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Sigma-Aldrich

1,4-Butanediol diacrylate

technical grade, contains ~75 ppm hydroquinone as inhibitor

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Synonym(s):
1,4-Bis(acryloyloxy)butane, Tetramethylene diacrylate
Linear Formula:
(H2C=CHCO2CH2CH2-)2
CAS Number:
1070-70-8
Molecular Weight:
198.22
EC Number:
213-979-6
MDL number:
MFCD00014940
UNSPSC Code:
12162002
PubChem Substance ID:
24865761
NACRES:
NA.23

grade

technical grade

Quality Level

200

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

Related Categories

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.

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

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

WGK

WGK 2

Flash Point(F)

>235.4 °F

Flash Point(C)

> 113 °C

Certificates of Analysis (COA)

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Wei Dong et al.
Acta biochimica et biophysica Sinica, 38(11), 780-787 (2006-11-09)
Polyethylenimine (PEI) has been known as an efficient gene carrier with the highest cationic charge potential. High transfection efficiency of PEI, along with its cytotoxicity, strongly depends on its molecular weight. To enhance its gene delivery efficiency and minimize cytotoxicity
Poly beta-amino ester) based solid polymer electrolytes for lithium-ion batteries
Orpita Majumdar Svensson and Tim Melander Bowden
Journal of Applied Polymer Science, e55220-e55220 (2024)
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)
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
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