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125377

Sigma-Aldrich

3-(Triethoxysilyl)propionitrile

97%

Synonym(s):

(2-Cyanoethyl)triethoxysilane

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About This Item

Linear Formula:
(C2H5O)3SiCH2CH2CN
CAS Number:
Molecular Weight:
217.34
Beilstein:
1776392
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

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Quality Level

Assay

97%

form

liquid

refractive index

n20/D 1.414 (lit.)

bp

224 °C (lit.)

density

0.979 g/mL at 25 °C (lit.)

SMILES string

CCO[Si](CCC#N)(OCC)OCC

InChI

1S/C9H19NO3Si/c1-4-11-14(12-5-2,13-6-3)9-7-8-10/h4-7,9H2,1-3H3

InChI key

GBQYMXVQHATSCC-UHFFFAOYSA-N

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General description

3-(Triethoxysilyl)propionitrile (TESPN) is an organosilyl sol gel that can be used as a silane based coupling agent to improve the adhesion between metal-polymeric composite. It is non-toxic and cost efficient which makes it a suitable alternative to the existing chromate treatment of metals. It can be used in surface modification of silica based surfaces.[1][2][3]

Application

3-(Triethoxysilyl)propionitrile (TESPN) may be coated on quartz and aluminum by the sol-gel process.[4]
TESPN can functionalize silica nanoparticles for the fabrication of solid state electrolyte based dye sensitized solar cells (DSSCs) and for the development of PVDf based ultrafiltration membranes for antifouling applications.[5][6] It can also be used in the synthesis of SBA-15 for the formation of mesoporous silica for drug delivery applications.[7]

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

158.9 °F - closed cup

Flash Point(C)

70.5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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    Towards establishing structure-activity relationships for mesoporous silica in drug delivery applications
    Rosenholm JM and Linden M
    Journal of Controlled Release : Official Journal of the Controlled Release Society, 128(2), 157-164 (2008)
    Swelling-Agent-Free Synthesis of Siliceous and Functional Mesocellular Foam-Like Mesophases by Using a Carboxy-Terminated Triblock Copolymer
    Hsu Y, et al.
    Advances in Functional Materials, 18(12), 1799-1808 (2008)
    Trialkoxysilane grafting onto nanoparticles for the preparation of clear coat polyacrylate systems with excellent scratch performance
    Bauer, Frank, et al.
    Progress in Organic Coatings, 47(2), 147-153 (2003)
    Stacey L Dean et al.
    Langmuir : the ACS journal of surfaces and colloids, 26(18), 14861-14870 (2010-08-19)
    Organically modified silica coatings were prepared on metal nanowires using a variety of silicon alkoxides with different functional groups (i.e., carboxyl groups, polyethylene oxide, cyano, dihydroimidazole, and hexyl linkers). Organically modified silicas were deposited onto the surface of 6-μm-long, ∼300-nm-wide
    A highly stable and efficient magnetically recoverable and reusable Pd nanocatalyst in aqueous media heterogeneously catalysed Suzuki C-C cross-coupling reactions
    Abbas Khakiani B, et al.
    Applied Organometallic Chemistry, 29(5), 259-265 (2015)

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