1H,1H,2H,2H-Perfluorooctanesulfonic acid Chemical Properties

Density 

1,25 g/cm³

vapor pressure 

1.96Pa at 20℃

solubility 

Acetone: Slightly soluble,Chloroform: Slightly soluble,DMSO: Slightly soluble,Methanol: Slightly soluble

form 

A low-melting solid

pka

1.31±0.50(Predicted)

Water Solubility 

658g/L at 20℃

InChI

InChI=1S/C8H5F13O3S/c9-3(10,1-2-25(22,23)24)4(11,12)5(13,14)6(15,16)7(17,18)8(19,20)21/h1-2H2,(H,22,23,24)

InChIKey

VIONGDJUYAYOPU-UHFFFAOYSA-N

SMILES

C(S(O)(=O)=O)CC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F

EPA Substance Registry System

1-Octanesulfonic acid, 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro- (27619-97-2)

Safety Information

Hazard Codes 

C,Xi

Risk Statements 

34

Safety Statements 

26-36/37/39-45

RIDADR 

3265

Hazard Note 

Corrosive

HazardClass 

IRRITANT, CORROSIVE

HS Code 

2904990090

1H,1H,2H,2H-Perfluorooctanesulfonic acid Usage And Synthesis

Description

1H,1H,2H,2H-Perfluorooctanesulfonic acid (1H,1H,2H,2H-Perfluorooctanesulphonic acid) is an efficient fluorine-containing surfactant without perfluorooctane sulfonic acid, which has the characteristics of high temperature resistance, oxidant resistance, electrolytic stability, etc. It can reduce the concentration of chromic acid in plating workshop and inhibit the precipitation of chromic acid and chromium mist.

Chemical Properties

White to Brown Solid.

Uses

1H,1H,2H,2H-Perfluorooctanesulfonic acid is an aliphatic compound for fluorinated surfactant synthesis.

Application

1H,1H,2H,2H-Perfluorooctanesulfonic acid (1H,1H,2H,2H-Perfluorooctanesulphonic acid) can functionalize gallium nitride (GaN) to tune the optical properties, which can potentially be used in chemical sensor based applications. It can modify the surface characteristics of copper substrates that find usage in printed circuit boards as copper foils. It can also be coated on the indium tin oxide substrate, which may be utilized in organic light emitting diodes (OLEDs) and organic photovoltaics (OPVs).

General Description

1H,1H,2H,2H-Perfluorooctanesulfonic acid is a fluoroalkyl phosphonic acid that contains 8 fluorinated carbon atoms. It forms a self-assembled layer on the substrate due to the adhesion of the phosphonates. The surface adhesion is a component of the acid base linkage that is enhanced by the hydroxyl groups.

Flammability and Explosibility

Not classified

Toxicology

Toxicological studies of 1H,1H,2H,2H-Perfluorooctanesulfonic acid (6:2 FTS) induced cardiovascular abnormalities in zebrafish embryos and larvae showed that the acute toxicity of 6:2 FTS was lower than that of PFOS. 6:2 FTS could affect the development of zebrafish, including increasing the utilization of yolk sac and the length of the pharyngeal pouch, leading to pericardial edema and inhibiting beating of the heart. Then transgenic zebrafish CZ63 and CZ40 were used to further explore its cardiovascular toxicity. 6:2 FTS could induce vascular hyperplasia, inhibit atrial development, and reduce blood flow velocity in larvae at 72 hours postfertilization. In addition, 6:2 FTS enhanced CAT and GSH-Px activities, involved in calcium signalling and myocardial contraction, and affected MAPK, FoxO and p53 signalling pathways^[3].

storage

2-8°C

Environmental considerations

Regulatory efforts are underway to limit the use of some Fluorinated additive material, mainly perfluorinated compounds (PFCs), due to concerns over their environmental persistency, bioaccumulation ability, and toxicity. Among the PFCs, perfluorosulfonates (PFSAs) and perfluorocarboxylates (PFCAs) are most widely detected in human and other biological samples, including those in pristine areas such as the Arctic. The longer-chained PFCs are known to be bioaccumulative and have toxic effects on biota. For example, neuroendocrine effects and peroxisome proliferation have been shown to occur. The perfluorinated sulfonamides are neutral compounds and are consequently not as water-soluble as the acids and are more volatile. It has been suggested that they are transformed into perfluorinated sulfonates (PFSAs) and PFCAs in the atmosphere. Since the perfluorinated acids have high water solubilities and low pKa values, they are dissociated at environmentally relevant pH values. They are primarily found in water or bound to particles, sediments, and soils[1-2].

References

[1] L. Ahrens. "Determination of polyfluoroalkyl compounds in water and suspended particulate matter in the river Elbe and North Sea, Germany." Frontiers of Environmental Science & Engineering in China 3.1(2009): 152–170.
[2] RuanTing. "Trace determination of airborne polyfluorinated iodine alkanes using multisorbent thermal desorption/gas chromatography/high resolution mass spectrometry." Journal of Chromatography A 1217 26 (2010): 4439–47.
[3] LING WANG, YAWEI WANG; Early Stage Exposure of 1H,1H,2H,2H-Perfluorooctanesulfonate-Induced Cardiovascular Abnormality in Zebrafish Embryos and Larvae[J]. ACS ES&T water, 2022. DOI:10.1021/acsestwater.2c00435.

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