1,6-Hexanediol diacrylate

Base Information

• Chemical Name: 1,6-Hexanediol diacrylate
• CAS No.: 13048-33-4
• Deprecated CAS: 106717-06-0,126038-89-9,174845-65-9,181826-08-4,198694-76-7,74872-03-0,88250-32-2,671774-75-7,1220287-86-4,1934258-74-8,2648990-16-1,174845-65-9,181826-08-4,198694-76-7,671774-75-7,74872-03-0,88250-32-2
• Molecular Formula: C12H18O4
• Molecular Weight: 226.273
• Hs Code.: 29161290
• European Community (EC) Number: 235-921-9
• UN Number: 3082
• UNII: FY751V5MMY
• DSSTox Substance ID: DTXSID9025401
• Nikkaji Number: J82.105E
• Wikipedia: 1,6-Hexanediol_diacrylate
• Wikidata: Q1276266
• ChEMBL ID: CHEMBL1530684
• Mol file: 13048-33-4.mol

Synonyms:1,6-hexanediol diacrylate;hexamethylene diacrylate;hexanediol diacrylate

Chemical Property of 1,6-Hexanediol diacrylate

Chemical Property:

• Appearance/Colour: Clear yellow liquid
• Vapor Pressure: <0.01 mm Hg ( 20 °C)
• Melting Point: 6 °C
• Refractive Index: n20/D 1.456(lit.)
• Boiling Point: 302.141 °C at 760 mmHg
• Flash Point: 142.313 °C
• PSA: 52.60000
• Density: 1.011 g/cm³
• LogP: 2.00520
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Hygroscopic
• Solubility.: Chlroform (Slightly), DMSO (Slightly)
• Water Solubility.: Slightly miscible with water.
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 11
• Exact Mass: 226.12050905
• Heavy Atom Count: 16
• Complexity: 219
• Transport DOT Label: Class 9

Purity/Quality:

99% ^*data from raw suppliers

1,6-HexanediolDiacrylate(stabilizedwith100ppmMEHQ) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38-43
• Safety Statements: 39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> (Meth)acrylates
• Canonical SMILES: C=CC(=O)OCCCCCCOC(=O)C=C
• Description: Hexamethylene 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. Sensitizaion occurred after accidental occupational exposure in an employee in the laboratory of a plastic paint factory.
• Uses: 1,6-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. 1,6-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.

Technology Process of 1,6-Hexanediol diacrylate

There total 6 articles about 1,6-Hexanediol diacrylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

1,6-hexanediol (629-11-8) + acrylic acid (79-10-7) → hexamethylene glycol diacrylate (13048-33-4)

Guidance literature:

1,6-hexanediol; With thionyl chloride; at 50 ℃; for 2h;

acrylic acid; With sodium carbonate; hydroquinone; at 100 ℃; for 6h;

Reference yield: 90.0%

→ hexamethylene glycol diacrylate (13048-33-4)

Guidance literature:

Reference yield: 53.0%

1,6-hexanediol (629-11-8) + acryloyl chloride (814-68-6,25189-84-8) → hexamethylene glycol diacrylate (13048-33-4)

Guidance literature:

1,6-hexanediol; With triethylamine; In tetrahydrofuran; at 0 ℃; for 0.333333h; Schlenk technique;

acryloyl chloride; In tetrahydrofuran; at 20 ℃; for 12h; Schlenk technique;

DOI:10.1002/pola.27778

upstream raw materials:

3-Bromo-propionic acid 6-(3-bromo-propionyloxy)-hexyl ester

1,6-hexanediol

acryloyl chloride

acrylic acid methyl ester

Downstream raw materials:

5-phenyl-pent-4-ynoic acid 6-(5-phenyl-pent-4-ynoyloxy)-hexyl ester

5-(2-methylphenyl)-pent-4-ynoic acid 6-(5-(2-methylphenyl)-pent-4-ynoyloxy)-hexyl ester

hexane-1,6-diol di-(3-[-methyl-N-phenylamino]propionate)

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

Refernces

• 1、 Bai, Xiaxia,Pan, Liuyi,Zhao, Peng,Fan, Daidi,Li, Wenhong. "A new solid acid SO42?/TiO2 catalyst modified with tin to synthesize 1,6-hexanediol diacrylate". . p. 1469 - 1476. Retrieved 2016.
• 2、 -. "Preparation method of dihydric alcohol unsaturated carboxylate". Paragraph 0022. . Retrieved 2018/02/04.