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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
Pricing and availability is not currently available.

grade

anhydrous

Quality Level

200
300

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.[1][2][3]

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.[4]
  • 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.[5]
  • 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.[6]
  • 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.[7]
AAc is used in preparing monodispersed poly (N-isopropylacryamide) (PNIPAM)/AAc microgels.[8] AAc has been plasma-deposited on surfaces for cell culture applications.[9] Surface modification of poly(ethylene terephthalate) (PET) films via UV-induced graft copolymerization with AAc has been reported.[2] AAc is used primarily as an intermediate in the production of acrylates.[10]

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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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
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)
Extremely low-cost, scalable oxide semiconductors employing poly (acrylic acid)-decorated carbon nanotubes for thin-film transistor applications
Hong Gyu Ri, et al.
ACS Applied Materials & Interfaces, 8(44), 29858-29865 (2016)
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)
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

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RAFT polymerization offers living characteristics to radical polymerization, contributing versatility to reversible deactivation radical polymerization methods.

RAFT polymerization offers living characteristics to radical polymerization, contributing versatility to reversible deactivation radical polymerization methods.

RAFT polymerization offers living characteristics to radical polymerization, contributing versatility to reversible deactivation radical polymerization methods.

RAFT polymerization offers living characteristics to radical polymerization, contributing versatility to reversible deactivation radical polymerization methods.

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Questions

1–8 of 8 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. What is the viscosity of Product 147230, Acrylic Acid?

    1 answer
    1. According to our supplier the viscosity is 1.232 cP at 25 C. However, we do not test the viscosity since it is not one of our specifications.

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  4. What is the freezing point of from Product 147230, Acrylic Acid?

    1 answer
    1. According to literature the freezing point is 13 C. If freezing occurs do not remove the acrylic acid from a partially-thawed bottle. The remaining material would be seriously under-inhibited.

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  5. What is the bulk density of from Product 147230, Acrylic Acid?

    1 answer
    1. According to our supplier the bulk density is 8.75 lb/gal at 20 deg C.

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  6. How can the inhibitor be removed from Product 147230, Acrylic Acid?

    1 answer
    1. This product contains monomethyl ether hydroquinone as the inhibitor, which cannot be removed with an inhibitor remover. The effects of the inhibitor can be negated by adding excess initiator.

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  7. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  8. What is Product 147230, Acrylic acid soluble in?

    1 answer
    1. According to The chemicals encyclopedia published by the Royal Society of Chemistry: 13th Edition, Acrylic acid is miscible with water, alcohol, and ether.

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