Block Copolymer Pressure-Sensitive Adhesives Derived from Fatty Acids and Triacetic Acid Lactone

Sajjad, Hussnain; Tolman, William B.; Reineke, Theresa M.

doi:10.1021/acsapm.0c00317

Cited by 24 publications

(25 citation statements)

References 68 publications

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“…Valorization of abundant renewable biomass resources provides a prominent strategy for reducing the carbon‐footprint of fuels and chemical productions, which primarily rely on dwindling fossil resources. Triacetic acid lactone ( TAL ), which can be produced from glucose via efficient polyketide bio‐synthesis, [1] is widely utilized in organic synthesis, [2] medicinal chemistry [3] and polymer modifier [1e, 4] . However, little attention has been devoted to producing valuable nitrogenous compounds from bio‐derived TAL .…”

Section: Methodsmentioning

confidence: 99%

Production of Piperidine and δ‐Lactam Chemicals from Biomass‐Derived Triacetic Acid Lactone

et al. 2021

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Piperidine and δ‐Lactam chemicals have wide application, which are currently produced from fossil resource in industry. Production of this kind of chemicals from lignocellulosic biomass is of great importance, but is challenging and the reported routes give low yield. Herein, we demonstrate the strategy to synthesize 2‐methyl piperidine (MP) and 6‐methylpiperidin‐2‐one (MPO) from biomass‐derived triacetic acid lactone (TAL) that is produced microbially from glucose. In this route, TAL was firstly converted into 4‐hydroxy‐6‐methylpyridin‐2(1H)‐one (HMPO) through facile aminolysis, subsequently HMPO was selectively transformed into MP or MPO over Ru catalysts supported on beta zeolite (Ru/BEA‐X, X is the molar ratio of Si to Al) via the tandem reaction. It was found that the yield of MP could reach 76.5 % over Ru/BEA‐60 in t‐BuOH, and the yield of MPO could be 78.5 % in dioxane. Systematic studies reveal that the excellent catalytic performance of Ru/BEA‐60 was closely correlated with the cooperative effects between active metal and acidic zeolite with large pore geometries. The related reaction pathway was studied on the basis of control experiments.

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Section: Methodsmentioning

confidence: 99%

Production of Piperidine and δ‐Lactam Chemicals from Biomass‐Derived Triacetic Acid Lactone

et al. 2021

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“…This monograph brings to light many examples of polyolefins that can be easily prepared from vegetable oils, with the most diverse type of pendant groups along the polymer chain. Another recent contribution is related to the preparation of ABA triblock copolyolefins from lauryl acrylate and triacetic acid lactone, leading to materials that are suitable for high-performance pressure-sensitive adhesives [ 80 ]. Isomerizing copolymerization was used to copolymerize high-oleic oils or fatty acid methyl esters with ethylene in a one-pot reaction [ 81 ].…”

Section: Linear Polymers Based On Fatty Acids or Their Ensuing Derivativesmentioning

confidence: 99%

The Prospering of Macromolecular Materials Based on Plant Oils within the Blooming Field of Polymers from Renewable Resources

et al. 2021

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This paper provides an overview of the recent progress in research and development dealing with polymers derived from plant oils. It highlights the widening interest in novel approaches to the synthesis, characterization, and properties of these materials from renewable resources and emphasizes their growing impact on sustainable macromolecular science and technology. The monomers used include unmodified triglycerides, their fatty acids or the corresponding esters, and chemically modified triglycerides and fatty acid esters. Comonomers include styrene, divinylbenzene, acrylics, furan derivatives, epoxides, etc. The synthetic pathways adopted for the preparation of these materials are very varied, going from traditional free radical and cationic polymerizations to polycondensation reactions, as well as metatheses and Diels–Alder syntheses. In addition to this general appraisal, the specific topic of the use of tung oil as a source of original polymers, copolymers, and (nano)composites is discussed in greater detail in terms of mechanisms, structures, properties, and possible applications.

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“…This monograph brings to light many examples of polyolefins that can be easily prepared from vegetable oils, with the most diverse type of pendant groups along the polymer chain. Another recent contribution is related to the preparation of ABA triblock copolyolefins from lauryl acrylate and triacetic acid lactone, leading to materials that are suitable for high-performance pressure-sensitive adhesives [31]. Isomerizing copolymerization was used to copolymerize high-oleic plant oils or fatty acid methyl esters with ethylene in a one-pot reaction [32].…”

Section: Linear Polymers Based On Fatty Acids or Their Ensuing Derivamentioning

confidence: 99%

The Prospering of Macromolecular Materials Based on Plant Oils within the Blooming Field of Polymers from Renewable Resources

Gandini¹,

Lacerda²

2020

The First International Conference on &Amp;ldquo;Green” Polymer Materials 2020

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This paper provides an overview of the recent progress in research and development dealing with polymers derived from plant oils. It highlights the widening interest in novel approaches to the synthesis, characterization and properties of these materials from renewable resources and emphasizes their growing impact in sustainable macromolecular science and technology. The monomers used include unmodified triglycerides, their fatty acids or the corresponding esters, and chemically modified triglycerides and fatty acid esters. Comonomers include styrene, divinylbenzene, acrylics, furan derivatives, epoxides, etc. The synthetic pathways adopted for the preparation of these materials are very varied, going from traditional free radical and cationic polymerizations to polycondensation reactions, as well as metatheses and Diels–Alder syntheses. In addition to this general appraisal, the specific topic of the use of tung oil as a source of original polymers, copolymers and nanocomposites is discussed in greater details in terms of mechanisms, structures, properties and possible applications.

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Block Copolymer Pressure-Sensitive Adhesives Derived from Fatty Acids and Triacetic Acid Lactone

Cited by 24 publications

References 68 publications

Production of Piperidine and δ‐Lactam Chemicals from Biomass‐Derived Triacetic Acid Lactone

Production of Piperidine and δ‐Lactam Chemicals from Biomass‐Derived Triacetic Acid Lactone

The Prospering of Macromolecular Materials Based on Plant Oils within the Blooming Field of Polymers from Renewable Resources

The Prospering of Macromolecular Materials Based on Plant Oils within the Blooming Field of Polymers from Renewable Resources

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