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Sigma-Aldrich

1,4-Butanediol diglycidyl ether

technical grade, 60%

Synonym(s):

1,4-Bis(2,3-epoxypropoxy)butane, 1,4-Bis(glycidyloxy)butane, 1,4-Bis(oxiran-2-ylmethoxy)butane, 1,4-Butylene glycol diglycidyl ether, Tetramethylene glycol diglycidyl ether

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About This Item

Empirical Formula (Hill Notation):
C10H18O4
CAS Number:
2425-79-8
Molecular Weight:
202.25
Beilstein:
115238
EC Number:
219-371-7
MDL number:
MFCD00005146
UNSPSC Code:
12162002
PubChem Substance ID:
24847603
NACRES:
NA.23

grade

technical grade

vapor pressure

~10 mmHg ( 20 °C)

form

liquid

concentration

60%

refractive index

n20/D 1.453 (lit.)

bp

266 °C (lit.)

density

1.1 g/mL at 25 °C (lit.)

SMILES string

C(CCOCC1CO1)COCC2CO2

InChI

1S/C10H18O4/c1(3-11-5-9-7-13-9)2-4-12-6-10-8-14-10/h9-10H,1-8H2

InChI key

SHKUUQIDMUMQQK-UHFFFAOYSA-N

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General description

1,4-Butanediol diglycidyl ether(BDDE) is a homobifunctional monomer with two epoxide groups, widely used to modify the viscosity of epoxy resins. It is also used as a cross-linking agent to synthesize polymer networks.

Application

1,4-Butanediol diglycidyl ether can be used:
  • As a cross-linking agent to prepare hyaluronic acid dermal fillers This crosslinking process enhances the gel-like consistency of the filler, making it more durable and longer-lasting.
  • As a monomer to prepare epoxy-based graphene nanocomposites that have potential applications in the field of flexible electronics, corrosion resistance coatings, and conductive adhesives. BDDE is chosen for its desirable properties such as low viscosity, good reactivity, and compatibility with graphene.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

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

Certificates of Analysis (COA)

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Comparative physicochemical analysis among 1, 4-butanediol diglycidyl ether cross-linked hyaluronic acid dermal fillers
Nicola Zerbinati, et al.
Gels, 7, 139-139 (2021)
D S Pepper
Molecular biotechnology, 2(2), 157-178 (1994-10-01)
Three different coupling chemistries that have been tried and tested for use in affinity chromatography are described. These methods are particularly recommended for use by workers who do not have access to, or do not wish to use, complex organic
R Zeeman et al.
Journal of biomedical materials research, 46(3), 424-433 (1999-07-09)
Crosslinking of dermal sheep collagen (DSC) was accomplished using 1, 4-butanediol diglycidyl ether (BDDGE). At pH values > 8.0, epoxide groups of BDDGE will react with amine groups of collagen. The effects of BDDGE concentration, pH, time, and temperature were
Anabela Alves et al.
International journal of pharmaceutics, 426(1-2), 76-81 (2012-01-28)
The polysaccharide ulvan, composed of sulphated rhamnose, glucoronic and iduronic acids was used to produce polymeric membranes by solvent casting. As ulvan is soluble in water, a cross-linking step was necessary to render the membrane insoluble in water and stable
A Nicoletti et al.
Journal of materials science. Materials in medicine, 24(1), 17-35 (2012-10-12)
Serious cartilage lesions (Outerbridge III, IV) may be successfully treated with a three-layered gradient scaffold made by magnesium-doped hydroxyapatite and type I collagen, manufactured through a bio-inspired process and stabilised by a reactive bis-epoxy (1,4-butanediol diglycidyl ether, BDDGE). Each layer
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