dental composition
A composition, dental technology, used in dentistry, dental prostheses, dental preparations, etc.
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Embodiment
[0355] Example 1-naphthalene-2,7-diylbis(oxygen))bis(ethane-2,1-diyl)bis(2-methacrylate)
[0356] 2,2'-(Naphthalene-2,7-diylbis(oxyl))diethanol
[0357]
[0358] 5.00 g of 2,7-dihydroxynaphthalene (31.21 mmol), 6.05 g of ethylene carbonate (68.66 mmol; 2.2 eq.) and 8.62 g of potassium carbonate (68.43 mmol) were dissolved in 100 ml of DMF. The mixture was heated to 160°C for 2 hours. After this time, the mixture was concentrated by rotary evaporator, then the product was precipitated in 1000 mL NaOH (1M). The brownish solid was filtered off and washed several times with 500 mL of water. The resulting dark brown solid was dried under high vacuum.
[0359]
[0360] Yield: 5.02g (64%)
[0361] Elemental analysis: theoretical value [%] C: 68.74; H: 6.29
[0362] Actual value [%] C: 67.29; H: 6.28
[0363] 1 H-NMR [ppm]: [300MHz; DMSO-d 6 ]: δ7.70(d,2H,Pos.3,7); δ7.20(d,2H,Pos.6,10); δ7.00(dd,2H,Pos.2,8); δ4.91 (s, 2H, Pos.15, 18); δ4.08 (t, 4H, Pos.13, 16); δ3.78 (...
Embodiment 3
[0389] Example 3-4-((7-((4-(methacryloyloxy)butane-2-yl)oxy)naphthalene-2-yl)oxy)butane-2-ylmethacrylic acid ester
[0390] 2-((4-bromobutan-2-yl)oxy)-7-(3-bromobutoxy)naphthalene
[0391]
[0392] 5 g of 2,7-dihydroxynaphthalene (31.21 mmol) and 9.49 g of potassium carbonate (68.60 mmol) were added into a 500 ml single-necked flask, and dissolved with 250 ml of acetone. The reaction mixture was refluxed for 2 hours and cooled to room temperature before adding 40.43 g of 1,3-dibromobutane (187.26 mmol). After this time, the reaction mixture was refluxed for 24 hours. Next, the solvent was removed by a rotary evaporator. by column chromatography (CHCl 3 : n-hexane=10:1; R f = 0.8) the product was obtained as a pale yellow solid.
[0393] Yield: 7.50g (55%)
[0394] Elemental analysis: theoretical value [%] C: 50.26; H: 5.15
[0395] Actual value [%] C:56.69; H:5.58
[0396] EI(MS):430[M]+[m / z]
[0397] 4-((7-((4-(methacryloyloxy)butan-2-yl)oxy)naphthalene-2-yl)...
Embodiment 4
[0402] Example 4-(naphthalene-2,7-diyl bis(oxyl))bis(propane-3,1-diyl)bis(2-methacrylate)
[0403] 3,3'-(Naphthalene-2,7-diylbis(oxyl))bis(propan-1-ol)
[0404]
[0405] 2.5 g of 2,7-dihydroxynaphthalene (15.60 mmol) and 4.89 g of potassium carbonate (35.43 mmol) were dissolved in 125 ml of acetone. The reaction mixture was refluxed for 2 hours and cooled to room temperature before adding 4.77 g of 1,3-dibromopropane (34.44 mmol). After this time, the reaction mixture was refluxed for 24 hours. Next, the solvent was removed by a rotary evaporator. The product was obtained by column chromatography (ethyl acetate:n-hexane=10:1) as a colorless solid.
[0406]
[0407] Yield: 0.9g (21%)
[0408] 1 H-NMR [ppm]: [300MHz; Methanol-d 4 ]: δ7.63(d,2H,Pos.3,7); δ7.13(d,2H,Pos.6,10); δ6.96(dd,2H,Pos.2,8); δ4.16 (t,4H, Pos.13,17); δ3.78(t,4H, Pos.15,19); δ2.03(quint.,4H, Pos.14,18)
[0409] 13 C-NMR [ppm]: [75MHz; Methanol-d 4 ]:δ159.07(C1,9);δ137.72(C23,27);δ130.10(C3,7...
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