Characterization of model compounds and poly(amide-urea) urethanes based on amino acids by FTIR, NMR and other analytical techniques

Chan-Chan, Lerma H.; González‐García, Gerardo; Vargas-Coronado, Rossana Faride; Cervantes‐Uc, José Manuel; Hernández-Sánchez, Fernando; Marcos‐Fernández, Ángel; Cauich-Rodríguez, Juan Valerio

doi:10.1016/j.eurpolymj.2017.04.014

Cited by 52 publications

(16 citation statements)

References 37 publications

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“…In the urea spectrum, bands at 3442 and 3393 cm -1 corresponded to asymmetric and symmetrical stretching of the N-H bond, characteristic of primary amides such as urea (Pavia et al 2010). The bands present in the urea spectrum were in agreement with those reported by Chan-Chan et al (2017).…”

Section: Fourier Transform Infrared Spectroscopy (Ftir) Analysessupporting

confidence: 91%

Using water hyacinth (Eichhornia crassipes) biomass and humic substances to produce urea-based multi-coated slow release fertilizer

et al. 2021

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Urea-based multi-coated slow release fertilizer was produced using water hyacinth, humic substances, and chitosan, with water rich in natural organic matter as a solvent. Elemental analysis showed that the nitrogen content of the fertilizer (FERT) was around 20%. Swelling tests demonstrated the effectiveness of the water hyacinth crosslinker, which reduced the water permeability of the material. Leaching tests showed that FERT released a very low concentration of ammonium (0.82 mg L−1), compared to the amount released from urea (43.1 mg L−1). No nitrate leaching was observed for FERT, while urea leached 13.1 mg L−1 of nitrate. In water and soil, FERT showed maximum releases after 30 and 40 days, respectively, while urea reached maxima in just 2 and 5 days, respectively. The results demonstrated the promising ability of FERT to reduce nitrogen losses, as well as to minimize environmental impacts in the soil–plant-atmosphere system and to improve the efficiency of nitrogen fertilization. Graphic abstract

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Section: Fourier Transform Infrared Spectroscopy (Ftir) Analysessupporting

confidence: 91%

Using water hyacinth (Eichhornia crassipes) biomass and humic substances to produce urea-based multi-coated slow release fertilizer

et al. 2021

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“…The thermal properties obtained by DSC are summarized in Table 3 . Regarding PUUR and polyester-urethane formed with PCL-diol and HMDI, it is known that polyurethanes with soft PCL segments exhibit a melting temperature (Tm) around 50 °C [ 31 ], a particular sign of PCL-diol (Fig. 2a ), which presented two Tm values, characteristics of the multiple morphologies [ 32 ].…”

Section: Resultsmentioning

confidence: 99%

Biocompatibility studies of polyurethane electrospun membranes based on arginine as chain extender

Venegas-Cervera

Oliva

Ávila‐Ortega

et al. 2021

J Mater Sci: Mater Med

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Electrospun polymers are an example of multi-functional biomaterials that improve the material-cellular interaction and aimed at enhancing wound healing. The main objective of this work is to fabricate electrospun polyurethane membranes using arginine as chain extender (PUUR) in order to test the fibroblasts affinity and adhesion on the material and the polymer toxicity. Polyurethane membranes were prepared in two steps: (i) the polyurethane synthesis, and ii) the electrospinning process. The membranes were characterized by scanning electron microscopy (SEM), Fourier transforms infrared spectroscopy, gel permeation chromatography, and differential scanning calorimetry techniques. The evaluation of PUUR as a scaffolding biomaterial for growing and developing of cells on the material was realized by LIVE/DEAD staining. The results show that the fluorescent surface area of human fibroblasts (hFB), was greater in control dense membranes made from Tecoflex than in electrospun and dense PUUR. From SEM analysis, the electrospun membranes show relatively uniform attachment of cells with a well-spread shape, while Tecoflex dense membranes show a non-proliferating round shape, which is attributed to the fiber’s structure in electrospun membranes. The cell morphology and the cell attachment assay results reveal the well spreading of hFB cells on the surface of electrospun PUUR membranes which indicates a good response related to cell adhesion.

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“…32,36,37 Figure 2 attests the reaction of the carboxylic group of collagen by the narrowing of the broad 3700 − 2500 cm −1 region (related to the carboxylic group asymmetric stretching) in the spectrum of the extracted gelatin sheet. 38 The gelatin sheets were previously dried to remove any traces of moisture. Bands at 3326, 1620, 1570, 1242, 732 − 790, and 620 cm −1 corresponding to urea and amide groups, namely N–H stretching vibration, amide I, amide II, amide III, amide IV, and amide V, respectively, were detected.…”

Section: Resultsmentioning

confidence: 99%

“…Moreover, the reaction between –NCO and amino groups is thermodynamically favorable at ambient temperature and does not need to be catalyzed. 38…”

Section: Resultsmentioning

confidence: 99%

Polyurethane tissue adhesives for annulus fibrosus repair: Mechanical restoration and cytotoxicity

et al. 2019

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The microdiscectomy used for the treatment of intervertebral disc disorders leaves an open incision in the annulus fibrosus that must be sealed to avoid re-herniation and other subsequent degenerations. In this study, we developed an injectable and in situ polymerizable polyurethane adhesive as a long-term post-surgical annulus fibrosus repair strategy. It was investigated the chemical structure of the urethane-based adhesive and its physico-chemical, viscoelastic, kinetic, and in vitro cytotoxic properties. The adhesive formulated from the polycarbonate diol with the highest molar mass was the one that exhibited a compressive behavior closest to the intervertebral disc outer region, and therefore, the most suitable for restoration. This adhesive showed 18-day stability under moisture and required a preparation time of 10 h at 60°C before use. The material also adhered covalently to gelatin (without catalyst or initiator) and positively impacted cell proliferation after its polymerization, which are essential requirements for clinical translation. These findings confirmed the ability of the polyurethane adhesive to act as an annulus fibrosus sealant, although further improvements in its formulation are necessary.

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Characterization of model compounds and poly(amide-urea) urethanes based on amino acids by FTIR, NMR and other analytical techniques

Cited by 52 publications

References 37 publications

Using water hyacinth (Eichhornia crassipes) biomass and humic substances to produce urea-based multi-coated slow release fertilizer

Using water hyacinth (Eichhornia crassipes) biomass and humic substances to produce urea-based multi-coated slow release fertilizer

Biocompatibility studies of polyurethane electrospun membranes based on arginine as chain extender

Polyurethane tissue adhesives for annulus fibrosus repair: Mechanical restoration and cytotoxicity

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