Preparation and thermal properties of novel phthalonitrile oligomer containing biphenyl ethernitrile/bisphthalonitrile blends

Yang, Xiaoli; Lei, Yajie; Zhong, Jiachun; Zhao, Rui; Liu, Xiaobo

doi:10.1002/app.32783

Cited by 44 publications

(38 citation statements)

References 24 publications

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“…Based on the results of DSC and FTIR, it was considered that the addition polymerization of allyl moiety at low temperature (Figure ) produced the active hydrogen, the product as Scheme (A) shown. Furthermore, the active hydrogen catalyzed the polymerization of phthalonitrile to generate the phthalocyanine and triazine rings found in FTIR spectra, the possible mechanism for the self‐catalyzed DBPA‐Ph monomer was shown in Scheme …”

Section: Resultsmentioning

confidence: 99%

Synthesis, polymerization, and properties of the allyl‐functional phthalonitrile

Zou

Jia

et al. 2014

J of Applied Polymer Sci

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A novel bisphthalonitrile monomer containing allyl groups (DBPA‐Ph) had been synthesized via the reaction of diallyl bisphenol A (DBPA) and 4‐nitrophthalonitrile. The chemical structure of DBPA‐Ph was confirmed by 1HNMR, 13CNMR, and FTIR spectroscopy. The curing behaviors and processability of DBPA‐Ph were studied by differential scanning calorimetry (DSC) and dynamic rheological analysis. The monomer manifested a two‐stage thermal polymerization pattern. The first stage was attributed to the polymerization of allyl groups and the second to the ring‐form polymerization of cyano groups. The result of dynamic rheological analysis indicated the monomer had wide curing window and the self‐catalyzed curing behavior. DBPA‐Ph polymers were prepared from the thermal polymerization with short curing time, showing high glass transition temperature (>350°C) and attractive thermal decomposition temperature (>430°C). The outstanding glass transition temperature, desirable thermo‐oxidative stabilities, good processability and sound process conditions could provide more applications to the DBPA‐Ph polymers. © 2014 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014, 131, 41203.

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Section: Resultsmentioning

confidence: 99%

Synthesis, polymerization, and properties of the allyl‐functional phthalonitrile

Zou

Jia

et al. 2014

J of Applied Polymer Sci

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“…In addition to their excellent properties, low melt complex viscosity (0.01-1.0 Pa s) of the PN monomers or oligomers enables facile processing by the cost-effective, non-autoclavable processing techniques such as resin transfer molding (RTM), resin infusion molding and filament winding. [19,20] However, the processing mode of the phthalonitrile resins investigated at NRL, is based on bisphthalonitrile monomers/curing agents composition system referred to as A/B composition system. In this case, extremely conditions such as high temperature or vigorous stirring are required to obtain the evenly molecular dispersed mixture.…”

Section: Study On Thermal Behaviors Of a Novel Cruciform Amide-contaimentioning

confidence: 99%

Study on thermal behaviors of a novel cruciform amide-containing phthalonitrile monomer

et al. 2015

Designed Monomers and Polymers

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2015): Study on thermal behaviors of a novel cruciform amide-containing phthalonitrile monomer, Designed Monomers and Polymers,A novel cruciform amide-containing phthalonitrile monomer was synthesized from 4-(4′-aminophenoxy) phthalonitrile and 2,2′,5,5′-biphenyl tetraacyl chloride. Linear amide-containing phthalonitrile monomer was also prepared for comparison. Various spectroscopic techniques such as IR and 1 H NMR confirmed the chemical structure of the monomers. X-ray powder diffraction analysis revealed the amorphous character of the cruciform monomer. Thermal behaviors of the monomers was investigated by rheology technique. Aromatic amide moiety played an important role in promoting the cure reaction of the phthalonitrile resins. Cruciform monomer displayed a larger processing window, relative to linear phthalonitrile monomer. The polymers derived from cruciform phthalonitrile monomer showed excellent thermal properties revealed by thermogravimetric analysis and differential scanning calorimetry. The IR spectra of the polymers confirmed that triazine formation may dominate the thermal polymerization reaction.

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“…Phthalonitrile-based monomers and oligomers containing a variety of linkages such as aromatic ether [10,20], sulfone [21], oligomeric aromatic ethercontaining units [11,12,14], oligomeric biphenyl ethernitrile units [22][23][24] and benzoxazine units [25,26] have been designed and synthesized. Then, greatly improved properties of these monomers and oligomers can be achieved by including a low complex melt viscosity and a broad processing window.…”

Section: Introductionmentioning

confidence: 99%

Self-promoted curing phthalonitrile with high glass transition temperature for advanced composites

et al. 2012

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A novel self-promoted curing phthalonitrile monomer was synthesized via substitution reaction of 4-nitrophthalonitrile and 3-aminophenol at the presence of K 2 CO 3 in the dimethylsulfoxide solvent. The phthalonitrile was characterized by Fourier transform infrared spectra, nuclear magnetic resonance, gel permeation chromatography, differential scanning calorimetry, dynamic rheological analysis and thermal gravimetric analysis. The phthalonitrile monomer can be thermally polymerized with self-promoted curing behaviors. The prepolymerization reaction of the phthalonitrile prepolymer was investigated and the phthalonitrile prepolymer exhibited the desirable processing feature. With the curing process of low curing temperature and short curing time, the cured polymers exhibited high glass transition temperatures (241-270°C) and excellent thermal stabilities with the 5 % weight loss temperature (395-441°C). The novel phthalonitrile can be a good candidate as matrix for high performance polymeric materials.

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Preparation and thermal properties of novel phthalonitrile oligomer containing biphenyl ethernitrile/bisphthalonitrile blends

Cited by 44 publications

References 24 publications

Synthesis, polymerization, and properties of the allyl‐functional phthalonitrile

Synthesis, polymerization, and properties of the allyl‐functional phthalonitrile

Study on thermal behaviors of a novel cruciform amide-containing phthalonitrile monomer

Self-promoted curing phthalonitrile with high glass transition temperature for advanced composites

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