Synthesis and characterization of polybenzoxazine containing phosphorus

Zhang, Tingting; Men, Weiwei; Liu, Ying; Lu, Zhou

doi:10.1007/s10118-012-1115-5

Cited by 18 publications

(14 citation statements)

References 23 publications

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“…In the range of 500 cm 1 to 900 cm 1 (Fig. 4a), the characteristic absorption of the benzoxazine structure at 929 cm 1 disappeared after curing for 1 h. Meanwhile, the absorbance of the band at 1636 cm 1 increased gradually, which was belonged to free Schiff base (C＝N) [22] . The polybenzoxazine structure could be thermally degraded at 200 C, and the generated free Schiff bases and the H-Bonded Schiff bases became the terminated group or the defect structure of the polybenzoxazine.…”

Section: Hydrogen Bonding Network Analysis Of Polybenzoxazinesmentioning

confidence: 97%

Surface properties and hydrogen bonds of mono-functional polybenzoxazines with different N-substituents

Liu

Xin

et al. 2016

Chin J Polym Sci

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A series of mono-functional benzoxazine monomers with different N-substituents were synthesized from phenol, formaldehyde, and various amines (ammonia, methylamine, n-butylamine, dodecylamine), named P-am, P-m, P-b, and P-da, respectively. The surface properties of these polybenzoxazine films were proven by contact angle measurements. The hydrogen bond network of the polybenzoxazine systems was studied using the FTIR spectra. And the results showed that the surface free energy increased with increasing the fraction of intermolecular hydrogen bonding when the N-substituent was an alkyl chain. However, the rule was not suitable when the N-substituent was H. That was because there was one more kind of intramolecular hydrogen bond in the poly(P-am). Based on these findings, we proposed that both the N-substituent alkyl group and the fraction of intermolecular hydrogen bonding had effects on the surface free energy.

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Section: Hydrogen Bonding Network Analysis Of Polybenzoxazinesmentioning

confidence: 97%

Surface properties and hydrogen bonds of mono-functional polybenzoxazines with different N-substituents

Liu

Xin

et al. 2016

Chin J Polym Sci

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“…The characteristic carbon resonances of the oxazine ring at 54.3 ppm for ArACH 2 AN and at 82.5 ppm for OACH 2 AN were clearly observed, respectively. The characteristic carbon resonances of silicon linkage at 50.5 ppm for OACH 3 were also clearly observed.…”

Section: Resultsmentioning

confidence: 82%

“…As a new class of thermosetting resin, polybenzoxazines have some unique properties, such as excellent heat resistance, flame retardancy, processability, and low cost, etc . They have been used in the field of halogen‐free flame retardant laminates, brake pads, and insulating materials .…”

Section: Introductionmentioning

confidence: 99%

Preparation of polysiloxane oligomers bearing benzoxazine side groups and tunable properties of their thermosets

Zhu¹,

Wei²,

Zhang³

et al. 2014

J of Applied Polymer Sci

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A new pathway for the preparation of polysiloxane oligomers bearing benzoxazine side groups were reported via the hydrolysis and co‐polycondensation of benzoxazinyl siloxane (SBZ) with dimethyldiethoxysilane (DEDMS). The structures of SBZ and oligomers were characterized by Fourier transform infrared spectroscopy (FTIR) and nuclear magnetic resonance (NMR) spectroscopy. The average molecular weights of the obtained oligomers were estimated from size exclusion chromatography and 1H‐NMR to be in the range of 2000–4000. The oligomers gave transparent films by casting in THF solution. The films were further thermally treated to produce crosslinked films via the ring opening polymerization of benzoxazine side group. The effects of siloxane content on polymerization behavior, glass transition temperature, and mechanical properties of the polybenzoxazine thermosets were investigated. Tensile test of the films revealed that the elongation at break increased with increasing siloxane content. The elongation at break of poly(I‐50) was up to 12.1%. Dynamic mechanical analysis of the thermosets showed that the Tgs were in the range of 119–165°C. Thermogravimetic analysis also revealed a better thermal stability as evidenced by the 5% weight loss temperatures in the range of 363–390°C. © 2014 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014, 131, 40960.

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“…Similarly, the decomposition temperatures of 5 and 10% weight losses in nitrogen were also found with significant improvements. The LOI value of P(BZ‐ta) was higher than that of P(NBZ‐b) 22. These modifications can be ascribed to the incorporation of rigid triazine structure into polybenzoxazine.…”

Section: Resultsmentioning

confidence: 90%

Triazine‐containing benzoxazine and its high‐performance polymer

Wang

Zhang

et al. 2012

J of Applied Polymer Sci

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A new synthetic route was designed to significantly increase the content of triazine structure in benzoxazine resin. 2,4,6-Tri(4-hydroxylphenyl)-13,5-s-triazine (TP) was synthesized by cyclotrimerization of 4-cyanolphenol and then benzoxazine monomercontaining triazine [2,4,6-tri(3-phenyl-3,4-dihydro-2H-1,3-benzoxazin-6-yl)-1,3,5-s-triazine (BZ-ta)] was synthesized via Mannich reaction from TP. Finally, the cross-linked polymer P(BZ-ta) was produced by thermal polymerization of BZ-ta. BZ-ta was characterized by nuclear magnetic resonance spectroscopy (NMR), fourier transform infrared spectroscopy (FTIR), mass spectrum, elemental analysis, and viscosity measurement. Curing behavior of BZ-ta was studied by differential scanning calorimetry, FTIR, and gel permeation chromatography. The structure and properties of P(BZ-ta) were investigated by powder X-ray diffraction, dynamic mechanical analysis, and thermogravimetric analysis. The results showed that the P(BZ-ta) had high glass temperature (T g ¼ 322 C), excellent thermal oxidation stability (5 and 10% weight loss temperatures in air up to 403 and 453 C, respectively), high char yield (64%, 800 C in nitrogen), and high flame-retardance (limiting oxygen index, 39.7).

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Synthesis and characterization of polybenzoxazine containing phosphorus

Cited by 18 publications

References 23 publications

Surface properties and hydrogen bonds of mono-functional polybenzoxazines with different N-substituents

Surface properties and hydrogen bonds of mono-functional polybenzoxazines with different N-substituents

Preparation of polysiloxane oligomers bearing benzoxazine side groups and tunable properties of their thermosets

Triazine‐containing benzoxazine and its high‐performance polymer

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