Selective cleavage of ester linkages of anhydride-cured epoxy using a benign method and reuse of the decomposed polymer in new epoxy preparation

Liu, Tuan; Guo, Xiaolong; Liu, Wangcheng; Hao, Cheng; Wang, Liwei; Hiscox, William C.; Liu, Chengyun; Jin, Can; Xin, Junna; Zhang, Jinwen

doi:10.1039/c7gc01737e

Cited by 123 publications

(86 citation statements)

References 24 publications

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“…Nowadays, in view of the threat of environmental pollution and resource shortage to sustainable ecological construction, fully biobased and biodegradable materials becomes an urgent issue in both academic and industrial fields [1,2,3,4]. As a result of this increasing attention, numerous renewable polymers including thermoplastic [5], thermoset [6,7], and vitrimers [8,9] with multiple complex performance have been developed in order to replace traditional petroleum-based materials. Among these sustainable polymers, in view of the excellent biodegradability [10,11,12,13,14,15,16,17], poly(butylene succinate) (PBS) and its copolymers [18,19,20] are widely used in different fields such as agriculture [21,22], food packages [23], and hygiene products [24].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Properties of Biodegradable Poly(Butylene Succinate-co-Butylene 2-Methylsuccinate) and Application for Sustainable Release

et al. 2019

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A novel biobased and biodegradable polyester, i.e., poly(butylene succinate-co-butylene 2-methylsuccinate) (P(BS-BMS)) was synthesized by succinic acid (SA), 2-methylsuccinic acid (MSA), and 1,4-butanediol (BDO) via a typically two-step esterification and polycondensation procedure. The chemical structure and macromolecular weight of obtained copolymers were characterized by 1H NMR, 13C NMR, and GPC. The melting temperature and degree of crystallinity were also studied by DSC, and it was found that the values were gradually decreased with increasing of MSA content, while the thermal stability remained almost unchanged which was tested by TGA. In addition, the biodegradation rate of the P(BS-BMS) copolymers could be controlled by adjusting the ratio of SA and MSA, and such biodegradability could make P(BS-BMS) copolymers avoid microplastic pollution which may be brought to the environment for applications in agricultural field. When we applied P(BS-BMS) copolymers as pesticide carriers which were prepared by premix membrane emulsification (PME) method for controlling Avermectin delivery, an improvement of dispersion and utilization of active ingredient was obviously witnessed. It showed a burst release process first followed by a sustained release of Avermectin for a long period, which had a great potential to be an effective and environmental friendly pesticide-release vehicle.

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Section: Introductionmentioning

confidence: 99%

Synthesis, Properties of Biodegradable Poly(Butylene Succinate-co-Butylene 2-Methylsuccinate) and Application for Sustainable Release

et al. 2019

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“…High performance thermosetting resins, such as vinyl ester resins, 1,2 unsaturated polyester resins, 3 and epoxy resins, 4,5 to name a few, are widely used as matrices for ber reinforced composites, owing to their outstanding thermal-mechanical properties, easy processability, light weight, and relatively low cost. However, these resins are non-degradable, difficult to recycle, and derived from nonrenewable fossil fuels, leading to serious challenge aer their service life by putting heavy burden on the environment.…”

Section: Introductionmentioning

confidence: 99%

Bio-based reactive diluents as sustainable replacements for styrene in MAESO resin

Zhang

Thakur

et al. 2018

RSC Adv.

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Four different biorenewable methacrylated/acrylated monomers, namely, methacrylated fatty acid (MFA), methacrylated eugenol (ME), isobornyl methacrylate (IM), and isobornyl acrylate (IA) were employed as reactive diluents (RDs) to replace styrene (St) in a maleinated acrylated epoxidized soybean oil (MAESO) resin to produce bio-based thermosetting resins using free radical polymerization. The curing kinetics, gelation times, double bond conversions, thermal-mechanical properties, and thermal stabilities of MAESO-RD resin systems were characterized using DSC, rheometer, FT-IR, DMA, and TGA. The results indicate that all four RD monomers possess high bio-based carbon content (BBC) ranging from 63.2 to 76.9% and low volatilities (less than 7 wt% loss after being held isothermally at 30 C for 5 h). Moreover, the viscosity of the MAESO-RD systems can be tailored to acceptable levels to fit the requirements for liquid molding techniques. Because of the introduction of RDs to the MAESO resin, the reaction mixtures showed an improved reactivity and an accelerated reaction rate. FT-IR results showed that almost all the C]C double bonds within MAESO-RD systems were converted. The glass transition temperatures (T g ) of the MAESO-RDs ranged from 44.8 to 100.8 C, thus extending the range of application. More importantly, the T g of MAESO-ME resin (98.1 C) was comparable to that of MAESO-St resin (100.8 C).Overall, this work provided four potential RDs candidates to completely replace styrene in the MAESO resin, with the ME monomer being the most promising one.

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“…The broadening of peaks at 2164 and 1030 cm −1 implied that the titanate group reacted with –OH group of EP to form cross-linking structures by ether linkages. 22,23 In Figure 2(d), the absorption peak at around 2437 cm −1 , which is attributed to P–H bond in DOPO, disappeared in both EP/DOPO (Figure 2(e)) and EP/Ti/DOPO (Figure 2(f)). However, the bending vibration absorption peaks of C–H of aromatic ring in DOPO at 757 cm −1 were observed in EP/DOPO and EP/Ti/DOPO, meaning that DOPO had reacted with EP through P–H functional bond.…”

Section: Resultsmentioning

confidence: 98%

Improving the flame retardancy and thermal property of organotitanate-modified epoxy resin for electronic application via a simple method

Zeng

Chen

et al. 2017

High Performance Polymers

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The development of halogen-free epoxy resins (EPs) has become a major concern in the field of electronic packaging materials because flame retardants containing halogen release toxic chemicals during combustion. In this article, a type of modified EP possessing multiple functionalities, including high flame retardancy and thermal property as well as low hygroscopicity, was prepared via a simple method by taking advantage of synergistic effects of organotitanate and 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide (DOPO). The mechanical and thermal properties of the as-prepared EP/titanium (Ti)/DOPO system were characterized by dynamic mechanical analysis, glass transition temperature, differential scanning calorimetry, and so on. The results showed that the incorporation of organotitanate and DOPO into EP can not only enhance the decomposition temperature and residual char but also increase the glass transition temperature and limiting oxygen index (LOI) value. The EP/Ti/DOPO system reached UL94 V-0 rating with an LOI of 34.7%. Compared to pure epoxy, the peak heat release rate, heat release capacity, and total heat release of EP/Ti/DOPO were decreased by 33.3%, 35.1%, and 16.7%, respectively.

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Selective cleavage of ester linkages of anhydride-cured epoxy using a benign method and reuse of the decomposed polymer in new epoxy preparation

Abstract: This work offers a successful loop-closing strategy for increasing the sustainability and lowering the manufacturing cost of epoxy materials.

Cited by 123 publications

References 24 publications

Synthesis, Properties of Biodegradable Poly(Butylene Succinate-co-Butylene 2-Methylsuccinate) and Application for Sustainable Release

Synthesis, Properties of Biodegradable Poly(Butylene Succinate-co-Butylene 2-Methylsuccinate) and Application for Sustainable Release

Bio-based reactive diluents as sustainable replacements for styrene in MAESO resin

Improving the flame retardancy and thermal property of organotitanate-modified epoxy resin for electronic application via a simple method

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