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220892

Sigma-Aldrich

1,4-Butanediol diglycidyl ether

≥95%

Synonym(s):

1,4-Bis(2,3-epoxypropyloxy)butane

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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:
24853198
NACRES:
NA.23

vapor pressure

~10 mmHg ( 20 °C)

Assay

≥95%

form

liquid

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 viscous liquid , which is hygroscopic in nature. BDDE is the most commonly used homobifunctional epoxide compound. BDDE may react with amines, hydroxyls, sulfhydryl groups to produce secondary amines, ether or thioether bonds respectively.

Application

BDDE is a cross linking agent used
  • for preparing amylose, xylan and hydroxyethyl-cellulose
  • to cross link polyethylenimine which also serves as a hole-blocking layer in organic solar cells
  • to cross link hyaluronic acid into hydrogels
  • for the activation of soluble dextran polymers.
  • Amine or hydroxyl containing bis-epoxy supports are reacted with BDDE to form particles containing terminal epoxide group for immobilization reactions.

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)

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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Yasemin Udum et al.
Organic electronics, 15(5), 997-1001 (2014-05-13)
We have developed a hole-blocking layer for bulk-heterojunction solar cells based on cross-linked polyethylenimine (PEI). We tested five different ether-based cross-linkers and found that all of them give comparable solar cell efficiencies. The initial idea that a cross-linked layer is
Wei-Yao Chen et al.
Materials (Basel, Switzerland), 14(16) (2021-08-28)
(1) Background: Obesity is one of the most widespread chronic diseases and increases the risk of several other chronic diseases, especially type 2 diabetes. (2) Methods: Endobarrier is a new medical device what is worn in the small intestines for
Lennart Kenne et al.
Carbohydrate polymers, 91(1), 410-418 (2012-10-10)
Definitions and methods for the quantification of degree of modification and cross-linking in cross-linked hyaluronic acid (HA) hydrogels are outlined. A novel method is presented in which the HA hydrogel is degraded by the enzyme chondroitinase AC and the digest
M M Diogo et al.
Journal of chromatography. A, 849(2), 413-419 (1999-08-24)
The fractionation of Chromobacterium viscosum lipase was performed using a polypropylene glycol-Sepharose gel. The influence of mobile phase composition on the adsorption of lipase on the gel was studied and it was found that the retention of lipase depends on
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
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