2-Hydroxypropyl acrylate (HPA)

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Cat Number

CHE999611

CAS Number

999-61-1

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Product Detail Description Scientific Support Customer Q&A

CAS Number

999-61-1

EINECS

213-663-8

Synonyms

Propylene glycol monoacrylate; 1,2-Propanediol, 1-acrylate; 2-Propenoic acid, 2-hydroxypropyl ester

Molecular Formula

C6H10O3

Molecular Weight

130.14

Smiles

CC(COC(=O)C=C)O

Appearance

Clear to light-yellow liquid

Relative Density

1.06

pKa

13.92

General Description

2-Hydroxypropyl acrylate (HPA) is a hydrophilic monomer with a reactive hydroxyl group and an acrylate ester functional group. It is commonly used to synthesize high-performance copolymers and thermosetting resins, offering important properties such as enhanced flexibility, moisture retention, and adhesion to various substrates.

Application

2-Hydroxypropyl acrylate is often used in thermosetting coatings, adhesives, and fiber treatment agents to improve their durability and scratch resistance. It is also employed as a UV-curable resin and a primary crosslinking functional monomer for acrylic resins. In addition, it is applied in the synthesis of biomedical hydrogels for wound dressings and in personal care products to optimize hydration and film-forming performance.

The nonionic, weakly hydrophobic 2-Hydroxypropyl acrylate (HPA) units and the ionic, hydrophilic AMHS units are thus incorporated on the same backbone, in order to allow tuning the overall hydrophilic-hydrophobic character (dictating the hydrogen bonding and hydrophobic interactions with water, and therefore the lower critical solution temperature) of the resulting copolymer by simply adjusting the HPA/AMHS molar ratio. Only intermediate copolymers are reversibly thermo-sensitive, while homopoly (AMHS) is too hydrophilic to have an LCST. This thus shows that the HPA content is indeed the parameter that tunes the temperature response, whereas the AMHS moiety offers additional pH- and ion-sensitivity.

Fig. 1 Synthetic route for the HPA. (Deng K L.; et al. 2009)

References

Deng K L, et al. Synthesis and characterization of a novel temperature-pH responsive copolymer of 2-hydroxypropyl acrylate and aminoethyl methacrylate hydrochloric salt. Express Polym Lett, 2009, 3(2): 97-104.