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Synthesis of a novel UV-curable prepolymer 1,3-bis[(3-ethyl-3-methoxyoxetane)propyl]tetramethyldisiloxane and study on its UV-curing properties Cover

Synthesis of a novel UV-curable prepolymer 1,3-bis[(3-ethyl-3-methoxyoxetane)propyl]tetramethyldisiloxane and study on its UV-curing properties

Open Access
|Dec 2021

Figures & Tables

Fig. 1

Synthesis route of 3-ethyl-3-hydroxymethyloxetane and 3-ethyl-3-allylmethoxyoxetane.

Fig. 2

Synthesis route of the prepolymer.

Fig. 3

Dimensions of the designed samples.

Fig. 4

(A) The infrared spectrum of 3-ethyl-3-hydroxymethyloxetane. (B) The infrared spectrum of 3-ethyl-3-allylmethoxyoxetane.

Fig. 5

(B) The infrared spectrum curve of 3-ethyl-3-allylmethoxyoxetane. (C) The infrared spectrum curve of 1,1,3,3-tetramethyldisiloxane. (D) The infrared spectrum curve of the prepolymer.

Fig. 6

1H-NMR spectrum of 3-ethyl-3-hydroxymethyloxetane.

Fig. 7

1H-NMR spectrum of 3-ethyl-3-allylmethoxyoxetane.

Fig. 8

1H-NMR spectrum of 1,1,3,3-tetramethyldisiloxane.

Fig. 9

1H-NMR spectrum of the prepolymer.

Fig. 10

TG (A) and DTG (B) curves of films cured with the prepolymer.

Fig. 11

The viscosity of the prepolymer at different temperatures.

Fig. 12

Heat flow of prepolymer, E-51 and 2021p.

Fig. 13

Total heat of prepolymer, E-51, and 2021p.

Fig. 14

Conversion of a prepolymer, E-51, and 2021p.

Analytical table of the 1H-NMR spectrum for the 3-ethyl-3-allylmethoxyoxetane_

Location of HChemical shift/(δ/ppm)Structural formula
10.863H, -CH3
21.732H, -CH2-
33.532H, -CH2-
43.972H, -CH2-
55.87H, -CH=
65.242H, =CH2
74.362H, -CH2-
84.422H, -CH2-

Mechanical property test results of the prepolymer UV-cured samples_

NumberingTensile strength /MPaElastic modulus /MPaElongation at break /%
126.283,028.724.13
223.992,831.193.89
322.972,730.264.23
427.903,195.193.96
528.622,890.404.26
Average value25.952,935.154.09
Standard deviation2.19161.970.15

Mechanical property test results of the 2021p UV-cured samples_

NumberingTensile strength/MPaElastic modulus/MPaElongation at break/%
132.113,165.012.63
224.173,454.752.58
334.872,719.272.13
426.263,012.032.67
525.762,855.392.08
Average value28.633,041.292.42
Standard deviation4.60285.210.29

Materials and reagents_

Materials and reagentsPurity (%)Manufacturer
Diethyl carbonate99.7Sinopharm Chemical Reagent Co., Ltd
Trihydroxypropane99.7Sinopharm Chemical Reagent Co., Ltd
Anhydrous magnesium sulfate (solid) Sinopharm Chemical Reagent Co., Ltd
Potassium hydroxide (solid) Tianjin Damao Chemical Reagent Factory
Allyl bromide99.7Tianjin Damao Chemical Reagent Factory
Toluene99.9Xilong Chemical Co., Ltd
Dichloromethane99.7Xilong Chemical Co., Ltd
Tetrabutylammonium bromide99.7Xilong Chemical Co., Ltd
Triarylsulfonium hexafluoroantimonate (UV-6976)99.7Dow Union Carbide
1,1,3,3-tetramethyldisiloxane99Shanghai Chuqing New Material Co., Ltd.
Karstedt catalyst99.5Shanghai Aladdin Technology Co., Ltd.
E-51 epoxy resin98Shanghai Resin Factory
2021p alicyclic epoxy resin98Daicel (China) Investment Co., Ltd

Analytical table of the 1H-NMR spectrum for the 3-ethyl-3-hydroxymethyloxetane_

Location of HChemical shift /(δ/ppm)Structural formula
10.773H, -CH3
21.602H, -CH2-
33.582H, -CH2-
43.74H, -OH
54.282H, -CH2-
64.332H, -CH2-

Mechanical property test results of the E-51 UV-cured samples_

NumberingTensile strength/MPaElastic modulus/MPaElongation at break/%
120.752,224.115.83
219.601,912.036.12
321.032,329.584.76
420.572,168.324.92
518.441,895.365.43
Average value20.082,105.885.41
Standard deviation1.06193.530.58

Analytical table of the 1H-NMR spectrum for the 1,1,3,3-tetramethyldisiloxane_

Location of HChemical shift/(δ/ppm)Structural formula
10.1712H, -CH3
24.662H, -Si-H

Analytical table of the 1H-NMR spectrum for the prepolymer_

Location of HChemical shift/(δ/ppm)Structural formula
10.0212H, -CH3
20.474H, -CH2-
31.554H, -CH2-
43.374H, -CH2-
53.494H, -CH2-
61.704H, -CH2-
70.856H, -CH3
84.354H, -CH2-
94.414H, -CH2-
DOI: https://doi.org/10.2478/msp-2021-0030 | Journal eISSN: 2083-134X | Journal ISSN: 2083-1331
Language: English
Page range: 371 - 382
Submitted on: Jul 16, 2021
|
Accepted on: Oct 17, 2021
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Published on: Dec 13, 2021
In partnership with: Paradigm Publishing Services
Publication frequency: 4 issues per year

© 2021 Cheng Chen, Bi-Wu Huang, Zheng-Ting Lu, Yang Wu, published by Wroclaw University of Science and Technology
This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 License.