Synthesis, structure, and mechanical properties of castor oil‐based polyamidoamines toughened epoxy coatings

Abbasi, Ehsan; Vatankhah, Mohammad; Hosseini, Yaser; Ariana, Mohammad Amin; Ayazi, Masoumeh

doi:10.1002/app.38583

Cited by 5 publications

(2 citation statements)

References 21 publications

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“…The substitution of the band at 1742 cm À1 of carbonyl of esters, with the C O stretching vibration of amide at 1638 cm À1 (amide I) and the N H stretching vibration at 1555 cm À1 (amide II) demonstrates the formation of primary and secondary amines while the glycerol center was broken, due to the disappearing of the ester stretching band. 56 The decrease of intensity of the bands at 1158 cm À1 due to the C O symmetric stretching of SFO is related to the glycerol center breakage.…”

Section: Synthesis Of Nipumentioning

confidence: 99%

Synthesis and surface modification of sunflower oil‐based non‐isocyanate polyurethane: Physicochemical and antibacterial properties

del Pilar Maya,

Torres,

Gartner

2024

J of Applied Polymer Sci

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In this work, non‐isocyanate polyurethane (NIPU) films are synthesized from sunflower oil (SFO) with the object of using a renewable resource and establishing a nonpolluting process. SFO also has the advantage of having a higher level of unsaturation than other commercial oils, which provides more reactive sites to be chemically modified. This feature enables a higher degree of conversion to the two monomers, cyclocarbonate, and polyamine‐polyol. NIPU is obtained from their mixture and further crosslinking at 90°C allows the films with suitable mechanical properties to be used in biomedical applications. However, NIPU does not show antibacterial activity, so the surface must be modified. Two methods are used: layer‐by‐layer coating of alginate‐chitosan, and immersion in tea tree oil (TTO), previously activating the surface with acrylic acid (AANIPU). Surface modifications are confirmed by increased hydrophilicity, thermochemical changes, and a drop in mechanical performance. TTO on NIPU films inhibits bacterial growth against S. aureus and E. Coli. NIPU and AANIPU can be accepted as noncytotoxic, while incorporation of the two agents can produce cytotoxicity. No previous reports of such modifications have been found on NIPU films, which appear as promising alternatives for biomedical applications.

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Section: Synthesis Of Nipumentioning

confidence: 99%

Synthesis and surface modification of sunflower oil‐based non‐isocyanate polyurethane: Physicochemical and antibacterial properties

del Pilar Maya,

Torres,

Gartner

2024

J of Applied Polymer Sci

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“…Prior studies probed the physical behavior of epoxy resins derived from epoxidized gallic acid (containing four epoxide groups). − An array of multifunctional epoxy monomers derived from 4-hydroxybenzoic acid were previously explored . Additionally, salicylic acid has been employed as an accelerator or modifier in epoxy resin syntheses with traditional components. − In this paper, difunctional epoxidized phenolic acids were selected to mimic the functionality of the traditional DGEBA monomer and replace DGEBA in epoxy resins. We present the synthesis and thermal and mechanical properties of epoxy resins derived from two difunctional epoxidized phenolic acids: epoxidized salicylic acid and epoxidized 4-hydroxybenzoic acid.…”

Section: Introductionmentioning

confidence: 98%

Biorenewable Epoxy Resins Derived from Plant-Based Phenolic Acids

Yang

Rohde

Tesefay

et al. 2016

ACS Sustainable Chem. Eng.

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Plant-derived phenolic acids are attractive substitutes for petroleum sources for the derivation of polymers, due to their rigid aromatic rings and chemical groups amenable to functionalization. Difunctional phenolic acids were investigated as replacements for the diglycidyl ether of bisphenol A (DGEBA) in anhydride-cured epoxy resins. Functionalization of each phenolic acid was carried out through allylation, followed by epoxidation. Epoxy resins were synthesized through reaction of either epoxidized salicylic acid (ESA) or epoxidized 4-hydroxybenzoic acid (E4HBA) with the curing agent methylhexahydrophthalic anhydride (MHHPA) (catalyzed by 1-methyl-imidazole, 1-MI). The MHHPA anhydride curing agent (catalyzed by 1-MI) was chosen due to the resulting high conversion and advantageous high polymer glass transition temperature. ESA and E4HBA had similar curing behavior to that of DGEBA when cured with MHHPA. A two-step protocol was developed to avoid monomer evaporation and polymer vitrification during curing. ESA-and E4HBA-based epoxy resins exhibited comparable tensile moduli and strengths relative to a conventional DGEBA-based epoxy resin. E4HBA-and DGEBA-based epoxy resins (with para placement of functional groups) fractured at comparable elongation at break values, which were higher than that of the ESAbased epoxy resin (with ortho placement of functional groups). Epoxidized difunctional phenolic acids were found to be nontoxic and renewably sourced replacements for DGEBA in epoxy resins, producing epoxy resins of high modulus, high glass transition temperature, and elongation at break (in the case of E4HBA) comparable to a conventional DGEBA-based epoxy resin.

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Polyamidoamines based on castor oil‐styrene co‐oligomer/triethylenetetramine as curing agents in high‐performance epoxy coatings

Mirmohseni

Pourtaghi-Zahed

2020

J of Applied Polymer Sci

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Polyamidoamines (PAMAMs) based on castor oil‐styrene co‐oligomer and triethylenetetramine (TETA) or benzylated TETA were synthesized and diluted with an amide‐like diluent (EFA). The intermediates and products structures were characterized using FT‐IR, 1H NMR, gel permeation chromatography, and scanning electron microscopy. The diluted PAMAMs types were used as the curing agents of the epoxy resin to produce the modified coatings. The mechanical, chemical, and visual properties of the epoxy coatings obtained by commercial hardeners compared to the modified coatings. The modified coatings were transparent, and had humidity resistance higher than the commercial coatings, at 15°C and 80% relative humidity. The modified coatings were obtained with the lowest surface defects and improved mechanical properties such as Izod impact resistance, tensile strength, and the pull‐off adhesion (3.3–4.8 kJ m−2, 42.2–54.5 MPa and 3.0–3.5 MPa) relative to the commercial coatings (1.1–3.0 kJ m−2, 28.7–39.9 MPa and 1.4–2.1 MPa), respectively. Moreover, in spite of the commercial coatings, the modified coatings were cost‐effective and showed the behaviors of appropriate self‐healing and chemical resistance.

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Synthesis, structure, and mechanical properties of castor oil‐based polyamidoamines toughened epoxy coatings

Cited by 5 publications

References 21 publications

Synthesis and surface modification of sunflower oil‐based non‐isocyanate polyurethane: Physicochemical and antibacterial properties

Synthesis and surface modification of sunflower oil‐based non‐isocyanate polyurethane: Physicochemical and antibacterial properties

Biorenewable Epoxy Resins Derived from Plant-Based Phenolic Acids

Polyamidoamines based on castor oil‐styrene co‐oligomer/triethylenetetramine as curing agents in high‐performance epoxy coatings

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