Influence of Methacrylate and Vinyl Monomers on Radical Bulk Photopolymerization Process and Properties of Epoxy-Acrylate Structural Adhesives

In this paper, epoxy-acrylate structural adhesives tapes (SATs) were obtained from Bisphenol A-based liquid epoxy resin and epoxy acrylic resins (EARs). A new method of EARs preparation, i.e., the free radical bulk photopolymerization process (FRBP), was studied in detail. The influence of methacrylic monomers (methyl methacrylate, ethyl methacrylate, butyl methacrylate, lauryl methacrylate, (2-acetoacetoxy)ethyl methacrylate) and vinyl monomers (N-vinylpyrrolidone and styrene) on the FRBP process of base monomers (i.e., butyl acrylate, glycidyl methacrylate and 2-hydroxyethyl acrylate) was investigated. The kinetics of photopolymerization process was monitored by photo-differential scanning calorimetry method. The properties of the obtained EARs (viscosity and average molecular weights), as well as monomers conversion using 1H NMR, were determined. It was revealed that styrene significantly decreases the photopolymerization rate and increases the final monomers conversion (+27%). However, the resulting tetrapolymers BA-co-GMA-co-HEA-co-STY have low molecular weights and low polydispersity (2.2). Methacrylate monomers with shorter aliphatic chains (4) also decrease the rate of photopolymerization due to the length of the aliphatic chain increasing. Surprisingly, the best results of adhesion to steel and shear strength were obtained for SAT based on epoxy acrylate resin with styrene (11 N/25 mm and 20.8 MPa, respectively). However, the thermomechanical properties of SAT with styrene were weaker than those with methacrylates

Tailoring the Physico-Chemical Properties of Poly(xylitol-dicarboxylate-co-butylene dicarboxylate) Polyesters by Adjusting the Cross-Linking Time

Determining the cross-linking time resulting in the best achievable properties in elastomers is a very important factor when considering their mass production. In this paper, five biodegradable polymers were synthesized—poly(xylitol-dicarboxylate-co-butylene dicarboxylate) polymers, based on xylitol obtained from renewable sources. Five different dicarboxylic acids with even numbers of carbon atoms in the aliphatic chain were used: succinic acid, adipic acid, suberic acid, sebacic acid, and dodecanedioic acid. Samples were taken directly after polycondensation (prepolymer samples) and at different stages of the cross-linking process. Physiochemical properties were determined by a gel fraction test, differential scanning calorimetry (DSC), Fourier-transform infrared spectroscopy (FTIR), quasi-static tensile tests, nuclear magnetic resonance spectroscopy (1H NMR and 13C NMR), and an in vitro biodegradation test. The best cross-linking time was determined to be 288h. Properties and degradation time can be tailored for specific applications by adjusting the dicarboxylic acid chain length

Synthesis and Anticancer Activity of Mitotic-Specific 3,4-Dihydropyridine-2(1<i>H</i>)-thiones

Most anticancer drugs target mitosis as the most crucial and fragile period of rapidly dividing cancer cells. However the limitations of classical chemotherapeutics drive the search for new more effective and selective compounds. For this purpose structural modifications of the previously characterized pyridine analogue (S1) were incorporated aiming to obtain an antimitotic inhibitor of satisfactory and specific anticancer activity. Structure-activity relationship analysis of the compounds against a panel of cancer cell lines allowed to select a compound with a thiophene ring at C5 of a 3,4-dihydropyridine-2(1H)-thione (S22) with promising antiproliferative activity (IC50 equal 1.71 ± 0.58 µM) and selectivity (SI = 21.09) against melanoma A375 cells. Moreover, all three of the most active compounds from the antiproliferative study, namely S1, S19 and S22 showed better selectivity against A375 cells than reference drug, suggesting their possible lower toxicity and wider therapeutic index. As further study revealed, selected compounds inhibited tubulin polymerization via colchicine binding site in dose dependent manner, leading to aberrant mitotic spindle formation, cell cycle arrest and apoptosis. Summarizing, the current study showed that among obtained mitotic-specific inhibitors analogue with thiophene ring showed the highest antiproliferative activity and selectivity against cancer cells

Synthesis and Anticancer Activity of Mitotic-Specific 3,4-Dihydropyridine-2(1H)-thiones

Most anticancer drugs target mitosis as the most crucial and fragile period of rapidly dividing cancer cells. However the limitations of classical chemotherapeutics drive the search for new more effective and selective compounds. For this purpose structural modifications of the previously characterized pyridine analogue (S1) were incorporated aiming to obtain an antimitotic inhibitor of satisfactory and specific anticancer activity. Structure-activity relationship analysis of the compounds against a panel of cancer cell lines allowed to select a compound with a thiophene ring at C5 of a 3,4-dihydropyridine-2(1H)-thione (S22) with promising antiproliferative activity (IC50 equal 1.71 ± 0.58 µM) and selectivity (SI = 21.09) against melanoma A375 cells. Moreover, all three of the most active compounds from the antiproliferative study, namely S1, S19 and S22 showed better selectivity against A375 cells than reference drug, suggesting their possible lower toxicity and wider therapeutic index. As further study revealed, selected compounds inhibited tubulin polymerization via colchicine binding site in dose dependent manner, leading to aberrant mitotic spindle formation, cell cycle arrest and apoptosis. Summarizing, the current study showed that among obtained mitotic-specific inhibitors analogue with thiophene ring showed the highest antiproliferative activity and selectivity against cancer cells

E-Beam Effects on Poly(Xylitol Dicarboxylate-co-diol Dicarboxylate) Elastomers Tailored by Adjusting Monomer Chain Length

Poly(xylitol dicarboxylate-co-diol dicarboxylate) elastomers can by synthesized using wide variety of monomers with different chain lengths. Obtained materials are all biodegradable, thermally stable elastomers, but their specific properties like glass transition temperature, degradation susceptibility, and mechanical moduli can be tailored for a specific application. Therefore, we synthesized eight elastomers using a combination of two dicarboxylic acids, namely suberic and sebacic acid, and four different diols, namely ethanediol, 1,3-propanediol, 1,4-buanediol, and 1,5-pentanediol. Materials were further modified by e-beam treatment with a dose of 100 kGy. Materials both before and after radiation modification were tested using tensile tests, gel fraction determination, 1H NMR, and 13C NMR. Thermal properties were tested by Differential Scanning Calorimetry (DSC), Dynamic Thermomechanical Analysis (DMTA) and Thermogravimetric Analysis (TGA). Degradation susceptibility to both enzymatic and hydrolytic degradation was also determined