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CAS No.: | 15625-89-5 |
---|---|
Name: | Trimethylolpropane triacrylate |
Article Data: | 9 |
Molecular Structure: | |
Formula: | C15H20O6 |
Molecular Weight: | 296.32 |
Synonyms: | 2-Propenoicacid, 2-ethyl-2-[[(1-oxo-2-propenyl)oxy]methyl]-1,3-propanediyl ester (9CI);1,3-Propanediol, 2-ethyl-2-(hydroxymethyl)-, triacrylate (8CI);2-Ethyl-2-(hydroxymethyl)-1,3-propanediol triacrylate;A-TMPT;Ageflex TMPTA;Aronix M 309;Blemmer ATT;Etermer231;Genomer 1330; |
EINECS: | 239-701-3 |
Density: | 1.089 g/cm3 |
Melting Point: | -66 °C |
Boiling Point: | 380.9 °C at 760 mmHg |
Flash Point: | 165 °C |
Solubility: | Miscible with water. |
Appearance: | Pale yellow to yellow transparent liquid |
Hazard Symbols: | Xi |
Risk Codes: | 36/38-43 |
Safety: | 39 |
PSA: | 78.90000 |
LogP: | 1.57040 |
1,1,1-tri(hydroxymethyl)propane
acryloyl chloride
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
Conditions | Yield |
---|---|
With 4-methoxy-phenol; triethylamine; hydroquinone at 60℃; for 2h; Temperature; | 98.38% |
In pyridine; benzene at 50℃; for 30h; | 81% |
With pyridine In benzene at 50℃; for 30h; | 81% |
1,1,1-tri(hydroxymethyl)propane
acrylic acid
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
Conditions | Yield |
---|---|
With methanesulfonic acid; hypophosphorous acid; hydroquinone In cyclohexane at 70 - 91℃; under 3750.38 Torr; | 95% |
Stage #1: With hypophosphorous acid; 4-methoxy-phenol; copper dichloride In cyclohexane; water at 70 - 75℃; Stage #2: 1,1,1-tri(hydroxymethyl)propane; acrylic acid With toluene-4-sulfonic acid In cyclohexane; water at 95 - 130℃; for 6 - 10h; | |
With methanesulfonic acid; hydroquinone In toluene at 120℃; for 5h; |
trimethylolpropane diacrylate
acrylic acid methyl ester
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
Conditions | Yield |
---|---|
With dmap; oxo[hexa(trifluoroacetato)]tetrazinc In toluene at 80℃; for 72h; Inert atmosphere; Schlenk technique; chemoselective reaction; | 63% |
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
2-hydroxyethanethiol
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 0 - 20℃; Inert atmosphere; | 100% |
1,4-diaminobutane
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
Conditions | Yield |
---|---|
In methanol at 10 - 25℃; for 26h; Inert atmosphere; | 95.02% |
1,6-Hexanediamine
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
Conditions | Yield |
---|---|
In methanol at 10 - 25℃; for 26h; Inert atmosphere; | 94.5% |
In methanol at 4 - 30℃; for 18h; |
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
1,4,7,10-tetraoxa-15-azacyclopentadecane
Conditions | Yield |
---|---|
In methanol at 50℃; for 24h; | 82.8% |
1-aza-18-crown-6
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
Conditions | Yield |
---|---|
In methanol at 50℃; for 24h; | 81% |
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
diphenylphosphane
Conditions | Yield |
---|---|
In 2-methyltetrahydrofuran at 90℃; for 12h; Inert atmosphere; Sealed tube; Green chemistry; regioselective reaction; | 81% |
pyridine-2-carbaldehyde
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
mono(β-hydroxy-α-methylene-2-pyridinepropanoic acid)-diacryloyl trimethylolpropane
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; methanol In N,N-dimethyl-formamide at 20℃; for 5h; | 80.5% |
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The IUPAC name of Trimethylolpropane triacrylate is 2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate . With the CAS registry number 15625-89-5, it is also named as 1,3-Propanediol, 2-ethyl-2-(hydroxymethyl)-, triacrylate ; 2-Ethyl-2-(hydroxymethyl)-1,3-propanediol triacrylate ; Acrylic acid, 1,1,1-(trihydroxymethyl)propane triester ; NK Ester A TMPT ; Ogumont T 200 ; TMPTA ; Viscoat 295 ; 2-Propenoic acid, 1,1'-(2-ethyl-2-(((1-oxo-2-propen-1-yl)oxy)methyl)-1,3-propanediyl) ester .
When heated to decomposition it emits acrid smoke and irritating fumes. This product is mildly toxic by ingestion. It is irritating to eyes and skin. It may cause sensitization by skin contact. If you want to contact the product, you must wear eye / face protection.
The Trimethylolpropane triacrylate is functional monomer with the appreance is pale yellow to yellow transparent liquid. It has the property of resistance against weather, chemical, water and abrasion. So this product can be used in manufacture of acrylic glue, plastic, adhesive, anaerobic sealant, Ink which is useful in the low volatility and fast cure response.
The other characteristics of this product can be summarized as: (1)ACD/BCF (pH 5.5): 8.09 ; (2)ACD/BCF (pH 7.4): 8.09 ; (3)ACD/KOC (pH 5.5): 155.43 ; (4)ACD/KOC (pH 7.4): 155.43 ; (5)#H bond acceptors: 6 ; (6)#H bond donors: 0 ; (7)#Freely Rotating Bonds: 13 ; (8)Index of Refraction: 1.471 ; (9)Molar Refractivity: 76 cm3 ; (10)Molar Volume: 271.9 cm3 ; (11)Polarizability: 30.13×10-24 cm3 ; (12)Surface Tension: 35.8 dyne/cm ; (13)Enthalpy of Vaporization: 62.91 kJ/mol ; (14)Vapour Pressure: 5.27E-06 mmHg at 25°C.
People can use the following data to convert to the molecule structure. SMILES: O=C(OCC(COC(=O)\C=C)(CC)COC(=O)\C=C)\C=C; InChI: InChI=1/C15H20O6/c1-5-12(16)19-9-15(8-4,10-20-13(17)6-2)11-21-14(18)7-3/h5-7H,1-3,8-11H2,4H3.
The following is the toxicity data which has been tested.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rabbit | LD50 | skin | 5170mg/kg (5170mg/kg) | American Industrial Hygiene Association Journal. Vol. 42(11), Pg. B53, 1981. | |
rat | LD50 | intraperitoneal | 55mg/kg (55mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ATAXIA | National Technical Information Service. Vol. OTS0555702, |
rat | LD50 | oral | 5190uL/kg (5.19mL/kg) | Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974. |