109-16-0 Usage
Description
Different sources of media describe the Description of 109-16-0 differently. You can refer to the following data:
1. 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.
2. 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.
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.
Chemical Properties
Colorless liquid
Uses
Different sources of media describe the Uses of 109-16-0 differently. You can refer to the following data:
1. 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.
2. Triethyleneglycol dimethacrylate is a methacrylic monomer for use as cross-linking agent for adhesives and dental restorative materials.
3. TEGDMA is a monomer typically used in dental resin materials that can cause specific stress responses in eukaryotic cells.
General Description
Triethylene glycol dimethacrylate (TEGDMA) is a hydrophilic, low viscosity, difunctional methacrylic monomer employed as a crosslinking agent.
Check Digit Verification of cas no
The CAS Registry Mumber 109-16-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 9 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 109-16:
(5*1)+(4*0)+(3*9)+(2*1)+(1*6)=40
40 % 10 = 0
So 109-16-0 is a valid CAS Registry Number.
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
109-16-0Relevant articles and documents
PROTEIN-POLYMER COMPLEX, TGase SUBSTRATE-CONTAINING POLYMER, TGase SUBSTRATE-CONTAINING MONOMER, METHOD FOR PRODUCING PROTEIN-POLYMER COMPLEX, AND METHOD FOR IMPROVING PROTEIN FUNCTION ON INTERFACE OR IN VICINITIY OF INTERFACE OF SOLID-LIQUID
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Paragraph 0153; 0154; 0155, (2016/08/17)
Provided is a protein-polymer complex which is capable of detecting a target with good sensitivity. Specifically provided is a protein-polymer complex comprising a polymer having a glutamine (Gln) residue or a primary amine on a side chain, wherein either a protein having a primary amine is bound to the glutamine (Gln) residue, or a protein having a glutamine (Gln) residue is bound to the primary amine.
COMPOSITION FOR POLYELECTROLYTES, POLYELECTROLYTES, ELECTRICAL DOUBLE LAYER CAPACITORS AND NONAQUEOUS ELECTROLYTE SECONDARY CELLS
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, (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.
Synthesis of water-soluble polymethacrylates by living anionic polymerization of trialkylsilyl-protected oligo(ethylene glycol) methacrylates
Ishizone, Takashi,Han, Seok,Okuyama, Syunsuke,Nakahama, Seiichi
, p. 42 - 49 (2007/10/03)
2-[2-[(tert-Butyldimethylsilyl)oxy]ethoxy]ethyl methacrylate (2) and 2-[2-[2-[(tert-butyldimethylsilyl)oxy] ethoxy] ethoxy] ethyl methacrylate (3) were polymerized anionically in THF at -78 °C for 2-24 h. The anionic initiator systems included 1,1-diphenyl-3-methylpentyllithium/lithium chloride and diphenylmethylpotassium/diethylzinc. The polymerization of novel tert-butyldimethylsilyl-protected oligo(ethylene glycol) methacrylates, 2 and 3, proceeded quantitatively in each case. The resulting polymers possessed the predicted molecular weights based on the molar ratios of monomers to initiators, and narrow molecular weight distributions (Mw/Mn 1.1). The stability of the propagating carbanion of poly(2) and poly(3) was ascertained by the quantitative efficiencies of the sequential block copolymerizations using tert-butyl methacrylate (tBMA). Well-defined block copolymers, poly(2)-block-poly(tBMA) and poly(3)block-poly(tBMA), were obtained. The trialkylsilyl protecting groups of poly(2) and poly(3) were quantitatively hydrolyzed using 2 N HC1 in aqueous THF at 0 °C for 2 h to give tailored poly[di(ethylene glycol) methacrylate] and poly[tri(ethylene glycol) methacrylate], respectively. Both polymethacrylates obtained after deprotection were readily soluble in water due to the high polarity of the hydrophilic oligo(ethylene glycol) pendant units with terminal OH functionality.
