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290734

Sigma-Aldrich

Dabco® 33-LV

Synonym(s):

1,4-Diazabicyclo[2.2.2]octane solution

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About This Item

Empirical Formula (Hill Notation):
C6H12N2
CAS Number:
Molecular Weight:
112.17
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

description

33 wt. % solution of triethylenediamine in dipropylene glycol

density

1.02 g/mL

SMILES string

C1CN2CCN1CC2

InChI

1S/C6H12N2/c1-2-8-5-3-7(1)4-6-8/h1-6H2

InChI key

IMNIMPAHZVJRPE-UHFFFAOYSA-N

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General description

Dabco® 33-LV, as a tertiary amine catalyst, has various uses in polymer applications. It is widely utilized as a catalyst in the production of flexible and rigid polyurethane foams via the reaction between isocyanates and polyols. It helps control the gel time, improve foam rise, and optimize the physical properties of the final polyurethane foam. These foams are commonly used in insulation materials, automotive applications, construction, and packaging applications. Additionally, DABCO® 33-LV can form a self-assembled monolayer (SAM) on a variety of substrates, making it a useful bidentate ligand in the field of polymers.

Dabco®33-LV (Db) is a gelling catalyst and a bidentate ligand that forms a self-assembled monolayer (SAM) on a variety of substrates. It functionalizes the surface and immobilizes the surface atoms.

Application

Db can be used:


  • As a gel catalyst to promote the gel reaction in the production of flexible and rigid polyurethane foams, microcellular foams, coatings, and elastomers. It is used to accelerate the isocyanate-polyol reaction.
  • In the synthesis of anion exchange membranes (AEMs) via electrospinning, contributing to the crosslinking between the polymers and the mechanical stability of the membrane. AEMs are further used in fuel cells, water electrolysis, redox flow batteries, and electrolyzers.
  • Db can be used in the preparation of epoxy based soybean oil for the formation of polyurethane foams.

Legal Information

DABCO is a registered trademark of Air Products & Chemicals, Inc.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Thermal and mechanical behavior of flexible polyurethane-molded plastic films and water-blown foams with epoxidized soybean oil
Tu Y, et al.
Journal of Applied Polymer Science, 111(3), 1311-1317 (2009)
Water-blown rigid and flexible polyurethane foams containing epoxidized soybean oil triglycerides
Tu Y, et al.
Journal of Applied Polymer Science, 109(1), 537-544 (2008)
DABCO-Directed Self-Assembly of Bisporphyrins (DABCO= 1, 4-Diazabicyclo [2.2. 2] octane)
Ballester P, et al.
Chemistry?A European Journal , 11(7), 2196-2206 (2005)
Reinforcement of soy polyol-based rigid polyurethane foams by cellulose microfibers and nanoclays
Zhu M, et al.
Journal of Applied Polymer Science, 124(6), 4702-4710 (2012)
Julien Taesch et al.
Chemical communications (Cambridge, England), 48(42), 5118-5120 (2012-04-21)
A large covalent cage incorporating two porphyrins attached by four long and flexible polyether chains each bearing two 3-pyridyl ligands was synthesized from a DABCO-templated olefin metathesis reaction. The X-ray structure of the cage with the DABCO coordinated inside the

Articles

Based on the same working principle as the nontraceless Staudinger Ligation the auxiliary phosphine reagent can be cleaved from the product after the ligation is completed leaving a native amide bond. Thus, the total chemical synthesis of proteins and glycopeptides is enabled overcoming the limitations of native chemical ligation (NCL) of a Cys residue at the ligation juncture.

Traceless Staudinger Ligation

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