Tetrahydrofurfuryl acrylate

Bezeichnung:Tetrahydrofurfuryl acrylate

CAS-Nr2399-48-6

Englisch Name:Tetrahydrofurfuryl acrylate

CBNumberCB5311527

SummenformelC8H12O3

Molgewicht156.18

MOL-Datei2399-48-6.mol

Tetrahydrofurfuryl acrylate physikalisch-chemischer Eigenschaften

Siedepunkt	87 °C/9 mmHg (lit.)
Dichte	1.064 g/mL at 25 °C (lit.)
Dampfdruck	1.19hPa at 25℃
Brechungsindex	n20/D 1.46(lit.)
Flammpunkt	>230 °F
storage temp.	Sealed in dry,Room Temperature
Löslichkeit	Soluble in water
Aggregatzustand	clear liquid
Farbe	Colorless to Almost colorless
Optische Rotation	0.1982° (C=0.82 g/100ml, CHCL3)
Wasserlöslichkeit	79.1g/L at 20.9℃
BRN	113115
Kosmetik-Inhaltsstoffe Funktionen	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 Datenbank	2399-48-6(CAS DataBase Reference)
EPA chemische Informationen	Tetrahydrofurfuryl acrylate (2399-48-6)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/38
S-Sätze:	26
RIDADR	3334
WGK Germany	3
RTECS-Nr.	UD3670893
TSCA	TSCA listed
HazardClass	9
HS Code	29321900
Speicherklasse	10 - Combustible liquids
Hazard Classifications	Aquatic Chronic 3 Eye Irrit. 2 Skin Irrit. 2

Gefahreninformationscode (GHS)

Tetrahydrofurfuryl acrylate Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/38:Reizt die Augen und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Chemische Eigenschaften
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.
Verwenden
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].
Verwenden
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.
Hazard
A moderate skin irritant.
Synthese
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.
Sicherheit(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.
Einzelnachweise
[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 Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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