Antioxidant 1098

DryPowder; OtherSolid; PelletsLargeCrystals

In a nitrogen atmosphere, 30 g of white solid A1 (0.108 mol), 85 g of white solid B3 (0.226 mol) and 258 g of xylene were charged into the reaction equipment, Heat to reflux (144 ° C)The reaction-produced water and 15percent by weight of the organic solvent were separated from the reaction system, Into the water separator for water treatment; the same time, heating the reflux process, The reactor was in communication with a desiccator containing 60 g of silica gel (second dehydrator)The reaction system was dried using silica gel in a desiccator.then, The water-treated aqueous organic solvent was contacted with 100 g of silica gel (first dehydrating agent)The organic solvent obtained after the contact is returned to the reaction system; heated to reflux for 10h and then cooled, Filtered, washed twice with isopropanol, The filter cake was dried at 110 ° C for 4 h to give 58 g of a white solid product. The yield of the product is 68.2percent....(4-tert.-butyl-3-hydroxy-2, 6-dimethylbenzyl)isocyanurate, dioctadecyl(3, 5-di-tert.-butyl-4-hydroxybenzyl)-phosphonate, the calcium salt of monoethyl(3, 5-di-tert.-butyl-4-hydroxybenzyl)-phosphonate and tris-(3, 5-dicyclohexyl-4-hydroxybenzyl)isocyanurate;1.6. Acylaminophenols, such as...thio-diethylene glycol, pentaerythritol, tris-(hydroxyethyl)isocyanurate and N, N'-bis(hydroxyethyl)-oxamide;N, N'-bis-(3, 5-di-tert.-butyl-4-hydroxyphenylpropionyl)-hexamethylenediamine, N, N'-bis-(3, 5-di-tert.-butyl-4-hydroxyphenylpropionyl)-trimethylenediamine and N, N'-bis-(3, 5-di-tert.-butyl-4-hydroxyphenylpropionyl)-hydrazine.Alkylated monophenols...4-hydroxylauric anilide4-hydroxystearic anilide2, 4-bisoctylmercapto-6-(3', 5'-tert-butyl-4'-hydroxyanilino)-s-triazineoctyl-N-(3, 5-di-tert-butyl-4-hydroxyphenyl)carbamateN, N'-bis(3, 5-di-tert-butyl-4-hydroxyphenylpropionyl)hexamethylenediamineN, N'-bis(3, 5-di-tert-butyl-4-hydroxyphenylpropionyl)trimethylenediamineN, N'-bis(3, 5-di-tert-butyl-4-hydroxyphenylpropionyl)hydrazine...., 5-di-t-butyl-4-hydroxybenzyl) isocyanurate, 1, 3, 5-tris-(4-t-butyl-3-hydroxy-2, 6-dimethylbenzyl) isocyanurate, or dodecyl 3, 5-di-t-butyl-4-hydroxybenzylphosphonate or the calcium salt of 3, 5-di-t-butyl-4-hydroxybenzyl phosphonic acid monoethyl ester.6. Acylamino phenols, for example...neopentylglycol, tris-hydroxyethyl isocyanurate, thiodiethylene glycol or di-hydroxyethyl-oxalamide.N, N'-di-(3, 5-di -t-butyl-4-hydroxyphenylpropionyl)-hexamethylenediamine, N, N'-di-(3, 5-di-t-butyl-4-hydroxyphenylpropionyl-)trimethylenediamine or N, N'-di-(3, 5-di-t-butyl-4-hydroxyphenylpropionyl)-hydrazine.In a nitrogen atmosphere, 30 g of white solid A1 (0.108 mol), 85 g of white solid B3 (0.226 mol) and 258 g of xylene were charged into the reaction equipment, Heat to reflux (144 C)The reaction-produced water and 15% by weight of the organic solvent were separated from the reaction system, Into the water separator for water treatment; the same time, heating the reflux process, The reactor was in communication with a desiccator containing 60 g of silica gel (second dehydrator)The reaction system was dried using silica gel in a desiccator.then, The water-treated aqueous organic solvent was contacted with 100 g of silica gel (first dehydrating agent)The organic solvent obtained after the contact is returned to the reaction system; heated to reflux for 10h and then cooled, Filtered, washed twice with isopropanol, The filter cake was dried at 110 C for 4 h to give 58 g of a white solid product. The yield of the product is 68.2%.General procedure: Aliphatic diamine was added totoluene and heated slowly to 25°C and stirred for10 min under the atmosphere of N2. Dibutyltindilaurate (2percent of aliphatic diamine) and 3, 5-propionylchloride (the molar ratio of 3, 5-propionyl chloride toaliphatic diamine 4 : 1) were added to the above mixtureand heated slowly to 40°C. The reaction lasted for15 h. The solvent and by-product methanol wereremoved by rotary evaporation at 40°C. The residuewas stored at 25°C for 8 h and filtered off as whitesolid, washed three times with toluene (100 mL) anddried under vacuum for 24 h at 60°C. Four aliphaticdiamine bridged hindered phenols were synthesizedwith ethylenediamine, 1, 4-butanediamine, 1, 6-hexanediamine, and 1, 8-diamineoctane as bridging groups, named C2-phenol, C4-phenol, C6-phenol (Irganox1098), and C8-phenol, respectively. Aliphatic diamine bridged hindered phenols. mp211.8'212.4 (C2-phenol), 205.1'205.6 (C4-phenol), 161.2'162.0 (C6-phenol), and 156.0'162.1°C (C8-phenol).IR spectrum, nu, cm'1: 3500'3650, 1530, 1640, 1240, 1390. 1H NMR spectrum of C2-phenol, delta, ppm: 5.08 s(2H, Ar-OH), 1.39'1.42 m [36H, C(CH3)3], 6.97'7.05m (4H, Ar-H), 3.36'3.41 m (4H, Ar-CH2), 2.83 s (4H, Ar-C'CH2), 7.32 t (2H, CONH), 2.42'2.46 t (4H, O=C'N'CH2'CH2'N'C=O). The spectral data forother synthesized aliphatic diamine bridged hinderedphenols were similar. The chemical shifts of protons ofthe bridging groups [O=C'N'C?(CH2)n'C'N'C=O]were in the range of 5.67'5.72. ESI-MS (m/z): 581.4[M + 1]+ (C2), 609.5 [M + 1]+ (C4), 637.5 [M + 1]+(C6), and 665.5 [M + 1]+ (C8).4. Preparation of crystalline particles of IRGANOX1098 from methanol; An aqueous solution of 500 g methanol (70 weight percent) is added to a 1.5 I double jacketreaction vessel (equipped with anchor agitator) and stirred at 220 rpm at 20°C. 500 gparticles of IRGANOX 1098 as obtained by Example 1.1 are added while agitating. Themixture is stirred at 20°C for 360 min. A particle fraction of 10percent is smaller than 600 n, 50percent smaller than 900 \i and 90percent smaller than 1400 jx. The crystalline particles are fil- tered off with a suction filter screen of 60 mesh and dried in an oven for 2 h at 35°C and2 h at 80°C at less than 50 mbar. The crystalline particles are characterised by their heateffusion: -20 J/g at 114.1°C (Mettler-Toledo DSC 822, 40 ^il vial, 10°C/min) and a resid- ual moisture content of less than 10percent at 150 times the gravitational acceleration.

Mainly used in polymers such as polyamide, polyolefin, polystyrene, ABS resin, acetal resin, polyurethane and rubber

Antioxidant

Building/construction materials not covered elsewhere

100,000 - 500,000 lb

Molecular Weight:636.9
XLogP3:10
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:17
Exact Mass:636.48660853
Monoisotopic Mass:636.48660853
Topological Polar Surface Area:98.7
Heavy Atom Count:46
Complexity:811
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes