Re(I) Complexes as Backbone Substituents and Cross-Linking Agents for Hybrid Luminescent Polysiloxanes and Silicone Rubbers

This study focuses on the synthesis of hybrid luminescent polysiloxanes and silicone rubbers grafted by organometallic rhenium(I) complexes using Cu(I)-catalyzed azido-alkyne cycloaddition (CuAAC). The design of the rhenium(I) complexes includes using a diimine ligand to create an MLCT luminescent c...

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Autores principales: Egor M. Baranovskii, Victoria V. Khistiaeva, Konstantin V. Deriabin, Stanislav K. Petrovskii, Igor O. Koshevoy, Ilya E. Kolesnikov, Elena V. Grachova, Regina M. Islamova
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Publicado: MDPI AG 2021
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Acceso en línea:https://doaj.org/article/2a8be3a934404eabba904b3498bccdd7
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spelling oai:doaj.org-article:2a8be3a934404eabba904b3498bccdd72021-11-25T18:27:56ZRe(I) Complexes as Backbone Substituents and Cross-Linking Agents for Hybrid Luminescent Polysiloxanes and Silicone Rubbers10.3390/molecules262268661420-3049https://doaj.org/article/2a8be3a934404eabba904b3498bccdd72021-11-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/22/6866https://doaj.org/toc/1420-3049This study focuses on the synthesis of hybrid luminescent polysiloxanes and silicone rubbers grafted by organometallic rhenium(I) complexes using Cu(I)-catalyzed azido-alkyne cycloaddition (CuAAC). The design of the rhenium(I) complexes includes using a diimine ligand to create an MLCT luminescent center and the introduction of a triple C≡C bond on the periphery of the ligand environment to provide click-reaction capability. Poly(3-azidopropylmethylsiloxane-<i>co</i>-dimethylsiloxane) (N<sub>3</sub>-PDMS) was synthesized for incorporation of azide function in polysiloxane chain. [Re(CO)<sub>3</sub>(MeCN)(5-(4-ethynylphenyl)-2,2′-bipyridine)]OTf (Re1) luminescent complex was used to prepare a luminescent copolymer with N<sub>3</sub>-PDMS (Re1-PDMS), while [Re(CO)<sub>3</sub>Cl(5,5′-diethynyl-2,2′-bipyridine)] (Re2) was used as a luminescent cross-linking agent of N<sub>3</sub>-PDMS to obtain luminescent silicone rubber (Re2-PDMS). The examination of photophysical properties of the hybrid polymer materials obtained show that emission profile of Re(I) moiety remains unchanged and metallocenter allows to control the creation of polysiloxane-based materials with specified properties.Egor M. BaranovskiiVictoria V. KhistiaevaKonstantin V. DeriabinStanislav K. PetrovskiiIgor O. KoshevoyIlya E. KolesnikovElena V. GrachovaRegina M. IslamovaMDPI AGarticlefunctional polysiloxanesrhenium complexesluminescent polysiloxanesluminescent silicone rubbersazide-alkyne cycloadditionOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 6866, p 6866 (2021)
institution DOAJ
collection DOAJ
language EN
topic functional polysiloxanes
rhenium complexes
luminescent polysiloxanes
luminescent silicone rubbers
azide-alkyne cycloaddition
Organic chemistry
QD241-441
spellingShingle functional polysiloxanes
rhenium complexes
luminescent polysiloxanes
luminescent silicone rubbers
azide-alkyne cycloaddition
Organic chemistry
QD241-441
Egor M. Baranovskii
Victoria V. Khistiaeva
Konstantin V. Deriabin
Stanislav K. Petrovskii
Igor O. Koshevoy
Ilya E. Kolesnikov
Elena V. Grachova
Regina M. Islamova
Re(I) Complexes as Backbone Substituents and Cross-Linking Agents for Hybrid Luminescent Polysiloxanes and Silicone Rubbers
description This study focuses on the synthesis of hybrid luminescent polysiloxanes and silicone rubbers grafted by organometallic rhenium(I) complexes using Cu(I)-catalyzed azido-alkyne cycloaddition (CuAAC). The design of the rhenium(I) complexes includes using a diimine ligand to create an MLCT luminescent center and the introduction of a triple C≡C bond on the periphery of the ligand environment to provide click-reaction capability. Poly(3-azidopropylmethylsiloxane-<i>co</i>-dimethylsiloxane) (N<sub>3</sub>-PDMS) was synthesized for incorporation of azide function in polysiloxane chain. [Re(CO)<sub>3</sub>(MeCN)(5-(4-ethynylphenyl)-2,2′-bipyridine)]OTf (Re1) luminescent complex was used to prepare a luminescent copolymer with N<sub>3</sub>-PDMS (Re1-PDMS), while [Re(CO)<sub>3</sub>Cl(5,5′-diethynyl-2,2′-bipyridine)] (Re2) was used as a luminescent cross-linking agent of N<sub>3</sub>-PDMS to obtain luminescent silicone rubber (Re2-PDMS). The examination of photophysical properties of the hybrid polymer materials obtained show that emission profile of Re(I) moiety remains unchanged and metallocenter allows to control the creation of polysiloxane-based materials with specified properties.
format article
author Egor M. Baranovskii
Victoria V. Khistiaeva
Konstantin V. Deriabin
Stanislav K. Petrovskii
Igor O. Koshevoy
Ilya E. Kolesnikov
Elena V. Grachova
Regina M. Islamova
author_facet Egor M. Baranovskii
Victoria V. Khistiaeva
Konstantin V. Deriabin
Stanislav K. Petrovskii
Igor O. Koshevoy
Ilya E. Kolesnikov
Elena V. Grachova
Regina M. Islamova
author_sort Egor M. Baranovskii
title Re(I) Complexes as Backbone Substituents and Cross-Linking Agents for Hybrid Luminescent Polysiloxanes and Silicone Rubbers
title_short Re(I) Complexes as Backbone Substituents and Cross-Linking Agents for Hybrid Luminescent Polysiloxanes and Silicone Rubbers
title_full Re(I) Complexes as Backbone Substituents and Cross-Linking Agents for Hybrid Luminescent Polysiloxanes and Silicone Rubbers
title_fullStr Re(I) Complexes as Backbone Substituents and Cross-Linking Agents for Hybrid Luminescent Polysiloxanes and Silicone Rubbers
title_full_unstemmed Re(I) Complexes as Backbone Substituents and Cross-Linking Agents for Hybrid Luminescent Polysiloxanes and Silicone Rubbers
title_sort re(i) complexes as backbone substituents and cross-linking agents for hybrid luminescent polysiloxanes and silicone rubbers
publisher MDPI AG
publishDate 2021
url https://doaj.org/article/2a8be3a934404eabba904b3498bccdd7
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