Synthesis and characterization of a thermally crosslinkable polyolefin from oleic acid

Ohtake, Kazuhisa; Onose, Yusuke; Kuwabara, Junpei; Kanbara, Takaki

doi:10.1002/pola.29269

Cited by 8 publications

(15 citation statements)

References 32 publications

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“…The unsaturated bond of these starch esters is in a different position on the chain, possibly resulting in a different reactivity. For oleic acid derivatives, it was reported that crosslinking could occur upon heating (Ohtake et al, 2018). Method 2 resulted in the highest DS, therefore, these products were investigated further.…”

Section: Structural Characterizationmentioning

confidence: 99%

A more efficient synthesis and properties of saturated and unsaturated starch esters

Boetje

Lan

Silvianti

et al. 2022

Carbohydrate Polymers

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Section: Structural Characterizationmentioning

confidence: 99%

A more efficient synthesis and properties of saturated and unsaturated starch esters

Boetje

Lan

Silvianti

et al. 2022

Carbohydrate Polymers

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“…This peak fully disappeared after UV irradiation, consistent with cross-linking having occurred. 15,22 In addition to the presence of the double bond, cross-linking can be verified by the presence of thiols at 2500 cm −1 . As the weight fraction of EG in MA-EG-MA-based films is much lower than in films with PEG-based cross-linkers, the free thiol moiety is only visible in this FTIR spectrum before UV irradiation.…”

Section: Film Characterizationmentioning

confidence: 99%

Thiol–Ene Click Cross-linking of Starch Oleate Films for Enhanced Properties

Boetje,

Lan,

van Dijken

et al. 2023

Biomacromolecules

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Biobased films were synthesized from starch oleate (DS = 2.2) cross-linked with polyethylene glycol with M n = 2000 and 1000 g · mol –1 , and ethylene glycol, all of which were esterified with either lipoic acid (LA) or 3-mercaptopropionic acid (MPA). Cross-linking was achieved through a UV-initiated thiol-ene click, and confirmed by Fourier transform infrared spectroscopy and rheometry. The films exhibit higher degradation temperatures, and an increased degree of crystallinity as cross-linker length increased. The introduction of MPA-based cross-linkers resulted in hydrophilic films, while the contact angle was barely affected by the addition of LA-based cross-linkers. A reduction in maximum strength upon introducing the cross-linkers was observed, while an increase in elongation was observed for most of the LA-based cross-linkers. Our results demonstrate the potential for tuning the mechanical and thermal properties of starch-based films through the cross-linker choice, with some formulations exhibiting increased flexibility that may be well suited for packaging applications.

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“…A very interesting study recently reported the synthesis of 8-heptadecadiene from oleic acid, and its subsequent polymerization using zirconocene complexes with methylaluminoxane catalysts, which produced isotactic and atactic polyolefins (Figure 10). The unsaturated pendant groups allowed the conduction of a further step of post-polymerization crosslink-ing [82], as well as post-polymerization chemical modifications, such as bromination, epoxidation, and cross-metathesis [83]. The catalytic conversion of unsaturated fatty acids by isomerizing carbonylation or olefin metathesis yields (ultra)long-chain AB-type monomers bearing terminal dicarboxyl, diol, or diamine groups [84].…”

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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Synthesis and characterization of a thermally crosslinkable polyolefin from oleic acid

Cited by 8 publications

References 32 publications

A more efficient synthesis and properties of saturated and unsaturated starch esters

A more efficient synthesis and properties of saturated and unsaturated starch esters

Thiol–Ene Click Cross-linking of Starch Oleate Films for Enhanced Properties

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

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