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Mechanism of transesterification and cyclization of epoxy-polycarbonate blends catalyzed by quarternary ammonium salt
(1996-11-30)
Li, MS
;
Ma, CCM
;
Lu, MS
;
Lin, ML
;
Chang, FC
The reaction of oxirane with carbonate using quarternary ammonium salts as catalyst has been studied. Curing is caused by the transesterification reaction of the oxirane cycle with the carbonate group that proceeds by an ''insertion'' mechanism in the stoichiometric system. The ratio of the reactants is two oxirane groups to one carbonate group. In the nonstoichiometric system, the epoxide content is more than the stoichiometric quantity required. A cyclization reaction is followed by the transesterification reaction. To identify the finished products, a model reaction was proposed using diphenyl carbonate and phenyl glycidyl ether which results in the formation of 4-phenoxymethyl-1,3-dioxolane-2-one (PMD). The mechanism of forming the cyclic structure is assumed to proceed through the chain scission of the network in which the molecular chain crosslinked with carbonate group by a transesterification reaction. (C) 1996 John Wiley & Sons,Inc.
Precrack hysteresis energy in determining polycarbonate ductile-brittle transition .4. Effect of strain rate
(1997-07-25)
Chiou, KC
;
Hsu, HC
;
Chang, FC
;
應用化學系
;
Department of Applied Chemistry
Effect of deformation rate on the ductile-brittle transition behavior for polycarbonate (PC) with different molar mass, notch radius, and rubber content has been investigated. PC with higher molar mass, notch radius, or rubber-modification possesses a higher critical strain rate when the ductile-brittle transition occurs. Whether a notched specimen will fail in a ductile mode or a brittle mode is already decided before the onset of the crack initiation. If size of the precrack plastic zone exceeds a critical level prior to onset of crack initiation, the crack extension developed later will propagate within the plastic zone and result in a ductile mode fracture. The precrack elastic storage energy, the input energy subtracting the hysteresis energy, is the main driving force to strain the crack tip for crack initiation. The precrack hysteresis energy (directly related to the precrack plasticity) increases with the decrease of the applied strain rate. Therefore, the strain rate is also closely related to the size of the precrack plastic zone. If the strain rate is lower than the critical strain rate, the specimen is able to grow a precrack plastic zone exceeding the critical plastic zone and results in a ductile mode fracture. (C) 1997 John Wiley & Sons, Inc.
The epoxy-polycarbonate blends cured with aliphatic amine .2. Thermal and mechanical properties mechanisms
(1997-09-30)
Lin, ML
;
Chang, KH
;
Chang, FC
;
Li, MS
;
Ma, CCM
The transamidation reaction converts the carbonate and amine into N-aliphatic aromatic carbamate and urea, causing the equivalent of oxirane and amine nonstoichiometric in the primary cure stage. After postcure, the substitution reaction takes place and results in a more tightly crosslinked structure. Such a higher crosslinking density is responsible for higher T-g, tensile strength, and tensile modulus in the postcure stage than that in the primary and secondary cure stages. This trend is more pronounced in those PC-epoxy blends containing higher molecular weight aliphatic amine or a higher content of PC. This phenomenon is due to the difference in the fraction of amino group of aliphatic amine consumed in the transamidation. PC-epoxy/aliphatic amine blends show minor improvement in the high strain rate Izod impact tests, while toughness improvement for some blends is substantial at low strain rate tensile tests. (C) 1997 John Wiley & Sons, Inc.
The epoxy-polycarbonate blends cured with aliphatic amine .1. Mechanism and kinetics
(1997-09-30)
Lin, ML
;
Chang, KH
;
Chang, FC
;
Li, MS
;
Ma, CCM
Reaction mechanism of the PC-epoxy blends cured by aliphatic amine has been investigated by varying PC contents in the blends. The transamidation reaction tends to convert nearly all the carbonates into N-aliphatic aromatic carbamates even at ambient temperature before normal curing. The remaining amine proceeds the normal curing with epoxy at a higher temperature (80 degrees C). For the PC-epoxy/aliphatic amine blend containing 6 wt % PC, the yielded N-aliphatic aromatic carbamate further reacts with amine to produce the urea structure. The urea undergoes substitution reaction with the hydroxyl formed from the normal curing to give the N-aliphatic aliphatic carbamate. For the blend containing 12 wt % PC, the N-aliphatic aromatic carbamate converts into the N-aliphatic aliphatic carbamate via two different routes. For the blend containing lower molecular weight of the aliphatic amine, the N-aliphatic aromatic carbamate reacts with hydroxyl to form the N-aliphatic aliphatic carbamate directly. For the blend containing higher molecular weight of aliphatic amine, the N-aliphatic aromatic carbamate decomposes into the aliphatic isocyanate accelerated by the presence of the residual oxirane. The isocyanate formed then reacts with hydroxyl to yield the N-aliphatic aliphatic carbamate. The activation energy (E-alpha) and preexponential factor (A) of the PC-epoxy/POPDA blends decrease with the increase of the PC content. Kinetic study by thermal analysis by the method of autocatalyzed model is able to correctly predict oxirane conversion vs. time relationship for the neat epoxy/aliphatic amine and the PC-epoxy/aromatic amine systems because the dominant reaction is the normal curing reaction between amine and oxirane. The model fails to predict the PC-epoxy/aliphatic amine system because the system is complicated by several other reactions besides the normal curing reaction. (C) 1997 John Wiley & Sons, Inc.
Transesterification and cyclization of polycarbonate-epoxy blends cured with anhydride
(1996-08-01)
Li, MS
;
Su, YF
;
Ma, CCM
;
Chen, JL
;
Lu, MS
Infrared spectra have been investigated to study the curing mechanisms of polycarbonate-epoxy blends using anhydride as a hardener catalysed by tertiary amine. Due to a significant difference in the reaction, curing reactions of the system can be considered as two sequential stages: (1) an anionic alternating copolymerization of cyclic anhydride and epoxy resin, and (2) a homopolymerization of oxirane initiated by a quaternary ammonium salt zwitter ion. The transesterification/cyclization of carbonate groups proceeds in the later stage if the oxirane is still available. Degrees of transesterification/cyclization and homopolymerization are higher when a higher epoxy/anhydride ratio is used. This study positively confirms the mechanism of transesterification/cyclization proceeding through a zwitter ion. The zwitter ion is formed from epoxide and tertiary amine, which attacks the carbonate group. Copyright (C) 1996 Elsevier Science Ltd.
The kinetics, thermal and mechanical properties of epoxy-polycarbonate blends cured with aromatic amine
(1998-04-01)
Lu, MS
;
Chen, JL
;
Li, YS
;
Chang, FC
;
Li, MS
PC-DER331 blends are transparent and homogeneous due to the transesterification taking place during hot melting process. This transesterification reaction does not occur or occurs insignificantly during the preparation of PC-DER332 blends. PC is separated from the PC-DER332 melt mixture by slow cooling to room temperature but the mixture remains a single phase by quenching with an ice bath. Two systems of PC-epoxy blends, PC-DER331 blends and PCDER332 blends are cured by the m-phenylene diamine (MPDA) in a stoichiometric ratio. Curing kinetics have been carried out by differential scanning calorimeter (DSC). The presence of PC accelerates the curing reaction. Infrared spectroscopy (IR) indicates the occurrence of transesterification in the PC-DER331/MPDA blends during curing. The flexural modulus increases with the increase of the PC content while the notched Izod impact strength decreases with the increase of the PC content for all the blending systems. The fracture surfaces of the PC-DER331/MPDA blends are smooth, an indication of a homogeneous morphology. The fracture surfaces of the PC-DER332/MPDA blends are rough, an indication of a heterogeneous morphology.
In-situ measurement of the crystallization process of polycarbonate/epoxy resin by a photoresistor
(2000-03-01)
Li, YS
;
Chang, FC
;
應用化學系
;
Department of Applied Chemistry
The PC crystallization process is measured by the photoresistor, by which the reciprocal relationship is obtained between the illumination of transmission light and the resistance. In the beginning of annealing the change of resistance is insignificant when the crystallization is still at the induction stage. Then the increasing number and size of spherulites scatter the incoming light and the resistance increases quickly. Finally the concentration of amorphous PC decreases and the increasing rate of resistance slows down. The X-ray pattern shows an ordered PC structure of 2 theta = 11 degrees in the induction period, then converts to amorphous (broad peak at 20 degrees) and spherulite (17.2 degrees) structure. The dissolving heat of PC spherulite, analyzed by differential scanning calorimetry, shows a linear relationship to the resistance. Thus the relative crystallinity can be obtained by measuring the resistance of the photoresistor from both primary and secondary crystallization. The experimental results show good correlation to the Avrami model and the highest crystallization rate is obtained at 80 degrees C. The thermodynamic factor controls the crystallization rate at higher annealing temperature while the kinetic factor dominates the crystallization rate at lower annealing temperatures. (C) 1999 Elsevier Science Ltd. All rights reserved.
The reactivity of epoxy/polycarbonate/BF3-MEA system
(2001-03-01)
Li, YS
;
Chang, FC
;
應用化學系
;
Department of Applied Chemistry
The cationic reaction of an epoxy/BF3-MEA system occurs between the oxirane group and the oxonium group, The addition of polycarbonate to the system does not cause a transesterification reaction between the carbonate group and the oxonium group, thus the molecular weight of the PC is unchanged during the reaction. PC crystallization is observed in the cured system because the epoxy monomer accelerates the PC crystallization. The eposy/BF3-MEA and epoxy/PC/BF3-MEA systems all follow the first order reaction. The PC modified systems show lower activation energy, a lower pre-exponential factor and a higher reaction rate constant.
Transesterification and cyclization of polycarbonate-epoxy blends cured with anhydride
(1996-08-01)
Li, MS
;
Su, YF
;
Ma, CCM
;
Chen, JL
;
Lu, MS
Infrared spectra have been investigated to study the curing mechanisms of polycarbonate-epoxy blends using anhydride as a hardener catalysed by tertiary amine. Due to a significant difference in the reaction, curing reactions of the system can be considered as two sequential stages: (1) an anionic alternating copolymerization of cyclic anhydride and epoxy resin, and (2) a homopolymerization of oxirane initiated by a quaternary ammonium salt zwitter ion. The transesterification/cyclization of carbonate groups proceeds in the later stage if the oxirane is still available. Degrees of transesterification/cyclization and homopolymerization are higher when a higher epoxy/anhydride ratio is used. This study positively confirms the mechanism of transesterification/cyclization proceeding through a zwitter ion. The zwitter ion is formed from epoxide and tertiary amine, which attacks the carbonate group. Copyright (C) 1996 Elsevier Science Ltd.
Mechanism of transesterification and cyclization of epoxy-polycarbonate blends catalyzed by quarternary ammonium salt
(1996-11-30)
Li, MS
;
Ma, CCM
;
Lu, MS
;
Lin, ML
;
Chang, FC
The reaction of oxirane with carbonate using quarternary ammonium salts as catalyst has been studied. Curing is caused by the transesterification reaction of the oxirane cycle with the carbonate group that proceeds by an ''insertion'' mechanism in the stoichiometric system. The ratio of the reactants is two oxirane groups to one carbonate group. In the nonstoichiometric system, the epoxide content is more than the stoichiometric quantity required. A cyclization reaction is followed by the transesterification reaction. To identify the finished products, a model reaction was proposed using diphenyl carbonate and phenyl glycidyl ether which results in the formation of 4-phenoxymethyl-1,3-dioxolane-2-one (PMD). The mechanism of forming the cyclic structure is assumed to proceed through the chain scission of the network in which the molecular chain crosslinked with carbonate group by a transesterification reaction. (C) 1996 John Wiley & Sons,Inc.

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