The Experts below are selected from a list of 264 Experts worldwide ranked by ideXlab platform
J Cano - One of the best experts on this subject based on the ideXlab platform.
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blends of acrylonitrile butadiene styrene with an epoxy Cycloaliphatic Amine resin phase separation behavior and morphologies
Journal of Applied Polymer Science, 2002Co-Authors: J. Lopez, C Ramirez, J Cano, L. Barral, M J Abad, F. J. DíezAbstract:The phase-separation behavior and morphologies of a commercial epoxy resin based on diglycidyl ether of bisphenol A cured with the diAmine hardener 1,3-bisaminomethylcyclohexane and blended with different amounts of acrylonitrile–butadiene–styrene thermoplastic were studied with dynamic mechanical analysis and other techniques. In comparison with the neat system, the modified systems reached before gelation and vitrification, events that were assigned to the onset and endset of the storage modulus signals in a dynamic mechanical analysis curve (storage modulus versus time). These results were explained by a phase-separation phenomenon induced by polymerization. Scanning electron microscopy and light transmission focused on phase separation revealed a sea-island morphology for low thermoplastic contents, a bicontinuous structure for intermediate thermoplastic contents, and an epoxy-nodular phase-inverted structure for high thermoplastic contents. © 2002 Wiley Periodicals, Inc. J Appl Polym Sci 85: 1277–1286, 2002
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study of the physical aging of an epoxy Cycloaliphatic Amine resin modified with abs
Journal of Thermal Analysis and Calorimetry, 2002Co-Authors: C Ramirez, J Cano, L. Barral, M J Abad, F. J. Díez, J. LopezAbstract:Using differential scanning calorimetry (DSC) we have studied the physical aging of an epoxy resin based on the diglycidyl ether of bisphenol A (DGEBA) modified by two different contents of an acrylonitrile-butadiene-styrene (ABS) and cured with 1,3-bisaminomethylcyclohexane (1,3-BAC). Samples fully cured were annealed at temperature of 125°C for periods of time of 72 and 120 h, to determine the process of physical aging. The apparent activation energy for the enthalpy relaxation, Dh*, is determined as the sample is heated at 10°C min-1 following cooling at various rates through the glass transition region. DSC studies suggested that the presence of thermoplastic inhibits the process of relaxation.
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Study of the physical aging of an epoxy/Cycloaliphatic Amine resin modified with abs
Journal of Thermal Analysis and Calorimetry, 2002Co-Authors: C Ramirez, J Cano, L. Barral, M J Abad, F. J. Díez, J. LopezAbstract:Using differential scanning calorimetry (DSC) we have studied the physical aging of an epoxy resin based on the diglycidyl ether of bisphenol A (DGEBA) modified by two different contents of an acrylonitrile-butadiene-styrene (ABS) and cured with 1,3-bisaminomethylcyclohexane (1,3-BAC). Samples fully cured were annealed at temperature of 125°C for periods of time of 72 and 120 h, to determine the process of physical aging. The apparent activation energy for the enthalpy relaxation, D h *, is determined as the sample is heated at 10°C min^-1 following cooling at various rates through the glass transition region. DSC studies suggested that the presence of thermoplastic inhibits the process of relaxation.
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Blends of acrylonitrile–butadiene–styrene with an epoxy/Cycloaliphatic Amine resin: Phase-separation behavior and morphologies
Journal of Applied Polymer Science, 2002Co-Authors: Joaquín López, Luis Barral, J Cano, Carmen Ramírez, María José Abad, F. J. DíezAbstract:The phase-separation behavior and morphologies of a commercial epoxy resin based on diglycidyl ether of bisphenol A cured with the diAmine hardener 1,3-bisaminomethylcyclohexane and blended with different amounts of acrylonitrile–butadiene–styrene thermoplastic were studied with dynamic mechanical analysis and other techniques. In comparison with the neat system, the modified systems reached before gelation and vitrification, events that were assigned to the onset and endset of the storage modulus signals in a dynamic mechanical analysis curve (storage modulus versus time). These results were explained by a phase-separation phenomenon induced by polymerization. Scanning electron microscopy and light transmission focused on phase separation revealed a sea-island morphology for low thermoplastic contents, a bicontinuous structure for intermediate thermoplastic contents, and an epoxy-nodular phase-inverted structure for high thermoplastic contents. © 2002 Wiley Periodicals, Inc. J Appl Polym Sci 85: 1277–1286, 2002
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thermal decomposition behavior and the mechanical properties of an epoxy Cycloaliphatic Amine resin with abs
European Polymer Journal, 2001Co-Authors: M J Abad, C Ramirez, P Nogueira, J Cano, J. Lopez, L. Barral, A. TorresAbstract:Abstract A bifunctional epoxy resin was modified with several amounts of a thermoplastic based on a mixture of acrylonitrile–butadiene–styrene (ABS) in order to improve the toughness of the resin. Previous to study of the mechanical properties, thermal degradation behavior and the kinetic data of the modified systems were calculated using isothermal and dynamic thermogravimetric methods. The results have shown good agreement between the activation energies obtained from all methods if it is assumed that the mechanism of degradation of these epoxy resins is of sigmoidal type. The mechanical behavior was studied by stress–strain tests. The tensile properties of the blends were measured at different test temperatures. In general, the toughness improved when the test temperature increased. The more effective thermoplastic modification was the blend with 10 phr ABS, because it obtained better mechanical data than the other ones at low test temperatures. The fractography study proved that the blend with 10 phr ABS had the satisfactory morphology in order to get a toughness improvement, but the SEM micrographs also displayed adhesion problems between ABS particles and the epoxy matrix which did not allow the mechanical behavior improvement that was expected.
P Nogueira - One of the best experts on this subject based on the ideXlab platform.
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thermal decomposition behavior and the mechanical properties of an epoxy Cycloaliphatic Amine resin with abs
European Polymer Journal, 2001Co-Authors: M J Abad, C Ramirez, P Nogueira, J Cano, J. Lopez, L. Barral, A. TorresAbstract:Abstract A bifunctional epoxy resin was modified with several amounts of a thermoplastic based on a mixture of acrylonitrile–butadiene–styrene (ABS) in order to improve the toughness of the resin. Previous to study of the mechanical properties, thermal degradation behavior and the kinetic data of the modified systems were calculated using isothermal and dynamic thermogravimetric methods. The results have shown good agreement between the activation energies obtained from all methods if it is assumed that the mechanism of degradation of these epoxy resins is of sigmoidal type. The mechanical behavior was studied by stress–strain tests. The tensile properties of the blends were measured at different test temperatures. In general, the toughness improved when the test temperature increased. The more effective thermoplastic modification was the blend with 10 phr ABS, because it obtained better mechanical data than the other ones at low test temperatures. The fractography study proved that the blend with 10 phr ABS had the satisfactory morphology in order to get a toughness improvement, but the SEM micrographs also displayed adhesion problems between ABS particles and the epoxy matrix which did not allow the mechanical behavior improvement that was expected.
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Enthalpy relaxation in an epoxy-Cycloaliphatic Amine resin
Colloid & Polymer Science, 2001Co-Authors: Carmen Ramírez, P Nogueira, J Cano, María José Abad, Joaquín López, L. BarralAbstract:Enthalpy relaxation in a system containing the diglycidyl ether of bisphenol A (DGEBA) resin and a diAmine, 1,3-bisaminomethylcyclohexane (1,3-BAC) as curing agent, has been investigated by differential scanning calorimetry (DSC). Samples fully cured were annealed at temperature Tg–15 °C for periods of time from 1 h to a maximum of 168 h. The enthalpy relaxation is analyzed by the peak shift method, in which the sample is heated at 10 °C/min following cooling at various rates through the glass transition region. The key parameters of structural relaxation determined were the non-linearity parameter x=0.47 ± 0.02, the apparent activation energy Δh*=1264 ± 48 kJ/mol or Δh*/R=152 ± 6 kK and the non-exponentiality parameter β ≈ 0.3. The results, obtained by the same method, were compared with those for other systems based on fully cured DGEBA. The correlations among these parameters with the peak shift model should be considered with caution. However, the results show that a correlation between crosslink lengths and the value of Δh* can be considered. The relaxation process for DGEBA/1,3-BAC proves to be highly cooperative.
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Thermal decomposition behavior and the mechanical properties of an epoxy/Cycloaliphatic Amine resin with ABS
European Polymer Journal, 2001Co-Authors: María José Abad, Luis Barral, P Nogueira, J Cano, Carmen Ramírez, Joaquín López, A. TorresAbstract:Abstract A bifunctional epoxy resin was modified with several amounts of a thermoplastic based on a mixture of acrylonitrile–butadiene–styrene (ABS) in order to improve the toughness of the resin. Previous to study of the mechanical properties, thermal degradation behavior and the kinetic data of the modified systems were calculated using isothermal and dynamic thermogravimetric methods. The results have shown good agreement between the activation energies obtained from all methods if it is assumed that the mechanism of degradation of these epoxy resins is of sigmoidal type. The mechanical behavior was studied by stress–strain tests. The tensile properties of the blends were measured at different test temperatures. In general, the toughness improved when the test temperature increased. The more effective thermoplastic modification was the blend with 10 phr ABS, because it obtained better mechanical data than the other ones at low test temperatures. The fractography study proved that the blend with 10 phr ABS had the satisfactory morphology in order to get a toughness improvement, but the SEM micrographs also displayed adhesion problems between ABS particles and the epoxy matrix which did not allow the mechanical behavior improvement that was expected.
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blends of an epoxy Cycloaliphatic Amine resin with poly ether imide
Polymer, 2000Co-Authors: L. Barral, P Nogueira, J Cano, J. Lopez, I Lopezbueno, M J Abad, C RamirezAbstract:Abstract By employing differential scanning calorimetry we have studied, under isothermal and dynamic conditions, the kinetics of the cure reaction for an epoxy based in the diglycidyl ether of bisphenol A (DGEBA) modified with different contents of poly(ether imide) (PEI) and cured with 1,3-bisaminomethylcyclohexane (1.3-BAC), over the temperature range of 80–105°C. Kinetic analysis were performed using three kinetic models: Kissinger, Flynn–Wall–Ozawa and the phenomenological model of Kamal as result of its autocatalytic behaviour. Diffusion control is incorporated to describe the cure in the latter stages predicting the cure kinetics over the whole range of conversion. The values of the activation energies for all the PEI/epoxy blends are higher than the values for the neat system. The autocatalytic mechanism was observed in the neat system as in its blends. The reaction rates are higher with PEI, however the reached conversions decrease with the PEI content. A different behaviour was found between the neat system and the systems with 5 and 7.5 phr of PEI, and the systems with higher content in PEI, being more pronounced in the system with 15 phr of PEI.
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Kinetic studies of the effect of ABS on the curing of an epoxy/Cycloaliphatic Amine resin
Journal of Polymer Science Part B: Polymer Physics, 2000Co-Authors: Luis Barral, P Nogueira, J Cano, María José Abad, Joaquín López, I. López-bueno, Carmen RamírezAbstract:Using differential scanning calorimetry (DSC), we have studied, under isothermal and dynamic conditions, the kinetics of the cure reaction for an epoxy resin based on the diglycidyl ether of bisphenol A (DGEBA) modified with different contents of acrylonitrile-butadiene-styrene (ABS) and cured with 1,3-bisaminomethylcyclohexane (1,3-BAC). Kinetic analysis were performed using three kinetic models: Kissinger, Flynn-Wall-Ozawa, and the phenomenological model of Kamal as a result of its autocatalytic behavior. Diffusion control is incorporated to describe the cure in the latter stages, predicting the cure kinetics over the whole range of conversion. The total heats of reaction were not influenced by the presence of ABS. The autocatalytic mechanism was observed both in the neat system as well as in its blends. The reaction rates of the blends and the maximum conversions reached did not change too much with the ABS content. Blending ABS within the epoxy resin does not change the reaction mechanism of the epoxy resin formation.
C Ramirez - One of the best experts on this subject based on the ideXlab platform.
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blends of acrylonitrile butadiene styrene with an epoxy Cycloaliphatic Amine resin phase separation behavior and morphologies
Journal of Applied Polymer Science, 2002Co-Authors: J. Lopez, C Ramirez, J Cano, L. Barral, M J Abad, F. J. DíezAbstract:The phase-separation behavior and morphologies of a commercial epoxy resin based on diglycidyl ether of bisphenol A cured with the diAmine hardener 1,3-bisaminomethylcyclohexane and blended with different amounts of acrylonitrile–butadiene–styrene thermoplastic were studied with dynamic mechanical analysis and other techniques. In comparison with the neat system, the modified systems reached before gelation and vitrification, events that were assigned to the onset and endset of the storage modulus signals in a dynamic mechanical analysis curve (storage modulus versus time). These results were explained by a phase-separation phenomenon induced by polymerization. Scanning electron microscopy and light transmission focused on phase separation revealed a sea-island morphology for low thermoplastic contents, a bicontinuous structure for intermediate thermoplastic contents, and an epoxy-nodular phase-inverted structure for high thermoplastic contents. © 2002 Wiley Periodicals, Inc. J Appl Polym Sci 85: 1277–1286, 2002
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Study of the physical aging of an epoxy/Cycloaliphatic Amine resin modified with abs
Journal of Thermal Analysis and Calorimetry, 2002Co-Authors: C Ramirez, J Cano, L. Barral, M J Abad, F. J. Díez, J. LopezAbstract:Using differential scanning calorimetry (DSC) we have studied the physical aging of an epoxy resin based on the diglycidyl ether of bisphenol A (DGEBA) modified by two different contents of an acrylonitrile-butadiene-styrene (ABS) and cured with 1,3-bisaminomethylcyclohexane (1,3-BAC). Samples fully cured were annealed at temperature of 125°C for periods of time of 72 and 120 h, to determine the process of physical aging. The apparent activation energy for the enthalpy relaxation, D h *, is determined as the sample is heated at 10°C min^-1 following cooling at various rates through the glass transition region. DSC studies suggested that the presence of thermoplastic inhibits the process of relaxation.
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study of the physical aging of an epoxy Cycloaliphatic Amine resin modified with abs
Journal of Thermal Analysis and Calorimetry, 2002Co-Authors: C Ramirez, J Cano, L. Barral, M J Abad, F. J. Díez, J. LopezAbstract:Using differential scanning calorimetry (DSC) we have studied the physical aging of an epoxy resin based on the diglycidyl ether of bisphenol A (DGEBA) modified by two different contents of an acrylonitrile-butadiene-styrene (ABS) and cured with 1,3-bisaminomethylcyclohexane (1,3-BAC). Samples fully cured were annealed at temperature of 125°C for periods of time of 72 and 120 h, to determine the process of physical aging. The apparent activation energy for the enthalpy relaxation, Dh*, is determined as the sample is heated at 10°C min-1 following cooling at various rates through the glass transition region. DSC studies suggested that the presence of thermoplastic inhibits the process of relaxation.
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thermal decomposition behavior and the mechanical properties of an epoxy Cycloaliphatic Amine resin with abs
European Polymer Journal, 2001Co-Authors: M J Abad, C Ramirez, P Nogueira, J Cano, J. Lopez, L. Barral, A. TorresAbstract:Abstract A bifunctional epoxy resin was modified with several amounts of a thermoplastic based on a mixture of acrylonitrile–butadiene–styrene (ABS) in order to improve the toughness of the resin. Previous to study of the mechanical properties, thermal degradation behavior and the kinetic data of the modified systems were calculated using isothermal and dynamic thermogravimetric methods. The results have shown good agreement between the activation energies obtained from all methods if it is assumed that the mechanism of degradation of these epoxy resins is of sigmoidal type. The mechanical behavior was studied by stress–strain tests. The tensile properties of the blends were measured at different test temperatures. In general, the toughness improved when the test temperature increased. The more effective thermoplastic modification was the blend with 10 phr ABS, because it obtained better mechanical data than the other ones at low test temperatures. The fractography study proved that the blend with 10 phr ABS had the satisfactory morphology in order to get a toughness improvement, but the SEM micrographs also displayed adhesion problems between ABS particles and the epoxy matrix which did not allow the mechanical behavior improvement that was expected.
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blends of an epoxy Cycloaliphatic Amine resin with poly ether imide
Polymer, 2000Co-Authors: L. Barral, P Nogueira, J Cano, J. Lopez, I Lopezbueno, M J Abad, C RamirezAbstract:Abstract By employing differential scanning calorimetry we have studied, under isothermal and dynamic conditions, the kinetics of the cure reaction for an epoxy based in the diglycidyl ether of bisphenol A (DGEBA) modified with different contents of poly(ether imide) (PEI) and cured with 1,3-bisaminomethylcyclohexane (1.3-BAC), over the temperature range of 80–105°C. Kinetic analysis were performed using three kinetic models: Kissinger, Flynn–Wall–Ozawa and the phenomenological model of Kamal as result of its autocatalytic behaviour. Diffusion control is incorporated to describe the cure in the latter stages predicting the cure kinetics over the whole range of conversion. The values of the activation energies for all the PEI/epoxy blends are higher than the values for the neat system. The autocatalytic mechanism was observed in the neat system as in its blends. The reaction rates are higher with PEI, however the reached conversions decrease with the PEI content. A different behaviour was found between the neat system and the systems with 5 and 7.5 phr of PEI, and the systems with higher content in PEI, being more pronounced in the system with 15 phr of PEI.
Carmen Ramírez - One of the best experts on this subject based on the ideXlab platform.
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Blends of acrylonitrile–butadiene–styrene with an epoxy/Cycloaliphatic Amine resin: Phase-separation behavior and morphologies
Journal of Applied Polymer Science, 2002Co-Authors: Joaquín López, Luis Barral, J Cano, Carmen Ramírez, María José Abad, F. J. DíezAbstract:The phase-separation behavior and morphologies of a commercial epoxy resin based on diglycidyl ether of bisphenol A cured with the diAmine hardener 1,3-bisaminomethylcyclohexane and blended with different amounts of acrylonitrile–butadiene–styrene thermoplastic were studied with dynamic mechanical analysis and other techniques. In comparison with the neat system, the modified systems reached before gelation and vitrification, events that were assigned to the onset and endset of the storage modulus signals in a dynamic mechanical analysis curve (storage modulus versus time). These results were explained by a phase-separation phenomenon induced by polymerization. Scanning electron microscopy and light transmission focused on phase separation revealed a sea-island morphology for low thermoplastic contents, a bicontinuous structure for intermediate thermoplastic contents, and an epoxy-nodular phase-inverted structure for high thermoplastic contents. © 2002 Wiley Periodicals, Inc. J Appl Polym Sci 85: 1277–1286, 2002
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Enthalpy relaxation in an epoxy-Cycloaliphatic Amine resin
Colloid & Polymer Science, 2001Co-Authors: Carmen Ramírez, P Nogueira, J Cano, María José Abad, Joaquín López, L. BarralAbstract:Enthalpy relaxation in a system containing the diglycidyl ether of bisphenol A (DGEBA) resin and a diAmine, 1,3-bisaminomethylcyclohexane (1,3-BAC) as curing agent, has been investigated by differential scanning calorimetry (DSC). Samples fully cured were annealed at temperature Tg–15 °C for periods of time from 1 h to a maximum of 168 h. The enthalpy relaxation is analyzed by the peak shift method, in which the sample is heated at 10 °C/min following cooling at various rates through the glass transition region. The key parameters of structural relaxation determined were the non-linearity parameter x=0.47 ± 0.02, the apparent activation energy Δh*=1264 ± 48 kJ/mol or Δh*/R=152 ± 6 kK and the non-exponentiality parameter β ≈ 0.3. The results, obtained by the same method, were compared with those for other systems based on fully cured DGEBA. The correlations among these parameters with the peak shift model should be considered with caution. However, the results show that a correlation between crosslink lengths and the value of Δh* can be considered. The relaxation process for DGEBA/1,3-BAC proves to be highly cooperative.
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Thermal decomposition behavior and the mechanical properties of an epoxy/Cycloaliphatic Amine resin with ABS
European Polymer Journal, 2001Co-Authors: María José Abad, Luis Barral, P Nogueira, J Cano, Carmen Ramírez, Joaquín López, A. TorresAbstract:Abstract A bifunctional epoxy resin was modified with several amounts of a thermoplastic based on a mixture of acrylonitrile–butadiene–styrene (ABS) in order to improve the toughness of the resin. Previous to study of the mechanical properties, thermal degradation behavior and the kinetic data of the modified systems were calculated using isothermal and dynamic thermogravimetric methods. The results have shown good agreement between the activation energies obtained from all methods if it is assumed that the mechanism of degradation of these epoxy resins is of sigmoidal type. The mechanical behavior was studied by stress–strain tests. The tensile properties of the blends were measured at different test temperatures. In general, the toughness improved when the test temperature increased. The more effective thermoplastic modification was the blend with 10 phr ABS, because it obtained better mechanical data than the other ones at low test temperatures. The fractography study proved that the blend with 10 phr ABS had the satisfactory morphology in order to get a toughness improvement, but the SEM micrographs also displayed adhesion problems between ABS particles and the epoxy matrix which did not allow the mechanical behavior improvement that was expected.
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Kinetic studies of the effect of ABS on the curing of an epoxy/Cycloaliphatic Amine resin
Journal of Polymer Science Part B: Polymer Physics, 2000Co-Authors: Luis Barral, P Nogueira, J Cano, María José Abad, Joaquín López, I. López-bueno, Carmen RamírezAbstract:Using differential scanning calorimetry (DSC), we have studied, under isothermal and dynamic conditions, the kinetics of the cure reaction for an epoxy resin based on the diglycidyl ether of bisphenol A (DGEBA) modified with different contents of acrylonitrile-butadiene-styrene (ABS) and cured with 1,3-bisaminomethylcyclohexane (1,3-BAC). Kinetic analysis were performed using three kinetic models: Kissinger, Flynn-Wall-Ozawa, and the phenomenological model of Kamal as a result of its autocatalytic behavior. Diffusion control is incorporated to describe the cure in the latter stages, predicting the cure kinetics over the whole range of conversion. The total heats of reaction were not influenced by the presence of ABS. The autocatalytic mechanism was observed both in the neat system as well as in its blends. The reaction rates of the blends and the maximum conversions reached did not change too much with the ABS content. Blending ABS within the epoxy resin does not change the reaction mechanism of the epoxy resin formation.
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Blends of an epoxy/Cycloaliphatic Amine resin with poly(ether imide)
Polymer, 2000Co-Authors: Luis Barral, P Nogueira, J Cano, María José Abad, Joaquín López, I. López-bueno, Carmen RamírezAbstract:Abstract By employing differential scanning calorimetry we have studied, under isothermal and dynamic conditions, the kinetics of the cure reaction for an epoxy based in the diglycidyl ether of bisphenol A (DGEBA) modified with different contents of poly(ether imide) (PEI) and cured with 1,3-bisaminomethylcyclohexane (1.3-BAC), over the temperature range of 80–105°C. Kinetic analysis were performed using three kinetic models: Kissinger, Flynn–Wall–Ozawa and the phenomenological model of Kamal as result of its autocatalytic behaviour. Diffusion control is incorporated to describe the cure in the latter stages predicting the cure kinetics over the whole range of conversion. The values of the activation energies for all the PEI/epoxy blends are higher than the values for the neat system. The autocatalytic mechanism was observed in the neat system as in its blends. The reaction rates are higher with PEI, however the reached conversions decrease with the PEI content. A different behaviour was found between the neat system and the systems with 5 and 7.5 phr of PEI, and the systems with higher content in PEI, being more pronounced in the system with 15 phr of PEI.
Mariano Schiavon - One of the best experts on this subject based on the ideXlab platform.
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A New Class of Antitumor trans-Amine-Amidine-Pt(II) Cationic Complexes: Influence of Chemical Structure and Solvent on in Vitro and in Vivo Tumor Cell Proliferation
Journal of medicinal chemistry, 2010Co-Authors: Cristina Marzano, Elda Del Giudice, Franco Benetollo, Davide Colavito, Alfonso Venzo, Valentina Gandin, Regio A. Michelin, Roberta Seraglia, Silvia Mazzega Sbovata, Mariano SchiavonAbstract:The reactions of cyclopropylAmine, cyclopentylAmine, and cyclohexylAmine with trans-[PtCl2(NCMe)2] afforded the bis-cationic complexes trans-[Pt(Amine)2(Z-amidine)2]2+[Cl−]2, 1−3. The solution behavior and biological activity have been studied in different solvents (DMSO, water, polyethylene glycol (PEG 400), and polyethylene glycol dimethyl ether (PEG-DME 500)). The biological activity was strongly influenced by the Cycloaliphatic Amine ring size, with trans-[Pt(NH2CH(CH2)4CH2)2{N(H)═C(CH3)N(H)CH(CH2)4CH2}2]2+[Cl−]2 (3) being the most active compound. Complex 3 overcame both cisplatin and MDR resistance, inducing cancer cell death through p53-mediated apoptosis. Alkaline single-cell gel electrophoresis experiments indicated direct DNA damage, reasonably attributable to DNA adducts of trans-[PtCl(Amine)(Z-amidine)2][Cl] species, which can evolve to produce disruptive and nonrepairable lesions on DNA, thus leading to the drug-induced programmed cancer cell death. Preliminary in vivo antitumor studies on C5...
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A new class of antitumor trans-Amine-amidine-Pt(II) cationic complexes: influence of chemical structure and solvent on in vitro and in vivo tumor cell proliferation.
Journal of medicinal chemistry, 2010Co-Authors: Cristina Marzano, Silvia Mazzega Sbovata, Elda Del Giudice, Franco Benetollo, Davide Colavito, Alfonso Venzo, Valentina Gandin, Regio A. Michelin, Roberta Seraglia, Mariano SchiavonAbstract:The reactions of cyclopropylAmine, cyclopentylAmine, and cyclohexylAmine with trans-[PtCl2(NCMe)2] afforded the bis-cationic complexes trans-[Pt(Amine)2(Z-amidine)2]2+[Cl-]2, 1-3. The solution behavior and biological activity have been studied in different solvents (DMSO, water, polyethylene glycol (PEG 400), and polyethylene glycol dimethyl ether (PEG-DME 500)). The biological activity was strongly influenced by the Cycloaliphatic Amine ring size, with trans-[Pt(NH2CH(CH2)4CH2)2{N(H) horizontal lineC(CH3)N(H)CH(CH2)4CH2}2]2+[Cl-]2 (3) being the most active compound. Complex 3 overcame both cisplatin and MDR resistance, inducing cancer cell death through p53-mediated apoptosis. Alkaline single-cell gel electrophoresis experiments indicated direct DNA damage, reasonably attributable to DNA adducts of trans-[PtCl(Amine)(Z-amidine)2][Cl] species, which can evolve to produce disruptive and nonrepairable lesions on DNA, thus leading to the drug-induced programmed cancer cell death. Preliminary in vivo antitumor studies on C57BL mice bearing Lewis lung carcinoma highlighted that complex 3 promoted a significant and dose-dependent tumor growth inhibition without adverse side effects.
