Application of Monopotassium Dipropylene Glycoxide for Homopolymerization and Copolymerization of Monosubstituted Oxiranes: Characterization of Synthesized Macrodiols by MALDI-TOF Mass Spectrometry

Monopotassium dipropylene glycoxide, activated by a 18-crown-6 cation complexing agent (K-DPG/L, where DPG (dipropylene glycol) is a mixture of isomers) was used as an effective initiator of the homopolymerization and copolymerization of several monosubstituted oxiranes, i.e., propylene oxide (PO),...

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Main Authors: Zbigniew Grobelny, Justyna Jurek-Suliga, Sylwia Golba
Format: Article
Language:English
Published: MDPI AG 2020-11-01
Series:Polymers
Subjects:
Online Access:https://www.mdpi.com/2073-4360/12/12/2795
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author Zbigniew Grobelny
Justyna Jurek-Suliga
Sylwia Golba
author_facet Zbigniew Grobelny
Justyna Jurek-Suliga
Sylwia Golba
author_sort Zbigniew Grobelny
collection DOAJ
description Monopotassium dipropylene glycoxide, activated by a 18-crown-6 cation complexing agent (K-DPG/L, where DPG (dipropylene glycol) is a mixture of isomers) was used as an effective initiator of the homopolymerization and copolymerization of several monosubstituted oxiranes, i.e., propylene oxide (PO), 1.2-butylene oxide (BO), and some glycidyl ethers such as allyl, isopropyl, phenyl, and benzyl ones (AGE, IPGE, PGE, and BGE, respectively). The copolymers are novel and can be prospectively used for the fabrication of new thermoplastic or crosslinked polyurethanes. All processes were carried out in homogeneous mild conditions, i.e., tetrahydrofuran solution at room temperature and normal pressure. They resulted in new unimodal macrodiols with M<sub>n</sub> = M<sub>calc</sub> in the range of 1500–8300, low dispersity M<sub>w</sub>/M<sub>n</sub> = 1.08–1.18 and a chemical structure well defined by several techniques, i.e., MALDI-TOF, size exclusion chromatography (SEC), <sup>13</sup>C NMR, and FTIR. Monopotassium salts of homopolyether-diols, i.e., PPO-diol, PBO-diol, and PAGE-diol, appeared to be useful macroinitiators for the preparation of new triblock copolyether-diols by polymerization of glycidyl ethers. In BO/BGE random copolymerization initiated with K-DPG/L, macromolecules of copolyether-diol were exclusively formed. Macromolecules of copolyether-diol accompanied by homopolyether PPO-diol were identified in the PO/PGE system. However, AGE and PGE reacted by giving random copolyether-diol as well as homopolymer-diols, i.e., PAGE-diol and PPGE-diol. Macromolecules of prepared copolyether-diols contain various numbers of mers deriving from comonomers; the kind of comonomer determines the composition of the product. Several prepared homopolyether-diols and copolyether-diols could be useful for the synthesis of new thermoplastic polyurethanes.
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spelling doaj.art-8c9ea0de0c1348c88f52daa27c1022712023-11-20T22:23:35ZengMDPI AGPolymers2073-43602020-11-011212279510.3390/polym12122795Application of Monopotassium Dipropylene Glycoxide for Homopolymerization and Copolymerization of Monosubstituted Oxiranes: Characterization of Synthesized Macrodiols by MALDI-TOF Mass SpectrometryZbigniew Grobelny0Justyna Jurek-Suliga1Sylwia Golba2Institute of Chemistry, University of Silesia, 40-007 Katowice, PolandInstitute Materials Engineering, University of Silesia, 40-007 Katowice, PolandInstitute Materials Engineering, University of Silesia, 40-007 Katowice, PolandMonopotassium dipropylene glycoxide, activated by a 18-crown-6 cation complexing agent (K-DPG/L, where DPG (dipropylene glycol) is a mixture of isomers) was used as an effective initiator of the homopolymerization and copolymerization of several monosubstituted oxiranes, i.e., propylene oxide (PO), 1.2-butylene oxide (BO), and some glycidyl ethers such as allyl, isopropyl, phenyl, and benzyl ones (AGE, IPGE, PGE, and BGE, respectively). The copolymers are novel and can be prospectively used for the fabrication of new thermoplastic or crosslinked polyurethanes. All processes were carried out in homogeneous mild conditions, i.e., tetrahydrofuran solution at room temperature and normal pressure. They resulted in new unimodal macrodiols with M<sub>n</sub> = M<sub>calc</sub> in the range of 1500–8300, low dispersity M<sub>w</sub>/M<sub>n</sub> = 1.08–1.18 and a chemical structure well defined by several techniques, i.e., MALDI-TOF, size exclusion chromatography (SEC), <sup>13</sup>C NMR, and FTIR. Monopotassium salts of homopolyether-diols, i.e., PPO-diol, PBO-diol, and PAGE-diol, appeared to be useful macroinitiators for the preparation of new triblock copolyether-diols by polymerization of glycidyl ethers. In BO/BGE random copolymerization initiated with K-DPG/L, macromolecules of copolyether-diol were exclusively formed. Macromolecules of copolyether-diol accompanied by homopolyether PPO-diol were identified in the PO/PGE system. However, AGE and PGE reacted by giving random copolyether-diol as well as homopolymer-diols, i.e., PAGE-diol and PPGE-diol. Macromolecules of prepared copolyether-diols contain various numbers of mers deriving from comonomers; the kind of comonomer determines the composition of the product. Several prepared homopolyether-diols and copolyether-diols could be useful for the synthesis of new thermoplastic polyurethanes.https://www.mdpi.com/2073-4360/12/12/2795oxiraneshomopolymerizationcopolymerizationmacrodiolsMALDI-TOF
spellingShingle Zbigniew Grobelny
Justyna Jurek-Suliga
Sylwia Golba
Application of Monopotassium Dipropylene Glycoxide for Homopolymerization and Copolymerization of Monosubstituted Oxiranes: Characterization of Synthesized Macrodiols by MALDI-TOF Mass Spectrometry
Polymers
oxiranes
homopolymerization
copolymerization
macrodiols
MALDI-TOF
title Application of Monopotassium Dipropylene Glycoxide for Homopolymerization and Copolymerization of Monosubstituted Oxiranes: Characterization of Synthesized Macrodiols by MALDI-TOF Mass Spectrometry
title_full Application of Monopotassium Dipropylene Glycoxide for Homopolymerization and Copolymerization of Monosubstituted Oxiranes: Characterization of Synthesized Macrodiols by MALDI-TOF Mass Spectrometry
title_fullStr Application of Monopotassium Dipropylene Glycoxide for Homopolymerization and Copolymerization of Monosubstituted Oxiranes: Characterization of Synthesized Macrodiols by MALDI-TOF Mass Spectrometry
title_full_unstemmed Application of Monopotassium Dipropylene Glycoxide for Homopolymerization and Copolymerization of Monosubstituted Oxiranes: Characterization of Synthesized Macrodiols by MALDI-TOF Mass Spectrometry
title_short Application of Monopotassium Dipropylene Glycoxide for Homopolymerization and Copolymerization of Monosubstituted Oxiranes: Characterization of Synthesized Macrodiols by MALDI-TOF Mass Spectrometry
title_sort application of monopotassium dipropylene glycoxide for homopolymerization and copolymerization of monosubstituted oxiranes characterization of synthesized macrodiols by maldi tof mass spectrometry
topic oxiranes
homopolymerization
copolymerization
macrodiols
MALDI-TOF
url https://www.mdpi.com/2073-4360/12/12/2795
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