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234958

Sigma-Aldrich

1,4-Butanediol dimethacrylate

95%, contains 200-300 ppm MEHQ as inhibitor

Synonym(s):

BDDMA, Butanediol dimethacrylate, Tetramethylene methacrylate

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About This Item

Linear Formula:
[H2C=C(CH3)CO2CH2CH2-]2
CAS Number:
2082-81-7
Molecular Weight:
226.27
EC Number:
218-218-1
MDL number:
MFCD00008594
UNSPSC Code:
12162002
PubChem Substance ID:
24854068
NACRES:
NA.23
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Assay

95%

form

liquid

contains

200-300 ppm MEHQ as inhibitor

refractive index

n20/D 1.456 (lit.)

bp

132-134 °C/4 mmHg (lit.)

density

1.023 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(=C)C(=O)OCCCCOC(=O)C(C)=C

InChI

1S/C12H18O4/c1-9(2)11(13)15-7-5-6-8-16-12(14)10(3)4/h1,3,5-8H2,2,4H3

InChI key

XOJWAAUYNWGQAU-UHFFFAOYSA-N

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Application

  • Formulation and polymerization of foamed 1,4-BDDMA-in-water emulsions.: This study focuses on the formulation and polymerization processes of 1,4-Butanediol dimethacrylate (1,4-BDDMA) in water emulsions, showcasing its potential in creating high-performance polymer foams suitable for various industrial applications (Dabrowski et al., 2020).
  • Methacrylate-based polymer foams with controllable connectivity, pore shape, pore size and polydispersity.: The research delves into creating methacrylate-based polymer foams using 1,4-BDDMA, emphasizing its versatility in producing materials with tailored physical properties, which are crucial for biomedical and industrial uses (Dabrowski et al., 2019).
  • Double Replication of Silica Colloidal Crystal Films.: This paper discusses the replication of silica colloidal crystal films using 1,4-BDDMA, highlighting its efficacy in creating structured materials for advanced technological applications (Russell and Mallouk, 2017).
  • In-situ photocrosslinkable nanohybrid elastomer based on polybutadiene/polyhedral oligomeric silsesquioxane.: This study investigates the development of a nanohybrid elastomer using 1,4-BDDMA, focusing on its applications in medical device adhesives and high-performance polymer synthesis (Mirmohammadi et al., 2016).
  • Effects of dental methacrylates on oxygen consumption and redox status of human pulp cells.: Research highlighting the biocompatibility and potential dental applications of 1,4-BDDMA, demonstrating its impact on human pulp cells, which is critical for dental composite materials (Nocca et al., 2014).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H317,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV0859
MKCR2540
MKCS6332
MKCP8203
MKCP8202

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Aude Heloise Bonardi et al.
Macromolecular rapid communications, 40(23), e1900495-e1900495 (2019-10-31)
Photo-induced thermal polymerization upon near-infrared (NIR) light irradiation has been reported in the literature. In this approach, a component able to convert the NIR light into heat must be used in combination with a thermal initiator to initiate the free-radical
Susanna Segerström et al.
European journal of oral sciences, 119(3), 246-252 (2011-05-14)
The aim of this study was to determine water sorption, water solubility, dimensional change caused by water storage, residual monomers, and possible cytotoxic effects of heat-polymerized carbon-graphite fibre-reinforced composites with different fibre loadings based on methyl methacrylate/poly(methyl methacrylate) (MMA/PMMA) and
Susanna Segerström et al.
European journal of oral sciences, 113(5), 422-428 (2005-10-06)
Two matrix resins for fiber composites that remain in a fluid state during storage and handling before polymerization were evaluated. The resin mixtures, based on methyl methacrylate (MMA), were produced with two different cross-linking agent systems: 1,4-butanediol dimethacrylate and ethylene
M Krishna Kumar et al.
Journal of peptide science : an official publication of the European Peptide Society, 8(5), 183-191 (2002-06-05)
A highly solvating copolymer was prepared in high yield by introducing a flexible crosslinker, 1,4-butanedioldimethacrylate, into the polystyrene matrix by a free radical aqueous suspension polymerization. A 2 mol% crosslinked resin showed rigidity and mechanical characteristics comparable to those of
Giuseppina Nocca et al.
European journal of oral sciences, 117(2), 175-181 (2009-03-27)
The polymerization of methacrylic monomers present in dental composite resins never reaches completion and therefore the leakage of residual monomers into the oral cavity and into biological fluids can cause local and systemic adverse effects. This work was carried out
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  1. 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

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  2. 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

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