Cationic merocyanine dyes by photomodulation of [4-(naphthopyran-3-yl) phenyl]methines

Stuart Aiken; Danielle Clayton; Christopher D. Gabbutt; B. Mark Heron; Suresh B. Kolla

doi:10.1016/j.dyepig.2012.12.013

Cationic merocyanine dyes by photomodulation of [4-(naphthopyran-3-yl) phenyl]methines

Stuart Aiken, Danielle Clayton, Christopher D. Gabbutt, B. Mark Heron, Suresh B. Kolla

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

8 Citations (Scopus)

Abstract

A series of mono-, bis- and tris-4-(naphthopyran-3-yl)phenyl substituted methanols were efficiently synthesised using a 4-(naphthopyran-3-yl) phenyllithium intermediate. The resulting substituted methanols displayed good photochromism leading to the reversible generation of red-orange photomerocyanines. Acidic dehydration of the methanols gave intensely coloured cations which, upon subsequent UV irradiation, reversibly generated cationic photomerocyanines with long wavelength absorption maxima at ca. 640 nm.

Original language	English
Pages (from-to)	118-123
Number of pages	6
Journal	Dyes and Pigments
Volume	97
Issue number	1
DOIs	https://doi.org/10.1016/j.dyepig.2012.12.013
Publication status	Published - Apr 2013

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10.1016/j.dyepig.2012.12.013

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title = "Cationic merocyanine dyes by photomodulation of [4-(naphthopyran-3-yl) phenyl]methines",

abstract = "A series of mono-, bis- and tris-4-(naphthopyran-3-yl)phenyl substituted methanols were efficiently synthesised using a 4-(naphthopyran-3-yl) phenyllithium intermediate. The resulting substituted methanols displayed good photochromism leading to the reversible generation of red-orange photomerocyanines. Acidic dehydration of the methanols gave intensely coloured cations which, upon subsequent UV irradiation, reversibly generated cationic photomerocyanines with long wavelength absorption maxima at ca. 640 nm.",

keywords = "Cationic photomerocyanine dye, Naphthopyran, Photochemical switching, Photochromism, Synthesis, Triarylmethine cation",

author = "Stuart Aiken and Danielle Clayton and Gabbutt, \{Christopher D.\} and Heron, \{B. Mark\} and Kolla, \{Suresh B.\}",

year = "2013",

month = apr,

doi = "10.1016/j.dyepig.2012.12.013",

language = "English",

volume = "97",

pages = "118--123",

journal = "Dyes and Pigments",

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TY - JOUR

T1 - Cationic merocyanine dyes by photomodulation of [4-(naphthopyran-3-yl) phenyl]methines

AU - Aiken, Stuart

AU - Clayton, Danielle

AU - Gabbutt, Christopher D.

AU - Heron, B. Mark

AU - Kolla, Suresh B.

PY - 2013/4

Y1 - 2013/4

N2 - A series of mono-, bis- and tris-4-(naphthopyran-3-yl)phenyl substituted methanols were efficiently synthesised using a 4-(naphthopyran-3-yl) phenyllithium intermediate. The resulting substituted methanols displayed good photochromism leading to the reversible generation of red-orange photomerocyanines. Acidic dehydration of the methanols gave intensely coloured cations which, upon subsequent UV irradiation, reversibly generated cationic photomerocyanines with long wavelength absorption maxima at ca. 640 nm.

AB - A series of mono-, bis- and tris-4-(naphthopyran-3-yl)phenyl substituted methanols were efficiently synthesised using a 4-(naphthopyran-3-yl) phenyllithium intermediate. The resulting substituted methanols displayed good photochromism leading to the reversible generation of red-orange photomerocyanines. Acidic dehydration of the methanols gave intensely coloured cations which, upon subsequent UV irradiation, reversibly generated cationic photomerocyanines with long wavelength absorption maxima at ca. 640 nm.

KW - Cationic photomerocyanine dye

KW - Naphthopyran

KW - Photochemical switching

KW - Photochromism

KW - Synthesis

KW - Triarylmethine cation

UR - https://www.scopus.com/pages/publications/84873380008

U2 - 10.1016/j.dyepig.2012.12.013

DO - 10.1016/j.dyepig.2012.12.013

M3 - Article

AN - SCOPUS:84873380008

SN - 0143-7208

VL - 97

SP - 118

EP - 123

JO - Dyes and Pigments

JF - Dyes and Pigments

IS - 1

ER -

Cationic merocyanine dyes by photomodulation of [4-(naphthopyran-3-yl) phenyl]methines

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