An oleic acid-grafted chitosan oligosaccharide (CSO-OA) with different degrees of amino substitution (DSs) was synthesized by the 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC)-mediated coupling reaction. Fourier transform infrared spectroscopy (FT-IR) suggested the formation of an amide linkage between amino groups of chitosan oligosaccharide and carboxyl groups of oleic acid. The critical aggregation concentrations (CACs) of CSO-OA with 6%, 11%, and 21% DSs were 0.056, 0.042, and 0.028 mg$mL -1 , respectively. Nanoparticles prepared with the sonication method were characterized by means of transmission electron microscopy (TEM) and Zetasizer, and the antibacterial activity against Escherichia coli and Staphylococcus aureus was investigated. The results showed that the CSO-OA nanoparticles were in the range of 60-200 nm with satisfactory structural integrity. The particle size slightly decreased with the increase of DS of CSO-OA. The antibacterial trial showed that the nanoparticles had good antibacterial activity against E. coli and S. aureus.

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In this study, H-form oleoyl-carboxymethylchitosan (H-O-CMCS) was prepared as a coagulation agent to clean up the residual oil from the waste-water of oil extraction (WWOE). The Fourier transform infrared (FTIR) spectra confirmed the formation of an amide linkage between amino groups of carboxymethyl chitosan (CMCS) and carboxyl groups of oleic acid. The adsorption capacities of four absorbents (H-O-CMCS, chitosan, activated carbon and polyaluminium chloride (PAC)) for the residual oil were investigated. Compared with chitosan, activated carbon and PAC, H-O-CMCS was more effective in removing the residual oil from WWOE, which could successfully wash up almost 99% of residual oil from WWOE at the dosage of 0.2 g/L, the mixing time of 3 min, 500 rpm, and a broader range of pH (the system temperature (45uC). In similar conditions, comparatively, chitosan, activated carbon and PAC could wash 90%, 82% and 92% of residual oil from WWOE, respectively.

Oleoylchitosans (O-chitosans) with different degrees of substitution (DS) were synthesized by reacting chitosan with oleoyl chloride. The chemical structures of the products were characterized by 1 H NMR and FT-IR. These results suggested the formation of an amide linkage between the amino groups of chitosan and the carboxyl groups of oleic acid. The viscosity of O-chitosan sharply increased with the increase of concentration, whereas that of unmodified chitosan rose only slightly. This increase became larger as the DS increased. All of the O-chitosans could reduce surface tension slightly. The critical aggregation concentration (CAC) of O-chitosans with DS 5%, 11%, and 27% were 79.43 mgL -1 , 31.6 mgL -1 , and 10 mgL -1 , respectively. Nanoparticles were prepared using an O/W emulsification method. The mean diameters of the polymeric amphiphilic nanoparticles of O-chitosans with DS 5% and 11% were around 327.4 nm and 275.3 nm, respectively.

In this study, different molecular weight (MW) carboxymethyl chitosans (CM-chitosan) nanoparticles were prepared by ionic gelification. The particle size of nanoparticles was around 180-250 nm by dynamic light scattering (DLS) and transmission electron microscope (TEM). With the increase of CM-chitosan nanoparticles concentration from 2 to 200 μg/mL, the growth inhibition effects on the keloid fibroblast increased. At the concentration of 100 μg/mL, CM-chitosan nanoparticles with MW 6.3 kDa had a significant inhibitory effect (inhibition ratio 48.79%) of the proliferation of keloid fibroblast. Compared with CM-chitosan solution, the inhibition of CM-chitosan nanoparticles were lower in prior period and similar in later period. By analyzing the different effects of chitosan, CM-chitosan solution and CM-chitosan nanoparticles on proliferation of keloid fibroblast, we have found that the carboxylmethyl groups of CM-chitosan play an important role in inhibition of proliferation of keloid fibroblast.