Nucleation effects of α-cyclodextrin inclusion complexes on the crystallization behavior of biodegradable poly(1,4-butylene adipate)

Prasannan, Adhimoorthy; Bich–Tram, Truong–Le; Hsu, Di‐Yao; Hong, Po‐Da; Pan, Guan-Rong

doi:10.1039/c3ce26844f

Cited by 11 publications

(10 citation statements)

References 30 publications

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“…The diffraction patterns of both PCL 175 -b-P4VP 75 and PCL 175 -b-P4VP 117 exhibit two intense peaks at 2θ≈21.4°and 23.7°, respectively. These peaks also appear in the diffraction pattern of the freeze-dried pseudopolyrotaxane, but with reduced intensity, which indicates the existence of unthreaded PCL-b-P4VP segments within the complex [17]. The diffraction patterns of the pseudopolyrotaxane-b-P4VP 75 and pseudopolyrotaxane-b-P4VP 117 show the characteristic broad peaks of the α-CD/PCL inclusion complex at 2θ≈ 19.8°.…”

Section: Resultsmentioning

confidence: 88%

Preparation of a drug carrier through α-cyclodextrin-induced micellization of poly(ε-caprolactone-block-4-vinylpyridine) for controlled delivery of doxorubicin

Chuang

Prasannan³

et al. 2015

J Polym Res

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A novel method has been used to prepare the selfassembled supramolecular micelles which aid in the delivery of anticancer drugs. α-Cyclodextrin (α-CD) induces a micellization process of poly(ε-caprolactone-block-4-vinylpyridine) (PCL-b-P4VP) copolymers through selective inclusion of PCL segments into the cavity of α-CD, resulting in the formation of pseudopolyrotaxane-b-P4VP. Compound pseudopolyrotaxane-b-P4VP forms supramolecular micelles in aqueous medium through self-assembly, which has been characterized using various analytical techniques. The resultant complex micelles consist of pseudopolyrotaxane as the core and P4VP chains in the outer shell, and the micelles possess a well-defined spherical morphology. The selfassembly process can easily be tailor-made by varying the number of PCL and P4VP segments in the PCL x -b-P4VP y copolymer. The arrangement of pseudopolyrotaxane-b-P4VP in the form of Bchannel-type^crystallites (derived from the supramolecular columns) is confirmed from the wide-angle X-ray diffraction (WAXD) patterns as well as by the composition of the inclusion complexes (ICs) calculated via proton nuclear magnetic resonance ( 1 H NMR) spectral data. The biocompatibility of the micelles was evaluated by a cell viability test and the results revealed excellent cytocompatibility. The prepared micelles were used as carriers for the model anticancer drug doxorubicin (DOX) and successful drug release was observed with a loading content of 14.4 % (w/w) and a loading efficiency of 28.9 %. In vitro drug delivery was evaluated in phosphate-buffered saline (PBS) solution. DOX release from the micelles was considerably faster at pH 5.0 in comparison to a physiological pH of 7.4. The development of supramolecular self-assembled micelles based on partial IC formation between α-CD and compatible block copolymers opens a new, facile and attractive approach for designing novel drug carriers for future pharmaceutical applications.

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Section: Resultsmentioning

confidence: 88%

Preparation of a drug carrier through α-cyclodextrin-induced micellization of poly(ε-caprolactone-block-4-vinylpyridine) for controlled delivery of doxorubicin

Chuang

Prasannan³

et al. 2015

J Polym Res

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“…Upon annealing at elevated temperatures, the β-form might be able to transform into the α-form [ 12 ]. Adding nucleation agents can induce the formation of α- or β-form PBA and significantly accelerate the crystallization rate because of the reduced free energy required for nucleus formation [ 13 , 14 ]. In addition, blending PBA with other aliphatic polymers, such as poly(butylene succinate) (PBS) and poly(lactic acid) (PLA), is of scientific and industrial interest as a means of developing new biodegradable polymeric materials with desirable property combinations.…”

Section: Introductionmentioning

confidence: 99%

Epitaxial Crystallization Behavior of Poly(butylene adipate) on Orientated Poly(butylene succinate) Substrate

et al. 2018

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Abstract:The crystallization behavior of poly(butylene adipate) (PBA) in the sheared PBS/PBA blend, as well as on highly orientated poly(butylene succinate) (PBS) substrate, was studied by means of DSC, POM, Raman microscopy, and XRD. The results showed that the pre-existing orientated PBS crystals exhibit a very strong nucleation ability toward PBA as reflected by the increased crystallization temperature and the occurrence of heteroepitaxy and transcrystallization of PBA on the PBS substrate. The epitaxial crystallization of PBA on the PBS substrate results in the formation of α-form PBA crystals in any crystallization conditions.

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“…So that the problem of poor compatibility with the polymeric matrix can be overcome, the choice of an appropriate organic nucleating agent is crucial. In recent years, cyclodextrins (CDs) and their inclusion complexes (ICs) have been found to effectively enhance the crystallization rates of polymers . Hence, they have been considered to be ideal green nucleating agents, owing to their unique supramolecular structures, as well as biocompatibilities, biodegradabilities, and good water solubilities .…”

Section: Introductionmentioning

confidence: 99%

“…Hence, it can combine with guest molecules, including linear polymeric molecules like PLA, forming supramolecular ICs . The nucleation effects of ICs have been demonstrated in several biodegradable polymers, such as poly(hydroxybutyric acid), poly( ɛ ‐caprolactone) (PCL), poly(butylene adipate) (PBA), poly(ethylene glycol), poly(butylene succinate) (PBS), and PLA . For example, Zhang et al .…”

Section: Introductionmentioning

confidence: 99%

“…Generally, the addition of a nucleating agent is an effective way to increase the overall crystallization rate and accelerate the crystallization process of the polymer. In addition to this, the solid‐state morphology of sheared polymers is also altered, which improves the physical and optical properties of the materials, while retaining their inherent useful properties . At present, a large number of potential nucleating agents have been reported in the literature, which include inorganic nucleating agents, such as nanoclays, layered metal phosphonates, and organic nucleating agents such as amide derivatives, hydrazide compounds, and supramolecules …”

Section: Introductionmentioning

confidence: 99%

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Preparation and characterization of benzoyl‐hydrazide‐derivatized poly(lactic acid) and γ‐cyclodextrin inclusion complex and its effect on the performance of poly(lactic acid)

Zhen

2017

Polymers for Advanced Techs

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A nucleating agent, benzyl‐hydrazide‐derivatized poly(lactic acid) (PLA) and γ‐cyclodextrin inclusion complex (PLA‐IC‐BH), was synthesized through a series of reactions. Poly(lactic acid) and γ‐cyclodextrin inclusion complex (PLA‐IC) was first obtained by ultrasonic co‐precipitation, which was then subjected to carboxylation, acylation, and amidation using benzoyl hydrazine and thionyl chloride. The composition and structure of PLA‐IC‐BH was confirmed by 1H nuclear magnetic resonance spectroscopy, Fourier transform infrared spectroscopy, and X‐ray diffraction. PLA/PLA‐IC‐BH composites were prepared by melt blending and a hot‐press forming process. Mechanical properties, thermal stabilities, and crystallization behaviors of PLA/PLA‐IC‐BH samples were investigated by thermogravimetric analysis, differential scanning calorimetry (DSC), polarized optical microscopy (POM), rheological analysis, and so on. Mechanical testing and thermogravimetric analysis showed that the tensile strengths, impact properties, and thermal stabilities of PLA/PLA‐IC‐BH composites were improved significantly compared to pure PLA and PLA/PLA‐IC. DSC results showed that crystallinity of PLA was increased from 5.17% to 38.93% after introduction of PLA‐IC‐BH. POM results showed that PLA‐IC‐BH acted as a nucleating agent for PLA and enhanced its crystallization rate. Rotational rheological behaviors of PLA/PLA‐IC‐BH demonstrated that incorporation of PLA‐IC‐BH increased the rigidity of the network structure of the PLA matrix. Compared to those of PLA, the maximum torque and apparent viscosity of PLA/PLA‐IC‐BH composites were increased by 55.56% and 25.59%, respectively. Copyright © 2017 John Wiley & Sons, Ltd.

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Nucleation effects of α-cyclodextrin inclusion complexes on the crystallization behavior of biodegradable poly(1,4-butylene adipate)

Cited by 11 publications

References 30 publications

Preparation of a drug carrier through α-cyclodextrin-induced micellization of poly(ε-caprolactone-block-4-vinylpyridine) for controlled delivery of doxorubicin

Preparation of a drug carrier through α-cyclodextrin-induced micellization of poly(ε-caprolactone-block-4-vinylpyridine) for controlled delivery of doxorubicin

Epitaxial Crystallization Behavior of Poly(butylene adipate) on Orientated Poly(butylene succinate) Substrate

Preparation and characterization of benzoyl‐hydrazide‐derivatized poly(lactic acid) and γ‐cyclodextrin inclusion complex and its effect on the performance of poly(lactic acid)

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