Hydrolytic and enzymatic degradation of flexible polymer networks comprising fatty acid derivatives

Skrobot, Jędrzej; Ignaczak, W.; Fray, Mirosława El

doi:10.1016/j.polymdegradstab.2015.07.022

Cited by 27 publications

(19 citation statements)

References 37 publications

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“…In another study, biodegradable polyurethane microspheres synthesized from hydroxyethyl methacrylate, poly(hexamethylene carbonate) and lysine diisocyanate meant for biomacromolecule delivery and tissue regeneration applications were reported to have a water uptake of 98% after 3 days of immersion [ 68 ]. Moreover, with a biodegradable polyurethane synthesized from PEG and L-lactide and hexamethylene diisocyanate, the water uptake of the polyurethane scaffold was 229.7% after 10 h of water immersion [ 32 ]. The PEG and L-lactide-derived polyurethane scaffold was tested for in vitro cytocompatibility and in vivo biocompatibility for hypopharyngeal tissue engineering purposes.…”

Section: Resultsmentioning

confidence: 99%

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Production of Biodegradable Palm Oil-Based Polyurethane as Potential Biomaterial for Biomedical Applications

et al. 2020

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Being biodegradable and biocompatible are crucial characteristics for biomaterial used for medical and biomedical applications. Vegetable oil-based polyols are known to contribute both the biodegradability and biocompatibility of polyurethanes; however, petrochemical-based polyols were often incorporated to improve the thermal and mechanical properties of polyurethane. In this work, palm oil-based polyester polyol (PPP) derived from epoxidized palm olein and glutaric acid was reacted with isophorone diisocyanate to produce an aliphatic polyurethane, without the incorporation of any commercial petrochemical-based polyol. The effects of water content and isocyanate index were investigated. The polyurethanes produced consisted of > 90% porosity with interconnected micropores and macropores (37–1700 µm) and PU 1.0 possessed tensile strength and compression stress of 111 kPa and 64 kPa. The polyurethanes with comparable thermal stability, yet susceptible to enzymatic degradation with 7–59% of mass loss after 4 weeks of treatment. The polyurethanes demonstrated superior water uptake (up to 450%) and did not induce significant changes in pH of the medium. The chemical changes of the polyurethanes after enzymatic degradation were evaluated by FTIR and TGA analyses. The polyurethanes showed cell viability of 53.43% and 80.37% after 1 and 10 day(s) of cytotoxicity test; and cell adhesion and proliferation in cell adhesion test. The polyurethanes produced demonstrated its potential as biomaterial for soft tissue engineering applications.

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Section: Resultsmentioning

confidence: 99%

“…Polyurethane samples were cut into 6 mm in diameter and the mass of the polyurethanes were in the range of 10–15 mg [ 32 ]. The specimens were immersed in 3 mL of phosphate buffered solution (PBS) (pH 7.4) containing 1 mg/mL of porcine pancreas lipase [ 33 ].…”

Section: Methodsmentioning

confidence: 99%

Production of Biodegradable Palm Oil-Based Polyurethane as Potential Biomaterial for Biomedical Applications

et al. 2020

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“…For water uptake, the polyurethane sample was removed from the PBS, washed thoroughly with ultrapure water and placed onto an absorbent paper prior to weighing the weight of the polyurethanes using an analytical balance. The percentage of water uptake was calculated according to the following formula:

Percentage of water uptake, % = \frac{mass of wet sample, normalg - mass of dry sample, normalg}{mass of dry sample, normalg} normalx 100

…”

Section: Characterization Of Polyurethanementioning

confidence: 99%

“…Subsequently, the polyurethane samples were dried in an oven at 50 °C until constant mass was obtained. The mass loss formula was calculated according to the following formula:

Percentage of mass loss, % = \frac{final weight, normalg - initial weight, normalg}{initial weight, normalg} normalx 100

…”

Section: Characterization Of Polyurethanementioning

confidence: 99%

One‐pot synthesis of palm oil‐based polyester polyol for production of biodegradable and biocompatible polyurethane

Yeoh

Lee

Kang

et al. 2018

J of Applied Polymer Sci

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Palm oil-based polyester polyol was synthesized by reacting epoxidized palm olein with malonic acid under a convenient one-pot synthesis method. The optimum reaction time, temperature, and functionality molar ratio were determined. The optimal polyol consisted of hydroxyl and acid values of 98.19 and 1.44 mg KOH/g sample, 95% conversion of epoxides and M n of 5201 Da; and the chemical structure was elucidated by Fourier transform infrared , Carbon-13 nuclear magnetic resonance (NMR), and 1 H-NMR. The polyol was appeared as light-yellowish liquid with cloud and pour points of 12 and 10 C and reacted with isophorone diisocyanate to produce polyurethane with interconnected pores ranged 35-2165 μm, porosity ranged 89-90%, tensile strength ranged 59-78 kPa, and compression stress ranged 48-55 kPa. The polyurethanes showed 120-260% water-uptake and controlled mass loss (1.6-15.3%) after 28 days of enzymatic degradation. PU 1 demonstrated slight cytotoxicity with cell proliferation and adhesion observed after 24 h incubation, demonstrated its potential as biomaterial for biomedical applications.PU 1, PU 2, and PU 3 were synthesized by reacting polyester polyol with IPDI at isocyanate index of 1.0, 1.2, and 1.4, respectively. ARTICLEWILEYONLINELIBRARY.COM/APP

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“…This makes them attractive candidates for minimally invasive surgical techniques or for delivering drugs to hard‐to‐reach areas. The liquid form prior to cross‐linking implies the potential of embedding any drug in the material, for its release from the slowly degrading polymer matrix . In a previous article, the potential of these UV‐cross‐linked networks was presented for the repair of small hernias in a rabbit model .…”

Section: Introductionmentioning

confidence: 99%

Biocompatibility of synthetic ultraviolet radiation cross‐linked polymers – Subcutaneous implantation study

et al. 2018

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Photo-cross-linked polymers have attracted a lot of attention in the biomedical field. The main benefits of these materials are related to the fact that they are most of the time viscous liquids or pastes that adapt a custom and fixed shape on demand of the user. Present study deals specifically with the biological response upon subcutaneous implantation of four different materials in rabbits. In the study 20 rabbits were divided into four groups (each five rabbits): Groups 1-3 were implanted with tested new obtained by us macromonomers (P1838-DMA; P1838-UR; PDEGA-URrespectively), while group 4 (control) was implanted with the mesh (PLA) routinely used for surgical treatment of a hernia. The new compounds were polarized earlier using ultraviolet radiation to obtain cross-linked networks. The polymers in the form of discs were then implanted subcutaneously in dorsal region of rabbits. After 28 days polymers were explanted and examined. Microscopic observation evaluated: thickness of the connective tissue capsule around the discs, cells of inflammatory response, disc surface erosion, spectroscopic analysis. The examined materials cause no chronic inflammation, abscesses or tissue necrosis, and the biological response is similar to observed in control group. Therefore, new synthetic materials could be considered as biocompatible and safe. Materials undergo slow degradation of ester bonds and surface erosion and degradation products could be eliminated probably by phagocytosis. On the basis on the afore mentioned knowledge, we formulated hypothesis, that the new polymers are well tolerated by the adjacent tissues. The aim of the following study was to examine reaction of the tissue on new types of prepolymerized material implanted subcutaneously. The obtained results suggest, that the new UV crosslinked polymers do not affect negatively on the connective tissue that is in the contact with the implants. Furthermore, the used materials are in the liquid form, thus they could be easily performed in in minimally invasive laparoscopic treatment of abdominal hernias.

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Hydrolytic and enzymatic degradation of flexible polymer networks comprising fatty acid derivatives

Cited by 27 publications

References 37 publications

Production of Biodegradable Palm Oil-Based Polyurethane as Potential Biomaterial for Biomedical Applications

Production of Biodegradable Palm Oil-Based Polyurethane as Potential Biomaterial for Biomedical Applications

One‐pot synthesis of palm oil‐based polyester polyol for production of biodegradable and biocompatible polyurethane

Biocompatibility of synthetic ultraviolet radiation cross‐linked polymers – Subcutaneous implantation study

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