A kind of crown ether compound and its application
A technology of compound and crown ether, which is applied in polyether adhesives, organic chemistry, adhesive types, etc., can solve the problems of complex adhesive components, complex preparation process, and inability to reuse, so as to achieve no change in adhesive ability, The effect of single ingredient and fast hardening speed
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Embodiment 1
[0046] Dibenzo-24-crown-8-1,3-propanediester, the molecular structure is as follows:
[0047]
[0048] In a 100 ml round bottom flask, put 2.0 g of bisbenzo-24-crown-8-carboxylic acid, 0.77 g of 1,3-propanediol and 0.49 g of 4-dimethylaminopyridine, dissolve them in 50 ml of dichloromethane, ice After stirring in the bath for ten minutes, 1.5 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride was added and reacted at room temperature for 24 hours. After adding 2 ml of 10% hydrochloric acid and stirring for 5 minutes, the layers were separated, and the lower organic layer was washed with water and spin-dried to obtain a crude product, which was separated and purified by a silica gel column to obtain 0.68 g of the product with a yield of 65%.
[0049] The hydrogen spectrum and carbon spectrum data are as follows:
[0050] 1 H NMR (400MHz, CDCl 3 ,room temperature): δ7.63(d,J=8.0Hz,2H),7.51(s,2H),6.87-6.81(m,10H),4.44(s,4H),4.16(d,J=12Hz, 16H), 3.92(s,16H), 3...
Embodiment 2
[0053] Dibenzo-24-crown-8-pentaerythritol, the molecular structure is as follows:
[0054]
[0055] In a 150 ml round bottom flask, put 2.0 g of dibenzo-24-crown-8-carboxylic acid, 0.14 g of pentaerythritol and 0.25 g of 4-dimethylaminopyridine, dissolve in 100 ml of dichloromethane, and stir in an ice bath for ten minutes After that, 1.5 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride was added and reacted at room temperature for 24 hours. After the reaction was completed, 2 ml of 10% hydrochloric acid was added and stirred for 5 minutes before separation. The lower organic layer was washed with water and spin-dried to obtain a crude product. The crude product was separated and purified by a silica gel column to obtain 1.8 g of the product with a yield of 88%.
[0056] The hydrogen spectrum and carbon spectrum data are as follows:
[0057] 1 H NMR (400MHz, CDCl 3 , room temperature): δ7.59(d, J=4.0Hz, 2H), 7.57(d, J=4.0Hz, 2H), 7.47(s, 4H), 6.87(t, J=4....
Embodiment 3
[0060] Dibenzo-24-crown-8-dipentaerythritol, the molecular structure is as follows:
[0061]
[0062] In a 100 ml round bottom flask, put 2.0 g of bis-benzo-24-crown-8-carboxylic acid, 0.21 g of dipentaerythritol and 0.34 g of 4-dimethylaminopyridine, dissolve them in 50 ml of dichloromethane, and stir in an ice bath for ten Minutes later, 1.91 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride was added and reacted at room temperature for 24 hours. After the reaction was completed, 2 ml of 10% hydrochloric acid was added and stirred for 5 minutes before separation. The lower organic layer was washed with water and spin-dried to obtain a crude product, which was separated and purified by a silica gel column to obtain 0.32 g of product with a yield of 15%.
[0063] The hydrogen spectrum and carbon spectrum data are as follows:
[0064] 1 H NMR (400MHz, CDCl 3 ,room temperature):δ7.49(d,J=8.0Hz,5H),7.42(s,5H),6.87(s,27H),6.70(d,J=8.0Hz,5H),4.50(s,11H ), 4.13...
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