Cyclic Polymers by Ring‐Closure Strategies

Josse, Thomas; Winter, Julien De; Gerbaux, Pascal; Coulembier, Olivier

doi:10.1002/anie.201601677

Cited by 104 publications

(101 citation statements)

References 123 publications

(337 reference statements)

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Cyclic polymers are an important class of macromolecules,b ut the structural diversity of the backbone is limited. There are two main methods for the generation of large cyclic polymers,n amely, ring-closing [8] and ring-expansion polymerization. [1][2][3][4][5][6][7] Extensive work has been conducted to overcome the synthetic constraints due to the unfavorable entropy of cyclization.

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mentioning

confidence: 99%

Cyclic Polysiloxanes with Linked Cyclotetrasiloxane Subunits

Liu

2017

Angew Chem Int Ed

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Cyclic polymers are an important class of macromolecules, but the structural diversity of the backbone is limited. Herein we report the use of the Piers-Rubinsztajn reaction for the one-step synthesis of cyclic polysiloxanes with novel structural features. Specifically, the B(C F ) -catalyzed coupling of various organic tris(dimethylsiloxy)silane and trialkoxysilane compounds generated a series of cyclic polysiloxanes with cyclotetrasiloxane subunits. The thiolated cyclic polymers were also shown to be effective in directing the circular assembly gold nanoparticles. The presence of constrained rings in the backbone is unprecedented and may offer opportunities for novel applications of these cyclic polymers.

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confidence: 99%

Cyclic Polysiloxanes with Linked Cyclotetrasiloxane Subunits

Liu

2017

Angew Chem Int Ed

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“…The research on fabricating polymer topology and investigating the corresponding unique property and application has always been a key topic in polymer science. With an endless molecular topology, cyclic polymers demonstrated significantly different physical properties from their linear counterparts, such as higher glass transition temperature, higher crystallization rate, higher refractive index, lower viscosity, and smaller hydrodynamic volume . Comparing to those of linear polymers, the unique physical properties endow the cyclic polymer materials with advanced application functions such as reduced cell toxicity, increased gene transfection efficiency, and improved fluorescence and redox behavior .…”

Section: Methodsmentioning

confidence: 99%

An Efficient Ring‐Closure Method for Preparing Well‐Defined Cyclic Polynorbornenes

Zhang

Liu

et al. 2019

Macromol. Rapid Commun.

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An efficient bimolecular ring‐closure method is developed to prepare the well‐defined cyclic polynorbornenes by combining the living ring‐opening metathesis polymerization (ROMP) with the self‐accelerating double strain‐promoted azide–alkyne cycloaddition (DSPAAC) reaction. In this method, ROMP is used to synthesize the well‐defined linear polynorbornenes with both azide terminals by virtue of a N‐hydroxysuccinimide‐ester‐functionalized Grubbs initiator following the modification of polymer end groups. DSPAAC click reaction is then used to ring‐close the linear polymer precursors and prepare the corresponding well‐defined cyclic polynorbornenes using the sym‐dibenzo‐1,5‐cyclooctadiene‐3,7‐diyne (DIBOD) as small linkers. The self‐accelerating DSPAAC ring‐closing reaction facilitates this method to efficiently prepare pure cyclic polynorbornenes in the presence of a molar excess of DIBOD small linkers to the linear polynorbornene precursors. This is the first report to prepare well‐defined polynorbornenes with cyclic topology based on the ring‐closure strategy for cyclic polymers.

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“…The endless molecular topology has endowed cyclic polymers with a series of different physical properties compared to their linear counterparts, such as smaller radius of gyration and hydrodynamic volume, lower melt viscosity, and higher thermostability . This brought more advanced functionalities for the cyclic polymer materials compared to those of linear polymers, including improved fluorescence and redox behavior, increased gene transfection efficiency, and reduced cell toxicity …”

Section: Introductionmentioning

confidence: 99%

“…The ring‐closure methods have been developed as one of the main synthetic strategies for preparing variously well‐defined cyclic polymers . To date, most of the known successful ring‐closure methods could be categorized as the unimolecular heterodifunctional/homodifunctional approach .…”

Section: Introductionmentioning

confidence: 99%

Efficient Homodifunctional Bimolecular Ring‐Closure Method for Cyclic Polymers by Combining RAFT and Self‐Accelerating Click Reaction

Sun

et al. 2017

Macromol. Rapid Commun.

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An efficient metal-free homodifunctional bimolecular ring-closure method is developed for the formation of cyclic polymers by combining reversible addition-fragmentation chain transfer (RAFT) polymerization and self-accelerating click reaction. In this approach, α,ω-homodifunctional linear polymers with azide terminals are prepared by RAFT polymerization and postmodification of polymer chain end groups. By virtue of sym-dibenzo-1,5-cyclooctadiene-3,7-diyne (DBA) as small linkers, well-defined cyclic polymers are then prepared using the self-accelerating double strain-promoted azide-alkyne click (DSPAAC) reaction to ring-close the azide end-functionalized homodifunctional linear polymer precursors. Due to the self-accelerating property of DSPAAC ring-closing reaction, this novel method eliminates the requirement of equimolar amounts of telechelic polymers and small linkers in traditional bimolecular ring-closure methods. It facilitates this method to efficiently and conveniently produce varied pure cyclic polymers by employing an excess molar amount of DBA small linkers.

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Cyclic Polymers by Ring‐Closure Strategies

Cited by 104 publications

References 123 publications

Cyclic Polysiloxanes with Linked Cyclotetrasiloxane Subunits

Cyclic Polysiloxanes with Linked Cyclotetrasiloxane Subunits

An Efficient Ring‐Closure Method for Preparing Well‐Defined Cyclic Polynorbornenes

Efficient Homodifunctional Bimolecular Ring‐Closure Method for Cyclic Polymers by Combining RAFT and Self‐Accelerating Click Reaction

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