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Synthesis of poly(disulfide)s with narrow molecular weight distributions via lactone ring-opening polymerization.

ABSTRACT: We report the first example of controlled polymerization of poly(disulfide)s with narrow molecular weight distributions. 1,4,5-oxadithiepan-2-one (OTP), a disulfide-containing 7-membered ring lactone, was polymerized by using the diphenylphosphate (DPP) catalyzed lactone ring-opening polymerization method. The polymerization proceeded in a living manner, and the resulting polymers displayed very narrow polydispersity index (PDI) values below 1.1 and excellent backbone degradability responding to reducing conditions and UV irradiation.

SUBMITTER: Kim S

PROVIDER: S-EPMC8159261 | biostudies-literature |

REPOSITORIES: biostudies-literature

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Poly(thioester) by Organocatalytic Ring-Opening Polymerization.

Project description:Organocatalysts typically used for the ring-opening polymerization (ROP) of cyclic ester monomers are applied to a thiolactone, ?-thiocaprolactone (tCL). In the absence of an H-bond donor, a nucleophilic polymerization mechanism is proposed. Despite the decreased ability of thioesters and thiols (versus esters and alcohols) to H-bond, H-bonding organocatalysts-a thiourea in combination with an H-bond accepting base-are also effective for the ROP of tCL. The increased nucleophilicity of thiols (versus alcohols) is implicated in the increased Mw/Mn of the poly(thiocaprolactone) versus poly(caprolactone), but deleterious transesterification is suppressed in the presence of a thiourea. The thioester monomer, tCL, is shown to be thermodynamically similar to ?-caprolactam but kinetically similar to ?-caprolactone.

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Fluorinated ?-Lactones and Poly(?-hydroxyalkanoate)s: Synthesis via Epoxide Carbonylation and Ring-Opening Polymerization.

Project description:Efficient and mild reaction conditions were developed for the catalytic carbonylation of fluorinated epoxides to their corresponding ?-lactones. Six new lactones with fluorinated side chains were prepared in high isolated yields. These lactones were polymerized to form a series of new poly(?-hydroxyalkanoate)s with fluorinated side chains, and their properties were examined with respect to their hydrocarbon analogs. Finally, copolymerizations were performed with fluorinated lactones and ?-butyrolactone, which resulted in tapered copolymers rather than the expected random copolymers.

| S-EPMC2583445 | biostudies-literature

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Project description:Herein it is reported how the overlap concentration (C*) can be used to overcome crosslinking due to diol impurities in commercial PEG, allowing for the synthesize of bottlebrush polymers with good control over molecular weight. Additionally, PEG-based bottlebrush networks are synthesized via ROMP, attaining high conversions with minimal sol fractions (<2%). The crystallinity and mechanical properties of these networks are then further altered by solvent swelling with phosphate buffer solution (PBS) and 1-ethyl-3-methylimidazolium ethyl sulfate/DCM cosolvents. The syntheses reported here highlight the potential of the bottlebrush network architecture for use in the rational design of new materials.

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Expedient Synthesis and Ring-Opening Metathesis Polymerization of Pyridinonorbornenes.

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Synthesis of Poly(norbornene-methylamine), a Biomimetic of Chitosan, by Ring-Opening Metathesis Polymerization (ROMP).

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Synthesis, Characterization and Thermal Properties of Poly(ethylene oxide), PEO, Polymacromonomers via Anionic and Ring Opening Metathesis Polymerization.

Project description:Branched polymers are a valuable class of polymeric materials. In the present study, anionic polymerization techniques were employed for the synthesis of low molecular weight poly(ethylene oxide) (PEO) macromonomers bearing norbornenyl end groups. The macromonomers were characterized by SEC, MALDI-TOF and NMR spectroscopy. Subsequent ring opening metathesis polymerization (ROMP) of the macromonomers using ruthenium catalysts (Grubbs catalysts of the 1st, 2nd and 3rd generations) afforded the corresponding polymacromonomers. The effects of the macromonomer molecular weight, the type of the catalyst, the nature of the solvent, the monomer concentration and the polymerization temperature on the molecular characteristics of the branched polymers were examined in detail. The crystallization behavior of the macromonomers and the corresponding polymacromonomers were studied by Differential Scanning Calorimetry (DSC). The thermal stability and the kinetics of the thermal decomposition of the samples were also studied by Thermogravimetric Analysis (TGA). The activation energies of the thermal decomposition were analyzed using the Ozawa⁻Flynn⁻Wall and Kissinger methodologies.

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Carbodiimide Ring-Opening Metathesis Polymerization

Project description:Controlled incorporation

| S-EPMC10311665 | biostudies-literature

Thermo-Responsive Graphene Oxide/Poly(Ethyl Ethylene Phosphate) Nanocomposite via Ring Opening Polymerization.

Project description:An efficient strategy for growing thermo-sensitive polymers from the surface of exfoliated graphene oxide (GO) is reported in this article. GO sheets with hydroxyls and epoxy groups on the surface were first prepared by modified Hummer's method. Epoxy groups on GO sheets can be easily modified through ring-opening reactions, involving nucleophilic attack by tris(hydroxymethyl) aminomethane (TRIS). The resulting GO-TRIS sheets became a more versatile precursor for next ring opening polymerization (ROP) of ethyl ethylene phosphate (EEP), leading to GO-TRIS/poly(ethyl ethylene phosphate) (GO-TRIS-PEEP) nanocomposite. The nanocomposite was characterized by ¹H NMR, Fourier transform infrared spectroscopy (FT-IR), X-ray photoelectron spectroscopy (XPS), thermogravimetric analysis (TGA), differential thermal gravity (DTG), transmission electron microscopy (TEM) and atomic force microscopy (AFM). Since hydrophilic PEEP chains make the composite separate into single layers through hydrogen bonding interaction, the dispersity of the functionalized GO sheets in water is significantly improved. Meanwhile, the aqueous dispersion of GO-TRIS-PEEP nanocomposite shows reversible temperature switching self-assembly and disassembly behavior. Such a smart graphene oxide-based hybrid material is promising for applications in the biomedical field.

| S-EPMC6409759 | biostudies-literature

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| S-EPMC11340022 | biostudies-literature

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