Synthesis and post-polymerization modification of poly(propargyl 2-ylidene-acetate)

Li, Zengwen; Mutlu, Hatice; Bräse, Stefan

doi:10.1016/j.eurpolymj.2021.110564

Cited by 6 publications

(5 citation statements)

References 31 publications

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“…Structural assignments were made with additional information from H–H NOSY experiments (compounds 6 - 1 and 6 - 2 ). Substrates 1a – p were prepared by following the literature procedure. − Reversed-phase hig- performance liquid chromatography (RP-HPLC) was performed with a C18 cartridge column [LC column, Phenomenex, Gemini C18, 5 μm, 110 Å, 21.2 mm × 250 mm, velocity of flow of 10 mL/min, ultraviolet (UV) absorption wavelengths of 254 and 280 nm] and gradients of acetonitrile (5% to 50%) in 0.5 M ammonium bicarbonate buffer. Ion exchange resin (Dowex 50WX4 200–400) was used to change the final product as a sodium salt.…”

Section: Methodsmentioning

confidence: 99%

“…Some of the products were purified by silica gel column chromatography (200−300 mesh), and others were purified by HPLC. 1 H NMR (400 and 600 MHz), 13 C NMR (100 and 150 MHz), 31 P NMR (162 and 243 MHz), and 19 F NMR (376 and 564 MHz) spectra were recorded on Bruker 400 and 600 MHz spectrometers. Structural assignments were made with additional information from H−H NOSY experiments (compounds 6-1 and 6-2).…”

Section: ■ Conclusionmentioning

confidence: 99%

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Design and Synthesis of Cyclic Dinucleotide Analogues Containing Triazolyl C-Nucleosides

Ma,

Xu,

Hou

et al. 2024

J. Org. Chem.

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Natural cyclic dinucleotide (CDN) is the secondary messenger involved in bacterial hemostasis, human innate immunity, and bacterial antiphage immunity. Synthetic CDN and its analogues are key molecular probes and potential immunotherapeutic agents. Several CDN analogues are under clinical research for antitumor immunotherapy. A myriad of synthetic methods have been developed and reported for the preparation of CDN and its analogues. However, most of the protocols require multiple steps, and only one CDN or its analogue is prepared at a time. In this study, a strategy based on a macrocyclic ribose phosphate skeleton containing a 1′-alkynyl group was designed and developed to prepare CDN analogues containing triazolyl C-nucleosides by click chemistry. Combinatorial application of click chemistry and the sulfenylation cascade to the macrocyclic skeleton expanded the diversity of the CDN analogues. This macrocyclic skeleton strategy rapidly and efficiently provides CDN analogues to facilitate research on microbiology, immunology, and immunotherapy.

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Section: Methodsmentioning

confidence: 99%

Section: ■ Conclusionmentioning

confidence: 99%

Design and Synthesis of Cyclic Dinucleotide Analogues Containing Triazolyl C-Nucleosides

Ma,

Xu,

Hou

et al. 2024

J. Org. Chem.

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“…The C1 polymerization is carried out first to avoid the self-polymerization of the reactant itself to proceed into postpolymerization. After going through the reaction of CuAAC, it provides a general route for other side chain reactions such as replacing one fluorine with a thiol group followed by para-fluoro-thiol (PFTR) reaction [8]. This application provides wider routes for molecules like this to be changed and go through more reactions by introducing new functional groups to the original molecule which helps to change its chemical properties.…”

Section: Figure 3 Mechanism Of Polymer Modification With Water and Cuclmentioning

confidence: 99%

The Use of Click Chemistry in Polymer Synthesis and Modifications

Qian

2024

HSET

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Click chemistry refers to the type of chemical reactions that occur between specific pairs of reagents, taking place under mild conditions with high stereoselectivity. These characteristics help chemists to construct very complex molecules in a relatively easy, quick, and precise manner. Polymers are widely used in daily life which are composed of repeating monomers. They can be designed and synthesized to meet certain characteristics to apply in real life. Click chemistry plays an essential role in creating new polymers, including modifying them afterwards. This paper introduces three typical click chemistry reactions in polymer synthesis and modifications, which include Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC), thiol-ene reaction, and Diels-Alder reaction. They all have positive impact in synthesizing and modifying polymer. CuAAC reaction is applied to make desired polymer with crosslinking structure or other desired protein structure and modify the product by introducing new functional groups. Thiol-ene reaction makes good use in producing adhesives, including light-curing adhesive and bio-based adhesive, as well as surface modification. Diels-Alder reaction provides new insights in the synthesized polymers. At last, double click chemistry, which is still at the stage of preliminary exploration, contributes to creating complex polymers. The use of click chemistry in polymers is powerful and useful, leading the development of advanced materials and upgrading synthesizing skills.

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“…To make the polymer (PVC) more reactive, we performed the Conant-Finkelstein reaction to replace the 1) University of Carthage, Faculty of Sciences Bizerte, Laboratory of Organic Synthesis, 7021 Jarzouna, Bizerte, Tunisia. * ) Author for correspondence: mabroukiadnen1990@gmail.com, ammari1971@gmail.com chlorine atoms of the pure PVC with iodine ones through a nucleophilic substitution mechanism [21].…”

Section: Chemical Functionalization Of Pvcmentioning

confidence: 99%

“…In polymer chemistry, great progress has been made in discovering and improving polymerization methods that can lead to new polymeric materials [1]. Nowadays, polymeric materials are used in many fields, from commodities to high-tech and sophisticated applications such as polymer-based batteries [2].…”

mentioning

confidence: 99%

Aminated PVC cross-linked with 2,2’-dichlorodiethyl ether as heavy metal absorber

Mabrouki

Bouzayene

Awatef

et al. 2023

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The paper describes the chemical modification of PVC consisting in the introduction of amino groups (1,4-dioxane, diethylenetriamine), and then cross-linking with dichlorodiethyl ether. The optimal extraction time was obtained for the polymer that had more chlorine atoms substituted with diethylenetriamine groups and ether. The obtained polymers were characterized by infrared spectroscopy (FTIR), elemental analysis (CHN) and differential thermal analysis (DTA).

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Synthesis and post-polymerization modification of poly(propargyl 2-ylidene-acetate)

Cited by 6 publications

References 31 publications

Design and Synthesis of Cyclic Dinucleotide Analogues Containing Triazolyl C-Nucleosides

Design and Synthesis of Cyclic Dinucleotide Analogues Containing Triazolyl C-Nucleosides

The Use of Click Chemistry in Polymer Synthesis and Modifications

Aminated PVC cross-linked with 2,2’-dichlorodiethyl ether as heavy metal absorber

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