Polymerization with Borane Chemistry. Tributylborane/p-Quinone System as a New Method of Reversible-Deactivation Radical Copolymerization for Styrene and Methyl Acrylate

Ludin, D. V.; Voitovich, Yulia; Salomatina, E. V.; Kuznetsova, Yulia L.; Гришин, И. Д.; Fedushkin, Igor L.; Зайцев, С. Д.

doi:10.1007/s13233-020-8111-3

Cited by 8 publications

(9 citation statements)

References 46 publications

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“…Macromolecules with terminal aryloxyborane groups also may act as chain-growth mediators. 33 The presence of such terminal groups in macromolecules was established by MALDI-TOF MS and 1 H NMR analyses (supporting information, Figs S2-S4). 52,33 For PS obtained in the presence of organoborane and various p-quinones, internal fragments of the latter are found in the polymer chain.…”

Section: Resultsmentioning

confidence: 99%

“…33 The presence of such terminal groups in macromolecules was established by MALDI-TOF MS and 1 H NMR analyses (supporting information, Figs S2-S4). 52,33 For PS obtained in the presence of organoborane and various p-quinones, internal fragments of the latter are found in the polymer chain. This fact was described by Tüdős and Földes-Berezsnich.…”

Section: Resultsmentioning

confidence: 99%

“…In this case, organoboranes act as chain‐transfer agents. Macromolecules with terminal aryloxyborane groups also may act as chain‐growth mediators 33 . The presence of such terminal groups in macromolecules was established by MALDI‐TOF MS and 1 H NMR analyses (supporting information, Figs S2–S4).…”

Section: Resultsmentioning

confidence: 99%

“…There has been an increased interest in polymer synthesis using boron-containing compounds. [22][23][24][25][26][27][28][29][30][31][32][33][34] One of the benefits of polymerization in the presence of organoboranes is a high rate of initiation at ambient temperature even in the presence of atmospheric oxygen. Chung et al discovered that polymerization of some monomers in the presence of a trialkylborane/atmospheric oxygen system proceeds in a controlled manner due to the dissociation-recombination of active terminal borane fragments.…”

Section: Introductionmentioning

confidence: 99%

“…An interesting way to realize RDRP is the use of organoborane‐based systems that serve as initiators as well as regulators of polymerization. There has been an increased interest in polymer synthesis using boron‐containing compounds 22–34 . One of the benefits of polymerization in the presence of organoboranes is a high rate of initiation at ambient temperature even in the presence of atmospheric oxygen.…”

Section: Introductionmentioning

confidence: 99%

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New method for controlled synthesis of polylactide block copolymers: organoborane/p‐quinone system and reversible‐deactivation radical polymerization

Ludin

Зайцев

Маркин

et al. 2021

Polymer International

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We developed a new approach to obtain polylactide hybrid block copolymers with vinyl monomers (styrene, methyl methacrylate, methyl acrylate) through the realization of a reaction sequence using triethylborane and various p-quinones. The method offered includes two stages. In the first stage, a chain-transfer agent was obtained by borylation of the terminal hydroxyl groups of polylactide. The second stage was vinyl monomer radical polymerization in the presence of p-quinone accompanied by S H 2-substitution at the boron atom.1,4-Naphthoquinone, 2,3-dimethyl-1,4-benzoquinone, duroquinone and 2,5-di-tert-butyl-1,4-benzoquinone were used as synthetic polymer chain growth mediators. It is shown that 1,4-naphthoquinone and 2,3-dimethyl-1,4-benzoquinone, similar in their characteristics, are effective agents providing the realization of reversibledeactivation radical polymerization. Realization of reversible-deactivation radical polymerization was proved with the analysis of the kinetics of block copolymerization, molecular weight characteristics and compositional homogeneity of block copolymers as well as its further capability to elongate the polymer chain. Synthesized block copolymers have a high thermal stability compared to the initial borylated polylactide.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

New method for controlled synthesis of polylactide block copolymers: organoborane/p‐quinone system and reversible‐deactivation radical polymerization

Ludin

Зайцев

Маркин

et al. 2021

Polymer International

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Three-arms PLA/PS copolymer based on 2,5-dihydroxy-1,4-benzoquinone

Ludin,

Bobrina,

Grishin

et al. 2024

J Polym Res

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This study focuses on preparation of hybrid block copolymers of polylactide (PLA) and polystyrene (PS) involving 2,5-dihydroxy-1,4-benzoquinone (DHBQ) as a dual initiator. At the rst stage in the presence of AcONa 2,5-dihydroxy-1,4-benzoquinone opened the lactide ring resulting in the carboxylic end-group that further provides for the PLA chain growth. The polymerization proceeds at a moderate rate to high conversion degrees to form the polymers with well-de ned molecular weight (MW) characteristics. The presence of an internal DHBQ fragment in the polymer was proven by IR, UV-VIS, NMR and MALDI-TOF techniques. Obtained polymer can be considered as macroquinone (MQ). The styrene polymerization initiated by MQ/Bu 3 B proceeds at a moderate rate leading to the formation of hybrid three-radial PLA/PS copolymer. During the copolymer formation linear increase of M n with conversion as well as polydispersity decrease were observed. As evidenced by relatively low content of polystyrene in the copolymer (8.1 wt. %), the process has a good selectivity. The introduction of styrene units into the copolymer allows a 4-fold increase the E modulus in comparison with the homo-PLA.

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Tributylborane in the synthesis of graft copolymers of collagen and polymethyl methacrylate

et al. 2022

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Polymerization with Borane Chemistry. Tributylborane/p-Quinone System as a New Method of Reversible-Deactivation Radical Copolymerization for Styrene and Methyl Acrylate

Cited by 8 publications

References 46 publications

New method for controlled synthesis of polylactide block copolymers: organoborane/p‐quinone system and reversible‐deactivation radical polymerization

New method for controlled synthesis of polylactide block copolymers: organoborane/p‐quinone system and reversible‐deactivation radical polymerization

Three-arms PLA/PS copolymer based on 2,5-dihydroxy-1,4-benzoquinone

Tributylborane in the synthesis of graft copolymers of collagen and polymethyl methacrylate

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