Facile synthesis of fluorinated poly(arylene ether nitrile) and its dielectric properties

Wei, Junji; Meng, Xiaojuan; Chen, Xinyue; Ya-fei, Bai; Song, Jiale; Yan, Ni; Zhu, Lei

doi:10.1002/app.46837

Cited by 20 publications

(14 citation statements)

References 19 publications

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“…The PEN–OH was synthesized by nucleophilic substitution polycondensation according to the previous reports [24], and the molecular weight can be adjusted by the molar ratio of BPAF to DCBN. The detail synthetic route of PEN–OH was shown in Figure 1.…”

Section: Methodsmentioning

confidence: 99%

Self-Toughening and Self-Enhancement Poly(arylene ether nitrile) with Low Dielectric Constant by Solid Crosslinking Reaction

et al. 2019

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A novel poly(arylene ether nitrile) terminated with hydroxyl groups (PEN–OH) was synthesized successfully. The effects of heat-treatment temperature on the thermal properties, mechanical properties, and dielectric properties of the PEN–OH films were studied in detail. Due to the cross-linking reaction occurring, at high temperature, among the nitrile groups on the side of the PEN–OH main chain to form a structurally stable triazine ring, the structure of materials changes from a linear structure to a bulk structure. Thus, the thermal properties and mechanical properties were improved. In addition, the occurrence of cross-linking reactions can reduce the polar groups in the material, leading to the decrease of dielectric constant. As the heat-treatment temperature increased, the glass-transition temperature increased from 180.6 °C to 203.6 °C, and the dielectric constant decreased from 3.4 to 2.8 at 1 MHz. Proper temperature heat-treatment could improve the tensile strength, as well as the elongation, at the break of the PEN–OH films. Moreover, because of the excellent adhesive property of PEN–OH to copper foil, a double-layer flexible copper clad laminate (FCCL) without any adhesives based on PEN–OH was prepared by a simple hot-press method, which possessed high peel strength with 1.01 N/mm. Therefore, the PEN–OH has potential applications in the electronic field.

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Section: Methodsmentioning

confidence: 99%

Self-Toughening and Self-Enhancement Poly(arylene ether nitrile) with Low Dielectric Constant by Solid Crosslinking Reaction

et al. 2019

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“…For example, significant enhancement in the dielectric constants and relatively low dielectric losses were obtained when F, -CN, and R−S(=O) 2 −R´ groups were attached to polymers as side-chain dipoles. For example, fluorinated and cyanated poly(arylene ether nitrile) compounds, a new class of dipolar glass polymers, were obtained by an aromatic nucleophilic substitution reaction using tetramethylene sulfone (TMS) and potassium carbonate [ 9 ] ( Figure 3 ).…”

Section: Small Groups With High Dipole Momentsmentioning

confidence: 99%

“… Components of the dielectric constant (ε′ r ) as a function of temperature at different frequencies for fluorinated and cyanated poly(arylene ether nitrile). Adapted from reference [ 9 ] with permission. Copyright 2018, Wiley.…”

Section: Figurementioning

confidence: 99%

Dipolar Glass Polymers Containing Polarizable Groups as Dielectric Materials for Energy Storage Applications. A Minireview

et al. 2019

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Materials that have high dielectric constants, high energy densities and minimum dielectric losses are highly desirable for use in capacitor devices. In this sense, polymers and polymer blends have several advantages over inorganic and composite materials, such as their flexibilities, high breakdown strengths, and low dielectric losses. Moreover, the dielectric performance of a polymer depends strongly on its electronic, atomic, dipolar, ionic, and interfacial polarizations. For these reasons, chemical modification and the introduction of specific functional groups (e.g., F, CN and R−S(=O)2−R´) would improve the dielectric properties, e.g., by varying the dipolar polarization. These functional groups have been demonstrated to have large dipole moments. In this way, a high orientational polarization in the polymer can be achieved. However, the decrease in the polarization due to dielectric dissipation and the frequency dependency of the polarization are challenging tasks to date. Polymers with high glass transition temperatures (Tg) that contain permanent dipoles can help to reduce dielectric losses due to conduction phenomena related to ionic mechanisms. Additionally, sub-Tg transitions (e.g., γ and β relaxations) attributed to the free rotational motions of the dipolar entities would increase the polarization of the material, resulting in polymers with high dielectric constants and, hopefully, dielectric losses that are as low as possible. Thus, polymer materials with high glass transition temperatures and considerable contributions from the dipolar polarization mechanisms of sub-Tg transitions are known as “dipolar glass polymers”. Considering this, the main aspects of this combined strategy and the future prospects of these types of material were discussed.

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“…Poly(arylene ether nitrile)‐phenyl (PEN‐Ph) as a kind of high‐performance engineering plastics is usually a linear polymer, and it is widely used in the commercial and academic fields due to its excellent performance such as outstanding chemical properties (radiation resistance, low flammability, and toxic gas emission), high thermal stability, superior mechanical properties as well as good molding workability . The PEN with different dihydric phenol structure (Figure ) possesses different properties.…”

Section: Introductionmentioning

confidence: 99%

Improving the thermal and mechanical properties of poly(arylene ether nitrile) films through blending high‐ and low‐molecular‐weight polymers

Tong

Yang

Lei

et al. 2019

J of Applied Polymer Sci

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In present work, novel phthalonitrile end-capping poly(arylene ether nitrile)-phenyl (PEN-Ph) films with excellent mechanical properties as well as high glass transition temperature were prepared through blending high-molecular-weight PEN-Ph (HMW PEN-Ph) and low-molecular-weight PEN-Ph (LMW PEN-Ph). Then, the thermal and mechanical properties of the samples with different mass ratio of HMW PEN-Ph and LMW PEN-Ph were studied, and the effect of heat-treatment temperature on the performance of films was also investigated. The analysis results indicate that the crosslinking density as well as film formation can be controlled by adjusting the mass ratio of HMW PEN-Ph to LMW PEN-Ph. Besides, when the mass ratio of HMW PEN-Ph to LMW PEN-Ph is 5:2, the film treated at 340 C possesses the best thermal and mechanical properties, with T g of 218.9 C and tensile strength of 104.8 MPa, increased by 10.9 C and 16.6 MPa than pure HMW PEN-Ph film, respectively. Thus, the presence of LMW PEN-Ph makes the thermal and mechanical properties of the films improve dramatically, providing the possibility for the application in the electronics and hightemperature resistant fields.

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Facile synthesis of fluorinated poly(arylene ether nitrile) and its dielectric properties

Cited by 20 publications

References 19 publications

Self-Toughening and Self-Enhancement Poly(arylene ether nitrile) with Low Dielectric Constant by Solid Crosslinking Reaction

Self-Toughening and Self-Enhancement Poly(arylene ether nitrile) with Low Dielectric Constant by Solid Crosslinking Reaction

Dipolar Glass Polymers Containing Polarizable Groups as Dielectric Materials for Energy Storage Applications. A Minireview

Improving the thermal and mechanical properties of poly(arylene ether nitrile) films through blending high‐ and low‐molecular‐weight polymers

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