4-hydroxybutyl acrylate

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Structural formula
Structural formula of 4-hydroxybutyl acrylate
Surname 4-hydroxybutyl acrylate
other names
  • 4-HBA
  • Hydroxybutyl acrylate
  • 1,4-butanediol monoacrylate
Molecular formula C 7 H 12 O 3
Brief description

colorless and odorless liquid

External identifiers / databases
CAS number 2478-10-6
EC number 219-606-3
ECHA InfoCard 100.017.825
PubChem 75588
Wikidata Q27260261
Molar mass 144.2 g mol −1
Physical state



1.041 g cm −3

Melting point

−80 ° C

boiling point

236 ° C

Vapor pressure

0.000104 Pa (25 ° C)

Refractive index

1.452 (20 ° C)

safety instructions
GHS labeling of hazardous substances
07 - Warning 05 - Corrosive


H and P phrases H: 302-315-318-317
P: 261-280-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

In 4-hydroxybutyl acrylate (4-HBA, 1,4-butanediol monoacrylate) is an ester of acrylic acid . It contains both a hydroxyl group and an unsaturated double bond . It is generally used as a monomer for different classes of binders .

Extraction and presentation

Hydroxybutyl acrylate is produced via the partial esterification of 1,4-butanediol with acrylic acid.

Synthesis of 4-HBA


When reacting with isocyanates , hydroxybutyl acrylate has the highest reactivity of the common hydroxyl-containing acrylate monomers. This is based on the one hand on the electron-donating effect of the hydrocarbon chains and on the other hand from the better availability for reaction. This means that a hydroxyl group on a long hydrocarbon chain has a much better mobility and can therefore meet an isocyanate group more easily. It is more reactive than 2-hydroxypropyl acrylate and 2-hydroxyethyl acrylate .


Hydroxybutyl acrylate can be incorporated into binders such as polyacrylates via radical or ionic polymerization . Since hydroxybutyl acrylate has a free hydroxyl group, it can be used to incorporate hydroxyl groups into resins. These groups are then available for curing reactions with isocyanates or urea resins .

Isocyanate crosslinking of 4-HBA

Individual evidence

  1. a b c d e f Entry on 4-hydroxybutyl acrylate in the GESTIS substance database of the IFA , accessed on June 13, 2018(JavaScript required) .
  2. a b Data sheet 4-Hydroxybutyl acrylate from Sigma-Aldrich , accessed on June 14, 2018 ( PDF ).
  3. a b c Roland Baumstark, Reinhold Schwalm and Manfred Schwartz: Acrylate resins . Vincentz Network, Hannover 2014, ISBN 978-3-86630-820-6 .
  4. Ulrich Poth: Synthetic binders for coating systems . Vincentz Network, Hannover 2016, ISBN 978-3-86630-611-0 .