Condensation Polymers from Tetra-O-acetylgalactaroyl Dichloride and Diamines<sup>1,2</sup>

Wolfrom, M. L.; Toy, Madeline S.; Chaney, Alan

doi:10.1021/ja01556a041

Cited by 19 publications

(6 citation statements)

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“…Their chemical nature and renewable origin make them promising candidates as monomers or building blocks for the synthesis of biobased polymers, particularly hydroxylated polyesters and polyamides [156,157]. In terms of environmental impact, these compounds have garnered significant attention due to the renewable nature of the carbohydrate backbone of the monomer unit and their high degradability in soil, especially when compared with traditional nylons or poly(ethylene terephthalate) [158,159].…”

Section: Polyhydroxy Polyamidesmentioning

confidence: 99%

Embracing Sustainability: The World of Bio-Based Polymers in a Mini Review

Righetti,

Faedi,

Famulari

2024

Polymers

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The proliferation of polymer science and technology in recent decades has been remarkable, with synthetic polymers derived predominantly from petroleum-based sources dominating the market. However, concerns about their environmental impacts and the finite nature of fossil resources have sparked interest in sustainable alternatives. Bio-based polymers, derived from renewable sources such as plants and microbes, offer promise in addressing these challenges. This review provides an overview of bio-based polymers, discussing their production methods, properties, and potential applications. Specifically, it explores prominent examples including polylactic acid (PLA), polyhydroxyalkanoates (PHAs), and polyhydroxy polyamides (PHPAs). Despite their current limited market share, the growing awareness of environmental issues and advancements in technology are driving increased demand for bio-based polymers, positioning them as essential components in the transition towards a more sustainable future.

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Section: Polyhydroxy Polyamidesmentioning

confidence: 99%

Embracing Sustainability: The World of Bio-Based Polymers in a Mini Review

Righetti,

Faedi,

Famulari

2024

Polymers

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“…Because hexaric acids have four stereochemically diverse secondary hydroxy groups and two carboxyl groups, they have been studied since the 1950s as platform chemicals for producing chelating agents and corrosion inhibitors [10,11,12,13,14,15,16,17,18,19,20,21], precursors for polyamides [22,23,24,25,26,27,28,29,30,31,32,33,34,35,36], polyesters [37,38,39,40,41], polyanhydrides [42], polycations [43], coordination polymers including metal–organic frameworks [44,45,46,47,48], pendant polymers [49], macromolecules [50,51], cross-linkers in hydrogels [52], medicines [8,9,10,11,49,51,53], and other compounds including platform chemicals, like adipic acid and furan dicarboxylic acid [54,55,56,57,58,59,60,61,62].…”

Section: Applications Of Hexaric Acidsmentioning

confidence: 99%

“…The use of hexaric acids as monomers produces polycondensates that are nontoxic, biodegradable, and more hydrophilic than those derived from petrochemicals [36]. Research on polyamide syntheses derived from hexaric acids started in the 1950s [22] and continues, particularly in the laboratory of Kiely. This group has synthesized polyamides from three monomers, d -glucaric acid, meso -galactaric acid, and d -mannaric acid, to investigate the influence of stereochemistry on the physical properties of polymers [31].…”

Section: Applications Of Hexaric Acidsmentioning

confidence: 99%

Production of Hexaric Acids from Biomass

Sakuta

Nakamura

2019

IJMS

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Sugar acids obtained by aldohexose oxidation of both the terminal aldehyde group and the hydroxy group at the other end to carboxyl groups are called hexaric acids (i.e., six-carbon aldaric acids). Because hexaric acids have four secondary hydroxy groups that are stereochemically diverse and two carboxyl groups, various applications of these acids have been studied. Conventionally, hexaric acids have been produced mainly by nitric acid oxidation of aldohexose, but full-scale commercialization has not been realized; there are many problems regarding yield, safety, environmental burden, etc. In recent years, therefore, improvements in hexaric acid production by nitric acid oxidation have been made, while new production methods, including biocatalytic methods, are actively being studied. In this paper, we summarize these production methods in addition to research on the application of hexaric acids.

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“…Polyamides are among the most extensively studied classes of sugar acid-based polymers since condensation polymerization can be carried out without protection chemistry. Pioneering work in this area was conducted in the 1950s by Wolfrom et al (1958), and more extensive Table 3. Examples of current and potential applications of sugar acids.…”

Section: Sugar Acids In Synthetic Polymersmentioning

confidence: 99%

Production and applications of carbohydrate-derived sugar acids as generic biobased chemicals

Mehtiö

Toivari

Wiebe

et al. 2015

Critical Reviews in Biotechnology

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This review considers the chemical and biotechnological synthesis of acids that are obtained by direct oxidation of mono- or oligosaccharide, referred to as sugar acids. It focuses on sugar acids which can be readily derived from plant biomass sources and their current and future applications. The three main classes of sugar acids are aldonic, aldaric and uronic acids. Interest in organic acids derived from sugars has recently increased, as part of the interest to develop biorefineries which produce not only biofuels, but also chemicals to replace those currently derived from petroleum. More than half of the most desirable biologically produced platform chemicals are organic acids. Currently, the only sugar acid with high commercial production is d-gluconic acid. However, other sugar acids such as d-glucaric and meso-galactaric acids are being produced at a lower scale. The sugar acids have application as sequestering agents and binders, corrosion inhibitors, biodegradable chelators for pharmaceuticals and pH regulators. There is also considerable interest in the use of these molecules in the production of synthetic polymers, including polyamides, polyesters and hydrogels. Further development of these sugar acids will lead to higher volume production of the appropriate sugar acids and will help support the next generation of biorefineries.

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Condensation Polymers from Tetra-O-acetylgalactaroyl Dichloride and Diamines^1,2

Cited by 19 publications

References 0 publications

Embracing Sustainability: The World of Bio-Based Polymers in a Mini Review

Embracing Sustainability: The World of Bio-Based Polymers in a Mini Review

Production of Hexaric Acids from Biomass

Production and applications of carbohydrate-derived sugar acids as generic biobased chemicals

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Condensation Polymers from Tetra-O-acetylgalactaroyl Dichloride and Diamines1,2

Cited by 19 publications

References 0 publications

Embracing Sustainability: The World of Bio-Based Polymers in a Mini Review

Embracing Sustainability: The World of Bio-Based Polymers in a Mini Review

Production of Hexaric Acids from Biomass

Production and applications of carbohydrate-derived sugar acids as generic biobased chemicals

Contact Info

Product

Resources

About

Condensation Polymers from Tetra-O-acetylgalactaroyl Dichloride and Diamines^1,2