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Hazard Information

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

Toxics Screening Level

The Initial Threshold Screening Level (ITSL) is 14 μg/m3 annual average.

Questions And Answer

• 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.
  ;

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