Salicylaldehyde azine-functionalized polybenzoxazine: Synthesis, characterization, and its nanocomposites as coatings for inhibiting the mild steel corrosion

Aly, Kamal I.; Mohamed, Mohamed Gamal; Younis, Osama; Mahross, Mahmoud H.; Abdel-Hakim, Mohamed; Sayed, Marwa M.

doi:10.1016/j.porgcoat.2019.105385

Cited by 50 publications

(30 citation statements)

References 60 publications

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“…The signals of the aromatic protons were located at 6.75-7.9 ppm. The signals of the ArCH 2 N and OCH 2 N units of the oxazine rings were located at 4.5 and 5.2 ppm, respectively [34][35][36]. The signal of the methyl group appeared at 2.01 ppm.…”

Section: Synthesis Of Ppp-bz and Opp-bzmentioning

confidence: 97%

Corrosion Resistance of Mild Steel Coated with Phthalimide-Functionalized Polybenzoxazines

et al. 2020

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Herein, we synthesized two new phthalimide-functionalized benzoxazine monomers, pPP-BZ and oPP-BZ, through Mannich reactions of 2-(4-hydroxyphenyl)isoindoline-1,3-dione (pPP) and 2-(2-hydroxyphenyl)isoindoline-1,3-dione (oPP), respectively, with p-toluidine and paraformaldehyde. The structures of these two monomers were confirmed using Fourier transform infrared (FTIR) and nuclear magnetic resonance spectroscopy. We used differential scanning calorimetry, FTIR spectroscopy, and thermogravimetric analysis to study the polymerization behavior and thermal stability of the monomers and their corresponding polybenzoxazines. Poly(pPP-BZ) and poly(oPP-BZ) were formed on mild steel (MS) through spin-coating and subsequent thermal curing polymerization. We used various corrosion testing methods to examine the effect of the curing temperature on the corrosion resistance of the coated MS samples in 3.5 wt.% aqueous solution of NaCl. Among our tested systems, the corrosion rate reached a low of 2.78 µm·Y−1 for the MS coated with poly(pPP-BZ)180 (i.e., the coating that had been cured at 180 °C); this value is much lower than that (4.8 µm·Y−1) reported for a maleimide-based benzoxazine compound (MI-Bz)/33 wt.% ACAT (amine-capped aniline trimer) blend. Thus, the incorporation of the imide functional group into the PBZ coatings is an effective strategy for affording high-performance corrosion resistance.

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Section: Synthesis Of Ppp-bz and Opp-bzmentioning

confidence: 97%

Corrosion Resistance of Mild Steel Coated with Phthalimide-Functionalized Polybenzoxazines

et al. 2020

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Section: Introductionmentioning

confidence: 99%

“…Benzoxazine (BZ) is a six-membered heterocyclic molecule, containing oxygen and nitrogen atoms, that is stable at room temperature or in humid environments; BZ derivatives are readily prepared through Mannich condensations of phenol derivatives with paraformaldehyde and primary amines in the melt or in solution [ 1 , 2 , 3 , 4 , 5 ]. Ring-opening polymerization (ROP) of the oxazine ring in a BZ precursor can be performed by applied heat, without adding any catalyst or initiator, to afford a polybenzoxazine (PBZ) as a thermosetting polymeric material [ 1 , 2 , 3 , 4 , 5 ]. PBZs are interesting materials in the industry and academia because of their excellent dimensional stability, low dielectric constants, high thermal stability, excellent adhesive strength, catalyst-free polymerization, light weight, good mechanical properties, high glass transition temperatures ( T g ), low surface free energies, good electrical properties, smart macromolecular design flexibility, near-zero volumetric expansion, high char yield, and rapid improvement in physical and mechanical properties at low conversion, making them useful alternatives to compared to traditional thermosetting resins (e.g., phenolic, polyimide, epoxy, bismaleimides) [ 6 , 7 , 8 , 9 ].…”

Section: Introductionmentioning

confidence: 99%

Microporous Carbon and Carbon/Metal Composite Materials Derived from Bio-Benzoxazine-Linked Precursor for CO2 Capture and Energy Storage Applications

Mohamed

Samy

Mansoure

et al. 2021

IJMS

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There is currently a pursuit of synthetic approaches for designing porous carbon materials with selective CO2 capture and/or excellent energy storage performance that significantly impacts the environment and the sustainable development of circular economy. In this study we prepared a new bio-based benzoxazine (AP-BZ) in high yield through Mannich condensation of apigenin, a naturally occurring phenol, with 4-bromoaniline and paraformaldehyde. We then prepared a PA-BZ porous organic polymer (POP) through Sonogashira coupling of AP-BZ with 1,3,6,8-tetraethynylpyrene (P-T) in the presence of Pd(PPh3)4. In situ Fourier transform infrared spectroscopy and differential scanning calorimetry revealed details of the thermal polymerization of the oxazine rings in the AP-BZ monomer and in the PA-BZ POP. Next, we prepared a microporous carbon/metal composite (PCMC) in three steps: Sonogashira coupling of AP-BZ with P-T in the presence of a zeolitic imidazolate framework (ZIF-67) as a directing hard template, affording a PA-BZ POP/ZIF-67 composite; etching in acetic acid; and pyrolysis of the resulting PA-BZ POP/metal composite at 500 °C. Powder X-ray diffraction, thermogravimetric analysis, scanning electron microscopy, transmission electron microscopy, and Brunauer–Emmett–Teller (BET) measurements revealed the properties of the as-prepared PCMC. The PCMC material exhibited outstanding thermal stability (Td10 = 660 °C and char yield = 75 wt%), a high BET surface area (1110 m2 g–1), high CO2 adsorption (5.40 mmol g–1 at 273 K), excellent capacitance (735 F g–1), and a capacitance retention of up to 95% after 2000 galvanostatic charge–discharge (GCD) cycles; these characteristics were excellent when compared with those of the corresponding microporous carbon (MPC) prepared through pyrolysis of the PA-BZ POP precursors with a ZIF-67 template at 500 °C.

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“…They also have the advantages of abundant raw material sources, simple synthesis routes, no small‐molecule release, mild synthesis environment, low shrinkage 21–23 . Through molecular design or composite with other materials, they can become high‐performance materials such as corrosion resistance 24–25 and high carbon residue 26–28 . All of the above excellent properties enable PBO to promising materials to prepare flame retardant and thermally insulating aerogels.…”

Section: Introductionmentioning

confidence: 99%

In situ co‐polymerization of high‐performance polybenzoxazine/silica aerogels for flame‐retardancy and thermal insulation

Xiao

Cai

et al. 2020

J of Applied Polymer Sci

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Materials with high‐performance thermal insulation and excellent flame‐resistance are incredibly desirable for energy conservation and fire safety. In this study, a novel hybrid nanostructure network polybenzoxazine/silica (PBO/SiO2) aerogels were fabricated through facile in situ co‐polymerization sol‐gel methods with ambient pressure drying using benzoxazine (BO) monomers and SiO2 sol as reaction source, N, N‐dimethylformamide (DMF) as the solvent and hydrochloric acid (HCl) as the catalyst. The hybrid nanostructure network was retained by polymerization–induced nanoscale phase separation of PBO and SiO2. The resulting PBO/SiO2 aerogels exhibited finer microstructure, lower density (0.18 g/cm3), thermal conductivity (0.031 W/m·K), and better flame‐resistance in comparison with PBO aerogels. They demonstrated an excellent compressive strength of 0.81 to 1.12 MPa at 10% deformation. The remarkable improvement in thermal insulation and flame‐resistance of PBO/SiO2 aerogels could be attributed to the combined effects of finer microstructure and formation of SiO2 that was “in‐situ” interpenetrated and interacted with silanols (Si‐OH) in the PBO network during the combustion process. The successful synthesis of PBO/SiO2 aerogels highlights the possibility of fabricating a novel high‐performance thermal insulation and excellent flame‐resistance used for energy‐efficient buildings.

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Salicylaldehyde azine-functionalized polybenzoxazine: Synthesis, characterization, and its nanocomposites as coatings for inhibiting the mild steel corrosion

Cited by 50 publications

References 60 publications

Corrosion Resistance of Mild Steel Coated with Phthalimide-Functionalized Polybenzoxazines

Corrosion Resistance of Mild Steel Coated with Phthalimide-Functionalized Polybenzoxazines

Microporous Carbon and Carbon/Metal Composite Materials Derived from Bio-Benzoxazine-Linked Precursor for CO2 Capture and Energy Storage Applications

In situ co‐polymerization of high‐performance polybenzoxazine/silica aerogels for flame‐retardancy and thermal insulation

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