Hydrogenation of Succinimide to 2-Pyrrolidone Over Solid Catalysts

Tanielyan, Setrak K.; More, Santosh R.; Augustine, Robert L.; Tosukhowong, Thidarat; Ozmeral, Cenan; Roffi, Kirk; Shmorhun, Mark; Glas, Joseph

doi:10.1007/s11244-014-0336-y

Cited by 5 publications

(5 citation statements)

References 9 publications

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“…Nylon 4, from the five-membered lactam (5-LM), or 2-pyrrolidone, has attractive textile properties and sustainability aspects including the ability to be biosourced, − biodegradability, − and chemical recyclability, , but it suffers in performance. Owing to a low T c of ∼70 °C in the bulk state, the material undergoes concurrent melting and degradation (depolymerization), impeding melt processing.…”

Section: Introductionmentioning

confidence: 99%

Redesigned Hybrid Nylons with Optical Clarity and Chemical Recyclability

et al. 2022

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Aliphatic polyamides, or nylons, are typically highly crystalline and thermally robust polymers used in high-performance applications. Nylon 6, a high-ceiling-temperature (HCT) polyamide from ε-caprolactam, lacks expedient chemical recyclability, while low-ceiling temperature (LCT) nylon 4 from pyrrolidone exhibits complete chemical recyclability, but it is thermally unstable and not melt-processable. Here, we introduce a hybrid nylon, nylon 4/6, based on a bicyclic lactam composed of both HCT ε-caprolactam and LCT pyrrolidone motifs in a hybridized offspring structure. Hybrid nylon 4/6 overcomes trade-offs in (de)polymerizability and performance properties of the parent nylons, exhibiting both excellent polymerization and facile depolymerization characteristics. This stereoregular polyamide forms nanocrystalline domains, allowing optical clarity and high thermal stability, however, without displaying a melting transition before decomposition. Of a series of statistical copolymers comprising nylon 4/6 and nylon 4, a 50/50 copolymer achieves the greatest synergy in both reactivity and polymer properties of each homopolymer, offering an amorphous nylon with favorable properties, including optical clarity, a high glass transition temperature, melt processability, and full chemical recyclability.

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Section: Introductionmentioning

confidence: 99%

Redesigned Hybrid Nylons with Optical Clarity and Chemical Recyclability

et al. 2022

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“…The technology required to carry out these transformations would be similar to that applied to petrochemical maleic anhydride to produce the same family of products (Cok et al, 2014; Delhomme et al, 2009; Hafyan et al, 2020). Another potential use involving succinic acid is the generation of pyrrolidone and N ‐methylpyrrolidone compounds with industrial application as solvents (Tanielyan et al, 2014). Other fields for using succinic acid encompass the production of polymers, particularly polyesters, intended to replace adipic acid (Bechthold et al, 2008).…”

Section: Building Blocks and Chemicals Derived From Carbohydratesmentioning

confidence: 99%

Surfactants produced from carbohydrate derivatives: A review of the biobased building blocks used in their synthesis

Ortiz

Alvarado

Zambrano³

et al. 2022

J Surfact & Detergents

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This work reviews the use of carbohydrates and their derivatives as renewable raw materials in the production of surfactants. Methods to attain state‐of‐the‐art carbohydrate‐derived surfactants are described. This includes surfactants widely used nowadays and others that have not yet transcended beyond the academic field. Given the abundance of hydroxyl groups in carbohydrates and the considerable quantity of different surfactant structures that can be generated during their synthesis, selectively obtaining a target product represents a challenge. Therefore, this work focuses on the platform chemicals available to synthesize biobased surfactants. The first part of the review comprises a brief introduction of simple and complex carbohydrates to better understand their chemistry. Then, a description of the processes to obtain biobased building blocks derived from carbohydrates according to the National Renewable Energy Laboratory (NREL, USA), and their usefulness in synthesizing surfactants is presented. This provides an organized inventory of the knowledge around the synthesis–production of surfactants from carbohydrate derivatives, emphasizing raw materials that could be inserted into the circular bioeconomy concept. Finally, the current industry trends and the potential role of biobased surfactants around new dioxane regulations are discussed.

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“…The selective reduction of carbonyl group by means of heterogeneous catalysts is an essential step in industrial organic chemistry. , Acetophenone (AP) is one of the interesting compounds because its hydrogenation pathway gives a variety of products and byproducts due to the consecutive and competitive hydrogenation of the aromatic ring and the carbonyl function. Thus, it has become an ideal model compound for chemoselective hydrogenation reactions.…”

Section: Introductionmentioning

confidence: 99%

Effect of Supercritical CO₂ as Reaction Medium for Selective Hydrogenation of Acetophenone to 1-Phenylethanol

Yadav

2018

ACS Omega

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1-Phenylethanol (PhE) is widely employed in the pharmaceutical industry as an anti-inflammatory and analgesic drug, as well as in chewing gums and yogurts as a food additive. In this work, we have investigated the selective synthesis of 1-phenylethanol (PhE) by hydrogenation of acetophenone using supercritical CO 2 as a solvent. Supercritical carbon dioxide (scCO 2 ) replaces organic solvent because it is inexpensive, nontoxic, nonflammable, inert, and environmentally benign. Polyurea-based encapsulated mono- and bimetallic catalysts were synthesized and characterized using different characterization techniques. The effects of various reaction parameters, such as co-solvent, catalyst loading, hydrogen pressure, total scCO 2 pressure, and temperature, were studied to determine the reaction kinetics.

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Hydrogenation of Succinimide to 2-Pyrrolidone Over Solid Catalysts

Cited by 5 publications

References 9 publications

Redesigned Hybrid Nylons with Optical Clarity and Chemical Recyclability

Redesigned Hybrid Nylons with Optical Clarity and Chemical Recyclability

Surfactants produced from carbohydrate derivatives: A review of the biobased building blocks used in their synthesis

Effect of Supercritical CO₂ as Reaction Medium for Selective Hydrogenation of Acetophenone to 1-Phenylethanol

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Hydrogenation of Succinimide to 2-Pyrrolidone Over Solid Catalysts

Cited by 5 publications

References 9 publications

Redesigned Hybrid Nylons with Optical Clarity and Chemical Recyclability

Redesigned Hybrid Nylons with Optical Clarity and Chemical Recyclability

Surfactants produced from carbohydrate derivatives: A review of the biobased building blocks used in their synthesis

Effect of Supercritical CO2 as Reaction Medium for Selective Hydrogenation of Acetophenone to 1-Phenylethanol

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Effect of Supercritical CO₂ as Reaction Medium for Selective Hydrogenation of Acetophenone to 1-Phenylethanol