Dual-Emissive Waterborne Polyurethanes Prepared from Naphthalimide Derivative.
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ABSTRACT:
SUBMITTER: Wang T
PROVIDER: S-EPMC6418983 | biostudies-literature |
REPOSITORIES: biostudies-literature
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Project description:Self-healing materials and self-healing mechanisms are two topics that have attracted huge scientific interest in recent decades. Macromolecular chemistry can provide appropriately tailored functional polymers with desired healing properties. Herein, we report the incorporation of glycidyl methacrylate-based (GMA) copolymers in waterborne polyurethanes (WPUs) and the study of their potential healing ability. Two types of copolymers were synthesized, namely the hydrophobic P(BA-co-GMAy) copolymers of GMA with n-butyl acrylate (BA) and the amphiphilic copolymers P(PEGMA-co-GMAy) of GMA with a poly(ethylene glycol) methyl ether methacrylate (PEGMA) macromonomer. We demonstrate that the blending of these types of copolymers with two WPUs leads to homogenous composites. While the addition of P(BA-co-GMAy) in the WPUs leads to amorphous materials, the addition of P(PEGMA-co-GMAy) copolymers leads to hybrid composite systems varying from amorphous to semi-crystalline, depending on copolymer or blend composition. The healing efficiency of these copolymers was explored upon application of two external triggers (addition of water or heating). Promising healing results were exhibited by the final composites when water was used as a healing trigger.
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Project description:Waterborne polyurethanes (WBPUs) with relatively high biobased content (up to 43.7%) were synthesized, aiming at their use as coatings for metals and woods. The study was performed on self-standing films obtained from anionic polyurethane water dispersions (PUDs). The initially targeted PUD was prepared from castor oil (CO), while tartaric acid (TA), a byproduct of wine production, was utilized as the internal anionic emulsifier. Although the films were cohesive and transparent, they were fragile, and thus blending the CO-TA PUD with other WBPUs was the chosen strategy to obtain films with improved handling characteristics. Two different WBPUs based on polycaprolactone diol (PCL), a biodegradable macrodiol, were prepared with dimethylolpropionic acid (DMPA) and tartaric acid (TA) as synthetic and biobased internal emulsifiers, respectively. The use of blends with PCL-TA and PCL-DMPA allowed for tailoring the moduli of the samples and also varying their transparency and haze. The characterization of the neat and hybrid films was performed by colorimetry, FTIR-ATR, XRD, DMA, TGA, solubility and swelling in toluene, and water contact angle. In general, the addition of PCL-based films increases haze; reduces the storage modulus, G', which at room temperature can vary in the range of 100 to 350 MPa; and reduces thermal degradation at high temperatures. The results are related to the high gel content of the CO-TA film (93.5 wt.%), which contributes to the cohesion of the blend films and to the crystallization of the PCL segments in the samples. The highest crystallinity values corresponded to the neat PCL-based films (32.3% and 26.9%, for PCL-DMPA and PCL-TA, respectively). The strategy of mixing dispersions is simpler than preparing a new synthesis for each new requirement and opens possibilities for new alternatives in the future.
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Project description:In this study, environmentally friendly, self-healing waterborne polyurethanes (WPUs) were prepared based on the disulfide metathesis reaction in cystamine. The cystamine acted as a chain extender in the WPU film, which showed a high mechanical strength of 19.1 MPa. The possibility of self-healing reaction was simultaneously modeled via liquid chromatography-mass spectrometry (LC-MS). WPU was confirmed to self-heal a surface crack thermally after a scratch test, and the efficiency was measured by comparing the mechanical properties before and after a cut-and-healing test. In addition, the disulfide-thiol exchange reaction was confirmed to occur in WPU with cystamine as a chain extender and 2-mercaptoethanol. Hot press tests confirmed the possibility of reprocessing the WPU. The WPU incorporating disulfide groups showed great potential as a smart self-healing material.
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Project description:Six 1,8-naphthalimide-based tetraphenylethene derivatives were reported. These highly solid-state emissive compounds showed aggregation-induced emission enhancement or aggregate fluorescence change characteristics. Furthermore, these aggregation-induced green light-emitting or aggregation-induced yellow light-emitting luminophors also exhibited various mechanofluorochromism behaviors involving different fluorescent color changes. To determine the mechanochromic mechanism of these six mechanical stimulus-responsive luminogens, the powder X-ray diffraction (XRD) and X-ray single-crystal measurements were carried out. The powder XRD test results indicated that their interesting mechanofluorochromic behaviors were attributed to the interconversion between crystalline and amorphous states. Meanwhile, the X-ray single-crystal analyses results implied that the twisted molecular conformation and the absence of an intense intermolecular acting force led to a loose packing motif, and the alteration of molecular packing was responsible for the observed mechanofluorochromic effect.
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Project description:The design of self-healing agents is a topic of important scientific interest for the development of high-performance materials for coating applications. Herein, two series of copolymers of 2-hydroxyethyl methacrylate (HEMA) with either the hydrophilic N,N-dimethylacrylamide (DMAM) or the epoxy group-bearing hydrophobic glycidyl methacrylate were synthesized and studied as potential self-healing agents of waterborne polyurethanes (WPU). The molar percentage of DMAM or GMA units in the P(HEMA-co-DMAMy) and P(HEMA-co-GMAy) copolymers varies from 0% up to 80%. WPU/polymer composites with a 10% w/w or 20% w/w copolymer content were prepared with the facile method of solution mixing. Thanks to the presence of P(HEMA-co-DMAMy) copolymers, WPU/P(HEMA-co-DMAMy) composite films exhibited surface hydrophilicity (water contact angle studies), and tendency for water uptake (water sorption kinetics studies). In contrast, the surfaces of the WPU/P(HEMA-co-GMAy) composites were less hydrophilic compared with the WPU/P(HEMA-co-DMAMy) ones. The room-temperature, water-mediated self-healing ability of these composites was investigated through addition of water drops on the damaged area. Both copolymer series exhibited healing abilities, with the hydrophilic P(HEMA-co-DMAMy) copolymers being more promising. This green healing procedure, in combination with the simple film fabrication process and simple healing triggering, makes these materials attractive for practical applications.
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Project description:Polyurethanes with different soft-hard segment ratios were successfully synthesized, with an aggregation-induced-emission (AIE)-active tetraaniline derivative (NH2-B3-Ani4-NH2) as the hard segment. The resulting polyurethanes exhibited typical AIE features. The fluorescence intensities of polyurethane films changed with heat treatments. The fluorescence intensities of the polyurethane films decreased sharply after quenching treatment, yet their fluorescence intensities exceeded the original intensities of the films after thermal annealing at 80 °C for 24 h. Differential Scanning Calorimetry (DSC) results implied that the melting peaks in polyurethane films disappeared after quenching treatment, but the melting peaks appeared again after thermal annealing. These results proved that the arrangement of the structure had an important effect on the AIE properties of the polyurethane films. Meanwhile, the fluorescence intensities of these polyurethanes decreased with the increase of temperature, indicating that all three polyurethanes exhibited temperature-dependent fluorescent characteristics. Based on the above investigations, the AIE-active polyurethanes may provide a platform for the development of stimuli-responsive fluorescent materials.
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Project description:A facile, new and promising technique based on waterborne polymers for designing and synthesizing kinetic hydrate inhibitors (KHIs) has been proposed to prevent methane hydrate formation. This topic is challenging subject in flow assurance problems in gas and oilfields. Proposed technique helps to get KHIs with required number and distance of hydrophilic and hydrophobic groups in molecule and good solubility in water. The performance of these new KHIs was investigated by high pressure micro-differential scanning calorimeter (HP-μDSC) and high-pressure autoclave cell. The results demonstrated the high performance of these inhibitors in delay the induction time (10-20 times) and reduce the hydrate growth rate (3 times). Also they did not increase hydrate dissociation temperature in comparison with pure water and show thermodynamic inhibition as well. Inhibition effect of synthesized polymers is improved with the increase of concentration significantly. Since this is the first report of the use of waterborne polymers as kinetic hydrate inhibitor, we expect that KHIs based on waterborne-based polymers can be a prospective option for preventing methane hydrate formation.
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Project description:Mixed-ligand tetranuclear supramolecular coordination complexes (SCCs) of Pt(II)-p-biphenyl and bridging ligands derivatives of 4,4'-bypiridine (8)-(10), were synthesized and characterized. The SCCs were synthesized stepwise, starting from the Pt-p-biphenyl -Pt core. The crystal structure of complex {[Pt(2,2'-bpy)]4(μ-bph)2(μ-(4,4'-bpy)2}{PF6}4 (2,2'-bpy = 2,2'-bipyridine, bph = p-biphenyl and 4,4'-bpy = 4,4' bipyridine), was determined using single-crystal diffraction methods. The emission profile of the tetranuclear complexes (8)-(10) was influenced by the length of the bridging ligands and was found to depend on solvent polarity. Dual-emission patterns in methanol-water mixtures were observed only in the cases of complexes (9) and (10), attributed to aggregation-induced emission phenomena.
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Project description:The design of new dual-function inhibitors simultaneously preventing hydrate formation and corrosion is a relevant issue for the oil and gas industry. The structure-property relationship for a promising class of hybrid inhibitors based on waterborne polyurethanes (WPU) was studied in this work. Variation of diethanolamines differing in the size and branching of N-substituents (methyl, n-butyl, and tert-butyl), as well as the amount of these groups, allowed the structure of polymer molecules to be preset during their synthesis. To assess the hydrate and corrosion inhibition efficiency of developed reagents pressurized rocking cells, electrochemistry and weight-loss techniques were used. A distinct effect of these variables altering the hydrophobicity of obtained compounds on their target properties was revealed. Polymers with increased content of diethanolamine fragments with n- or tert-butyl as N-substituent (WPU-6 and WPU-7, respectively) worked as dual-function inhibitors, showing nearly the same efficiency as commercial ones at low concentration (0.25 wt%), with the branched one (tert-butyl; WPU-7) turning out to be more effective as a corrosion inhibitor. Commercial kinetic hydrate inhibitor Luvicap 55 W and corrosion inhibitor Armohib CI-28 were taken as reference samples. Preliminary study reveals that WPU-6 and WPU-7 polyurethanes as well as Luvicap 55 W are all poorly biodegradable compounds; BODt/CODcr (ratio of Biochemical oxygen demand and Chemical oxygen demand) value is 0.234 and 0.294 for WPU-6 and WPU-7, respectively, compared to 0.251 for commercial kinetic hydrate inhibitor Luvicap 55 W. Since the obtained polyurethanes have a bifunctional effect and operate at low enough concentrations, their employment is expected to reduce both operating costs and environmental impact.
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