Glycidyl Methacrylate Copolymer Research Articles

Glycidyl methacrylate co-polymer emulsion-based heat and water-resistant wood adhesive

This work aims to add an epoxy-ended co-monomer to polyvinyl acetate (PVAc) emulsion adhesive-based wood adhesive to improve its resistance to heat and moisture. Here, glycidyl methacrylate (GMA), vinyl neodecanoate (VeoVa), and vinyl acetate (VAc) emulsion copolymers have been created and evaluated as wood adhesives. To prepare the emulsion-based adhesive samples, a polyvinyl alcohol (PVA) solution, aluminium chloride solution, preservatives, and a plasticizer are added. Following that, the poly(VAc–VeoVa–GMA) based adhesive sample is compared with the VAc, VeoVa, and methyl methacrylate (MMA) (poly(VAc-VeoVa-MMA)) co-polymer-based adhesive. Tensile shear strength of wood joints under dry and wet conditions was tested in compliance with EN 204-205 standard to assess the adhesives’ performance. The EN 14257 standard, which defines the shear stress of wood joints at 80 °C, was used to assess the heat resistance of the wood adhesives. Tests on the hardness of films confirmed the results of differential scanning calorimetry, which indicated that the glass transition temperature in the GMA-based adhesive was significantly higher than in the MMA-based adhesive. After 6 h of bonding, EN 204 shows that the tensile shear strength of a GMA-based adhesive increased by 15.56% in a dry environment, by 16.67% in a wet environment and 37.84% heat resistance when compared to a co-polymer-based adhesive based on MMA. The approach that was developed provides a simple and useful way of developing adhesives with enhanced heat, water, and bonding strength resistance.

Surface thermal-curing phosphorus-containing coated rigid polyurethane foam with highly-efficient flame retardancy and reinforced mechanical property

A phosphorous-containing HEMAP–co–GMA (HPG) prepolymer was successfully prepared by the ring-opening reaction of glycidyl methacrylate (GMA) and 2–hydroxyethyl methacrylate phosphate (HEMAP) as monomers, and flame retardant HEMAP–GMA copolymer (HPG) coating on the surface of rigid polyurethane foam (RPUF) was further fabricated by free-radical thermal-curing. The HPG coating endowed RPUF excellent flame retardancy and fire hazardous safety. The HPG coated on RPUF (HPG/RPUF) reached UL94 V–0 rating, and the limited oxygen index value of the HPG-2/RPUF improved from 19.0 % of RPUF to 27.8 %. The cone calorimetric test results showed that the total heat release and mean peak heat release rate values of the HPG-2/RPUF reduced by 79.6 % and 54.6 % compared to those of RPUF, respectively. The flame–retardant mechanism of HPG/RPUG was speculated the synergistic flame retardant effect between the barrier of the dense char layer and the inhibition of phosphorus–containing free–radicals. The three–dimensional crosslinked HPG coating not only provided HPG/RPUF excellent water resistance, but also enhanced compressive properties and heat–insulation. The highly efficient flame–retardant HPG coating has great potential in fire protection of the heat insulation foams.

Investigation of the Mechanical and Chemical Stability of Superhydrophobic Coatings Based on Reactive Copolymers of Glycidyl Methacrylate and Fluoroalkyl Methacrylates

Investigation of the Mechanical and Chemical Stability of Superhydrophobic Coatings Based on Reactive Copolymers of Glycidyl Methacrylate and Fluoroalkyl Methacrylates

ОДНОСТАДИЙНЫЙ СПОСОБ ПОЛУЧЕНИЯ СУПЕРГИДРОФОБНЫХ ПОКРЫТИЙ, СОДЕРЖАЩИХ ЧАСТИЦЫ НАПОЛНИТЕЛЯ

The paper proposes an approach for obtaining composite coatings based on copolymers of alkylmethacrylates and glycidylmethacrylate with appreted kaolin and aerosil particles. The formation of coatings on the surface is carried out by aerosol application and subsequent temperature curing. The influence of the filler surface dressing, concentration and particle shape on the formed topology of the surface layer and the stability of superhydrophobic properties has been studied.

A novel CO2 based UV-induced peelable adhesive for wafer dicing

Poly (propylene carbonate) diol with double-bonds on the side chains (PPCAGE) was synthesized form CO2, propylene oxide (PO), polyether diol (PPG) and allyl glycidyl ether (AGE). Then, three kinds of CO2 based polyurethane oligomers (PPCAGE-PU) (PPCAGE-PUA, PPCAGE-PUB and PPCAGE-IPDI, respectively) with different contents of double bond were prepared through the reaction of PPCAGE, isophorone diisocyanate (IPDI) and hydroxyethyl acrylate (HEA). The content of -NCO was adjusted by varying the ratio of -NCO terminated prepolymer and HEA. Acrylate copolymer with side double bonds and hydroxyl groups (GMA-PSA) was synthesized by the ring-opening reaction of glycidyl methacrylate (GMA) and acrylate copolymer (PSA) containing -COOH and -OH. CO2 based UV-induced peelable adhesive was prepared by mixing PPCAGE-PU, GMA-PSA, active diluent and photoinitiator. The structure of PPCAGE was confirmed by Fourier transform infrared (FT-IR) and nuclear magnetic resonance (1H NMR). The reaction of PPCAGE-PUB and GMA-PSA was monitored by FT-IR, companied by the titration of -NCO and epoxide. The molecular weight of PSA and GMA-PSA was determined by gel permeation chromatography (GPC). The surface morphology of the adhesive was observed by scanning electron microscopy (SEM). The viscoelasticity of adhesive was measured by real-time rheology. The 180° peel strength, micro-surface morphology, gel content, unsaturation conversion and glass transition temperature of UV-induced peelable adhesive were characterized. The results showed that the peel strength of adhesive was 17.82 N/25 mm before UV curing. After UV curing, the surface morphology changed from smooth to rough, the peel strength decreased to 0.08 N/25 mm and the modulus of the PSA increased due to the cross-linking. DSC results showed that the glass transition temperature increased after UV curing.

Rheological behavior and thermomechanical properties of polyethylene—Glycidyl methacrylate vitrimers utilizing disulfide exchange

AbstractFour vitrimers were made using polyethylene – glycidyl methacrylate copolymer (PE‐GMA) and 3,3′ – dithiodipropionic acid (DTDPA) using a two‐step procedure. The amount of DTDPA added was varied, and therefore, the crosslink density was also varied. Rheological experiments were performed. The vitrimers exhibit different rheological behavior depending on the angular frequency applied, which most likely stems from the presence of a crosslinked network. Additionally, there appears to be an on‐going reaction occurring during rheological tests, all of which occur above the melting temperature. Thermal and mechanical tests were also conducted. Thermomechanical testing determined that increasing crosslink density resulted in a decrease in the yield strength.

Solid Polymer Electrolytes Based on Reactive Copolymers of Glycidyl Methacrylate with 2-Hydroxyethyl Methacrylate

Solid Polymer Electrolytes Based on Reactive Copolymers of Glycidyl Methacrylate with 2-Hydroxyethyl Methacrylate

Improving the interfacial shear strength of polypropylene/carbon fiber nonwoven composite by three different methods

This paper introduces three different methods to improve the interfacial shear strength (IFSS) of PP/CF nonwoven composites: (A) mixing maleic anhydride-grafted-PP (MAPP) powder into polypropylene/carbon fiber (PP/CF) nonwoven preform, (B) grafting MAPP onto polydopamine-coated-CF (PCF) utilizing esterification reaction, and (C) coating ethylene–glycidyl methacrylate (E-GMA) copolymer onto CF through solution dipping. First, scanning electron microscopy (SEM), Fourier transform infrared (FTIR) spectra, and X-ray photoelectron spectroscopy (XPS) results over modified CFs show that the MAPP and E-GMA were delivered onto CF. Surface Chemistry analysis validated the esterification between MAPP and PCF. Second, the tensile test and SEM observation of composites’ tensile fracture region confirmed the improved interfacial adhesion. Tensile strength was improved by 42.5%, 44.6%, and 49.8% by Method A, B, and C, respectively. Finally, the Bowyer-Bader methodology estimated the IFSS improvement of 352%, 161%, and 136% produced by Method A, B, and C, respectively.

A Quantitative Study on Branching Density Dependent Behavior of Polylactide Melt Strength.

Polymer melt strength (MS) is strongly correlated with its molecular structure, while their relationship is not very clear yet. In this work, designable long-chain branched polylactide (LCB-PLA) is prepared in situ by using a tailor-made (methyl methacrylate)-co-(glycidyl methacrylate) copolymer (MG) with accurate number of reactive sites. A new concept of branching density (φ) in the LCB-PLA system is defined to quantitively study their relationship. Importantly, a critical point of φc =5.5mol/104 mol C is revealed for the first time, below which the zero-shear viscosity (η0 ) corresponding to MS increases slowly with a slope of Δη0 /Δφ=1400, while it increases sharply above this critical point due to entanglement of neighboring LCB-PLA chains. Consequently, the MS of PLA increased by >100 times by optimizing the LCB structures while maintaining processibility. Therefore, this work provides a deeper understanding and feasible route in quantitative design of polymers with high(er) melt strength for some specialty applications.

Novel reusable catalytic poly(4-styrenesulfonate-co-glycidylmethacrylate) foams for adsorption and photodegradation of the model pollutant dye methylene blue based on aromatic-aromatic interactions

With the aim of achieving new highly porous, water-insoluble solid adsorbents for pollutants in water whose adsorption mechanism is based on aromatic-aromatic interactions, solid materials bearing charged aromatic groups have been developed from a family of copolymers of sodium styrene sulfonate and glycidyl methacrylate synthesized by free radical copolymerization both in DMF and in DMF/H2O, with comonomer molar ratio ranging between 0.2 and 0.8. The copolymers have been rationally designed to furnish hydrophilic functional negatively charged aromatic rings to allow aromatic-aromatic interaction with cationic aromatic pollutants, and hydrophobic functional monomers able to trigger crosslinking reactions through ring opening of epoxy groups by thermal treatment. All these copolymers form hydrogels in water. However, foams with closed cell structure were formed with the copolymer synthesized in DMF at a 0.2/0.8 NaSS/GMA molar ratio in the feed upon thermal treatment for 5–15 min at 270 °C, that resulted in non-soluble, elastic, hard, and fragile solid materials. Volume expansion stood around 30-fold the original volume, and porosity of the resulting expanded objects reached values higher than 73 %. Due to the large surface area of these foams and the presence of the benzene sulfonate moieties, the materials showed maximum adsorption capacity of around 200 mg of the model dye methylene blue per g of material, with a high adsorption rate. Interestingly, the absorbent foams showed catalytic activity towards photodegradation of the dye and allowed reusing the materials for at least six cycles.

Biodegradation Control of Chitosan Materials by Surface Modification with Copolymers of Glycidyl Methacrylate and Alkyl Methacrylates

Chitosan is a promising polymer from natural polysaccharides, which is an environmentally friendly compound from renewable raw materials. Chitosan has biodegradability, biocompatibility, and antibacterial and other activities. In this article, we report the biodegradation control of chitosan materials by use of random copolymers based on glycidyl methacrylate and (fluoro)alkyl methacrylates as surface modifiers. We show that grafting of copolymers allows increasing the hydrophobicity of chitosan materials with initial contact angles up to 114° from 89° for films and up to 154° from 123° for aerogels. We demonstrate that modified aerogels retain contact angles of more than 150° for a long contact time with water while the initial aerogel fully wets for 30 s. The resulting chitosan aerogels have high porosity with a pore size of 100–200 µm, and the pore walls are 0.6–0.7-µm-thick film formations. Our study of lyophilic properties of modified chitosan substrates showed a change in the hydrophobicity of the materials as a function of length of the hydrocarbon radical in the side groups of the (fluoro)alkyl methacrylates in the copolymers. We demonstrate that the rate of biodegradation of the resulting materials decreases with an increase in the number of hydrophobic groups in the modifier. The obtained chitosan materials with hydrophobic coatings have potential as a protective layer for wound dressings with an extended service life.

Highly Hydrophobic and Superhydrophobic Coatings Based on Linseed Oil and Copolymers of Glycidyl Methacrylate and (Fluoro)Alkyl Methacrylates for Wood Surfaces

Highly Hydrophobic and Superhydrophobic Coatings Based on Linseed Oil and Copolymers of Glycidyl Methacrylate and (Fluoro)Alkyl Methacrylates for Wood Surfaces

General Regularities and Features of Photodegradation of Polyphenylene Sulfide Modified by Ethylene and Glycidyl–Methacrylate Copolymer

General Regularities and Features of Photodegradation of Polyphenylene Sulfide Modified by Ethylene and Glycidyl–Methacrylate Copolymer

Processability and Physical Properties of Compatibilized Recycled HDPE/Rice Husk Biocomposites

The circular economy promotes plastic recycling, waste minimization, and sustainable materials. Hence, the use of agricultural waste and recycled plastics is an eco-friendly and economic outlook for developing eco-designed products. Moreover, new alternatives to reinforce recycled polyolefins and add value to agroindustrial byproducts are emerging to develop processable materials with reliable performance for industrial applications. In this study, post-consumer recycled high-density polyethylene (rHDPE) and ground rice husk (RH) of 20% w/w were blended in a torque rheometer with or without the following coupling agents: (i) maleic anhydride grafted polymer (MAEO) 5% w/w, (ii) neoalkoxy titanate (NAT) 1.5% w/w, and (iii) ethylene–glycidyl methacrylate copolymer (EGMA) 5% w/w. In terms of processability, the addition of RH decreased the specific energy consumption in the torque experiments with or without additives compared to neat rHDPE. Furthermore, the time to reach thermal stability in the extrusion process was improved with EGMA and MAEO compatibilizers. Tensile and impact test results showed that using coupling agents enhanced the properties of the RH composites. On the other hand, thermal properties analyzed through differential scanning calorimetry and thermogravimetric analysis showed no significant variation for all composites. The morphology of the tensile fracture surfaces was observed via scanning electron microscopy. The results show that these recycled composites are feasible for manufacturing products when an appropriate compatibilizer is used.

Obtaining new polyfunctional ion-exchange sorbents

The purposeful synthesis of polymeric chelate-forming sorbents, distinguished by high efficiency, selectivity of action, cost-effectiveness, is one of the promising directions in the field of increasing selectivity of the sorption processes. The paper aims at the synthesis of new ionic compounds, based on the copolymers of glycidyl methacrylate and chelating agent - oxyethylidenediphosphonic acid. The preparation of the insoluble complex sorbents by the method of a chemical modification with the introduction of a soluble complexone, hydroxyethylidenediphosphonic acid, widely used in the industry and heat engineering, into the polymer matrix has been studied. The ways of obtaining new ion-exchange resins, based on a double copolymer of glycidyl methacrylate, methyl methacrylate and oxyethylenediphosphonic acid complexon, have been developed. The optimal mode for obtaining the ion exchangers, based on a double copolymer of glycidyl methacrylate, methyl methacrylate and oxyethylenediphosphonic acid, is the mass ratio of copolymer:acid 1.0:1.0, at a temperature of 90 0C, and heating during 10 hours. The yield of ion exchangers makes up 78-80%. The composition and structure of the obtained ionites have been identified by the infrared spectroscopy and elemental analysis. The static exchange capacity for 0.1 М NaOH solution is 5.92 mg-eq/g. It has been found that the obtained ionite has a satisfactory chemical resistance to various acids, alkalis and oxidants, the loss of the static exchange capacity does not exceed 7%. The resulting ionite can be used as a sorption material for the industrial wastewater treatment from various metal ions.

Direct synthesis of Poly(Ԑ-Caprolactone)-block-poly (glycidyl methacrylate) copolymer and its usage as a potential nano micelles carrier for hydrophobic drugs

Ring-opening (ROP) and enzymatic copolymerization (ECP) are among the most widely used approaches for synthesizing copolymers of polycaprolactone (PCL). It involves multiple-step reactions and the utilization of enzymes that make the process a lot more complicated, time consuming, and expensive. Atom transfer radical polymerization (ATRP) has been adopted to synthesize a novel amphiphilic copolymer in our study. The study presents a method to eliminate the ROP/ECP multiple steps in monomer polymerization thus making the process simpler and smoother. The synthesis of cationic polymer micelles copolymer of PCL-PGMA (polycaprolactone grafted poly glycidyl methacrylate) was carried out using direct functionalization of hydroxy group in crude PCL to achieve a higher degree of functionalization, i.e., 12.8% for macroinitiator. FTIR and 1H-NMR confirmed the successful synthesis of the copolymer with better control over the molecular weight with a PDI (1.84). DSC and XRD results showed the reduction of crystallinity by 86.81%, making copolymer more compatible for drug delivery application. The synthesized copolymer was further converted to nano-micelles drug carrier having an average size of 96.08 ± 21.22 nm. The drug encapsulation efficiency achieved was 60.0 ± 1.7%, and nano-micelles rendered a slow and controlled release of naproxen with long-term storage stability.

Zeolitic imidazolate framework-67-modified open-tubular column with cyclodextrin for enantioseparation in capillary electrochromatography.

The histidine-modified zeolitic imidazolate framework [His-ZIF-67] was prepared with the histidine, 2-methylimidazole, and Co2+ under ambient temperature. His-ZIF-67 was bonded via a glycidyl methacrylate copolymer to the internal surface of capillary and then functionalized with the NH2 -β-cyclodextrin (NH2 -β-CD). The materials were characterized by field emission scanning electron microscopy, high-resolution transmission electron microscopy, thermogravimetric analysis, Fourier transform infrared spectroscopy, N2 adsorption-desorption isotherm, X-ray diffraction, and X-ray photoelectron spectroscopy. In comparison with the NH2 -β-CD@capillary, the NH2 -β-CD@His-ZIF-67@capillary-coated column shows significantly enhanced resolution for chiral molecules. The NH2 -β-CD@His-ZIF-67@capillary column achieved the baseline separation of amlodipine and metoprolol (the resolution of amlodipine: 1.70; metoprolol: 1.50) and the partial separation of atenolol and propranolol (the resolution of atenolol: 1.03; propranolol: 0.60). These were attributed to the histidine modification and the features of ZIF-67, including an excellent surface area and the abundant porosity. The pH and proportion of organic modifier in the buffer were crucial for enantioseparation performance and were evaluated in detail. The fabricated NH2 -β-CD@His-ZIF-67@capillary-coated column showed good stability and repeatability (relative standard deviation <6.3%). The molecular modeling with AutoDock and grand canonical ensemble was carried out to evaluate the interactions between chiral stationary phase and racemic drugs.

Effect of the Composition of Copolymers Based on Glycidyl Methacrylate and Fluoroalkyl Methacrylates on the Free Energy and Lyophilic Properties of the Modified Surface.

This study proposes to use reactive copolymers based on glycidyl methacrylate and fluoroalkyl methacrylates with a low fluorine content in the monomer unit as agents to reduce the surface free energy (SFE). This work reveals the effect of the structure and composition of copolymers on the SFE and water-repellent properties of these coatings. On a smooth surface, coatings based on copolymers of glycidyl methacrylate and fluoroalkyl methacrylates with fluorine atoms in the monomer unit ranging from three to seven are characterized by SFE values in the range from 25 to 13 mN/m, which is comparable to the values for polyhedral oligomeric silsesquioxanes and perfluoroalkyl acrylates. On textured aluminum surfaces, the obtained coatings provide time-stable superhydrophobic properties with contact angles up to 170° and sliding angles up to 2°. The possibility of using copolymers based on glycidyl methacrylate and fluoroalkyl methacrylates for the creation of self-cleaning polymer coatings is shown.

Methacrylate-Based Polymeric Sorbents for Recovery of Metals from Aqueous Solutions

The industrialization and urbanization expansion have increased the demand for precious and rare earth elements (REEs). In addition, environmental concerns regarding the toxic effects of heavy metals on living organisms imposed an urgent need for efficient methods for their removal from wastewaters and aqueous solutions. The most efficient technique for metal ions removal from wastewaters is adsorption due to its reversibility and high efficiency. Numerous adsorbents were mentioned as possible metal ions adsorbents in the literature. Chelating polymer ligands (CPLs) with adaptable surface chemistry, high affinity towards targeted metal ions, high capacity, fast kinetics, chemically stable, and reusable are especially attractive. This review is focused on methacrylate-based magnetic and non-magnetic porous sorbents. Special attention was devoted to amino-modified glycidyl methacrylate (GMA) copolymers. Main adsorption parameters, kinetic models, adsorption isotherms, thermodynamics of the adsorption process, as well as regeneration of the polymeric sorbents were discussed.

Interlayer directional coupling thermo-optic waveguide switches based on functionalized epoxy-crosslinking polymers

In this study, interlayer directional coupling (DC) thermo-optic (TO) waveguide switches were designed and fabricated using functionalized epoxy-crosslinking polymers. Fluorinated SU-8 (FSU-8) with a photo-initiating epoxy-crosslinking network was self-synthesized as a waveguide core material. A copolymer of methyl methacrylate and glycidyl methacrylate P(MMA-co-GMA) with a thermo-initiating epoxy crosslinking structure was self-synthesized as a waveguide cladding material. Compared with commercial pure SU-8 and PMMA, FSU-8 exhibited a lower absorption loss and P(MMA-co-GMA) exhibited a higher thermal stability. Using epoxy-crosslinking functionalized polymers, the structure of the waveguides and electrode heaters were optimized, and the performance parameters of the interlayer DC TO switches were simulated. At a signal wavelength of 1550 nm, the insertion loss, extinction ratio, and power consumption of the actual interlayer devices were measured as 6.7 dB, 15.6 dB, and 9 mW, respectively. The rising and falling response times of the TO switches were obtained as 631.6 µs and 362 µs, respectively. The self-leveling ability and solvent resistance characteristic of the epoxy-crosslinking network for FSU-8 and P(MMA-co-GMA) may guarantee the realization of interlayer DC TO waveguide switches. The proposed technique will be suitable for photonic integrated waveguide chips with multilayer stacking dynamic optical information interactions.