Azomethine ether-based potential curing agent for epoxy resin (diglycidyl ether of bisphenol A): Synthesis and characterization

2020 ◽  
pp. 009524432092857
Author(s):  
Fozia Noreen ◽  
Ahtaram Bibi ◽  
Naila Khalid ◽  
Imran Ullah Khan

Novel azomethine ether-based compounds (A: N-((4-(9-(4-(phenylimino)methyl)phenoxy)nonyloxy)benzylidene)bezenamine and B: N-((4-(9-(4-(p-hydroxyphenylimino)methyl)phenoxy)nonyloxy)benzylidene)-4-hydroxybenzenamine) were synthesized by condensation reaction of dialdehyde, 4,4-(1,9-nonandiyle)bis(oxy)dibenzaldehyde with aromatic amines. Structures of synthesized compounds were successfully characterized by Fourier transform infrared (FTIR), ultraviolet–visible, proton nuclear magnetic resonance imaging and photoluminescence (PL) spectroscopy. The PL spectral analysis revealed that emission maxima of compounds A and B are at 475 and 500 nm, respectively, indicate blue and green light emission with large Stokes shift range (Δ λ ST, 109–138 nm). Two series of polymers: one azomethine-based polymers (C1–C5) and other without azomethine (H1–H4) were prepared by curing diglycidyl ether of bisphenol A with a synthesized curing agent (B) and commercial curing agent, respectively, in various proportions. The structural characterization of the resulting polymers was carried out by FTIR spectral analysis. Thermal properties revealed that azomethine-based polymers (C1–C5) were thermally stable up to 400°C as compared to H1–H4. The glass transition temperature of the polymers, determined by differential scanning calorimetry, was in the range 121–123°C.

2012 ◽  
Vol 24 (8) ◽  
pp. 730-737 ◽  
Author(s):  
Wang Fang ◽  
Xiao Jun ◽  
Wang Jing-wen ◽  
Li Shu-qin

A modified imidazole curing agent, EMI-g-BGE, was encapsulated for one-package of diglycidyl ether of bisphenol A (DGEBA) epoxy resin system. Polyetherimide (PEI) was used as the wall material, and the emulsion solvent evaporation method was used to form the microcapsules. The morphology and particle size distribution of microcapsules were evaluated by scanning electron microscopy (SEM), mastersizer analyzer. Microcapsules exhibited spherical shapes and the mean particle size was about 745 nm. The curing kinetic of DGEBA/microcapsules curing agent was studied by nonisothermal differential scanning calorimetry (DSC) technique at different heating rates. Dynamic DSC scans indicated the microcapsule was an effective curing agent of epoxy resin. The apparent activation energy Ea was 88.03 kJ/mol calculated through Kissinger method, more than DGEBA/EMI-g-BGE system. This microcapsule of EMI-g-BGE exhibited a long shelf life, and the curing did not occur in this epoxy-microcapsule resin system for more than 3months at room temperature. The kinetic parameters were determined by Málek method and a two-parameter ( m, n) autocatalytic model (Šesták–Berggren equation) was found to be the most adequate selected kinetic model, which showed the encapsulation of the curing agent EMI-g-BGE did not change the cure reaction mechanism of the epoxy resin system. From the experimental data, the nonisothermal DSC curves show the results being in accordant with those theoretically calculated.


Author(s):  
Abbas Hassan Faris

In this work, appropriate alternative for diglycidyl ether bisphenol A (DGEBA) was found to avoid the destructive effects of bisphenol A. Lignin, an aromatic compound from palm tree leaves, was used as a renewable material to synthesize a bio-based epoxy resin. Lignin extracted using Kraft pulping process. Kraft Lignin was epoxidized with epichlorohydrin in alkaline medium. Nano-titanium dioxide was used as filler with ratio of 10% to prepare the green epoxy composite. The structure of the Kraft lignin and lignin-based epoxy resin was proven via Infrared spectra (FT-IR) were recorded using solid KBr disk by testing Shimadzu (FT-IR-8300) spectrophotometer. The thermal properties of the curing process of lignin-based epoxy resin and composite were investigate using Differential scanning calorimetry (DSC) analysis. Potentiodynamic measurements data revealed that the anti-corrosion performance of the lignin based epoxy resin. The study demonstrates successful of epoxidation of Kraft lignin. In addition, lignin based eopxy resin showed effective inhibitor for carbon steel in 3.5 wt. % NaCl electrolyte solutions


2014 ◽  
Vol 1655 ◽  
Author(s):  
Detlef Klimm ◽  
Jan Philippen ◽  
Toni Markurt ◽  
Albert Kwasniewski

ABSTRACTCe3+ is known to show broad optical emission peaking in the green spectral range. For the stabilization of 3-valent cerium in ceramic phosphors such as calcium scandate CaSc2O4, often co-doping with sodium for charge compensation is performed (Na+, Ce3+ ↔ 2 Ca2+). At the melting point of CaSc2O4 (≈2110°C), however, alkaline oxides evaporate completely and co-doping is thus no option for crystal growth from the melt. It is shown that even without co-doping Ce3+:CaSc2O4 crystal fibers can be grown from the melt by laser-heated pedestal growth (LHPG) in a suitable reactive atmosphere. Reactive means here that the oxygen partial pressure is a function of temperature and pO2(T) rises for this atmosphere in such a way that Ce3+ is kept stable for all T. Crystal fibers with ≈1 mm diameter and ≤50 mm length were grown and characterized. Differential thermal analysis (DTA) was performed in the pseudo-binary system CaO–Sc2O3, and the specific heat capacity cp(T) of CaSc2O4 was measured up to 1240 K by differential scanning calorimetry (DSC). Near and beyond the melting point of calcium scandate significant evaporation of calcium tends to shift the melt composition towards the Sc2O3 side. Measurements and thermodynamic calculations reveal quantitative data on the fugacities of evaporating species.


2015 ◽  
Vol 44 (1) ◽  
pp. 19-25
Author(s):  
T. Maity ◽  
B.C. Samanta

Purpose – The purpose of this paper was to check effectiveness of amine functional chloroaniline acetaldehyde condensate (AFCAC) as a new curing agent for diglycidyl ether of bisphenol A (DGEBA) resin. For this purpose, first AFCAC was synthesised, characterised and then curing reaction was carried out. Design/methodology/approach – Equimolecular mixture of AFCAC and DGEBA was subjected to curing reaction, and the reaction was followed by differential scanning calorimetry (DSC) analysis. The kinetic studies of this curing reaction were also carried out from those DSC exotherms. The mechanical properties, dynamic mechanical analysis (DMA) and thermogravimetric analysis (TGA) of cured epoxy were also reported. Findings – DSC results reflected the effective first order curing reaction of AFCAC with epoxy resin. Mechanical properties reflected appreciable rigidity of AFCAC cured epoxy matrix and TGA showed that the cured epoxy networks were thermally stable up to around 297°C. Research limitations/implications – The curing agent AFCAC was synthesised by using chloroaniline and acetaldehyde in acid medium. There are some limitations for this procedure. The synthetic procedure is pH dependent. So reaction cannot be done at any pH value. The reaction must also be carried out at room temperature without any heating. To obtain low molecular weight curing agent, chloroaniline and acetaldehyde cannot be taken in equimolecular ratio because the equimolecular mixture of them produces high molecular weight condensate. This was shown in our previous publication. Some implications are also there. By changing amine and aldehyde other curing agents could be synthesised and the curing efficiency of those for epoxy resin could also be studied. Originality/value – Experimental results revealed the greater suitability of AFCAC as curing agent for DGEBA resin and novelty of AFCAC cured matrix in the field of protective coating, casting, adhesives, etc.


2015 ◽  
Vol 749 ◽  
pp. 126-128 ◽  
Author(s):  
Ho Kyoung Choi ◽  
Bong Goo Choi ◽  
Yong Yoon Lee ◽  
Jae Sik Na

1-Benzyl-3-methyl-imidazolium hexafluoroantimonate (BMH) was newly synthesized and characterized with FT-IR, 1H-NMR. We synthesized catalysts fulfill requirements for a rapid cure at a moderately elevated temperature in curing the epoxy resin for neat diglycidyl ether bisphenol A (DGBEA). The cure behavior of this resin was investigated at elevated temperature and cure temperature in the presence of 0.5, 1.0, 2.0 wt% of 1-benzyl-3-methyl-imidazolium hexafluoroantimonate (BMH) by mean of differential scanning calorimeter (DSC). Chemical conversion as function of temperature and amount of BMH (0.5, 1.0, 2.0 wt%) were determined from DSC. It was found that BMH were superior latent thermal catalyst for catinonic curing which have a good thermal stability.


Materials ◽  
2020 ◽  
Vol 13 (22) ◽  
pp. 5184
Author(s):  
Mariusz Tryznowski ◽  
Zuzanna Żołek-Tryznowska

Poly(hydroxyurethane)s (PHU) are alternatives for conventional polyurethanes due to the use of bis-cyclic dicarbonates and diamines instead of harmful and toxic isocyanates. However, the surface properties of poly(hydroxyurethane)s are not well known. In this work, we focus on the analysis of the surface properties of poly(hydroxyurethane) coatings. Poly(hydroxyurethane)s were obtained by a catalyst-free method from commercially available carbonated diglycidyl ether of bisphenol A (Epidian 6 epoxy resins) and various diamines: ethylenediamine, trimethylenediamine, putrescine, hexamethylenediamine, 2,2,4(2,4,4)-trimethyl-1,6-hexanediamine, m-xylylenediamine, 1,8-diamino-3,6-dioxaoctane, 4,7,10-trioxa-1,13-tridecanediamine, and isophorone diamine, using a non-isocyanate route. The structures of the obtained polymers were confirmed by FT-IR, 1H NMR and 13C NMR spectroscopy, and thermogravimetric (TGA) and differential scanning calorimetry (DSC) analyses were performed. The rheological characteristic of the obtained polymers is presented. The static contact angles of water, diidomethane, and formamide, deposited on PHU coatings, were measured. From the measured contact angles, the surface free energy was calculated using two different approaches: Owens–Wendt and van Oss–Chaudhury–Good. Moreover, the wetting envelopes of PHU coatings were plotted, which enables the prediction of the wetting effect of various solvents. The results show that in the investigated coatings, a mainly dispersive interaction occurs.


1987 ◽  
Vol 110 ◽  
Author(s):  
Ioannis N. Hadjinikolaou ◽  
James P. Bell ◽  
Larz Spangberg

Epoxy resins have physical properties that make them suitable for dental and orthopaedic applications such as adhesives and cements. However, it has been observed that epoxy resins harden too slowly for clinical use when mixed with conventional curing agents, e.g. amines and polyamides. A new epoxy - diepisulfide - polyamide system has been developed which gels in 5 to 20 minutes at room temperature. The system consists of two parts: a polyamide curing agent, and a blend of the diepisulfide analog of diglycidyl ether of bisphenol A [DGEBA] dissolved in a mixture of epoxies of the DGEBA type.


2022 ◽  
Vol 1217 (1) ◽  
pp. 012017
Author(s):  
H Ghazali ◽  
K Ghazali ◽  
R Yusoff

Abstract In this study, microcapsules as potential candidates for self-healing agents were prepared by in situ polymerisation, taking place in oil-in-water emulsion. Poly(melamine-formaldehyde) is employed as shell material and diglycidyl ether of bisphenol A as polymerisable core materials and Pentaerythritol Tetrakis(3-Mercaptopropionate) as its hardener. The geometry, shell features, size distributions, core content, and the reactivity of the microcapsules were studied by scanning electron microscopy (SEM), optical microscopy (OM), Soxhlet extraction method and differential scanning calorimetry (DSC). Microcapsules with different sizes and distributions were obtained by adjusting the stirring speeds during the preparation stage. From the results, it was established that the spherical microcapsules fabricated using this technique, resulted in satisfactory size and shell structure with shell thickness of less than 2 μm. The microcapsules possess high core content at about 90 wt.% for each size range of microcapsules and it was also observed that the viscosity of the core content decreased at an elevated temperature. The results obtained in this work indicate that these microcapsules possess the characteristics that can be potentially used for self-healing applications.


Sign in / Sign up

Export Citation Format

Share Document