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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:
Molecular Weight:
198.22
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
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

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

Storage Class Code

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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis of joint-linker type gels and porous polymers by addition reactions of multi-functional thiol and alkyl diacrylate, diisocyanate compounds
Naofumi Naga, et al.
Materials Today Communications, 18, 153-162 (2019)
Dan-Li Hao et al.
International journal of nanomedicine, 15, 1771-1786 (2020-03-28)
In this study, pH-sensitive poly(2-ethyl-2-oxazoline)-poly(lactic acid)-poly(β-amino ester) (PEOz-PLA-PBAE) triblock copolymers were synthesized and were conjugated with an antimalaria drug artesunate (ART), for inhibition of a colon cancer xenograft model. The as-prepared polymer prodrugs are tended to self-assemble into polymeric micelles
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
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)

Articles

Discussion of synthetic modifications to gelatin, improving the three-dimensional (3D) print resolution, and resulting material properties.

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