1651-41-8

Usage

Uses

Used in the Chemical Industry:
3-(Perfluorooctyl)propan-1-ol is used as a precursor in the synthesis of fluoroalkyl vinyl ethers. Its application is crucial for the preparation of these ethers through the reaction with divinyl ether and/or trivinyl ether. The resulting fluoroalkyl vinyl ethers are valuable building blocks for the development of a wide range of fluorinated polymers and materials with specific properties, such as improved thermal stability, chemical resistance, and non-stick characteristics.

Upstream product

• 38550-45-7 3-perfluoro-n-octyl-2-iodo-1-propanol 
• 507-63-1 1-iodoheptadecafluorooctane 
• 107-18-6 allyl alcohol 

Downstream Products

• 228570-07-8 toluene-4-sulfonic acid 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecyl ester 
• 512169-29-8 N-benzyloxy-2-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecyloxy)-N-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octyl)-acetamide 

Relevant academic research and scientific papers

Synthesis and antimicrobial activity of a perfluoroalkyl-containing quaternary ammonium salt

A novel perfluoroalkyl-containing quaternary ammonium salt 5 was designed and synthesized. Consequently, the antimicrobial activities of compound 5 were measured with Escherichia coli 8099 as a Gram-negative strain and Staphylococcus aureus ATCC 6538 as a

Synthesis and surface antimicrobial activity of a novel perfluorooctylated quaternary ammonium silane coupling agent

A novel perfluorooctyl-containing quaternary ammonium salt was designed and synthesized, which was applied as a surface modification agent to provide the treated cotton fabrics with antimicrobial activity and low critical surface energy.

Fluorous biphasic catalysis. 2. Synthesis of fluoroponytailed amine ligands along with fluoroponytailed carboxylate synthons, [M(C8F17(CH2)2CO2) 2] (M = Mn2+ or Co2+)

Fluorous biphasic catalysis (FBC) is a relatively new concept for homogeneous catalysis where the fluorocarbon soluble catalyst resides in a separate phase from the substrate and products. Therefore, separation of the catalyst and the products occurs by a

A convenient access to triarylphosphines with fluorous phase affinity

Perfluorocarbon-soluble triarylphosphines with electronic properties similar to those of tris(p-methoxyphenyl)phosphine can be easily prepared through O-alkylation of tris(p-hydroxyphenyl)phosphine oxide and subsequent reduction with trichlorosilane.

Synthesis of 3-perfluoroalkyl-propyl esters of L-(+)-tartaric acid

A convenient and effective method for the preparation of perfluoroalkyl-propanols (F-(CF2)n-(CH2)3-OH, n = 6,8,10) via boric acid esters is described. The radical addition of F-alkyl iodides to the C=C double bonds of triallyl borate is followed by the reduction step using tributylstannane hydride under one-pot conditions. Finally, the mild aqueous deprotection of the alcoholic function completes the reaction with an overall yield of 75-79%. The fluorophilicity (f) values of these and some other fluoroalcohols, which describe their phase preference, were determined by gas chromatography. F-alkyl-propanols are useful synthetic precursors of fluorinated esters of L-tartaric acid - potential chelating agents in fluorous biphase transformations.

Syntheses of fluorous propenes from 3-perfluoroalkyl-2-iodo-1-propanols

3-(Perfluoroalkyl)-1-propenes are obtained in excellent yields up to 100-g quantities by deiodination-dehydroxylation reactions of the easily accessible 2-iodo-3-(perfluoroalkyl)-propanols with red phosphorus and catalytic amounts of iodine or with an SnCl2/POCl3 reagent pair in pyridine (fluorous Cornforth reaction). Both methods afford fluorous propenes in high GC purity, the former one has high atom-economy and proceeds safely if the fluorous iodohydrin precursors are added in increments; for the solid ones using a 'hot-melt' dropping funnel. The title fluorous propenes are effectively isolated by co-distillation with pyridine.

Self-assembled monolayers on gold generated from terminally perfluorinated alkanethiols bearing propyl vs. ethyl hydrocarbon spacers

This paper examines the structural and interfacial properties of terminally perfluorinated self-assembled monolayers (FSAMs) on gold generated from the adsorption of a new series of terminally perfluorinated propanethiols F(CF2)n(CH2)3SH, where n = 8, 10, and 12. Analysis of these FSAMs by ellipsometry and X-ray photoelectron spectroscopy (XPS) confirmed the formation of the monolayer films. The contact angles of water and n-hexadecane on these FSAMs indicated a high degree of hydrophobicity and oleophobicity. Polarization modulation infrared reflection-adsorption spectroscopy (PM-IRRAS) analysis of the films revealed that the fluorinated chains are oriented largely perpendicular to the gold surface. In addition, the FSAMs formed from the new adsorbates were compared to known FSAMs derived from F(CF2)n(CH2)2SH, where n = 8, 10, and 12, to examine the influence of the number of CH2 groups in the short alkyl spacer upon the conformational order and packing structure of the films. Analysis of the XPS spectra for the normalized peak intensity of the F 1s and S 2p binding energies for both types of films suggest a slight increase in packing density for the chains having the propyl vs. the ethyl hydrocarbon spacer. This conclusion is consistent with the observed decrease in the wetting behavior of hexadecane on the FSAMs formed from the new adsorbates. However, the preponderance of the data indicates that these two series of partially fluorinated alkanethiols form films with highly similar structure/packing characteristics with no discernible "odd-even" effect between the two series.

Mesophase structure of low-wetting liquid crystalline polyacrylates with new perfluoroalkyl benzoate side groups

The synthesis, thermal behavior, bulk microstructure, and wettability of new polyacrylates carrying spaced 4-perfluorohexylpropyl benzoate and 4-perfluorooctylpropyl benzoate units in the side groups were Investigated. X-ray diffraction analysis proved the formation of different smectic mesophases (SmI2, SmF2, and SmC2) and the evolution of their structures and lattice parameters with temperature. The mesophase polymorphic behavior depended on the length of the perfluorinated chain segment in the repeat unit. The electron density profiles along the smectic layer normal were drawn and provided a deeper insight into the packing of the side chains in a tilted, double layer structure. Thin polymer films were cast from solution, and their low wettability was established by measurements of contact angles with different probing liquids. We suggest that the hydrophobicity and lipophobicity of the films are enhanced by the mesophase surface structure which is mediated by the high-order, mesophase bulk structure.

Br?nsted acidic imidazolium salts containing perfluoroalkyl tails catalyzed one-pot synthesis of 1,8-dioxo-decahydroacridines in water

One-pot three-component synthesis of 1,8-dioxo-9,10-diaryl-decahydroacridines in water was efficiently realized in the presence of the Br?nsted acidic imidazolium salts containing perfluoroalkyl tails in good yields. The method provided several advantages such as low catalyst loading; recycle of the catalyst and simple work procedure.

Towards oligosaccharide library synthesis by fluorous mixture method

The synthesis of an oligosaccharide library by a fluorous tag method is reported here. Several acceptors and donors were mixed and glycosylated. The reaction mixture was purified by chromatography over fluorous HPLC to provide disaccharides in order of increasing fluorine content of the tag. This method could be applied to oligosaccharide libraries consisting of two sets of structural isomers.