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3290-92-4

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  • Trimethylolpropane trimethacrylate CAS 3290-92-4 TMPTMA 3290-92-4 IN Stock Trihydroxymethylpropyl Trimethylacrylate CAS 3290-92-4

    Cas No: 3290-92-4

  • USD $ 3.5-5.0 / Kiloliter

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3290-92-4 Usage

Chemical Properties

Trimethylolpropane trimethacrylate (TMPTMA) is a crosslinking agent. It is quite stable in water as it hydrolyses very slowly. However, TMPTMA is inherently biodegradable. It can be assumed that TMPTMA is also biodegradable in soil and sediment and thus can be considered as non persisting in soil and sediment. Trimethylolpropane trimethacrylate rapidly photodegradates in air. Trimethylolpropane trimethacrylate is used in the preparation of macroporous poly (glycidyl methacrylate-co-trimethylolpropane trimethacrylate) materials with fine controlled porous properties.

Characteristics

Trimethylolpropane trimethacrylate is a typical trifunctional monomer, and its viscosity is higher than that of monofunctional and bifunctional monomers, but compared with multifunctional monomers, its viscosity is relatively low, and it has good solubility. This monomer provides high cure speed and high crosslink density, and can form a hard, scratch-resistant and brittle cured film with excellent solvent resistance. Its price is relatively low, although it is irritating to the skin, it is still the most commonly used multifunctional monomer. It is ideal for various coatings anaerobic adhesive and composite applications.

Uses

Trimethylolpropane trimethacrylate (TMPTMA) is used as an intermediate product for polymer synthesis in the chemical industry. It is a reactive trifunctional methacrylate suitable for use in a wide ranging number of polymer cross linking functions. TMPTMA is particularly useful as a co-agent in PVC plastisols, plasticizer systems and elastomers. Other applications include as an additive in water based emulsions, adhesives and UV/EB cured coatings.

Preparation

synthesis of Trimethylolpropane trimethacrylate: 40.25g (0.3mol) of trimethylolpropane and 90.41g (1.05mol) of methacrylic acid were added to the reactor equipped with a reflux condenser, a water separator, a thermometer, a stirrer, and an air sampling device respectively to inhibit the polymerization. Agent 0.39g (prepared by hydroquinone: phenothiazine=2: 1 mass ratio), CZ zirconium-based solid acid catalyst 1.21g, with water agent 100ml (prepared by the volume ratio of toluene: cyclohexane=45: 55) ), be gradually warming up to 85 ± 5 ℃ while stirring, the flow velocity that keeps feeding air in the reactor is 7ml/min, at 90-100 ℃ temperature, reacted for 5 hours (when the water agent was brought out without reaction to generate water is the reaction end point), and the filter residue obtained by filtration of the reaction solution is a CZ zirconium-based solid acid catalyst (recovered and reused). Activated carbon 2g was added to the reaction mother liquor, the temperature was raised to 45±5°C with stirring, maintained for 15 minutes, filtered while hot, and the filtrate after the activated carbon was removed was evaporated under reduced pressure to obtain the target product trimethylolpropane trimethacrylate. 110g, the purity is 98.2%, the acid value is ≤0.5mg/g (the acid value detection method is determined according to the method of GB 1668-8), and the esterification rate is 98.2%.

General Description

Trimethylolpropane trimethacrylate is a carbonyl compound.

Flammability and Explosibility

Nonflammable

Check Digit Verification of cas no

The CAS Registry Mumber 3290-92-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,2,9 and 0 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 3290-92:
(6*3)+(5*2)+(4*9)+(3*0)+(2*9)+(1*2)=84
84 % 10 = 4
So 3290-92-4 is a valid CAS Registry Number.
InChI:InChI=1/C18H26O6/c1-8-18(9-22-15(19)12(2)3,10-23-16(20)13(4)5)11-24-17(21)14(6)7/h2,4,6,8-11H2,1,3,5,7H3

3290-92-4 Well-known Company Product Price

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  • Aldrich

  • (246840)  Trimethylolpropanetrimethacrylate  contains 250 ppm monomethyl ether hydroquinone as inhibitor, technical grade

  • 3290-92-4

  • 246840-100G

  • 407.16CNY

  • Detail
  • Aldrich

  • (246840)  Trimethylolpropanetrimethacrylate  contains 250 ppm monomethyl ether hydroquinone as inhibitor, technical grade

  • 3290-92-4

  • 246840-500G

  • 721.89CNY

  • Detail

3290-92-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name Trimethylolpropane trimethacrylate

1.2 Other means of identification

Product number -
Other names trimethylpropane trimethacrylate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Adhesives and sealant chemicals,Intermediates,Photosensitive chemicals,Processing aids, not otherwise listed
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3290-92-4 SDS

3290-92-4Synthetic route

1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

trimethylolpropane trimethacrylate
3290-92-4

trimethylolpropane trimethacrylate

Conditions
ConditionsYield
With tetramethylammonium methyl carbonate at 70℃; for 12h; Molecular sieve; Green chemistry;92%
With p-methylanizole; TEMPOL; lithium chloride; calcium oxide at 70 - 115℃; Product distribution / selectivity; Industry scale;
trimethylolpropane trimethacrylate
3290-92-4

trimethylolpropane trimethacrylate

poly(trimethylolpropane trimethacrylate), polymerization in ionic liquid

poly(trimethylolpropane trimethacrylate), polymerization in ionic liquid

Conditions
ConditionsYield
With azobisisobutyronitrile In various solvent(s) at 80℃; for 4h;100%
trimethylolpropane trimethacrylate
3290-92-4

trimethylolpropane trimethacrylate

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

N,N'-diethyl(4-vinylphenyl)amidine diphenyl phosphate complex

N,N'-diethyl(4-vinylphenyl)amidine diphenyl phosphate complex

polymer, Mn 42200 Da and PDI 18.6 by GPC, Mn 924000 Da by membrane osmometry; monomer(s): trimethylolpropane trimethacrylate; diphenyl phosphate N.N\-diethyl-4-vinylbenzamidine; methyl methacrylate

polymer, Mn 42200 Da and PDI 18.6 by GPC, Mn 924000 Da by membrane osmometry; monomer(s): trimethylolpropane trimethacrylate; diphenyl phosphate N.N\-diethyl-4-vinylbenzamidine; methyl methacrylate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In various solvent(s) at 60 - 80℃; for 336h;99.5%
trimethylolpropane trimethacrylate
3290-92-4

trimethylolpropane trimethacrylate

poly(trimethylolpropane trimethacrylate), polymerization in toluene

poly(trimethylolpropane trimethacrylate), polymerization in toluene

Conditions
ConditionsYield
With azobisisobutyronitrile In toluene at 80℃; for 4h;97%
trimethylolpropane trimethacrylate
3290-92-4

trimethylolpropane trimethacrylate

poly(trimethylolpropane trimethacrylate), polymerization in chloroform

poly(trimethylolpropane trimethacrylate), polymerization in chloroform

Conditions
ConditionsYield
With azobisisobutyronitrile In chloroform at 80℃; for 4h;97%
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

N,N-Dimethylacrylamide
2680-03-7

N,N-Dimethylacrylamide

trimethylolpropane trimethacrylate
3290-92-4

trimethylolpropane trimethacrylate

poly-(N,N-dimethylacrylamide-co-methacrylic acid-co-trimethylolpropyltrimethacrylate); monomer(s): N,N-dimethylacrylamide, 87.2 %mol; trimethylolpropanetrimethacrylate, 7.0 %mol; methacrylic acid, 5.8 %mol

poly-(N,N-dimethylacrylamide-co-methacrylic acid-co-trimethylolpropyltrimethacrylate); monomer(s): N,N-dimethylacrylamide, 87.2 %mol; trimethylolpropanetrimethacrylate, 7.0 %mol; methacrylic acid, 5.8 %mol

Conditions
ConditionsYield
at 20℃; for 24h; γ-Irradiation;97%
N,N-Dimethylacrylamide
2680-03-7

N,N-Dimethylacrylamide

trimethylolpropane trimethacrylate
3290-92-4

trimethylolpropane trimethacrylate

poly-(N,N-dimethylacrylamide-co-trimethylolpropyltrimethacrylate); monomer(s): N,N-dimethylacrylamide, 98.8 %mol; trimethylolpropanetrimethacrylate, 1.2 %mol

poly-(N,N-dimethylacrylamide-co-trimethylolpropyltrimethacrylate); monomer(s): N,N-dimethylacrylamide, 98.8 %mol; trimethylolpropanetrimethacrylate, 1.2 %mol

Conditions
ConditionsYield
at 20℃; for 24h; γ-Irradiation;97%
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

N,N-Dimethylacrylamide
2680-03-7

N,N-Dimethylacrylamide

trimethylolpropane trimethacrylate
3290-92-4

trimethylolpropane trimethacrylate

poly-(N,N-dimethylacrylamide-co-methacrylic acid-co-trimethylolpropyltrimethacrylate); monomer(s): N,N-dimethylacrylamide, 93.1 %mol; trimethylolpropanetrimethacrylate, 1.7 %mol; methacrylic acid, 5.2 %mol

poly-(N,N-dimethylacrylamide-co-methacrylic acid-co-trimethylolpropyltrimethacrylate); monomer(s): N,N-dimethylacrylamide, 93.1 %mol; trimethylolpropanetrimethacrylate, 1.7 %mol; methacrylic acid, 5.2 %mol

Conditions
ConditionsYield
at 20℃; for 24h; γ-Irradiation;96%
N,N-Dimethylacrylamide
2680-03-7

N,N-Dimethylacrylamide

trimethylolpropane trimethacrylate
3290-92-4

trimethylolpropane trimethacrylate

poly-(N,N-dimethylacrylamide-co-trimethylolpropyltrimethacrylate); monomer(s): N,N-dimethylacrylamide, 98.3 %mol; trimethylolpropanetrimethacrylate, 1.7 %mol

poly-(N,N-dimethylacrylamide-co-trimethylolpropyltrimethacrylate); monomer(s): N,N-dimethylacrylamide, 98.3 %mol; trimethylolpropanetrimethacrylate, 1.7 %mol

Conditions
ConditionsYield
at 20℃; for 24h; γ-Irradiation;96%
trimethylolpropane trimethacrylate
3290-92-4

trimethylolpropane trimethacrylate

polymer resin; monomer(s): trimethylolpropane trimethacrylate

polymer resin; monomer(s): trimethylolpropane trimethacrylate

Conditions
ConditionsYield
With acetic acid butyl ester; hydroxyethyl cellulose; dibenzoyl peroxide In water at 80℃; for 8h; Product distribution; Further Variations:; Reagents;95%
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

N,N-Dimethylacrylamide
2680-03-7

N,N-Dimethylacrylamide

trimethylolpropane trimethacrylate
3290-92-4

trimethylolpropane trimethacrylate

poly-(N,N-dimethylacrylamide-co-methacrylic acid-co-trimethylolpropyltrimethacrylate); monomer(s): N,N-dimethylacrylamide, 91.1 %mol; trimethylolpropanetrimethacrylate, 3.5 %mol; methacrylic acid, 5.4 %mol

poly-(N,N-dimethylacrylamide-co-methacrylic acid-co-trimethylolpropyltrimethacrylate); monomer(s): N,N-dimethylacrylamide, 91.1 %mol; trimethylolpropanetrimethacrylate, 3.5 %mol; methacrylic acid, 5.4 %mol

Conditions
ConditionsYield
at 20℃; for 24h; γ-Irradiation;94%
N,N-Dimethylacrylamide
2680-03-7

N,N-Dimethylacrylamide

trimethylolpropane trimethacrylate
3290-92-4

trimethylolpropane trimethacrylate

poly-(N,N-dimethylacrylamide-co-trimethylolpropyltrimethacrylate); monomer(s): N,N-dimethylacrylamide, 99.4 %mol; trimethylolpropanetrimethacrylate, 0.6 %mol

poly-(N,N-dimethylacrylamide-co-trimethylolpropyltrimethacrylate); monomer(s): N,N-dimethylacrylamide, 99.4 %mol; trimethylolpropanetrimethacrylate, 0.6 %mol

Conditions
ConditionsYield
at 20℃; for 24h; γ-Irradiation;94%
formic acid N,N'-diethyl-4-vinylbenzamidine complex

formic acid N,N'-diethyl-4-vinylbenzamidine complex

trimethylolpropane trimethacrylate
3290-92-4

trimethylolpropane trimethacrylate

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

polymer, Mn 8100 Da and PDI 8.4 by GPC, Mn 162000 Da by membrane osmometry; monomer(s): formic acid N,N\-diethyl-4-vinylbenzamidine complex; trimethylolpropane trimethacrylate; methyl methacrylate

polymer, Mn 8100 Da and PDI 8.4 by GPC, Mn 162000 Da by membrane osmometry; monomer(s): formic acid N,N\-diethyl-4-vinylbenzamidine complex; trimethylolpropane trimethacrylate; methyl methacrylate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In various solvent(s) at 60 - 80℃; for 338h;89.8%
trimethylolpropane trimethacrylate
3290-92-4

trimethylolpropane trimethacrylate

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

N,N'-diethyl(4-vinylphenyl)amidine diphenyl phosphate complex

N,N'-diethyl(4-vinylphenyl)amidine diphenyl phosphate complex

polymer, Mn 31300 Da and PDI 12.7 by GPC, Mn 472000 Da by membrane osmometry; monomer(s): diphenyl phosphate N,N\-diethyl-4-vinylbenzamidine complex; trimethylolpropane trimethacrylate; methyl methacrylate

polymer, Mn 31300 Da and PDI 12.7 by GPC, Mn 472000 Da by membrane osmometry; monomer(s): diphenyl phosphate N,N\-diethyl-4-vinylbenzamidine complex; trimethylolpropane trimethacrylate; methyl methacrylate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In various solvent(s) at 60 - 80℃; for 336h;67.9%
trimethylolpropane trimethacrylate
3290-92-4

trimethylolpropane trimethacrylate

polymer, photopolymerization; monomer(s): trimethylopropane trimethacrylate

polymer, photopolymerization; monomer(s): trimethylopropane trimethacrylate

Conditions
ConditionsYield
With 2,2-dimethoxy-2-phenylacetophenone under 4.62 Torr; for 0.12h; Kinetics; Product distribution; UV-irradiation;44%
formic acid N,N'-diethyl-4-vinylbenzamidine complex

formic acid N,N'-diethyl-4-vinylbenzamidine complex

trimethylolpropane trimethacrylate
3290-92-4

trimethylolpropane trimethacrylate

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

polymer, Mn 7500 Da and PDI 6.3 by GPC, Mn 112000 Da by membrane osmometry; monomer(s): formic acid N,N\-diethyl-4-vinylbenzamidine complex; trimethylolpropane trimethacrylate; methyl methacrylate

polymer, Mn 7500 Da and PDI 6.3 by GPC, Mn 112000 Da by membrane osmometry; monomer(s): formic acid N,N\-diethyl-4-vinylbenzamidine complex; trimethylolpropane trimethacrylate; methyl methacrylate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In various solvent(s) at 60 - 80℃; for 336h;34.8%
2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

trimethylolpropane trimethacrylate
3290-92-4

trimethylolpropane trimethacrylate

polymer; monomers: trimethylolpropane trimethacrylate; glycidyl methacrylate

polymer; monomers: trimethylolpropane trimethacrylate; glycidyl methacrylate

Conditions
ConditionsYield
at 20℃; for 1h; Polymerization; Irradiation;
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

(S)-1-isopropylamino-3-(1-naphthyloxy)-2-propanol
4199-09-1

(S)-1-isopropylamino-3-(1-naphthyloxy)-2-propanol

trimethylolpropane trimethacrylate
3290-92-4

trimethylolpropane trimethacrylate

4-hydroxymethyl-2,5-diphenyloxazole acrylate
337478-96-3

4-hydroxymethyl-2,5-diphenyloxazole acrylate

Polymer; Monomer(s): (S)-propranolol, 0.7 mmol; methacrylic acid, 1.39 mmol; 4-hydroxymethyl-2,5-diphenyloxazole acrylate, 0.69 mmol; trimethylolpropane trimethacrylate, 1.39 mmol

Polymer; Monomer(s): (S)-propranolol, 0.7 mmol; methacrylic acid, 1.39 mmol; 4-hydroxymethyl-2,5-diphenyloxazole acrylate, 0.69 mmol; trimethylolpropane trimethacrylate, 1.39 mmol

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In toluene at 60℃; for 16h;
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

(S)-1-isopropylamino-3-(1-naphthyloxy)-2-propanol
4199-09-1

(S)-1-isopropylamino-3-(1-naphthyloxy)-2-propanol

trimethylolpropane trimethacrylate
3290-92-4

trimethylolpropane trimethacrylate

4-hydroxymethyl-2,5-diphenyloxazole acrylate
337478-96-3

4-hydroxymethyl-2,5-diphenyloxazole acrylate

Polymer; Monomer(s): (S)-propranolol, 0.6 mmol; methacrylic acid, 0.78 mmol; 4-hydroxymethyl-2,5-diphenyloxazole acrylate, 0.16 mmol; trimethylolpropane trimethacrylate, 0.78 mmol

Polymer; Monomer(s): (S)-propranolol, 0.6 mmol; methacrylic acid, 0.78 mmol; 4-hydroxymethyl-2,5-diphenyloxazole acrylate, 0.16 mmol; trimethylolpropane trimethacrylate, 0.78 mmol

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In toluene at 60℃; for 16h;
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

trimethylolpropane trimethacrylate
3290-92-4

trimethylolpropane trimethacrylate

4-hydroxymethyl-2,5-diphenyloxazole acrylate
337478-96-3

4-hydroxymethyl-2,5-diphenyloxazole acrylate

Polymer; Monomer(s): methacrylic acid, 1.39 mmol; 4-hydroxymethyl-2,5-diphenyloxazole acrylate, 0.69 mmol; trimethylolpropane trimethacrylate, 1.39 mmol

Polymer; Monomer(s): methacrylic acid, 1.39 mmol; 4-hydroxymethyl-2,5-diphenyloxazole acrylate, 0.69 mmol; trimethylolpropane trimethacrylate, 1.39 mmol

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In toluene at 60℃; for 16h;

3290-92-4Downstream Products

3290-92-4Relevant articles and documents

Metal-free transesterification catalyzed by tetramethylammonium methyl carbonate

Hatano, Manabu,Tabata, Yuji,Yoshida, Yurika,Toh, Kohei,Yamashita, Kenji,Ogura, Yoshihiro,Ishihara, Kazuaki

supporting information, p. 1193 - 1198 (2018/03/27)

Environmentally benign metal-free tetramethylammonium methyl carbonate is effective as a catalyst for the chemoselective, scalable, and reusable transesterification of various esters and alcohols in common organic solvents. In situ-generated highly active species, tetramethylammonium alkoxides, can greatly avoid self-decomposition at ≤110 °C, and are reusable. In particular, chelating substrates, such as amino alcohols, diols, triols, sugar derivatives, alkaloids, α-amino acid esters, etc., which deactivate conventional metal salt catalysts, can be used. A 100 gram scale biodiesel production was also demonstrated.

COMPOSITION FOR POLYELECTROLYTES, POLYELECTROLYTES, ELECTRICAL DOUBLE LAYER CAPACITORS AND NONAQUEOUS ELECTROLYTE SECONDARY CELLS

-

, (2008/06/13)

A polymer electrolyte-forming composition containing (A) a quaternary ammonium salt of general formula (1) below and (B) an ionic liquid can be converted into a polymer without compromising the excellent properties of the ionic liquid, thus enabling an electrolyte having an excellent safety and electrical conductivity and also a broad potential window to be obtained. In formula (1), R1 to R3 are each independently an alkyl group of 1 to 5 carbons or a substituent having a reactive unsaturated bond and any two from among R1 to R3 may together form a ring, and R4 is methyl, ethyl or a substituent having a reactive unsaturated bond, with the proviso that at least one of R1 to R4 is a substituent having a reactive unsaturated bond. X is a monovalent anion, the letter m is an integer from 1 to 8, and the letter n is an integer from 1 to 4.

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