A unique polymeric gel by thiol–alkyne click chemistry

Ganivada, Mutyala Naidu; Kumar, Pawan; Shunmugam, Raja

doi:10.1039/c5ra06339f

Cited by 27 publications

(25 citation statements)

References 26 publications

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“…After fluorescent labelling, particles were functionalised with POZ using a previously published protocol with minor modifications. 21,32 A 5 mL aqueous suspension of nanoparticles was diluted with 5 mL of DMSO. To this, 100 mg alkyne terminated POZ and 200 µL TEA was added.…”

Section: Pozylation Of Nanoparticlesmentioning

confidence: 99%

Side chain variations radically alter the diffusion of poly(2-alkyl-2-oxazoline) functionalised nanoparticles through a mucosal barrier

et al. 2016

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Functionalised nanomaterials are gaining popularity for use as drug delivery vehicles and, in particular, mucus penetrating nanoparticles may improve drug bioavailability via the oral route. To date, few polymers have been investigated for their muco-penetration, and the effects of systematic structural changes to polymer architectures on the penetration and diffusion of functionalised nanomaterials through mucosal tissue have not been reported. We investigated the influence of poly(2-oxazoline) alkyl side chain length on nanoparticle diffusion; poly(2-methyl-2-oxazoline), poly(2-ethyl-2-oxazoline), and poly(2-n-propyl-2-oxazoline) were grafted onto the surface of thiolated silica nanoparticles and characterised by FT-IR, Raman and NMR spectroscopy, thermogravimetric analysis, and small angle neutron scattering. Diffusion coefficients were determined in water and in a mucin dispersion (using Nanoparticle Tracking Analysis), and penetration through a mucosal barrier was assessed using an ex vivo fluorescence technique. The addition of a single methylene group in the side chain significantly altered the penetration and diffusion of the materials in both mucin dispersions and mucosal tissue. Nanoparticles functionalised with poly(2-methyl-2-oxazoline) were significantly more diffusive than particles with poly(2-ethyl-2-oxazoline) while particles with poly(2-n-propyl-2-oxazoline) showed no significant increase compared to the unfunctionalised particles. These data show that variations in the polymer structure can radically alter their diffusive properties with clear implications for the future design of mucus penetrating systems.

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Section: Pozylation Of Nanoparticlesmentioning

confidence: 99%

Side chain variations radically alter the diffusion of poly(2-alkyl-2-oxazoline) functionalised nanoparticles through a mucosal barrier

et al. 2016

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“…This is the critical gelation concentration for C1. The confirmation for gelation was monitored by the gravity experiment: stable‐to‐inversion experiment . Swellability for C2B was checked in organic solvents such as CHCl₃ and DMSO.…”

Section: Resultsmentioning

confidence: 99%

Engineering biodegradable polymeric network for the efficient removal of organo‐amphiphilic toxicants

Kumar

Rajpoot

Roy

et al. 2020

Polymers for Advanced Techs

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Motivated with the continued demand for developing quality material showing better response for the efficient removal of organo-amphiphilic toxicants, we have demonstrated the growth of three-dimensional polymer organic framework-a covalent crosslinked polymer C2B derived via photon triggered thiol-alkene click reaction.Instrumentation techniques such as nuclear magnetic resonance, thermogravimetric analysis, and fourier transform infrared spectroscopy were used for the characterization. FESEM and Cryo-SEM analysis were done to analyze the morphology of the resin. The adsorption and release experiments were done with ultraviolet-visible spectroscopic technique. The polymer C2B derived from polyolefin and tetrathiol via thiol-alkene photoclick reaction showed efficiency toward adsorption of organoamphiphilic contaminants such as dioxane, dimethylformamide, fluorescein, and rhodamine B (RH). Even the material selectively showed the efficient release of toxicant-RH. Moreover, it can be reused over cycles. This makes the polymer C2B as potential candidate to be commercially viable for textile industries.

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“…[23][24][25][26][27][28][29] The reactions are with significant advantages that the products feature strong charge-transfer (CT) interactions in the visible absorption region, potent redox activities, and are useful for optimization of the electronic states, thereby leading to the enhanced performance of the optoelectronic devices, such as photovoltaic cells. [32][33][34][35] Moreover, the novel 36,37 In addition, as shown in Figure 1, the stretching vibration bands of ≡C-H at 3273 cm -1 and C≡C and -SH at 2556 cm -1 in the spectra of monomers became much weaker after polymerization, indicating the generation of thiol-yne click addition. [32][33][34][35] Moreover, the novel 36,37 In addition, as shown in Figure 1, the stretching vibration bands of ≡C-H at 3273 cm -1 and C≡C and -SH at 2556 cm -1 in the spectra of monomers became much weaker after polymerization, indicating the generation of thiol-yne click addition.…”

Section: Introductionmentioning

confidence: 95%

Facile synthesis of functional poly(vinylene sulfide)s containing donor–acceptor chromophores by a double click reaction

et al. 2016

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aThe new electronically active poly(vinylene sulfide)s containing the dialkylaniline-substituted electron-rich alkynes in the side chains were designed and synthesized by the 'thiol-click' polymerization. Subsequently, the donor-acceptor chromophores were introduced into the side chains of the polymer by the [2+2] click reaction as an efficient postfunctionalization method. The polymers showed good solubility in common organic solvents and the high thermal stability. The photophysical and electrochemical properties, as well as the click reactions, were characterized by means of UV-vis absorption spectroscopy, cyclic voltammetry, ect. After the introduction of donor-acceptor chromophores, the polymer showed a strong charge-transfer (CT) band in the visible absorption region, potent redox activities and a narrow band gap compared with the precursors. In addition, the third-order nonlinear properties, including the nonlinear absorption and the nonlinear susceptibilities, were investigated by using Z-scan techniques. A typical saturable absorption behavior was observed for the third order nonlinear absorption, with the nonlinear absorption coefficients (β) values of the polymer being -9.0×10 -12 m/W. Please do not adjust marginsPlease do not adjust margins click'), and the whole conjugated structures for main chains were designed. We hope better NLO properties because of the longer conjugated structures, but the similar results were obtained here. It was suggested that the moieties from [2+2] click reagents affected greater than those of conjugated structures.

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A unique polymeric gel by thiol–alkyne click chemistry

Abstract: Poly(ethylene glycol) functionalized with tetra-acetylene (PTETACT) and pentaerythritol (3-mercaptopropionic acid) (PETM) are cross-linked by a thiol–yne reaction to create robust, tuneable networks.

Cited by 27 publications

References 26 publications

Side chain variations radically alter the diffusion of poly(2-alkyl-2-oxazoline) functionalised nanoparticles through a mucosal barrier

Side chain variations radically alter the diffusion of poly(2-alkyl-2-oxazoline) functionalised nanoparticles through a mucosal barrier

Engineering biodegradable polymeric network for the efficient removal of organo‐amphiphilic toxicants

Facile synthesis of functional poly(vinylene sulfide)s containing donor–acceptor chromophores by a double click reaction

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