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246816

Sigma-Aldrich

1,6-Hexanediol diacrylate

technical grade, 80%

Synonym(s):

Hexamethylene glycol diacrylate, Hexane-1,6-diyl diacrylate, HDODA

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About This Item

Linear Formula:
[H2C=CHCO2(CH2)3-]2
CAS Number:
Molecular Weight:
226.27
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

grade

technical grade

Quality Level

vapor density

>1 (vs air)

vapor pressure

<0.01 mmHg ( 20 °C)

assay

80%

form

liquid

contains

100 ppm monomethyl ether hydroquinone as inhibitor

refractive index

n20/D 1.456 (lit.)

density

1.01 g/mL at 25 °C (lit.)

SMILES string

C=CC(=O)OCCCCCCOC(=O)C=C

InChI

1S/C12H18O4/c1-3-11(13)15-9-7-5-6-8-10-16-12(14)4-2/h3-4H,1-2,5-10H2

InChI key

FIHBHSQYSYVZQE-UHFFFAOYSA-N

General description

1,6-Hexanediol diacrylate is a di-functional monomer commonly used in the polymer industry for producing various types of polymers. It is a viscous liquid, that is often used as a crosslinking agent in radical polymerization reactions. Additionally, it also finds use in various fields such as coatings, adhesives, 3D printing, medical devices, and textiles due to its excellent polymerization properties and versatility.

Application

1,6-Hexanediol diacrylate can be used as:
  • A monomer for the synthesis of poly(1,6-hexanediol diacrylate) (PHDA)-based polymer microspheres and bifunctional microcapsules. The resulting PHDA-based polymer embedded with TiO2 nanoparticles finds uses in various potential applications in fields such as sensing, drug delivery, and photonics.
  • A sensitizer in the UV-curable inks commonly used in the printing industry.
  • A cross-linking agent in conjunction with a photocatalytic system to modify cellulose material. The resulting crosslinked cellulose material finds uses in various potential applications such as paper manufacturing, textiles, and biomedical devices.
  • A monomer in the synthesis of polyurethane acrylate (PUA) which is used to produce polymer electrolytes for use in lithium batteries.
1,6-Hexanedioldiacrylate can be used as a starting material to synthesize:
  • A resin (copolymer of 1,6-hexanediol diacrylate and styrene) by suspension polymerization, which is applicable in the preparation of hydrophobic peptide sequences.
  • Monodispersed poly(HDDA)/TiO2 microspheres, applicable in the degradation of methylene blue.

pictograms

Exclamation markEnvironment

signalword

Warning

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Julia Kloeckner et al.
Bioconjugate chemistry, 17(5), 1339-1345 (2006-09-21)
Two biodegradable polycations based on hexanediol diacrylate linked oligoethylenimine (OEI) were synthesized by applying different reaction temperatures, 20 degrees C (LT-OEI-HD) and 60 degrees C (HT-OEI-HD). Their structural properties were analyzed by NMR, FTIR, and SEC/MALLS (size exclusion chromatography coupled
James L Horan et al.
ChemSusChem, 2(3), 226-229 (2009-01-27)
Highly conducive to high conductivity: Polyoxometalates were incorporated in the backbone of a hydrocarbon polymer to produce proton-conducting films. These first-generation materials contain large, dispersed clusters of polyoxometalates. Although the morphology of these films is not yet optimal, they already
J R Nethercott et al.
British journal of industrial medicine, 40(3), 241-250 (1983-08-01)
Seven workers exposed to ultraviolet printing inks developed contact dermatitis. Six cases were allergic and one irritant. A urethane acrylate resin accounted for five cases of sensitisation, one of which was also sensitive to pentaerythritol triacrylate and another also to
Ebrahim Behroodi et al.
Scientific reports, 9(1), 19692-19692 (2019-12-25)
Projection microstereolithography (PµSL) is a promising additive manufacturing technique due to its low cost, accuracy, speed, and also the diversity of the materials that it can use. Recently it has shown great potentials in various applications such as microfluidics, tissue
B Thonemann et al.
Dental materials : official publication of the Academy of Dental Materials, 18(4), 318-323 (2002-05-07)
The use of adequate target cells for cytotoxicity testing of dental restorative materials has often been experimentally assessed with respect to the clinical relevance of the test results. In the present study, the responses in primary bovine dental papilla-derived cells

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