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795739

Sigma-Aldrich

11-Phosphonoundecyl acrylate

Synonym(s):

(11-(Acryloyloxy)undecyl)phosphonic acid

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About This Item

Empirical Formula (Hill Notation):
C14H27O5P
CAS Number:
915376-49-7
Molecular Weight:
306.33
UNSPSC Code:
12352103
PubChem Substance ID:
329768506
NACRES:
NA.23

form

powder

Quality Level

100

SMILES string

O=C(C=C)OCCCCCCCCCCCP(O)(O)=O

InChI

1S/C14H27O5P/c1-2-14(15)19-12-10-8-6-4-3-5-7-9-11-13-20(16,17)18/h2H,1,3-13H2,(H2,16,17,18)

InChI key

RLAKYYIYWIWCED-UHFFFAOYSA-N

General description

11-Phosphonoundecyl acrylate is a bifuncational ligand that forms a self-assembled monolayer (SAM) on a variety of substrates. It binds with the surface metal atoms by attaching the phosphonic acid head groups.

Application

Tuning of surface energy, wetting, and work function of metal oxides. Allows further chemistry on surface.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ9847
MKCN8551
MKCL4854
MKCH8018
MKCF3865

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12-Pentafluorophenoxydodecylphosphonic acid 99% (GC)

Sigma-Aldrich

777188

12-Pentafluorophenoxydodecylphosphonic acid

Mechanoresponsive Polymerized Liquid Metal Networks
Thrasher C, et al.
Advanced Materials, 1903864-1903864 (2019)
Carl J Thrasher et al.
Advanced materials (Deerfield Beach, Fla.), 31(40), e1903864-e1903864 (2019-08-14)
Room-temperature liquid metals, such as nontoxic gallium alloys, show enormous promise to revolutionize stretchable electronics for next-generation soft robotic, e-skin, and wearable technologies. Core-shell particles of liquid metal with surface-bound acrylate ligands are synthesized and polymerized together to create cross-linked

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