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411744

Sigma-Aldrich

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:
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

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.

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

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_germany

WGK 2

flash_point_f

>235.4 °F

flash_point_c

> 113 °C

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ2369
MKCN4828
MKCL8925
MKCL0523
MKCK1264

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Erik Oude Blenke et al.
Journal of controlled release : official journal of the Controlled Release Society, 317, 154-165 (2019-11-26)
Small, synthetic oligonucleotides (ON) are of great interest as potential disease modifying drugs, mainly because of their ability to modulate previously undruggable target mutations. To date, therapeutic applications of ON are, however, limited by their physicochemical properties, including poor stability
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
Swelling studies of super water retainer acrylamide/crotonic acid hydrogels crosslinked by trimethylolpropane triacrylate and 1, 4-butanediol dimethacrylate.
Karadag E and Saraydin D
Polymer Bull., 48(3), 299-307 (2002)
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
Hyejoong Jeong et al.
Small (Weinheim an der Bergstrasse, Germany), 12(40), 5572-5578 (2016-10-21)
A method to control activation of a DNA nanodevice by supplying a complementary DNA (cDNA) strand from an electro-responsive nanoplatform is reported. To develop functional nanoplatform, hexalayer nanofilm is precisely designed by layer-by-layer assembly technique based on electrostatic interaction with
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