Design, Preparation, and Evaluation of a Novel Elastomer with Bio-Based Diethyl Itaconate Aiming at High-Temperature Oil Resistance

Yang, Hui; Ji, Haijun; Zhou, Xinxin; Lei, Weiwei; Zhang, Liqun; Wang, Runguo

doi:10.3390/polym11111897

Cited by 10 publications

(12 citation statements)

References 42 publications

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“…210 A novel itaconate rubber poly (diethyl itaconate-cobutyl acrylate-co-ethyl acrylate-co-glycidyl methacrylate) (PDEBEG) is prepared via redox emulsion polymerization (Figure 21). 212 The PDEBEG/CB composites have good mechanical properties, and their tensile strength, and elongation at break can reach up to 14.5 MPa and 305%, respectively. After immersion in ASTM oil at 150 • C for 72 h, 50 to 80% of the mechanical properties of the PDEBEG/CB composites are retained.…”

Section: Bio-based Elastomers Based On Itaconic Acidmentioning

confidence: 99%

“…This problem is solved by a strategy that itaconic acid is esterified with an alcohol and the resulting itaconic ester is then copolymerized with olefins to obtain elastomers. [210][211][212][213][214][215][216][217][218][219][220][221][222] The properties of the elastomers depend, among on other parameters, on the length of the alkyl of the alcohol used. For example, the glass transition temperature of poly(di-n-alkyl itaconate-isoprene) rubber (PDAII) decreases with increasing the alkyl length.…”

Section: Bio-based Elastomers Based On Itaconic Acidmentioning

confidence: 99%

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Current trends in bio‐based elastomer materials

Tang

Wang

et al. 2022

SusMat

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Elastomers play an irreplaceable role in our society due to their unique properties. Natural rubber is directly obtained from plants and is widely used in tires, shoes, etc. Recently, modified natural rubbers are proposed to expand the application of natural rubber. However, these natural rubbers have a limited variety of molecular structures and may not be able to meet ever-demanding applications. Traditional synthetic elastomers have a variety of molecular structures and their properties are used in various fields, but mainly originate from fossil resources. This review deals with bio-based elastomers, and more specifically natural rubber and bio-based synthetic elastomers. Based on reprocessability, bio-based elastomers can also be divided into bio-based chemically cross-linked ones and thermoplastic ones. Compared to traditional fossil-based elastomers, bio-based ones may alleviate environmental pollution and promote the sustainable development of the elastomer industry. K E Y W O R D Sbio-based elastomers, chemically cross-linked, natural rubber, synthetic rubber INTRODUCTIONElastomers are polymeric materials possessing low modulus and high elasticity, and can rapidly recover their orig-This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.

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Section: Bio-based Elastomers Based On Itaconic Acidmentioning

confidence: 99%

Section: Bio-based Elastomers Based On Itaconic Acidmentioning

confidence: 99%

Current trends in bio‐based elastomer materials

Tang

Wang

et al. 2022

SusMat

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“…[ 377 ] These controlled radical polymerization methods are often employed to prepare well‐defined block copolymers, but it is worth mentioning that itaconates have also been randomly copolymerized with isoprene or myrcene to yield biobased elastomers with improved properties. [ 378–380 ]…”

Section: Polymerization Of (Meth)acrylic Monomers and Analogsmentioning

confidence: 99%

Production and Polymerization of Biobased Acrylates and Analogs

Fouilloux

Thomas

2021

Macromol. Rapid Commun.

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To prepare biobased polymers, particular attention must be paid to the obtention of the monomers from which they are derived. (Meth)acrylates and their analogs constitute such a class of monomers that have been extensively studied due to the wide range of polymers accessible from them. This review therefore aims to highlight the progresses made in the production and polymerization of (meth)acrylates and their analogs. Acrylic acid production from biomass is close to commercialization, as three different high‐potential intermediates are identified: glycerol, lactic acid, and 3‐hydroxypropionic acid. Biobased methacrylic acid is less common, but several promising options are available, such as the decarboxylation of itaconic acid or the dehydration of 2‐hydroxyisobutyric acid. Itaconic acid is also a vinylic monomer of great interest, and polymers derived from it have already found commercial applications. Methylene butyrolactones are promising monomers, obtained from bioresources via three different intermediates: levulinic, succinic, or itaconic acid. Although expensive, methylene butyrolactones have a strong potential for the production of high‐performance polymers. Finally, β‐substituted acrylic monomers, such as cinnamic, fumaric, muconic, or crotonic acid, are also examined, as they provide an original access to biobased materials from various renewable raw materials, such as protein waste, lignin, or wastewater.

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“…Its performance is better than that of commercially available NBR 240S, because diethyl itaconate has a higher ester group density . After that, a saturated biobased elastomer with diethyl itaconate as the main monomer was prepared for use in higher temperature oil-resistant places . In this work, ethyl acrylate and methoxyethyl acrylate were selected as commonly used monomers for the synthesis of acrylate rubbers to balance the mechanical properties, temperature resistance, and oil resistance.…”

Section: Introductionmentioning

confidence: 99%

“…40 After that, a saturated biobased elastomer with diethyl itaconate as the main monomer was prepared for use in higher temperature oilresistant places. 41 In this work, ethyl acrylate and methoxyethyl acrylate were selected as commonly used monomers for the synthesis of acrylate rubbers to balance the mechanical properties, temperature resistance, and oil resistance. Itaconate/acrylate oil-resistant rubbers were prepared by redoxinitiated emulsion polymerization of biobased itaconate monomer and traditional acrylate monomers.…”

Section: ■ Introductionmentioning

confidence: 99%

Acrylic Nanocomposites Modified by Biobased Itaconates: Mechanical Properties, Oil Resistance, and Heat Resistance

Yang

et al. 2022

Ind. Eng. Chem. Res.

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Poly(ethyl acrylate-co-methoxyethyl acrylate-co-dialkyl itaconate-co-vinyl chloroacetate)s (PEMDAVs) were synthesized by redox initiated emulsion polymerization of ethyl acrylate, methoxyethyl acrylate, vinyl chloroacetate, and biobased dialkyl itaconate as a modified monomer. The molecular weight of the synthesized PEMDAVs was in the range of 337 000 and 346 000 g/mol, which was higher than that of the unmodified polymer PEMV. The structure and thermal performance of PEMV and PEMDAVs was determined by 1H nuclear magnetic resonance, differential scanning calorimetry, and thermogravimetric analysis. Carbon black (CB) was used as a filler to enhance the PEMV and PEMDAVs. Mechanical properties of PEMDAVs/CB nanocomposites got improved compared with PEMV/CB nanocomposite. In addition, we analyzed the effect of biobased monomer itaconate with different side chain length on the mechanical properties and oil resistance. It is worth noting that PEMDMV/CB with dimethyl itaconate content exhibited great heat oil resistance in ASTM #3 oil at 150 °C or even 175 °C. This work is expected to not only prepare excellent mechanical properties and oil-resistance elastomers but also provide some guidelines for the modified traditional rubber with biobased monomers.

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Design, Preparation, and Evaluation of a Novel Elastomer with Bio-Based Diethyl Itaconate Aiming at High-Temperature Oil Resistance

Cited by 10 publications

References 42 publications

Current trends in bio‐based elastomer materials

Current trends in bio‐based elastomer materials

Production and Polymerization of Biobased Acrylates and Analogs

Acrylic Nanocomposites Modified by Biobased Itaconates: Mechanical Properties, Oil Resistance, and Heat Resistance

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