Curing behaviors and properties of allyl- and benzoxazine-functional phthalonitrile with improved processability

Zou, Xingqiang; Yang, Xulin; Xu, Mingzhen; Jia, Kun; Liu, Xiaobo

doi:10.1007/s10965-015-0891-3

Cited by 17 publications

(13 citation statements)

References 18 publications

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“…1,3-Benzoxazine, a monomer of newly developed thermosetting resins called polybenzoxazines (PBZ), can be synthesized conveniently from primary amine, formaldehyde, and phenol by one-pot Mannich condensation [1,2]. Due to the wide range of selectivity of raw materials, it provides benzoxazines with molecular design flexibility and can meet the practical requirement by designing different monomer structures [3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20]. For example, the tetra-functional fluorene-based benzoxazine resin (t-BF-a-c) was synthesized, which exhibits an exothermal peak at 276°C, and displays good processability and wide process window(60°C) due to the incorporation of cardanol [21].…”

Section: Introductionmentioning

confidence: 99%

Low melting point, high thermal stable branched benzoxazines resin derived from mixed-substituted phosphazene core

Ma¹,

Qiu²,

Liu³

2020

Express Polym. Lett.

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Six fluorine-containing, mix-substituted phosphazene-based branched benzoxazine monomers with a low melting point were successfully prepared and their chemical structures were verified by 1 H, 13 C, 31 P and 19 F nuclear magnetic resonance (NMR). These branched benzoxazine resins underwent thermal ring-opening polymerization to form cured polymers with high thermal stability both in N 2 atmosphere and in air. The co-substituents, both m-CF 3 PhOH and p-CF 3 PhOH, imposed significant effects on processing, thermal, and surface properties of corresponding polybenzoxazines. Non-isothermal differential scanning calorimetry (DSC) under diverse heating rates was adopted to investigate the curing kinetics and determine the activation energy of polymerization. DSC results indicate that the m-CF 3 PhO-/p-CF 3 PhO-groups have the potential to lower ring-opening polymerization temperature. Glass transition temperatures (T g s) of polybenzoxazines derived from p-CF 3 PhOH are higher than that of polymers derived from m-CF 3 PhOH due to different steric hindrance and crosslinking density. More interesting, all polybenzoxazines show relatively high dielectric constant but exhibit low dielectric loss at ambient temperature.

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Section: Introductionmentioning

confidence: 99%

Low melting point, high thermal stable branched benzoxazines resin derived from mixed-substituted phosphazene core

Ma¹,

Qiu²,

Liu³

2020

Express Polym. Lett.

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“…Simultaneously, the =C–H stretching vibrations appeared at 913 and 623 cm −1 completely vanished. The results showed that C=C band has fully involved in the addition reaction . The proposed network structure of poly(CPN) is shown in Scheme .…”

Section: Resultsmentioning

confidence: 97%

Synthesis of cardanol‐based phthalonitrile monomer and its copolymerization with phenol–aniline‐based benzoxazine

Chen

Dayo

Zhang

et al. 2019

J of Applied Polymer Sci

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The cardanol-based phthalonitrile (PN) monomer was successfully produced via the nucleophilic substitution reaction of cardanol with 4-nitrophthalonitrile in potassium carbonate media. The conventional methods were employed to predict the chemical structure. The influence of long alkyl chains of cardanol was observed on the thermomechanical properties, recorded values were much below than the poly(Baph) standards. However, the thermal stabilities were recorded in good agreement to PN resin values. Furthermore, the 100 kGy dose of Co 60 irradiation does not show any remarkable changes in the studied properties. The copolymers from P-a benzoxazine and cardanol-based PN (CPN) on the different wt % blending were prepared. The curing behavior and mechanism of the monomer blends were analyzed. The curing of CPN was improved in the presence of active hydrogen produced from the P-a polymerization. The T g and thermal properties of the copolymer were much better than the neat poly(P-a).

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“…The obtained PES-6AF polymers exhibit high glass transition temperature and low-k. It is illustrated that the dielectric constant of the polymers can be reduced by introducing fluorine-containing groups [35,36]. Therefore, the PES-6AF polymers could be potentially used in high performance printed circuit boards, ULSI, 5G wireless systems, wearable devices and etc.…”

Section: Introductionmentioning

confidence: 99%

Dielectric properties of polyethersulfone copolymers containing bisphenol S and six fluorine hexafluorobisphenolA (6AF) segments

Xia

Zheng

et al. 2020

J Polym Res

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In this study, a series of fluorinated polyethersulfone (PES-6AF) copolymers with intrinsic low-dielectric-constants are prepared by the introduction of fluorine-containing group, which are derived from the polycondensation reaction of 4,4′-dichlorophenyl sulfone (DCS), bisphenol S (BPS) and six fluorine hexafluorobisphenolA (6AF) compounds by nucleophilic aromatic substitution. Different proportions of PES-6AF copolymers show high glass transition temperatures (T g) ranging from 206°C to 230°C, and the thermal decomposition temperatures of PES-6AF copolymers are up to 500°C under N 2 atmospheres. The PES-6AF copolymers display outstanding tensile strength (62-69 MPa). Added different proportions of 6AF into the PES-6AF copolymers could improve dielectric property and decrease dielectric constant (k) from 3.6 to 2.5 at 1 kHz. In addition, the dielectric properties were found to be relatively stable until the T g , it is because that the 6AF units were existed in the molecular backbone. Furthermore, the PES-6AF copolymers were soluble in many common solvents and could be made the molten films using DMF as solvent.

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Curing behaviors and properties of allyl- and benzoxazine-functional phthalonitrile with improved processability

Cited by 17 publications

References 18 publications

Low melting point, high thermal stable branched benzoxazines resin derived from mixed-substituted phosphazene core

Low melting point, high thermal stable branched benzoxazines resin derived from mixed-substituted phosphazene core

Synthesis of cardanol‐based phthalonitrile monomer and its copolymerization with phenol–aniline‐based benzoxazine

Dielectric properties of polyethersulfone copolymers containing bisphenol S and six fluorine hexafluorobisphenolA (6AF) segments

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