Enhancement of bio‐compatibility via specific interactions in polyesters modified with a bio‐resourceful macromolecular ester containing polyphenol groups

Yen, Kai-Cheng; Mandal, Tarun K.; Woo, Eamor M.

doi:10.1002/jbm.a.31461

Cited by 31 publications

(32 citation statements)

References 55 publications

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“…[19] Expectedly, H-bonding may also be present between PESu (with carbonyl C¼O) and TA (with hydroxyl ÀOH). Evidence of strong hydrogen bonding between TA and PESu was adequately proven by analyzing FT-IR spectra for the TA/ PESu blends, which are not shown here for brevity.…”

Section: Single Crystal Dendritesmentioning

confidence: 99%

“…TA has been known to disrupt and ultimately destroy the ring-banded pattern in the spherulites when TA is present to interact a semicrystalline polymer, such as poly(ethylene adipate) (PEA), poly(butylene adipate) (PBA), or PCL, each of which is capable of forming ring-banded spherulites when crystallized at a suitable range of T c . [19] PESu, contrary to PEA, PBA or PCL, does not crystallize into ring-banded spherulites at all at any T c . Aim of this study was to probe effects of strongly interacting TA on the crystalline morphology of a semicrystalline polymer that exhibits no ring bands but only ringless Maltese-cross spherulites.…”

Section: Introductionmentioning

confidence: 99%

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Tannin Induced Single Crystalline Morphology in Poly(ethylene succinate)

Huang

Chang

Woo

2011

Macro Chemistry & Physics

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Polarized‐light optical microscopy (POM), wide‐angle X‐ray diffraction (WAXD), and atomic‐force microscopy (AFM) are used to analyze the crystalline morphology in poly(ethylene succinate) (PESu) interacting with hydrogen‐bonding biodegradable tannin (TA). Upon interactions with TA via strong intermolecular H‐bonding capacity with PESu, the regular Maltese‐cross spherulites in PESu gradually transform to a pattern of maple leaves (10 wt.‐% TA). At 20 wt.‐% TA, the crystal patterns assume a highly dendritic seaweed shape (with the branches perpendicular to main stalks). Detailed characterization using AFM analyses showed that the minute crystal entities in the seaweed‐like dendrite crystals are flat‐on and take a multilayer diamond (lenticule) geometry approaching the shape of single crystals in PESu. The trend of variation with increasing TA is equivalent to decreasing the film thickness in the neat PESu. The diamond‐shape flat‐on crystals are packed into a terrace structure resembling a pyramid, indicating that multiple single crystals are stacked with partial overlapping. The strong H‐bonding interaction between TA and PESu, assisted by a confined thickness, induces a single‐crystal packing, which is equivalent to crystallization into discrete single crystals in dilute solutions. magnified image

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Section: Single Crystal Dendritesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Tannin Induced Single Crystalline Morphology in Poly(ethylene succinate)

Huang

Chang

Woo

2011

Macro Chemistry & Physics

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“…Woo and coworker have recently studied the specific interactions and miscibility of a series of binary miscible blend comprising of biodegradable polyesters, such as PCL, poly(ethylene adipate), poly(butylene adipate) (PBA), and TA. The appearance of a single composition‐dependent glass transition temperature indicated that TA is miscible with PCL, PBA, and PEA over the whole compositions range, respectively; moreover, fourier transform infrared spectroscopy confirmed the presence of specific intermolecular hydrogen bonding interactions between the carbonyl groups of polyesters and the phenolic hydroxyl groups of TA 16…”

Section: Introductionmentioning

confidence: 99%

Miscibility and crystallization behavior of biodegradable poly(ε‐caprolactone)/tannic acid blends

Liang

Yang

Qiu

2011

J of Applied Polymer Sci

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Miscibility, isothermal melt crystallization kinetics, spherulitic morphology and growth rates, and crystal structure of completely biodegradable poly(e-caprolactone) (PCL)/tannic acid (TA) blends were studied by differential scanning calorimetry, polarized optical microscopy, and wide angle X-ray diffraction in detail in this work. PCL and TA are miscible as evidenced by the single composition dependent glass transition temperature over the whole compositions range and the depression of equilibrium melting point of PCL in the PCL/TA blends. Isothermal melt crystallization kinetics of neat PCL and an 80/20 PCL/TA blend was investigated and analyzed by the Avrami equation. The overall crystallization rates of PCL decrease with increasing crystallization temperature for both neat PCL and the PCL/TA blend; moreover, the overall crystallization rate of PCL is slower in the PCL/TA blend than in neat PCL at a given crystallization temperature. However, the crystallization mechanism of PCL does not change despite crystallization temperature and the addition of TA. The spherulitic growth rates of PCL also decrease with increasing crystallization temperature for both neat PCL and the PCL/TA blend; moreover, blending with TA reduces the spherulitic growth rate of PCL in the PCL/TA blend. It is also found that the crystal structure of PCL is not modified in the PCL/TA blend. V C 2011 Wiley Periodicals, Inc. J Appl Polym Sci 124: [4409][4410][4411][4412][4413][4414][4415] 2012

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“…All the four blends evaluated by the calorimetric data showed only a one‐phase behavior with a single Tg (data not shown) indicating miscibility between the protein and OSA‐modified polysaccharides as suggested in a study of synthetic polymers blends by (Hsu ). It seems that there is a high degree of hydrogen bonding interaction present in the blends that allowed the miscibility between these biopolymers, as it was previously confirmed by FTIR spectroscopy of combination between the carbonyl groups of biodegradable polyesters and the phenolic hydroxyl groups of tannic acid (Yen and others ) and phenolic resin (Kuo and others ). The lowest and highest reduction of approximately 3 °C and 7 °C in the Tg was observed for a combination of 3%‐OSA‐modified phytoglycogen/WPI and 3%‐OSA‐modified DWxRc/WPI, respectively (Figure B), which indicates that the hydrogen bonding interaction between these biopolymers is influenced by their chemistry and the conformational characteristic of the molecules.…”

Section: Resultsmentioning

confidence: 56%

Physical Stability of Octenyl Succinate–Modified Polysaccharides and Whey Proteins for Potential Use as Bioactive Carriers in Food Systems

Puerta-Gomez

Castell‐Perez

2015

Journal of Food Science

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The high cost and potential toxicity of biodegradable polymers like poly(lactic-co-glycolic)acid (PLGA) has increased the interest in natural and modified biopolymers as bioactive carriers. This study characterized the physical stability (water sorption and state transition behavior) of selected starch and proteins: octenyl succinate-modified depolymerized waxy corn starch (DWxCn), waxy rice starch (DWxRc), phytoglycogen, whey protein concentrate (80%, WPC), whey protein isolate (WPI), and α-lactalbumin (α-L) to determine their potential as carriers of bioactive compounds under different environmental conditions. After enzyme modification and particle size characterization, glass transition temperature and moisture isotherms were used to characterize the systems. DWxCn and DWxRc had increased water sorption compared to native starch. The level of octenyl succinate anhydrate (OSA) modification (3% and 7%) did not reduce the water sorption of the DWxCn and phytoglycogen samples. The Guggenheim-Andersen-de Boer model indicated that native waxy corn had significantly (P < 0.05) higher water monolayer capacity followed by 3%-OSA-modified DWxCn, WPI, 3%-OSA-modified DWxRc, α-L, and native phytoglycogen. WPC had significantly lower water monolayer capacity. All Tg values matched with the solid-like appearance of the biopolymers. Native polysaccharides and whey proteins had higher glass transition temperature (Tg) values. On the other hand, depolymerized waxy starches at 7%-OSA modification had a "melted" appearance when exposed to environments with high relative humidity (above 70%) after 10 days at 23 °C. The use of depolymerized and OSA-modified polysaccharides blended with proteins created more stable blends of biopolymers. Hence, this biopolymer would be suitable for materials exposed to high humidity environments in food applications.

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Enhancement of bio‐compatibility via specific interactions in polyesters modified with a bio‐resourceful macromolecular ester containing polyphenol groups

Cited by 31 publications

References 55 publications

Tannin Induced Single Crystalline Morphology in Poly(ethylene succinate)

Tannin Induced Single Crystalline Morphology in Poly(ethylene succinate)

Miscibility and crystallization behavior of biodegradable poly(ε‐caprolactone)/tannic acid blends

Physical Stability of Octenyl Succinate–Modified Polysaccharides and Whey Proteins for Potential Use as Bioactive Carriers in Food Systems

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