Curable resin composition and cured product thereof
A technology for curable resins and compositions, applied in the directions of non-polymer organic compound adhesives, applications, coatings, etc., can solve the problems of reduced strength and heat resistance of resin compositions, insufficient end groups, etc. Effects of improved adhesion, excellent balance of properties, and high light transmittance
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[0107] Next, the present invention will be described with examples, but the present invention is not limited to these examples. In addition, the parts in each example are parts by weight. In addition, the measurement of each physical property in the Example prepared and measured the sample by the method shown below.
[0108] 1) Molecular weight and molecular weight distribution of polymer
[0109] The molecular weight and molecular weight distribution of the soluble polyfunctional (meth)acrylate copolymer were measured using GPC (Tosoh Corporation, HLC-8120GPC), solvent: tetrahydrofuran (THF), flow rate: 1.0 ml / min, column temperature: 40°C Proceed under. The molecular weight of the copolymer was measured with a polystyrene conversion molecular weight meter using a standard curve generated from monodisperse polystyrene.
[0110] 2) The structure of the polymer
[0111] It was confirmed by 13C-NMR and 1H-NMR analysis and elemental analysis using a JNM-LA600 nuclear magnetic resonanc...
Synthetic example 1
[0159] Dimethylol tricyclodecane diacrylate 3.2 moles (926.5 ml), isobornyl methacrylate 8.0 moles (1814.1 ml), 2-hydroxypropyl methacrylate 4.8 moles (645.5 ml), 2, 4 -4.8 moles (1145.9 ml) of diphenyl-4-methyl-1-pentene and 2400 ml of toluene were put into a 10.0L reactor, and 240 mmol of benzoyl peroxide was added at 90°C to react for 6 hours . After the polymerization reaction was stopped by cooling, the reaction mixture was poured into a large amount of hexane at room temperature to precipitate the polymer. The obtained polymer was washed with hexane, filtered, dried, and weighed to obtain 1392.6 g of copolymer A (yield: 40.5 wt%).
[0160] The obtained copolymer A had Mw of 8950, Mn of 3470, and Mw / Mn of 2.58. Go through 13 C-NMR, 1 According to H-NMR analysis and elemental analysis, copolymer A contained 18.2 mol% of structural units derived from dimethylol tricyclodecane diacrylate in total, 51.1 mol% of structural units derived from isobornyl methacrylate, and methyl ...
Synthetic example 2
[0163] 4.8 moles (950.4g) of 1,4-butanediol diacrylate, 6.4 moles (922.7g) of tricyclo[5.2.1.02,6]dec-8-yl methacrylate, 2-hydroxypropyl methacrylate 4.8 moles (692.2g) of ester, 4.8 moles (1135g) of 2,4-diphenyl-4-methyl-1-pentene, and 2400ml of toluene were put into a 10.0L reactor, and 240mmol of peroxide was added at 90°C. Benzoyl was oxidized and reacted for 6 hours. After the polymerization reaction was stopped by cooling, the reaction mixture was poured into a large amount of hexane at room temperature to precipitate the polymer. The obtained polymer was washed with hexane, filtered, dried, and weighed to obtain copolymer B.
[0164] The obtained copolymer B had Mw of 12,500, Mn of 3640, and Mw / Mn of 3.43. Go through 13 C-NMR, 1 According to H-NMR analysis and elemental analysis, copolymer B contains a total of 27.8 mol% of structural units derived from 1,4-butanediol diacrylate and derived from tricyclo[5.2.1.02,6]dec-8-yl methacrylate The total structural unit of 27.8...
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