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454982

Sigma-Aldrich

3-(Acryloyloxy)-2-hydroxypropyl methacrylate

Synonym(s):

1-(Acryloyloxy)-2-hydroxy-3-(methacryloyloxy)propane, 2-Hydroxy-1-acryloxy-3-methacryloxypropane, 2-Hydroxy-1-acryloyloxy-3-methacryloyloxypropane, 3-Acryloyloxy glycerol monomethacrylate

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About This Item

Linear Formula:
H2C=C(CH3)CO2CH2CH(OH)CH2O2CCH=CH2
CAS Number:
1709-71-3
Molecular Weight:
214.22
MDL number:
MFCD00274303
UNSPSC Code:
12162002
PubChem Substance ID:
24869003
NACRES:
NA.23

contains

200 ppm monomethyl ether hydroquinone as inhibitor
350 ppm BHT as inhibitor

refractive index

n20/D 1.473 (lit.)

density

1.14 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(=C)C(=O)OCC(O)COC(=O)C=C

InChI

1S/C10H14O5/c1-4-9(12)14-5-8(11)6-15-10(13)7(2)3/h4,8,11H,1-2,5-6H2,3H3

InChI key

ZODNDDPVCIAZIQ-UHFFFAOYSA-N

Application

  • Spectroscopic Analysis on Michael Addition Reaction of Secondary Amino Groups on Silica Surface with 3-(Acryloyloxy)-2-hydroxypropyl Methacrylate: This study discusses the introduction of polymerizable methacrylate groups to silica surfaces via Michael addition of AHM, observing increased functional group introduction with increased molar ratios (S Lee, KR Ha, 2014).
  • Synthesis of well-defined diblock copolymer nano-objects by RAFT non-aqueous emulsion polymerization: The paper elaborates on the synthesis of well-defined polymeric nano-objects employing RAFT polymerization in non-aqueous media, highlighting the versatility of methacrylate copolymers in creating tailored nanostructures (RR Gibson, A Fernyhough, OM Musa, SP Armes, 2021).
  • Spectroscopic analysis of methacrylate groups introduced on silica particle surfaces by the aza-Michael addition reaction: This publication explores the functionalization of silica particles with methacrylate groups using AHM, focusing on the efficiency of grafting via spectroscopic analysis (S Lee, KR Ha, 2016).
  • Antimicrobial and Responsive Zwitterionic Polymer Based on Cysteine Methacrylate Synthesized via RAFT Polymerization: Discusses the synthesis of a responsive, antimicrobial zwitterionic polymer from cysteine and AHM, using thiol-Michael reaction for antimicrobial applications (P Yadav, S Hafeez, J Jaishankar, P Srivastava, 2021).

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ6780
MKCN2909
MKCL9652
MKCL4322
MKCL3732

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This study aimed to evaluate the effect of double application of universal adhesives on bond strength to dentine after ionizing radiation. One hundred and forty caries-free human third molars were used. Half of the teeth were irradiated (IR) (70.2 Gy). The
Grzegorz Sokolowski et al.
Materials (Basel, Switzerland), 11(6) (2018-06-13)
Resin matrix dental materials undergo contraction and expansion changes due to polymerization and water absorption. Both phenomena deform resin-dentin bonding and influence the stress state in restored tooth structure in two opposite directions. The study tested three composite resin cements
Chia-Sheng Hung et al.
Journal of biomaterials science. Polymer edition, 31(3), 310-323 (2019-11-14)
Creating a surface with anti- or reduced fouling characteristics can lead to a reduction in nonspecific protein adsorption as well as the bacterial adhesion and platelet adhesion/activation that occur as follows. A zwitterionic polymer that consists of both cationic and

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