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685437

Sigma-Aldrich

(12-Phosphonododecyl)phosphonic acid

97%

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About This Item

Empirical Formula (Hill Notation):
C12H28O6P2
CAS Number:
7450-59-1
Molecular Weight:
330.29
MDL number:
MFCD09836227
UNSPSC Code:
12352103
PubChem Substance ID:
329760968
NACRES:
NA.23

Assay

97%

form

solid

mp

181-187 °C

SMILES string

OP(O)(=O)CCCCCCCCCCCCP(O)(O)=O

InChI

1S/C12H28O6P2/c13-19(14,15)11-9-7-5-3-1-2-4-6-8-10-12-20(16,17)18/h1-12H2,(H2,13,14,15)(H2,16,17,18)

InChI key

BEPFDRNIALBIKQ-UHFFFAOYSA-N

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General description

(12-Phosphonododecyl)phosphonic acid (PDDPA) is a phosphonic acid derivate that forms a self-assembled monolayer (SAM) on a variety of nanoparticle surfaces. The phosphonate groups interact with the hydroxyl groups of the nanoparticles to form stable interfacial linkages.

Application

PDDPA can be used to functionalize zinc nanoparticles which may be used to modify the work function for solar cell (SC) based applications. It can also modify the surface of titanium by fabricating biomimetic calcium-phosphate layers which can be used in the surface treatment of dental implants.
SAMs on metal oxide surfaces. Preparation of organophosphonate multilayers on silicon and gold surfaces.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

685437-BULK:
685437-1G:
685437-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
0000290278
0000247557
0000243853
0000201085
09830DH

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Journal of the American Chemical Society, 295-301 (1994)
Structure and order of phosphonic acid-based self-assembled monolayers on Si (100).
Dubey M, et al.
Langmuir, 26(18), 14747-14754 (2010)
Study of polymorphism using patterned self-assembled monolayers approach on metal substrates.
Qui?ones R, et al.
Applied Surface Science, 427(18), 97-105 (2018)
Effect of the terminal group of phosphonate self-assembled films formed on Ti surfaces on the biomimetic layer formation and cell adhesion.
Sanchez-Trevi?o AY, et al.
Applied Surface Science, 362, 304-314 (2016)
The Journal of Physical Chemistry, 2597-2601 (1988)
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