Tetrahydrofurfuryl acrylate Chemical Properties

Boiling point:

87 °C/9 mmHg (lit.)

Density 

1.064 g/mL at 25 °C (lit.)

vapor pressure 

1.19hPa at 25℃

refractive index 

n20/D 1.46(lit.)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

Soluble in water

form 

clear liquid

color 

Colorless to Almost colorless

optical activity

0.1982° (C=0.82 g/100ml, CHCL3)

Water Solubility 

79.1g/L at 20.9℃

BRN 

113115

Cosmetics Ingredients Functions

VISCOSITY CONTROLLING

InChI

1S/C8H12O3/c1-2-8(9)11-6-7-4-3-5-10-7/h2,7H,1,3-6H2

InChIKey

YNXCGLKMOXLBOD-UHFFFAOYSA-N

SMILES

C=CC(=O)OCC1CCCO1

LogP

0.81 at 21.7℃

CAS DataBase Reference

2399-48-6(CAS DataBase Reference)

EPA Substance Registry System

Tetrahydrofurfuryl acrylate (2399-48-6)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/38

Safety Statements 

26

RIDADR 

3334

WGK Germany 

3

RTECS 

UD3670893

TSCA 

TSCA listed

HazardClass 

9

HS Code 

29321900

Storage Class

10 - Combustible liquids

Hazard Classifications

Aquatic Chronic 3
Eye Irrit. 2
Skin Irrit. 2

MSDS

• Language:English Provider:Acrylic acid tetrahydrofurfuryl ester
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Tetrahydrofurfuryl acrylate Usage And Synthesis

Chemical Properties

Tetrahydrofurfuryl acrylate (TFA) is an important special acrylate, the cyclic ether group in its molecule is more active than the straight chain ether group, and the hydrogen on the α-position carbon of the ether bond also has a certain degree of activity, and this special structure gives its subsequent products special properties.

Uses

Tetrahydrofurfuryl acrylate may be used as an acrylic matrix for silver nanoparticles/polymer nanocomposites . It can form copolymers with butadiene. Prior to transfer printing, cellulosic and proteinic fibers are grafted with THFA.

Uses

Tetrahydrofurfuryl acrylate (THFA) can be used to prepare bio-based photopolymers. A series of thermostable shape memory photopolymers were synthesised from a mixture of two bio-based monomers, THFA and tridecyl methacrylate, with the addition of a small amount of 1,3-benzodithiol. Ethyl phenylphosphonate (2,4,6 trimethylbenzoyl) was used as a photoinitiator. The biorenewable carbon content of these photopolymers ranged from (63.7-74.9) %. The increase in THFA content in the photocured resins increased the light curing rate, increased the stiffness, and improved the mechanical and thermal properties of the obtained polymers. The developed bio-based photopolymers could replace petroleum-derived thermostable shape memory polymer analogues in a wide range of applications^[1].

Hazard

A moderate skin irritant.

Synthesis

100 mL of homemade solid acid catalyst was loaded into the reaction tube of the distillation unit, and the top and bottom of the catalyst bed were filled with quartz sand as the heat preservation and support layer. Take acrylic acid and tetrahydrofurfuryl alcohol in the ratio of 1.2:1, dilute it with two times the mass of toluene, add 0.01% of hydroquinone as a polymerization inhibitor into the dilution solution, stir until the hydroquinone is completely dissolved, and put it aside. Set the temperature of preheater of the reaction distillation device at 85??, set the temperature of the catalyst bed at 85?? at the upper port and 110?? at the lower port, set the system pressure at 80k Pa. The above raw material solution is continuously fed into the reactor at a certain flow rate, and then arrives at the top of the reactor after being preheated by the preheater, and then the esterification reaction is carried out naturally in the catalyst bed. After the crude product is concentrated, the residual solvent and excess acrylic acid are evaporated to obtain the finished product of tetrahydrofurfuryl acrylate, which is a transparent and colorless liquid.

Safety

Tetrahydrofurfuryl acrylate is a contact irritant affecting the skin, eyes, and mucous membranes and may cause sensitization through skin contact in certain individuals. If swallowed, it causes irritation of the gastrointestinal tract, causing nausea and vomiting.

References

[1] JUSTINAS JARAS; Jolita O; Aukse Navaruckiene. Thermoresponsive Shape-Memory Biobased Photopolymers of Tetrahydrofurfuryl Acrylate and Tridecyl Methacrylate.[J]. Materials, 2023. DOI:10.3390/ma16062156.

Tetrahydrofurfuryl acrylate(2399-48-6)Related Product Information

• Methacrylic acid
• Isobornyl methacrylate
• Tris(trimethylsilyl)phosphate
• Acrylic acid
• (R)-(+)-2-Tetrahydrofuroic acid
• 2-Tetrahydrofuroic acid
• Methyl propiolate
• Hydroxypropyl acrylate
• Ethyl acrylate
• 3-METHYLTETRAHYDROFURAN
• BUTYL OLEATE
• Poly(methyl methacrylate)
• Dimethyl succinate
• Methyl acrylate
• 2-Methyltetrahydrofuran
• Octadecyl methacrylate
• Tetrahydrofurfuryl methacrylate
• Methyl methacrylate