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Sigma-Aldrich

Butyl acrylate

≥99%, contains 10-60 ppm monomethyl ether hydroquinone as inhibitor

Sinonimo/i:

n-Butyl acrylate

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About This Item

Formula condensata:
CH2=CHCOO(CH2)3CH3
Numero CAS:
Peso molecolare:
128.17
Beilstein:
1749970
Numero CE:
Numero MDL:
Codice UNSPSC:
12162002
ID PubChem:
NACRES:
NA.23

Densità del vapore

>1 (vs air)

Livello qualitativo

Tensione di vapore

3.3 mmHg ( 20 °C)

Saggio

≥99%

Forma fisica

liquid

Temp. autoaccensione

559 °F

contiene

10-60 ppm monomethyl ether hydroquinone as inhibitor

Limite di esplosione

9.9 %

Indice di rifrazione

n20/D 1.418 (lit.)

P. eboll.

145 °C (lit.)

Densità

0.894 g/mL at 25 °C (lit.)

Stringa SMILE

CCCCOC(=O)C=C

InChI

1S/C7H12O2/c1-3-5-6-9-7(8)4-2/h4H,2-3,5-6H2,1H3
CQEYYJKEWSMYFG-UHFFFAOYSA-N

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Descrizione generale

Butyl acrylate is commonly used as a monomer, or building block, in the production of various types of polymers, including acrylate and methacrylate polymers. It is also used in combination with other monomers to achieve specific properties in the resulting polymers. These polymers can be used in a wide range of applications such as paints and coatings, textiles, adhesives, lithium-ion batteries, actuators, and biomedical devices and packaging materials. In the polymerization of butyl acrylate, the most common inhibitor used is monomethyl ether hydroquinone (MEHQ). It is typically added in small quantities (10-60 ppm) to hinder undesirable side reactions during the polymerization, ensuring controlled and high-quality polymer formation. It can also effectively increase the storage stability of butyl acrylate by reacting with free radicals that may initiate polymerization.

Butyl acrylate undergoes radical copolymerization with benzoxazine containing a vinyl group to afford copolymers. Heck coupling reactions of aryl bromides with n-butyl acrylate mediated by phosphine-imidazolium salt have been reported. Copolymerization of styrene and n-butyl acrylate by ATRP catalyzed by CuBr/4,4′-di(5-nonyl)-2,2′-bipyridine has been described.

Applicazioni

Butyl acrylate (BA) can be used as:
  • An electrolyte additive in lithium-ion batteries to improve their low-temperature performance. The addition of BA to the electrolyte led to a significant improvement in the low-temperature performance of the battery, including enhanced ionic conductivity and improved rate capability.
  • A monomer to synthesize a shape memory polymer network that contains magnetic nanoparticles for various applications, including actuators and biomedical devices.
  • A monomer for the preparation of a polymeric semiconductor with intrinsically stretchable properties. This polymer material is used as a component in field-effect transistor applications.
Butyl acrylate is used to prepare:
  • Poly(butyl acrylate) particles.
  • Poly(butyl acrylate-b-acrylic acid) block copolymer.
  • Amphiphilic charged diblock copolymers poly(butyl acrylate)-b-poly(acrylic acid).
  • Poly(n-butyl acrylate), via atom transfer radical polymerization (ATRP) of n-butyl acrylate in the presence of CuIBr/4,4′-di(5-nonyl)-2,2′-bipyridine (catalyst).

Pittogrammi

FlameExclamation mark

Avvertenze

Warning

Classi di pericolo

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Aquatic Chronic 3 - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

98.6 °F - closed cup

Punto d’infiammabilità (°C)

37 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


Certificati d'analisi (COA)

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Conducting polyaniline composite: From syntheses in waterborne systems to chemical sensor devices
Joubert M, et al.
Polymer, 51(8), 1716-1722 (2010)
C Yang et al.
Organic letters, 3(10), 1511-1514 (2001-06-05)
[reaction: see text] A new phosphine-imidazolium salt, L.HBr (1, L = (1-ethylenediphenylphosphino-3-(mesityl))imidazol-2-ylidene), has been prepared. A combination of 0.5 mol % of Pd(dba)(2) and 0.5 mol % of L.HBr in the presence of 2 equiv of Cs(2)CO(3) as base has
Controlling the Melting of Kinetically Frozen Poly(butyl acrylate-b-acrylic acid) Micelles via Addition of Surfactant
Jacquin M, et al.
Langmuir, 223, 9939-9948 (2007)
M Jacquin et al.
Journal of colloid and interface science, 316(2), 897-911 (2007-10-02)
We have linked the structural and dynamic properties in aqueous solution of amphiphilic charged diblock copolymers poly(butyl acrylate)-b-poly(acrylic acid), PBA-b-PAA, synthesized by controlled radical polymerization, with the physico-chemical characteristics of the samples. Despite product imperfections, the samples self-assemble in melt
Tsutomu Takeichi et al.
Molecules (Basel, Switzerland), 20(4), 6488-6503 (2015-04-14)
A benzoxazine containing a vinyl group (P-4va) was prepared by the reaction of phenol, 4-vinylaniline, and paraformaldehyde. A differential scanning calorimetry (DSC) study revealed that ring-opening polymerization of the benzoxazine and chain polymerization of the vinyl group occurred in the

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