Synthesis of a highly fluorinated fatty acid analog

Buchanan, G. W.; Smits, Rufus; Munteanu, Elena

doi:10.1016/s0022-1139(02)00254-3

Cited by 8 publications

(4 citation statements)

References 7 publications

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“…After filtration and evaporation of the solvent, the residue was recrystallized in n-hexane at À20 8C to give (Z) -11,11,12,12,13,13,14,14,15,15,16,16, 17,17,18,18,18- 3.2.7. 11,11,12,12,13,13,14,14,15,15,16,16,17,17,18,18,18-Heptadecafluorooctadec-9-yn-1-ol (7) …”

Section: (Z)mentioning

confidence: 99%

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Highly fluorinated C18 fatty acids: synthesis and interfacial properties

Takai

Takagi

Baba

et al. 2004

Journal of Fluorine Chemistry

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Section: (Z)mentioning

confidence: 99%

“…The synthesis and characterization of a variety of fluorinated fatty acids have been described by many authors [4][5][6][7][8][9]. So far, only Buchanan et al have studied the synthesis of oleic acid containing perfluorohexyl group [7,9]. They reported synthesis and assignment by 19 F NMR spectrum of the compound [9].…”

Section: Introductionmentioning

confidence: 99%

Highly fluorinated C18 fatty acids: synthesis and interfacial properties

Takai

Takagi

Baba

et al. 2004

Journal of Fluorine Chemistry

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“…First, a quaternary phosphonium salt, (3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10 heptadecafluorodecyl) triphenylphosphonium iodide (17F−PI) was prepared by reacting equimolar amounts of 17F and triphenylphosphine in xylene under nitrogen atmosphere. 45 After refluxing for 24 h, the mixture was allowed to cool to room temperature. As a result, a crystalline salt was precipitated.…”

Section: Acs Sustainable Chemistry and Engineeringmentioning

confidence: 99%

Isosorbide Diallyl Based Antibacterial Thiol–Ene Photocured Coatings Containing Polymerizable Fluorous Quaternary Phosphonium Salt

Çakmakçı

Şen

Kahraman

2019

ACS Sustainable Chem. Eng.

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The preparation of multifunctional, smart, and environmentally friendly coating materials is an innovative way to answer the needs in both today’s and future technologies of coatings. In this work, antibacterial and environmentally friendly photocured coatings were prepared via a thiol–ene photopolymerization technique. First, with the aim to reduce the carbon footprint of the petroleum-based monomers, a greener alternative, isosorbide diallyl ether (IDE), was synthesized. Then a polymerizable fluorinated quaternary phosphonium salt (PFQPS) was synthesized to render the coatings antibacterial. PFQPS was added in different amounts (1%, 3%, 5%, and 10%) to the IDE-based thiol–ene-based formulations, and its effect on the thermal, mechanical, and optical properties were investigated. The prepared coatings exhibited exceptional antibacterial activity against E. coli and S. aureus. When the concentration of the PFQPS was 10%, the zone inhibition diameters were found as 82 ± 5 and 18 ± 1.9 for E. coli and S. aureus, respectively.

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“…Current initiatives in this laboratory have been directed towards the synthesis of highly fluorinated fatty acids [1,2] and their polyesters with sucrose [3] which are of potential application in the preparation of novel biocompatible delivery systems for dissolved hyperpolarized xenon to be used in functional 129 Xe magnetic resonance imaging (MRI) [4]. The highly fluorinated sucrose polyesters have been chosen for study since it is known [5] that the human lipase enzyme cannot metabolize sucrose polyesters in which more than five of the eight OH groups have been esterified with long chain fatty acids and hence these materials pass unmetabolized through the human gastrointestinal tract.…”

Section: Introductionmentioning

confidence: 99%