Hexanediol diacrylate

Structural formula
General
Surname	Hexanediol diacrylate
other names	HDDA; Hexamethylene diacrylate; Hexane-1,6-diol diacrylate;
Molecular formula	C 12 H 18 O 4
Brief description	air-sensitive, colorless liquid with an ester-like odor
External identifiers / databases
EC number	235-921-9
ECHA InfoCard	100.032.641
PubChem	25644
Wikidata	Q1276266
properties
Molar mass	226.3 g mol −1
Physical state	liquid
density	1.01 g cm −3 (25 ° C)
Melting point	10 ° C
boiling point	107 ° C (0.3 hPa)
Vapor pressure	0.014 mbar (50 ° C)
solubility	very heavy in water (0.36 g l −1 at 20 ° C)
Refractive index	1.456 (20 ° C)
safety instructions
GHS hazard labeling from Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary Caution
H and P phrases	H: 319-315-317
	P: 280-305 + 351 + 338
Toxicological data	760 mg kg −1 ( LD 50 , rat , ip ) ; 5000 mg kg −1 ( LD 50 , rat , oral ) ;
	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

1,6-Hexanediol diacrylate is an organic - chemical compound from the group of acrylic acid esters . The unsaturated ester is used, for example, as a component of inks and in radiation-curable coatings ( paints ) as a multifunctional monomer ( reactive diluent ).

Extraction and presentation

1,6-hexanediol diacrylate can be prepared by esterification of 1,6-hexanediol with acrylic acid or acrylic acid chloride are obtained.

properties

Hexamethylene diacrylate is an air-sensitive, colorless liquid with an ester-like odor, which is very sparingly soluble in water .

use

Hexamethylene diacrylate is used as a reactive diluent in radical radiation curing.

safety instructions

There are individual findings for hexamethylene diacrylate with proven sensitization as well as indications of a skin-irritating effect. In rats, paralysis and ataxia as well as disturbances of the sense of balance and a change in the sleep rhythm were found.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on hexamethylene diacrylate in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
↑ Data sheet 1,6-Hexanediol diacrylate, technical grade, 80% from Sigma-Aldrich , accessed on January 5, 2012 ( PDF ).
↑ Entry on Hexamethylene diacrylate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
^ ^A ^b National Technical Information Service . Vol. OTS0571329.
↑ ^a ^b Entry on hexanediol diacrylate in the ChemIDplus database of the United States National Library of Medicine (NLM) .
^ Journal of Toxicology and Environmental Health . Vol. 19, p. 149, 1986.
↑ Entry on hexane-1,6-diol diacrylate. In: Römpp Online . Georg Thieme Verlag, accessed on January 5, 2012.
↑ all-about-allergology: hexanediol diacrylate

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on hexamethylene diacrylate in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .

[Sigma-2] Data sheet 1,6-Hexanediol diacrylate, technical grade, 80% from Sigma-Aldrich , accessed on January 5, 2012 ( PDF ).

[CLP_100.032.641-3] Entry on Hexamethylene diacrylate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[NTIS-4] A ^b National Technical Information Service . Vol. OTS0571329.

[chemid-5] Entry on hexanediol diacrylate in the ChemIDplus database of the United States National Library of Medicine (NLM) .

[JTEH-6] Journal of Toxicology and Environmental Health . Vol. 19, p. 149, 1986.

[römpp-7] Entry on hexane-1,6-diol diacrylate. In: Römpp Online . Georg Thieme Verlag, accessed on January 5, 2012.

[8] -about-allergology: hexanediol diacrylate