Influence of well-defined hard segment length on the properties of medical segmented polyesterurethanes based on poly(ε-caprolactone-<i>co</i>-L-lactide) and aliphatic urethane diisocyanates

Jia, Qi; Xia, Yiran; Yin, Shiping; Hou, Zhaosheng; Wu, Ruxia

doi:10.1080/00914037.2016.1233416

Cited by 19 publications

(8 citation statements)

References 39 publications

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“…Cytotoxicity tests were carried out with mouse L929 fibroblast cells as test model according to the method reported previously. 32,33 Prior to cytotoxicity tests, the hydrogel samples (10 mm diameter; 3.0 mm thickness) were sterilized using UV radiation for 20 min on each side of the samples. Samples were immersed separately in Dulbecco’s modified Eagle’s medium (DMEM) supplemented with 10% (v/v) fetal bovine serum (FBS) at a 3 cm 2 /mL ratio of surface area/volume for 24 h at 37℃.…”

Section: Methodsmentioning

confidence: 99%

Photo-cross-linked biodegradable hydrogels based on n-arm-poly(ethylene glycol), poly(ε-caprolactone) and/or methacrylic acid for controlled drug release

Hou

Zhang

et al. 2017

J Biomater Appl

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In this paper, a novel kind of photo-cross-linked biodegradable hydrogels based on n-arm-poly(ethylene glycol) ( n = 2, 3, and 4) and poly(ɛ-caprolactone) was prepared by ultraviolet-initiated free radical polymerization. The resulting n-arm-poly(ethylene glycol)-poly(ɛ-caprolactone) and n-arm-poly(ethylene glycol)-poly(ɛ-caprolactone) acrylate (n-arm-PEG-PCL-AC, macromer) were characterized by proton nuclear magnetic resonance and fourier transform infrared spectra. The influences of arm numbers and concentration of macromer on the properties of hydrogel were researched systematically, and the results showed that the gelation time, equilibrium swelling ratio, in vitro degradation, and drug release rate decreased with the increase of arm numbers and concentration of macromer. The degradation and drug release rate could be controlled by varying the cross-linking density of hydrogel, indicating a potential application as controlled drug delivery system. Cytotoxicity test of hydrogel extracts was conducted using L929 mouse fibroblasts, and the relative growth rate exceeded 75% (cytotoxicity type: class 1) after incubation for 24 h, showing excellent cytocompatibility. In addition, the paper presented a pH-sensitive hydrogel (G4) based on 4-arm-PEG-PCL-AC and acrylic acid, and the influences of pH value on swelling behaviors and in vitro drug release of the pH-sensitive hydrogel were examined. The hydrogels shrank under acidic condition and would swell in neutral or basic medium. The pH-dependent drug release behaviors indicated a promising application of the materials as oral drug delivery vehicles.

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Section: Methodsmentioning

confidence: 99%

Photo-cross-linked biodegradable hydrogels based on n-arm-poly(ethylene glycol), poly(ε-caprolactone) and/or methacrylic acid for controlled drug release

Hou

Zhang

et al. 2017

J Biomater Appl

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“…Similarly, Ibarra et al [476] reported that the hydrolytic degradability of PUs based on castor oil depends on the isocyanate used (HDI > 4,4′-H12MDI > TDI). Jia et al [477] investigated the in-vitro degradability (PBS, pH 7.4) of two aliphatic segmented PEsUs based on poly(CL-co-LA) diol and two novel aliphatic urethane diisocyanate chain extenders (HDI-BDO-HDI and HDI-BDO-HDI-BDO-HDI, respectively). Given that there were more urethane groups in the longer HSs, these could form more hydrogen bonds not only among urethane groups but between urethane and ether groups, which strengthened the interchain attraction and gave a more compact network structure, resulting in slower hydrolytic degradation (∼67 days) and lower water absorption (∼4 wt.%) [477].…”

Section: Effect Of Isocyanate and Chain Extendermentioning

confidence: 99%

Degradation and stabilization of polyurethane elastomers

Xie

Zhang

Bryant

et al. 2019

Progress in Polymer Science

454

301

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“…Long well-defined hard segments are significant for good tensile properties [26]. In our previous report [27], a kind of degradable medical PU containing well-defined hard segments was prepared by using the chain extender of aliphatic diurethane diisocyanate. The well-defined chemical structure of the hard segments enhances the microphase separation degree of the hard and soft segments, and in addition, the existence of multiple H-bonds between the urethane units gives a compact network structure physical-linked by H-bonds, which leads to comparative or even better tensile properties than MDI-based PUs.…”

Section: Introductionmentioning

confidence: 99%

Degradable Poly(ether-ester-urethane)s Based on Well-Defined Aliphatic Diurethane Diisocyanate with Excellent Shape Recovery Properties at Body Temperature for Biomedical Application

et al. 2019

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The aim of this study is to offer a new class of degradable shape-memory poly(ether-ester-urethane)s (SMPEEUs) based on poly(ether-ester) (PECL) and well-defined aliphatic diurethane diisocyanate (HBH) for further biomedical application. The prepolymers of PECLs were synthesized through bulk ring-opening polymerization using ε-caprolactone as the monomer and poly(ethylene glycol) as the initiator. By chain extension of PECL with HBH, SMPEEUs with varying PEG content were prepared. The chemical structures of the prepolymers and products were characterized by GPC, 1H NMR, and FT-IR, and the effect of PEG content on the physicochemical properties (especially the shape recovery properties) of SMPEEUs was studied. The microsphase-separated structures of the SMPEEUs were demonstrated by DSC and XRD. The SMPEEU films exhibited good tensile properties with the strain at a break of 483%–956% and an ultimate stress of 23.1–9.0 MPa. Hydrolytic degradation in vitro studies indicated that the time of the SMPEEU films becoming fragments was 4–12 weeks and the introduction of PEG facilitates the degradation rate of the films. The shape memory properties studies found that SMPEEU films with a PEG content of 23.4 wt % displayed excellent recovery properties with a recovery ratio of 99.8% and a recovery time of 3.9 s at body temperature. In addition, the relative growth rates of the SMPEEU films were greater than 75% after incubation for 72 h, indicating good cytocompatibility in vitro. The SMPEEUs, which possess not only satisfactory tensile properties, degradability, nontoxic degradation products, and cytocompatibility, but also excellent shape recovery properties at body temperature, promised to be an excellent candidate for medical device applications.

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Influence of well-defined hard segment length on the properties of medical segmented polyesterurethanes based on poly(ε-caprolactone-co-L-lactide) and aliphatic urethane diisocyanates

Cited by 19 publications

References 39 publications

Photo-cross-linked biodegradable hydrogels based on n-arm-poly(ethylene glycol), poly(ε-caprolactone) and/or methacrylic acid for controlled drug release

Photo-cross-linked biodegradable hydrogels based on n-arm-poly(ethylene glycol), poly(ε-caprolactone) and/or methacrylic acid for controlled drug release

Degradation and stabilization of polyurethane elastomers

Degradable Poly(ether-ester-urethane)s Based on Well-Defined Aliphatic Diurethane Diisocyanate with Excellent Shape Recovery Properties at Body Temperature for Biomedical Application

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