Cyanate ester resins with superior dielectric, mechanical, and flame retardance properties obtained by introducing a fluorinated hyperbranched polyaryletherketone

Zhang, Junliang; Wang, Chaofan; Feng, Wenzhuo

doi:10.1039/d2py00211f

Cited by 24 publications

(11 citation statements)

References 58 publications

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“…However, a dielectric constant of PN-NH 2 /BECE resins display a somewhat higher dielectric constant than pure BECE resin and the extent of increase in the dielectric constant is within 4.3%. As it is reported by numerous studies, − extremely low dielectric constant of cyanate esters is due primarily to its highly symmetrical structure of the triazine ring that could restrict the movement of the dipole and reduce polarizability. The incorporation of PN-NH 2 may damage the structured arrangement of triazine rings, which leads to a slight increase of the dielectric constant for PN-NH 2 /BECE resins.…”

Section: Resultsmentioning

confidence: 93%

Amine-Containing Phthalonitrile Catalyst for Cyanate Esters with High Catalytic Activity and Low Side Effects

Jiang,

Yin,

Xing

et al. 2023

ACS Appl. Polym. Mater.

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The curing reaction of cyanate ester (CE) resin is characterized by high temperature and long time, which makes its preparation process complicated, time-consuming, and energy-consuming. To reduce their curing temperature and time, a nonmetallic catalyst, 4-(4-aminophenoxy) phthalonitrile (PN-NH 2 ), was applied to accelerate the curing of bisphenol E cyanate ester (BECE). The effects of PN-NH 2 contents on the curing behavior, thermal, mechanical, and dielectric properties of PN-NH 2 /BECE were investigated. The characteristic curing temperatures of PN-NH 2 /BECE, compared to that of pure BECE, were significantly decreased by the incorporation of PN-NH 2 and so was the activation energy. For instance, when the content of PN-NH 2 ≥ 7 wt %, the mixtures would gel at room temperature and the activation energy was decreased by 42.4% for Ozawa−Flynn−Wall method and 45.2% for Kissiger−Akahira− Sunose method; compared with pure BECE, the maximum reduction of onset, peak, and endset temperatures for catalyzed resins are decreased by 198.6, 93.5, and 61.9 °C, respectively. In addition, unlike the traditional catalysts, PN-NH 2 was chemically bounded to the cross-linked network of CE, thus avoiding stress concentration, migration, precipitation, and plasticizing effects of residual catalysts in the cured resins. Consequently, the superior properties of BECE, such as mechanical (flexural strength >163 MPa and tensile strength >107 MPa) and dielectric properties (dielectric constant of 2.94 to 3.17), were retained whilst the curing temperatures were greatly reduced. The improved processability could broaden the application of cyanate esters.

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Section: Resultsmentioning

confidence: 93%

Amine-Containing Phthalonitrile Catalyst for Cyanate Esters with High Catalytic Activity and Low Side Effects

Jiang,

Yin,

Xing

et al. 2023

ACS Appl. Polym. Mater.

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“…Furthermore, the tan δ increases from 0.0452 to 0.0572, 0.1221, and 0.1322, respectively. The corresponding theoretical electromagnetic wave transmittances (| T | 2 ) [ 42 ] are 92.6%, 92.4%, 92.2%, and 91.9%, respectively (Figure 3c). The overall relatively low ε and tan δ values for the SRVs can be ascribed to the small dipole and low polarizability of Si‐O bond.…”

Section: Resultsmentioning

confidence: 99%

Fast Degradable and Thermally Conductive Silicone Rubber Vitrimer with Low Dielectric and UV‐Shielding Properties

Zhang,

Dang,

Zhang

2023

Macro Chemistry & Physics

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Silicone rubbers have been widely employed in various fields such as electronics, electrical engineering, mobile communications, aerospace, and automotive industries. However, silicone rubbers are typically challenging to reprocess and degrade. Moreover, with the advancement of technology, higher demands have been placed on its thermal conductivity and dielectric properties. In this study, diglycidyl ether terminated polydimethylsiloxane was cured by 4,4′‐dithiodibutyric acid which contains dual dynamic covalent disulfide and ester bonds with triazobicyclodecene as the ester exchange catalyst to prepare silicone rubber vitrimers (SRVs) through a casting method. The SRVs demonstrated a relatively higher intrinsic thermal conductivity of 0.26 W/(m·K) compared to ∼0.20 W/(m·K) of conventional silicone rubber. Besides, the SRVs exhibited very low and stable dielectric constant and dielectric loss at both low and high frequencies (X‐band). The lowest dielectric constant and dielectric loss tangent at 10 GHz were 2.75 and 0.0639, respectively. Besides, the dual dynamic covalent bonds enabled the SRVs to have excellent reprocessability and fast degradability. Moreover, the SRVs revealed UV‐shielding capability, as the transmittance of the SRVs was 0% from 200 to 400 nm of UV light.This article is protected by copyright. All rights reserved

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“…Specifically, PAEKs have the potential advantage of low dielectric constant − and are ideal candidate materials for high-frequency communication dielectrics. Zhang et al synthesized an epoxy-terminated hyperbranched poly(aryl ether ketone) (HBPAEK) for modifying bisphenol A dicyanate resin, and the modified resin’s dielectric constant was reduced to 2.56@1 MHz, with a dielectric loss of 0.0084. Jiao et al prepared two aromatic poly(aryl ether ketone)s via nucleophilic condensation of (4-trifluoromethyl) benzophenone and two difluoro aromatic ketones.…”

Section: Introductionmentioning

confidence: 99%

Design and Synthesis of Low Dielectric Poly(aryl ether ketone) from Incorporation Bulky Fluorene Groups and Regular Hydroquinone Structure

Shi,

Bao,

Liu

et al. 2023

Langmuir

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To decrease the dipole polarization rate and reduce the dielectric constant of poly(aryl ether ketone) (PAEK) resin, 1,4-di(4-fluorobenzoyl) cyclohexane (DFBCH), a weakly polarizing cyclohexane-based monomer, was designed and synthesized as the primary reactant. The bulky fluorene group was incorporated to increase the free volume of the resin, further reducing the dielectric constant. Additionally, hydroquinone with a symmetric and regular structure was utilized to enhance the molecular chain’s regularity and reduce dipole relaxation, further lowering the resin’s dielectric constant and dielectric loss. The PFQEKs series resins exhibited excellent thermal stability with glass transition temperature (T g) ranging from 222 to 239 °C and 5% weight loss (T d5%) ranging from 458 to 463 °C, with different monomer ratios. As the hydroquinone content increased, the dielectric constant (D k) and dielectric loss (D f) of the resin decreased significantly, with D k ranging from 2.92 to 2.77 and D f ranging from 0.011 to 0.008 at 10 GHz.

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Cyanate ester resins with superior dielectric, mechanical, and flame retardance properties obtained by introducing a fluorinated hyperbranched polyaryletherketone

Abstract: Cyanate ester resins are broadly applied in electronic packaging, printed circuit boards, radome, and communication satellites. Herein, a novel fluorinated hyperbranched polyaryletherketone (HBPAEK) with epoxy terminal group was synthesized by...

Cited by 24 publications

References 58 publications

Amine-Containing Phthalonitrile Catalyst for Cyanate Esters with High Catalytic Activity and Low Side Effects

Amine-Containing Phthalonitrile Catalyst for Cyanate Esters with High Catalytic Activity and Low Side Effects

Fast Degradable and Thermally Conductive Silicone Rubber Vitrimer with Low Dielectric and UV‐Shielding Properties

Design and Synthesis of Low Dielectric Poly(aryl ether ketone) from Incorporation Bulky Fluorene Groups and Regular Hydroquinone Structure

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