Synthesis, characterization, degradation of biodegradable castor oil based polyesters

Sathiskumar, P.S.; Madras, Giridhar

doi:10.1016/j.polymdegradstab.2011.07.002

Cited by 69 publications

(60 citation statements)

References 24 publications

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“…9 An increase in the castor oil content in castor oil− mannitol−citric acid−sebacic acid based polyesters showed an increase in contact angle values. 23 The degradation rate is often observed to depend on the mechanical strength of the polymer. Crystalline polymers are brittle in nature, and crystallinity reduces the degradation rate.…”

Section: ■ Materials and Methodsmentioning

confidence: 99%

Polyanhydrides of Castor Oil–Sebacic Acid for Controlled Release Applications

Natarajan

Rattan

Singh

et al. 2014

Ind. Eng. Chem. Res.

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A family of high molecular weight castor oil (CO)-based biodegradable polyanhydrides was synthesized by a catalyst-free melt−condensation reaction between prepolymers of CO and sebacic acid (SA). The structure of the polymers was characterized by 1 H NMR and Fourier transform infrared spectroscopy, which indicated the formation of the anhydride bond along the polymer backbone. Thermal analysis and X-ray diffraction confirmed the semicrystalline nature of the polymers. Incorporation of SA enhanced the crystallinity of the polymer. The hydrophobic nature of these polymers was revealed by contact angle goniometry. Water wettability decreased with increase in SA content. Compressive tests demonstrated a sharp increase in strength and decrease in ductility with increasing SA content. In vitro hydrolytic degradation studies indicated surfaceeroding behavior. The degradation rate decreased with an increase of SA content in the polymers because of increased crystallinity. The release studies of both hydrophobic and hydrophilic dyes followed zero-order kinetics. In vitro cell studies to assess the cytotoxicity of the polymer confirmed minimal toxicity of the degradation products. Thus, a family of CO-SA polyanhydrides have been synthesized and characterized for controlled release applications where the physical, mechanical, and degradation kinetics can be modulated by varying the weight fraction of the prepolymers.

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Section: ■ Materials and Methodsmentioning

confidence: 99%

Polyanhydrides of Castor Oil–Sebacic Acid for Controlled Release Applications

Natarajan

Rattan

Singh

et al. 2014

Ind. Eng. Chem. Res.

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“…The obtained values were superior to reported polyester/clay nanocomposite (4-6 kg on loading of 1-5 wt% nanoclay). 21 [46][47][48] This improved performance of the nanocomposites is due to strong interfacial interaction, excellent dispersion and nano scale interfacial domain structure. CD can provide strong interactions and stiffness in the polymer matrix due to the presence of large polar functional groups and its carbonized core structure, which play the critical role towards the superior mechanical properties of polyester nanocomposites.…”

Section: Performance Characteristicsmentioning

confidence: 99%

Biodegradable tough waterborne hyperbranched polyester/carbon dot nanocomposite: approach towards an eco-friendly material

Hazarika

Karak

2016

Green Chem.

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In this study, environmentally friendly waterborne hyperbranched polyester/carbon dot (CD) nanocomposites were fabricated by in situ polymerization through a facile and greener route in absence of catalyst, solvent and neutralizing agent. Three nanocomposites were prepared at different loadings of CD (0.1, 0.5 and 1 wt %). CD was prepared from citric acid and glycerol in presence of cost free cow urine through a one step greener method. The structural attributes of the nanocomposites were evaluated by transmission electron microscopy, X-ray diffraction, Fourier transform infrared and UV-visible spectroscopic studies. The thermosets were obtained by curing the polyester nanocomposite with glycerol based hyperbranched epoxy and fatty acid based poly(amido amine) hardener. The nanocomposites exhibited excellent wavelength dependent down-and up-conversion fluorescence properties. The significant improvements in mechanical properties like tensile strength (7.8 -47 MPa), Young's modulus (243 -745 MPa), toughness (17.82 -51.1 MJm -3 ) and scratch hardness (4 -10 kg) were observed for the thermosetting nanocomposites. Thermogravimetrc analysis supports high thermostability (234 -265 °C) while differential scanning calorimetry authenticated glass transition temperature in the range of 49-56 °C. The rheological study demonstrated shear thining behaviour. The nanocomposite films exhibited good transparency in the visible range. Further, thermosetting nanocomposites were found to be highly biodegradable by Bacillus subtilis and Pseudomonas aeruginosa bacterial strains. The nanocomposite also possesses efficient self-cleaning ability as observed by photodegradation of formaldehyde (within 7 h) and methylene blue (80 min) under exposure of normal sunlight. Thus, this nanocomposite could be used as a promising eco-friendly material for advanced applications.

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“…[13][14][15] To overcome these shortcomings, the development of novel biodegradable polyester elastomers, which are able to control their elastic properties and exibility to better match with the elastic nature, biocompatibility and degradation prole of so tissues, has increased considerably. 16,17 Several researchers have synthesized polyester elastomers based on polyols such as 1,8-octanediol, ethylene glycol, butylene glycol, castor oil or glycerol, and carboxylic acids such as citric acid, ricinoleic acid, and sebacic acid, [18][19][20][21][22][23][24][25] which nd application in so-tissue engineering as nerve-guidance, drug delivery, tissue adhesives and scaffolds to repair or replace body tissues. [1][2][3][4]19,26,27 Poly(glycerol sebacate) (PGS) represents the most studied member of the poly-polyol sebacate (PPS) family, all of which are attractive because they are inexpensive and endogenous monomers found in human metabolism.…”

Section: Introductionmentioning

confidence: 99%

Mechanical properties and degradation studies of poly(mannitol sebacate)/cellulose nanocrystals nanocomposites

et al. 2015

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A., 2008, 105, 2307). However, PPS generally display poor mechanical properties, in particular a low modulus, that limit the true potential of these materials in the biomedical field. Here, we introduce an approach to obtain nanocomposites based on poly(mannitol sebacate) (PMS) matrices reinforced with cellulose nanocrystals (CNCs) in order to improve the application range of these materials. Different strategies were used based on varying the feed ratios between mannitol : sebacic acid (1 : 1 and 1 : 2), crosslinking conditions and CNCs content, resulting in different degrees of crosslinking and, therefore, mechanical and degradation behavior. All of the developed nanocomposites displayed the expected mass loss during the degradation studies in simulated body fluid (SBF) similar to the neat matrix, however, doubling the sebacic acid feed ratio or extending the curing temperature and time, resulted in higher mechanical properties, structural integrity, and shape stability during a degradation time lessening mass loss rate. Changing mannitol : sebacic acid reaction ratios from 1 : 1 to 1 : 2 and for low crosslinking degree neat samples, the Young's modulus increases four-fold, while mass loss after 150 days of incubation is reduced by half. The Young's modulus range obtained with this process covers the range of human elastic soft tissues to tough tissues (0.7-200 MPa). IntroductionIn the past few years, there has been steady progress in the development of biodegradable polymers for application in the medical eld because these materials provide new opportunities to design less invasive and resorbable implants, tissue scaffolds, and medical devices that are able to avoid second revision surgeries, that limit the risk of infection and results in less trauma for the patient.5-8 Moreover, biodegradable polymeric systems which offer the possibility to tailor their mechanical properties from so to stiffer as well as the biodegradability ratio by varying the processing conditions also have additional advantages. Medical devices based on different classes of biodegradable polymers such as polyesters, polyanhydrides and polyurethanes have been widely investigated and some of them are commercially available as resorbable sutures, drug delivery systems, vascular gras, wafers and orthopaedic xation devices based, among others, on polylactic acid (PLA), polyglycolic acid (PGA), poly(lactic-co-glycolic acid) (PLGA), poly(3-caprolactone) (PCL), poly(p-dioxanone) (PDO), or poly(trimethylene carbonate) (PTMC).9,10 However, most of these polymeric systems have degradation rates that are not optimal for short-medium term applications. For example, it takes more than 24 months for poly(caprolactones) and poly(Llactic acid) to degrade in a biological environment, and from 2 to 24 months, depending on the ratio, for copolymers of polylactic acid (PLA) and polyglycolic acid (PGA). Also, the degradation rate for polyanhydrides is slow, around 12 months. 6,9,11 Moreover, these polymers have a lack of exibility and elasticity at bod...

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Synthesis, characterization, degradation of biodegradable castor oil based polyesters

Cited by 69 publications

References 24 publications

Polyanhydrides of Castor Oil–Sebacic Acid for Controlled Release Applications

Polyanhydrides of Castor Oil–Sebacic Acid for Controlled Release Applications

Biodegradable tough waterborne hyperbranched polyester/carbon dot nanocomposite: approach towards an eco-friendly material

Mechanical properties and degradation studies of poly(mannitol sebacate)/cellulose nanocrystals nanocomposites

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