NIR‐Sensitized Activated Photoreaction between Cyanines and Oxime Esters: Free‐Radical Photopolymerization

Abstract: Cyanines comprising either a benzo[e]‐ or benzo[c,d]indolium core facilitate initiation of radical photopolymerization combined with high power NIR‐LED prototypes emitting at 805 nm, 860 nm, or 870 nm, while different oxime esters function as radical coinitiators. Radical photopolymerization followed an initiation mechanism based on the participation of excited states, requiring additional thermal energy to overcome an existing intrinsic activation barrier. Heat released by nonradiative deactivation of the sensitizer favored the system, even under conditions where a thermally activated photoinduced electron transfer controls the reaction protocol. The heat generated internally by the NIR sensitizer promotes generation of the initiating reactive radicals. Sensitizers with a barbiturate group at the meso‐position preferred to bleach directly, while sensitizers carrying a cyclopentene moiety unexpectedly initiated the photosensitized mechanism.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
NIR‐Sensitized Activated Photoreaction between Cyanines and Oxime Esters: Free‐Radical Photopolymerization ; volume:132 ; number:28 ; year:2020 ; pages:11537-11544 ; extent:8
Angewandte Chemie ; 132, Heft 28 (2020), 11537-11544 (gesamt 8)

Creator
Pang, Yulian
Fan, Shuheng
Wang, Qunying
Oprych, Dennis
Feilen, Alfred
Reiner, Knut
Keil, Dietmar
Slominsky, Yuriy L.
Popov, Sergey
Zou, Yingquan
Strehmel, Bernd

DOI
10.1002/ange.202004413
URN
urn:nbn:de:101:1-2022052811550331927720
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:32 AM CEST

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Associated

  • Pang, Yulian
  • Fan, Shuheng
  • Wang, Qunying
  • Oprych, Dennis
  • Feilen, Alfred
  • Reiner, Knut
  • Keil, Dietmar
  • Slominsky, Yuriy L.
  • Popov, Sergey
  • Zou, Yingquan
  • Strehmel, Bernd

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