Main-chain benzoxazine precursor block copolymers

Deliballi, Zeynep; Kışkan, Barış; Yaǧcı, Yusuf

doi:10.1039/c7py01873h

Cited by 59 publications

(32 citation statements)

References 60 publications

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“…Benzoxazine resin is a new type of thermosetting resin that has a hexatomic ring containing O and N atoms. Ring‐opened polymerization under heating or catalysis results in a network structure, which is called polybenzoxazine (PBO), similar to that of phenolic resin . Because of the different structural characteristics of phenolic resin, benzoxazine maintains the advantages such as excellent hardness, heat resistance, inner flame retardancy, electrical insulation, and low cost of traditional phenolic resin, but also has a certain degree of toughness, relatively high char yields and near‐zero shrinkage upon polymerization of the monomers .…”

Section: Introductionmentioning

confidence: 99%

“…Ring-opened polymerization under heating or catalysis results in a network structure, which is called polybenzoxazine (PBO), similar to that of phenolic resin. [1][2][3][4] Because of the different structural characteristics of phenolic resin, benzoxazine maintains the advantages such as excellent hardness, heat resistance, inner flame retardancy, electrical insulation, and low cost of traditional phenolic resin, but also has a certain degree of toughness, relatively high char yields and near-zero shrinkage upon polymerization of the monomers. [5][6][7][8][9][10][11][12][13] Therefore, PBO is the most desirable material for preparing high-strength and flameretardant aerogel thermal insulating materials.…”

Section: Introductionmentioning

confidence: 99%

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Thermal Insulation Characteristics of Polybenzoxazine Aerogels

Xiao

Zhang

et al. 2019

Macro Materials & Eng

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Polybenzoxazine (PBO) aerogels with low densities and low thermal conductivities are prepared from Bisphenol A (BPA) benzoxazine monomers by ring‐opened polymerisation using HCl as a catalyser at 10 °C. The obtained PBO aerogels have cross‐linked and 3D network structures with the densities ranging from 0.084 to 0.526 g cm−3. The thermal conductivities under different pressures (3–105 Pa, air) and different atmospheres (N2, Ar, and CO2, 105 Pa) are investigated. The thermal conductivities are in the range of 0.0335–0.0652 W m K−1 under ambient pressure and 0.0098–0.0571 W m K−1 at 3 Pa. The thermal transfer mechanism under different gas pressures is analyzed with increasing pressure. Under different atmospheres, the thermal conductivities decrease as the molecular weight of the gas increases. Compared with the traditional organic foam insulating materials of phenolic foam, polyurethane and polystyrene, which have similar apparent densities, PBO aerogels exhibit lower thermal conductivity of 0.0335 W m K−1 than that of traditional organic foam at room temperature.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Thermal Insulation Characteristics of Polybenzoxazine Aerogels

Xiao

Zhang

et al. 2019

Macro Materials & Eng

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“…Most of the synthetic conditions used for common polymers are tolerable for benzoxazines and thus can be adapted to synthesize polybenzoxazine prepolymers. For example, Diels‐Alder, click chemistry, hydrosilylation, Mannich, some of the coupling reactions, free radical chemistry polyesterification, polyetherification, polyamidation were used successfully and these methods essentially allowed several polymeric designs with curable oxazine rings . Moreover, smart materials from benzoxazines are gaining a growing interest by using the above‐mentioned chemistries as a recent trend.…”

Section: The Journey Of Phenolicsmentioning

confidence: 99%

“…For example, Diels-Alder, click chemistry, hydrosilylation, Mannich, some of the coupling reactions, free radical chemistry polyesterification, polyetherification, polyamidation were used successfully and these methods essentially allowed several polymeric designs with curable oxazine rings. [93][94][95][96][97][98] Moreover, smart materials from benzoxazines are gaining a growing interest by using the above-mentioned chemistries as a recent trend. Accordingly, self-healable, electroactive, shape-memory, super hydrophobic polybenzoxazines were synthesized.…”

Section: Strategies In Designing Phenolics For Service Toolsmentioning

confidence: 99%

The Journey of Phenolics from the First Spark to Advanced Materials

Kışkan

Yaǧcı

2019

Israel Journal of Chemistry

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The emergence, historical and recent developments of phenolic resins are reviewed. The history of the invention of the first man made plastics and a short bibliography of the inventor Leo H. Baekeland is provided. Moreover, the basic chemistry of phenol‐formaldehyde resins, as synthesis of resol and novolak, their structures, variations, and curing are discussed. Modification of these resins and molecular designs for specific applications in retro perspective are highlighted. This review also provides a comprehensive account on the development of benzoxazine resins as an alternative to classical phenolics. In addition to the benzoxazine synthesis and their curing mechanism, special monomers and polybenzoxazine precursors as curable thermoplastics are reviewed. Besides classical chemicals, the potential of renewables for phenolic resin production is also highlighted. Finally, the relative advantages and disadvantages of these systems are discussed and their future potentials are presented.

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“…1,[11][12][13][14] Benzoxazine monomers can be synthesized from phenols, amines, and formaldehyde by the Mannich reaction without requiring catalysts. 1,5,[15][16][17] Unlike phenolic resin, benzoxazine resin has nitrogen atoms in its main chain of benzoxazine rings after crosslinking, 18 and these can form hydrogen bonds with hydroxyl groups to increase the material's hydrophobicity. Different types of phenols and amines can be used to alter the structure of benzoxazines, giving the resulting polymers a range of characteristics.…”

Section: Introductionmentioning

confidence: 99%

Bio‐based benzoxazines based on sesamol: Synthesis and properties

Liu

Zhan

et al. 2019

J of Applied Polymer Sci

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Sesamol was used with furfurylamine, dehydroabietylamine, and stearylamine to prepare three fully‐bio‐based benzoxazines: S‐fa, S‐da, and S‐sa, respectively. Their structures were confirmed by Fourier transform infrared spectroscopy (FTIR), 1H‐NMR, and 13C‐NMR. FTIR and differential scanning calorimetry were performed to monitor the curing behaviors of S‐fa, S‐da, and S‐sa. The thermal stability of the corresponding polybenzoxazines was supported by thermogravimetric analysis, and all polymers showed high thermal stability. The limiting oxygen indexes of all three polybenzoxazines were higher than 30, suggestive of good flame retardancy. The use of polybenzoxazine for the corrosion protection of Q235 low‐carbon steel was also studied. The results of OCP curves and Tafel plots demonstrate that the polymer coatings provide good corrosion resistance and can be applied to this purpose. © 2019 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019, 136, 48255.

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Main-chain benzoxazine precursor block copolymers

Abstract: A novel strategy for one-pot preparation of block copolymers of benzoxazine precursors with polyetheramines is described.

Cited by 59 publications

References 60 publications

Thermal Insulation Characteristics of Polybenzoxazine Aerogels

Thermal Insulation Characteristics of Polybenzoxazine Aerogels

The Journey of Phenolics from the First Spark to Advanced Materials

Bio‐based benzoxazines based on sesamol: Synthesis and properties

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