Sustainable bio-based furan epoxy resin with flame retardancy

Meng, Jingjing; Zeng, Yushun; Zhu, Guojing; Zhang, Jie; Chen, Pengfei; Yang, Cheng; Fang, Zheng; Guo, Kai

doi:10.1039/c9py00202b

Cited by 66 publications

(44 citation statements)

References 35 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Recently, very few environmentally-friendly and additive-free bio-epoxy resins have been developed [17][18][19]; therefore, the synthesis of renewable sugar-based polymeric materials with mechanical and fire properties similar to their phenyl analogs still represents a great challenge.…”

Section: Introductionmentioning

confidence: 99%

Thermal and Fire Behavior of a Bio-Based Epoxy/Silica Hybrid Cured with Methyl Nadic Anhydride

et al. 2020

View full text Add to dashboard Cite

Thermosetting polymers have been widely used in many industrial applications as adhesives, coatings and laminated materials, among others. Recently, bisphenol A (BPA) has been banned as raw material for polymeric products, due to its harmful impact on human health. On the other hand, the use of aromatic amines as curing agents confers excellent thermal, mechanical and flame retardant properties to the final product, although they are toxic and subject to governmental restrictions. In this context, sugar-derived diepoxy monomers and anhydrides represent a sustainable greener alternative to BPA and aromatic amines. Herein, we report an “in-situ” sol–gel synthesis, using as precursors tetraethylorthosilicate (TEOS) and aminopropyl triethoxysilane (APTS) to obtain bio-based epoxy/silica composites; in a first step, the APTS was left to react with 2,5-bis[(oxyran-2-ylmethoxy)methyl]furan (BOMF) or diglycidyl ether of bisphenol A (DGEBA)monomers, and silica particles were generated in the epoxy in a second step; both systems were cured with methyl nadic anhydride (MNA). Morphological investigation of the composites through transmission electron microscopy (TEM) demonstrated that the hybrid strategy allows a very fine distribution of silica nanoparticles (at nanometric level) to be achieved within a hybrid network structure for both the diepoxy monomers. Concerning the fire behavior, as assessed in vertical flame spread tests, the use of anhydride curing agent prevented melt dripping phenomena and provided high char-forming character to the bio-based epoxy systems and their phenyl analog. In addition, forced combustion tests showed that the use of anhydride hardener instead of aliphatic polyamine results in a remarkable decrease of heat release rate. An overall decrease of the smoke parameters, which is highly desirable in a context of greater fire safety was observed in the case of BOMF/MNA system. The experimental results suggest that the effect of silica nanoparticles on fire behavior appears to be related to their dispersion degree.

show abstract

Section: Introductionmentioning

confidence: 99%

Thermal and Fire Behavior of a Bio-Based Epoxy/Silica Hybrid Cured with Methyl Nadic Anhydride

et al. 2020

View full text Add to dashboard Cite

show abstract

“…The first method to enhance the thermal stability of acrylic PSA is to improve the cohesion force through molecular design. A typical example is to suppress the mobility of acrylic polymer chains by a crosslinking reaction [ 8 , 9 , 10 , 11 ]. Chen et al designed a triazine heterocyclic monomer and copolymerized it with an acrylic monomer to prepare a crosslinked PSA tape to improve its heat resistance [ 9 ].…”

Section: Introductionmentioning

confidence: 99%

Enhanced Heat Resistance of Acrylic Pressure-Sensitive Adhesive by Incorporating Silicone Blocks Using Silicone-Based Macro-Azo-Initiator

et al. 2020

View full text Add to dashboard Cite

To improve the heat resistance of acrylic-based pressure-sensitive adhesive (PSA), silicone-block-containing acrylic PSAs (SPSAs) were synthesized using a polydimethylsiloxane (PDMS)-based macro-azo-initiator (MAI). To evaluate the heat resistance of the PSA films, the probe tack and 90° peel strength were measured at different temperatures. The acrylic PSA showed that its tack curves changed from balanced debonding at 25 °C to cohesive debonding at 50 °C and exhibited a sharp decrease. However, in the case of SPSA containing 20 wt% MAI (MAI20), the balanced debonding was maintained at 75 °C, and its tack value hardly changed with temperature. As the MAI content increased, the peel strength at 25 °C decreased due to the microphase separation between PDMS- and acryl-blocks in SPSA, but the shear adhesion failure temperature (SAFT) increased almost linearly from 41.3 to 122.8 °C. Unlike stainless steel substrate, SPSA showed improved peel strength on a polypropylene substrate due to its low surface energy caused by PDMS block. Owing to the addition of 20 wt% silicone-urethane dimethacrylate oligomer and 200 mJ/cm2 UV irradiation dose, MAI20 showed significantly increased 90° peel strength at 25 °C (548.3 vs. 322.4 gf/25 mm for pristine MAI20). Its heat resistance under shear stress assessed by shear adhesion failure test (SAFT) exhibited raising in failure temperature to 177.3 °C when compared to non-irradiated sample.

show abstract

“…S C H E M E 4 Synthesis routes of two kinds of vanillin-based epoxy resin alcohols was studied for its intrinsic flame retardancy and its use in Diels-Alder reaction to prepare high crosslinked polymers. 50,51 Liu and coworkers developed a method for toughening 2,5-furandimethanol-based epoxy resin by Diels-Alder reaction (Scheme 5), an 85% increment in impact strength was achieved. 52 In addition, because of the higher acidity of carboxylic acids, several methods have been developed to introduce epoxy groups into 2,5-furan dicarboxylic acid, such as the two-step strategy (allylation and epoxidation), 53 directly SN 2 initiation route, 54 and epichlorohydrin method under alkali condition.…”

Section: S C H E M E 3 Synthesis Routes Of Limonene-based Epoxy Monomersmentioning

confidence: 99%

“…Among them, furfural contains an aldehyde group, which is an electrophilic reaction site capable of reacting with phenolic compounds such as catechol to form polyphenol precursors, the glass modulus and T g of the as‐prepared epoxy reached 6.6 GPa and 100 °C or higher, respectively 49 . Epoxy resin from furan‐based alcohols was studied for its intrinsic flame retardancy and its use in Diels‐Alder reaction to prepare high crosslinked polymers 50,51 . Liu and coworkers developed a method for toughening 2,5‐furandimethanol‐based epoxy resin by Diels‐Alder reaction (Scheme 5), an 85% increment in impact strength was achieved 52 .…”

Section: Bio‐based Epoxy Resinmentioning

confidence: 99%

Recent development on bio‐based thermosetting resins

Liu

Zhang

Shun

et al. 2021

Journal of Polymer Science

View full text Add to dashboard Cite

Due to the rapid depletion of crude oil and serious environmental pollution, the synthesis of polymers from renewable resource is becoming more and more important. Up to now, a great variety of biomass and bio-based platform compounds have been taken to prepare the polymers. However, as two representative thermosetting resins, epoxy and benzoxazine resin derived from renewable feedstocks only obtain limited attention compared with the popular bio-based plastics, including PLA, PBAT and PHBV etc. The reason might be that the properties of previously reported thermosetting resins directly obtained from biomass are usually unsatisfied, and their application fields are limited. In this paper, the latest development on the synthesis of highperformance bio-based epoxy and polybenzoxazine resins are reviewed. In addition, to further broaden their applications, the functionalization strategies are also summarized. The objective of this work is to help us fully aware the present situation of bio-based thermosetting resins and then promote their faster development, especially practical application.

show abstract

Sustainable bio-based furan epoxy resin with flame retardancy

Abstract: A sugar-based bis-furan diepoxide (OmbFdE) was developed which imparted epoxy resins with excellent fire retardancy.

Cited by 66 publications

References 35 publications

Thermal and Fire Behavior of a Bio-Based Epoxy/Silica Hybrid Cured with Methyl Nadic Anhydride

Thermal and Fire Behavior of a Bio-Based Epoxy/Silica Hybrid Cured with Methyl Nadic Anhydride

Enhanced Heat Resistance of Acrylic Pressure-Sensitive Adhesive by Incorporating Silicone Blocks Using Silicone-Based Macro-Azo-Initiator

Recent development on bio‐based thermosetting resins

Contact Info

Product

Resources

About