Novel diarylcarbazole compound and application thereof as sensitizer
A diaroyl carbazole and compound technology, applied in the field of organic chemistry and light curing, can solve endless problems
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preparation example 1
[0068] Compound of formula Ⅰ-1: from compound preparation example 1;
[0069] Formula II-2 compound: from compound preparation example 2;
[0070] Omnirad DETX: photoinitiator products of IGM resin company;
[0071] Esacure 3644: photoinitiator product of IGM resin company;
[0072] Omnirad EMK: photoinitiator products of IGM resin company;
[0073] OXE 02: compound of formula IV-1, photoinitiator product of BASF company;
[0074] OXE 03: compound of formula IV-22, photoinitiator product of BASF company;
[0075] NCI 831: compound of formula IV-9, product of Japan ADEKA Co., Ltd.;
[0076] PBG 304: compound of formula IV-2, product of Changzhou Qiangli Electronic New Materials Co., Ltd.;
[0077] Photomer 6010: Aliphatic polyurethane triacrylate, product of IGM Resins;
[0078] DPHA: dipentaerythritol penta- and hexaacrylate, product of Tianjin Tianjiao Chemical Co., Ltd.;
[0079] HPMA: polymaleic acid, product of Aladdin Industries, USA.
preparation example 2
[0080] Compound preparation example Preparation of diaroyl carbazole compound
[0081] Preparation Example 1 Preparation of 9-ethyl-3,6-bis[4-(2,2,3,3-tetrafluoropropoxy)benzoyl]carbazole (compound of formula Ⅰ-1)
[0082] 1a. Preparation of 9-ethyl-3,6-bis(4-fluorobenzoyl)carbazole
[0083] Dissolve 19.5g of N-ethylcarbazole in 250ml of dichloroethane, then add 34g of aluminum trichloride, keep it at 0~-5°C, add 40g of p-fluorobenzoyl chloride dropwise to the solution, and then keep the reaction solution React at 0-5°C for 15 hours. The reaction solution was added in batches to 100 ml of 10% HCl solution at 0° C., and stirred for 30 min after the addition was complete. After standing still for 30 minutes, the layers were separated, and the dichloroethane phase was washed with 50 ml of 2% sodium hydroxide solution for 30 min, and the dichloroethane phase was separated. The dichloroethane solution was distilled under reduced pressure to recover the dichloroethane, and 80 ml ...
preparation example 21
[0086] Preparation 2 11-(2-ethylhexyl)-5,8 two [4-(2,2,3,3-tetrafluoropropoxy)benzoyl]-11H-benzo[a]carbazole ( Formula II-2 compound) preparation
[0087] 2a. Preparation of 11-(2-ethylhexyl)-5,8 bis(4-fluorobenzoyl)-11H-benzo[a]carbazole
[0088] Add 2.0g of B03D to a 50ml single-necked bottle, add 20ml of dichloroethane to dissolve, add 0.2g of zinc chloride, 2.3g of o-fluorobenzoyl chloride, and stir at 80°C for 10 hours. After cooling down, the reaction liquid was washed twice with 20 ml of water, and the dichloroethane solution was concentrated to dryness under reduced pressure to obtain 4.0 g of a brown viscous substance, which was used in the reaction of 2b without purification.
[0089] 2b. Preparation of 11-(2-ethylhexyl)-5,8 bis[4-(2,2,3,3-tetrafluoropropoxy)benzoyl]-11H-benzo[a]carbazole
[0090] Dissolve 4.0 g of the product 11-(2-ethylhexyl)-5,8 bis(4-fluorobenzoyl)-11H-benzo[a]carbazole in step 2a in a 50ml single-necked bottle with 20ml of pyridine, and then ...
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