Phenoxazine structure-containing diamine with antibacterial effect and polymer thereof
A phenoxazine and diamine technology, which is applied in the field of diamines containing phenoxazine structures and their polymers, can solve the problem that the packaging requirements of flexible display devices cannot be met, the wide application of polyimide is limited, and the film resistance of high barrier layers can be solved. problems such as poor thermal properties, to achieve high glass transition temperature and thermal stability, improve functional diversity, and excellent barrier properties.
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Embodiment 1
[0038] This example provides the synthesis of N1,N1'-(10H-phenoxazine-2,8-diyl)bis(benzene-1,4-diamine):
[0039]
[0040] S1. Synthesis of intermediate 10H-phenoxazine-2,8-diamine:
[0041] Add 3.41g (0.01mol) 2,8-dibromo-10H-phenoxazine, an appropriate amount of cuprous oxide, 50ml NMP, 13ml ammonia (29%, 0.2mol) into a 200ml pressure bottle, protect it with argon, and react at 100℃. After the completion of the reaction, the reaction solution was poured into ice water, extracted with dichloromethane, and the solvent was removed under reduced pressure. The product was purified by column chromatography with dichloromethane: n-hexane=2:1 (volume ratio) as the mobile phase silica gel as the stationary phase The product was collected and spin-dried, and dried in vacuum at 80°C for 24h to obtain the intermediate. The intermediate structure is as follows:
[0042]
[0043] S2. Synthesis of intermediate N2,N8-bis(4-nitrophenyl)-10H-phenoxazine-2,8-diamine:
[0044] Add 2.13g (0.01mol) 10H...
Embodiment 2
[0049] This example provides
[0050] Synthesis of N2-(5-aminopyridin-2-yl)-N7-(6-aminopyridin-3-yl)-10H-phenoxazine-2,7-diamine:
[0051]
[0052] S1. Synthesis of intermediate 10H-phenoxazine-2,7-diamine:
[0053] Add 3.41g (0.01mol) 2,7-dibromo-10H-phenoxazine, appropriate amount of cuprous oxide, 50ml NMP, 13ml ammonia (29%, 0.2mol) into a 200ml pressure bottle, protect it with argon, and react at 100℃. After the reaction is completed, the reaction solution is poured into ice water, extracted with dichloromethane, and the solvent is removed under reduced pressure. The product is purified by column chromatography with dichloromethane: n-hexane=2:1 (volume ratio) as the mobile phase silica gel as the stationary phase The product was collected and spin-dried, and dried in vacuum at 80°C for 24h to obtain the intermediate. The intermediate structure is as follows:
[0054]
[0055] S2. Synthetic intermediate
[0056] N2-(5-nitropyridin-2-yl)-N7-(6-nitropyridin-3-yl)-10H-phenoxazine-2...
Embodiment 3
[0063] This example provides the synthesis of N1,N1'-(dibenzo[b,d]furan-2,8-diyl)bis(benzene-1,3-diamine):
[0064]
[0065] S1. Synthesis of intermediate 10H-phenoxazine-3,7-diamine:
[0066] Add 3.41g (0.01mol) 3,7-dibromo-10H-phenoxazine, appropriate amount of cuprous oxide, 50ml NMP, 13ml ammonia (29%, 0.2mol) into a 200ml pressure bottle, protect it with argon, and react at 100℃. After the reaction is completed, the reaction solution is poured into ice water, extracted with dichloromethane, and the solvent is removed under reduced pressure. The product is purified by column chromatography with dichloromethane: n-hexane=2:1 (volume ratio) as the mobile phase silica gel as the stationary phase The product was collected and spin-dried, and dried in vacuum at 80°C for 24h to obtain the intermediate. The intermediate structure is as follows:
[0067]
[0068] S2. Synthesis of intermediate N3,N7-bis(3-nitrophenyl)-10H-phenoxazine-3,7-diamine:
[0069] Add 2.13g (0.01mol) 10H-phenoxaz...
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