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Synthesis of [2-(3,4-epoxycyclohexyl) ethyl] triphenylsilane and study on its amine curing properties Cover

Synthesis of [2-(3,4-epoxycyclohexyl) ethyl] triphenylsilane and study on its amine curing properties

Open Access
|Aug 2024

Figures & Tables

Fig. 1.

Synthesis route of [2-(3,4-epoxycyclohexyl) ethyl] triphenylsilane
Synthesis route of [2-(3,4-epoxycyclohexyl) ethyl] triphenylsilane

Fig. 2.

Effect of different catalysts and their contents on the yield of ECETPS
Effect of different catalysts and their contents on the yield of ECETPS

Fig. 3.

Effect of different reaction times and temperatures on the yield of ECETPS
Effect of different reaction times and temperatures on the yield of ECETPS

Fig. 4.

FTIR spectra of triphenylsilane, 1,2-epoxy-4-vinylcyclohexane, [2-(3,4-epoxycyclohexyl) ethyl] triphenylsilane
FTIR spectra of triphenylsilane, 1,2-epoxy-4-vinylcyclohexane, [2-(3,4-epoxycyclohexyl) ethyl] triphenylsilane

Fig. 5.

1H -NMR hydrogen spectra of TPS, ECV, [2-(3,4-epoxycyclohexyl) ethyl] triphenylsilane
1H -NMR hydrogen spectra of TPS, ECV, [2-(3,4-epoxycyclohexyl) ethyl] triphenylsilane

Fig. 6.

1H-NMR pattern of [2-(3,4-epoxycyclohexyl)ethyl] triphenylsilane
1H-NMR pattern of [2-(3,4-epoxycyclohexyl)ethyl] triphenylsilane

Fig. 7.

Amine curing process diagram. (In the ball-and-stick model: red spheres represent oxygen atoms, gray spheres represent carbon atoms, black spheres represent hydrogen atoms, blue spheres represent nitrogen atoms, and purple spheres represent silicon atoms.)
Amine curing process diagram. (In the ball-and-stick model: red spheres represent oxygen atoms, gray spheres represent carbon atoms, black spheres represent hydrogen atoms, blue spheres represent nitrogen atoms, and purple spheres represent silicon atoms.)

Fig. 8.

Chemical equations involved in amine curing
Chemical equations involved in amine curing

Fig. 9.

Effect of different reaction temperatures and reaction times on tensile strength
Effect of different reaction temperatures and reaction times on tensile strength

Fig. 10.

The effect of adding different concentrations of ECETPS on mechanical properties. (left: force and displacement curves for bending properties, right: stress and strain curves for tensile properties).
The effect of adding different concentrations of ECETPS on mechanical properties. (left: force and displacement curves for bending properties, right: stress and strain curves for tensile properties).

Fig. 11.

TG analysis vs. DTG analysis. (The left graph shows TG vs. DTG without added synthetics, right graph shows TG vs. DTG with added synthetics).
TG analysis vs. DTG analysis. (The left graph shows TG vs. DTG without added synthetics, right graph shows TG vs. DTG with added synthetics).

ECETPS yields based on different ratios

NumberingTPS:ECVECETPS
11:1.1081.58%
21:1.1583.70%
31:1.2092.24%
41:1.2592.34%
51:1.3092.61%

Bending mechanical property data for cured samples

NumberingElastic modulus (MPa)Bending strength (MPa)Elongation at break (%)
ETE-01136.6525.388.31
ETE-11847.9139.109.73
ETE-21342.1920.248.93
ETE-3573.758.718.25
ETE-4239.123.067.74

Tensile mechanical property data for cured samples

NumberingElastic modulus (MPa)Tensile strength (MPa)Elongation at break (%)
ETE-0505.6514.532.33
ETE-1581.2237.954.00
ETE-2443.0822.7812.42
ETE-3384.0620.6019.36
ETE-4290.1016.0826.59

1H-NMR spectral analysis of ECETPS

Location of HChemical shift/ (δ/ppm)Integral ratioStructural formula
13.152.002H -O-CH-
21.40~1.705.906H-CH-CH2-CH-
31.721.171H -CH-
41.171.982H C-CH2-CH2-
52.242.372H Si-CH2-CH2-
67.576.216H Si-C-CH-
77.419.229H -CH-CH-CH-

Amine curing ratios

NumberingECETPS:E-51:593 amine
ETE-00.0:8.0:2.0
ETE-10.8:7.2:2.0
ETE-21.6:6.4:2.0
ETE-32.4:5.6:2.0
ETE-43.2:4.8:2.0
DOI: https://doi.org/10.2478/msp-2024-0020 | Journal eISSN: 2083-134X | Journal ISSN: 2083-1331
Language: English
Page range: 70 - 80
Submitted on: Apr 15, 2024
Accepted on: Jun 20, 2024
Published on: Aug 5, 2024
Published by: Wroclaw University of Science and Technology
In partnership with: Paradigm Publishing Services
Publication frequency: 4 issues per year

© 2024 Yanling Yu, Biwu Huang, Yafen Qu, Junshan Qiu, Yong Lai, published by Wroclaw University of Science and Technology
This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 License.