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Merck

234923

Butyl acrylate

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

Sinónimos:

n-Butyl acrylate

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Fórmula lineal:
CH2=CHCOO(CH2)3CH3
Número CAS:
Peso molecular:
128.17
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
EC Number:
205-480-7
Beilstein/REAXYS Number:
1749970
MDL number:
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vapor density

>1 (vs air)

Quality Segment

vapor pressure

3.3 mmHg ( 20 °C)

assay

≥99%

form

liquid

autoignition temp.

559 °F

contains

10-60 ppm monomethyl ether hydroquinone as inhibitor

expl. lim.

9.9 %

refractive index

n20/D 1.418 (lit.)

bp

145 °C (lit.)

density

0.894 g/mL at 25 °C (lit.)

SMILES string

CCCCOC(=O)C=C

InChI

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

InChI key

CQEYYJKEWSMYFG-UHFFFAOYSA-N

General description

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.

Application

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).


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pictograms

FlameExclamation mark

signalword

Warning

target_organs

Respiratory system

Clase de almacenamiento

3 - Flammable liquids

wgk

WGK 1

flash_point_f

98.6 °F - closed cup

flash_point_c

37 °C - closed cup

ppe

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

Hazard Classifications

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



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