Synthesis and polymerization of disiloxane Si–O–Si-linked phthalonitrile monomer

Dzhevakov, Pavel B.; Korotkov, Roman; Bulgakov, Boris A.; Babkin, Alexander V.; Кепман, А. В.; Авдеев, В. В.

doi:10.1016/j.mencom.2016.11.023

Cited by 27 publications

(12 citation statements)

References 21 publications

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“…However, in most of the previous works, synthesized phthalonitrile matrices had high curing temperature and narrow processing temperature range . Recently, it was shown that the modification of phthalonitrile monomers with silica or phosphate bridges reduces glass transition temperatures T g s of the monomers and increases processing window. At the same time, a thorough study of the effective processing of these monomers using experimental methods is still time consuming, expensive and limited due to the need of taking into account their structural changes during reaction.…”

Section: Introductionmentioning

confidence: 99%

Crosslinking mechanisms, structure and glass transition in phthalonitrile resins: Insight from computer multiscale simulations and experiments

Guseva

Rudyak

Комаров

et al. 2017

J Polym Sci B Polym Phys

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The influence of crosslinking process on the resulting structural properties of phthalonitrile matrices is studied through theoretical and experimental investigations. Multiscale procedure for generating fully atomistic phthalonitrile networks with simulation of radical polymerization reactions and specific reactions of triazine formation at the mesoscale level is presented and applied to the case of phthalonitrile resin based on low-melting monomer bis(3-(3,4-dicyanophenoxy)phenyl)phenyl phosphate. The structural properties of the generated networks of various conversions and with various amount of triazine are analyzed using the dissipative particle dynamics and atomistic molecular dynamics. Triazine-containing networks are much sparser in comparison with triazine-free ones in terms of simple cycle size. The values of density, coefficients of linear thermal expansion and glass transition temperatures (T g s) agree with obtained experimental data, and are very similar for different crosslinking mechanisms. The dependence of T g on conversion correlates well with the sol-gel transition in network structure.

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Section: Introductionmentioning

confidence: 99%

Crosslinking mechanisms, structure and glass transition in phthalonitrile resins: Insight from computer multiscale simulations and experiments

Guseva

Rudyak

Комаров

et al. 2017

J Polym Sci B Polym Phys

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“…22 Meanwhile, the existence of heteroatoms in the polymer backbone was found to enhance flame retardance 19,23 and reduce dielectric permittivity and loss. 24,25 In the case of phthalonitrile systems, flexible siloxane 26,27 or phosphate 28 linkages significantly improved the processability, and the lowest glass transition temperature (T g ) of these monomers was 4 °C. 27 Recently, a type of oligosilylarylnitrile was synthesized by lithium-reduced Wurtz−Fittig condensation.…”

Section: Introductionmentioning

confidence: 99%

“…24,25 In the case of phthalonitrile systems, flexible siloxane 26,27 or phosphate 28 linkages significantly improved the processability, and the lowest glass transition temperature (T g ) of these monomers was 4 °C. 27 Recently, a type of oligosilylarylnitrile was synthesized by lithium-reduced Wurtz−Fittig condensation. 29 The combination of the oligomeric strategy and introduction of silyl units provided the oligomer with not only good processability but also excellent comprehensive properties.…”

Section: Introductionmentioning

confidence: 99%

Phthalonitrile-Terminated Silicon-Containing Oligomers: Synthesis, Polymerization, and Properties

Wang

Han

Guo

et al. 2019

Ind. Eng. Chem. Res.

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A novel silicon-containing phthalonitrile-terminated fluorene-based oligomer was synthesized by a novel method, and the structure was characterized by Fourier transfrom infrared spectroscopy, 1H NMR, and gel permeation chromatography. The prepolymer was obtained by blending the oligomer with curing agent, and the curing behavior was systematically studied by differential scanning calorimetry, infrared, and rheology tests. The oligomer exhibited excellent solubility, even in acetone under room temperature, which greatly facilitated prepreg preparation. The quartz fiber-reinforced composites were prepared by a hot-pressing process. The cured polymers and composites possessed excellent thermal properties. Under inert atmosphere, the maximum 1000 °C residual weight was 88% and the 5% thermal degradation temperature was 662 °C. More importantly, no obviously decrease in storage modulus was detected until 500 °C, suggesting sufficiently high heat resistance. Additionally, the composites exhibited outstanding flame retardant, ablative, and dielectric properties. Consequently, the current resin could be potentially applied in either high-temperature structural or functional composites.

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“…Thus, all mainstream studies have aimed at decreasing the melting points of phthalonitrile resins and broadening their processing windows. Although there are many papers reporting the synthesis of low-melting phthalonitrile oligomers [4,5,6,7,8,9] and monomers [10,11,12,13,14] suitable for injection molding methods, until recently, only composites manufactured from prepregs by the solution technique have been reported [2,3,15,16,17,18]. The recent study by Kepman’s group resulted in the development of phthalonitrile resins suitable for cost-effective injection methods for CFRP manufacturing [19,20,21].…”

Section: Introductionmentioning

confidence: 99%

Dynamic and Static Mechanical Properties of Crosslinked Polymer Matrices: Multiscale Simulations and Experiments

et al. 2018

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We studied the static and dynamic mechanical properties of crosslinked polymer matrices using multiscale simulations and experiments. We continued to develop the multiscale methodology for generating atomistic polymer networks, and applied it to the case of phthalonitrile resin. The mechanical properties of the resulting networks were analyzed using atomistic molecular dynamics (MD) and dissipative particle dynamics (DPD). The Young’s and storage moduli increased with conversion, due both to the appearance of a network of covalent bonds, and to freezing of degrees of freedom and lowering of the glass transition temperature during crosslinking. The simulations’ data showed good quantitative agreement with experimental dynamic mechanical analysis measurements at temperatures below the glass transition. The data obtained in MD and DPD simulations at elevated temperatures were conformable. This makes it possible to use the suggested approach for the prediction of mechanical properties of a broad range of polymer matrices, including ones with high structural heterogeneity.

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Synthesis and polymerization of disiloxane Si–O–Si-linked phthalonitrile monomer

Cited by 27 publications

References 21 publications

Crosslinking mechanisms, structure and glass transition in phthalonitrile resins: Insight from computer multiscale simulations and experiments

Crosslinking mechanisms, structure and glass transition in phthalonitrile resins: Insight from computer multiscale simulations and experiments

Phthalonitrile-Terminated Silicon-Containing Oligomers: Synthesis, Polymerization, and Properties

Dynamic and Static Mechanical Properties of Crosslinked Polymer Matrices: Multiscale Simulations and Experiments

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