Telechelic polymers from reversible-deactivation radical polymerization for biomedical applications

Vinciguerra, Daniele; Tran, Johanna; Nicolas, Julien

doi:10.1039/c7cc08544c

Cited by 27 publications

(17 citation statements)

References 98 publications

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“…and the liquid rubbers are the most common ones . The functional groups in the chain ends of telechelic polymers could be conveniently introduced from the difunctional initiators or the termination or chain transfer agents in living polymerization, except for from the monomers in polycondensation and polyadditions. However, the preparation of functional polyolefins (especially telechelic polyolefins) was always full of challenges because of requiring special coordination catalysts for copolymerization of functional monomers or harsh reaction conditions for the post‐polymerization functionalization of saturated polyolefins…”

Section: Introductionsupporting

confidence: 88%

Telechelic Carboxyl‐Terminated Polynorbornenes and Copolym‐ers via Chain‐Transfer Ring‐Opening Metathesis Polymerization

et al. 2020

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Carboxyl‐terminated polynorbornenes (CTPNB) have been prepared via ring‐opening metathesis polymerization (ROMP) catalyzed by Grubbs II catalyst (G2) in the presence of maleic acid (MA) as a chain transfer agent (CTA). The influences of reaction conditions on the molecular weight of products, including molar ratios of C=C/G2, C=C/CTA and amount of solvent were investigated. The results indicated that the molecular weight of CTPNBs could be controlled by varying the molar ratio of C=C/G2 or C=C/CTA. In addition, norbornene (NB) was copolymerized with cyclooctene (COE) in order to obtain carboxyl‐terminated copolymers via chain‐transfer ROMP. The unsaturated carboxyl‐terminated (co)polymers were further hydrogenated by using p‐toluenesulfonyl hydrazide/tri‐n‐propylamine reagents. The structures of polymers were characterized by FT‐IR, NMR and MALDI‐TOF mass spectroscopy, and their thermal properties were determined by DSC and TGA.

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Section: Introductionsupporting

confidence: 88%

Telechelic Carboxyl‐Terminated Polynorbornenes and Copolym‐ers via Chain‐Transfer Ring‐Opening Metathesis Polymerization

et al. 2020

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“…Telechelic polymers are polymeric molecules capable of undergoing further polymerizations or other reactions through their reactive end groups 32,33 . They can serve as cross-linkers, chain extenders, and precursors for the construction of block and graft copolymers, star, hyperbranched or dendritic polymers, etc 34 .…”

Section: Resultsmentioning

confidence: 99%

Photoresponsive spiro-polymers generated in situ by C–H-activated polyspiroannulation

et al. 2019

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The development of facile and efficient polymerizations toward functional polymers with unique structures and attractive properties is of great academic and industrial significance. Here we develop a straightforward C–H-activated polyspiroannulation route to in situ generate photoresponsive spiro-polymers with complex structures. The palladium(II)-catalyzed stepwise polyspiroannulations of free naphthols and internal diynes proceed efficiently in dimethylsulfoxide at 120 °C without the constraint of apparent stoichiometric balance in monomers. A series of functional polymers with multisubstituted spiro-segments and absolute molecular weights of up to 39,000 are produced in high yields (up to 99%). The obtained spiro-polymers can be readily fabricated into different well-resolved fluorescent photopatterns with both turn-off and turn-on modes based on their photoinduced fluorescence change. Taking advantage of their photoresponsive refractive index, we successfully apply the polymer thin films in integrated silicon photonics techniques and achieve the permanent modification of resonance wavelengths of microring resonators by UV irradiation.

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“…[9,27] Telechelic polymers are end-functional polymers containing reactive end groups and can be either homotelechelic (same functional groups at both chain-ends) or hetero-telechelic (different chain-ends) polymers, which would be used as chain extenders, crosslinkers, and building blocks for various macromolecular structures as well as block and graft copolymers, star, hyperbranched or dendritic polymers. [28] RAFT polymerization as a unique controlled/living technology, enables the synthesis of polymeric architectures representing programmable molecular weight, low molecular weight dispersity and high end-group fidelity. [29] Telechelic polymers introduced with adamantyl may endow a series of properties.…”

Section: Introductionmentioning

confidence: 99%

Self‐assembly of telechelic polymers bearing adamantane groups via host‐guest inclusion complexes with cyclodextrin polymer

Zhou

Yang

Fan

et al. 2020

J of Applied Polymer Sci

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Self‐assembly and supramolecular inclusion complexations between telechelic polymers bearing one or double adamantane groups and linear poly(β‐cyclodextrin) (P(β‐CD)) were investigated in water. An adamantane (Ada) attached to poly (acrylic acid) (PAA) was prepared by reversible addition‐fragmentation chain transfer polymerization using s‐1‐dodecyl‐s″ ‐(α,α′‐dimethyl‐α″‐acetic acid) trithio‐carbonate functionalized Ada with tert‐butyl acrylate, followed by functional modification. Additionally, two Ada groups capped triblock copolymer F127 were obtained via an esterification reaction. The dynamic light scattering, transmission electron microscope and 1H 2D NOSEY NMR spectroscopy were conducted to characterize the self‐assembly behaviors. With the inclusion complexation of Ada/CD in 1:1 M ratio in water, the spherical micelles were enlarged at 25°C than that of the adamantyl polymer precursors. Due to the PPO segment of Ada‐F127‐Ada, the micelles aggregation showed temperature dependence from 4 to 37°C for precursor and corresponding inclusion complexation; while in Ada‐PAA/P(β‐CD) system, the hydrodynamic diameters decreased with pH decreasing.

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Telechelic polymers from reversible-deactivation radical polymerization for biomedical applications

Abstract: The main strategies for the design of telechelic polymers synthesized by reversible-activation radical polymerization for biomedical applications are covered spanning from drug delivery and targeting to theranostics and sensing.

Cited by 27 publications

References 98 publications

Telechelic Carboxyl‐Terminated Polynorbornenes and Copolym‐ers via Chain‐Transfer Ring‐Opening Metathesis Polymerization

Telechelic Carboxyl‐Terminated Polynorbornenes and Copolym‐ers via Chain‐Transfer Ring‐Opening Metathesis Polymerization

Photoresponsive spiro-polymers generated in situ by C–H-activated polyspiroannulation

Self‐assembly of telechelic polymers bearing adamantane groups via host‐guest inclusion complexes with cyclodextrin polymer

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