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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

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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
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
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
Luca Ferrari et al.
Sensors (Basel, Switzerland), 13(1), 484-499 (2013-01-01)
The design, development and performance evaluation of a fluorescence-based pH sensor for on-line measurements is presented. The pKa of the sensing element has been calculated to be 7.9, thus the sensor is suitable for measurement of near neutral solutions. The
Jung-Bin Lee et al.
Materials (Basel, Switzerland), 11(9) (2018-09-16)
This study demonstrates the usefulness of the lithography-based ceramic 3-dimensional printing technique with a specifically designed top-down process for the production of porous calcium phosphate (CaP) ceramic scaffolds with tailored pore orientations and mechanical properties. The processing parameters including the

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