Fully Biobased Composites of an Itaconic Acid Derived Unsaturated Polyester Reinforced with Cotton Fabrics

Dai, Zenghui; Yang, Zewen; Chen, Zhiwei; Zhao, Zhongxiang; Lou, Y.; Zhang, Yanyan; Liu, TianXing; Fu, Feiya; Fu, Yaqin; Liu, Xiangdong

doi:10.1021/acssuschemeng.8b03539

Cited by 45 publications

(30 citation statements)

References 64 publications

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“…It showed an isomorphic cocrystallization phenomenon in PBS-PBF block copolymers. As an economically viable renewable build unit, itaconic acid (IA), and its derivatives get more exploration [35,36,37]. Trotta, et al [3] reported a novel thermoplastic which was almost completely derived from IA while high atom economies and mild process conditions for reaction procedure indicates “green process”.…”

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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“…[ 7 ] Itaconic acid is considered as a renewable substitute to petroleum‐based acrylic acid and methacrylic acid and find applications in surfactants, [ 8,9 ] elastomers, [ 10,11 ] and so forth. [ 12–18 ] Itaconic acid is one of the 12 most promising bio‐based chemicals suggested by US Department of Energy. [ 19 ] The dialkyl esters of itaconic acid such as dimethyl itaconate (DMI), diethyl itaconate (DEI), and di( n ‐butyl) itaconate (DBI) ( Figure ) can be synthesized via one‐step simple esterification of itaconic acid with the corresponding alkyl alcohols (methanol, ethanol, and n ‐butanol).…”

Section: Figurementioning

confidence: 99%

Organocatalyzed Living Radical Polymerization of Itaconates and Self‐Assemblies of Rod−Coil Block Copolymers

Sarkar

Zheng

et al. 2020

Macromol. Rapid Commun.

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lengths and tend to behave as rod-like polymers. The rod-like conformation is of interest in fundamental and practical perspectives.Living radical polymerization, [22−25] also termed reversible−deactivation radical polymerization, was used for itaconates to synthesize well-defined polymers with predicted molar masses and narrow molar mass distributions. For example, atom transfer radical polymerization (ATRP) and reversible addition−fragmentation chain transfer (RAFT) polymerization of DMI, DBI, and dicyclohexyl itaconate successfully yielded polymers with low dispersity (Đ = M w /M n = 1.3−1.5), [26−28] where M n and M w are the number-and weight-average molar masses, respectively. Because the chain transfer to monomer is generally significant for itaconates at high temperatures, the Đ value tended to increase as the polymerization proceeded. [29,30] The polymerization was also slow because of their small propagation rate constants (due to the large steric hindrance) and typically ceased at moderate monomer conversions (up to 55%). [28] Nevertheless, these results elegantly opened up the use of the biorenewable itaconate monomers to yield structurally controlled polymers.Our research group developed an organocatalyzed living radical polymerization exploiting alkyl iodides (R-I) as initiating dormant species and organic molecules such as tetrabutylammonium iodide (BNI (A + Isalt)) as catalysts. [31−35] The polymer−iodide (polymer−I) dormant species and the catalyst (iodide anion I − in A + I − ) form a complex (polymer−I⋅⋅⋅I -), and the complex subsequently reversibly generates the propagating radical (polymer•) and A + I 2 • − (Scheme 1a). Because A + I 2 •− is not a stable radical, two A + I 2 •− species can undergo disproportionation to produce A + I − and A + I 3 − anions, which are stable species (Scheme 1b). A + I − acts as an activator, whereas A + I 3 acts as a deactivator (Scheme 1c). Polymer• can thus be deactivated by either A + I 2 •-(Scheme 1a) or A + I 3 -(Scheme 1c). This polymerization is termed as reversible complexation mediated polymerization (RCMP). RCMP is attractive for no use of special capping agents or metal catalysts, ease of operation, and applicability to a broad scope of monomers (i.e., methacrylates, acrylates, styrene, and acrylonitrile) and polymer designs. [36−39] The present work aimed to further expand the monomer scope of RCMP to itaconates, i.e., DMI, DEI, and DBI. The use of RCMP may enable the synthesis of those biorenewable polymers with controlled structures in a metal-free and sulfur-free condition. Organocatalyzed living radical polymerizations of itaconates are studied, yielding low-dispersity linear and star polymers (Đ = M w /M n = 1.28−1.46) up to M n = 20 000 and monomer conversion = 62%, where M n and M w are the number-and weight-average molar masses, respectively. The block polymerization with functional methacrylates, an acrylate, and styrene yields various rod−coil block copolymers. Linear A−B diblock, linear B−A−B triblock, and 3-arm star A−B diblock copol...

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“…It is an inevitable tendency to synthesize epoxy resin from bio‐renewable raw materials with low prices, non‐toxic and enhanced environment benefits. A wide range of renewable resources have been explored for constructing polymeric materials, such as vegetable oils, 14–16 rosin, 17,18 gallic acid, 19,20 ferulic acid, 21 itaconic acid, 22–24 lignin and derivatives, 25–28 furan‐based epoxy, 29,30 that have been investigated as sustainable alternatives to produce epoxy monomers. Although great progress has been made on the synthesis of epoxy from bio‐based feedstock, bio‐based epoxy resins are still in their infancy, the comprehensive performance of many bio‐based epoxy resins still need to be further improved.…”

Section: Introductionmentioning

confidence: 99%

High‐performance thermosets with tailored properties derived frommulti‐armstared vanillin and carbon fiber composites

Guo

Dong

et al. 2021

J of Applied Polymer Sci

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Vanillin, a rigid compound can be separated from lignin, is a promising sustainable candidate for industrial and high performance polymers, while synthesis of hexa-epoxies is challenging. Meanwhile, carbon fiber reinforced biobased polymers combining high performance are more difficult to be achieved because of the contradictions of liquidity and high rigidity in the polymer structure and performance. In this paper, a novel hexa-epoxy functionalized bio-based epoxy resin (HPVIGEP) with a multi-arm star structure, which simultaneously reduced the viscosity and improved thermo-mechanical properties. The rheological behavior analysis results of HPVIGEP indicated that the viscosity was 3406.9 mPaÁs at 25 C, which dramatically decreased by 75.8% compared to DGEBA (14,096 mPaÁs), leading to excellent processability and adaptability. At the same time, the study on mechanical properties revealed that the cured HPVIGEP manifested 30.6%, 33.7% and 49.0% in higher tensile strength, tensile modulus and storage modulus (30 C) than of cured commercial epoxy, respectively. The tensile strength and flexural strength of carbon fiber composites which were applied HPVIGEP were increased by 9.3% and 10.9%, respectively. In a word, this work provides the promise for the application of environmentally friendly bio-based composite materials.

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Fully Biobased Composites of an Itaconic Acid Derived Unsaturated Polyester Reinforced with Cotton Fabrics

Cited by 45 publications

References 64 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

Organocatalyzed Living Radical Polymerization of Itaconates and Self‐Assemblies of Rod−Coil Block Copolymers

High‐performance thermosets with tailored properties derived frommulti‐armstared vanillin and carbon fiber composites

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