PRODUCTS

TRIS (2-HYDROXYETHYL) ISOCYANURATE (THEIC)

THEIC is used in coating 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.

CAS Number 839-90-7
EC number 212-660-9

Synonyms:
839-90-7; 1,3,5-Tris(2-hydroxyethyl)cyanuric acid; Tris(2-hydroxyethyl) isocyanurate; Theic; Tris(hydroxyethyl) cyanurate; Tris(2-hydroxyethyl)cyanurate; 1,3,5-Tris(2-hydroxyethyl)-1,3,5-triazinane-2,4,6-trione; 1,3,5-Triazine-2,4,6(1H,3H,5H)-trione, 1,3,5-tris(2-hydroxyethyl)-; Tris(hydroxyethyl) isocyanurate; Tris(2-hydroxyethyl)isocyanurate; UNII-N7W2MH0P2M; NSC 11680; 1,3,5-Tris(2-hydroxyethyl)triazine-2,4,6-trione; Isocyanuric acid tris(2-hydroxyethyl) ester; N,N',N''-Tris(2-hydroxyethyl)isocyanurate; 1,3,5-Tris(2-hydroxyethyl)isocyanuric acid; 1,3,5-TRIS(2-HYDROXYETHYL) ISOCYANURATE; N7W2MH0P2M; 1,3,5-Tris(2-hydroxyethyl)cyanuricacid; 1,3,5-Tris(2-hydroxyethyl)isocyanurate; s-Triazine-2,4,6(1H,3H,5H)-trione, 1,3,5-tris(2-hydroxyethyl)-; MFCD00003549; Tris(.beta.-hydroxyethyl) isocyanurate; 1,3,5-Tris(2-hydroxyethyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione; DSSTox_CID_6266; DSSTox_RID_78081; DSSTox_GSID_26266; CAS-839-90-7; CCRIS 6113; HSDB 6135; Tris(2-hydroxyethyl)-1,3,5-triazinetrione; Tris(beta-hydroxyethyl) isocyanurate; EINECS 212-660-9; AI3-60291; N,N',N''-Tris(2-hydroxyethyl) isocyanurate; 1,3,5-Tris(2-hydroxyethyl) isocyanuric acid; Tris(2-hydroxyethyl)-s-triazine-2,4,6-trione; EC 212-660-9; Oprea1_852228; SCHEMBL35878; KSC496M3F; Tris-2-hydroxyethylisocyanurate; CHEMBL1869132; DTXSID4026266; CTK3J6632; NSC11680; ZINC1718500; Tox21_201489; Tox21_303239; ANW-43932; NSC-11680; STK370880; AKOS005445692; 1,5-Tris(2-hydroxyethyl) isocyanurate; MCULE-1333016015; N,N''-Tris(2-hydroxyethyl)isocyanurate; NCGC00164136-01; NCGC00164136-02; NCGC00257207-01; NCGC00259040-01; 1,5-Tris(2-hydroxyethyl)isocyanuric acid; AC-11729; K867; DB-056764; FT-0606528; ST50879637; 1,3,5-Tris(2-hydroxyethyl)isocyanurate, 97%; A840696; W-104126; Q27284684; s-Triazine-2,4,6(1H,3H,5H)-trione, tris(2-hydroxyethyl)-; 1,3,5-tris(2-hydroxy-ethyl)-[1,3,5]triazinane-2,4,6-trione; 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazaperhydroine-2,4,6-trione; 1,3,5-Tris(2-hydroxyethyl)-1,3,5-triazinane-2,4,6-trione #; 1,3,5-tris-(2-hydroxyethyl)-s-triazine-2,4,6-(1h,3h,5h)-trione; s-Triazine-2,6(1H,3H,5H)-trione, 1,3,5-tris(2-hydroxyethyl)-; 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazine-2,4,6-(1h, 3h, 5h)-trione; 1,5-Triazine-2,4,6(1H,3H,5H)-trione, 1,3,5-tris(2-hydroxyethyl)-

1,3,5-tris(2-hydroxyethyl)triazine-2,4,6-trione is a white powder.

Industry Uses
Chemical additive used in heat stabilizers for PVC applications

Flame retardants

Ingredient in polyester-type resins

Paint additives and coating additives not described by other categories

Process regulators

Processing aids, not otherwise listed

Processing aids, specific to petroleum production

THEIC is a white crystalline powder that is soluble in water, THF and hot lower alcohols. It is insoluble in other common organic solvents. This symmetrical triol undergoes reactions typical of unhindered, primary hydroxyl groups.

Tris (2-Hydroxyethyl) isocyanurate (THEIC) is a white crystalline powder that is soluble in water.

Tris (2-Hydroxyethyl) Isocyanurate.worldwide company who imports and supplies Tris (2-Hydroxyethyl) Isocyanurate in over four continents. As a supplier of Tris (2-Hydroxyethyl) Isocyanurate with a wide distribution network, customers in numerous industries rely for their supply of Tris (2-Hydroxyethyl) Isocyanurate. We have the capability and know-how as a importer, supplier, and distributor of Tris (2-Hydroxyethyl) Isocyanurate to provide your business with value-added supply chain solutions.

supplies Tris (2-Hydroxyethyl) Isocyanurate to users/customers for Plastic, Resin & Rubber. This product is also known as THEIC.

CAS Number
839-90-7
Formula
C9-H15-N3-O6
Major Category
Plastics & Rubber
1,3,5-Tris(2-hydroxyethyl) isocyanurate formula graphical representation
Synonyms
1,3,5-Triazine-2,4,6(1H,3H,5H)-trione, 1,3,5-tris(2-hydroxyethyl)-; 1,3,5-Tris(2-hydroxyethyl) isocyanuric acid; 1,3,5-Tris(2-hydroxyethyl)isocyanuric acid; 1,3,5-Tris(2-hydroxyethyl)triazine-2,4,6-trione; Isocyanuric acid tris(2-hydroxyethyl) ester; N,N',N''-Tris(2-hydroxyethyl) isocyanurate; N,N',N''-Tris(2-hydroxyethyl)isocyanurate; THEIC; Tris(2-hydroxyethyl) isocyanurate; Tris(2-hydroxyethyl)-s-triazine-2,4,6-trione; Tris(2-hydroxyethyl)cyanurate; Tris(2-hydroxyethyl)isocyanurate; Tris(beta-hydroxyethyl) isocyanurate; Tris(hydroxyethyl) cyanurate; s-Triazine-2,4,6(1H,3H,5H)-trione, 1,3,5-tris(2-hydroxyethyl)-; [ChemIDplus]
Category
Other Monomers
Description
White solid; [HSDB] White powder; [MSDSonline]
Sources/Uses
Used as a plastics additive to impart thermal stability; [HSDB] Used as a monomer to make polyesters (thermosetting varnishes and paints for metal) and as a polymer stabilizer; [Reference #1]

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.Tris (2-hydroxyethyl) isocyanurate (THEIC) was decomposed by means of chemical treatment. NMR analysis showed that the products contained large amounts of 2-oxazolidinone. The effects of potassium hydroxide as an additive, reaction temperature and time, and solvent were investigated. The decomposition of THEIC with potassium hydroxide in dimethylformamide (DMF) at 130°C for 4 hours gave a quantitative amount of 2-oxazolidinone. These results indicate that THEIC decomposed under mild reaction conditions in the presence of potassium hydroxide.

DESCRIPTION AND USES
Tris(2-hydroxyethyl) 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.
APPLICATIONS
Agrochemicals, Dyes, Electrical insulatings, Electronics, Enamels, Pharmaceuticals, Plastizisers, Polyesters, Resins, Alkyd, Urethanes, Wire enamel
INDUSTRIES
Agrochemicals, Electrical, Electronics, Pharmaceuticals
PRODUCT DETAILS
Product group   Speciality
Synonym product   Tris(2-Hydroxyethyl)-s-Triazine-2,4,6-trione
Package   Bulk and Packed Materials
Statistics number   2933-69-80(-90)
Cas number   839-90-7
Cus number   N/A
EC number   212-660-9
RID/ADR number   N/A
UN number   N/A
Structure   N/A

A macromolecular homopolymer (named as Homo-THEIC) was synthesized through self-etherification of tris(2-hydroxyethyl) isocyanurate (THEIC) molecules and used as charring agent. Its chemical structure was characterized by FTIR and 13C-NMR. The charring agent was mixed with ammonium polyphosphate (APP) and applied in flame retarded polypropylene (PP). Results of UL-94, LOI, and cone calorimeter test showed that the LOI of flame retarded PP can reach 32.8% and UL-94 V-0 rating can be achieved at 30 wt % loading. The heat release rate and smoke production rate during the combustion of PP were substantially reduced. TGA results indicated that the synergistic effect between APP and Homo-THEIC existed and the addition of intumescent flame retardant (IFR) dramatically enhanced the thermal stability of PP. According to the results of TGA, SEM, TG-FTIR, FTIR, and Raman, the char forming process of IFR can be separated into three stages: the formation of viscous phosphate ester (Tonset−330 °C), the expanding process along with the decomposition of phosphate ester and the release of a large amount of gases (330–480 °C), and the final formation of graphitic-like char without any expanding feature (480–670 °C).

Used as an important raw material for the production of heat-resistant wire enamels and surface coatings with extremely good mechanical properties, diverse polyurethane plastic. water-base stoving enamels. unsaturated polyester resins, As organic intermediates for insecticide, plasticizing agent, dyestuffs and phar-maceuticals etc.Tris 2-Hydroxyethyl isocyanurate (THEIC) is a white crystalline powder that is soluble in water. THEIC is used in coating industry for heat resistant wire enamels, electrically insulating, alkyd resins, urethanes, water-soluble stoving enamels, and polyesters.

Product name:

Tris(2-hydroxyethyl)Isocyanurate(THEIC)

CAS:

839-90-7

Molecular weight:

224.2546

Molecular formula:

C9H15N3O6

Applications:

Used as an important raw material for the production of heat-resistant wire

enamels and surface coatings with extremely good mechanical properties,

diverse polyurethane plastic. water-base stoving enamels. unsaturated polyester

resins, As organic intermediates for insecticide, plasticizing agent, dyestuffs and

phar-maceuticals etc.

A method of preparing tris(2-hydroxyethyl)isocyanurate (THEIC) is disclosed. The method comprises the step of heating a mixture of ethylene carbonate and isocyanuric acid in the presence of a catalyst at a temperature between about 160° C. and 170° C. The molar ratio of ethylene carbonate to isocyanuric acid is at least about 3 to 1, and the catalyst has at least one amine functional group. THEIC produced by the disclosed method can be used without purification as a cross-linking agent in polyester-based magnet wire enamels.

In view of the problem of low combustion performance of polymer, two charring agents tris (2-hydroxyethyl) isocyanurate terephthalate ester (T-ester43 and T-ester45) with different degree of esterification were synthesized by using tris (2-hydrooxyethyl) isocyanurate (THEIC) and purified terephthalic acid (PTA) as raw materials. Two kinds of intumescent flame retardants (IFR43 and IFR45) were prepared by combination of T-ester and ammonium polyphosphate (APP).The preformed IFR were melt blended with four commercial thermoplastics to obtain flame retardant polymer blends. It is found that, after esterification, the decomposition temperature of charring agent increased up to 300℃ and char residue at 700 ℃ increases up to 10% from 1%. With 20% mass loading of IFR43 into PA6, PET, PLA, and PP, the char residue increased by 14.97%, 9.69%, 11.59%, and 7.25%, respectively. Correspondingly, the limiting oxygen index (LOI) value of polymers enhanced by 6%~7%. The melt drops during LOI test decreased. In addition, crystallization acceleration effect is found in the sample of PLA after addition of IFR.

THEIC is mainly be used as an important raw material for the production of heat-resistant wire enamels and PVC heat stabilizer for improving the heat-resistant of wire enamels and PVC processing temperature and performance. Besides these two major application, THEIC also be used in the production of various polyurethane plastics, water-based baking lacquer, unsaturated polyester resins, pesticide, plastic accelerator, dye staffs and intermediate for organic synthesis.

Tris (2-Hydroxyethyl) isocyanurate (THEIC) is a white crystalline powder that is soluble in water.

1,3,5-Tris(2-hydroxyethyl)isocyanurate (THEIC) is a triazine derivative with three nitrogen atoms in its structure. It can be used as a stabilizer and can be a useful material in applications that require flame-retardancy and water durability.

THEIC can be used to functionalize graphene magnetic nanoparticles to form a catalyst that facilitates the synthesis of benzimidazole compounds.[2] It may also be used in the synthesis of hyperbranched epoxy resin by UV-initiated thiolene click reaction, which finds potential application in the fabrication of insulating materials.

Tris 2-hydroxyethyl isocyanurate. Derived from cyanuric acid (1, 3, 5-triazine-2, 4, 6-triol) which is a cyclic trimer. It is usually a white, odorless solid. Used as a raw material for synthetic resins.

THEIC, also known as Tris (2-Hydroxyethyl) Isocyanurate, has applications in modified polyimide insulating varnish, paint for the base plate of automobiles, the manufacture of high-quality heat-resisting alcohol acid and plasticizer, and in the printing, textile, plastics, and photo industries.