Reaction of 5, 8-Diphenyl-5, 8-dihydroanthra [1, 9-bc:4, 10-b′c′]diquinoline or its Endoperoxide with Trifluoroacetic Acid

Daisuke Goma; Isao Nagashima; Tatsuya Tachikawa; Hidenobu Shiroishi; Masao Kaneko; Sumio Tokita

doi:10.2494/photopolymer.14.239

Reaction of 5, 8-Diphenyl-5, 8-dihydroanthra [1, 9-bc:4, 10-b′c′]diquinoline or its Endoperoxide with Trifluoroacetic Acid

Daisuke Goma, Isao Nagashima, Tatsuya Tachikawa, Hidenobu Shiroishi, Masao Kaneko, Sumio Tokita

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Keywords: Photochromism, Endoperoxide, Protic acid, Thermochromism, Indicator

JOURNAL FREE ACCESS

2001 Volume 14 Issue 2 Pages 239-243

DOI https://doi.org/10.2494/photopolymer.14.239

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Abstract

5, 8-Diphenyl-5, 8-dihydroanthra[1, 9-bc:4, 10-b′c′]diquinoline (ADQ, 3) and its endoperoxide (ADQepo, 4) were photochromic compounds with high heat stability. By heating above 100°C, colorless ADQepo (4) was slowly converted to green ADQ (3) in toluene. Reaction of ADQepo with some protic acid gave ADQ (3) at room temperature. The mechanism of this reaction was proposed based on the measurement of electronic spectrum.

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