Controllable synthesis of a narrow polydispersity CO<sub>2</sub>-based oligo(carbonate-ether) tetraol

Liu, Shunjie; Miao, Yuyang; Qiao, Lijun; Qin, Yusheng; Wang, Xianhong; Chen, Xuesi

doi:10.1039/c5py00556f

Cited by 53 publications

(40 citation statements)

References 17 publications

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“…Firstly, the triblock copolymer poly (allylglycidylether carbonate)-b-poly(propylene carbonate)-poly(allylglycidylether carbonate) (PAGEC-b-PPC-b-PAGEC) was prepared by sequential epoxide addition copolymerization reaction. Notably, to accurately calculate the molecular weight ( M n ) of the resulting polymers, sebacic acid was chosen as starter under the catalysis of binary salen Co TFA/PPNTFA catalyst 32 , 33 . The resulting absolute M n was comparable to that measured by GPC with a narrow polydispersity index (PDI) (Table S1 ), reflecting precise control.…”

Section: Resultsmentioning

confidence: 99%

CO₂-based amphiphilic polycarbonate micelles enable a reliable and efficient platform for tumor imaging

Liu

Zhao

et al. 2017

Theranostics

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Biodegradable polymeric nanomaterials can be directly broken down by intracellular processes, offering a desirable way to solve toxicity issues for cancer diagnosis and treatment. Among them, aliphatic polycarbonates are approved for application in biological fields by the United States Food and Drug Administration (FDA), however, high hydrophobicity, deficient functionality and improper degradation offer significant room for improvement in these materials. Methods: To achieve progress in this direction, herein, we demonstrate that CO2-based amphiphilic polycarbonates (APC) with improved hydrophilicity and processability can be used as a reliable and efficient platform for tumor imaging. To better investigate their potential, we devised a convenient strategy through conjugation of APC with gadolinium (Gd). Results: The resulting polymeric micelles (APC-DTPA/Gd) exhibit excellent magnetic resonance imaging performance, simultaneously enabling real-time visualization of bioaccumulation and decomposition of polymeric micelles in vivo. Importantly, these micelles can be degraded to renally cleared products within a reasonable timescale without evidence of toxicity. Conclusion: Our findings may help the development of CO2-based amphiphilic polycarbonate for cancer diagnosis and treatment, accompanied by their low-toxicity degradation pathway.

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Section: Resultsmentioning

confidence: 99%

CO₂-based amphiphilic polycarbonate micelles enable a reliable and efficient platform for tumor imaging

Liu

Zhao

et al. 2017

Theranostics

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“…Furthermore, Frey and co‐workers studied amphiphilic and hydrophobic multiarm star polyols in a subsequent work using both hyperbranched poly(ethylene oxide) and hyperbranched poly(butylene oxide) polyether polyols as cores, and poly(propylene carbonate) and poly(butylene carbonate) as arms, respectively . Other groups investigated the synthesis of polycarbonate and poly(ether carbonate) based star and H‐shaped polymers with three to six arms . Star copolymers are interesting for various applications, because of their potential for high functionality using functionalized polycarbonates instead of PPC and due to the high number of end groups.…”

Section: Variation Of the Polymer Architecturementioning

confidence: 99%

Functional Polycarbonates from Carbon Dioxide and Tailored Epoxide Monomers: Degradable Materials and Their Application Potential

Scharfenberg

Hilf

Frey

2018

Adv Funct Materials

178

109

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Aliphatic polycarbonates synthesized from carbon dioxide (CO 2 ) and epoxides are resource-saving, highly biocompatible and biodegradable polymers. Since the discovery of the copolymerization of epoxides and CO 2 in 1969 by Inoue et al., this has become an important and useful technology for the large-scale utilization of CO 2 in chemical synthesis, employing mainly propylene oxide, and cyclohexene oxide (CHO). Only in recent years, functionalized polycarbonates have become an emerging topic with a broad scope of potential applications. This review summarizes synthetic routes and properties of numerous functionalized polycarbonates synthesized from CO 2 and functional epoxide monomers. Implications for new materials and possible applications, for instance for pharmaceutical purposes and membranes are reviewed. Besides polycarbonates based on oxirane and CHO derivatives, particular emphasis is placed on the manifold synthetic approaches and postpolymerization modifications of glycidyl ether based polycarbonates. Not only functionalized linear polycarbonates are presented but also a variety of novel polycarbonate architectures, e.g., star and hyperbranched polymers.

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“…On account of the rapid chain transfer, narrow molecular weight distributions are typically reached. The immortal polymerization has successfully been reported for the perfectly alternating copolymerization of propylene oxide (PO) and CO 2 catalyzed by homogeneous salen‐complexes and in the preparation of poly(ether carbonate) diols under the action of DMC catalysts . The reporting on the molecular weight control using zinc dicarboxylates as copolymerization catalysts seems to be limited to an older patent…”

Section: Introductionmentioning

confidence: 99%

Catalytic Chain Transfer Copolymerization of Propylene Oxide and CO₂ using Zinc Glutarate Catalyst

et al. 2019

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Oligo and poly(propylene ether carbonate)‐polyols with molecular weights from 0.8 to over 50 kg/mol and with 60–92 mol % carbonate linkages were synthesized by chain transfer copolymerization of carbon dioxide (CO 2 ) and propylene oxide (PO) mediated by zinc glutarate. Online ‐monitoring of the polymerization revealed that the CTA controlled copolymerization has an induction time which is resulting from reversible catalyst deactivation by the CTA. Latter is neutralized after the first monomer additions. The outcome of the chain transfer reaction is a function of the carbonate content, i. e . CO 2 pressure, most likely on account of differences in mobility (diffusion) of the various polymers. Melt viscosities of poly(ether carbonate)diols with a carbonate content between 60 and 92 mol % are reported as function of the molecular weight, showing that the mobility is higher when the ether content is higher. The procedure of PO/CO 2 catalytic chain copolymerization allows tailoring the glass temperature and viscosity.

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Controllable synthesis of a narrow polydispersity CO₂-based oligo(carbonate-ether) tetraol

Abstract: Controllable synthesis of a narrow polydispersity oligo(carbonate-ether) tetraol provided a new relationship between the acidity (pKa1 value) of the chain transfer agent and the catalytic mechanism in the initial stage.

Cited by 53 publications

References 17 publications

CO₂-based amphiphilic polycarbonate micelles enable a reliable and efficient platform for tumor imaging

CO₂-based amphiphilic polycarbonate micelles enable a reliable and efficient platform for tumor imaging

Functional Polycarbonates from Carbon Dioxide and Tailored Epoxide Monomers: Degradable Materials and Their Application Potential

Catalytic Chain Transfer Copolymerization of Propylene Oxide and CO₂ using Zinc Glutarate Catalyst

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Controllable synthesis of a narrow polydispersity CO2-based oligo(carbonate-ether) tetraol

Abstract: Controllable synthesis of a narrow polydispersity oligo(carbonate-ether) tetraol provided a new relationship between the acidity (pKa1 value) of the chain transfer agent and the catalytic mechanism in the initial stage.

Cited by 53 publications

References 17 publications

CO2-based amphiphilic polycarbonate micelles enable a reliable and efficient platform for tumor imaging

CO2-based amphiphilic polycarbonate micelles enable a reliable and efficient platform for tumor imaging

Functional Polycarbonates from Carbon Dioxide and Tailored Epoxide Monomers: Degradable Materials and Their Application Potential

Catalytic Chain Transfer Copolymerization of Propylene Oxide and CO2 using Zinc Glutarate Catalyst

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Controllable synthesis of a narrow polydispersity CO₂-based oligo(carbonate-ether) tetraol

CO₂-based amphiphilic polycarbonate micelles enable a reliable and efficient platform for tumor imaging

CO₂-based amphiphilic polycarbonate micelles enable a reliable and efficient platform for tumor imaging

Catalytic Chain Transfer Copolymerization of Propylene Oxide and CO₂ using Zinc Glutarate Catalyst