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Isobornyl acrylate

Description Sources
Product Name
Isobornyl acrylate
CAS No.
5888-33-5
Chemical Name
Isobornyl acrylate
Synonyms
iboa;IBXA;exo-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl acrylate;sr506;ebecryliboa;(1R,2R,4R)-rel-1,7,7-TriMethylbicyclo[2.2.1]heptan-2-yl acrylate;qm589;EM70DN;sartomer506;al-co-cureiba
CBNumber
CB9327469
Molecular Formula
C13H20O2
Formula Weight
208.3
MOL File
5888-33-5.mol
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Isobornyl acrylate Property

Melting point:
<-35°C
Boiling point:
119-121 °C15 mm Hg(lit.)
Density 
0.986 g/mL at 25 °C(lit.)
vapor pressure 
1.3Pa at 20℃
refractive index 
n20/D 1.476(lit.)
Flash point:
207 °F
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
clear liquid
color 
Colorless to Almost colorless
Water Solubility 
Difficult to mix in water.
FreezingPoint 
5
Sensitive 
Light Sensitive
BRN 
2254825
Stability:
Light sensitive
InChIKey
PSGCQDPCAWOCSH-BREBYQMCSA-N
LogP
4.52 at 20℃
CAS DataBase Reference
5888-33-5(CAS DataBase Reference)
EPA Substance Registry System
Isobornyl acrylate (5888-33-5)
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Safety

Hazard Codes 
Xn,N,Xi
Risk Statements 
20/22-36/37/38-51/53
Safety Statements 
26-36-61-28
RIDADR 
UN 3082 9 / PGIII
WGK Germany 
2
RTECS 
UD3940000
TSCA 
Yes
HazardClass 
9
PackingGroup 
III
HS Code 
29161290
Toxicity
LD50 oral in rat: 4890mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H335May cause respiratory irritation

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
392103
Product name
Isobornyl acrylate
Purity
technical grade, contains 200 ppm monomethyl ether hydroquinone as inhibitor
Packaging
100ml
Price
$52.6
Updated
2024/03/01
Sigma-Aldrich
Product number
392103
Product name
Isobornyl acrylate
Purity
technical grade, contains 200 ppm monomethyl ether hydroquinone as inhibitor
Packaging
1l
Price
$225
Updated
2024/03/01
TCI Chemical
Product number
I0638
Product name
Isobornyl Acrylate (stabilized with MEHQ)
Purity
>90.0%(GC)
Packaging
25g
Price
$27
Updated
2024/03/01
TCI Chemical
Product number
I0638
Product name
Isobornyl Acrylate (stabilized with MEHQ)
Purity
>90.0%(GC)
Packaging
500g
Price
$104
Updated
2024/03/01
Alfa Aesar
Product number
L09977
Product name
Isobornyl acrylate, tech. 85%, stab. with 100ppm 4-methoxyphenol
Packaging
250g
Price
$69.3
Updated
2024/03/01
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Isobornyl acrylate Chemical Properties,Usage,Production

Description

Isobornyl acrylate can be used to prepare block copolymers with n-butyl acrylate by atom transfer radical polymerization (ATRP)1. It is a photo-polymerizable monomer that is employed in micro-fluidic devices because of desirable properties, such as inertness, transparency, and resolution2.

Sources

  1. https://www.sigmaaldrich.com/catalog/product/aldrich/392103?lang=en&region=US
  2. López-García, M. D. C., D. J. Beebe, and W. C. Crone. Characterization of poly(isobornyl acrylate) as a construction material for microfluidic applications. Journal of Applied Polymer Science. 2007:1894–1902.

Uses

Isobornyl acrylate (IBA) is used as UVcuring EBcuring adhesive, it can also be used to prepare block copolymers with n-butyl acrylate by atom transfer radical polymerization (ATRP).

Application

Isobornyl acrylate can be used as a co-monomer with other acrylic monomers in the preparation of pressure-sensitive adhesives (PSAs) for optical applications. It is also used in the development of high-performance and stable polymer gate dielectrics for organic thin-film transistors (OTFTs). Furthermore, it can also used in the preparation of UV-curable waterborne polyurethane (WPU) by copolymerization.

Hazard

Moderately toxic by ingestion. Low toxicity by skin contact. A moderate skin and mild eye irritant.

Flammability and Explosibility

Non flammable

Synthesis

Isobornyl acrylate is prepared by reacting (-)- borneol,triethylamine with acryloyl chloride in anhydrous THF.Dissolve (-)- borneol (1.00 g, 6.48 mmol, 1 equiv) and triethylamine (0.98 g, 9.72 mmol, 1.5 equiv) in anhydrous THF (20 mL) in a 100 mL round-bottom flask. Add acryloyl chloride (0.88 g, 9.72 mmol, 1.5 equiv) dropwise to the reaction mixture at 0 °C. Allow the reaction to stir at room temperature overnight. Filter the reaction solution. Concentrate the reaction solution on the rotary evaporator. Wash the mixture with water (20 mL). Extract the mixture with dichloromethane (3x20 mL). Dry the combined organic phases over anhydrous sodium sulfate. Filter and concentrate the residue. Purify the crude product further by silica gel column chromatography (petroleum ether/ethyl acetate = 4:1) to obtain isobornyl acrylate.
Fig Synthetic method of Isobornyl acrylate

Isobornyl acrylate Preparation Products And Raw materials

Raw materials

Preparation Products

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Isobornyl acrylate Suppliers

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View Lastest Price from Isobornyl acrylate manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Bornylacrylate 5888-33-5
Price
US $70.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-05-22
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Acrylic acid isobornyl ester 5888-33-5
Price
US $70.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-05-23
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Isobornyl acrylate 5888-33-5
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-15

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