13048-33-4

Basic information

• Product Name: Hexamethylene diacrylate
• Synonyms: HDODA;HEXAMETHYLENE GLYCOL DIACRYLATE;1,6-BIS(ACRYLOYLOXY)HEXANE;1,6-HEXANEDIOL DIACRYLATE;1,6-HEXAMETHYLENE DIACRYLATE;1,6-hexanedioldi-2-propenoate;2-Propenoicacid,1,6-hexanediylester;acrylicacid,hexamethyleneester
• CAS NO: 13048-33-4
• Molecular Formula: C₁₂H₁₈O₄
• Molecular Weight: 226.27
• EINECS: 235-921-9
• Product Categories: Industrial/Fine Chemicals;monomer;Diacrylates & Dimethacrylates;Functional Materials;Reagent for High-Performance Polymer Research
• Mol File: 13048-33-4.mol

Chemical Properties

• Melting Point: 6°C
• Boiling Point: 295°C
• Flash Point: >230 °F
• Appearance: /Liquid
• 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.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: Chlroform (Slightly), DMSO (Slightly)
• Water Solubility: Slightly miscible with water.
• Sensitive: Hygroscopic
• Stability: Light Sensitive
• CAS DataBase Reference: Hexamethylene diacrylate(CAS DataBase Reference)
• NIST Chemistry Reference: Hexamethylene diacrylate(13048-33-4)
• EPA Substance Registry System: Hexamethylene diacrylate(13048-33-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/38-43
• Safety Statements: 39
• RIDADR: UN 3082 9/PG 3
• WGK Germany: 2
• RTECS: AT1430000
• TSCA: Yes
• HazardClass: 9
• PackingGroup: III
• Hazardous Substances Data: 13048-33-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Hexamethylene diacrylate is used as a common acrylic monomer in organic synthesis, particularly for the production of UV-cured inks, adhesives, coatings, photoresists, castings, artificial nails, and dental composite materials.
Used in UV and EB Applications:
Hexamethylene diacrylate is used as a reactive component in formulating coatings and inks for ultra violet (UV) and electron beam (EB) applications. It is also used in furniture and floor coatings, coatings on plastic substrates, and varnishes for packing items.
Used in Cross-Linking Polymers:
Hexamethylene diacrylate acts as a cross-linking agent between the molecular chains of polymers, which enhances their adhesion, hardness, abrasion, and heat resistance. It is used in adhesives, sealants, alkyd coatings, elastomers, photopolymers, and inks.
Used in Solid Phase Synthesis of Hydrophobic Peptides:
The hexamethylene diacrylate cross-linked polystyrene resin can be used for the solid phase synthesis of hydrophobic peptides, which has applications in the pharmaceutical and biotechnology industries.

Sources

https://www.ashland.com/file_source/Ashland/Documents/Sustainability/rc_hexanediol_diacrylate.pdf 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. https://www.palmerholland.com/Assets/User/Documents/Product/40781/4988/MITM00481.pdf

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Hexamethylene 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 Hazard

Hexamethylene diacrylate is probably combustible.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C12H16O4/c1-3-11(13)15-9-7-5-6-8-10-16-12(14)4-2/h3-4,7,9H,1-2,5-6,8,10H2

Upstream product

• 629-11-8 1,6-hexanediol 
• 814-68-6 acryloyl chloride 
• 292638-85-8 acrylic acid methyl ester 
• 79-10-7 acrylic acid 
• 53219-91-3 3-Bromo-propionic acid 6-(3-bromo-propionyloxy)-hexyl ester 

Downstream Products

• 81182-08-3 3-[1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionic acid 6-{3-[1-(3,4-dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionyloxy}-hexyl ester; compound with oxalic acid 
• 173677-05-9 Acrylic acid 6-{3-[(R)-1-(3,4-dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionyloxy}-hexyl ester 
• 1337537-16-2 hexane-1,6-diol di-(3-[-methyl-N-phenylamino]propionate) 
• 1369558-75-7 5-(2-methylphenyl)-pent-4-ynoic acid 6-(5-(2-methylphenyl)-pent-4-ynoyloxy)-hexyl ester 
• 1369558-74-6 5-phenyl-pent-4-ynoic acid 6-(5-phenyl-pent-4-ynoyloxy)-hexyl ester 
• 145487-98-5 2-Acetoxy-3-[1-(3,4-dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionic acid 6-{2-acetoxy-3-[1-(3,4-dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-propionyloxy}-hexyl ester 
• 145487-82-7 3-[(R)-6,7-Dimethoxy-1-(3,4,5-trimethoxy-benzyl)-3,4-dihydro-1H-isoquinolin-2-yl]-2-hydroxy-propionic acid 6-{3-[(R)-6,7-dimethoxy-1-(3,4,5-trimethoxy-benzyl)-3,4-dihydro-1H-isoquinolin-2-yl]-2-hydroxy-propionyloxy}-hexyl ester 
• 145487-82-7 3-[6,7-Dimethoxy-1-(3,4,5-trimethoxy-benzyl)-3,4-dihydro-1H-isoquinolin-2-yl]-2-hydroxy-propionic acid 6-{3-[6,7-dimethoxy-1-(3,4,5-trimethoxy-benzyl)-3,4-dihydro-1H-isoquinolin-2-yl]-2-hydroxy-propionyloxy}-hexyl ester 
• 145487-81-6 3-[1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-2-hydroxy-propionic acid 6-{3-[1-(3,4-dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-2-hydroxy-propionyloxy}-hexyl ester 
• 145520-28-1 2-Acetoxy-3-[6,7-dimethoxy-1-(3,4,5-trimethoxy-benzyl)-3,4-dihydro-1H-isoquinolin-2-yl]-propionic acid 6-{2-acetoxy-3-[6,7-dimethoxy-1-(3,4,5-trimethoxy-benzyl)-3,4-dihydro-1H-isoquinolin-2-yl]-propionyloxy}-hexyl ester 
• 145520-27-0 3-[6,7-Dimethoxy-1-(3,4,5-trimethoxy-benzyl)-3,4-dihydro-1H-isoquinolin-2-yl]-2-formyloxy-propionic acid 6-{3-[6,7-dimethoxy-1-(3,4,5-trimethoxy-benzyl)-3,4-dihydro-1H-isoquinolin-2-yl]-2-formyloxy-propionyloxy}-hexyl ester 

Relevant articles and documents

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Liquid oligomers containing acrylate unsaturation

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