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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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR0235
MKCQ1090
MKCP2633
MKCL9495
MKCL9497

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David Stocks et al.
Journal of drugs in dermatology : JDD, 10(9), 974-980 (2011-11-05)
Hyaluronic acid (HA) gels are commonly injected into the skin to lift rhytides and to improve facial appearance. The different processes used in their manufacture and formulation yield products with unique physical characteristics that play an important role in predicting
P B van Wachem et al.
Journal of biomedical materials research, 55(3), 415-423 (2001-03-20)
Calcification limits the long-term durability of xenograft glutaraldehyde (GA)-crosslinked heart valves. Previously, a study in rats showed that epoxy-crosslinked heart valves reduced lymphocyte reactions to the same extent as the GA-crosslinked control and induced a similar foreign-body response and calcification
Ritu Goyal et al.
Nanomedicine : nanotechnology, biology, and medicine, 8(2), 167-175 (2011-06-28)
Linear polyethylenimine (lPEI, 25 kDa) nanoparticles' (LPN) series was synthesized by varying percentage of cross-linking with 1,4-butanediol diglycidyl ether (BDE) and their size, surface charge, morphology, pDNA protection/release, cytotoxicity and transfection efficiency were evaluated. Synthesized nanoparticles (NPs) were spherical in
Christopher Pohl et al.
Journal of chromatography. A, 1213(1), 37-44 (2008-11-04)
We have developed a number of new anion exchange stationary phases based on synthesis of hyperbranched condensation polymers prepared in situ on surface sulfonated wide pore, low surface area ethylvinylbenzene-divinylbenzene substrate beads. These new stationary phases are synthesized by exposing
R Zeeman et al.
Biomaterials, 20(10), 921-931 (1999-06-03)
Cross-linking of dermal sheep collagen (N-DSC, T(S) = 46 degrees C, number of amine groups = 31 (n/1000)) with 1,4-butanediol diglycidyl ether (BDDGE) at pH 9.0 resulted in a material (BD90) with a high T(S)(69 degrees C), a decreased number
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