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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

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Dinara Zhalmuratova et al.
ACS applied materials & interfaces, 11(36), 33323-33335 (2019-08-30)
An ex vivo heart perfusion device preserves the donor heart in a warm beating state during transfer between extraction and implantation surgeries. One of the current challenges includes the use of rigid and noncompliant plastic tubes, which causes injuries to
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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