2,4-Diethylthioxanthone

White powder

OtherSolid; PelletsLargeCrystals

241.8 g of the epoxide, prepared in 8.2, are dissolved in 223 g of morpholine in a 1 L reactor at room temperature and mixed with 2.7 g of calcium hydroxide. The reaction mixture is heated to 125-138°C and the resulting methanol is continuously distilled off over a period of 2Oh. Afterwards the residual morpholine is evaporated yielding 294.4 g of the crude α- aminoketone photo initiator, which is crystallized from methanol giving 248.8 g (90.2 percent) 2- methyl-1-[4-(methylthio)phenyl]-2-(4-morpholinyl)-1-propanone.To the reaction liquid obtained in the step (4), 400 ml of morpholine was added.Then heat up to 108 ° C, The methanol is distilled out during the heating process.When the temperature rises to 105 ~ 110 ° C, keep warm for 20h, The holding temperature is controlled between 105 and 110 °C.After detecting the reaction by GC, the morpholine was removed under reduced pressure.When the temperature rises to 120 ° C, it is kept for 60 minutes.After the solvent is removed, Then cool down to 90 ° C and add 500 ml of toluene and 200 ml of water to wash 3 times.The layered oil phase is decomposed by vacuum distillation.When the temperature rises to 120 ° C, the solution is desolvated, Cool down to 80 ° C and add 400 ml of alcohol for crystallization.Cool down to 4 ° C for centrifugation, After drying, the product was 119.3g.The content is 99.6percent, The total yield of the two-step reaction of (4) to (5) was 85.5percent.To the reaction liquid obtained in the step (3), 600 ml of morpholine was added.Then heat up to 110 ° C, Methanol is distilled out during the heating process.When the temperature rises to 110 ° C, keep warm for 20 hours.The holding temperature is controlled between 105 and 115 °C.After the reaction was completed by GC, the morpholine was removed under reduced pressure.When the temperature rises to 120 ° C, it is kept for 60 minutes.After the solvent is removed, Then cool down to 90 ° C and add 500 ml of toluene and 200 ml of water to wash 3 times.The layered oil phase is decomposed by vacuum distillation.When the temperature rises to 120 ° C, the desolvation ends.Cool down to 80 ° C and add 400 ml of methanol for crystallization.The temperature was lowered to 4 ° C for centrifugation.After drying, the product was 112.57g, The content is 99.6percent, The reaction yield of the two steps (3) to (4) was 80.7percent.In a 1000 ml three-necked flask, Add 400 ml of dichloroethane, Morpholine 200g (2.3mol), Slowly add 26.7g (0.2mol) of aluminum trichloride to control the temperature below 40 °C.Stir for 0.5 h.Adding 136.5g (0.5mol) of intermediate a in batches to control the temperature below 40 °C, After heating up to 40 ° C, Stir for 6h, GC analysis of the intermediate a content of less than 0.5percent is the end of the reaction.The reaction solution was slowly poured into a beaker containing 1000 ml of ice water for stirring and hydrolysis.After hydrolysis, adjust the pH to 14 with a 30percent aqueous solution of sodium hydroxide.Pour the reaction solution into a separatory funnel, The organic layer is added to 200 ml of water.Washed twice, Decomposition of dichloroethane under reduced pressure, After desolvation, Add 500ml of methanol to crystallize, the temperature drops to 4 ° C centrifugation, After drying, 907 product 84.5g was obtained.The GC content is 98.7percent.The yield is 60.57percent.The color of the product is yellowish.Poor transmittance.A mixture of sodium methoxide (30percent in methanol, 5.56 g, 30.9 mmol), methanol (5), 2-methyl-1-(4-methylthiophenyl)propan-1-one (1.00 g, 5.14 mmol) and hexachloroethane(1 .34 g, 5.66 mmol) was stirred at 40°C for 24 h. Then, morpholine (22.4 g, 257 mmol)was added and methanol was removed from the reaction mixture by distillation.Afterwards, sodium hydroxide solution (50percent, 4.12 g, 51.5 mmol) and tetrabutylammonium hydrogensulfate (0.09 g, 0.27 mmol) were added and the reaction mixture was stirred under reflux for 10 h. Then, the reaction mixture was cooled down to room temperature, the solvent was evaporated under reduced pressure and the residuewas taken up with water (30 mL). The phases were separated and the pH of the aqueous layer was adjusted to 7 with saturated ammonium chloride solution. The aqueous layer was extracted with ethyl acetate (3 x 50 mL). The combined organic layers were washed with brine (50 mL), dried over Na2SO4 and the solvent was evaporated. The crude product was purified by preparative thin layer chromatographyon silica gel [cyclohexane/ethyl acetate, 5:1 v:v]. 2-methyl-1-(4-methylthiophenyl)-2- morpholino-propan-1 -one was obtained as a colorless oil (0.95 g, 3.2 mmol, 61 percent yield). 1H-NMR (400.1 MHz, CDCI3): = 1 .31 (s, 6H), 2.53 (s, 3H), 2.55-2.61 (m, 4H), 3.66-3.73 (m, 4H), 7.20-7.26 (m, 2H), 8.49-8.54 (m, 2 H) ppm. 13C-NMR (100.6 MHz, CDCI3):= 14.4, 20.4, 47.2, 67.3, 68.3, 124.3, 130.3, 131.8, 144.9, 201.9 ppm.

High-efficiency photoinitiator is used in ultraviolet curing system, which can make it not yellowing for a long time and prolong storage. UV curing coatings and inks

Paint additives and coating additives not described by other categories

Paints and coatings

Molecular Weight:268.4
XLogP3:5.1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:268.09218630
Monoisotopic Mass:268.09218630
Topological Polar Surface Area:42.4
Heavy Atom Count:19
Complexity:340
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes