Functionalization and applications of telechelic oligopropylenes. II. Introduction of succinic anhydride units and preparation of multiblock copolyolefins by polycondensation

Hagiwara, Toshiki; Matsumaru, Shogo; Okada, Yasushi; Sasaki, Daisuke; Yano, Shoichiro; Sawaguchi, Takashi

doi:10.1002/pola.21452

Cited by 10 publications

(4 citation statements)

References 20 publications

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“…Moreover, we have reported a mechanism for thermal degradation accounting for the structure of products obtained from polyisobutylene [10] and polystyrene [11]. We have also reported its application to the conversion of the terminal double bond to functional groups and copolymerization of the telechelic oligomer with terminal double bond(s) obtained from polypropylene [12][13][14].…”

Section: Introductionmentioning

confidence: 95%

Preparation of telechelic oligomers by thermal degradation of propylene copolymers

Sasaki¹,

Suzuki²,

Hagiwara³

et al. 2007

Journal of Analytical and Applied Pyrolysis

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Section: Introductionmentioning

confidence: 95%

Preparation of telechelic oligomers by thermal degradation of propylene copolymers

Sasaki¹,

Suzuki²,

Hagiwara³

et al. 2007

Journal of Analytical and Applied Pyrolysis

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“…By changing the chain transfer agent, chain-end functionality can be controlled . Functional chain transfer agents can also produce telechelic polyolefins via catalyzed chain growth polymerization. − Partially dehydrogenated polyethylene has been cleaved via metathesis-mediated ethenolysis to form divinyl telechelic macromonomers as well as functionalized via cross-metathesis with acrylates. − However, due to the need for stereocontrol in the polymerization, it is difficult to use these methods to form telechelic isotactic polypropylene ( i PP) macromonomers. , Previously, thermal degradation of i PP was used to obtain telechelic macromonomers, but this method often suffers from the decrease of melting point, poor control of molecular weight, and formation of monofunctionalized and unfunctionalized side-products. − Functionality to i PP has also been introduced via copolymerization with polar monomers …”

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confidence: 99%

Chemically Recyclable Ester-Linked Polypropylene

et al. 2022

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Polyolefins represent the largest class of commodity materials due to their excellent material properties; however, they have limited pathways to chemical recycling and are often difficult to mechanically recycle. Here we demonstrate a new catalyst for the isoselective copolymerization of propylene and butadiene capable of favoring 1,4-insertion over 1,2-insertion while maintaining good molecular weights and turnover frequencies. This isotactic propylene copolymer with main-chain unsaturation was depolymerized to a telechelic macromonomer using an olefin metathesis catalyst and 2-hydroxyethyl acrylate. After hydrogenation, the telechelic macromonomer was repolymerized to form an ester-linked polypropylene material. This polymer shows thermal and mechanical properties comparable to linear low-density polyethylene. Finally, the telechelic macromonomer could be regenerated through the depolymerization of the ester-linked polypropylene material, which allows for the chemical recycling to macromonomer. This process provides a route to transform partially unsaturated polyolefins to chemically recyclable materials with similar properties to their parent polymers.

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“…[10] A few rare examples of reactions have been reported to achieve this synthesis with moderate selectivity and yield. These example include the degradation of high molecular weight PP, [31][32][33][34] and living polymerization initiated by a binuclear catalyst derived from V(acac) 3 /AlEt 2 Cl system. [35] Syndiotactic telechelic PP was also achieved from living polymerization with an end-capping agent and an initiator bearing a protected functional group.…”

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confidence: 99%

Amphiphilic Triblock Copolymers Containing Polypropylene as the Middle Block

Yan

Guironnet

2020

Angew Chem Int Ed

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The synthesis of stereoregular telechelic polypropylene (PP) and their use to access triblock amphiphilic copolymers with the PP block located in the center is described. The strategy consists of selectively copolymerizing propylene and a di-functional co-monomer (1,3-diisopropenylbenzene) to yield a a,w-substituted polypropylene. Initiation of the copolymerization favors insertion of DIB over propylene; propagation steps favor insertion of propylene. Termination via a chain-transfer reaction yields the terminal unsaturation of the polymer. The telechelic polypropylene is then converted into a,w-hydroxyl-terminated polypropylene and used as a macroinitiator for the synthesis of triblock copolymers. Water-soluble amphiphilic triblock polymers are also synthesized. The use of catalytic reactions simultaneously provides the stereocontrol of the polypropylene and high productivity (multiple chains of block copolymer per metal center).

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Functionalization and applications of telechelic oligopropylenes. II. Introduction of succinic anhydride units and preparation of multiblock copolyolefins by polycondensation

Cited by 10 publications

References 20 publications

Preparation of telechelic oligomers by thermal degradation of propylene copolymers

Preparation of telechelic oligomers by thermal degradation of propylene copolymers

Chemically Recyclable Ester-Linked Polypropylene

Amphiphilic Triblock Copolymers Containing Polypropylene as the Middle Block

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