On the photo-oxidation of perylene bisimide dyes in alcoholic solutions

Johan Lub (Corresponding author), Paul A. van Hal, Roel Smits, Lise Malassenet, Jeroen Pikkemaat, Rifat A.M. Hikmet

Research output: Contribution to journalArticleAcademicpeer-review

Abstract

Irradiation with intense blue LED light of Lumogen orange 240 (1) in non-reactive solvents led to bleaching. The products of these photochemical reactions were not possible to determine. Contrarily, irradiation in ethanol or propanol led to red color shifts caused by the formation of the ethoxy or propoxy derivative of Lumogen orange 240, respectively. These new reaction products are only formed when both light and oxygen are present. A possible mechanism for these photo-oxidation reactions, the implication for the stability of perylene type of fluorescent dyes under LED lamp conditions and possible preparative applications are discussed.

LanguageEnglish
Pages585-588
Number of pages4
JournalJournal of Luminescence
Volume207
DOIs
StatePublished - 1 Mar 2019

Fingerprint

Photooxidation
photooxidation
Light emitting diodes
Coloring Agents
light emitting diodes
dyes
Perylene
Irradiation
Light
1-Propanol
irradiation
Photochemical reactions
bleaching
Bleaching
Electric lamps
Reaction products
Fluorescent Dyes
reaction products
photochemical reactions
luminaires

Keywords

  • Fluorescent compounds
  • Lumogen orange 240
  • Photo stability
  • Photo substitution
  • Photo-oxidation

Cite this

Lub, J., van Hal, P. A., Smits, R., Malassenet, L., Pikkemaat, J., & Hikmet, R. A. M. (2019). On the photo-oxidation of perylene bisimide dyes in alcoholic solutions. Journal of Luminescence, 207, 585-588. DOI: 10.1016/j.jlumin.2018.12.005
Lub, Johan ; van Hal, Paul A. ; Smits, Roel ; Malassenet, Lise ; Pikkemaat, Jeroen ; Hikmet, Rifat A.M./ On the photo-oxidation of perylene bisimide dyes in alcoholic solutions. In: Journal of Luminescence. 2019 ; Vol. 207. pp. 585-588
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Lub, J, van Hal, PA, Smits, R, Malassenet, L, Pikkemaat, J & Hikmet, RAM 2019, 'On the photo-oxidation of perylene bisimide dyes in alcoholic solutions' Journal of Luminescence, vol. 207, pp. 585-588. DOI: 10.1016/j.jlumin.2018.12.005

On the photo-oxidation of perylene bisimide dyes in alcoholic solutions. / Lub, Johan (Corresponding author); van Hal, Paul A.; Smits, Roel; Malassenet, Lise; Pikkemaat, Jeroen; Hikmet, Rifat A.M.

In: Journal of Luminescence, Vol. 207, 01.03.2019, p. 585-588.

Research output: Contribution to journalArticleAcademicpeer-review

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AU - van Hal,Paul A.

AU - Smits,Roel

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AU - Hikmet,Rifat A.M.

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AB - Irradiation with intense blue LED light of Lumogen orange 240 (1) in non-reactive solvents led to bleaching. The products of these photochemical reactions were not possible to determine. Contrarily, irradiation in ethanol or propanol led to red color shifts caused by the formation of the ethoxy or propoxy derivative of Lumogen orange 240, respectively. These new reaction products are only formed when both light and oxygen are present. A possible mechanism for these photo-oxidation reactions, the implication for the stability of perylene type of fluorescent dyes under LED lamp conditions and possible preparative applications are discussed.

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Lub J, van Hal PA, Smits R, Malassenet L, Pikkemaat J, Hikmet RAM. On the photo-oxidation of perylene bisimide dyes in alcoholic solutions. Journal of Luminescence. 2019 Mar 1;207:585-588. Available from, DOI: 10.1016/j.jlumin.2018.12.005