Novel bismaleimide containing cyclic phosphine oxide and an epoxy unit: Synthesis, characterization, thermal and flame properties

Shau, Min‐Da; Tsai, Pai-Feng; Teng, Wen-Yu; Hsu, Wenhsiag

doi:10.1016/j.eurpolymj.2006.02.016

Cited by 44 publications

(22 citation statements)

References 10 publications

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“…[28][29][30] They could promote char formation and had strong thermal stability and resistance to acid and base. [25][26][27] For these reasons, some P-C bonds containing compounds have been synthesized and used to enhance the flame retardancy of polymer materials, such as phosphine, phosphine oxide and phosphonate.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of a novel phosphorus-containing curing agent and its effects on the flame retardancy, thermal degradation and moisture resistance of epoxy resins

Zhang

2015

Polym. Adv. Technol.

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A novel phosphorus-containing compound diphenyl-(1, 2-dicarboxylethyl)-phosphine oxide defined as DPDCEPO was synthesized and used as a flame retardant curing agent for epoxy resins (EP). The chemical structure of the prepared DPDCEPO was well characterized by Fourier transform infrared spectroscopy, and 1 H, 13 C and 31 P nuclear magnetic resonance. The DPDCEPO was mixed with curing agent of phthalic anhydride (PA) with various weight ratios into epoxy resins to prepare flame retardant EP thermosets. The flame retardant properties, combustion behavior and thermal analysis of the EP thermosets were respectively investigated by limiting oxygen index (LOI), vertical burning tests (UL-94), cone calorimeter measurement, dynamic mechanical thermal analysis and thermogravimetric analysis (TGA) tests. The surface morphologies and chemical compositions of the char residues for EP thermosets were respectively investigated by scanning electron microscopy and X-ray photoelectron spectroscopy (XPS). The water resistant properties of the cured EP were evaluated by putting the samples into distilled water at 70°C for 168 hr. The results revealed that the EP/20 wt% DPDCEPO/80 wt% PA thermosets successfully passed UL-94 V-0 flammability rating and the LOI value was as high as 33.2%. The cone test results revealed that the incorporation of DPDCEPO effectively reduced the combustion parameters of the epoxy resin thermosets, such as heat release rate and total heat release. The dynamic mechanical thermal analysis test demonstrated that the glass transition temperature (Tg) decreased with the increase of DPDCEPO content. The TGA results indicated that the incorporation of DPDCEPO promoted the decomposition of epoxy resin matrix ahead of time and led to a higher char yield and thermal stability at high temperatures. The surface morphological structures and analysis of the XPS of the char residues of EP thermosets revealed that the introduction of DPDCEPO benefited the formation of a sufficient, compact and homogeneous char layer with rich flame retardant elements on the epoxy resin material surface during combustion. The mechanical properties and water resistance of the cured epoxy resins were also measured. After water resistance tests, the EP/20 wt% DPDCEPO/80 wt% PA thermosets retained excellent flame retardancy, and the moisture adsorption of the EP thermosets decreased with the increase of DPDCEPO content in EP thermosets because of the existence of the P-C bonds and the rigid aromatic hydrophobic structure in DPDCEPO.

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Section: Introductionmentioning

confidence: 99%

Synthesis of a novel phosphorus-containing curing agent and its effects on the flame retardancy, thermal degradation and moisture resistance of epoxy resins

Zhang

2015

Polym. Adv. Technol.

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“…The molecular weight and the glass-transition temperature of the new polymers were affected by the presence of the phosphine groups in the main chain. Shau et al 10 synthesized a new bismaleimide, which contained epoxy units and cyclic phosphine oxide. The product showed a slower thermal degradation rate and better flame retardancy than the conventional bismaleimide resin cure with the same diamine agents.…”

Section: Introductionmentioning

confidence: 99%

The stabilization of bisphenol‐A based polycarbonate by phosphine oxide

Ozden

Шаов

Charaev

2010

J of Applied Polymer Sci

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A Bisphenol-A based polycarbonate was stabilized by a new polymer stabilizer named di(p-butoxyphenyl)cyclohexylphosphine oxide. The stabilizer was mixed with the polymer in methylene chloride solution. Later, the solution was vaporized and the stabilized polymer was dried. Specimens were cut and heat treated at different temperature and durations. Small amounts of stabilizer enhanced the breaking strength and elongation at break properties of as molded and heat treated polycarbonate. The modulus of elasticity reduced with stabilization. The stabilizer had a plasticizing effect too. At high stabilizer rates (c > 1%) both thermal and mechanical properties were deteriorated.

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“…In spite of all these properties, poor solubility and processability limit the applications of polyimides [4][5][6].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Polymerization of Several New Maleimides Linked to Schiff Bases and Their Copolymers with Acrylonitrile

2017

ijs

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A series of new maleimide monomers substituted with Schiff base moieties were synthesized via acid-catalyzed condensation of 3-(N-maleimidyl)phenyl hydrazide with aromatic aldehydes and ketones. The newly synthesized monomers were introduced in free radical chain growth homopolymerization producing five new polymaleimides with pendent Schiff base moieties .The new monomers were introduced also in free radical chain growth copolymerization with acrylonitrile producing new five copolymaleimides containing pendent Schiff base moieties. The new homopolymers and copolymers are of great importance since incorporation of bulky Schiff base moieties in their repeating units exhibit them better solubility and processing properties which made them suitable for a variety of important applications.

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Novel bismaleimide containing cyclic phosphine oxide and an epoxy unit: Synthesis, characterization, thermal and flame properties

Cited by 44 publications

References 10 publications

Synthesis of a novel phosphorus-containing curing agent and its effects on the flame retardancy, thermal degradation and moisture resistance of epoxy resins

Synthesis of a novel phosphorus-containing curing agent and its effects on the flame retardancy, thermal degradation and moisture resistance of epoxy resins

The stabilization of bisphenol‐A based polycarbonate by phosphine oxide

Synthesis and Polymerization of Several New Maleimides Linked to Schiff Bases and Their Copolymers with Acrylonitrile

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