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768375

Sigma-Aldrich

Azo-bis-(isobutylonitril)

12 wt. % in acetone

Synonym(e):

AIBN -Lösung, α,α,′-Azoisobutyronitril -Lösung, 2,2′-Azobis(2-Methylpropionitril) -Lösung

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About This Item

Empirische Formel (Hill-System):
C8H12N4
CAS-Nummer:
78-67-1
Molekulargewicht:
164.21
MDL-Nummer:
MFCD00013808
UNSPSC-Code:
12162002
PubChem Substanz-ID:
329767372
Preise und Verfügbarkeit sind derzeit nicht verfügbar.

Form

liquid

Qualitätsniveau

100

Konzentration

12 wt. % in acetone

Brechungsindex

n20/D 1.368

Dichte

0.808 g/mL at 25 °C

Lagertemp.

2-8°C

SMILES String

CC(C)(\N=N\C(C)(C)C#N)C#N

InChI

1S/C8H12N4/c1-7(2,5-9)11-12-8(3,4)6-10/h1-4H3/b12-11+

InChIKey

OZAIFHULBGXAKX-VAWYXSNFSA-N

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Verwandte Kategorien

Allgemeine Beschreibung

Azobisisobutyronitrile (AIBN) is an azo-compound and is widely used as a free radical initiator. This compound has labile carbon-nitrogen covalent bond which undergoes homolytic scission under thermal, chemical or photochemical conditions producing free radicals. They are useful in many reactions like halogenation, polymerisation of vinyl monomers, grafting reactions, curing of rubbers and unsaturated polymers and cross-linking of polyolefins.[1]

Anwendung

  • Used as an initiator in the synthesis of highly cross-linked Poly(divinylbenzene) (PDVB) polymers.[2]
  • Used as an initiator in the polymerization process of 2-hydroxyethyl methacrylate (HEMA).[3]

Leistungsmerkmale und Vorteile

Decomposes unimolecularly at good rates without much variation from one solvent to another.[4]

Piktogramme

FlameExclamation mark
GHS02,GHS07

Signalwort

Danger

Gefahreneinstufungen

Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Zielorgane

Respiratory system

Zusätzliche Gefahrenhinweise

EUH044,EUH066

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 2

Flammpunkt (°F)

1.4 °F

Flammpunkt (°C)

-17 °C

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
MKCV7360
MKCW6068
MKCV2187
MKCT4763
MKCT3378

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1 of 4

Methylmethacrylat contains ≤30 ppm MEHQ as inhibitor, 99%

Sigma-Aldrich

M55909

Methylmethacrylat

Divinylbenzol technical grade, 80%

Sigma-Aldrich

414565

Divinylbenzol

Luperox® A75, Benzoylperoxid 75%, remainder water

Sigma-Aldrich

517909

Luperox® A75, Benzoylperoxid

Methylmethacrylat 99%, stabilized

Sigma-Aldrich

W400201

Methylmethacrylat

Initiator efficiency in radical polymerization
Walling, C.
Journal of Polymer Science, 14(74), 214-217 (1954)
Biomaterials based on 2-hydroxyethyl methacrylate: the influence of the initiator type
Nita, L. E., Chiriac, A. P., Nistor, M. T., & Stoica, I.
Rev. Roum. Chim., 56(5), 537-543 (2011)
Synthesis of highly cross-linked polymers in supercritical carbon dioxide by heterogeneous polymerization.
Cooper, A. I., Hems, W. P., & Holmes, A. B.
Macromolecules, 32(7), 2156-2166 (1999)
Selected radical azoinitiators in the synthesis of solvent-borne acrylic pressure-sensitive adhesives
Pabin-Szafko, B., Wisniewska, E., & Czech, Z.
Chemistry and Chemical Technology, 3(2), 101-106 (2009)
Idil Ipek Yilmaz et al.
Macromolecular rapid communications, 33(9), 856-862 (2012-04-21)
Polymers containing maleimide groups on their side chains have been synthesized by utilization of a novel styrenic monomer containing a masked-maleimide unit. AIBN initiated free radical polymerization and reverse addition-fragmentation chain transfer (RAFT) polymerization was utilized for synthesis of copolymers
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Questions

1–3 of 3 Questions  

  1. 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

      Helpful?

  2. 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

      Helpful?

  3. Can I use AIBN in 12wt% acetone without recrystallization or distillation? (in case of polymerization)

    1 answer

    1. Product 768375 is a ready-to-use product, however, the performance varies owing to different polymerization reactions. It is recommended to check more reference papers:
      https://www.sigmaaldrich.com/search/768375?focus=papers&page=1&perpage=30&sort=relevance&term=768375&type=citation_search

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