Allyl ether of aralkyl phenolic resin with low melt viscosity and its Alder-ene blends with bismaleimide: synthesis, curing, and laminate properties

Chandran, M. Satheesh; Robert, Temina Mary; Sunitha, K.; Mathew, Dona; Nair, C. P. Reghunadhan

doi:10.1002/pat.3321

Cited by 11 publications

(5 citation statements)

References 33 publications

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“…Terephthalyl alcohol is one of the raw materials of xylok resin [32,33,34]. An aralkyl group was introduced into the resin skeleton by a chemical reaction, thereby imparting excellent heat resistance, water absorption resistance to the material and improving the dielectric properties of the material.…”

Section: Introductionmentioning

confidence: 99%

The Preparation and Properties of Terephthalyl-Alcohol-Modified Phenolic Foam with High Heat Aging Resistance

Tang

et al. 2019

Polymers

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In this experiment, terephthalyl alcohol was used as a modifier to modify phenol under both acidic and alkaline conditions to obtain modified phenols with different molecular structures. Subsequently, the modified phenols reacted with paraformaldehyde in an alkaline environment. After foaming and curing, a modified phenolic foam with high heat aging resistance was obtained. The molecular structure was characterized via Fourier transform infrared spectrometry (FT-IR) and nuclear magnetic resonance spectroscopy (13C NMR). The results showed that two different structures of phenolic resin can be successfully prepared under different conditions of acid and alkali. The modified phenolic foam was tested by thermogravimetric analysis. In addition, the modified phenolic foam was tested for mass change rate, dimensional change rate, powdering rate, water absorption rate, and compressive strength before and after aging. The results show that the modified phenolic foam has excellent performance. After heat aging for 24 h, the mass loss rate of the modified phenolic foam obtained by acid catalysis was as low as 4.5%, the pulverization rate was only increased by 3.2%, and the water absorption of the modified phenolic foam increased by 0.77%, which is one-third that of the phenolic foam. Compared with the phenolic foam, the modified phenolic foam shows good heat aging resistance.

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Section: Introductionmentioning

confidence: 99%

The Preparation and Properties of Terephthalyl-Alcohol-Modified Phenolic Foam with High Heat Aging Resistance

Tang

et al. 2019

Polymers

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“…Specifically, in BD systems, “Ene” addition and “Diels–Alder” reaction (ca. 252 °C) take place between allyl groups of allyl phenol structure and imide groups in BDM, successively [Figure (a)], this process could not happen in BA and BB systems until allyl ether bonds at the end of prepolymers have changed into allyl phenol structure through Claisen rearrangement occurring at ca. 265 °C [Figure (b)].…”

Section: Resultsmentioning

confidence: 99%

Building and origin of bio‐based bismaleimide resins with good processability, high thermal, and mechanical properties

Ge¹,

Miao²,

Yuan³

et al. 2017

J of Applied Polymer Sci

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Bio‐based high performance thermosetting resins have been urgently required by cutting‐edge fields for meeting sustainable development. A new kind of high performance thermosetting resins (BA‐n) with good processability, high thermal resistance, and mechanical properties was developed based on 4,4′‐bismaleimidodiphenylmethane (BDM) and renewable bis(5‐allyloxy)‐4‐methoxy‐2‐methylphenyl)methane (ABE) from bio‐based lignin derivative. The effect of the molar ratio of allyl to imide (n) on structures and properties of BA resins were systematically researched. BA‐n resins have much better processability, thermal, and mechanical properties than their petroleum‐based counterparts, 2,2′‐diallylbisphenol A‐modified BDM (BD‐n) resins. Compared with BD‐0.86, the best available bismaleimide (BMI) resin, BA‐0.86 not only has 6 h longer process window and 13.7 °C higher glass transition temperature, but also owns the highest flexural strength and modulus among all bio‐based allyl compound‐modified BMI resins reported. The origin behind these attractive performances of BA resins is revealed by discussing the unique crosslinked structure. © 2017 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2018, 135, 45947.

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“…[15] The corresponding OAX was synthesized and characterized by the reaction of aralkyl phenolic resin with allyl bromide as reported in our previous communication. [16] Processing of OAX-BMI blend…”

Section: Synthesis Of O-allyl Aralkyl Phenolic Resin (Oax)mentioning

confidence: 99%

Alder-ene polymers derived from allyl aralkyl phenolic resin and bismaleimides: carbon fiber composites properties

Chandran

Sanil

Sunitha

et al. 2016

Polym. Adv. Technol.

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aThe influence of structural variations in bismaleimides (BMIs) on Alder-ene polymerization of O-allyl aralkyl phenolic resin [O-allyl Xylok (OAX)] was examined. Toward this, three BMI functional monomers, viz. 2,2′-bis 4-[(4′-maleimido phenoxy) phenyl] propane (BMIP), 4,4′-Bismaleimido diphenyl methane (BMPM), and Bis 4-maleimidodiphenyl ether (BMPE), were blended with OAX in different molar ratios. The cure characterization revealed that the allyl-dominated blends cure by three distinct reaction steps whereas the maleimide-dominated blends exhibit a two-step reaction invariable with the maleimide structure. Introduction of more maleimide functionalities increased the T g and thermal stability of the co-cured network. Differences in the storage modulus values and T g of the BMI/OAX systems were correlated to the chemical structure of the BMI and crosslink density. Flexural, interlaminar shear strength (ILSS), and impact strength of the composites decreased systematically with the increase in maleimide content in the blend. Among the BMIs studied, T g , thermal stability, and ILSS retention at elevated temperature were superior for BMPM/OAX blend owing to their high crosslink density and rigid backbone of the system. Allyl-rich compositions exhibited improved mechanical properties owing to the better resin-reinforcement interaction as revealed from morphological analysis by scanning electron microscopy.

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Allyl ether of aralkyl phenolic resin with low melt viscosity and its Alder-ene blends with bismaleimide: synthesis, curing, and laminate properties

Cited by 11 publications

References 33 publications

The Preparation and Properties of Terephthalyl-Alcohol-Modified Phenolic Foam with High Heat Aging Resistance

The Preparation and Properties of Terephthalyl-Alcohol-Modified Phenolic Foam with High Heat Aging Resistance

Building and origin of bio‐based bismaleimide resins with good processability, high thermal, and mechanical properties

Alder-ene polymers derived from allyl aralkyl phenolic resin and bismaleimides: carbon fiber composites properties

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