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The synthesis of poly(ε-caprolactone) (PCL) tetra-arm star polymer was carried out using “click” chemistry and ring-opening polymerization techniques. For this purpose, poly(ε-caprolactone) azido (PCL-N3) was acquired using ring-opening polymerization of ε-caprolactone and 2-[2-(2-azidoethoxy)ethoxy]ethanol (N3ol). N3ol was obtained using sodium azide and 2-[2-(2-chloroethoxy)ethoxy]ethanol. 4-(prop-2-ynyloxy)-phthalonitrile was obtained by using 4-nitrophthalonitrile and propargyl alcohol. 2(3),9(10),16(17),23(24) Tetrakis-[(prop-2-ynyloxy)-phthalocyaninato]zinc(II) (Pc-propargyl) was synthesized by using 4-(prop-2-ynyloxy)-phthalonitrile and a metal salt. By reacting Pc-propargyl and PCL-N3, PCL tetra-arm star polymer was obtained by “click” chemistry. The products were characterized via scanning electron microscopy, 1H-nuclear magnetic resonance spectroscopy, ultraviolet-visible spectrophotometry, Fourier-transform infrared spectroscopy, and gel permeation chromatography instruments. The spectroscopic analyses of PCL tetra-arm star polymer prove that the star polymer was built through the combination of ROP and “click” chemistry. We provided a protocol for PCL tetra-arm star polymer, and a statement of reproducibility with respect to the properties of this tetra-arm star polymer. This study is an example of a novel type of combination reaction, from ring-opening polymerization to “click” chemistry using phthalocyanine. This can open the door for diverse tetra-arm star polymer synthesis that could potentially cause major advances in synthetic macromolecular chemistry.
</abstract>

The synthesis of poly(ε-caprolactone) (PCL) tetra-arm star polymer was carried out using “click” chemistry and ring-opening polymerization techniques. For this purpose, poly(ε-caprolactone) azido (PCL-N3) was acquired using ring-opening polymerization of ε-caprolactone and 2-[2-(2-azidoethoxy)ethoxy]ethanol (N3ol). N3ol was obtained using sodium azide and 2-[2-(2-chloroethoxy)ethoxy]ethanol. 4-(prop-2-ynyloxy)-phthalonitrile was obtained by using 4-nitrophthalonitrile and propargyl alcohol. 2(3),9(10),16(17),23(24) Tetrakis-[(prop-2-ynyloxy)-phthalocyaninato]zinc(II) (Pc-propargyl) was synthesized by using 4-(prop-2-ynyloxy)-phthalonitrile and a metal salt. By reacting Pc-propargyl and PCL-N3, PCL tetra-arm star polymer was obtained by “click” chemistry. The products were characterized via scanning electron microscopy, 1H-nuclear magnetic resonance spectroscopy, ultraviolet-visible spectrophotometry, Fourier-transform infrared spectroscopy, and gel permeation chromatography instruments. The spectroscopic analyses of PCL tetra-arm star polymer prove that the star polymer was built through the combination of ROP and “click” chemistry. We provided a protocol for PCL tetra-arm star polymer, and a statement of reproducibility with respect to the properties of this tetra-arm star polymer. This study is an example of a novel type of combination reaction, from ring-opening polymerization to “click” chemistry using phthalocyanine. This can open the door for diverse tetra-arm star polymer synthesis that could potentially cause major advances in synthetic macromolecular chemistry.

Synthesis and characterization of poly(ε-caprolactone) tetra-arm star polymer using tetra terminal alkynyl-substituted phthalocyanine by the combination of ring-opening polymerization and “click” chemistry

Giresun University, Faculty of Arts and Sciences

Faculty of Sciences, Department of Chemistry

Ovidius University Annals of Chemistry

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

The synthesis of poly(ε-caprolactone) (PCL) tetra-arm star polymer was carried out using “click” chemistry and ring-opening polymerization techniques. For this...

Synthesis and characterization of poly(ε-caprolactone) tetra-arm star polymer using tetra terminal alkynyl-substituted phthalocyanine by the combination of ring-opening polymerization and “click” chemistry

Publié en ligne: 13 avr. 2022

Pages: 17 - 22

Reçu: 25 oct. 2021

Accepté: 28 févr. 2022

DOI: https://doi.org/10.2478/auoc-2022-0003

Mots clés
tetra-arm star polymer, “click” chemistry, ring-opening polymerization, phthalonitrile derivative, metallophthalocyanine

© 2022 Bedrettin Savaş et al., published by Sciendo

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

Synthesis and characterization of poly(ε-caprolactone) tetra-arm star polymer using tetra terminal alkynyl-substituted phthalocyanine by the combination of ring-opening polymerization and “click” chemistry

Publié en ligne: 13 avr. 2022

Pages: 17 - 22

Reçu: 25 oct. 2021

Accepté: 28 févr. 2022

DOI: https://doi.org/10.2478/auoc-2022-0003

Mots cléstetra-arm star polymer, “click” chemistry, ring-opening polymerization, phthalonitrile derivative, metallophthalocyanine

© 2022 Bedrettin Savaş et al., published by Sciendo

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

Mots clés
tetra-arm star polymer, “click” chemistry, ring-opening polymerization, phthalonitrile derivative, metallophthalocyanine