Jump to main content
Jump to site search


The heavy-atom effect on xanthene dyes for photopolymerization by visible light

Author affiliations

Abstract

We investigated the influence of heavy halogen atoms (Br and I) on xanthene dyes for polymerization based on visible-light photoredox initiation. Since the heavy atoms directly affect intersystem crossing (ISC), which can act as a gatekeeper in the photoredox cycle and which was expected to also affect intermolecular photoinduced electron transfer (PET), we attempted to quantify the influence of the halogens. Six different xanthene dyes were chosen based on the number and types of heavy atoms on the xanthene ring. Thus, the photopolymerization degree clearly increased in the following order: fluorescein < 4′,5′-dibromofluorescein ≤ 2′,4′,5′,7′-tetrabromofluorescein < 2′,4′,5′,7′-tetraiodofluorescein. Furthermore, 4′,5′-dibromorhodamine 6G showed a drastic enhancement in the photopolymerization degree, compared with rhodamine 6G. Therefore, we concluded that the presence of halogens on the xanthene ring increases the photoredox initiating performance due to the enhanced ISC efficiency and PET rate.

Graphical abstract: The heavy-atom effect on xanthene dyes for photopolymerization by visible light

Back to tab navigation

Supplementary files

Publication details

The article was received on 19 Aug 2019, accepted on 07 Oct 2019 and first published on 07 Oct 2019


Article type: Paper
DOI: 10.1039/C9PY01252D
Polym. Chem., 2019, Advance Article

  •   Request permissions

    The heavy-atom effect on xanthene dyes for photopolymerization by visible light

    J. Yoon, Y. J. Jung, J. B. Yoon, K. Damodar, H. Kim, M. Shin, M. Seo, D. W. Cho, J. T. Lee and J. K. Lee, Polym. Chem., 2019, Advance Article , DOI: 10.1039/C9PY01252D

Search articles by author

Spotlight

Advertisements