Refining plant oils and sugars to platform chemicals, monomers, and polymers

Pandey, Swechchha; Rajput, Bhausaheb S.; Chikkali, Samir H.

doi:10.1039/d1gc00955a

Cited by 29 publications

(24 citation statements)

References 203 publications

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“…A monomeric unit of carbohydrate (glucose or mannose) can be hydrogenated to produce sorbitol and mannitol. Subsequent double dehydration of sorbitol and mannitol leads to three main 1,4:3,6-dianhydrohexitol isomers (isohexides), namely isosorbide, isoidide, and isomannide, differing on the relative position of the two hydroxyl groups with respect to the “V-shaped” tetrahydrofuran dimer ( Figure 8 ) [ 143 ]. The application of these and other sugars monomers in polymer synthesis was thoroughly discussed in a comprehensive review published by Galbis and coworkers a few years ago [ 144 ] and recently updated with a particular focus on pharmaceutical applications [ 145 ].…”

Section: Broadening the Horizon: Bio-based Routes For Original Polymersmentioning

confidence: 99%

“…As for their good biocompatibility potential, isohexide-based polymers are often considered to be applied in biomedical systems [ 144 ]. However, other applications may be possible, mainly due to the stiff character of such structures, which allows tuning the properties of the final materials as a function of the comonomer used in their polycondensations [ 6 , 143 , 144 , 145 , 146 ].…”

Section: Broadening the Horizon: Bio-based Routes For Original Polymersmentioning

confidence: 99%

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Monomers and Macromolecular Materials from Renewable Resources: State of the Art and Perspectives

Gandini

Lacerda

2021

Molecules

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A progressively increasing concern about the environmental impacts of the whole polymer industry has boosted the design of less aggressive technologies that allow for the maximum use of carbon atoms, and reduced dependence on the fossil platform. Progresses related to the former approach are mostly based on the concept of the circular economy, which aims at a thorough use of raw materials, from production to disposal. The latter, however, has been considered a priority nowadays, as short-term biological processes can efficiently provide a myriad of chemicals for the polymer industry. Polymers from renewable resources are widely established in research and technology facilities from all over the world, and a broader consolidation of such materials is expected in a near future. Herein, an up-to-date overview of the most recent and relevant contributions dedicated to the production of monomers and polymers from biomass is presented. We provide some basic issues related to the preparation of polymers from renewable resources to discuss ongoing strategies that can be used to achieve original polymers and systems thereof.

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Section: Broadening the Horizon: Bio-based Routes For Original Polymersmentioning

confidence: 99%

Section: Broadening the Horizon: Bio-based Routes For Original Polymersmentioning

confidence: 99%

Monomers and Macromolecular Materials from Renewable Resources: State of the Art and Perspectives

Gandini

Lacerda

2021

Molecules

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“…Inevitably, several reviews highlight the importance of isosorbide in the field of polymer chemistry and materials science. [ 5 ] Nevertheless, the direct use of isosorbide in step‐growth polymerization is still challenging due to the low and disparate reactivity of the secondary hydroxyl groups. Thus, novel synthetic approaches that circumvent the hydroxyl group reactivity issue are of major interest for the preparation of tailored polymers.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Novel Isosorbide‐Based Polyester Derivatives Decorated with α‐Acyloxy Amides

Döpping

Kern

Rotter

et al. 2022

Macro Chemistry & Physics

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The synergy of multicomponent reactions (MCRs) and metathesis chemistry is applied for the synthesis of bio‐based functional isosorbide polymers (i.e., polyesters) decorated with α‐acyloxy amide motif. The chemical structure of the polyesters that are not accessible by any other conventional methodologies is characterized in‐depth via nuclear magnetic resonance, size‐exclusion chromatography, and attenuated total reflectance infrared spectroscopy. It is also observed that the “biomass‐derived” carbon % of the polymers varied between 66.2 and 76.9. Moreover, the thermal properties of the novel isosorbide‐based polymers are investigated via thermogravimetric analysis and differential scanning calorimetry, revealing that the polymers are in the amorphous state, identified by the glass transition temperature (Tg) values below the human body temperature. The mechanical properties and the biocompatibility of the functional novel polyester derivative with the highest “biomass‐derived” carbon % are evaluated via dynamic mechanical analysis and cytotoxicity test. The exemplary polymer is biocompatible with chondrocyte cells in the conditions used in the tests. In summary, the complementary nature of isosorbide derivatives with MCRs and metathesis chemistry is utilized to illustrate the potential utility of isosorbide as a building block for polymers with prospective biomedical application (namely, as novel cartilage materials).

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“…Not only does the production of polymeric materials consume depleting crude-oil resources, but also most of discarded polymeric materials are posing threats to human health and the environment. In contrast, sustainable polymeric materials from renewable biomass, which act as an alternative to replace petroleum-based counterparts, have attracted tremendous attention from both academic and industrial fields. − Renewable biomass feedstocks, including natural polymers ( e.g., cellulose, , hemicellulose, lignin, and so on) and molecular biomass ( e.g., plant oils, − terpene, isosorbide, , and so on), are good candidates for polymeric material designs. On account of numerous functional moieties and tailorable architectures of molecular biomass, synthetic polymeric materials from them are highly desired and promising to complement with or even surrogate petroleum-based ones.…”

Section: Introductionmentioning

confidence: 99%

“…Plant oils, as a kind of molecular biomass, are considered as an important renewable raw materials in chemical industries due to their low costs and good renewability. , Plant oils mainly consisting of triglycerides with long-chain fatty acids are widely utilized to prepare surfactants, cosmetic products, and lubricants . Additionally, plant oils and their derivatives have also been leveraged to effectively produce polymeric materials, including bio-based plastics, , thermoplastic elastomers, and adhesives. ,, However, two key issues need to be addressed for achieving the potential applicability of plant oil-based polymers.…”

Section: Introductionmentioning

confidence: 99%

Strong and UV-Responsive Plant Oil-Based Ethanol Aqueous Adhesives Fabricated Via Surfactant-free RAFT-Mediated Emulsion Polymerization

Yan

Wang

et al. 2021

ACS Sustainable Chem. Eng.

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Biomass-based polymeric materials have recently garnered a lot of attention from both academic and industrial realms, owing to their important roles for addressing environmental issues and achieving sustainable developments. As one of the cheapest and most widely available biomass feedstock, plant oils are promising to produce polymeric materials for replacing petroleum-based counterparts. However, there is lack of a green and highly effective method to prepare outstanding plant oil-based polymeric materials, limiting their potential applicability. In this work, surfactant-free RAFT-mediated emulsion polymerization was explored for the fabrication of plant oil-based ethanol aqueous adhesives. A series of plant oil-based ethanol aqueous adhesives have been successfully fabricated by introducing thymine-containing monomers to tackify the adhesives. The obtained ethanol aqueous adhesives showcase outstanding adhesive properties for distinct substrates and tunable adhesive performance upon UV irradiation. This work highlights that surfactant-free RAFT-mediated emulsion polymerization is a straightforward and feasible approach to fabricate prominent polymeric materials including adhesives or coatings from biomass feedstock such as plant oils.

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Refining plant oils and sugars to platform chemicals, monomers, and polymers

Abstract: As fossil resources continue to dwindle and environmental concerns magnify, finding sustainable alternatives is the only way out to mitigate resource availability and de-risk the planet. The principles of Green...

Cited by 29 publications

References 203 publications

Monomers and Macromolecular Materials from Renewable Resources: State of the Art and Perspectives

Monomers and Macromolecular Materials from Renewable Resources: State of the Art and Perspectives

Synthesis and Characterization of Novel Isosorbide‐Based Polyester Derivatives Decorated with α‐Acyloxy Amides

Strong and UV-Responsive Plant Oil-Based Ethanol Aqueous Adhesives Fabricated Via Surfactant-free RAFT-Mediated Emulsion Polymerization

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