Tris(2-hydroxyethyl) isocyanurate

Base Information

• Chemical Name: Tris(2-hydroxyethyl) isocyanurate
• CAS No.: 839-90-7
• Deprecated CAS: 63118-42-3,248590-65-0,1027769-55-6,248590-65-0
• Molecular Formula: C9H15N3O6
• Molecular Weight: 261.235
• Hs Code.: 2933.69
• European Community (EC) Number: 212-660-9
• NSC Number: 11680
• UNII: N7W2MH0P2M
• DSSTox Substance ID: DTXSID4026266
• Nikkaji Number: J2.115F
• Wikidata: Q27284684
• ChEMBL ID: CHEMBL1869132
• Mol file: 839-90-7.mol

Synonyms:839-90-7;Tris(2-hydroxyethyl) isocyanurate;1,3,5-Tris(2-hydroxyethyl)cyanuric acid;Theic;1,3,5-Tris(2-hydroxyethyl)-1,3,5-triazinane-2,4,6-trione;Tris(hydroxyethyl) cyanurate;Tris(2-hydroxyethyl)isocyanurate;Tris(2-hydroxyethyl)cyanurate;Tris(hydroxyethyl) isocyanurate;1,3,5-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;Isocyanuric acid tris(2-hydroxyethyl) ester;NSC 11680;CCRIS 6113;1,3,5-Tris(2-hydroxyethyl)isocyanurate;HSDB 6135;N,N',N''-Tris(2-hydroxyethyl)isocyanurate;Tris(2-hydroxyethyl)-1,3,5-triazinetrione;1,3,5-Tris(2-hydroxyethyl)isocyanuric acid;N,N',N''-Tris(2-hydroxyethyl) isocyanurate;1,3,5-Tris(2-hydroxyethyl) isocyanuric acid;Tris(beta-hydroxyethyl) isocyanurate;EINECS 212-660-9;1,3,5-TRIS(2-HYDROXYETHYL) ISOCYANURATE;UNII-N7W2MH0P2M;Tris(.beta.-hydroxyethyl) isocyanurate;N7W2MH0P2M;1,3,5-Tris(2-hydroxyethyl)cyanuricacid;AI3-60291;DTXSID4026266;Tris(2-hydroxyethyl)-s-triazine-2,4,6-trione;s-Triazine-2,4,6(1H,3H,5H)-trione, 1,3,5-tris(2-hydroxyethyl)-;NSC-11680;EC 212-660-9;DTXCID206266;CAS-839-90-7;Tanac;Theic P;Theic PW;THEIC-G;NF-SE;Oprea1_852228;SCHEMBL35878;CHEMBL1869132;NSC11680;Tox21_201489;Tox21_303239;MFCD00003549;STK370880;1,3,5-Tris(2-hydroxyethyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione;AKOS005445692;1,5-Tris(2-hydroxyethyl) isocyanurate;LS-1833;N,N''-Tris(2-hydroxyethyl)isocyanurate;NCGC00164136-01;NCGC00164136-02;NCGC00257207-01;NCGC00259040-01;1,5-Tris(2-hydroxyethyl)isocyanuric acid;AC-11729;1 3 5-Tris(2-hydroxyethyl) isocyanurate;1 3 5-Tris(2-hydroxyethyl)cyanuric acid;1,3,5-Tris (2-hidroxietil) isocianurato;CS-0158320;FT-0606528;T0674;N N' N''-Tris(2-hydroxyethyl) isocyanurate;1,3,5-Tris(2-hydroxyethyl)isocyanurate, 97%;F11276;A840696;W-104126;Q27284684;1,3,5-TRIS(2-HYDROXYETHYL) ISOCYANURATE [HSDB];1 3 5-Tris(2-hydroxyethyl)-1 3 5-triazine-2 4 6-trione;1,3,5-TRIS(2-HYDROXYETHYL) TRIAZINE-2,4,6-TRIONE;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-triazinane-2,4,6-trione #;1,3,5-tris-(2-hydroxyethyl)-s-triazine-2,4,6-(1h,3h,5h)-trione;s-triazina-2, 4,6 (1H, 3H, 5H)-triona, tris (2-hidroxietil);s-Triazine-2,6(1H,3H,5H)-trione, 1,3,5-tris(2-hydroxyethyl)-;s-Triazine-246(1H3H5H)-trione tris(2-hydroxyethyl)-(6CI7CI);s-Triazine-246(1H3H5H)-trione135-tris(2-hydroxyethyl)-(8CI);1 3 5-Tris(2-hydroxyethyl)-1 3 5-triazine-2 4 6(1H 3H 5H)-trione;1,3,5-tris(2-hydroxyethyl)-1,3,5-triazine-2,4,6-(1h, 3h, 5h)-trione;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)-;s-triazina-2, 4,6 (1H, 3H, 5H)-triona,1,3,5-tris (2-hidroxietil);1,3,5-triazina-2, 4,6 (1h, 3h, 5h)-triona, 1,3,5-tris (2-hidroxietil)-;1,3,5-TRIAZINE-2,4,6(1H,3H,5H)-TRIONE, 1,3,5-TRIS(2- HYDROXYETHYL)-;S-TRIAZINE-2,4,6(1H,3H,5H)-TRIONE, 1,3,5-TRIS(2- HYDROXYETHYL)-

Chemical Property of Tris(2-hydroxyethyl) isocyanurate

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0.001Pa at 50℃
• Melting Point: 136-140 °C
• Boiling Point: 526.7 °C at 760 mmHg
• PKA: 14.03±0.10(Predicted)
• Flash Point: 272.3 °C
• PSA: 126.69000
• Density: 1.498 g/cm³
• LogP: -3.85140
• Storage Temp.: Store below +30°C.
• Solubility.: 1150g/l
• Water Solubility.: 572g/L at 20℃
• XLogP3: -2.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 261.09608521
• Heavy Atom Count: 18
• Complexity: 271

Purity/Quality:

99% ^*data from raw suppliers

1,3,5-Tris(2-hydroxyethyl)cyanuric acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> Other Monomers
• Canonical SMILES: C(CO)N1C(=O)N(C(=O)N(C1=O)CCO)CCO
• General Description: 1,3,5-Tris(2-hydroxyethyl)cyanuric acid (THEIC) is a versatile compound used as a charring agent and modifier in flame-retardant systems. When incorporated into melamine-formaldehyde resin (MFT), it enhances the resin's flexibility, cohesiveness, and flame-retardant efficiency by promoting char formation during combustion. Its hydroxyl groups contribute to improved thermal stability and compatibility with polymers like polypropylene, making it valuable in intumescent flame-retardant applications. Additionally, THEIC synergizes with ammonium polyphosphate (APP) to form a protective char layer, enhancing flame retardancy and water resistance in polymer composites.

Technology Process of Tris(2-hydroxyethyl) isocyanurate

There total 3 articles about Tris(2-hydroxyethyl) isocyanurate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

isocyanuric acid (108-80-5) + 2-chloro-ethanol (107-07-3) → 1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione (839-90-7)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 80 - 85 ℃; Reagent/catalyst; Temperature; Solvent;

Reference yield:

cyanuric acid (108-80-5,27026-93-3,27941-25-9) + 2-chloro-ethanol (107-07-3) → 1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione (839-90-7)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) HMPA, 100 deg C, 3 h, 2.) HMPA, 100 deg C, 7 h;

DOI:10.1080/00397919308013795

Reference yield:

→ 1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione (839-90-7)

Guidance literature:

DOI:10.1021/jo01081a029

upstream raw materials:

cyanuric acid

2-chloro-ethanol

isocyanuric acid

Downstream raw materials:

C₃₃H₃₀N₆O₁₈

1,3,5-tri(2-chloroethyl)-1,3,5-triazine-2,4,6-trione

1,3,5-tris(2-tosylethyl)-1,3,5-triazine-2,4,6-trione

1,3,5-Tris-(2-methylamino-ethyl)-[1,3,5]triazinane-2,4,6-trione

Refernces

Microencapsulation of ammonium polyphosphate with melamine-formaldehyde-tris(2-hydroxyethyl)isocyanurate resin and its flame retardancy in polypropylene

10.1039/c5ra14586d

The study investigates the microencapsulation of ammonium polyphosphate (APP) with a melamine-formaldehyde-tris(2-hydroxyethyl) isocyanurate resin (MFT resin) and its application in enhancing the flame retardancy of polypropylene (PP). APP serves as an acid source in intumescent flame retardant systems, releasing NH3 and inorganic acid during combustion to form a protective char layer. The MFT resin acts as a coating material for APP, improving its water resistance, thermal stability, and compatibility with PP. Tris(2-hydroxyethyl)isocyanurate (THEIC) is incorporated into the MFT resin to enhance its flexibility and cohesiveness, and it also serves as a charring agent, synergistically improving the flame retardant efficiency of the system. The study characterizes the MFT resin and MFT–APP using FTIR, XPS, TGA, and SEM, and evaluates the thermal stability and flame retardancy of PP composites containing MFT–APP and MFT–APP/THEIC through various tests including LOI, UL-94, cone calorimeter tests, and water resistance tests. The results demonstrate that MFT–APP and MFT–APP/THEIC significantly enhance the flame retardancy and thermal stability of PP, forming a compact and thermostable intumescent char layer that protects the underlying material during combustion.

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