Thiol-based chemistry as versatile routes for the effective functionalization of cellulose nanofibers

An, Soyeon; Jeon, Bokyoung; Bae, Jong Hyuk; Kim, Ick Soo; Paeng, Keewook; Kim, Myungwoong; Lee, Hoik

doi:10.1016/j.carbpol.2019.115259

Cited by 43 publications

(22 citation statements)

References 60 publications

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“…During the deacetylation process, hydroxide ions diffuse into the CA fiber, leading to the cleavage of acetyl group in the CA fiber [19][20][21][22][23] The deacetylation reaction was clearly confirmed by FT-IR spectroscopy. As shown in Figure 3a, cellulose acetate fiber exhibited absorption peaks at 1745, 1375, and 1235 cm −1 , which are assigned to C=O and C-O in acetyl group and C-O group in cellulose components, respectively [14,24]. The characteristic peaks of the acetyl group almost disappeared upon the immersion process, indicating successful formation of cellulose fiber.…”

Section: Coloration Behavior Of Cellulose Fabric With Curcuminmentioning

confidence: 92%

“…Since cellulose is challenging to dissolve in common solvent systems due to the tremendous amount of hydroxyl group capable of the formation of inter-and intra-chain hydrogen bonds, CA fiber was fabricated through electrospinning. Fabricated CA fibers with a porous surface structure were deacetylated [12,14] and dyed with curcumin simultaneously by a simple immersion method, which was found to be ineffective for dyeing cellulose cotton fiber fabric with smooth surface morphology. The adsorbed curcumin dye on the cellulose fiber was stable upon repetitive washings with polar solvents.…”

Section: Introductionmentioning

confidence: 99%

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Coloration and Chromatic Sensing Behavior of Electrospun Cellulose Fibers with Curcumin

et al. 2021

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The effective approach for coloration and chromatic sensing of electrospun cellulose fabrics with a natural colorant, curcumin, is demonstrated. To achieve high surface area, the morphology of fiber was controlled to have rough and porous surface through an electrospinning of a cellulose acetate (CA) solution under optimized electrospinning parameters and solvent system. The resulting CA fibers were treated with a curcumin dye/NaOH ethanol solution, in which deacetylation of the CA fiber and high-quality coloration with curcumin were simultaneously achieved. As a control, a cotton fiber with similar diameter and smooth surface morphology was treated by the same method, resulting in poor coloration quality. The difference can be attributed to high surface area as well as trapping of dye molecules inside of cellulose fiber during deacetylation. Both fibers were further utilized for a chromatic sensing application for specific toxic gases. The incorporated curcumin dye responded to hydrogen chloride and ammonia gases reversibly via keto-enol tautomerism, and, as a consequence, the color was reversibly changed between reddish-brown and yellow colors. The cellulose fiber fabricated by the electrospinning showed ten times higher and two times quicker responsiveness compared to curcumin-colored cotton fiber sample prepared with the same immersion method.

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Section: Coloration Behavior Of Cellulose Fabric With Curcuminmentioning

confidence: 92%

Section: Introductionmentioning

confidence: 99%

Coloration and Chromatic Sensing Behavior of Electrospun Cellulose Fibers with Curcumin

et al. 2021

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“…Cellulose has attracted considerable interest in the last years because of its potential for generating several high-value products with low impact on the environment and low cost [81]. Among its important characteristics for large-scale production, the cellulose intrinsic mechanical, chemical, and biological properties make this polymer extremely suitable for applications in composite engineering, food science, filtration processes, paper engineering, and medical engineering [82]. The clinical application of cellulose-containing 3D scaffolds includes repair, reconstruction, and regeneration of almost all types of tissues in the mammalian organism; this polymer endows scaffolds with the ability to support cell adhesion and growth.…”

Section: Cellulosementioning

confidence: 99%

Electrospun Nanocomposites Containing Cellulose and Its Derivatives Modified with Specialized Biomolecules for an Enhanced Wound Healing

et al. 2020

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Wound healing requires careful, directed, and effective therapies to prevent infections and accelerate tissue regeneration. In light of these demands, active biomolecules with antibacterial properties and/or healing capacities have been functionalized onto nanostructured polymeric dressings and their synergistic effect examined. In this work, various antibiotics, nanoparticles, and natural extract-derived products that were used in association with electrospun nanocomposites containing cellulose, cellulose acetate and different types of nanocellulose (cellulose nanocrystals, cellulose nanofibrils, and bacterial cellulose) have been reviewed. Renewable, natural-origin compounds are gaining more relevance each day as potential alternatives to synthetic materials, since the former undesirable footprints in biomedicine, the environment, and the ecosystems are reaching concerning levels. Therefore, cellulose and its derivatives have been the object of numerous biomedical studies, in which their biocompatibility, biodegradability, and, most importantly, sustainability and abundance, have been determinant. A complete overview of the recently produced cellulose-containing nanofibrous meshes for wound healing applications was provided. Moreover, the current challenges that are faced by cellulose acetate- and nanocellulose-containing wound dressing formulations, processed by electrospinning, were also enumerated.

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“…The PFDT-grafted fabrics had also exhibited the presence of C S bond at about 286.42 eV and small amounts of sulfur atoms could be traced due to the sulfur bridges created during the thiol-ene click reactions (Table 1). 42 Furthermore, changes were observed in the percentages of oxygen and carbon atoms due to the grafting of the UC and PFDT molecules containing an aliphatic backbone. For example, the percentages of carbon and oxygen in CO fabric decreased from 59.79 and 36.01% in neat CO fabric to 49.08 and 32.15% in PFDT-grafted CO, respectively, due to the incorporation of the aliphatic molecules.…”

Section: Characterization Of Modified Fabricsmentioning

confidence: 99%

Covalent surface functionalization of nonwoven fabrics with controlled hydrophobicity, water absorption, and pH regulation properties

Dan

Buzhor

Raichman

et al. 2020

J of Applied Polymer Sci

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A modular method for functionalization of nonwoven fabrics was developed using a two-step process. In the first step, the fabrics were grafted with a linker molecule, 10-undecenoyl chloride, via esterification, followed by attachment of a functional material under UV irradiation. Perfluorodecanethiol and 3-mercaptopropionic acid (MPA) were connected to the linker-modified fabrics using thiol-ene click chemistry. Perfluorodecanethiol modified fabrics exhibited hydrophobicity with water contact angle of about 140 while MPAmodified fabrics were able to lower the pH of a solution by about 1.6. We additionally demonstrated the possibility to connect functional polymers to the linker-modified fabrics by radical graft polymerization of acrylic acid; this produced a thin layer of the polymer on the surface of the fabric. Fabrics modified with poly(acrylic acid) exhibited increased hydrophilicity with water contact angle of 0 for both cotton and viscose-polyester fabrics, while the water absorption capability for polypropylene fabrics increased from about 50 to 1200%.

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Thiol-based chemistry as versatile routes for the effective functionalization of cellulose nanofibers

Cited by 43 publications

References 60 publications

Coloration and Chromatic Sensing Behavior of Electrospun Cellulose Fibers with Curcumin

Coloration and Chromatic Sensing Behavior of Electrospun Cellulose Fibers with Curcumin

Electrospun Nanocomposites Containing Cellulose and Its Derivatives Modified with Specialized Biomolecules for an Enhanced Wound Healing

Covalent surface functionalization of nonwoven fabrics with controlled hydrophobicity, water absorption, and pH regulation properties

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