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745855

Sigma-Aldrich

12-Mercaptododecylphosphonic acid

95%

Sinónimos:

P-(12-Mercaptododecyl)phosphonic acid

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About This Item

Fórmula empírica (notación de Hill):
C12H27O3PS
Número de CAS:
159239-33-5
Peso molecular:
282.38
MDL number:
MFCD11046116
UNSPSC Code:
12352103
PubChem Substance ID:
329765016
NACRES:
NA.23

assay

95%

form

powder

mp

92-96 °C

storage temp.

2-8°C

SMILES string

OP(O)(CCCCCCCCCCCCS)=O

InChI

1S/C12H27O3PS/c13-16(14,15)11-9-7-5-3-1-2-4-6-8-10-12-17/h17H,1-12H2,(H2,13,14,15)

InChI key

PVIUMTORLYKRJT-UHFFFAOYSA-N

General description

12-Mercaptododecylphosphonic acid (MDPA) is an organophosphonic acid that forms a self-assembled monolayer (SAM). The phosphonic groups tend to react with the metal surfaces that allow the formation of metal-oxygen-phosphonate (M-O-P) bonds that facilitate the surface with mechanical and chemical stability.

Application

MDPA based SAM can be coated on TiO2 for potential applications in the extraction of heavy metals. It can also be used in surface modification of a graphene oxide (GO) based active material for the fabrication of a organic field effect transistor (OFET).
Organophosphonic acid self-assembled monolayers (SAMs) for nanoelectronics; solid-state lighting; energy generation and nanocomposites. A mercaptoalkylphosphonate monolayer used to bind gold nanoparticles.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

Certificados de análisis (COA)

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Sigma-Aldrich

Sigma-Aldrich

SIK7701-10

12-Aminododecylphosphonic acid hydrochloride salt

Peter J O'Brien et al.
Nature materials, 12(2), 118-122 (2012-11-20)
Manipulating interfacial thermal transport is important for many technologies including nanoelectronics, solid-state lighting, energy generation and nanocomposites. Here, we demonstrate the use of a strongly bonding organic nanomolecular monolayer (NML) at model metal/dielectric interfaces to obtain up to a fourfold
Self-Assembled Monolayers of 12-Mercaptododecylphosphonic Acid on Titania Particles; Application to the Extraction of Heavy Metals
Antherieu S, et al.
MRS Online Proceedings Library, 847(1), 141-149 (2004)
Driving forces for the self-assembly of graphene oxide on organic monolayers
Kirschner J, et al.
Nanoscale, 6(19), 11344-11350 (2014)
Phosphonate monolayers functionalized by silver thiolate species as antibacterial nanocoatings on titanium and stainless steel
Amalric J, et al.
Journal of Materials Chemistry, 19(1), 141-149 (2009)
Randall M Stoltenberg et al.
Langmuir : the ACS journal of surfaces and colloids, 27(1), 445-451 (2010-12-08)
Developing orthogonal surface chemistry techniques that perform at the nanoscale is key to achieving precise control over molecular patterning on surfaces. We report the formation and selective functionalization of alumina nanoparticle arrays generated from block copolymer templates. This new material
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