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Sigma-Aldrich

Butyl vinyl ether

contains 0.01% potassium hydroxide as stabilizer, 98%

Synonym(s):

(Butyloxy)ethylene, Vinyl butyl ether

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About This Item

Linear Formula:
CH3(CH2)3OCH=CH2
CAS Number:
111-34-2
Molecular Weight:
100.16
Beilstein/REAXYS Number:
1560217
EC Number:
203-860-7
MDL number:
MFCD00009454
UNSPSC Code:
12162002
PubChem Substance ID:
24846976
NACRES:
NA.23

vapor density

3.5 (vs air)

vapor pressure

42 mmHg ( 20 °C)

assay

98%

autoignition temp.

437 °F

contains

0.01% potassium hydroxide as stabilizer

refractive index

n20/D 1.400 (lit.)

bp

94 °C (lit.)

mp

−92 °C (lit.)

density

0.774 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CCCCOC=C

InChI

1S/C6H12O/c1-3-5-6-7-4-2/h4H,2-3,5-6H2,1H3

InChI key

UZKWTJUDCOPSNM-UHFFFAOYSA-N

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General description

Butyl vinyl ether (BVE) is a vinyl ether monomer that is commonly used as a reactive diluent in the radiation-curing process of hybrid polymer coatings for paints, inks, and adhesives. This is due to its high reactivity, which is attributed to the presence of its vinyl group. The reactivity of BVE allows for the polymerization and copolymerization with other monomers. It can also act as a co-monomer when combined with olefins, siloxanediols, and diisocyanates. Furthermore, it can be used to produce homopolymers suitable for applications such as adhesives, paints, lubricants, and elastomers.

Application

Butyl vinyl ether can be used as a monomer:
  • In the synthesis of statistical copolymers through metallocene-mediated cationic polymerization. These statistical copolymers find applications in various fields which include adhesives, surface coatings, lubricants, greases, elastomers, melting compounds, fibers, and films.
  • In the synthesis of poly(vinyl ether) plastics for specific applications in the optical industry. poly(vinyl ether) plastics can be utilized in the production of high-quality optical lenses for various applications, such as eyeglasses, camera lenses, and telescopes.
  • In the synthesis of poly (butyl vinyl ether) adhesives for direct ink writing (DIW) 3D printing. The BVE-based adhesives exhibit viscoelastic properties, rheological properties, and printability which are advantageous for the additive build-up of extruded layers in DIW.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Flam. Liq. 2 - Skin Irrit. 2 - Skin Sens. 1

supp_hazards

EUH019

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

10.4 °F - closed cup

flash_point_c

-12 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Shifang Liu et al.
The Journal of organic chemistry, 71(19), 7467-7470 (2006-09-09)
meso-2,4-Bis(diphenylphosphino)pentane (mBDPP) has proved to be an effective regiocontrolling ligand for palladium-catalyzed internal arylation by aryl bromides of electron-rich olefins in a common solvent DMSO with no need for any halide scavengers. The arylation of the benchmark electron-rich olefin butyl
M Isobe et al.
The Journal of toxicological sciences, 20(2), 161-164 (1995-05-01)
4-Nitrophenyl vinyl ether (NPVE) and phenyl vinyl ether (PVE) administered i.p. in mice lowered hepatic non-protein sulfhydryl (NP-SH) content, but did not elevate the serum glutamate pyruvate transaminase (GPT) activity. n-Butyl vinyl ether (BVE) showed no significant effects either on
Stavros Zouganelis et al.
Polymers, 11(9) (2019-09-19)
The cationic statistical copolymerization of n-butyl (be) and 2-chloroethyl vinyl ether (CEVE), is efficiently conducted using bis(η5-cyclopentadienyl)dimethyl zirconium (Cp2ZrMe2) in combination with tetrakis(pentafluorophenyl)borate dimethylanilinum salt [B(C6F5)4]-[Me2NHPh]+, as an initiation system. The reactivity ratios are calculated using both linear graphical and

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