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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Poly (acrylic acid sodium) grafted carboxymethyl cellulose as a high performance polymer binder for silicon anode in lithium ion batteries
W Liangming, et al.
Scientific Reports, 6(1), 19583-19583 (2016)
Synthesis and characterization of cashew gum/acrylic acid nanoparticles
Materials Science and Engineering, C, 29(2), 437-441 (2009)
Acrylic Acid
IARC Monographs, 71, 1223-1230 null
Modification of PDMS with acrylic acid and acrylic acid/ethylene glycol dimethacrylate by simultaneous polymerization assisted by gamma radiation
Velazco-Medel MA, et al.
Radiation Physics and Chemistry, 171, 108754-108754 (2020)
Bo Fan et al.
ACS nano, 15(3), 4688-4698 (2021-03-02)
We herein report a facile strategy to prepare triggered degradable block copolymer nano/macro-objects, ranging from typical micelles, worms, jellyfish, and vesicles to rarely achieved spongosomes, cubosomes, and hexosomes via RAFT-mediated polymerization-induced self-assembly (PISA). The morphological transitions from a simple spherical

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