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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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100 ML
€59.20
500 ML
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100 ML
€59.20
500 ML
€146.00

About This Item

Linear Formula:
H2C=C(CH3)CO2(CH2CH2O)2CH3
CAS Number:
45103-58-0
Molecular Weight:
188.22
EC Number:
256-190-2
MDL number:
MFCD00059330
UNSPSC Code:
12162002
PubChem Substance ID:
24868372
NACRES:
NA.23

€59.20

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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
GHS07

Signal Word

Warning

Hazard Statements

H315,H317,H319,H335

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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF4248V
WXBF1139V
MKCS4805
WXBD0403V
WXBD0402V

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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.
Daria Lipowska-Kur et al.
Polymers, 12(8) (2020-07-30)
A series of copolymers of di(ethylene glycol) methyl ether methacrylate (D) and 2-aminoethyl methacrylate (A) (P(D-co-A)) with variable ratios of comonomers were synthesized using atom transfer radical polymerization. Then, the amino groups of obtained copolymers were modified to clickable azide
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
Huan Chen et al.
Nanotechnology, 31(47), 475711-475711 (2020-09-12)
Smart chromic elastomers exhibiting multistimuli responsiveness are of interest with regard to the development of sensors, optical data storage, and smart wearable devices. We report a new design of Cu nanoclusters (Cu NCs) containing polymeric elastomer film, showing reversible fluorescence
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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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