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Merck

276685

Methacrylic anhydride

contains 2,000 ppm topanol A as inhibitor, ≥98%

Sinónimos:

Methacrylic acid anhydride

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About This Item

Fórmula lineal:
[H2C=C(CH3)CO]2O
Número CAS:
Peso molecular:
154.16
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1761982

Nombre del producto

Methacrylic anhydride, contains 2,000 ppm topanol A as inhibitor, ≥98%

InChI

1S/C8H10O3/c1-5(2)7(9)11-8(10)6(3)4/h1,3H2,2,4H3

SMILES string

CC(=C)C(=O)OC(=O)C(C)=C

InChI key

DCUFMVPCXCSVNP-UHFFFAOYSA-N

assay

≥98%

form

liquid

contains

2,000 ppm topanol A as inhibitor

refractive index

n20/D 1.453 (lit.)

bp

87 °C/13 mmHg (lit.)

density

1.035 g/mL at 25 °C (lit.)

Quality Level

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Application

Methacrylic anhydride can be used as a starting material to synthesize:
  • Methacrylated chondroitin sulfate pH-sensitive hydrogels by copolymerization reaction. These hydrogels can be used in drug delivery systems.
  • High-performance lignin-based thermosets.
  • Gel polymer electrolyte, which is then integrated with the cathode to form high-performance lithium-ion batteries.
Methacrylic anhydride can be also used as a precursor to synthesize bio-renewable resins for composite applications. For example, it can be used to prepare soybean oil and a eugenol-based resin system. This resin possesses high thermal stability, and good mechanical properties, which makes it a suitable matrix for the pultrusion process.

General description

Methacrylic anhydride is an organic compound derived from methacrylic acid, which belongs to the class of acrylic acids. It is primarily employed as a monomer in the production of polymers, particularly poly(methacrylic acid) and its copolymers. These polymers find applications in a wide range of industries, including bio-renewable resins, pH-sensitive hydrogels, thermosets, coatings, adhesives, and plastics, due to their excellent chemical and thermal stability. In the polymerization of methacrylic anhydride, the most common inhibitor used is Topanol A. It is typically added in small quantities (2,000 ppm) to hinder undesirable side reactions during the polymerization, ensuring controlled and high-quality polymer formation.

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Clase de almacenamiento

10 - Combustible liquids

wgk

WGK 2

flash_point_f

183.2 °F - closed cup

flash_point_c

84 °C - closed cup

ppe

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


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Notes-Acrylic and Methacrylic Anhydrides.
Brotherton T, et al.
The Journal of Organic Chemistry, 26(4), 1283-1284 (1961)
Avathamsa Athirasala et al.
Scientific reports, 7(1), 3323-3323 (2017-06-14)
The requirement for immediate vascularization of engineered dental pulp poses a major hurdle towards successful implementation of pulp regeneration as an effective therapeutic strategy for root canal therapy, especially in adult teeth. Here, we demonstrate a novel strategy to engineer
Cyclopolymerization. IV. Structure of polymethacrylic anhydride and kinetics of polymerization of methacrylic anhydride.
Smets G, et al.
Journal of Polymer Science: Part A, General Papers, 2(11), 4825-4834 (1964)
G Bahcecioglu et al.
Biomaterials, 218, 119361-119361 (2019-07-25)
A PCL/hydrogel construct that would mimic the structural organization, biochemistry and anatomy of meniscus was engineered. The compressive (380 ± 40 kPa) and tensile modulus (18.2 ± 0.9 MPa) of the PCL scaffolds were increased significantly when constructs were printed with a shifted design and circumferential
Tian-Tian Yao et al.
Journal of materials chemistry. B, 7(33), 5089-5095 (2019-08-23)
In the "post-antibiotic era", healthcare-associated infection has become a global problem that threatens public health and causes huge economic losses. The development of antibacterial coatings based on non-antibiotic strategies is particularly important as drug-resistant bacteria continue to evolve. Photodynamic coatings

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