O,N-(2-sulfoethyl)chitosan: Synthesis and properties of solutions and films

Петрова, В. А.; Chernyakov, Daniil D.; Moskalenko, Yulia E.; Gasilova, Ekaterina R.; Strelina, I. A.; Okatova, O. V.; Baklagina, Yu. G.; Vlasova, E. N.; Skorik, Yury А.

doi:10.1016/j.carbpol.2016.10.058

Cited by 22 publications

(8 citation statements)

References 35 publications

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“…Petrova et al reported the lost solubility of their samples, attributed to the formation of ionic crosslinks upon dehydration [46]; we observed the same effect in our films after drying at 150 °C.…”

Section: Resultssupporting

confidence: 85%

The Effect of PEGDE Concentration and Temperature on Physicochemical and Biological Properties of Chitosan

et al. 2019

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Chitosan (CHT) is a polysaccharide with multiple claimed properties and outstanding biocompatibility, generally attributed to the presence of protonable amino groups rendering a cationic natural polymer. However, the effect of changes in CHT structure due to hydration is not considered in its performance. This study compares the effects on biocompatibility after drying at 25 °C and 150 °C scaffolds of chitosan, polyethylene glycol diglycidyl ether (PEGDE) crosslinked CHT (low, medium and high concentration) and glutaraldehyde (GA) crosslinked CHT. PEGDE crosslinked CHT showed a reduction in free amino groups and the amide I/II ratio, which exhaustive drying reduced further. In X-ray diffraction (DRX) analysis, PEGDE crosslinked CHT showed multiple peaks, whereas the crystallinity percentage was reduced with an increase in PEGDE concentration and thermal treatments at 150 °C. In a direct contact cell assay, high osteoblast viability was achieved at low and medium PEDGE concentrations, which was improved when the crosslinked scaffolds were thermally treated at 150 °C. This was attributed to its partial hydrophilicity, low crystallinity and low surface roughness; this in spite of the small reduction in the amount of free amino groups on the surface induced during drying at 150 °C. Furthermore, PEGDE crosslinked CHT scaffolds showed strong vinculin and integrin 1β expression, which render them suitable for bone contact applications.

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Section: Resultssupporting

confidence: 85%

The Effect of PEGDE Concentration and Temperature on Physicochemical and Biological Properties of Chitosan

et al. 2019

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“…Figure 7a shows the XRD patterns of the membranes prepared with non-irradiated and irradiated chitosan without GLA. Besides the characteristic peak at 2θ ≈ 20°, all the chitosan membranes exhibited a second peak at 2θ ≈ 15° originated from a hydrated chitosan polymorph crystal as a complex with water and acid [49]. Compared with the membrane R0, the peak at 20° became sharper, whereas the peak at 15° became slightly broader when the irradiation dose was increased.…”

Section: Resultsmentioning

confidence: 99%

Structural, Mechanical, and Transport Properties of Electron Beam-Irradiated Chitosan Membranes at Different Doses

2018

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Abstract:Chitosan powder irradiated by electron beam at different doses, up to 250 kGy, was used to prepare membranes for drug release applications. The irradiation effect on the molecular weight of powder chitosan, the characteristics of the prepared membranes, and their transport of sulfamerazine sodium salt (SULF) were investigated. The effect of the addition of glutaraldehyde (GLA) as a crosslinking agent in the chitosan solution used for the preparation of the membranes was also studied. A decrease in the chitosan molecular weight with the increase in the irradiation dose was observed, while the membranes prepared with the irradiated chitosan at higher dose exhibited lower swelling. However, an opposite behavior was detected when the membranes were prepared with GLA-crosslinked chitosan. A GLA crosslinking agent reduced the crystallinity of the chitosan membranes and the swelling, whereas the water contact angle and SULF transport increased with the increase in the irradiation dose.

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“…A small amount of sodium 2‐bromoethane‐1‐sulphonate was converted to sodium ethenesulphonate via an elimination mechanism, which was proved difficult to remove in the purification process (Supporting Information Figure S16). 28 To improve the selectivity of the reaction, the reaction time was shortened, while inadequate amounts of NaH and bromides were used, relative to isatin.…”

Section: Resultsmentioning

confidence: 99%

N‐Sulphonatoalkyl indophenine derivatives: Design, synthesis and dyeing properties on wool, silk and nylon fabrics

Cai

Jiang

Cui

et al. 2020

Coloration Technology

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The importance of quinonoidal planarity in improving the wet fastness of acid dyes was studied in a new series of N‐sulphonatoalkyl‐substituted indophenine derivatives. These derivatives were synthesised via the sulphonatoalkylation reaction of isatins with alkanesultone or sodium bromoalkanesulphonate followed by the indophenine reaction. The effects of the position of sulphonic acid groups, length of the alkyl chain, and electron‐donating/withdrawing groups on geometry, electronic structure, solubility, and absorption properties were systematically examined and correlated with the performances of the dyes on wool, silk and nylon fabrics. The N‐sulphonatoalkyl indophenine dyes could exhibit a blue colour in N,N‐dimethylformamide (DMF) and on silk or nylon fabric but a purplish colour in water and on wool fabric. Methoxy groups had a negative impact on the molar extinction coefficient and dye exhaustion, leading to relatively poor dyeing performance. In comparison, fluorine or chlorine atoms were less influential. The introduction of nitro groups could induce a yellowness to the dyed fabrics caused by the strengthened absorption at the region of 360 to 420 nm and reduce the dyeing rate and wet fastness level due to the low dye–fibre affinity. In general, the N‐sulphonatoalkyl indophenine dyes exhibited satisfactory washing and rubbing fastness, especially on dyed nylon fabric. This study provides insight into the structure–property relationship of indophenine dyes and demonstrates that sulphonatoalkylation is an efficient methodology for designing high‐performance textile dyestuffs based on quinonoidal heterocyclic structures.

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O,N-(2-sulfoethyl)chitosan: Synthesis and properties of solutions and films

Cited by 22 publications

References 35 publications

The Effect of PEGDE Concentration and Temperature on Physicochemical and Biological Properties of Chitosan

The Effect of PEGDE Concentration and Temperature on Physicochemical and Biological Properties of Chitosan

Structural, Mechanical, and Transport Properties of Electron Beam-Irradiated Chitosan Membranes at Different Doses

N‐Sulphonatoalkyl indophenine derivatives: Design, synthesis and dyeing properties on wool, silk and nylon fabrics

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