A Bio‐Based Allylphenol (Eugenol)‐Functionalized Fluorinated Maleimide with Low Dielectric Constant and Low Water Uptake

Fang, Liang; Zhou, Junfeng; Wang, Jiajia; Sun, Jing; Fang, Qiang

doi:10.1002/macp.201800252

Cited by 22 publications

(16 citation statements)

References 44 publications

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“…This substituted triazine intermediate was then reacted with N-(4-hydroxyphenyl) maleimide (149) to give monomer 150 in good overall yields (68.1%) (Scheme 34). 148 The obtained monomer was soluble in common organic solvents, implying its good processability. Therefore, it was thermally transformed to a cross-linked polymer poly-MI-ATEu, which showed a glass transition temperature of up to 274 C, good dielectric properties with a dielectric constant (ε) of below 2.9 and lower water uptake.…”

Section: Multistep Synthesis Of Eugenolbased Monomer Building Blocksmentioning

confidence: 99%

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Synthesis of eugenol‐based monomers for sustainable epoxy thermoplastic polymers

Kouznetsov

Méndez

2022

J of Applied Polymer Sci

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New developments in thermosets based on bioproducts are gaining significance due to the importance of replacing thermosets and their monomers, traditionally obtained from petrochemical processes, with biobased thermosets prepared from biomass. In the context of new BPA/DGEBA replacements with both enhanced performance and reduced toxicity and the development of innovative biobased thermosetting resins, the conversion of plant biomass, especially natural phenols, into useful polymeric materials is believed to have considerable environmental and economic value. Eugenols are receiving encouraging interest, not only due to their sourcing but also due to their structure and chemical properties, which could enhance the physical characteristics of thermosetting materials, and which could reduce their toxic effects on the environment and human health. The present review mainly focuses on the utilization of eugenol for the synthesis of biobased epoxy and its thermosetting resins, describing synthetic details of new designs for eugenol-based monomer and/or additive component preparation that are conducive to the formation of eugenol-containing polymeric materials. Synthetic methods for eugenol-based monomers are classified according to the principles of green chemistry and are divided into three large groups: single reactions, consecutive reactions, and multicomponent reactions. Outstanding physical characteristics of the formulated eugenol-based thermosetting epoxy materials are also described.

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Section: Multistep Synthesis Of Eugenolbased Monomer Building Blocksmentioning

confidence: 99%

“…This substituted triazine intermediate was then reacted with N‐(4‐hydroxyphenyl)maleimide ( 149 ) to give monomer 150 in good overall yields (68.1%) (Scheme 34). 148 …”

Section: New Designs For Eugenol‐based Epoxy Monomers In the Preparat...mentioning

confidence: 99%

Synthesis of eugenol‐based monomers for sustainable epoxy thermoplastic polymers

Kouznetsov

Méndez

2022

J of Applied Polymer Sci

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“…To solve this problem, a fluorine-containing maleimide monomer (MI-EBFT) based on biomass is synthesized through a two-step reaction of eugenol and cyanuric chloride, as shown in Figure 16. 119 The cured MI-EBFT exhibits an average D k of 2.89 and an average D f of about 7 × 10 −3 for frequencies varying from 40 Hz to 25 MHz, which is lower than that of a commercial bismaleimides (BMI, 3.50), and a water absorption rate as low as 1.06%, implying that the MI-monomer EBFT could be used as an alternative for the commercial bismaleimides in the microelectronic industry.…”

Section: Biomass Feedstock For Low-k Materialsmentioning

confidence: 99%

Low-Dielectric Polymers Derived From Biomass

Hou

Fang

Huang

et al. 2021

ACS Appl. Polym. Mater.

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Biomass-derived high-performance polymers have recently received much attention because they are easily available and renewable. More recently, researchers have been interested in low-dielectric polymers derived from biomass feedstock. These polymers display good dielectric properties and high thermostability, as well as good mechanical properties, implying that they have potential application in microelectronic industry, especially in fifth-generation communication (5G). This review summarizes recent progress in low dielectric polymers based on the biomass, including the synthesis and properties of different types of biomass resins such as epoxy resins, benzoxazine resins, benzocyclobutene resins, perfluorocyclobutane resins, cyanate eaters, polyester resins, phthalonitrile resins, and a functional maleimide.

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“…Fang et al. used eugenol as a modifier to synthesize a series of high‐performance polymers, among which, a new eugenol‐functionalized maleimide displayed good thermostability, low water uptake, and low dielectric constant. Miao et al.…”

Section: Introductionmentioning

confidence: 99%

Eugenol‐Derived Bismaleimide High Performance Resins and Composites Using Diisocyanate as Property Modifier

Wang

et al. 2019

Macro Materials & Eng

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The ORCID identification number(s) for the author(s) of this article can be found under https://doi.org/10.1002/mame.201800713. High Performance ResinsA new kind of high performance bismaleimide resin with good processability and improved toughness is synthesized by chemical modification of 4,4′bismaleimidodiphenylmethane (BMI) by eugenol (EG) and different contents of 4,4′-diphenylmethane diisocyanate (MDI). MDI-EG-BMI resins exhibit good thermal stability for its 5% weight loss temperatures around 300 °C and its residue of 41.61% at 900 °C, which are much higher than those of EG-BMI resin. Then, the carbon fiber-reinforced MDI-EG-BMI composites are fabricated. The mechanical properties of the composites matrixed by MDI-EG-BMI resins are better than those by EG-BMI resin. For carbon/MDI-EG-BMI composites, their glass transition temperatures are higher than 300 °C, and their flexural strength, moduli, and toughness are maintained at a range of 217.47-404.36 MPa, 35.12-48.49 GPa, and 1.16-2.63 MJ m −3 respectively; with the contents increasing of MDI in the resin formulation, the flexural properties first increase then decrease; comprehensively the composite with 30 wt% MDI has the best mechanical and thermal properties.

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A Bio‐Based Allylphenol (Eugenol)‐Functionalized Fluorinated Maleimide with Low Dielectric Constant and Low Water Uptake

Cited by 22 publications

References 44 publications

Synthesis of eugenol‐based monomers for sustainable epoxy thermoplastic polymers

Synthesis of eugenol‐based monomers for sustainable epoxy thermoplastic polymers

Low-Dielectric Polymers Derived From Biomass

Eugenol‐Derived Bismaleimide High Performance Resins and Composites Using Diisocyanate as Property Modifier

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