129794-54-3

Usage

Uses

Used in Coatings Industry:
6-(Perfluorooctyl)hexanol is used as a surfactant and emulsifier in the production of fluoropolymer-based surface coatings, enhancing their water and oil repellency, which is crucial for creating durable and protective coatings.
Used in Adhesives and Sealants Industry:
In the adhesives and sealants industry, 6-(Perfluorooctyl)hexanol serves as a surfactant and emulsifier, improving the performance of these products by providing better adhesion and sealing properties, particularly in challenging environments where water and oil resistance are required.
Used in Electronics and Optical Products Manufacturing:
6-(Perfluorooctyl)hexanol is utilized as a wetting agent and leveling agent in the manufacturing of electronic and optical products. Its ability to reduce surface tension aids in the even distribution of materials during the manufacturing process, leading to improved product quality and performance.
Used in Firefighting Foam Production:
6-(Perfluorooctyl)hexanol is used in the production of firefighting foams, where its surfactant properties help to create stable foams that can effectively smother fires, particularly in situations involving flammable liquids that are difficult to extinguish with water alone.
While the provided materials do not specify additional industries or applications, the versatility of 6-(Perfluorooctyl)hexanol in its described uses suggests potential for further applications in industries where high chemical stability, low surface tension, and surfactant or emulsifying properties are advantageous.

InChI:InChI=1/C14H13F17O/c15-7(16,5-3-1-2-4-6-32)8(17,18)9(19,20)10(21,22)11(23,24)12(25,26)13(27,28)14(29,30)31/h32H,1-6H2

Upstream product

• 821-41-0 5-Hexen-1-ol 
• 507-63-1 1-iodoheptadecafluorooctane 
• 34723-82-5 2-(bromomethyl)tetrahydro-2H-pyran 

Relevant academic research and scientific papers

Synthese d'acides ω perfluoroalkylalcanoiques et d'ω perfluoroalkylalcanols

The simple and effective syntheses of acids and alcohols of general formula CnF2n+1(CH2)mY (Y=CO2H, CH2OH; n=6,8 and m=4,5) have been described.

Adsorption of gemini surfactants with partially fluorinated chains at three different surfaces: Neutron reflectometry results

The adsorption of six symmetrical cationic (dimethylammonium bromide) gemini surfactants with four different partially fluorinated chains at three different surfaces-the air/water, the hydrophilic silica/water, and the hydrophobic (octadecyltricholorosilane (OTS))/water-has been investigated by neutron reflectometry. The corresponding single chain trimethylammonium bromides have also been studied at the two solid surfaces. Four of the geminis with a C6 spacer and chains with differing amounts of fluorocarbon have identical limiting areas per molecule at the air/water interface (106 ± 5 A2). This is similar to the value for the corresponding hydrocarbon gemini with a C6 spacer and C12 side chains, but unlike the hydrocarbon gemini, it is significantly more than twice the area per molecule of the corresponding single chain cationic. In adsorbed aggregates on hydrophilic silica the area per molecule decreases from the air/water value by an average of about 25%, indicating a substantial improvement in the packing of these geminis in the aggregate, which can be attributed to the stronger interaction between the hydrophobic chains in the interior of the aggregates. On the hydrophobic OTS surface the area per molecule in the adsorbed monolayer for three partially fluorinated geminis decreased by about 15% from the air/water value, again indicating much more favorable packing next to the hydrophobic OTS, but for one of the geminis, fC8C6-C6-C 6fC8, the change in area was reversed. This reversal is accompanied by a marked thinning of the layer, which is attributed to a shift in the balance between the interactions of the hydrocarbon spacer and fluorocarbon chain fragments and the OTS surface.

Lamellar Liquid Crystals of In-Plane Lying Rod-Like Mesogens with Designer Side-Chains: The Case of Sliding versus Locked Layers

The dimensionality of self-assembled nanostructures plays an essential role for their properties and applications. Herein, an understanding of the transition from weakly to strongly coupled layers in soft matter systems is provided involving in-plane organized π-conjugated rods. For this purpose, bolaamphiphilic triblock molecules consisting of a rigid biphenyl core, polar glycerol groups at the ends, and a branched (swallow-tail) or linear alkyl or semiperfluoroalkyl chain in lateral position have been synthesized and investigated. Besides weakly coupled lamellar isotropic (LamIso), lamellar nematic (LamN) and sliding lamellar smectic phases (LamSm), a sequence of three distinct types of strongly coupled (correlated) lamellar smectic phases with either centered (c2mm) or non-centered rectangular (p2mm) lattice and an intermediate oblique lattices (p2) were observed depending on chain length, chain branching and degree of chain fluorination. This new sequence is explained by the strengthening of the layer coupling and the competition between energetic packing constraints and the entropic contribution of either longitudinal or tangential fluctuations. This example of directed side chain engineering of small generic model compounds provides general clues for morphological design of two-dimensional and three-dimensionally coupled lamellar systems involving larger π-conjugated molecular rods and molecular or supramolecular polymers, being of actual interest in organic electronics and nanotechnology.

Synthesis of Nontoxic Fluorous Sphingolipids as Molecular Probes of Exogenous Metabolic Studies for Rapid Enrichment by Fluorous Solid Phase Extraction

Fluorous solid-phase extraction (FSPE) is a useful technique for efficient selective enrichment of fluorous compounds from nonfluorous molecules. Sphingolipids and their metabolites, which are ubiquitous building blocks of eukaryotic and prokaryotic cell membranes, play crucial roles, for example, as signaling molecules. However, details of the functions and metabolic mechanisms of exogenous sphingolipids have remained unknown compared with those of their endogenous analogs. To better understand these unknown roles, chemical probes with appropriate biological and physicochemical properties are needed. In this study, we designed and synthesized new fluorous sphingolipids to reveal these roles. Furthermore, we confirmed that they could be efficiently and rapidly separated from normal sphingolipids by FSPE, and that they hardly showed any cytotoxic activity, similarly to normal sphingolipids at the same dose. We also showed that these fluorinated ceramides could act as metabolic substrates for sphingomyelin synthase 2 (SMS2). This demonstrates their potential for further biological studies.

Engaging unactivated alkyl, alkenyl and aryl iodides in visible-light-mediated free radical reactions

Radical reactions are a powerful class of chemical transformations. However, the formation of radical species to initiate these reactions has often required the use of stoichiometric amounts of toxic reagents, such as tributyltin hydride. Recently, the use of visible-light-mediated photoredox catalysis to generate radical species has become popular, but the scope of these radical precursors has been limited. Here, we describe the identification of reaction conditions under which photocatalysts such as fac-Ir(ppy) 3 can be utilized to form radicals from unactivated alkyl, alkenyl and aryl iodides. The generated radicals undergo reduction via hydrogen atom abstraction or reductive cyclization. The reaction protocol utilizes only inexpensive reagents, occurs under mild reaction conditions, and shows exceptional functional group tolerance. Reaction efficiency is maintained upon scale-up and decreased catalyst loading, and the reaction time can be significantly shortened when the reaction is performed in a flow reactor.

Electron transfer initiated free radical additions of perfluoroalkyl iodides and diiodides to alkenes

Perfluoroalkyl iodides were added in very good yields to 1,2-dialkyl substituted double bonds of e.g. petroselinic acid initiated by lead/copper(II) acetate in methanol and by copper without solvent, respectively. Using the new initiator system lead/copper(II) acetate, we also obtained good yields in the additions of perfluoroalkyl iodides to allyl alcohol and co-unsaturated alcohols and of perfluoroalkyl 1,ω-diiodides to methyl 10-undecenoate. VCH Verlagsgesellschaft mbH, 1996.