Skip to Content
Merck
All Photos(3)

Key Documents

View All Documentation

411744

Sigma-Aldrich

1,4-Butanediol diacrylate

technical grade, contains ~75 ppm hydroquinone as inhibitor

Synonym(s):

1,4-Bis(acryloyloxy)butane, Tetramethylene diacrylate

Sign Into View Organizational & Contract Pricing
All Photos(3)

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
Pricing and availability is not currently available.

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.[1]
  • To prepare anti-fouling coating for dental composites.[2]
  • As a crosslinking agent to prepare hydrophobic acrylic intraocular lens(IOL) materials with reduced glistening.[3]
  • 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.[4]

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

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCV3758
MKCV4147
MKCV4148
MKCS3273
MKCR2997

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Supramolecular Self-Healing Antifouling Coating for Dental Materials
Qiangwei Xin, et al.
ACS Applied Materials & Interfaces, 15, 41403-41416 (2023)
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)
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
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)
View All Related Papers

Articles

Photo-Crosslinkable Gelatin Hydrogel: Versatile Materials for (High Resolution) Additive Manufacturing

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

Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service