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Home > Encyclopedia > Cyanox 1790

Cyanox 1790

Cyanox 1790 structure

Cyanox 1790 

structure
  • CAS No:

    40601-76-1

  • Formula:

    C42H57N3O6

  • Chemical Name:

    Cyanox 1790

  • Synonyms:

    1,3,5-Triazine-2,4,6(1H,3H,5H)-trione,1,3,5-tris[[4-(1,1-dimethylethyl)-3-hydroxy-2,6-dimethylphenyl]methyl]-;1,3,5-Tris[[4-(1,1-dimethylethyl)-3-hydroxy-2,6-dimethylphenyl]methyl]-1,3,5-triazine-2,4,6(1H,3H,5H)-trione;1,3,5-Tris(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl)-s-triazine-2,4,6-(1H,3H,5H)-trione;1,3,5-Tris(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione;Tris(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl) isocyanurate;Cyanox 1790;Cyanox 1970;Tris(4-tert-butyl-2,6-dimethyl-3-hydroxybenzyl) isocyanurate;1,3,5-Tris(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl) isocyanurate;1,3,5-Tris(4-tert-butyl-2,6-dimethyl-3-hydroxybenzyl) isocyanurate;1,3,5-Tris(2,6-dimethyl-4-tert-butyl-3-hydroxybenzyl) isocyanurate;Cynomix 1790;1,3,5-Tris(2,6-dimethyl-3-hydroxy-4-tert-butylbenzyl) isocyanurate;1,3,5-Tris(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl)isocyanuric acid;AO 1790;ADK-ARKLS DH 48;Irganox 3790;Lowinox 1790;1,3,5-Tris[(4-tert-butyl-3-hydroxy-2,6-xylyl)methyl]-1,3,5-triazine-2,4,6(1H,3H,5H)-trione;1,3,5-Tri(4-tert-butyl-2,6-dimethyl-3-hydroxybenzyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione;Antioxidant 1790;Tris(3-hydroxy-4-tert-butyl-2,6-dimethylbenzyl) isocyanurate;DN 90;1,3,5-Tris(4-tert-butyl-3-hydroxy-2,6-dimethylphenylmethyl)-1,3,5-triazine-2,4,6-(1H,3H,5H)trione;CY 1790;Cyanox CY 1790;Antioxidant 1970;Songnox 1790;Thanox 1790;Antioxidant CY;CN 1790;1338721-68-8;1357193-26-0

  • Categories:

    Cosmetic Ingredient  >  Antioxidant Ingredient

Description

White powder


DryPowder

Cyanox 1790 Basic Attributes

699.91800

699.92

254-996-9

253H13NWCQ

DTXSID8028008

29336990

Characteristics

126.69000

10

DryPowder

1.172g/cm3

163-165ºC

793.8ºC at 760mmHg

433.9ºC

1.592

Safety Information

NONH for all modes of transport

2

R36/37/38

S26-S36

Xi

P261-P305 + P351 + P338

H315-H319-H335

|Warning|H315 (15%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 368 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Cyanox 1790 Use and Manufacturing

Methods of Manufacturing

In a 500-ml four-necked flask equipped with a stirrer, a reflux condenser, and a thermometer, trisodium trichloride salt was added to 19. g (0.1 mol), 4-tert-butyl-3-hydroxy-2, 6-benzyl chloride 7lg (0.33l), N, N-dimethylformamide 200ml and phase transfer catalyst lg, continuous access to nitrogen protection, stirring temperature to 120 ° C, incubation reaction 14h. And then cooled to 50 ~ 60 ° C filter, the filtrate in the 0. 005 ~ 0.15MPa pressure under pressure distillation of N, N-dimethyl formamide, to the residue by adding 200ml of toluene and 100ml of water, stirring up to the material Completely dissolved, the static separation of the water phase, the organic phase distillation of the remaining water and about 160ml toluene, slowly to the residue by adding methanol 150ml, stirring reflux under the material dissolved, add 5g activated carbon decolorization, heat filtration and crystallization cooling, filtration, Rinsed to give dry 1, 3, 5-tris (4-tert-butyl-3-hydroxy-2, 6-dimethylbenzyl) isocyanurate 54. 6 g, mp 157-160 ° C, 98.3percent, the product was characterized by infrared spectroscopy.Under argon, 0.29 g (0.0015 mol) of sodium cyanurate was added to a three-necked flask, Tributylphosphine 0.006 g (0.00003mo 1) and N, N-dimethylformamide (DMF) 3 mL, The temperature was raised to 140 ° C, followed by addition of 1.09 g (0.0048 mol) of 4-tert-butyl-3-hydroxy-2, 6-dimethylbenzyl chloride, Plus after the insulation reaction 14h. The reaction system was filtered to remove the resulting salt, The filtrate was extracted with water and extracted with dichloromethane. The organic layer was collected, dried over anhydrous sodium sulfate, The crude product was distilled under reduced pressure and subjected to column chromatography (ethyl acetate: petroleum ether = 1: 20 (v / v)) To give 0.8 g of an off-white solid, 76percent yield. Nuclear magnetic resonance spectroscopy confirmed that the material was the target product of antioxidant 1790.In a reaction vessel, DMF 39g and cyanuric acid 10.5g were added in one portion, then triethylamine 40.5g was added with stirring, and then the temperature was raised to 90°C.mixture of 62.3 g of previously prepared 4-tert-butyl-2, 6-dimethyl-3-hydroxybenzyl chloride and DMF prepared in step (1) was added dropwise thereto. There is a small reflux during the process, and the temperature of the vessel slowly rises, requiring that the temperature does not exceed 102 °C and it will be completed in about 11 / 2 hours. The reaction was then incubated at 100-120°C for approximately 5 hours, and TLC followed the end of the reaction.After the reaction was completed, the salt was filtered off at room temperature, rinsed with a small amount of DMF, and filtered. The solvent was recovered under reduced pressure, 115 g of methanol was added, and 60 g was distilled off at normal pressure under reflux. The temperature was reduced to 1-2° Cand filtered for 30 minutes. A small amount of cold methanol was rinsed and filtered to obtain the product1, 3, 5-tris(4-tert-butyl-3-hydroxy-2, 6-dimethylbenzyl)-1, 3, 5-triazine-2, 4, 6(1H, 3H, 5H)-trione compound yield 85percent, HPLC content 96.5percent and white appearance.

Uses

Tris(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl) Isocyanurate as an antioxidant and/or stabilizer in polystyrene and rubber-modified polystyrene intended for use in contact with food at room temperature or below. Tris(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl) Isocyanurate is also used as a stabilizer in polyethelene and poloypropylene.


Antioxidants / Stabilisers


Lubricants and greases

Production

1,000,000 - 10,000,000 lb

Plastic material and resin manufacturing|1,3,5-Triazine-2,4,6(1H,3H,5H)-trione, 1,3,5-tris[[4-(1,1-dimethylethyl)-3-hydroxy-2,6-dimethylphenyl]methyl]-: ACTIVE

Computed Properties

Molecular Weight:699.9
XLogP3:10
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:9
Exact Mass:699.42473655
Monoisotopic Mass:699.42473655
Topological Polar Surface Area:122
Heavy Atom Count:51
Complexity:1090
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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