叔丁基二乙醇胺

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Dimethyl sulfate (50.45 g, 0.4 mol) was added dropwise to a vigorously stirred mixture of N-tert-butyldiethanolamine (16.13 g, 0.1 mol), dichloromethane (100 ml) tetrabutylammonium bromide (3.22 g, 10 mmol) and 50% aqueous sodium hydroxide (80 g, 1 mol at 30-40° C. The stirring was continued for 1 h after the addition was completed. The organic solution was separated and the aqueous layer was extracted with dichltromethane (25 ml). The organic solutions were combined. GC analysis showed a mixture of mono- and diethylated product. The methylation was repeated using the same amounts of reagents as described above. The dichloromethane solution after the second workup was stirred with concentrated aqueous ammonia (50 ml) for 1 h at room temperature, separated, dried over anhydrous magnesium sulfate and the product was isolated by distillation to yield 17.00 g, (90%), bp 42-44° C./0.1 mm/Hg; 1H NMR (CDCl3) δ1.60 (s, 9H, CH3), 2.70 (t, J=6.0 Hz, 4H, CH2), 3.35 (s, 6H, CH3), 3.37 (t, J=6.0 Hz, 4H, CH2) after the addition The organic solution was separated the aqueous layer was extracted with dichltromethane (25 ml) a mixture of mono- and separated dried over anhydrous magnesium sulfate the product was isolated by distillation to yield 17.00 g, (90%), bp 42-44° C./0.1 mm/Hg

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Dimethyl sulfate (50.45 g, 0.4 mol) was added dropwise to a vigorously stirred mixture of N-tert-butyldiethanolamine (16.13 g, 0.1 mol), dichloromethane (100 ml) tetrabutylammonium bromide (3.22 g, 10 mmol) and 50% aqueous sodium hydroxide (80 g, 1 mol at 30-40° C. The stirring was continued for 1 h after the addition was completed. The organic solution was separated and the aqueous layer was extracted with dichltromethane (25 ml). The organic solutions were combined. GC analysis showed a mixture of mono- and diethylated product. The methylation was repeated using the same amounts of reagents as described above. The dichloromethane solution after the second workup was stirred with concentrated aqueous ammonia (50 ml) for 1 h at room temperature, separated, dried over anhydrous magnesium sulfate and the product was isolated by distillation to yield 17.00 g, (90%), bp 42-44° C./0.1 mm/Hg; 1H NMR (CDCl3) δ1.60 (s, 9H, CH3), 2.70 (t, J=6.0 Hz, 4H, CH2), 3.35 (s, 6H, CH3), 3.37 (t, J=6.0 Hz, 4H, CH2) after the addition The organic solution was separated the aqueous layer was extracted with dichltromethane (25 ml) a mixture of mono- and separated dried over anhydrous magnesium sulfate the product was isolated by distillation to yield 17.00 g, (90%), bp 42-44° C./0.1 mm/Hg

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Then, for the antioxidant, a 2:1 mixture of (Dupont Methacrole™ 2462, c1) produced by reacting t-butyl diethanol amine and methylene-bis-(4-cyclohexyl isocyanate) and Dupont Methacrole™ 2390, c2) produced by condensation polymerization of p-cresol and divinyl benzene were prepared in a DMAc solution as an antioxidation agent (concentration 35 wt %), and this was added with other additives to solution C1 (55 wt %) produced

反应条件: temp:20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Thionyl chloride (30 mL, 409.2 mmol) was diluted in chloroform (40 mL) and stirred at 20° C. 2,2′-(Tert-butylazanediyl)diethanol (30 g, 186 mmol) in chloroform (20 mL) was added dropwise over 45 minutes. The resulting mixture was stirred for 18 hours at 20° C. and refluxed for 2 hours. The mixture was cooled and methanol (˜10 mL) was added, followed by ethyl ether (˜50 mL). The resulting precipitate was filtered, washed with ethyl ether and dried under vacuum to give the title material (35 g, 81%) as the HCl salt. 1H NMR (400 MHz, CDCl3) δ ppm: 1.60 (9H, s), 3.20 (2H, s), 3.68 (2H, s), 4.12-4.19 (2H, m), 4.21-4.28 (2H, m), 12.66 (1H, s). The resulting mixture was stirred for 18 hours at 20° C. refluxed for 2 hours The mixture was cooled The resulting precipitate was filtered washed with ethyl ether dried under vacuum

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: The procedure of Example 1 was followed using N-tert-butyl diethanolamine (16.4 g, 83.9 mmol), triethylamine (24.0 mL, 167.8 mmol), dry THF (600 mL) and triphosgene (8.3 g, 28.8 mmol). The filtrate was concentrated yielding a clear oil containing a non-isolable amount of product within a mixture of oligomeric diethanolamines. The filtrate was concentrated yielding a clear oil containing a non-isolable amount of product

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Dimethyl sulfate (50.45 g, 0.4 mol) was added dropwise to a vigorously stirred mixture of N-tert-butyldiethanolamine (16.13 g, 0.1 mol), dichloromethane (100 ml) tetrabutylammonium bromide (3.22 g, 10 mmol) and 50% aqueous sodium hydroxide (80 g, 1 mol at 30-40° C. The stirring was continued for 1 h after the addition was completed. The organic solution was separated and the aqueous layer was extracted with dichltromethane (25 ml). The organic solutions were combined. GC analysis showed a mixture of mono- and diethylated product. The methylation was repeated using the same amounts of reagents as described above. The dichloromethane solution after the second workup was stirred with concentrated aqueous ammonia (50 ml) for 1 h at room temperature, separated, dried over anhydrous magnesium sulfate and the product was isolated by distillation to yield 17.00 g, (90%), bp 42-44° C./0.1 mm/Hg; 1H NMR (CDCl3) δ1.60 (s, 9H, CH3), 2.70 (t, J=6.0 Hz, 4H, CH2), 3.35 (s, 6H, CH3), 3.37 (t, J=6.0 Hz, 4H, CH2) after the addition The organic solution was separated the aqueous layer was extracted with dichltromethane (25 ml) a mixture of mono- and separated dried over anhydrous magnesium sulfate the product was isolated by distillation to yield 17.00 g, (90%), bp 42-44° C./0.1 mm/Hg