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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

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

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

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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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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