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147230

Sigma-Aldrich

Acrylic acid

anhydrous, contains 200 ppm MEHQ as inhibitor, 99%

Synonym(s):

2-Propenoic acid

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About This Item

Linear Formula:
CH2=CHCOOH
CAS Number:
Molecular Weight:
72.06
Beilstein:
635743
EC Number:
MDL number:
UNSPSC Code:
12162002
eCl@ss:
39021317
PubChem Substance ID:
NACRES:
NA.23

grade

anhydrous

Quality Level

vapor density

2.5 (vs air)

vapor pressure

4 mmHg ( 20 °C)

Assay

99%

form

liquid

autoignition temp.

744 °F

contains

200 ppm MEHQ as inhibitor

expl. lim.

13.7 %

bp

139 °C (lit.)

mp

13 °C (lit.)

density

1.051 g/mL at 25 °C (lit.)

SMILES string

OC(=O)C=C

InChI

1S/C3H4O2/c1-2-3(4)5/h2H,1H2,(H,4,5)

InChI key

NIXOWILDQLNWCW-UHFFFAOYSA-N

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General description

Acrylic acid is an unsaturated carboxylic acid that is commonly used as a versatile building block in the chemical industry because of its reactive double bond between the carbon and oxygen atoms. It is used to prepare various acrylic acid-based polymers, which are used for various applications such as adhesives, paints & coatings, medical devices, organic semiconductors,thin-film transistors, hydrogels and lithium-ion batteries. Additionally, acrylic acid also serves as one of the polyelectrolytes in the self-assembled polymeric film used for hydrogen generation.

Application

Acrylic acid can be primarily used as a monomer to produce various acrylic polymers, including polyacrylic acid, polymethyl methacrylate (PMMA), acrylonitrile butadiene styrene (ABS), and many others. These polymers exhibit a wide range of properties, such as transparency, scratch-resistant, flexibility, and resistance to water and chemicals, which make them valuable materials in various applications. Acrylic acid is also used as a key component in the synthesis of superabsorbent polymers(SAPs). These polymers possess a unique ability to quickly absorb and retain large quantities of water. Due to their excellent properties, SAPs have been widely used in many fields, such as drug-delivery systems, chemical industry, and personal care, etc.

Acrylic acid can also be used as:
  • A key component in the preparation of copolymer binder, which helps to optimize the performance of lithium-ion batteries.
  • A surface modifier for the carbon nanotubes with poly(acrylic acid) in order to improve adhesion and dispersion of the nanotubes in the oxide semiconductor matrix for thin-film transistor applications.
  • A reactive monomer for the surface modification of polydimethylsiloxane (PDMS)through a simultaneous polymerization process with ethylene glycol dimethacrylate. Modified PDMS potentially applied in new applications fields such as microfluidics or biomedical devices.
  • A precursor for the synthesis of cashew gum/acrylic acid nanoparticles via the copolymerization process. The use of acrylic acid in the synthesis is to introduce hydrophilic functional groups into the cashew gum backbone, thereby improving its solubility in water and increasing its compatibility with other hydrophilic materials.
AAc is used in preparing monodispersed poly (N-isopropylacryamide) (PNIPAM)/AAc microgels. AAc has been plasma-deposited on surfaces for cell culture applications. Surface modification of poly(ethylene terephthalate) (PET) films via UV-induced graft copolymerization with AAc has been reported. AAc is used primarily as an intermediate in the production of acrylates.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 2 - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1A - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

119.3 °F - closed cup

Flash Point(C)

48.5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Lei Ying et al.
Biomacromolecules, 4(1), 157-165 (2003-01-14)
Surface modification of argon-plasma-pretreated poly(ethylene terephthalate) (PET) films via UV-induced graft copolymerization with acrylic acid (AAc) was carried out. Galactosylated surfaces were then obtained by coupling a galactose derivative (1-O-(6'-aminohexyl)-D-galactopyranoside) to the AAc graft chains with the aid of a
Influence of charge density on the swelling of colloidal poly (< i> N</i>-isopropylacrylamide-co-acrylic acid) microgels.
Kratz K, et al.
Colloids and Surfaces. A, Physicochemical and Engineering Aspects, 170(2), 137-149 (2000)
Loredana Detomaso et al.
Biomaterials, 26(18), 3831-3841 (2005-01-01)
Continuous and modulated glow discharges were used to deposit thin films from acrylic acid vapors. Different deposition regimes were investigated, and their effect on chemical composition, morphology and homogeneity of the coatings, as well as on their stability in water
Acrylic Acid
IARC Monographs, 71, 1223-1230 null
Adrie J J Straathof et al.
Applied microbiology and biotechnology, 67(6), 727-734 (2005-03-01)
Acrylic acid might become an important target for fermentative production from sugars on bulk industrial scale, as an alternative to its current production from petrochemicals. Metabolic engineering approaches will be required to develop a host microorganism that may enable such

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