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HomeProduct name listIsobornyl acrylate

Isobornyl acrylate

Synonym(s):Acrylic acid isobornyl ester;IBA

  • CAS NO.:5888-33-5
  • Empirical Formula: C13H20O2
  • Molecular Weight: 208.3
  • MDL number: MFCD00080424
  • EINECS: 227-561-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-12-18 14:15:30
Isobornyl acrylate Structural

What is Isobornyl acrylate?

The Uses of Isobornyl acrylate

Isobornyl acrylate (IBA) can be used to prepare block copolymers with n-butyl acrylate by atom transfer radical polymerization (ATRP).

The Uses of Isobornyl acrylate

It is used as UVcuring EBcuring adhesive.

What are the applications of 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.
Synthetic method of Isobornyl acrylate Fig Synthetic method of Isobornyl acrylate

Properties of Isobornyl acrylate

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.
Sensitive  Light Sensitive
BRN  2254825
Stability: Light sensitive
CAS DataBase Reference 5888-33-5(CAS DataBase Reference)
EPA Substance Registry System Isobornyl acrylate (5888-33-5)

Safety information for Isobornyl acrylate

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
ghs
Environment
GHS09
GHS Hazard Statements H315:Skin corrosion/irritation
H317:Sensitisation, Skin
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
H410:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P273:Avoid release to the environment.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Isobornyl acrylate

InChIKey PSGCQDPCAWOCSH-BREBYQMCSA-N

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