TRIS(3,5-DI-TERT-BUTYL-4-HYDROXYBENZYL) ISOCYANURATE

PRODUCT IDENTIFICATION
CAS NO. 27676-62-6

 

EINECS  NO. 248-597-9
FORMULA C48H69N3O6
MOL WT. 784.09
H.S. CODE

2933.99.8090

TOXICITY

 

SYNONYMS TTIC; Antioxidant 3114;
1,3,5-Tris(3,5-di-tert-butyl-4-hydroxybenzyl)-s-triazine-2,4,6 (1h,3h,5h)-trione; 1,3,5-Tris((3,5- bis(1,1-dimethylethyl)-4-hydroxyphenyl)methyl)- 1,3,5-triazine-2,4,6(1H,3H,5H)-trione; 1,3,5-Tris(3,5-di-tert-butyl-4-hydroxybenzyl)-1,3,5- triazine-2,4,6(1H,3H,5H)-trione; Other RN: 72750-69-7; 113570-76-6; 132420-39-4; 260432-89-1;

SMILES

 n1(Cc2cc(c(O)c(c2)C(C)(C)C)C(C)(C)C)c(=O)n(Cc2cc(C(C)(C)C) c(c(c2)C(C)(C)C)O)c(=O)n(Cc2cc(C(C)(C)C)c(c(c2)C(C) (C)C)O)c1=O

CLASSIFICATION

Phenolic Antioxidant, Polymer Additive, Antioxidant, Stabilizer

PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE white crystaline powder
MELTING POINT 218 - 220 C
BOILING POINT

 

SPECIFIC GRAVITY

 

SOLUBILITY IN WATER

 

pH  
VAPOR DENSITY  

AUTOIGNITION

 

NFPA RATINGS

  

REFRACTIVE INDEX

 

FLASH POINT

 

STABILITY Stable under ordinary conditions

GENERAL DESCRIPTION & EXTERNAL LINKS
Triazine is the chemical species of six-membered heterocyclic ring compound with three nitrogens replacing carbon-hydrogen units in the benzene ring structure. The names of the three isomers indicate which of the carbon-hydrogen units on the benzene ring position of the molecule have been replaced by nitrogens, called 1,2,3-triazine, 1,2,4-triazine, and 1,3,5-triazine respectively. Symmetrical 1,3,5-triazine is the common. Triazines are prepared from 2-azidocyclopropene through thermal rearrangement (1,2,3-triazine), from 1,2-dicarbonyl compound with amidrazone by condensation reaction (1,2,4-triazine) and from cyanic acid amide by trimerization (1,3,5-triazine). Pyridine is the aromatic nitrogen heterocycle compound having only one nitrogen, and diazines are with 2 nitrogen atoms and tetrazines are with 4 nitrogen atoms on the benzene ring system. Triazines are weak base. Triazines have much weaker resonance energy than  benzene, so nucleophilic substitution is preferred than electrophilic substitution. Triazines are basic structure of herbicides, examples are amitole (CAS #: 61-82-5), atrazine (CAS #: 1912-24-9), cyanazine (CAS #: 21725-46-2), simazine (CAS #: 122-34-9), trietazine (CAS #: 1912-26-1). Large volume of triazines are used in  the manufacture of resin modifiers such as melamine and benzoguanamine.  Melamine (1,3,5-Triazine-2,4,6-triamine) is reacted with formaldehyde to from a very durable thermoset resin. Benzoguanamine (2,4-Diamino-6-phenyl-1,3,5-triazine) is used to increase thermoset properties of alkyd, acrylic and formaldehyde resins. Triazines are also useful as chromophore groups in colorants and Chlorine attached in Triazine compounds undergo nucleophilic substitution reactions well with with hydroxyl groups in cellulose fibres. Some triazine family compounds are used in pharmaceutical industry as coupling agent for the synthesis of peptide in solid phase as well as solution and as side chain of antibiotics. Triazine compounds are used in formulating bactericide and fungicide. They are used as  preservatives in oil field applications. They are used as disinfectant, industrial deodorant and biocide in water treatment. They are used as a bleaching agents.

Tris(3,5-di-tert-butyl-4-hydroxybenzyl) isocyanurate is used in costing industry for heat resistant wire enamels, electrical insulatings, alkyd resins, urethanes, water-soluble stoving enamels and polyesters. It is also used as an intermediate for the synthesis of dyes, agrochemicals, pharmaceuticals and plasticizers.

http://www.specialchem4polymers.com/
Antioxidants as process stabilizers:
After polymerization, most plastics are pelletized and shipped to compounders, polymer converters and subsequently manufacturers of the final plastic article.
During this process, the polymer undergoes several processing steps, which usually involve extrusion of molten polymer. Each processing step causes degradation, a result of the combined action of shear, heat and oxygen.
Processing Stabilizers are antioxidants that are incorporated into the polymer to prevent degradation during processing. Thermo-oxidative degradation takes place by a free radical mechanism called autoxidation, which leads to a variety of oxidative reactions which either cause
  Decrease in the molecular weight of the polymer (chain scission), or
  Increase in the molecular weight of the polymer due to recombination reactions. (More about chemistry)
Both types of reactions take place simultaneously, but one or the other will predominate depending on the processing conditions, the molecular structure and the polymerization technology used to initially manufacture the polymer. 
Optimal stabilization is achieved when the initial molecular weight of the polymer is maintained during processing.

http://www.ictp.csic.es/
Chemiluminescence of Polyethylene: The Comparative Antioxidant Effectiveness of Phenolic Stabilizers in Low-Density Polyethylene*The thermal stabilizing efficiency of a range of phenolic antioxidants (Lowinox CA22, Lowinox WSP, Lowinox TBP6, Irganox 3114, Irganox 1330, and Cyanox 1790) was determined in polyethylene films with chemiluminescence and hydroperoxide analysis and compared with standard systems based on Irganox 1010 and 1076. Under both nitrogen and oxygen conditions, good correlations were obtained between the two methods, confirming the importance and role of the hydroperoxide functionality and its stability in the oxidative process. Chemiluminescence decay rates correlated well with the initial corresponding hydroperoxide contents, which were measures of the antioxidant efficiencies in the polymer. The antioxidant structure and volatility (melting points) were important parameters to consider in any such correlations and related very much to the methodology and conditions of analysis (i.e., the temperature and atmosphere)......
SALES SPECIFICATION

APPEARANCE

 white crystalline powder
MELTING POINT

210 C min

ASH 0.1% max

LOSS ON DRYING

 0.5% max
TRANSPORTATION
PACKING  
HAZARD CLASS  
UN NO.  
OTHER INFORMATION
Hazard Symbols: XI, Risk Phrases: 36/37/38, Safety Phrases: 26-37/39