CAS
445398-76-5 Purity
95%
445398-76-5 Purity
95%
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2-BROMOETHYL METHACRYLATE
CAS
4513-56-8
Catalog Number
ACM4513568
Category
Main Products
Molecular Weight
193.04
Molecular Formula
C6H9BrO2
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Specification
Synonyms
2-Methylpropenoic acid 2-bromoethyl ester
Appearance
Colorless liquid
Copolymerization studies of 2-bromoethyl methacrylate
Rao, V. L., and G. N. Babu. European polymer journal 26.2 (1990): 227-231.
Free radical copolymerization of methyl α-bromoacrylate, 2-bromoethyl methacrylate, and 2,3-dibromopropyl methacrylate with vinyl triacetoxysilane (VTAS) was carried out using azobisisobutyronitrile as initiator. The composition of the copolymers with low conversion was determined by silicon estimation. The monomer reactivity ratios calculated by Kelen-Tiidrs graphical method, Fineman-Ross, and Intersection methods were compared. Thermal degradation studies showed that the formation of dilactones was more favorable in poly(methyl~bromoacrylate); in copolymers with VTAS, the weight loss due to lactone formation decreased with increasing silane concentration due to the random distribution of silane units in the polymer chain. The effect of silicon comonomer on copolymer properties such as solubility, molecular weight, and thermal behavior was studied.
Free radical copolymerization of methyl α-bromoacrylate, 2-bromoethyl methacrylate and 2,3-dibromopropyl methacrylate with vinyltriacetoxysilane was carried out with azobisisobutyronitrile (0.1% by weight of monomers) as initiator following the described procedure. The composition of the copolymers was determined by silica estimation. The molecular weight and molecular weight distribution (MWD) of the polymers were determined using gel permeation chromatography in tetrahydrofuran solution. Molecular weight calibration curves were determined using polystyrene. Thermogravimetric analysis (TGA) was performed using a thermobalance at a heating rate of 10°/min from 30°°C to 600°C in N2. The glass transition temperature (Ts) was determined on a differential thermal analyzer with reference to calcined alumina at a heating rate of 6°/min in static air.
2-Bromoethyl methacrylate used to prepare microspheres
Karagoz, Bunyamin, Deniz Gunes, and Niyazi Bicak. Macromolecular Chemistry and Physics 211.18 (2010): 1999-2007.
Synthesis and crosslinking copolymerization of 2-bromoethyl methacrylate in aqueous suspension for the preparation of bromoalkyl functionalized microspheres (125-420 mm). Highly transparent microspheres with accessible bromoethyl density of 1.55 mmol g were prepared in suspension stabilized with poly(N-vinylpyrrolidone) using methyl methacrylate as diluent comonomer and ethylene glycol dimethacrylate as crosslinker. The bromoalkyl groups on the microparticles were used as starting sites for surface-initiated ATRP of glycidyl methacrylate or ring-opening polymerization of 2-methyl-2-oxazoline to generate epoxy and N-acetylvinimine functionalized hairy grafts tethered to the particle surface via hydrolytically stable bonds.
1 g of commercially available poly(N-vinylpyrrolidone) and 3 g of Na2SO4 were dissolved with 300 mL of distilled water in a 1 000 mL three-necked flask equipped with a nitrogen inlet, a dropping funnel, and a reflux condenser. Then, 12.1 g (62.5 mmol) of 2-bromoethyl methacrylate, 4.95 g (25 mmol) of EGDMA, 16.25 g of MMA (162.5 mmol), 45 mL of toluene (porogen), and 0.160 g (0.098 mmol) of AIBN were added to the culture flask in sequence under nitrogen flow. The flask was installed in a thermostatic oil bath and the temperature was adjusted to 60 °C. The nitrogen flow was stopped and the system was closed. The reaction was carried out for 12 h at a constant stirring rate. The reaction contents were then cooled and poured into 1 L of water, and the produced beads were collected by filtration. They were washed with excess water and dried at 40 8C for 24 hours. The pearl-like beads product weighed 28 g. The product was separated by sieving and it was determined that the majority (85%) was in the range of 125-420 mm.
Anionic polymerization of 2-bromoethyl methacrylate
Sugiyama, Kenji, et al. Polymer 44.15 (2003): 4157-4164.
2-chloroethyl methacrylate (1), 2-bromoethyl methacrylate (2), and 2-iodoethyl methacrylate (3) were anionically polymerized with 1,1-diphenyl-3-methylpentyl lithium in the presence of LiCl at -78°C in THF. The polymerization was carried out in a controlled manner to obtain polymers with predictable molecular weights and narrow molecular weight distributions quantitatively. Under similar conditions, the corresponding diblock copolymers with well-defined structures were generated by sequential addition of methyl methacrylate (MMA) followed by anionic block copolymers of 1, 2, and 3.
The polymerization was carried out under high vacuum in an all-glass apparatus equipped with a break seal. The polymerization was usually carried out in THF at -78°C with vigorous shaking. The polymer was precipitated by adding a small amount of degassed methane. The polymerization mixture was poured into a large amount of methanol. The precipitated polymer was collected by filtration, purified by reprecipitation from the THF solution into methanol twice, and freeze-dried from its benzene solution. The initiators used were 1,1-diphenyl-3-methylpentyl lithium and diphenylmethyl potassium. The block copolymerization of MMA with 2-bromoethyl methacrylate was carried out as follows. After polymerizing 2-bromoethyl methacrylate in THF at -78°C for 10 min, a small amount of polymer was taken to determine the molecular weight and molecular weight distribution. Then, MMA was added to the mixture and polymerized at -78°C for 1 h. The polymerization was quenched with a small amount of degassed methanol. The reaction mixture was poured into a large amount of methanol to precipitate the polymer. The collected polymer was purified by reprecipitating twice from the THF solution into methanol and finally freeze-dried from the benzene solution. The block copolymerization of MMA was carried out similarly by adding the two monomers in reverse (i.e., 2-haloethyl methacrylate) and then MMA.
2-Bromoethyl methacrylate used to study binary copolymer reactivity
Miranda, Larissa N., and Warren T. Ford. Journal of Polymer Science Part A: Polymer Chemistry 43.19 (2005): 4666-4669.
Statistical copolymerization allows the synthesis of a large number of different products by varying the nature and relative amounts of the two monomer units in the copolymer. An accurate estimate of the copolymer composition is required to produce tailored copolymers. The instantaneous copolymer structure throughout the polymerization process depends on the relative concentrations of the monomers and the relative reactivity of the polymer radicals with the monomers, expressed as a reactivity ratio. The binary copolymer reactivity ratios of methacrylate [(2,2-dimethyl-1,3-dioxolane-4-yl)methacrylate] (SMA) (2) (synthesized from Solketal (1)), tert-butyl methacrylate (tBMA) (3), 2-bromoethyl methacrylate (BEMA) (4), and 2-(N,N-dimethylamino)ethyl methacrylate (DMAEMA) (5) are reported. The target is statistical water-soluble polyampholytes. The binary reactivity ratios will enable the synthetic design of statistical ternary copolymers. The terpolymers will be converted to methacrylic acid by tBMA, DMAEMA or BEMA to quaternary ammonium ions, and SMA to methacrylate glycerol, resulting in highly water-soluble polyampholytic products.
In the example preparation, BEMA (0.61 mmol, 0.084 mL) and tBMA (0.39 mmol, 0.063 mL) were added. AIBN (0.12 mmol, 0.020 g) was added, followed by CDCl (0.50 mL). The homogeneous solution was transferred to an NMR tube and a gentle stream of N2 gas was passed through the solution through a syringe needle. A plastic cap was placed on the NMR tube and the contents were mixed by gently tilting the tube several times. From the spectra obtained at room temperature, the composition of the comonomers in the feed prior to polymerization was calculated using the integrated peak areas of the vinyl monomer protons and p-xylene.
What is the molecular formula of 2-Bromoethyl Methacrylate?
The molecular formula is C6H9BrO2.
What are the synonyms for 2-Bromoethyl Methacrylate?
The synonyms for 2-Bromoethyl Methacrylate include 4513-56-8, 2-bromoethyl 2-methylprop-2-enoate, 2-Bromoethylmethacrylate, and 2-Bromoethyl 2-methyl-2-propenoate.
What is the molecular weight of 2-Bromoethyl Methacrylate?
The molecular weight is 193.04 g/mol.
When was 2-Bromoethyl Methacrylate created and modified?
It was created on March 26, 2005, and last modified on October 21, 2023.
What is the IUPAC name of 2-Bromoethyl Methacrylate?
The IUPAC name is 2-bromoethyl 2-methylprop-2-enoate.
What is the InChI of 2-Bromoethyl Methacrylate?
The InChI is InChI=1S/C6H9BrO2/c1-5(2)6(8)9-4-3-7/h1,3-4H2,2H3.
What is the InChIKey of 2-Bromoethyl Methacrylate?
The InChIKey is AOUSBQVEVZBMNI-UHFFFAOYSA-N.
What is the canonical SMILES of 2-Bromoethyl Methacrylate?
The canonical SMILES is CC(=C)C(=O)OCCBr.
What is the CAS number of 2-Bromoethyl Methacrylate?
The CAS number is 4513-56-8.
What is the XLogP3 value of 2-Bromoethyl Methacrylate?
The XLogP3 value is 1.9.
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