Oxazine compound, composition and cured product
A technology of compounds and compositions, applied in the fields of organic chemistry, electro-solid devices, chemical instruments and methods, etc., can solve problems such as unreachable, and achieve the effect of excellent low hygroscopicity and excellent dielectric properties
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Embodiment 1
[0230] [Example 1] Synthesis of benzoxazine compound (A-1)
[0231] In a 4-necked flask equipped with a dropping funnel, a thermometer, a stirring device, a heating device, and a condenser reflux tube, 149.2 g (1.0 mol) of 4-allyloxyaniline and 4-allyloxyphenol are put in while circulating nitrogen gas. After 150.2 g (1.0 mol) was dissolved in 750 g of toluene, 63.9 g (2.0 mol) of 94% paraformaldehyde was added, the temperature was raised to 80°C while stirring, and the reaction was carried out at 80°C for 7 hours. After the reaction, move to a separatory funnel to remove the water layer. Thereafter, the solvent was removed from the organic layer under heating and reduced pressure to obtain 239 g of a benzoxazine compound (A-1).
[0232] 1 H-NMR shows 7.03ppm(2H), 6.81ppm(2H), 6.71ppm(2H), 6.56ppm(1H), 6.05ppm-5.99ppm(2H), 5.39ppm(1H), 5.36ppm(1H), 5.25ppm(2H), 5.22ppm(2H), 4.50ppm(2H), 4.44ppm(4H) peaks, 13 C-NMR shows 153.9ppm, 152.6ppm, 148.4ppm, 142.5ppm, 133.5ppm, 133.5ppm, ...
Embodiment 2
[0234] [Example 2] Synthesis of benzoxazine compound (A-2)
[0235] In a 4-necked flask equipped with a dropping funnel, a thermometer, a stirring device, a heating device, and a condenser reflux tube, 149.2 g (1.0 mol) of 4-allyloxyaniline and 4-allyloxy- After dissolving 226.3 g (1.0 mol) of 4'-hydroxybiphenyl in 1000 g of toluene, 63.9 g (2.0 mol) of 94% paraformaldehyde was added, the temperature was raised to 80°C while stirring, and the reaction was carried out at 80°C for 7 hours. After the reaction, move to a separatory funnel to remove the water layer. Thereafter, the solvent was removed from the organic layer under heating and reduced pressure to obtain 370 g of a benzoxazine compound (A-2).
[0236] 1 H-NMR showed 7.50ppm(2H), 7.34ppm(2H), 7.12ppm(2H), 6.99ppm(2H), 6.85ppm-6.77ppm(3H), 6.15-5.98ppm(2H), 5.51ppm-5.37 ppm(4H), 5.28ppm-5.19ppm(2H), 4.66ppm(2H), 4.61ppm(2H), 4.48ppm(2H) peaks, 13 C-NMR shows 153.8ppm, 143.2ppm, 135.0ppm, 134.8ppm, 134.2ppm, 133.9ppm, 128.2...
Embodiment 3～4
[0247] [Examples 3 to 4 and Comparative Examples 1 to 4] Preparation of composition and molded article
[0248] The compounds (A-1, A-2, B-1, B-2) obtained in Examples 1 to 2 and Comparative Synthesis Examples 1 to 2 and the diallyl compound for comparison (manufactured by Kunei Chemical Industry" Bisphenol A diallyl ether", bismaleimide compound ("BMI-1000" 4,4'-diphenylmethane bismaleimide manufactured by Daiwa Chemical Industry Co., Ltd.), diisopropyl peroxide Acrylic benzene (manufactured by Aldrich) was blended in the ratio shown in Table 1 to prepare a composition. For a compound having an allyloxy group in a functional group, the mol ratio of the functional group becomes "allyloxy / maleimide Base = 1 / 1".
[0249] A cured product was produced by applying the following conditions to this composition.
[0250]
[0251] Curing conditions: After heating and curing at 170°C for 2 hours, heating and curing at 200°C for 2 hours, and then heating and curing at 250°C for 2 hours
[0252...
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