Accéder au contenu
Merck
Toutes les photos(1)

Documents

276685

Sigma-Aldrich

Methacrylic anhydride

contains 2,000 ppm topanol A as inhibitor, ≥94%

Synonyme(s) :

Methacrylic acid anhydride

Se connecterpour consulter vos tarifs contractuels et ceux de votre entreprise/organisme
Toutes les photos(1)

About This Item

Formule linéaire :
[H2C=C(CH3)CO]2O
Numéro CAS:
760-93-0
Poids moléculaire :
154.16
Numéro Beilstein :
1761982
Numéro MDL:
MFCD00008586
Code UNSPSC :
12162002
ID de substance PubChem :
24856712
Nomenclature NACRES :
NA.23

Niveau de qualité

200

Pureté

≥94%

Forme

liquid

Contient

2,000 ppm topanol A as inhibitor

Indice de réfraction

n20/D 1.453 (lit.)

Point d'ébullition

87 °C/13 mmHg (lit.)

Densité

1.035 g/mL at 25 °C (lit.)

Chaîne SMILES 

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

InChI

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

Clé InChI

DCUFMVPCXCSVNP-UHFFFAOYSA-N

Vous recherchez des produits similaires ? Visite Guide de comparaison des produits

Catégories apparentées

Description générale

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.

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.

Pictogrammes

CorrosionExclamation mark
GHS05,GHS07

Mention d'avertissement

Danger

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

183.2 °F - closed cup

Point d'éclair (°C)

84 °C - closed cup

Équipement de protection individuelle

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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
Kunyu Zhang et al.
Materials science & engineering. C, Materials for biological applications, 103, 109835-109835 (2019-07-28)
Hydrogels are promising soft materials for the delivery of therapeutic cells and cargo molecules. Inspired by mussel adhesion chemistry, hydrogels based on catechol (Cat)-modified polysaccharides have been developed to enhance hydrogel-tissue interactions. However, due to the inevitable side reactions such
Afficher tous les articles scientifiques apparentés

Articles

Photo-Crosslinkable Gelatin Hydrogel: Versatile Materials for (High Resolution) Additive Manufacturing

Discussion of synthetic modifications to gelatin, improving the three-dimensional (3D) print resolution, and resulting material properties.

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

Contacter notre Service technique