Synthesis, curing kinetics and thermal properties of a novel self-promoted fluorene-based bisphthalonitrile monomer

Zhang, Tong; Wang, Jun; Derradji, Mehdi; Ramdani, Noureddine; Wang, Hui; Lin, Zaiwen; Liu, Wenbin

doi:10.1016/j.tca.2015.01.005

Cited by 56 publications

(31 citation statements)

References 47 publications

(57 reference statements)

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“…Knowing that the curing of this resin without a curing agent is very sluggish and requires several days at a relatively high temperature, most of the efforts have focused on developing new kinds of curing agents based on phenols, organic amines, strong organic acids, metals, and their salts [13][14][15][16][17], or developing monomers which can be self-catalyzed by adding a functional group, such as hydroxyl or amino groups, inside the monomers [18][19][20][21][22]. Moreover, like others thermosets, phthalonitrile resins present some drawbacks related to their brittleness, poor impact strength, and weak toughness [23].…”

Section: Introductionmentioning

confidence: 99%

Thermal and mechanical properties enhancements obtained by reinforcing a bisphenol-a based phthalonitrile resin with silane surface-modified alumina nanoparticles

et al. 2015

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A new type of nanocomposites based on a high performance bisphenol-A phthalonitrile resin and surfacemodified alumina nanoparticles was prepared by a hot compression molding technique. The effect of adding different amounts of the reinforcing phase on the thermal and mechanical properties of the resulting nanocomposites was investigated. Thermogravimetric analysis showed that the starting decomposition temperatures and the residual weight at 8008C were highly improved upon adding the nanofillers. At 15 wt% nanoloading, the glass transition temperature and the storage modulus were considerably enhanced, reaching 3468C and 3.4 GPa, respectively. The tensile strength and modulus as well as the microhardness values increased with the increasing amount of the nanoparticles. The tensile modulus calculations were investigated using Series, Halpin-Tsai, and Kerner models. Haplin-Tsai model was found to reproduce the experimental data with the best accuracy. Estimation of the nanofillers shape factors for both Haplin-Tsai and Kerner models significantly improved the precision of the cited predictive models. The fractured surface of the nanocomposites analyzed by SEM exhibited homogeneous and rougher surfaces compared to that of the pristine resin. Finally, this new kind of nanocomposites is a highly attractive candidate for use in advanced technological applications such as the aerospace and military fields.POLYM. COMPOS., 00:000-000, 2015.

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Section: Introductionmentioning

confidence: 99%

Thermal and mechanical properties enhancements obtained by reinforcing a bisphenol-a based phthalonitrile resin with silane surface-modified alumina nanoparticles

et al. 2015

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“…Figure shows the DSC curves for these systems at different heating rates. It was found that the exothermic peak temperature ( T p ) shifted to a higher temperature with the increase in heating rate, because of the increase in thermal inertia, as illustrated in Table . Under the same heating rate, the T p of DHPOP/DDM system moved toward a lower temperature compared to that of DGEBA/DDM system, implying that the incorporation of ether linkage could accelerate the ring‐opening polymerization of epoxy groups.…”

Section: Resultsmentioning

confidence: 95%

Preparation of 4‐(4‐hydroxyphenoxy)phenol diglycidyl ether with improved toughness behavior

Liu

Sun

Zhang

et al. 2018

J of Applied Polymer Sci

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A high‐performance difunctional epoxy resin, 4‐(4‐hydroxyphenoxy)phenol diglycidyl ether (DHPOP), was synthesized by a two‐step method. The curing behavior of DHPOP was investigated by nonisothermal differential scanning calorimetry method and the curing kinetics results revealed that the introduction of ether linkage could improve the activity of epoxy groups, leading to a lower curing temperature and apparent activation energy compared with that of the commercial bisphenol‐A diglycidyl ether (DGEBA). A series of copolymers were then prepared by varying the mass ratio of DHPOP and DGEBA, which were cured with 4,4′‐diaminodiphenyl methane. The effect of DHPOP contents on thermal and mechanical properties and fracture morphology was studied. As expected, with the increase of DHPOP in the network, the impact strength and char yield were significantly enhanced, while the glass transition temperature (Tg) remained unchanged because of the increase of crosslink density. The excellent toughness endows the DHPOP with the promising potential for the application as high‐performance resin matrix. © 2018 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2018, 135, 46458.

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“…) using data obtained from dynamic DSC (Fig. S5) reveal typical sigmoid shapes that are characteristic of curing reactions that follow an autocatalytic mechanism …”

Section: Resultsmentioning

confidence: 98%

A novel bio‐based phthalonitrile resin derived from catechin: synthesis and comparison of curing behavior with petroleum‐based counterpart

Weng

Wang

et al. 2018

Polymer International

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The development of bio‐based thermosetting resins with good thermal stability can potentially afford sustainable polymers as replacements for petroleum‐based polymers. We report a practical route to a novel catechin‐based phthalonitrile resin precursor (CA‐Ph), which contains free phenolic hydroxyl groups that result in ‘self‐curing’ at elevated temperatures to afford a thermostable polymer. Comparison of the performance of this CA‐Ph resin with that of a conventional petroleum‐based bisphenol A phthalonitrile resin (BPA‐Ph; containing 5 wt% of the curing agent 4,4′‐diaminodiphenylsulfone) revealed that CA‐Ph exhibits a lower melting point and curing temperature. Cured CA‐Ph resin retains 95% of its weight at 520 °C under a nitrogen atmosphere, which compares favorably with results obtained for BPA‐Ph resin that retains 95% of its weight at a lower temperature of 484 °C. Kinetic results indicated that the curing reactions of both CA‐Ph and BPA‐Ph systems follow an autocatalytic mechanism. These results suggest that catechin is a useful bio‐based feedstock for the preparation of self‐curing and thermally stable phthalonitrile resins for advanced technological applications. © 2017 Society of Chemical Industry

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Synthesis, curing kinetics and thermal properties of a novel self-promoted fluorene-based bisphthalonitrile monomer

Cited by 56 publications

References 47 publications

Thermal and mechanical properties enhancements obtained by reinforcing a bisphenol-a based phthalonitrile resin with silane surface-modified alumina nanoparticles

Thermal and mechanical properties enhancements obtained by reinforcing a bisphenol-a based phthalonitrile resin with silane surface-modified alumina nanoparticles

Preparation of 4‐(4‐hydroxyphenoxy)phenol diglycidyl ether with improved toughness behavior

A novel bio‐based phthalonitrile resin derived from catechin: synthesis and comparison of curing behavior with petroleum‐based counterpart

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