Acyclic Diene Metathesis (ADMET) as Powerful Tool for Functional Polymers with Versatile Architectures

Liu, Shuang; Yan, Jing; Zhang, Qiuyu; Yan, Yi

doi:10.1007/s10904-022-02386-x

Cited by 6 publications

(7 citation statements)

References 121 publications

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“…HGII was also tested to assess its reactivity toward the α,ω-diene BHMF -derived monomers. Indeed, HGII is often cited as a preferred catalyst for ADMET polymerization . In the Hex - BDMF polymerization, GI displayed high efficiency ( M w = 25.4 kDa) followed by the Zhan catalyst ( M w = 19.1 kDa).…”

Section: Resultsmentioning

confidence: 99%

“…Indeed, HGII is often cited as a preferred catalyst for ADMET polymerization. 46 In the Hex-BDMF polymerization, GI displayed high efficiency (M w = 25.4 kDa) followed by the Zhan catalyst (M w = 19.1 kDa). HGII also exhibited good activity, achieving complete conversion of the substrate within 2 h, but yielded shorter polymer chains (M w = 9.1 kDa), consistent with the trend observed for Dec-BDMF polymerization.…”

Section: Admet Polymerization 221 Solvent-free Admet Polymerization O...mentioning

confidence: 96%

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Biobased Polyethers via Acyclic Diene Metathesis Polymerization of α,ω-Diene Furanics

Flourat,

Annatelli,

Fadlallah

et al. 2023

Macromolecules

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A new class of furanic α,ω-dienes was synthesized by using cellulose-derived 2,5-bis(hydroxymethyl)furan as a renewable starting material. The ability of these monomers to undergo acyclic diene metathesis polymerization was investigated under various reaction conditions, including type of metathesis catalyst and catalyst loading. The resulting biobased polyethers were characterized through high-performance size exclusion chromatography, differential scanning calorimetry, and thermal gravimetric analysis. The novel polymers showed molecular weights up to 43 kDa and exhibited good thermal stability (T d5% up to 301 °C) and low glass-transition temperatures (−67 °C < T g < −24 °C). Polymerization reactions were also conducted employing selected green solvents (Cyrene, dimethyl isosorbide, and γ-valerolactone), and the results were compared to those of the solventfree procedure. Finally, in order to increase the T g values of the polyethers, copolymerization experiments were performed employing the best performing furanic α,ω-diene as well as a biobased aromatic monomer derived from syringaresinol.

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Section: Resultsmentioning

confidence: 99%

Section: Admet Polymerization 221 Solvent-free Admet Polymerization O...mentioning

confidence: 96%

Biobased Polyethers via Acyclic Diene Metathesis Polymerization of α,ω-Diene Furanics

Flourat,

Annatelli,

Fadlallah

et al. 2023

Macromolecules

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“…Initial efforts to homopolymerize diallyl disulfide (DADS) by acyclic diene metathesis polymerization (ADMET) [ 42 , 43 , 44 ] were tried. When first-generation Grubbs catalyst (G1) was used to proceed with the homopolymerization of diallyl disulfide in tetrahydrofuran (THF) or dichloromethane (DCM), no polymer was obtained when the reaction mixture was precipitated by methanol.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of Degradable Polyolefins Bearing Disulfide Units via Metathesis Copolymerization

et al. 2023

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Disulfide bonds are dynamic covalent bonds, which are easy to cleave and reform upon chemical stimulus. Various methods including the oxidative coupling of thiols and polymerization of disulfide-containing monomers have been developed for the synthesis of poly(disulfide)s. However, installing small amounts of disulfide units in the main chain of polyolefins has received much less attention. Herein, we report a novel strategy for incorporating cleavable disulfide units into the backbone of polyolefins using commercially available diallyl disulfide (DADS) as a comonomer via metathesis copolymerization. The copolymerization of diallyl disulfide with cyclooctene occurred using the second-generation Grubbs catalyst under mild conditions, allowing for the synthesis of copolymers with adjustable disulfide content ranging from 0.7 to 8.5 mol%, and the molecular weight of the obtained copolymers ranged from 5.8 kg·mol−1 to 42.8 kg·mol−1. The resulting polyolefins with disulfide insertion retained excellent thermal processability and exhibited degradability. Treatment of the copolymer (8.5 mol% disulfide content) with tri-n-butylphosphine resulted in a significant reduction in molecular weight from 5.8 kg·mol−1 to 1.6 kg·mol−1. Successful copolymerization with diallyl disulfide provides a convenient and effective method for obtaining degradable polyolefins.

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“…6,7 Acyclic dienes are also essential raw materials for organic synthesis, 8,9 e.g. , 1,3-butadiene, 1,2-pentadiene, 1,4-hexadiene, and 3-methyl-1,3-pentadiene are used in the synthesis of rubbers, 10 polymers, 11 coatings, 12 and biodiesel. 13,14 Hence, large amounts of acyclic dienes could be released into the atmosphere during production, transportation, and usage.…”

Section: Introductionmentioning

confidence: 99%

Kinetic and reactivity of gas-phase reaction of acyclic dienes with hydroxyl radical in the 273–318 K temperature range

Xue,

Xu,

Lyu

et al. 2024

RSC Adv.

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Acyclic Diene Metathesis (ADMET) as Powerful Tool for Functional Polymers with Versatile Architectures

Cited by 6 publications

References 121 publications

Biobased Polyethers via Acyclic Diene Metathesis Polymerization of α,ω-Diene Furanics

Biobased Polyethers via Acyclic Diene Metathesis Polymerization of α,ω-Diene Furanics

Synthesis of Degradable Polyolefins Bearing Disulfide Units via Metathesis Copolymerization

Kinetic and reactivity of gas-phase reaction of acyclic dienes with hydroxyl radical in the 273–318 K temperature range

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