TRIS(2-HYDROXYETHYL) ISOCYANURATE

PRODUCT IDENTIFICATION
CAS NO. 839-90-7

TRIS(2-HYDROXYETHYL) ISOCYANURATE 
EINECS NO. 212-660-9
FORMULA C9H15N3O6
MOL WT. 261.23

H.S. CODE

 2933.69.8090

TOXICITY

  
SYNONYMS 1,3,5-Tris(2-hydroxyethyl)-1,3,5-triazine-2,4,6-trione; THEIC;
Tris(hydroxyethyl) isocyanurate; Tris(beta-hydroxyethyl) isocyanurate; N,N',N''-Tris(2-hydroxyethyl) isocyanurate; 1,3,5-Tris(2-hydroxyethyl) isocyanurate; 1,3,5-Tris(2-hydroxyethyl) isocyanuric acid; 1,3,5-Tris(2-hydroxyethyl) cyanurate; Tris(hydroxyethyl) cyanurate; Tris(2-hydroxyethyl) cyanurate; Tris(2-hydroxyethyl)-1,3,5- triazinetrione; 1,3,5-Tris(2'-hydroxyethyl)isocyanuric acid;

SMILES

 n1(c(n(c(=O)n(c1=O)CCO)CCO)=O)CCO

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE White crystalline powder
MELTING POINT 134 C - 137 C
BOILING POINT  
SPECIFIC GRAVITY

 
SOLUBILITY IN WATER  
pH  
VAPOR PRESSURE  

REFRACTIVE INDEX

 

NFPA RATINGS

  

AUTOIGNITION

430 C
FLASH POINT

270 C
STABILITY  

GENERAL DESCRIPTION & APPLICATIONS
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of the three isomers indicate which of the carbon-hydrogen units on the benzene ring position of the molecule have been replaced by nitrogens, called 1,2,3-triazine, 1,2,4-triazine, and 1,3,5-triazine respectively.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(2-hydroxyethyl) isocyanurate (THEIC) has the symmetrical triol structure and thus it can undergo polymerization reactions. It is used as a monomer for the synthesis of polyesters which are industrially used in a variety of coatings (thermosetting paints,  magnet wire enamels, electrical insulating varnishes). Because of its trifunctionality, THEIC is used as a precursor to crosslinking agents for rigid urethane foams and postforming laminating resins. THEIC is used as a stabilizer and heat resistant flame retardant of polymers. One of the uses of such polymer is as exterior building material. It is also used as an intermediate for the synthesis of dyes, agrochemicals, pharmaceuticals and plasticizers.
SALES SPECIFICATION

APPEARANCE

 White crystalline powder
MELTING POINT 133 C - 137 C
HYDROXYL NUMBER 630 - 650 (KOH mg/g)
ACIDITY 1.0 max (KOH mg/g)
TRANSPORTATION
PACKING 25kgs in fiber drum
HAZARD CLASS

 
UN NO.

 
OTHER INFORMATION
Hazard Symbols: XI, Risk Phrases: 36/37/38, Safety Phrases: 26-37/39

GENERAL DESCRIPTION OF CYANURIC ACID
Cyanic acid (the isomer of fulminic acid) is an unstable (explosive), poisonous, volatile, clear liquid with the structure of H-O-C¡ÕN (the oxoacid formed from the pseudohalogen cyanide), which is readily converted to cyamelide and fulminic acid. There is another isomeric cyanic acid with the structure of H-N=C=O, called isocyanic acid. Cyanate group (and isocyanate group) can react with itself. Cyanuric acid (also called pyrolithic acid), white monoclinic crystal with the structure of [HOC(NCOH)2N], is the trimer of cyanic acid. The trimer of isocyanic acid is called biuret.
  • Cyanic acid: H-N=C=O or H-O-C¡ÕN
  • Fulminic acid: (H-C=N-O) or H-C¡ÕN-O
  • Isocyanic acid: H-N=C=O
  • Cyanuric acid: HOC(NCOH)2N
  • Biuret: (NH2)CO)2 NH

Cyanic acid hydrolyses to ammonia and carbon dioxide in water. The salts and esters of cyanic acid are cyanates. But esters of normal cyanic acid are not known. The salts and esters of isocyanic acid are isocyanates. The isocyanate group reacts with the hydroxyl functional group to form a urethane linkage. Diisocyanates (or polyisocyanates) are monomers for polyurethane production. Polyurethane is made from a variety of diisocyanates in conjunction with polyether and polyester polyols as co-reactants by addition polymerization which needs at least two -N=C=O groups. Polyurethanes are widely used in the manufacture of flexible and rigid foams, fibres, coatings, and elastomers. If isocyanate monomer is polymerized with amine group, polyurea is produced. Cyanates (or Isocyanates) are readily reacts with various form of amine (including ammonia, primary-, secondary-amines, amides and ureas) and hydroxyl functional group. They are used in the synthesis for the target molecules such as pharmaceuticals, pesticides, textile softener, lubricants and industrial disinfectants. They can convert to polycyclic compounds such as hydantoins and imidazolons. They are used as plastic additives and as heat treatment salt formulations for metals.