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549797

Sigma-Aldrich

Acryloyl chloride

97.0%, contains <210 ppm MEHQ as stabilizer

Sinônimo(s):

2-Propenoyl chloride

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About This Item

Fórmula linear:
CH2=CHCOCl
Número CAS:
Peso molecular:
90.51
Beilstein:
635744
Número CE:
Número MDL:
Código UNSPSC:
12162002
ID de substância PubChem:
NACRES:
NA.23
Preço e disponibilidade não estão disponíveis no momento.

densidade de vapor

>1 (vs air)

Nível de qualidade

pressão de vapor

1.93 psi ( 20 °C)

Ensaio

97.0%

contém

<210 ppm MEHQ as stabilizer

índice de refração

n20/D 1.435 (lit.)

p.e.

72-76 °C (lit.)

densidade

1.114 g/mL at 25 °C (lit.)

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

ClC(=O)C=C

InChI

1S/C3H3ClO/c1-2-3(4)5/h2H,1H2

chave InChI

HFBMWMNUJJDEQZ-UHFFFAOYSA-N

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Descrição geral

Acryloyl chloride is a derivative of acrylic acid and is widely used as a reactive monomer in the synthesis of various polymers with desired properties such as good transparency, flexibility, excellent mechanical and thermal properties, and resistance to moisture and chemicals. Acryloyl chloride contains both an acryloyl group (-CH2=CHC(O)Cl) and a chloride functional group (-Cl) in its structure. This combination of functional groups enables acryloyl chloride to undergo polymerization reactions and participate in copolymerization processes. In the field of polymers, acryloyl chloride is commonly used in the production of acrylic polymers, such as polyacrylates and polymethacrylates. These polymers have a wide range of applications, including coatings, adhesives, sealants, textiles, and biomedical materials.

Aplicação

Acryloyl chloride can used as a monomer in the synthesis of:
  • Acrylic polymers via radical polymerization or copolymerization. These acrylic polymers can be tailored to possess the desired properties for biomedical coatings, including biocompatibility, adhesion to the device surface, and durability.
  • Poly(styrene-co-acryloyl chloride) copolymer by crosslinked networks with styrene. The resulting crosslinked polymer can then be functionalized or modified by various chemical reactions to introduce specific properties or functionalities desired for the application as a polymer support or an electrophilic scavenger resin.
  • Acrylamide-modified chitosan.
  • Ulvan acrylate macromer via esterification of hydroxyl groups of polysaccharides. This macromer can be used to prepare ulvan-based thermosensitive hydrogels.
  • Degradable peptide cross-linker by the acrylation of the amine groups of lysine residues and glutamine within peptide sequences.

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

Acute Tox. 1 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Met. Corr. 1 - Skin Corr. 1A

Perigos de suplementos

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

30.2 °F

Ponto de fulgor (°C)

-1 °C


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Andrea Morelli et al.
Carbohydrate polymers, 136, 1108-1117 (2015-11-18)
The present study is focused on the exploitation and conversion of sulphated polysaccharides obtained from waste algal biomass into high value added material for biomedical applications. ulvan, a sulphated polysaccharide extracted from green seaweeds belonging to Ulva sp. was selected
Soyeon Kim et al.
Biomacromolecules, 4(5), 1214-1223 (2003-09-10)
Hydrogels composed of N-isopropylacrylamide (NIPAAm) and acrylic acid (AAc) were prepared by redox polymerization with peptide cross-linkers to create an artificial extracellular matrix (ECM) amenable for testing hypotheses regarding cell proliferation and migration in three dimensions. Peptide degradable cross-linkers were
Iris Ben-David et al.
Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine, 58(2), 209-217 (2003-02-08)
An automated procedure for the radiosynthesis of the labeling synthon [11C]acryloyl chloride was developed and applied for labeling several N-acryl amides with carbon-11. [11C]-6-acrylamido-4-(3,4-dichloro-6-fluoroanilino)quinazoline (ML03), a novel PET biomarker targeting the epidermal growth factor receptor tyrosine kinase (EGFr-TK) in cancer
V Fulcrand et al.
International journal of peptide and protein research, 38(3), 273-277 (1991-09-01)
Copolymers of acrylated derivatives of alpha-chymotrypsin and polyethylene glycol (PEG) have been prepared and used as biocatalysts for the synthesis of model peptides in organic solvent containing a low quantity of water. Other peptide couplings have been tried to point
Jung Im Lee et al.
International journal of pharmaceutics, 373(1-2), 93-99 (2009-05-12)
Chitosan/Pluronic hydrogels were prepared to develop injectable depot systems for gene therapy to enhance local transgene expression at injection sites. Water-soluble chitosan and Pluronic were separately acrylated to prepare photo-crosslinkable polymers. A mixture of acrylated polymers was mixed with plasmid

Questions

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  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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