Novel propargyl-substituted azo-coupled phenolic resins

Kalugin, Denis; Luchinkin, Denis; Nechausov, Sergey; Малахо, А. П.; Rogozin, A. D.; Garadja, Nikita

doi:10.1002/pat.3700

Cited by 6 publications

(3 citation statements)

References 8 publications

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“…Propargyl ether resin, a new type of high‐temperature‐resistant thermosetting resin developed in recent years, is a material with many potential advantages, including its good processability, long‐term storage at room temperature, 8 high heat resistance, 9,10 and good mechanical properties 11 . Many studies have reported on the synthesis of propargyl ether resins, such as propargyl ether phenolic resin, 12,13 propargyl ether bisphenol A resin, 14–17 and propargyl ether phthalonitrile resin, 18–20 among others 21,22 .…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, and properties of a novel propargyl ether naphthalene phenolic resin

Chen,

Guo,

Wang

et al. 2023

Polymers for Advanced Techs

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In this study, 1,5‐dihydroxynaphthalene moiety was introduced into a novolac resin structure, and propargyl ether naphthalene phenolic resin (PNPF) was synthesized by the Williamson etherification reaction, which improved the heat resistance of the resin and its processability. The structure of the PNPF resin was characterized using 1H NMR and FTIR analysis, and its processability, heat resistance, thermal expansion, and dielectric properties were evaluated. The results revealed that the addition of 1,5‐dihydroxylhine, increased the reaction activity of the PNPF resin, and decreased its initial curing temperature, with the resin exhibiting excellent processability. The cured resin also showed excellent heat resistance and thermomechanical properties. The 5% weight loss temperature (Td5) and glass transition temperature (Tg) of the resin increased to 437.61 and 362.04°C, respectively, while the coefficient of thermal expansion decreased from 60.17 to 44.52 ppm, with a reduction of 26.01%. Moreover, the dielectric constant and dielectric loss of the cured resin were 3.02 and 0.00239, respectively.

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Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, and properties of a novel propargyl ether naphthalene phenolic resin

Chen,

Guo,

Wang

et al. 2023

Polymers for Advanced Techs

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“…It has excellent bonding strength and weathering resistance (4). Many studies on the heat resistance of phenolic resin have been reported, including investigations of introduced silicon-boron heatresistant structures (5,6), benzoxazines (7,8) and phenolic cyanate esters (9,10); phenolic resins modified with allyl groups and double bonds (11,12); propargyl phenolic resins (13,14); and phthalonitrile-modified NV (15)(16)(17)(18)(19).…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization and properties of phthalonitrile-etherified resole resin

et al. 2020

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A new type of phthalonitrile-etherified resole resin (PNR) was synthesized from resole resin and 4-nitrophthalonitrile. The differential scanning calorimetry results showed that the curing temperature of PNR is lower than that of phthalonitrile resin. Excellent thermal stability and bonding properties were obtained after curing at 220°C. TGA showed that in air, the temperature of 5% weight loss (T5%) of the cured PNR was 446°C, approximately 41°C higher than that of resole resin (RS), and the char yield at 800°C increased from 4% for RS to 33% for PNR. The shear strengths of PNR at room temperature and high temperature were increased by 8% and 133%, respectively, over those of RS, and after aging at 350°C for 2 h, these values were increased by 262% and 198%, respectively, over those of RS. Its excellent curing behavior, heat resistance and high bonding strength show that PNR can be used as a high temperature-resistant adhesive.

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“…[10]. There are many reports on the introduction of additional functional groups into propargyl resins aimed at reducing the curing exotherm or improving thermosets properties such as: phthalonitrile groups [11][12][13], azo-groups [14], benzoxazines [15,16], and epoxy groups [17]. In our previous work, it was shown that the introduction of additional allyl groups into the propargyl phenolic resin structure reduces the heat release during curing without degrading the properties of the resulting polymer matrix [18].…”

Section: Introductionmentioning

confidence: 99%

Carbon Fabric Reinforced Addition-Cure Phenolic Resins Based on Propargyl and Allyl Ether Functional Novolac Produced

Nechausov¹,

Bulgakov²,

Kalugin³

et al. 2020

Eurasian Chem. Tech. J.

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Composites consisting of propargyl- and allyl/propargyl- modified novolac resins and carbon fabric were obtained by the vacuum infusion molding process. It was established that the presence of potassium cations remaining after the synthesis increase the resin melt viscosity, and acid washing is needed to obtain resins suitable for cost-effective injection techniques of composite fabrication. The mechanical properties of all composites such as compressive strength, tensile strength, in plane shear strength, and interlaminar shear strength were determined at 25, 200 and 230 °С. The carbon fiber reinforced plastics (CFRPs) retained their mechanical properties at temperatures up to 200 °C. It was shown that the use of the obtained allyl-containing polymer matrices improved mechanical properties and increased the thermal stability of the CFRPs in comparison with the propargylated novolac matrices. The composite material with novolac matrices modified by 18% propargyl and 23% allyl groups retains only up to 70% of the initial interlaminar shear strength values at 230 °C which corresponds to the data of the dynamic mechanical analysis of neat cured resins.

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Novel propargyl-substituted azo-coupled phenolic resins

Cited by 6 publications

References 8 publications

Synthesis, characterization, and properties of a novel propargyl ether naphthalene phenolic resin

Synthesis, characterization, and properties of a novel propargyl ether naphthalene phenolic resin

Synthesis, characterization and properties of phthalonitrile-etherified resole resin

Carbon Fabric Reinforced Addition-Cure Phenolic Resins Based on Propargyl and Allyl Ether Functional Novolac Produced

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