N,N'-Bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,3-benzenedicarboxamide CAS#: 42774-15-2
IdentificationPhysical DataSpectraRoute of Synthesis (ROS)Safety and HazardsOther Data
Product NameN,N'-Bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,3-benzenedicarboxamideIUPAC Name1-N,3-N-bis(2,2,6,6-tetramethylpiperidin-4-yl)benzene-1,3-dicarboxamideMolecular Structure
CAS Registry Number 42774-15-2SynonymsN,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,3-benzenedicarboxamide, N,N’-bis-(2,2,6,6-tetramethylpiperidin-4-yl)isophthalamide Molecular FormulaC26H42N4O2 Molecular Weight442.65 InChIInChI=1S/C26H42N4O2/c1-23(2)13-19(14-24(3,4)29-23)27-21(31)17-10-9-11-18(12-17)22(32)28-20-15-25(5,6)30-26(7,8)16-20/h9-12,19-20,29-30H,13-16H2,1-8H3,(H,27,31)(H,28,32) InChI KeyOYNOCRWQLLIRON-UHFFFAOYSA-NCanonical SMILESCC1(CC(CC(N1)(C)C)NC(=O)C2=CC(=CC=C2)C(=O)NC3CC(NC(C3)(C)C)(C)C)C
Patent InformationPatent IDTitlePublication DateCN103554009 A nylon multi-functional process for the preparation of stabilizers (by machine translation) 2016WO2004/16591 PROCESS FOR THE PREPARATION OF STABILIZERS FOR POLYMERS 2004
AppearanceWhite crystalline powder Density1.09±0.1 g/cm3
Melting Point, °C Comment (Melting Point) 272 278 - 280 270 - 275 271.3 - 272
Description (NMR Spectroscopy)Nucleus (NMR Spectroscopy)Solvents (NMR Spectroscopy)Temperature (NMR Spectroscopy), °C Frequency (NMR Spectroscopy), MHzChemical shifts, Spectrum1HChemical shifts, Spectrum1Hd(4)-methanol500Linewidth of NMR absorption13Cd(4)-methanol
Description (IR Spectroscopy)Solvent (IR Spectroscopy)Comment (IR Spectroscopy) Bands, Spectrum
Route-of-Synthesis-ROS-of-NN-Bis2266-tetramethyl-4-piperidinyl-13-benzenedicarboxamide-CAS-42774-15-2
ConditionsYieldWith aluminum (III) chloride; sodium hydroxide In toluene at 110℃; Concentration;
Experimental Procedure
the electric stirrer, reflux condenser and a thermometer in four of the reaction bottle, adding m-phthaloyl chloride 20.3g, 2, 2, 6, 6-tetramethyl-4-PIPERIDYLAMINES 36g, solvent 60g, catalyst 1.5g, a reflux condensing tube, thermometer, the agitator is started, the temperature is increased to 110 °C time, start timing, the reaction time is 4.5-10h, after the reaction, under strong stirring, slowly into the reactant in aqueous solution of alkali, to remove the unreacted m-phthaloyl chloride, then return water, lowering the temperature to 15-20 °C to crystallization, filtration can get light stabilizer N, N, -bis-(2, 2, 6, 6-tetramethyl-4-piperidinyl) isophthalamide, light stabilizer N, N, -bis-(2, 2, 6, 6-tetramethyl-4-piperidinyl) isophthalamide the yield reaches 97.38percent, melting point is 270-275°C.97.38%With sodium hydroxide In water; isopropyl alcohol at 30 - 130℃; under 1125.11 - 2475.25 Torr; Alkaline aqueous solution;
Experimental Procedure
In a 4-necked 2 I flask with stirrer, dropping funnel, thermometer and pH electrode 150.5 of 2,2, 6, 6-Tetramethylpiperidin-4-yl-amine (98.7 percent; 0.95 mole) and 85.2 of 50percent solution (1.07 mole) are added to a mixture of 470.0 of isopropanol and 260.0 g of demin. water. Under stirring 102.1 of molten isophthalic acid chloride (99.4 percent; 0.50 mole) are added. The temperature of the reaction mixture is held at during dosage of IPC by cooling with an ice bath. The reaction mixture is stirred for another 1 hour under the same conditions (temperature/pH-control). A white suspension is being formed during this reaction phase. The reaction mixture is transferred to a 3 l laboratory autoclave with stirrer and internal thermometer and the mixture is heated to a temperature of The resulting pressure of the system is about 1.5 bar and the solid is being dissolved completely. Two liquid phases are being formed: - Lower aqueous phase containing salts and aqueous and some isopropanole - Upper organic phase containing desired product solved in isopropanole ; The lower phase is removed under pressure and 950.0 of demin. water is added to the reaction mixture. The mixture is further heated up to TI = and a corresponding system pressure of about PI = 3.3 bar until all of the solid has completely dissolved. The suspension is allowed to cool down to ambient temperature TI The resulting white suspension is passed through a filter aggregate with metal screen and the reaction product is washed with 715.0 of demin. water to remove chloride and other impurities. The reaction product is heated in a vacuum drying oven until constancy of weight. The yield of reaction product of general formula with Ri = methyl, and R2 = H is 200.0 g or 95.3 percent of theoretical value (yield based on minor component TAD).95.3%With sodium hydroxide In chloroform Solvent; Reflux;94.9%With sodium hydroxide In water at 7 - 25℃; for 3.5h; Alkaline aqueous solution;83.6%With sodium hydroxide In water; isopropyl alcohol at 100℃;200g
SignalWarningGHS Hazard StatementsH302: Harmful if swallowed
H319: Causes serious eye irritation Precautionary Statement CodesP264, P270, P280, P301+P312, P305+P351+P338, P330, P337+P313, and P501
(The corresponding statement to each P-code can be found at the GHS Classification page.)
TransportationNot dangerous goodsUnder the room temperature and away from lightHS Code294200StorageUnder the room temperature and away from lightShelf Life2 yearsMarket PriceUSD
N,N'-Bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,3-benzenedicarboxamide CAS#: 42774-15-2 can be used for polymers/polymer applications N,N'-Bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,3-benzenedicarboxamide CAS#: 42774-15-2 can be used as a nylon multi-functional stabilizer Stabilizer for polymers
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