| Identification | More | [Name]
Isobornyl acrylate | [CAS]
5888-33-5 | [Synonyms]
(1,7,7-trimethyltricyclo[2.2.1]hepten-2-yl)-2-propenoate
ACRYLIC ACID ISOBORNYL ESTER
ISOBORNYL ACRYLATE
1,7,7-trimethylbicyclo(2.2.1)hept-2-ylester,exo-2-propenoicaci
1,7,7-trimethylbicyclo[2.2.1]hept-2-ylester,exo-2-propenoicaci
1,7,7-trimethylbicyclo[2.2.1]hept-2-ylester,exo-2-Propenoicacid
al-co-cureiba
ebecryliboa
exo-isobornylacrylate
iboa
lightacrylateib-xa
qm589
sartomer506
sr506
sr506(acrylate)
Bornylacrylate
exo-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl acrylate
ISOBORNYL ACRYLATE, TECH.
Isobornylacrylate,tech.85%
2-Propenoic acid, (1R,2R,4R)-1,7,7-trimethylbicyclo2.2.1hept-2-yl ester, rel- | [EINECS(EC#)]
227-561-6 | [Molecular Formula]
C13H20O2 | [MDL Number]
MFCD00080424 | [Molecular Weight]
208.3 | [MOL File]
5888-33-5.mol |
| Chemical Properties | Back Directory | [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.)
| [Fp ]
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]
5888-33-5(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/22:Harmful by inhalation and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [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 |
| Hazard Information | Back Directory | [Hazard]
Moderately toxic by ingestion. Low toxicity by skin contact. A moderate skin and mild eye
irritant. | [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. | [Flammability and Explosibility]
Nonflammable | [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
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| Questions And Answer | Back Directory | [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]
- https://www.sigmaaldrich.com/catalog/product/aldrich/392103?lang=en®ion=US
- 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.
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