The effect of cyclodextrins on polymer preparation

Hu, J. F.; Tao, Zhen; Li, Songjun; Liu, Bailing

doi:10.1007/s10853-005-3799-1

Cited by 12 publications

(6 citation statements)

References 26 publications

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“…On account of their low price, good availability and the capability of forming inclusion complexes with high water solubility, CDs have been proven to be very useful compounds in a wide range of areas including analytical science, pharmacy, improved separation techniques, catalysis, as well as in the food, textile and cosmetic industries. 119,[122][123][124][125][126][127][128][129] The inclusion complex formation capability of CDs has only recently been utilised as a non-covalent binding motif for the development of a wide variety of dynamic polymeric networks and assemblies in aqueous media. 118,119 These polymeric systems have been frequently investigated in terms of pharmaceutical and biomedical applications including sustained and targeted release of bioactive substances, biocompatible scaffolds for tissue engineering and medical diagnostics.…”

Section: Cyclodextrins (Cds)mentioning

confidence: 99%

Supramolecular polymeric hydrogels

et al. 2012

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The supramolecular crosslinking of polymer chains in water by specific, directional and dynamic non-covalent interactions has led to the development of novel supramolecular polymeric hydrogels. These aqueous polymeric networks constitute an interesting class of soft materials exhibiting attractive properties such as stimuli-responsiveness and self-healing arising from their dynamic behaviour and that are crucial for a wide variety of emerging applications. We present here a critical review summarising the formation of dynamic polymeric networks through specific non-covalent interactions, with a particular emphasis on those systems based on host-guest complex formation, as well as the characterisation of their physical characteristics. Aqueous supramolecular chemistry has unlocked a versatile toolbox for the design and fine-tuning of the material properties of these hydrogels (264 references).

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Section: Cyclodextrins (Cds)mentioning

confidence: 99%

Supramolecular polymeric hydrogels

et al. 2012

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“…[9][10][11][12] Besides complexes that consist of one CD and one guest molecule (as in Figure 3), complexes with other guest/CD stoichiometries have also been identified, that is, higher order complexes with guest molecules encapsulated by more than one CD (e.g., guest/CD ) 1:2)) and lower order complexes where one CD interacts with multiple guests (e.g., guest/CD ) 2:1)). [13][14][15][16] Due to their capability to form inclusion complexes, low price, and good availability, CDs have frequently been applied in pharmacy, 4,5,[12][13][14][17][18][19][20][21][22][23][24][25][26] analytical sciences, 27,28 separation processes (e.g., for environmental protection), 29,30 and catalysis, 31,32 as well as in the cosmetic, 33 textile, 34 food, 35,36 and packaging industry. [36][37][38] In the pharmaceutical field, CDs have primarily been applied as solubilizer for lipophilic drugs to enhance their bioavailability and/or reduce adverse effects after oral, parenteral or other routes of administration.…”

Section: Introductionmentioning

confidence: 99%

“…Because of their hydrophobic interior cavity, CDs can either partially or entirely accommodate suitably sized lipophilic low molecular weight molecules (Figure ) or even polymers. The main driving forces behind the formation of these so-called host−guest inclusion complexes are hydrophobic and van der Waals interactions, although other factors also play a role, including release of CD ring strain, changes in solvent−surface tensions, and hydrogen bonding with CD’s hydroxyl groups. – Besides complexes that consist of one CD and one guest molecule (as in Figure ), complexes with other guest/CD stoichiometries have also been identified, that is, higher order complexes with guest molecules encapsulated by more than one CD (e.g., guest/CD = 1:2)) and lower order complexes where one CD interacts with multiple guests (e.g., guest/CD = 2:1)). – Due to their capability to form inclusion complexes, low price, and good availability, CDs have frequently been applied in pharmacy, ,,– ,– analytical sciences, , separation processes (e.g., for environmental protection), , and catalysis, , as well as in the cosmetic, textile, food, , and packaging industry. – …”

Section: Introductionmentioning

confidence: 99%

Cyclodextrin-Based Polymeric Materials: Synthesis, Properties, and Pharmaceutical/Biomedical Applications

et al. 2009

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This review describes the synthesis, properties, and, in particular, biomedical and pharmaceutical applications of an upcoming class of polymeric networks and assemblies based on cyclodextrins (CDs). CDs are cyclic oligosaccharides composed of alpha-1,4-coupled d-glucose units, which contain a hydrophobic internal cavity that can act as a host for various, generally lipophilic, guest molecules. Because of this unique physicochemical property, commonly referred to as inclusion complex formation, CDs have often been used to design polymeric materials, such as hydrogels and nanoparticles. Polymeric systems based on CDs exhibit unique characteristics in terms of mechanical properties, stimuli-responsiveness, and drug release characteristics. In this contribution, first, an outline is given of covalently cross-linked polymeric networks in which CD moieties were structurally incorporated to modulate the network strength as well as the complexation and release of low molecular weight drugs. Second, physically assembled polymeric systems are discussed, of which the formation is accomplished by inclusion complexes between polymer-conjugated CDs and various guest molecule-derivatized polymers. Due to their physical nature, these polymeric systems are sensitive to external stimuli, such as temperature changes, shear forces and the presence of competing CD-binding molecules, which can be exploited to use these systems as injectable, in situ gelling devices. In recent years, many interesting CD-containing polymeric systems have been described in literature. These systems have to be optimized and extensively evaluated in preclinical studies concerning their safety and efficacy, making future clinical applications of these materials in the biomedical and pharmaceutical field feasible.

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“…Scheme ) are of great interest in sorption‐based applications 10, 11. The sorption of adsorbates in β‐CD copolymer materials may occur at various sorption sites (e.g., intracavity vs. extracavity sites), such as the β‐CD cavity or interstitial domains of the polymer framework 12–21…”

Section: Introductionmentioning

confidence: 99%

Preparation and sorption studies of β‐cyclodextrin/epichlorohydrin copolymers

Pratt

Wilson

Koziński

et al. 2010

J of Applied Polymer Sci

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b-Cyclodextrin (b-CD) copolymer materials were synthesized by reacting different mole ratios (1 : 15, 1 : 25 and 1 : 35) of b-CD with epichlorohydrin (EP). The products were characterized using N 2 porosimetry, Fourier Transform Infrared spectroscopy, 13 C CP-MAS NMR spectroscopy, thermogravimetry analysis, elemental (C and H) analysis, and scanning electron microscopy. The sorption properties in aqueous solution were studied using p-nitrophenol (PNP) with UV-Vis spectrophotometry. Sorption isotherms were obtained at pH 4.6 and three temperatures (22, 35, and 45 C) and at pH 10.3 at 22 C. The isotherms were analyzed using the BET isotherm model and the sorption parameters provided estimates of the surface area, sorption capacity, and isosteric heats of sorption for each polymeric material. The estimated surface areas are as follows: 58.2, 52.1, and 90.1 m 2 /g at pH 4.6. At pH 10.3, the estimated surface areas are 44.2, 40.5, and 58.5 m 2 /g, respectively. The removal efficiency of PNP by the polymeric materials ranged between 4.5 and 58% for the conditions investigated whereas the isosteric heats ranged between À24.5 and À13.6 kJ/mol. Removal efficiencies were concluded to strongly depend on the sorption conditions such as pH, temperature, and the relative amounts of sorbent and dye in aqueous solution.

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The effect of cyclodextrins on polymer preparation

Cited by 12 publications

References 26 publications

Supramolecular polymeric hydrogels

Supramolecular polymeric hydrogels

Cyclodextrin-Based Polymeric Materials: Synthesis, Properties, and Pharmaceutical/Biomedical Applications

Preparation and sorption studies of β‐cyclodextrin/epichlorohydrin copolymers

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