Trimethylolpropane triacrylate

Base Information

• Chemical Name: Trimethylolpropane triacrylate
• CAS No.: 15625-89-5
• Deprecated CAS: 100465-65-4,116335-81-0,159251-16-8,162193-38-6,58998-51-9,72269-91-1,117079-82-0,199685-35-3,255831-11-9,352031-28-8,1186622-07-0,1199921-30-6,1798797-17-7,1325731-65-4,116335-81-0,117079-82-0,1186622-07-0,1199921-30-6,159251-16-8,162193-38-6,199685-35-3,255831-11-9,352031-28-8,58998-51-9,72269-91-1
• Molecular Formula: C15H20O6
• Molecular Weight: 296.32
• Hs Code.: 29161290
• European Community (EC) Number: 239-701-3
• UNII: 4B67KGL96S
• DSSTox Substance ID: DTXSID0027773
• Nikkaji Number: J38.143H
• Wikipedia: Trimethylolpropane_triacrylate
• Wikidata: Q7670760
• RXCUI: 1426813
• ChEMBL ID: CHEMBL1886556
• Mol file: 15625-89-5.mol

Synonyms:TMPTA;trimethylol propane triacrylate;trimethylolpropane triacrylate

Chemical Property of Trimethylolpropane triacrylate

Chemical Property:

• Appearance/Colour: Pale yellow to yellow transparent liquid
• Vapor Pressure: <0.01 mm Hg ( 20 °C)
• Melting Point: -66 °C
• Refractive Index: n20/D 1.474(lit.)
• Boiling Point: 380.9 °C at 760 mmHg
• PKA: 0[at 20 ℃]
• Flash Point: 165 °C
• PSA: 78.90000
• Density: 1.089 g/cm³
• LogP: 1.57040
• Storage Temp.: Refrigerator
• Water Solubility.: Miscible with water.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 13
• Exact Mass: 296.12598835
• Heavy Atom Count: 21
• Complexity: 364

Purity/Quality:

99% ^*data from raw suppliers

TrimethylolpropaneTriacrylate,85%,stabilizedwithMEHQ ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38-43
• Safety Statements: 39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> (Meth)acrylates
• Canonical SMILES: CCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C
• Description: Trimethylolpropane triacrylate (TMPTA) is a multifunctional acrylie monomer. It reacts with propyleneimine to form polyfunctional aziridine. Sensitization was observed in a textile fabric printer. Patch tests were positive with the polyfunctional aziridine hardener, but were negative to TMPTA. TMPTA caused contact dermatitis in an optic-fiber manufacturing worker and was reported as a sensitizer in a floor top coat or in photopolymerizable inks.
• Uses: Trimethylol propane triacrylate is a triacrylate for use in UV -curable lithographic inks, varnishes, artificial nails, wood finish solder, and etch resists in the electronics industry. Trimethylolpropane triacrylate has important properties like low volatility, resistance against weather, chemical, water and abrasion, and immediate curing property. The above mentioned properties prompted its use in the production of adhesives, plastics, sealant chemicals, paint additives, photosensitive chemicals, ink and toner. It finds application in alkyd coatings, dental polymers, compact discs, hardwood floors, concrete polymers, screen printing, elastomers, automobile headlamps, acrylics and plastic components for the medical industry.

Technology Process of Trimethylolpropane triacrylate

There total 4 articles about Trimethylolpropane triacrylate 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: 98.38%

1,1,1-tri(hydroxymethyl)propane (77-99-6) + acryloyl chloride (814-68-6,25189-84-8) → 2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate (15625-89-5)

Guidance literature:

With 4-methoxy-phenol; triethylamine; hydroquinone; at 60 ℃; for 2h; Temperature;

Reference yield: 95.0%

1,1,1-tri(hydroxymethyl)propane (77-99-6) + acrylic acid (79-10-7) → 2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate (15625-89-5)

Guidance literature:

With methanesulfonic acid; hypophosphorous acid; hydroquinone; In cyclohexane; at 70 - 91 ℃; under 3750.38 Torr;

Reference yield: 63.0%

trimethylolpropane diacrylate (37275-47-1) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → 2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate (15625-89-5)

Guidance literature:

With dmap; oxo[hexa(trifluoroacetato)]tetrazinc; In toluene; at 80 ℃; for 72h; chemoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201600737

upstream raw materials:

1,1,1-tri(hydroxymethyl)propane

acryloyl chloride

acrylic acid

trimethylolpropane diacrylate

Downstream raw materials:

ethylenediamine

trimethylolpropane tris[3-(bis(2,4,6-trimethylbenzoyl)phosphoryl)propanoate]

trimethylolpropane monoacrylate-bis[3-(bis(2,4,6-trimethylbenzoyl)phosphoryl)propanoatel]

trimethylolpropane bisacrylate-mono[3-(bis(2,4,6-trimethylbenzoyl)phosphoryl)propanoate]

Refernces

• 1、 Huang, Zhi Bin,Chang, Seung Hyun. "Synthesis of novel tris-crown ether structures". . p. 1703 - 1706. Retrieved 2005.
• 2、 -. "Preparation method of trimethylolpropane triacrylate". Paragraph 0010; 0011; 0012; 0013; 0014; 0015. . Retrieved 2017/07/11.