Castor oil-derived monomer ricinoleic acid based biodegradable unsaturated polyesters

Rajalakshmi, P; Marie, J. Margaret; Xavier, A.

doi:10.1016/j.polymdegradstab.2019.109016

Cited by 27 publications

(18 citation statements)

References 26 publications

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“…29,30 Therefore, PRA has been generally considered suitable for lubricants; it has not been an attractive choice for the scaffold of bioplastics, with the exception of cross-linked PRA 30,31 and PRA composites with llers. 32 Numerous copolymers of RA with various comonomers, 29,[33][34][35][36] such as L-lactic acid, 37 have been developed with the aim of tuning thermal and mechanical properties. For example, RA copolymers with L-lactic acid are solids with somewhat more desirable physical properties, but there remains room for improvement.…”

Section: Introductionmentioning

confidence: 99%

Improving thermal and mechanical properties of biomass-based polymers using structurally ordered polyesters from ricinoleic acid and 4-hydroxycinnamic acids

et al. 2020

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Section: Introductionmentioning

confidence: 99%

Improving thermal and mechanical properties of biomass-based polymers using structurally ordered polyesters from ricinoleic acid and 4-hydroxycinnamic acids

et al. 2020

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“…The formation of maleate groups is also confirmed by the appearance of the peaks at 1637 and 1212–1168 cm –1 , associated with the stretching of the C=C, and the peak at 840 cm –1 due to the out‐of‐plane bending of CH=C–H groups 11,27 . It is worth mentioning that small bands at 1780 and 1849 cm –1 that correspond to the cyclic MA are still visible in the MRA spectrum, denoting that the reagent was not totally consumed during the reaction since 10% excess was used 24,28 …”

Section: Resultsmentioning

confidence: 80%

“…The spectrum in Fig. 3 presents again the broad band at 3500 cm –1 due to hydroxyl stretching of free OH groups resulting from the formation of β‐hydroxyl esters generated by the reaction between the carboxylic acids of MRA and the epoxy groups of GMA 9,12,24 . The signal corresponding to the C=O group in the carboxylic acid disappears because of the epoxy acid reaction.…”

Section: Resultsmentioning

confidence: 90%

“…Both castor oil and its major fatty acid are used as raw materials in various chemical industries, such as medicinal, coatings, lubricants and cosmetics 16 . From a structural viewpoint, unsaturated fatty acids and triglycerides have several highly reactive functional groups: the carboxyl group, double bonds and, in particular, RA contains a hydroxyl group in carbon 12 that can be chemically modified in relatively simple ways 16,18,24 …”

Section: Introductionmentioning

confidence: 99%

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Integrating ricinoleic acid derivates to thermoset polymers with tunable properties

Hernández

Marcovich

Mosiewicki

2021

Polymer International

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A highly functionalized biobased derivative of ricinoleic acid (MMRA) was synthesized through a two‐step procedure: maleinization of the hydroxyl group naturally present in this fatty acid followed by methacrylation of the carboxylic acid groups. The chemical structure of MMRA was confirmed by 1H NMR, infrared spectroscopy, gel permeation chromatography and analytical determinations. Thermoset polymers were further obtained by the free radical polymerization of MMRA with different amounts of styrene. The dependence of the color/transparency and tensile properties on sample composition was evaluated. Moreover, thermogravimetric and dynamic mechanical analyses were carried out to further characterize the obtained materials. All polymers were highly translucent with lightness values in the range 87.4–90.8 and opacity values below 13%. Their glass transition temperatures (Tg) ranged from 61.5 °C for the homopolymer MMRA to 104 °C for the copolymer containing 30 wt% MMRA. The rubbery storage modulus increased with MMRA content confirming the high functionality of the green precursor that led to polymers with high crosslinking density. Notably, pronounced damping capacity was also found in all copolymers made from MMRA / styrene. © 2021 Society of Chemical Industry

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“…However, many properties and characteristics are required for medical devices and tissue engineering, such as good mechanical performance, a 3D structure, and a degradation rate compatible with the application. Various methods can circumvent these barriers, from the combination of chemical modification techniques, adapting the device's properties, suitable formats, or variations in the polyol-isocyanate composition [6][7][8][9]. Polymers are macromolecules with high molar mass, in the order of 103-106 g/mol, formed by the repetition of chemical units called "mere".…”

Section: Introductionmentioning

confidence: 99%

Polyurethane derived from castor oil monoacylglyceride (Ricinus communis) for bone defects reconstruction: characterization and in vivo testing

Morais

Pacheco

Filho

et al. 2021

J Mater Sci: Mater Med

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Biomaterials used in tissue regeneration processes represent a promising option for the versatility of its physical and chemical characteristics, allowing for assisting or speeding up the repair process stages. This research has characterized a polyurethane produced from castor oil monoacylglyceride (Ricinus communis L) and tested its effect on reconstructing bone defects in rat calvaria, comparing it with commercial castor oil polyurethane. The characterizations of the synthesized polyurethane have been performed by spectroscopy in the infrared region with Fourier transform (FTIR); thermogravimetric analysis (TG/DTG); X-ray diffraction (XRD) and Scanning Electron Microscopy (SEM). For the in vivo test, 24 animals have been used, divided into 3 groups: untreated group (UG); control group treated with Poliquil® castor polyurethane (PCP) and another group treated with castor polyurethane from the Federal University of Piauí - UFPI (CPU). Sixteen weeks after surgery, samples of the defects were collected for histological and histomorphometric analysis. FTIR analysis has shown the formation of monoacylglyceride and polyurethane. TG and DTG have indicated thermal stability of around 125 °C. XRD has determined the semi-crystallinity of the material. The polyurethane SEM has shown a smooth morphology with areas of recesses. Histological and histomorphometric analyzes have indicated that neither CPU nor PCP induced a significant inflammatory process, and CPU has shown, statistically, better performance in bone formation. The data obtained shows that CPU can be used in the future for bone reconstruction in the medical field.

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Castor oil-derived monomer ricinoleic acid based biodegradable unsaturated polyesters

Cited by 27 publications

References 26 publications

Improving thermal and mechanical properties of biomass-based polymers using structurally ordered polyesters from ricinoleic acid and 4-hydroxycinnamic acids

Improving thermal and mechanical properties of biomass-based polymers using structurally ordered polyesters from ricinoleic acid and 4-hydroxycinnamic acids

Integrating ricinoleic acid derivates to thermoset polymers with tunable properties

Polyurethane derived from castor oil monoacylglyceride (Ricinus communis) for bone defects reconstruction: characterization and in vivo testing

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