1,4-Butanediol diacrylate

Base Information

• Chemical Name: 1,4-Butanediol diacrylate
• CAS No.: 1070-70-8
• Deprecated CAS: 119518-37-5,138790-64-4,1934258-70-4,118612-37-6
• Molecular Formula: C10H14O4
• Molecular Weight: 198.219
• Hs Code.: 2916 12 00
• European Community (EC) Number: 213-979-6,825-520-2
• UNII: 53P6JR1A3R
• DSSTox Substance ID: DTXSID6044779
• Nikkaji Number: J82.104G
• Wikidata: Q27261123
• ChEMBL ID: CHEMBL3182145
• Mol file: 1070-70-8.mol

Synonyms:SR 213 (ester);Tetramethylene acrylate;Tetramethylene diacrylate;Tetramethylene glycoldiacrylate;Viscoat 195;Viscoat V 195;2-Propenoicacid, 1,4-butanediyl ester (9CI);Acrylic acid, tetramethylene ester(6CI,7CI,8CI);1,4-Butanediol, diacrylate (8CI);1,4-Butylene diacrylate;1,4-Butylene glycol diacrylate;Laromer BDDA;SR 213;

Chemical Property of 1,4-Butanediol diacrylate

Chemical Property:

• Appearance/Colour: Colorless transparent liquid
• Vapor Pressure: 0.83 hPa (80 °C)
• Melting Point: -7 °C
• Refractive Index: n20/D 1.456(lit.)
• Boiling Point: 267.642 °C at 760 mmHg
• Flash Point: 126.22 °C
• PSA: 52.60000
• Density: 1.039 g/cm³
• LogP: 1.22500
• Storage Temp.: 2-8°C
• Solubility.: 16.3g/l
• Water Solubility.: Immiscible with water.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 198.08920892
• Heavy Atom Count: 14
• Complexity: 196

Purity/Quality:

99% ^*data from raw suppliers

1,4-Bis(acryloyloxy)butane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 21-34-43-23
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CC(=O)OCCCCOC(=O)C=C
• Description: A positive patch test was observed in a male process worker in a paint factory, sensitized to an epoxy diacrylate (1,4-butanediol diacrylate) contained in raw materials of UV -light-curable paint. The positive reaction was probably due to a cross reactivity.
• Uses: cross-linking monomer for use in inks, adhesives, textile product modifiers, photo resists, etc. 1,4-Butanediol diacrylate is used as a multifunctional crosslinker. It is used in drying technology for paintings, coatings, inks, resins and adhesives. It serves as an intermediate product for polymer synthesis in the chemical industry. 1,4-Butanediol diacrylate may be used as a multifunctional crosslinker.

Technology Process of 1,4-Butanediol diacrylate

There total 14 articles about 1,4-Butanediol 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: 92.0%

→ 1,4-Butanediol diacrylate (1070-70-8,52277-33-5)

Guidance literature:

Reference yield: 81.0%

Butane-1,4-diol (110-63-4) + acryloyl chloride (814-68-6,25189-84-8) → 1,4-Butanediol diacrylate (1070-70-8,52277-33-5)

Guidance literature:

With triethylamine; In acetonitrile;

DOI:10.3390/molecules26216411

Reference yield:

Butane-1,4-diol (110-63-4) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → 4-hydroxybutyl acrylate (2478-10-6,29086-87-1) + 1,4-Butanediol diacrylate (1070-70-8,52277-33-5)

Guidance literature:

With Novozyme 435; In tert-Amyl alcohol; at 50 ℃; for 120h; Inert atmosphere; Molecular sieve; Enzymatic reaction;

DOI:10.1016/j.molcatb.2009.09.008

upstream raw materials:

Butane-1,4-diol

acetylene

1,4-di(β-bromopropionylhydroxy)butane

acryloyl chloride

Downstream raw materials:

4-hydroxybutyl acrylate

acrylic acid 4-(2-chloro-3-p-tolyl-propionyloxy)-butyl ester

ammonium tetrafluroborate

nitrogen

Refernces

• 1、 Popescu, Dragos,Hoogenboom, Richard,Keul, Helmut,Moeller, Martin. "Free radical and nitroxide mediated polymerization of hydroxy-functional acrylates prepared via lipase-catalyzed transacylation reactions". . p. 2610 - 2621. Retrieved 2010.
• 2、 Averina, Elena B.,Grigoriev, Vladimir V.,Grishin, Yuri K.,Karlov, Dmitry S.,Kuznetsova, Tamara S.,Palyulin, Vladimir A.,Radchenko, Eugene V.,Rybakov, Victor B.,Sadovnikov, Kirill S.,Sedenkova, Kseniya N.,Vasilenko, Dmitry A.,Zamoyski, Vladimir L.. "A facile approach to bis(Isoxazoles), promising ligands of the ampa receptor". . . Retrieved 2021/11/01.
• 3、 Popescu, Dragos,Hoogenboom, Richard,Keul, Helmut,Moeller, Martin. "Hydroxy functional acrylate and methacrylate monomers prepared via lipase-catalyzed transacylation reactions". experimental part. p. 80 - 89. Retrieved 2010/08/20.