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Trimethylolpropane triacrylate

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Identification
Molecular formula
C15H20O6
CAS number
15625-89-5
IUPAC name
2,2-bis(2-methylprop-2-enoyloxymethyl)butyl 2-methylprop-2-enoate
State
State

At room temperature, trimethylolpropane triacrylate is in a liquid state. It is commonly handled in liquid form for its applications in various polymer and coating industries.

Melting point (Celsius)
-70.00
Melting point (Kelvin)
203.15
Boiling point (Celsius)
247.00
Boiling point (Kelvin)
520.15
General information
Molecular weight
338.39g/mol
Molar mass
338.3910g/mol
Density
1.0540g/cm3
Appearence

Trimethylolpropane triacrylate (TMPTA) is a clear, colorless liquid. It is known for its low viscosity and excellent solubility properties, making it an important material in industrial formulations, especially as a crosslinking agent in the production of polymers and paints.

Comment on solubility

Solubility of 2,2-bis(2-methylprop-2-enoyloxymethyl)butyl 2-methylprop-2-enoate

The solubility of 2,2-bis(2-methylprop-2-enoyloxymethyl)butyl 2-methylprop-2-enoate is an intriguing topic due to its unique chemical structure, which affects its interaction with various solvents. Understanding its solubility can be influenced by several factors:

  • Polarity: The presence of polar functional groups can enhance solubility in polar solvents, such as water, whereas non-polar solvents may dissolve non-polar portions of the molecule.
  • Temperature: With increasing temperature, solubility often increases, allowing more of the compound to dissolve in the solvent.
  • Molecular Weight: Generally, higher molecular weights can lead to lower solubility in a given solvent.
  • Presence of Enoyloxy Groups: The ester groups could play a significant role in solubility, where the enoyloxy configuration may help increase compatibility with certain solvents.

In practice, it is noted that “like dissolves like.” That is, the solubility will be higher in solvents that share similar chemical characteristics. Therefore, for this compound:

  • It may show moderate solubility in organic solvents.
  • While its solubility in water expectedly remains low due to the non-polar character of several components.

Researchers and chemists must conduct empirical solubility tests to ascertain precise solubility parameters under varying conditions, ensuring a comprehensive understanding of this compound's behavior in different environments.

Interesting facts

Interesting Facts About 2,2-bis(2-methylprop-2-enoyloxymethyl)butyl 2-methylprop-2-enoate

2,2-bis(2-methylprop-2-enoyloxymethyl)butyl 2-methylprop-2-enoate, often referred to in research as a multifunctional acrylate, belongs to the family of acrylates which are widely used in various industrial applications. It exhibits some fascinating characteristics:

  • Versatile Applications: This compound is primarily utilized in the formulation of coatings, adhesives, and sealants. Its ability to polymerize rapidly under UV light makes it invaluable for creating durable and resistant materials.
  • Polymerization Properties: Due to its unique structure, it can undergo both free-radical and cationic polymerization, leading to a variety of end-products with tailored properties.
  • Environmental Considerations: The use of acrylates in materials helps enhance their performance while reducing the overall environmental footprint. Researchers are investigating bio-based alternatives and sustainable methods of synthesizing such acrylates.
  • Reactiveness: The reactive double bonds in acrylates make them excellent candidates for cross-linking, allowing for the creation of thermosetting polymers that can withstand high temperatures and maintain integrity under stress.
  • Importance in Research: This compound serves as a model for exploring new polymerization techniques and understanding the dynamics of polymer networks. Its study contributes significantly to materials science.

As a fascinating example within organic chemistry, 2,2-bis(2-methylprop-2-enoyloxymethyl)butyl 2-methylprop-2-enoate exemplifies how small changes in molecular structure can lead to profound differences in material behavior and application.

Synonyms
TRIMETHYLOLPROPANE TRIMETHACRYLATE
3290-92-4
Acryester TMP
Chemlink 30
TMPTMA
Blemmer PTT
Light Ester TMP
Hi-Cross M
Perkalink 400
NK Ester TMPT
Sartomer 350
NK Ester M TMPT
Sartomer SR 350
Chemlink 3080
Saret 515
Monocizer TD 1500
Perkalink 400-50D
Trimethylolpropane trimethancrylate
1,1,1-Trimethylolpropane trimethacrylate
SR 350
ATM 11
TMPT (crosslinking agent)
CCRIS 530
NSC 84261
TD 1500 S
TD 1500
2-Ethyl-2(hydroxymethyl)-1,3-propanediol trimethacrylate
EINECS 221-950-4
UNII-S734UC120F
BRN 5961805
DTXSID3027530
S734UC120F
1,3-Propanediol, 2-ethyl-2-(hydroxymethyl)-, trimethacrylate
NSC-84261
2,2-Bis(methacryloyloxymethyl)butyl methacrylate
Methacrylic acid, triester with 2-ethyl-2-(hydroxymethyl)-1,3-propanediol
DTXCID607530
Methacrylic acid, 1,1,1-trihydroxymethyl propane triester
EC 221-950-4
2-Ethyl-1,3-dimethacryloxy-2-(methacryloxymethyl)propane
1,3-Propanediol, 2-ethyl-2-hydroxymethyl-, trimethacrylate
2,2-Bis(methacryloxymethyl)butyl methacrylate
2-Propenoic acid, 2-methyl-, 1,1'-(2-ethyl-2-(((2-methyl-1-oxo-2-propen-1-yl)oxy)methyl)-1,3-propanediyl) ester
2-Methyl-2-propenoic acid 2-ethyl-2-[[(2-methyl-1-oxo-2-propenyl)oxy]methyl]-1,3-propanediyl ester
HiCross M
2-Methyl-2-propenoic acid 2-ethyl-2-(((2-methyl-1-oxo-2-propenyl)oxy)methyl)-1,3-propanediyl ester
2-Propenoic acid, 2-methyl-, 1,1'-[2-ethyl-2-[[(2-methyl-1-oxo-2-propen-1-yl)oxy]methyl]-1,3-propanediyl] ester
Perkalink 40050D
1,1,1trimethylolpropane trimethacrylate
TRIMETHYLOLPROPANE TRIMETHACRYLATE [INCI]
2Ethyl2(hydroxymethyl)1,3propanediol trimethacrylate
1,3Propanediol, 2ethyl2(hydroxymethyl), trimethacrylate
Methacrylic acid, 1,1,1trihydroxymethyl propane triester
Methacrylic acid, triester with 2ethyl2(hydroxymethyl)1,3propanediol
2Propenoic acid, 2methyl, 2ethyl2(((2methyl1oxo2propenyl)oxy)methyl)1,3propanediyl ester
Methacrylic acid, triester with 2-ethyl-2-(hydroxymethyl)-1,3-propanediol (8CI)
221-950-4
2Propenoic acid, 2methyl, 1,1'(2ethyl2(((2methyl1oxo2propen1yl)oxy)methyl)1,3propanediyl) ester
okkrpwiiyqtpqf-uhfffaoysa-n
2-Ethyl-2-((methacryloyloxy)methyl)propane-1,3-diyl bis(2-methylacrylate)
PTMA
2,2-bis(2-methylprop-2-enoyloxymethyl)butyl 2-methylprop-2-enoate
TMPT
CHEBI:35029
MFCD00008588
Trimethylolpropane trimethacrylate (stabilized with MEHQ)
2-Propenoic acid, 2-methyl-, 2-ethyl-2-(((2-methyl-1-oxo-2-propenyl)oxy)methyl)-1,3-propanediyl ester
2-Propenoic acid, 2-methyl-, 2-ethyl-2-[[(2-methyl-1-oxo-2-propenyl)oxy]methyl]-1,3-propanediyl ester
PTMA (VAN)
CAS-3290-92-4
Propylidynetrimethyl trimethacrylate
SCHEMBL23636
Methacrylic acid,3-propanediol
CHEMBL1901244
NSC84261
Tox21_201794
Tox21_303195
1,1-Trimethylolpropane trimethacrylate
2-Ethyl-2-((methacryloyloxy)methyl)propane-1,3-diylbis(2-methylacrylate)
AKOS015915461
NCGC00164106-01
NCGC00164106-02
NCGC00257184-01
NCGC00259343-01
AS-76611
NS00010099
T0912
F87659
1, 2-ethyl-2-(hydroxymethyl)-, trimethacrylate
WLN: 1UY1&VO1X2&1OVY1&U1&1OVY1&U1
Q27116373
2-Ethyl-2-hydroxymethyl-1,3-propanediol Trimethacrylate
Trimethylolpropane trimethacrylate (stabilised with MEHQ)
2,2-Bis[(methacryloyloxy)methyl]butyl 2-methylacrylate #
1,1,1-Trimethylolpropane trimethacrylate 100 microg/mL in Acetonitrile
Trimethylolpropane trimethacrylate, 80%, contains 175 ppm MEHQ as stabilizer
2-Propenoic acid, 2-ethyl-2-[[(2-methyl-1-oxo-2-propenyl)oxy]methyl]-1,3-propanediyl ester
Trimethylolpropane trimethacrylate, contains 250 ppm monomethyl ether hydroquinone as inhibitor, technical grade