411744
1,4-Butanediol diacrylate
technical grade, contains ~75 ppm hydroquinone as inhibitor
Synonym(s):
1,4-Bis(acryloyloxy)butane, Tetramethylene diacrylate
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About This Item
Linear Formula:
(H2C=CHCO2CH2CH2-)2
CAS Number:
Molecular Weight:
198.22
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12162002
EC Number:
213-979-6
MDL number:
grade
technical grade
Quality Level
assay
87%
form
liquid
contains
~75 ppm hydroquinone as inhibitor
refractive index
n20/D 1.456 (lit.)
bp
83 °C/0.3 mmHg (lit.)
density
1.051 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
C=CC(=O)OCCCCOC(=O)C=C
InChI
1S/C10H14O4/c1-3-9(11)13-7-5-6-8-14-10(12)4-2/h3-4H,1-2,5-8H2
InChI key
JHWGFJBTMHEZME-UHFFFAOYSA-N
General description
1,4-Butanediol diacrylate(BDDA) is an acrylate monomer and a multifunctional crosslinking agent. It has a relatively low viscosity and undergoes photopolymerization, initiated by UV radiation. BDDA contributes to the flexibility and elasticity of the cured materials. It is used in optical films,3D printing, tissue engineering, dental composites, UV-curable adhesives, and sealants.
Application
1,4-Butanediol diacrylate can be used:
- As a precursor to synthesize joint-linker hydrogels with good mechanical strength and used as scaffold materials in bone tissue engineering as biomimetics for natural tissues and also in drug delivery systems.
- To prepare anti-fouling coating for dental composites.
- As a crosslinking agent to prepare hydrophobic acrylic intraocular lens(IOL) materials with reduced glistening.
- As a precursor to fabricate poly(β-amino ester) based solid polymer electrolytefilms for Li-ion batteries. BDDA enhances the ionic conductivity of theelectrolyte films.
signalword
Danger
Hazard Classifications
Acute Tox. 3 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1A
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 2
flash_point_f
>235.4 °F
flash_point_c
> 113 °C
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Supramolecular Self-Healing Antifouling Coating for Dental Materials
Qiangwei Xin, et al.
ACS Applied Materials & Interfaces, 15, 41403-41416 (2023)
Y Sakai et al.
Bioscience, biotechnology, and biochemistry, 63(4), 688-697 (1999-06-11)
A carboxylesterase that is responsible for conversion of 1,4-butanediol diacrylate (BDA) to 4-hydroxybutyl acrylate (4HBA) was found in Brevibacterium lines IFO 12171, and purified to homogeneity. The purified enzyme was active toward a variety of diesters of ethylene glycol, 1,4-butanediol
Preparation of hydrophobic acrylic intraocular lens materials using various crosslinking agents to reduce glistening
Tae Hyoung Kim, et al.
International Journal of Polymeric Materials and Polymeric Biomaterials, 1-10 (2023)