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Triethylene glycol dimethacrylate

CAS No.
109-16-0
Chemical Name:
Triethylene glycol dimethacrylate
Synonyms
TEGDMA;TEDMA;Ethy;TRGDMA;tgm3;TGM 3;tgm35;tgm3s;tgm3pc;TGM 35
CBNumber:
CB8485829
Molecular Formula:
C14H22O6
Molecular Weight:
286.32
MDL Number:
MFCD00008591
MOL File:
109-16-0.mol
MSDS File:
SDS
Last updated:2024-11-04 13:44:46

Triethylene glycol dimethacrylate Properties

Melting point -52°C
Boiling point 170-172 °C5 mm Hg(lit.)
Density 1.092 g/mL at 25 °C(lit.)
vapor pressure 0.077Pa at 20℃
refractive index n20/D 1.461(lit.)
Flash point >230 °F
storage temp. 2-8°C
solubility Chloroform, Methanol
form Oil
color Colourless to Pale Yellow
Specific Gravity 1.092
Viscosity 9.15mm2/s
Water Solubility 3.6g/L at 20℃
BRN 1797351
Stability Light Sensitive
InChIKey HWSSEYVMGDIFMH-UHFFFAOYSA-N
LogP 2.3 at 20℃
CAS DataBase Reference 109-16-0(CAS DataBase Reference)
FDA UNII 14I47YJ5EY
NIST Chemistry Reference 2-Propenoic acid, 2-methyl-, 1,2-ethanediylbis(oxy-2,1-ethanediyl) ester(109-16-0)
EPA Substance Registry System Triethylene glycol dimethacrylate (109-16-0)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H317
Precautionary statements  P261-P272-P280-P302+P352-P333+P313-P362+P364
Hazard Codes  Xi
Risk Statements  36/37/38-43
Safety Statements  26-28-36/37
RIDADR  UN 3334
WGK Germany  1
RTECS  OZ4100000
8-19
TSCA  TSCA listed
HS Code  29161900
Toxicity LD50 oral in rat: 10837mg/kg
NFPA 704
1
2 0

Triethylene glycol dimethacrylate price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 261548 Triethylene glycol dimethacrylate contains 80-120 ppm MEHQ as inhibitor, 95% 109-16-0 250ml $82.2 2024-03-01 Buy
Sigma-Aldrich 261548 Triethylene glycol dimethacrylate contains 80-120 ppm MEHQ as inhibitor, 95% 109-16-0 1l $220 2024-03-01 Buy
Sigma-Aldrich 759406 Triethylene glycol dimethacrylate contains 200?ppm monomethyl ether hydroquinone as inhibitor, 99% 109-16-0 1ML $361 2023-06-20 Buy
TCI Chemical T0948 Triethylene Glycol Dimethacrylate (stabilized with MEHQ) >95.0%(GC) 109-16-0 25mL $28 2024-03-01 Buy
TCI Chemical T0948 Triethylene Glycol Dimethacrylate (stabilized with MEHQ) >95.0%(GC) 109-16-0 500mL $89 2024-03-01 Buy
Product number Packaging Price Buy
261548 250ml $82.2 Buy
261548 1l $220 Buy
759406 1ML $361 Buy
T0948 25mL $28 Buy
T0948 500mL $89 Buy

Triethylene glycol dimethacrylate Chemical Properties,Uses,Production

Description

Triethylene glycol dimethacrylate is used as a cross-linking agent in the synthesis of poly (methacrylic acid-g-ethylene glycol) hydrogels which shows large changes in swelling due to changes in pH, temperature and solvent composition. They are also used as divinylic methacrylic monomers which are widely used to form copolymers with divinylbenzene (DVB) and glycidyl methacrylate (GMA) or hydroxyethyl methacrylate (HEMA) comonomers. As a monomer, it is typically used in dental resin materials that can cause specific stress responses in eukaryotic cells. It commonly used to aesthetically restore the structure and function of teeth impaired by caries, erosion, or fracture.
It is cytotoxic via apoptosis, induce genotoxic effects, and delay the cell cycle. It also influences the response of cells of the innate immune system, inhibit specific odontoblast cell functions, or delay the odontogenic differentiation and mineralization processes in pulp-derived cells including stem cells. It is also used as a diluent co-monomer in dimethacrylate based dental composites as well as being used as a branching agent in the atom transfer radical polymerization (ATRP) of styrene.

Application

Triethylene glycol dimethacrylate (TEGDMA) is a resin monomer widely used in the composition of dentin bonding agents and composite resins to restore teeth structures impaired by caries and/or fractures. However, resin monomers can be released into the oral environment and can trigger hazardous biological effects on oral tissues. The release of the resin monomers due to degradation and incomplete polymerization can occur hours or days after the treatment. Due to its hydrophilic nature, hydrolysis plays an important role in the degradation processe of TEGDMA. Chemical interactions with oral fluids and mechanical influences may also cause the degradation of resin monomers. Direct contact or diffusion of resin monomers through the dentinal tubules creates ways of interaction between dental pulp tissue and resin monomers. Dentin thickness and the severity of caries lesions are important factors in determining the amount of resin monomers interacting with dental pulp tissue. TEGDMA has been reported to cause cytotoxicity, impaired cellular functions, pulpal inflammatory responses, and changes in the immune system. In addition, TEGDMA may reduce the mineralization capacity of dental pulp cells by decreasing the expression of the mineralization related genes pathways and causing adverse effects.

Reference

Krifka, S, et al. "A review of adaptive mechanisms in cell responses towards oxidative stress caused by dental resin monomers. " Biomaterials 34.19(2013):4555-4563.

Description

Triethylene glycol dimethacrylate was employed to optimize the dilution of high-viscosity monomers and to link together the macromolecules constituting the polymer, to make their three-dimentional structure more rigid. It is also a crosslinking agent of acrylic resins, used in sealents or in dental bonding resins. These are mainly used in dentistry, by dental technicians and dentists.

Chemical Properties

Colorless liquid
Triethylene glycol dimethacrylate

Uses

Esters of acrylic acid and methacrylic acid, more commonly known as acrylates and methacrylates are key raw materials in the coatings and printing industry, and in food packaging.

Uses

TEGDMA is a monomer typically used in dental resin materials that can cause specific stress responses in eukaryotic cells.

Uses

Triethyleneglycol dimethacrylate is a methacrylic monomer for use as cross-linking agent for adhesives and dental restorative materials.

General Description

Triethylene glycol dimethacrylate (TEGDMA) is a hydrophilic, low viscosity, difunctional methacrylic monomer employed as a crosslinking agent.

80-62-6
112-27-6
109-16-0
Synthesis of Triethylene glycol dimethacrylate from Methyl methacrylate and Triethylene glycol
Global( 337)Suppliers
Supplier Tel Email Country ProdList Advantage
Qingdao RENAS Polymer Material Co., Ltd.
+86-0532-86867058 +86-18562606086 sales@qdrenas.com China 476 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55
Changyi Longchang Bio-Chemical Co., LTD
+8613256193735 info@longchangchemical.com China 990 58
Qingdao Zhongke Huatai Industrail Co., Ltd.
+86-532-86898076 +86-15153292017 zkhtchem@163.com China 25 58
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View Lastest Price from Triethylene glycol dimethacrylate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Triethylene glycol dimethacrylate pictures 2024-11-22 Triethylene glycol dimethacrylate
109-16-0
US $45.00 / kg 1kg 99% 20ton Hebei Zhuanglai Chemical Trading Co.,Ltd
Polyester resin,black pictures 2024-11-22 Polyester resin,black
109-16-0
US $60.00 / kg 1kg 99 5000 Hebei Zhuanglai Chemical Trading Co.,Ltd
Triethylene glycol dimethacrylate pictures 2024-11-22 Triethylene glycol dimethacrylate
109-16-0
US $0.00 / KG 25KG 98%min 30tons/month WUHAN FORTUNA CHEMICAL CO., LTD
2,2'-ethylenedioxydiethyl dimethacrylate polyestertgm-3 TGM 3 TGM 35 TGM 3PC TGM 3S tgm3 tgm35 tgm3pc tgm3s Triethylene dimethacrylate triethylenedimethacrylate Triethyleneglycol Dimethacrylate with 100 ppm BHT Triethyleneglycol Dimethacrylate with 100 ppm MEHQ Triethyleneglycol Dimethacrylate with 60 - 80 ppm HQ Triethylene Glycol Dimethacrylate (stabilized with MEHQ) Methacrylic acid diester with triethylene glycol: (Polyester TGM3) Triethylene glycol dimethylacrylate 2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethyl 2-methylprop-2-enoate 2-methylacrylic acid 2-[2-(2-methacryloyloxyethoxy)ethoxy]ethyl ester TRIETHYLENE GLYCOL DIMETHACRYLATE, STAB. TriethyleneglycolDimethylacrylate,~95% TEGdimethacrylate Methacrylic acid diester of triethylene glycol 2,2′-Ethylendioxydiethyldimethacrylat Ethane-1,2-diylbis(oxyethane-2,1-diyl) bis(2-methylacrylate) Polyester color concentrate 1,2-bis(2-(methacryloyloxy)ethoxy)ethane 1,2-Bis[2-(Methacryloyloxy)ethoxy]ethane 2-(2-[2-(Methacryloyloxy)ethoxy]ethoxy)ethyl 2-methylacrylate 2-Propenoicacid,2-methyl-,1,2-ethanediylbis(oxy-2,1-ethanediyl)ester Ethylenebis(oxyethylene) methacrylate ethylenebis(oxyethylene)methacrylate Methacrylic acid, diester with triethylene glycol methacrylicacid,diesterwithtriethyleneglycol NK Ester 3G nkester3g Polyester TGM-3 polyestertgm3 Triethyleneglycolbismethylac METHACRYLIC ACID TRIETHYLENEGLYCOL DIESTER TRIETHYLENE GLYCOL DIMETHACRYLATE 2-methyl-2-Propenoic acid, 1,2-ethanediylbis(oxy-2,1-ethanediyl) ester 3,6-Dioxaoctane-1,8-diyl dimethacrylate BISOMER TEGDMA Polyester resin,black TREGDMA Triethylene Glycol DiMethacrylate  (ethane-1,2-diylbis(oxy))bis(ethane-2,1-diyl) bis(2-Methylacrylate) Triethylene glycol diMethacryla Diethylene glycoltwo Methylacrylic acid 2-Propenoic acid,2-Methyl-, 1,1'-[1,2-ethanediylbis(oxy-2,1-ethanediyl)] ester Triethylene glycol diMethacrylate contains 80-120 ppM MEHQ as inhibitor, 95% (Ethane-1,2-diylbis(oxy) bis(2-methylacrylate) bis(ethane-2,1-diyl) Triethylene glycol dimethacrylate, 95%, stabilized with 200 - 300 ppm MEHQ 2-Propenoicacid,2-methyl-,1,2-ethanediylbis(oxy-2,1-eth