Amphiphilic N-[2(3)-(dodec-2′-en-1′-yl)succinoyl]chitosan: Synthesis and properties

Тихонов, В. Е.; Stepnova, Evgeniya A.; Babak, Valéry G.; Krayukhina, M. A.; Berezin, B. B.; Yamskov, I. A.

doi:10.1016/j.reactfunctpolym.2007.11.002

Cited by 18 publications

(9 citation statements)

References 28 publications

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“…It can also be a promising material for regenerative medicine. An analogous reaction followed by the ring opening and the formation of grafted poly(amideacids) is characteristic for anhydrides of succinic acids, e.g., for 3-(dodec-2-en-1-yl) succinic anhydride [195] (Figure 18).…”

Section: Chitosan Modification With Carboxylic Acids Anhydridesmentioning

confidence: 95%

Functionalization of chitosan with carboxylic acids and derivatives of them: Synthesis issues and prospects of practical use: A review

Farion¹,

Бурдуковский²,

Kholkhoev³

et al. 2018

Express Polym. Lett.

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Section: Chitosan Modification With Carboxylic Acids Anhydridesmentioning

confidence: 95%

Functionalization of chitosan with carboxylic acids and derivatives of them: Synthesis issues and prospects of practical use: A review

Farion¹,

Бурдуковский²,

Kholkhoev³

et al. 2018

Express Polym. Lett.

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“…N Acylated chitosan. N Acylated derivatives of chitosan are prepared through the interaction of amino groups of chitosan with anhydrides, acid chlo rides, and lactones as well as via the addition of carboxylic acids with the use of carbodiimide [65,[79][80][81][82][83][84][85][86][87][88][89][90][91][92][93][94] Thus, stearoyl , palmitoyl , and octanoyl chito sans [80] were synthesized via reactions with anhy drides; reactions of acid chlorides yielded oleoyl chi tosan [84] and caproyl , octanoyl , myristoyl , and palmitoyl chitosans [85]; and reactions with carboxy lic acids in the presence of carbodiimide produced stearoyl chitosan [86,87], linoleoyl chitosan [88,89], steroid chitosans [90][91][92][93], and some other chitosan derivatives.…”

Section: Acylation Derivatives Of Chitosanmentioning

confidence: 99%

Chitosan and its hydrophobic derivatives: Preparation and aggregation in dilute aqueous solutions

2012

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This review surveys the main methods of preparing chitosan and its hydrophobic derivatives and their influence on the microstructure of polymers. The experimental data on the aggregation of these poly mers in dilute aqueous solutions are summarized. Basic factors affecting aggregation are analyzed, and its general regularities are revealed. It is shown that, in the case of both chitosan and its hydrophobic derivatives, the formation of aggregates is governed by the competition of attraction of associating groups promoting aggregation and their repulsion arising from the presence of charged units and counterions hindering aggre gation. Various aggregate models that were proposed for chitosan derivatives with different main chain lengths and different contents of associating groups are discussed.

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“…The application of these pH‐sensitive micelles with hydrophilic core and hydrophilic corona as carriers of hydrophilic drugs will be subsequently reported 37, 38…”

Section: Resultsmentioning

confidence: 99%

Synthesis of double‐hydrophilic poly(methylacrylic acid)–poly(ethylene glycol)–poly(methylacrylic acid) triblock copolymers and their micelle formation

Liu¹,

Tao²,

Zhu³

et al. 2010

Polymer International

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The aim of the work reported was to synthesize a series of double‐hydrophilic poly(methacrylic acid)‐block‐poly(ethylene glycol)‐block‐poly(methacrylic acid) (PMAA‐b‐PEG‐b‐PMAA) triblock copolymers and to study their self‐assembly behavior. These copolymeric self‐assembly systems are expected to be potential candidates for applications as carriers of hydrophilic drugs. Bromo‐terminated difunctional PEG macroinitiators were used to synthesize well‐defined triblock copolymers of poly(tert‐butyl methacrylate)‐block‐poly(ethylene glycol)‐block‐poly(tert‐butyl methacrylate) via reversible‐deactivation radical polymerization. After the removal of the tert‐butyl group by hydrolysis, double‐hydrophilic PMAA‐b‐PEG‐b‐PMAA triblock copolymers were obtained. pH‐sensitive spherical micelles with a core–corona structure were fabricated by self‐assembly of the double‐hydrophilic PMAA‐b‐PEG‐b‐PMAA triblock copolymers at lower solution pH. Transmission electron microscopy and laser light scattering studies showed the micelles were of nanometric scale with narrow size distribution. Solution pH and micelle concentration strongly influenced the hydrodynamic radius of the spherical micelles (48–310 nm). A possible reason for the formation of the micelles is proposed. Copyright © 2010 Society of Chemical Industry

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Amphiphilic N-[2(3)-(dodec-2′-en-1′-yl)succinoyl]chitosan: Synthesis and properties

Cited by 18 publications

References 28 publications

Functionalization of chitosan with carboxylic acids and derivatives of them: Synthesis issues and prospects of practical use: A review

Functionalization of chitosan with carboxylic acids and derivatives of them: Synthesis issues and prospects of practical use: A review

Chitosan and its hydrophobic derivatives: Preparation and aggregation in dilute aqueous solutions

Synthesis of double‐hydrophilic poly(methylacrylic acid)–poly(ethylene glycol)–poly(methylacrylic acid) triblock copolymers and their micelle formation

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