Plant‐Oil‐Based Polyamides and Polyurethanes: Toward Sustainable Nitrogen‐Containing Thermoplastic Materials

Meier, Michael

doi:10.1002/marc.201800524

Cited by 64 publications

(40 citation statements)

References 100 publications

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“…Plant oil-derived fatty acids are highly valuable building blocks and are frequently used as renewable resources for the synthesis of thermoplastics/thermosets (Meier, 2018). Their long aliphatic chain and their double bond(s) allow a wide number of chemical modifications and provide materials with tunable properties, such as glass transition temperature ( T g ), chemical resistance, (bio)degradability, and adhesion strength.…”

Section: Introductionmentioning

confidence: 99%

Preparation of Renewable Epoxy-Amine Resins With Tunable Thermo-Mechanical Properties, Wettability and Degradation Abilities From Lignocellulose- and Plant Oils-Derived Components

et al. 2019

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One-hundred percent renewable triphenol—GTF—(glycerol trihydroferulate) and novel bisphenols—GDF x –(glycerol dihydroferulate) were prepared from lignocellulose-derived ferulic acid and vegetal oil components (fatty acids and glycerol) using highly selective lipase-catalyzed transesterifications. Estrogenic activity tests revealed no endocrine disruption for GDF x bisphenols. Triethyl-benzyl-ammonium chloride (TEBAC) mediated glycidylation of all bis/triphenols, afforded innocuous bio-based epoxy precursors GDF x EPO and GTF-EPO. GDF x EPO were then cured with conventional and renewable diamines, and some of them in presence of GTF-EPO. Thermo-mechanical analyses (TGA, DSC, and DMA) and degradation studies in acidic aqueous solutions of the resulting epoxy-amine resins showed excellent thermal stabilities ( T d 5% = 282–310°C), glass transition temperatures ( T g ) ranging from 3 to 62°C, tunable tan α, and tunable degradability, respectively. It has been shown that the thermo-mechanical properties, wettability, and degradability of these epoxy-amine resins, can be finely tailored by judiciously selecting the diamine nature, the GTF-EPO content, and the fatty acid chain length.

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Section: Introductionmentioning

confidence: 99%

Preparation of Renewable Epoxy-Amine Resins With Tunable Thermo-Mechanical Properties, Wettability and Degradation Abilities From Lignocellulose- and Plant Oils-Derived Components

et al. 2019

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“…Recently, bio-based ways to synthesize caprolactam starting from glucose and fructose via hydroxymethylfurfural (HMF) have been described 4,5 . Due to the increasing awareness of dwindling fossil resources and environmental problems that arise using fossil oil as basis for plastics, alternative monomer resources for polymers in general and for polyamides specifically have become a major focus of research [6][7][8][9][10][11][12][13][14][15][16][17][18][19] . Sustainable monomer sources can be serious alternatives to fossil oil, as demonstrated by the commercially available bio-based polyamides PA1010, PA11, or PA410.…”

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confidence: 99%

Biobased chiral semi-crystalline or amorphous high-performance polyamides and their scalable stereoselective synthesis

et al. 2020

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The use of renewable feedstock is one of the twelve key principles of sustainable chemistry. Unfortunately, bio-based compounds often suffer from high production cost and low performance. To fully tap the potential of natural compounds it is important to utilize their functionalities that could make them superior compared to fossil-based resources. Here we show the conversion of (+)-3-carene, a by-product of the cellulose industry into ε-lactams from which polyamides. The lactams are selectively prepared in two diastereomeric configurations, leading to semi-crystalline or amorphous, transparent polymers that can compete with the thermal properties of commercial high-performance polyamides. Copolyamides with caprolactam and laurolactam exhibit an increased glass transition and amorphicity compared to the homopolyamides, potentially broadening the scope of standard polyamides. A fourstep one-vessel monomer synthesis, applying chemo-enzymatic catalysis for the initial oxidation step, is established. The great potential of the polyamides is outlined.

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“…castor oil, sunflower oil). 104 Waste proteins also constitute interesting raw materials for producing novel bio-based materials. For example, large amounts of waste keratin are available from wool, hair and chicken feathers.…”

Section: Figmentioning

confidence: 99%

Green chemistry and the plastic pollution challenge: towards a circular economy

2020

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Plant‐Oil‐Based Polyamides and Polyurethanes: Toward Sustainable Nitrogen‐Containing Thermoplastic Materials

Cited by 64 publications

References 100 publications

Preparation of Renewable Epoxy-Amine Resins With Tunable Thermo-Mechanical Properties, Wettability and Degradation Abilities From Lignocellulose- and Plant Oils-Derived Components

Preparation of Renewable Epoxy-Amine Resins With Tunable Thermo-Mechanical Properties, Wettability and Degradation Abilities From Lignocellulose- and Plant Oils-Derived Components

Biobased chiral semi-crystalline or amorphous high-performance polyamides and their scalable stereoselective synthesis

Green chemistry and the plastic pollution challenge: towards a circular economy

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