes gave novel fluorans that exhibited thermochromism, reversibly changing colour from very pale pink to deep green, in methyl stearate and in microcapsules containing methyl palmitate/isopropyl palmitate without the need of an added phenolic colour developer. Acylation of fluoran green base with O-acetylsalicyloyl chloride and subsequent cleavage of the acetyl group gave a new colour former bearing an o-hydroxybenzoyl moiety which also exhibited thermochromism, reversibly changing from colourless to red.

AB - The reductive alkylation of fluoran green base with hydroxybenzaldehydes gave novel fluorans that exhibited thermochromism, reversibly changing colour from very pale pink to deep green, in methyl stearate and in microcapsules containing methyl palmitate/isopropyl palmitate without the need of an added phenolic colour developer. Acylation of fluoran green base with O-acetylsalicyloyl chloride and subsequent cleavage of the acetyl group gave a new colour former bearing an o-hydroxybenzoyl moiety which also exhibited thermochromism, reversibly changing from colourless to red.

KW - Colour former

KW - Fluoran

KW - Functional dye

KW - Reductive alkylation

KW - Synthesis

KW - Thermochromism

UR - http://www.scopus.com/inward/record.url?scp=84879815646&partnerID=8YFLogxK

U2 - 10.1016/j.dyepig.2013.06.009

DO - 10.1016/j.dyepig.2013.06.009

M3 - Article

AN - SCOPUS:84879815646

VL - 99

SP - 432

EP - 439

JO - Dyes and Pigments

JF - Dyes and Pigments

SN - 0143-7208

IS - 2

ER -

Reductive alkylation of aminofluorans: A simple route to intrinsically thermochromic fluorans

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