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CAS No.: | 109-16-0 |
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Name: | Triethylene glycol dimethacrylate |
Article Data: | 21 |
Cas Database | |
Molecular Structure: | |
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Formula: | C14H22O6 |
Molecular Weight: | 286.325 |
Synonyms: | 2-Propenoicacid, 2-methyl-, 1,2-ethanediylbis(oxy-2,1-ethanediyl) ester (9CI);Methacrylicacid, diester with triethylene glycol (6CI,8CI);Methacrylic acid,ethylenebis(oxyethylene) ester (7CI);1,2-Bis[2-(methacryloyloxy)ethoxy]ethane;ATM 2 (methacrylate);Acryester 3ED;Bisomer TEGDMA;Blemmer PDE 150;Esschem 943X7469;Ethylenebis(oxyethylene) methacrylate;Light Ester 3EG;NKEster 3G;NSC 84260;Neomer PM 201;New Frontier NF Bisomer TEGDMA;SR 205;Sartomer SR 205;TEDMA;TGM 3;TGM 3PC;TGM 3S;Triethylene glycoldimethacrylate; |
EINECS: | 203-652-6 |
Density: | 1.063 g/cm3 |
Melting Point: | -52 °C |
Boiling Point: | 335.5 °C at 760 mmHg |
Flash Point: | 159.1 °C |
Solubility: | 3.6g/L at 20℃ |
Hazard Symbols: |
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Risk Codes: | 36/37/38 |
Safety: | 26-28 |
PSA: | 71.06000 |
LogP: | 1.25820 |
dimethyltin dichloride
4-methoxy-phenol
methacrylic acid methyl ester
triethyleneglycol dimethacrylate
Conditions | Yield |
---|---|
With sodium methylate; hydroquinone In n-heptane; 2,2'-[1,2-ethanediylbis(oxy)]bisethanol | 91% |
Methacryloyl chloride
2-(2-(2-(tert-butyl-dimethyl-silanyloxy)-ethoxy)-ethoxy)-ethanol
A
triethyleneglycol dimethacrylate
B
2-[2-[2-[(tert-butyldimethylsilyl)oxy]ethoxy]ethoxy]ethyl methacrylate
Conditions | Yield |
---|---|
With triethylamine In diethyl ether at 20℃; | A n/a B 81% |
Methacryloyl chloride
2,2'-[1,2-ethanediylbis(oxy)]bisethanol
triethyleneglycol dimethacrylate
Conditions | Yield |
---|---|
With sodium hydroxide |
poly(methacrylic acid)
2,2'-[1,2-ethanediylbis(oxy)]bisethanol
triethyleneglycol dimethacrylate
Conditions | Yield |
---|---|
With sulfuric acid |
methacrylic acid methyl ester
2,2'-[1,2-ethanediylbis(oxy)]bisethanol
triethyleneglycol dimethacrylate
Conditions | Yield |
---|---|
With sodium methylate; hydroquinone |
poly(methacrylic acid)
2,2'-[1,2-ethanediylbis(oxy)]bisethanol
A
triethyleneglycol dimethacrylate
B
2-(2-(2-hydroxyethoxy)ethoxy)ethyl methacrylate
C
ethylene glycol
D
diethylene glycol
Conditions | Yield |
---|---|
toluene-4-sulfonic acid at 70 - 100℃; Kinetics; bulbs method; at various concentrations of catalyst; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 73 percent / pyridine / CH2Cl2 / 20 °C 2: triethylamine / diethyl ether / 20 °C View Scheme |
Methacryloyl chloride
2,2'-[1,2-ethanediylbis(oxy)]bisethanol
A
triethyleneglycol dimethacrylate
B
2-(2-(2-hydroxyethoxy)ethoxy)ethyl methacrylate
Conditions | Yield |
---|---|
Stage #1: 2,2'-[1,2-ethanediylbis(oxy)]bisethanol With pyridine In dichloromethane at 18 - 28℃; for 0.5h; Inert atmosphere; Stage #2: Methacryloyl chloride In dichloromethane at 18 - 28℃; for 4h; Cooling with ice; Inert atmosphere; |
triethyleneglycol dimethacrylate
Conditions | Yield |
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(1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene)(η6-p-cymene)RuCl2 for 0.0333333h; blue light irradiation; | 99% |
triethyleneglycol dimethacrylate
polymer, crosslinked, obtained by polymerization triethyleneglycol dimethylacrylate, initiated by N-propyloyloxytrimethylammonium tetraphenylborate; monomer(s): triethyleneglycol dimethylacrylate
Conditions | Yield |
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With sulfuric acid for 0.00416667h; | 98% |
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The Methacrylic acid, diester with triethylene glycol is an organic compound with the formula C14H22O6. The IUPAC name of this chemical is 2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethyl 2-methylprop-2-enoate. With the CAS registry number 109-16-0, it is also named as 1,2-Ethanediylbis(oxy-2,1-ethanediyl) bis(2-methylacrylate). The product's categories are Functional Monomer; Biocompatible/Biodegradable Materials; C12 to C63Materials Science; Carbonyl Compounds; Crosslinking AgentsPolymer Science; Esters; Homobifunctional PEGs; Poly(ethylene glycol) and Poly(ethylene oxide). Besides, it is widely used in epoxy / polyester hybrid coating, also used for spinning polyester fibers.
Physical properties about Methacrylic acid, diester with triethylene glycol are: (1)ACD/LogP: 1.81; (2)ACD/LogD (pH 5.5): 1.81; (3)ACD/LogD (pH 7.4): 1.81; (4)ACD/BCF (pH 5.5): 13.93; (5)ACD/BCF (pH 7.4): 13.93; (6)ACD/KOC (pH 5.5): 229.31; (7)ACD/KOC (pH 7.4): 229.31; (8)#H bond acceptors: 6; (9)#Freely Rotating Bonds: 13; (10)Polar Surface Area: 71.06 Å2; (11)Index of Refraction: 1.455; (12)Molar Refractivity: 73.08 cm3; (13)Molar Volume: 269.1 cm3; (14)Polarizability: 28.97×10-24cm3; (15)Surface Tension: 33.6 dyne/cm; (16)Density: 1.063 g/cm3; (17)Flash Point: 159.1 °C; (18)Enthalpy of Vaporization: 57.86 kJ/mol; (19)Boiling Point: 335.5 °C at 760 mmHg; (20)Vapour Pressure: 0.000119 mmHg at 25°C.
Uses of Methacrylic acid, diester with triethylene glycol: it can be used to produce poly(styrene-co-triethyleneglycol dimethacrylate), crosslinked, radical suspension polymerized, 2 mol percent triethyleneglycol dimethacrylate; monomers: styrene; triethyleneglycol dimethacrylate at temperature of 80 °C. This reaction is a kind of Polymerization. It will need reagent benzoyl peroxide, polyvinylalcohol and solvent toluene, H2O with reaction time of 8 hours. The yield is about 54%.
When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. After contact with skin, you should wash immediately with plenty of ... (to be specified by the manufacturer).
You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OCCOCCOCCOC(=O)\C(=C)C)\C(=C)C
(2)InChI: InChI=1/C14H22O6/c1-11(2)13(15)19-9-7-17-5-6-18-8-10-20-14(16)12(3)4/h1,3,5-10H2,2,4H3
(3)InChIKey: HWSSEYVMGDIFMH-UHFFFAOYAE
(4)Std. InChI: InChI=1S/C14H22O6/c1-11(2)13(15)19-9-7-17-5-6-18-8-10-20-14(16)12(3)4/h1,3,5-10H2,2,4H3
(5)Std. InChIKey: HWSSEYVMGDIFMH-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | oral | 10750mg/kg (10750mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 47(4), Pg. 17, 1982. |
rat | LD50 | oral | 10837mg/kg (10837mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 47(4), Pg. 17, 1982. |