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Light-Up of Rhodamine Hydrazide to Generate Emissive Initiator for Polymerization and to Afford Photochromic Polypeptide Metal Complex

Ring-opening polymerization (ROP) of cyclic peptide monomer of γ-propargyl-l-glutamate N-carboxyanhydride (PLG–NCA) was originally initiated by non-emissive, ring-close rhodamine 6G hydrazide (R-C). However, instantaneously after adding PLG–NCA to R-C, the spirolactam ring of R-C was opened by PLG–N...

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Autores principales: Gao, Jhen-Yan, Huang, Wen-Chih, Huang, Pei-Yi, Song, Cheng-Yu, Hong, Jin-Long
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6418603/
https://www.ncbi.nlm.nih.gov/pubmed/30965719
http://dx.doi.org/10.3390/polym9090419
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author Gao, Jhen-Yan
Huang, Wen-Chih
Huang, Pei-Yi
Song, Cheng-Yu
Hong, Jin-Long
author_facet Gao, Jhen-Yan
Huang, Wen-Chih
Huang, Pei-Yi
Song, Cheng-Yu
Hong, Jin-Long
author_sort Gao, Jhen-Yan
collection PubMed
description Ring-opening polymerization (ROP) of cyclic peptide monomer of γ-propargyl-l-glutamate N-carboxyanhydride (PLG–NCA) was originally initiated by non-emissive, ring-close rhodamine 6G hydrazide (R-C). However, instantaneously after adding PLG–NCA to R-C, the spirolactam ring of R-C was opened by PLG–NCA, rendering emissive, ring-open R-O to initiate ROP of PLG–NCA. The emissive R-O moiety therefore produced fluorescent R–PLG with aggregation-induced emission (AIE) properties. Moreover, R–PLG was found to exhibit photochromic properties with good fatigue resistance and long lifetime when forming metal complexes with Sn(II) and Fe(III). In the dark, irradiated metal complexes slowly (~50 min) restored to the initial state. This research provides foundation for the development of new photochromic materials with long lifetime.
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spelling pubmed-64186032019-04-02 Light-Up of Rhodamine Hydrazide to Generate Emissive Initiator for Polymerization and to Afford Photochromic Polypeptide Metal Complex Gao, Jhen-Yan Huang, Wen-Chih Huang, Pei-Yi Song, Cheng-Yu Hong, Jin-Long Polymers (Basel) Article Ring-opening polymerization (ROP) of cyclic peptide monomer of γ-propargyl-l-glutamate N-carboxyanhydride (PLG–NCA) was originally initiated by non-emissive, ring-close rhodamine 6G hydrazide (R-C). However, instantaneously after adding PLG–NCA to R-C, the spirolactam ring of R-C was opened by PLG–NCA, rendering emissive, ring-open R-O to initiate ROP of PLG–NCA. The emissive R-O moiety therefore produced fluorescent R–PLG with aggregation-induced emission (AIE) properties. Moreover, R–PLG was found to exhibit photochromic properties with good fatigue resistance and long lifetime when forming metal complexes with Sn(II) and Fe(III). In the dark, irradiated metal complexes slowly (~50 min) restored to the initial state. This research provides foundation for the development of new photochromic materials with long lifetime. MDPI 2017-09-05 /pmc/articles/PMC6418603/ /pubmed/30965719 http://dx.doi.org/10.3390/polym9090419 Text en © 2017 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Gao, Jhen-Yan
Huang, Wen-Chih
Huang, Pei-Yi
Song, Cheng-Yu
Hong, Jin-Long
Light-Up of Rhodamine Hydrazide to Generate Emissive Initiator for Polymerization and to Afford Photochromic Polypeptide Metal Complex
title Light-Up of Rhodamine Hydrazide to Generate Emissive Initiator for Polymerization and to Afford Photochromic Polypeptide Metal Complex
title_full Light-Up of Rhodamine Hydrazide to Generate Emissive Initiator for Polymerization and to Afford Photochromic Polypeptide Metal Complex
title_fullStr Light-Up of Rhodamine Hydrazide to Generate Emissive Initiator for Polymerization and to Afford Photochromic Polypeptide Metal Complex
title_full_unstemmed Light-Up of Rhodamine Hydrazide to Generate Emissive Initiator for Polymerization and to Afford Photochromic Polypeptide Metal Complex
title_short Light-Up of Rhodamine Hydrazide to Generate Emissive Initiator for Polymerization and to Afford Photochromic Polypeptide Metal Complex
title_sort light-up of rhodamine hydrazide to generate emissive initiator for polymerization and to afford photochromic polypeptide metal complex
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6418603/
https://www.ncbi.nlm.nih.gov/pubmed/30965719
http://dx.doi.org/10.3390/polym9090419
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