Hexamethylene diacrylate

Hexamethylene diacrylate Basic information
Description Sources
Product Name:Hexamethylene diacrylate
Synonyms:HEXAMETHYLENE GLYCOL DIACRYLATE;Zinc02019846;1,6-BIS(ACRYLOYLOXY)HEXANE;1,6-HEXAMETHYLENE DIACRYLATE;Bisacrylic acid 1,6-hexanediyl ester;Bispropenoic acid 1,6-hexanediyl ester;Diacrylic acid hexane-1,6-diyl ester;6-Hexanediol diacrylate
CAS:13048-33-4
MF:C12H18O4
MW:226.27
EINECS:235-921-9
Product Categories:Industrial/Fine Chemicals;Diacrylates & Dimethacrylates;Functional Materials;Reagent for High-Performance Polymer Research;monomer
Mol File:13048-33-4.mol
Hexamethylene diacrylate Structure
Hexamethylene diacrylate Chemical Properties
Melting point 6°C
Boiling point 295°C
density 1.01 g/mL at 25 °C (lit.)
vapor density >1 (vs air)
vapor pressure <0.01 mm Hg ( 20 °C)
refractive index n20/D 1.456(lit.)
Fp >230 °F
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
solubility Chlroform (Slightly), DMSO (Slightly)
form Liquid
Specific Gravity1.01
color Colourless
Water Solubility Slightly miscible with water.
Sensitive Hygroscopic
Stability:Light Sensitive
InChIKeyFIHBHSQYSYVZQE-UHFFFAOYSA-N
LogP2.81 at 25℃
CAS DataBase Reference13048-33-4(CAS DataBase Reference)
NIST Chemistry ReferenceHexamethylene diacrylate(13048-33-4)
EPA Substance Registry System1,6-Hexanediol diacrylate (13048-33-4)
Safety Information
Hazard Codes Xi
Risk Statements 36/38-43
Safety Statements 39
RIDADR UN 3082 9/PG 3
WGK Germany 2
RTECS AT1430000
TSCA Yes
HazardClass 9
PackingGroup III
HS Code 29161290
Hazardous Substances Data13048-33-4(Hazardous Substances Data)
MSDS Information
ProviderLanguage
Hexane-1,6-diyl bisacrylate English
SigmaAldrich English
ALFA English
Hexamethylene diacrylate Usage And Synthesis
DescriptionHexamethylene diacrylate (also known as hexanediol diacrylate) is a di-functional acrylic monomer that can be polymerized by free radicals. It is used in ultra violet (UV) and electron beam (EB) applications as a reactive component in formulating coatings and inks, furniture and floor coatings, coatings on plastic substrates, varnishes for packing items and more1. The hexamethylene diacrylate cross-linked polystyrene resin can be used for the solid phase synthesis of hydrophobic peptides2-3.
Sources
  1. https://www.ashland.com/file_source/Ashland/Documents/Sustainability/rc_hexanediol_diacrylate.pdf
  2. Varkey, J. T., and V. N. Pillai. "Solid phase synthesis of hydrophobic peptides on 1,6-hexanediol diacrylate cross-linked polystyrene resin." Journal of Peptide Science 5.12(1999): 577-81.
  3. https://www.palmerholland.com/Assets/User/Documents/Product/40781/4988/MITM00481.pdf
DescriptionSensitizaion occurred after accidental occupational exposure in an employee in the laboratory of a plastic paint factory.
Chemical PropertiesColorless transparent liquid
Uses1,6-Hexanediol diacrylate is used as a functional monomer for polymers. It acts as a cross linking agent between the molecular chains of polymers. Further, it is used in adhesives, sealants, alkyd coatings, elastomers, photopolymers, and inks for improved adhesion, hardness, abrasion and heat resistance.
Uses1,6-Hexandiol diacrylate is used in organic synthesis; common acrylic monomer in UV -cured inks, adhesives, coatings, photoresists, castings, artificial nails, etc.; monomer in dental composite materials.
General DescriptionClear yellow liquid.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileHexamethylene diacrylate is temperature sensitive . May react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release gaseous hydrogen. Can undergo very exothermic addition polymerization reactions. May undergo autoxidation upon exposure to the air to form explosive peroxides.
Fire HazardHexamethylene diacrylate is probably combustible.
Flammability and ExplosibilityNonflammable
Hexamethylene diacrylate Preparation Products And Raw materials
Raw materials6-hydroxyhexyl acrylate-->acrylic acid methyl ester-->1,6-Hexanediol
SORBITOL DIACRYLATE (14S,20R)-4,21-Dimethyl-16-methylene-14,20-cycloveatchane-2α,5,6α,11α,12α-pentol 11,12-bis[(E)-2-methyl-2-butenoate] CYCLOHEXANE DIMETHANOL DIACRYLATE 2-Methyl-2-butenoic acid dodecahydro-7-hydroxy-4a,8-dimethyl-3-methylene-2,5-dioxoazuleno[6,5-b]furan-4-yl ester 2,2,3,3,4,4,5,5-OCTAFLUORO-1,6-HEXANEDIOL DIACRYLATE HexanediolDi-AcrylateEster VERNODAIN Isochlorogenic acid C cynaropicrin Methyl 2-methyl-2-propenoate, polymer with 2-propenoic acid 2-methyl-, butylester,2-propenoic acid, monoester with 1,2-propane-diol, 2-propenoic acid, 1,6-hexanediyl ester, 2-propenoic acid and 2-propenenitrile Isochlorogenic Acid B Vernomenin 1H,1H,2H,2H-PERFLUORO-1,6-HEXYLDIMETHACRYLATE 1,4-CYCLOHEXANEDIMETHYL 1,4-DIMETHACRYLATE 1,6-Hexanediol dimethacrylate SORBITOL DIMETHACRYLATE 2,2,3,3,4,4,5,5-OCTAFLUORO-1,6-HEXYL DIMETHACRYLATE PERFLUOROCYCLOHEXYL-1,4-DIMETHYL DIMETHACRYLATE

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