Oxazine compound, composition, and cured product
A technology of compound and composition, applied in the direction of organic chemistry, electric solid devices, chemical instruments and methods, etc., can solve problems such as inability to reach, and achieve the effect of excellent low hygroscopicity and excellent dielectric properties
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Embodiment 1
[0208] [Example 1] Synthesis of benzoxazine compound (A-1)
[0209] In a 4-necked flask equipped with a dropping funnel, a thermometer, a stirring device, a heating device, and a condensing reflux tube, nitrogen gas was circulated, and 147.2 g (1.0 moles) of 4-propargyloxyaniline, 4-(N,N- 185.2 g (1.0 mol) of dipropargylamino) phenol 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, transfer to a separatory funnel and remove the aqueous layer. Thereafter, the solvent was removed from the organic layer under reduced pressure under heating to obtain 347 g of a benzoxazine compound (A-1).
[0210] 1 H-NMR shows the peaks of 7.07ppm-6.62ppm (7H), 5.29ppm (2H), 4.68ppm-4.52ppm (4H), 4.01ppm (4H), 3.13ppm (2H), 2.80ppm (H), 13 C-NMR showed 151.6ppm, 147.5m, 142.4ppm, 141.4ppm, 121.1ppm, 119.2ppm, 116.4ppm, 116.3ppm, ...
Embodiment 2
[0212] [Example 2] Synthesis of benzoxazine compound (A-2)
[0213] In a 4-necked flask equipped with a dropping funnel, a thermometer, a stirring device, a heating device, and a condensing reflux tube, nitrogen gas was circulated, and 184.2 g (1.0 moles) of 4-(N,N-dipropargylamino) aniline, 185.2g (1.0 mole) of 4-(N,N-dipropargylamino)phenol was dissolved in 750g toluene, and 63.9g (2.0 mole) of 94% paraformaldehyde was added, and the temperature was raised to 80°C while stirring. °C for 7 hours. After the reaction, transfer to a separatory funnel and remove the aqueous layer. Thereafter, the solvent was removed from the organic layer under reduced pressure under heating to obtain 381 g of a benzoxazine compound (A-2).
[0214] 1 H-NMR shows the peaks of 7.25ppm-6.62ppm (7H), 5.28ppm (2H), 4.51ppm (2H), 4.09ppm-3.84 (8H), 3.14ppm-2.91 (4H), 13 C-NMR showed 147.6ppm, 141.9m, 141.4ppm, 128.2ppm, 121.3ppm, 118.9ppm, 117.1ppm, 116.4ppm, 116.3ppm, 114.9ppm, 79.9ppm, 79.8ppm, 7...
Embodiment 3～4 and comparative example 1
[0224] [Examples 3-4 and Comparative Examples 1-2] Preparation of compositions and molded articles
[0225] The benzoxazine compounds (A-1, A-2, B-1) obtained in Examples 1, 2 and Comparative Synthesis Example 1, the propargyloxy-containing compound (B-1) obtained in Comparative Synthesis Example 2 2), comparative dihydrooxazine compound ("P-d type benzoxazine" (reaction product of 4,4'-diaminodiphenylmethane, formalin and phenol) manufactured by Shikoku Chemical Industry Co., Ltd.), phenolic resin ( "TD-2131" phenol novolac resin manufactured by DIC Corporation) was blended at the ratio shown in Table 1 to prepare a composition.
[0226] A cured product was produced by applying the following conditions to this composition.
[0227]
[0228] Curing conditions: heat curing at 170°C for 2 hours, heat curing at 200°C for 2 hours, and then heat curing at 250°C for 2 hours
[0229] Plate thickness after forming: 2.4mm
[0230] Various physical properties of the cured product wer...
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