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447927

Sigma-Aldrich

Di(ethylene glycol) methyl ether methacrylate

95%

Synonym(s):

2-(2-Methoxyethoxy)ethyl methacrylate

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About This Item

Linear Formula:
H2C=C(CH3)CO2(CH2CH2O)2CH3
CAS Number:
Molecular Weight:
188.22
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Assay

95%

contains

100 ppm hydroquinone monomethyl ether as inhibitor
300 ppm butylated hydroxytoluene as inhibitor

refractive index

n20/D 1.44 (lit.)

bp

98 °C/3.5 mmHg (lit.)

density

1.02 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

COCCOCCOC(=O)C(C)=C

InChI

1S/C9H16O4/c1-8(2)9(10)13-7-6-12-5-4-11-3/h1,4-7H2,2-3H3

InChI key

DAVVKEZTUOGEAK-UHFFFAOYSA-N

Application


  • Tunable Cell-Adhesive Surfaces by Surface-Initiated Photoinduced Electron-Transfer-Reversible Addition-Fragmentation Chain-Transfer Polymerization.: This research utilizes Di(ethylene glycol) methyl ether methacrylate in the development of tunable cell-adhesive surfaces, crucial for biomedical applications such as tissue engineering and medical device manufacturing, due to its capacity for precise surface chemistry modifications (Kuzmyn et al., 2024).

  • Temperature-Responsive Aldehyde Hydrogels with Injectable, Self-Healing, and Tunable Mechanical Properties.: This study demonstrates the use of Di(ethylene glycol) methyl ether methacrylate in creating temperature-responsive hydrogels, offering significant potential in medical device applications for minimally invasive surgical technologies and drug delivery systems (Zhao et al., 2022).

  • Investigation of the Thermogelation of a Promising Biocompatible ABC Triblock Terpolymer and Its Comparison with Pluronic F127.: Highlighting its application in pharmaceutical formulations, this research explores the thermogelation properties of polymers including Di(ethylene glycol) methyl ether methacrylate, important for developing controlled drug release systems (Constantinou et al., 2022).

  • Fabrication and Impact of Fouling-Reducing Temperature-Responsive POEGMA Coatings with Embedded CaCO(3) Nanoparticles on Different Cell Lines.: The study employs Di(ethylene glycol) methyl ether methacrylate in developing advanced coatings for biomedical devices, aiming to reduce fouling and enhance device longevity and functionality in clinical settings (Lishchynskyi et al., 2021).

  • Nonionic UCST-LCST Diblock Copolymers with Tunable Thermoresponsiveness Synthesized via PhotoRAFT Polymerization.: This article presents the synthesis of unique block copolymers incorporating Di(ethylene glycol) methyl ether methacrylate, which are valuable in creating smart materials for dynamic biomedical and industrial applications (Xu & Abetz, 2021).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Fei Song et al.
Polymers, 12(11) (2020-10-30)
Novel temperature/reduction dual stimulus-responsive triblock copolymers, poly [2-(2-methoxyethoxy) ethyl methacrylate-co-oligo (ethylene glycol) methacrylate]-b-(L-polylactic acid)-SS-b-(L-polylactic acid)-b-poly[2-(2-methoxyethoxy) ethyl methacrylate-co-oligo(ethylene glycol)methacrylate] [P(MEO2MA-co-OEGMA)-b-PLLA-SS-PLLA-b-P(MEO2MA-co-OEGMA)] (SPMO), were synthesized by ring opening polymerization (ROP) of L-lactide and 2,2'-dithio diethanol (SS-DOH), and random copolymerization of MEO2MA and OEGMA
Xuejing Zhang et al.
Carbohydrate polymers, 221, 84-93 (2019-06-23)
In this study, we report a novel pH and temperature responsive paclitaxel-loaded drug delivery system based on chitosan and di(ethylene glycol) methyl ether methacrylate. This was functionalized with hyaluronic acid to permit active targeting of CD44-overexpressing human breast cancer cells.
T Ribeiro et al.
Nanoscale, 9(36), 13485-13494 (2017-09-02)
Mesoporous silica nanoparticles (MSNs) are excellent nanocarriers, featuring very high cargo capacity due to their large surface area and pore volume. The particle and pore dimensions can be accurately tuned, and both the internal and external surfaces allow versatile functionalization.
Xiaoran Deng et al.
Nanoscale, 8(12), 6837-6850 (2016-03-10)
Combining multi-model treatments within one single system has attracted great interest for the purpose of synergistic therapy. In this paper, hollow gold nanospheres (HAuNs) coated with a temperature-sensitive polymer, poly(oligo(ethylene oxide) methacrylate-co-2-(2-methoxyethoxy)ethyl methacrylate) (p(OEGMA-co-MEMA)), co-loaded with DOX and a photosensitizer
Stacey M Chin et al.
Nature communications, 9(1), 2395-2395 (2018-06-21)
Skeletal muscle provides inspiration on how to achieve reversible, macroscopic, anisotropic motion in soft materials. Here we report on the bottom-up design of macroscopic tubes that exhibit anisotropic actuation driven by a thermal stimulus. The tube is built from a

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