Reactions in aminosilane–epoxy prepolymer systems I. Kinetics of epoxy–amine reactions

Sérier, Aîcha; Pascault, J. P.; My, Lam Thanh

doi:10.1002/pola.1991.080290208

Cited by 42 publications

(24 citation statements)

References 7 publications

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“…The epoxy group in GLYMO reacts with the amino groups as shown earlier. Supposing that the influence of the sol‐gel process is negligible in the fresh mixtures,12 the heat of the epoxy‐amine curing reaction for the G1E0 system was determined and converted to joules per equivalent mole. The resulting value of 52.6 kJ/mol suggests that only 47%, or approximately half, of epoxy groups of GLYMO reacted with amine.…”

Section: Resultsmentioning

confidence: 99%

“…Epoxy resins are high‐performance polymers with a wide area of application, which could be further expanded by modifying properties of the final material. Several workers obtained hybrid materials based on epoxy resin using the sol‐gel process and reported their properties 8, 10–18. In this work, 3‐glycidyloxypropyltrimethoxysilane (GLYMO) was used as an inorganic precursor for preparation of epoxy–silica hybrids.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and characterization of organic–inorganic hybrids based on epoxy resin and 3‐glycidyloxypropyltrimethoxysilane

Macan

Ivanković

et al. 2004

J of Applied Polymer Sci

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Organic-inorganic hybrid materials based on diglycidyl ether of bisphenol A (DGEBA) and 3-glycidyloxypropyltrimethoxysilane (GLYMO) were prepared, using a poly(oxypropylene) diamine Jeffamine D230 as a curing agent. Materials were studied by differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), infrared spectroscopy, swelling in tetrahydrofurane (THF), and Soxhlet extraction in THF. A dependence of the final conversion of epoxy groups and the final degree of organic phase crosslinking on inorganic phase content was found.The inorganic phase presents a steric hindrance to full crosslinking of epoxy groups. It also immobilizes the organic chains and improves the temperature stability of hybrid materials. Products of GLYMO hydrolysis together with unreacted organic molecules lower the glass transition temperature of hybrid materials

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of organic–inorganic hybrids based on epoxy resin and 3‐glycidyloxypropyltrimethoxysilane

Macan

Ivanković

et al. 2004

J of Applied Polymer Sci

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“…Details of the complete mathematical description are reported elsewhere. 21 This kinetic analysis has been applied to obtain an expression for the extent of reaction as a function of time and temperature of the DGEBA/IPD system. According to values reported in the literature concerning the ratio of secondary to primary amino hydrogens' rate constants, 22±25 k 2 /k 1 , to the special dif®culty introduced by IPD for which the two initial primary amines are different (aliphatic and cycloaliphatic) and to the extent of cure value reached at the critical gelation point (we shall refer to this again elsewhere), this ratio was estimated to be Table 3 summarizes the K 0 and K 1 values calculated.…”

Section: Kinetic Model Of the Curing Reactionmentioning

confidence: 99%

Chemorheological and dielectric study of epoxy-amine for processing control

et al. 1999

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The curing of an epoxy prepolymer based on diglycidyl ether of bisphenol A (DGEBA) with isophorone diamine (IPD) as a hardener was analysed using differential scanning calorimetry, rheological measurements, microdielectrometry, and insolubles in THF for gel point detection. The effects of the initial hydroxyl concentration of the DGEBA prepolymer, the molecular features of which are different, were determined on the cure kinetics of epoxy networks Chemical reaction kinetics of this DGEBA/IPD system during isothermal conditions was studied in the 60–120 °C temperature range and a kinetic model relation based on assumption of an autocatalytic mechanism has been proposed. Gelation and vitrification phenomena of this reactive mixture were studied and allowed us to establish the TTT diagram. Furthermore, dielectric data and viscosity measurements have been interpreted with respect to kinetics. Indeed, it was shown that the modified percolation law equation suggested by Macosko et al can be used to describe the chemoviscosity as a function of temperature and extent of reaction by using a temperature‐ and conversion‐dependent critical exponent. In other respects, dielectric properties such as ionic conductivity were related on one hand to viscosity through a Stokes‐based equation in the 0 to 0.5 conversion range, and on the other hand to conversion through an experimental equation. © 1999 Society of Chemical Industry

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“…To overcome such disadvantages in preparing epoxy–polyorganosiloxane hybrid system from sol–gel process of TEOS, the use of organoalkoxysilanes has been considered as an effective starting compound to synthesize organic–inorganic hybrid. The reaction and kinetics of aminosilane with epoxy was first reported by Serier 13, 14. The prepolymer from aminotrialkoxysilane with epoxy was synthesized and their final structures were discussed after the sol–gel process.…”

Section: Introductionmentioning

confidence: 97%

“…The prepolymer from aminotrialkoxysilane with epoxy was synthesized and their final structures were discussed after the sol–gel process. Although the reaction of epoxide with aminosilane was reported by Serier,13, 14 there is no discussion and comparison of the structural effects of terminated alkoxysilanes on the properties of final epoxy–polyorganosiloxane hybrid. The sol–gel process was used to obtain the epoxy polyorganosiloxane hybrid from the synthesized prepolymer.…”

Section: Introductionmentioning

confidence: 99%

Syntheses of epoxy‐bridged polyorganosiloxanes and the effects of terminated alkoxysilanes on cured thermal properties

Lee

Chen‐Chi

Hsu

et al. 2006

J of Applied Polymer Sci

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A series of epoxy-bridged polyorganosiloxanes have been synthesized by reacting multifunctional aminoalkoxysilanes with diglycidyl ether of bisphenol A (DGEBA) epoxy resin. The reactions of trifunctional 3-aminopropyltriethoxysilane (APTES), difunctional 3-aminopropylmethyldiethoxysilane (APMDS), and monofunctional 3-aminopropyldimethylethoxysilane (APDES) with DGEBA epoxy have been monitored and characterized by FTIR, 1 H NMR, and 29 Si NMR spectra in this study. The synthesized epoxy-bridged polyorganosiloxanes precursors, with different terminated alkoxysilane groups, are thermally cured with or without the addition of curing catalysts. Organometallic dibutyltindilaurate, and alkaline tetrabutylammonium hydroxide have been used as curing catalysts to investigate the thermal curing behaviors and cured properties of epoxybridged polyorganosiloxanes precursors. The maximum exothermal curing temperatures of epoxy-bridged polyorganosiloxanes precursors are found to appear around the same region of 120°C in DSC analysis. The addition of catalysts to the epoxy/APTES precursor shows significant influence on the cured structure; however, the catalysts exhibit less influence on the cured structure of epoxy-APMDS precursor and epoxy/APDES precursor. Curing catalysts also show significant enhancement in increasing the thermal decomposition temperature (T d50 s) of cured network of trifunctional epoxy-bridged polyorganosiloxane (epoxy/ APTES). High T d50 s of 518.8 and 613.6 in the cured hybrids of epoxy/APTES and epoxy/APMDS precursors are also observed, respectively. When trialkoxysilane-terminated epoxy-bridged polyorganosiloxanes precursor are cured, with or without the addition of catalyst, no obvious T g transition can be found in the TMA analysis of cured network. The cured network of trialkoxysilane-terminated epoxy-bridged polyorganosiloxanes also exhibits the lowest coefficient of thermal expansion (CTE) among the three kinds of alkoxysilane-terminated epoxy-bridged polyorganosiloxanes investigated. The organic-inorganic hybrid, from epoxybridged polyorganosiloxanes after the thermal curing process, shows better thermal stability than the cured resin network of pure epoxy-diaminopropane.

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Reactions in aminosilane–epoxy prepolymer systems I. Kinetics of epoxy–amine reactions

Cited by 42 publications

References 7 publications

Synthesis and characterization of organic–inorganic hybrids based on epoxy resin and 3‐glycidyloxypropyltrimethoxysilane

Synthesis and characterization of organic–inorganic hybrids based on epoxy resin and 3‐glycidyloxypropyltrimethoxysilane

Chemorheological and dielectric study of epoxy-amine for processing control

Syntheses of epoxy‐bridged polyorganosiloxanes and the effects of terminated alkoxysilanes on cured thermal properties

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