Crosslinked polymers based on polyborosiloxanes: Synthesis and properties

Drozdov, Fedor V.; Milenin, Sergey A.; Gorodov, V. V.; Демченко, Н. В.; Бузин, М. И.; Muzafarov, А. М.

doi:10.1016/j.jorganchem.2019.04.016

Cited by 26 publications

(32 citation statements)

References 29 publications

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“…According to the same principle with the same catalyst, polydimethylsiloxanes with side functional hydrosilanes were obtained by Drozdov F.V. et al [141]. Based on polydimethylsiloxanes (PDMS) with terminal dimethylhydrosilyl or distributed methylhydrosilyl groups in the polymer chain and methyl esters of boronic or phenylboronic acid, cross-linked polyborosiloxanes were obtained by the Pierce-Rubinstein reaction (PBS).…”

Section: Obtaining Siloxane Telechelics By Cropmentioning

confidence: 99%

“…According to the same principle with the same catalyst, polydimethylsiloxanes w side functional hydrosilanes were obtained by Drozdov F. V. et al [141]. Based on po dimethylsiloxanes (PDMS) with terminal dimethylhydrosilyl or distributed methylh drosilyl groups in the polymer chain and methyl esters of boronic or phenylboronic ac cross-linked polyborosiloxanes were obtained by the Pierce-Rubinstein reaction (PB Depending on the number and location of methylhydrosilyl groups in the initial PDM as well as on the functionality of the boron component, PBS with different macromolec lar structures and crosslinking densities were obtained.…”

Section: Obtaining Siloxane Telechelics By Cropmentioning

confidence: 99%

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Ring-Opening Polymerization (ROP) and Catalytic Rearrangement as a Way to Obtain Siloxane Mono- and Telechelics, as Well as Well-Organized Branching Centers: History and Prospects

et al. 2022

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PDMS telechelics are important both in industry and in academic research. They are used both in the free state and as part of copolymers and cross-linked materials. At present, the most important, practically used, and well-studied method for the preparation of such PDMS is diorganosiloxane ring-opening polymerization (ROP) in the presence of nucleophilic or electrophilic initiators. In our brief review, we reviewed the current advances in the field of obtaining polydiorganosiloxane telechelics and monofunctional PDMS, as well as well-organized branching centers by the ROP mechanism and catalytic rearrangement, one of the first and most important reactions in the polymer chemistry of silicones, which remains so at the present time.

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Section: Obtaining Siloxane Telechelics By Cropmentioning

confidence: 99%

Section: Obtaining Siloxane Telechelics By Cropmentioning

confidence: 99%

Ring-Opening Polymerization (ROP) and Catalytic Rearrangement as a Way to Obtain Siloxane Mono- and Telechelics, as Well as Well-Organized Branching Centers: History and Prospects

et al. 2022

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“…Piers–Rubinsztajn (PR) chemistry is one method to be considered. We have previously demonstrated the use of PR chemistry in coupling triarylamines to siloxane oligomers or polymers for the generation of new materials. − This type of chemistry has also been used to make many other functional materials such as siloxane-based foams, , surfactants, cross-linkers with lignin, elastomers, , polymers, − dendrons, , and other unique cyclic macrocycles . The PR reaction uses tris(pentafluorophenyl)borane as an organic Lewis acid catalyst, coupling a Si–H bond to an oxygen-based nucleophile and then forming a Si–O bond. − Examples of oxygen-based nucleophiles include hydroxy (−OH) and ether (−OR) groups and yield hydrogen (H 2 ) or methane (CH 4 ) as a byproduct.…”

Section: Introductionmentioning

confidence: 99%

Use of Piers–Rubinsztajn Chemistry to Access Unique and Challenging Silicon Phthalocyanines

et al. 2021

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Axial functionalization is one mode that enables the solubility of silicon phthalocyanines (SiPcs). Our group observed that the use of typical axial functionalization methodologies on reaction of Cl2SiPc with the chlorotriphenyl silane reagent unexpectedly resulted in the equal formation of triphenyl silyloxy silicon tetrabenzotriazacorrole ((3PS)-SiTbc) and the desired bis(tri-phenyl siloxy)-silicon phthalocyanine ((3PS)2-SiPc). The formation of a (3PS)-SiTbc was unexpected, and the separation of (3PS)-SiTbc and (3PS)2-SiPc was difficult. Therefore, in this study, we investigated the use of Piers–Rubinsztajn (PR) chemistry as an alternative method to functionalize the axial position of a SiPc to avoid the generation of a Tbc derivative. PR chemistry is a novel method to form a Si–O bond starting with a Si–H-based reactant and a −OH-based nucleophile enabled by tris(pentafluorophenyl)borane as a catalyst. The PR chemistry was screened on several fronts on how it can be applied to SiPcs. It was found that the process needs to be run in nitrobenzene at a molar ratio and at a particular temperature. To this end, the triphenylsiloxy derivative (3PS)2-SiPc was produced and fully characterized, without the production of a Tbc derivative. In addition, we explored and outlined that the PR chemistry method can enable the formation of other SiPc derivatives that are inaccessible utilizing other established axial substitution chemistry methods such as (TM3)2-SiPc and (MDM)2-SiPc. These additional materials were also physically characterized. The main conclusion is that the PR chemistry method can be applied to SiPcs and yield several alternative derivatives and has the potential to apply to additional macrocyclic compounds for unique derivative formation.

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“…In a study by Qu, [3] where the same synthesis route was used molecular weight less than doubled due to a lower amount of BA closer to the stoichiometric ratio. In another work, [25] where PBS was synthesized using Piers-Rubinsztajn reaction, the molecular weight was increased by slightly more than two times and was dissolvable in common solvents.…”

Section: Synthesis and Ftir Analysismentioning

confidence: 99%

“…Two bands at 865 and 700 cm −1 represent fingerprint bands of this type of bonding on the IR spectra (Figure 4). [12,25] Another type of supramolecular interaction is the hydrogen bonding between sticker groups, this interaction exists only in the presence of an unreacted hydroxy group in BA molecules. This interaction is represented in two bands at 890 and 681 cm −1 .…”

Section: Synthesis and Ftir Analysismentioning

confidence: 99%

Correlations Between Precursor Molecular Weight and Dynamic Mechanical Properties of Polyborosiloxane (PBS)

Куркин

Lipik

Tan

et al. 2021

Macro Materials & Eng

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It is possible to tailor the dynamic response of polyborosiloxanes (PBS) based on picking the right molecular weight of a precursor. The molecular weight of hydroxy-terminated polydimethylsiloxane (PDMS) defines the shear-stiffening performance of PBS due to straightforward condensation reaction between hydroxy end groups of PDMS and boric acid. Introduced borono groups behave as stickers, hence, are prone to supramolecular interactions. New correlations are discovered for five PBS synthesized from hydroxy-terminated PDMS with different molecular weights. Si─O─B infrared band intensities for all PBS follow the same trend with molecular weight as the number of PDMS hydroxy groups which confirms the full completion of the reaction. After synthesis, the molecular weight of PBSs remained almost the same, which indicates the absence of significant chain scissoring, polymerization, or crosslinking. During the rheological analysis, it is found that crossover point modulus follows the same trend as the number of PDMS hydroxy groups and Si─O─B band intensities. PBS demonstrates a linear increase in peak forces with molecular weight during the drop weight impact test. The low molecular weight of a precursor, hence, a high number of stickers is a primary requirement for effective protection against low-velocity impact.

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Crosslinked polymers based on polyborosiloxanes: Synthesis and properties

Cited by 26 publications

References 29 publications

Ring-Opening Polymerization (ROP) and Catalytic Rearrangement as a Way to Obtain Siloxane Mono- and Telechelics, as Well as Well-Organized Branching Centers: History and Prospects

Ring-Opening Polymerization (ROP) and Catalytic Rearrangement as a Way to Obtain Siloxane Mono- and Telechelics, as Well as Well-Organized Branching Centers: History and Prospects

Use of Piers–Rubinsztajn Chemistry to Access Unique and Challenging Silicon Phthalocyanines

Correlations Between Precursor Molecular Weight and Dynamic Mechanical Properties of Polyborosiloxane (PBS)

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