Synthesis of fluorinated acetylenes

Baum, Kurt; Bedford, Clifford D.; Hunadi, Ronald J.

doi:10.1021/jo00133a003

Cited by 81 publications

(26 citation statements)

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“…We tried the synthesis in two routes for the alkynyl alcohol 7 (as the precursor of 2). In one route, when 5 was treated with tBuOK [4,11] directly, 7 was obtained in 51% yield (Scheme 3, route A). In another route, 5 was protected by a tetrahydropyranyl group at first, and was continuously treated with t-BuOK, and was finally deprotected to give 7 in 75% overall yield (Scheme 3, routes a-c).…”

Section: Resultsmentioning

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: Resultsmentioning

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].…”

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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“…Calcd. for C 8 H 6 F 5 IO 2 : C, 26.69; H, 1.69;F,26.97,found: C,26.97;H,1.85;F,4,5,6, 1 H NMR (300 MHz, CDCl 3 ) d: 6.60 (t, J = 12.60 Hz, 1H), 4.82 (s, 2H), 2.08 (s, 3H). 19 F NMR (282 MHz, CDCl 3 ) d: À94.4 to À94.1 (m, 3F), À106.3 to À105.5 (m, 1F), À186.6 to À185.9 (m, 1F).…”

Section: General Procedures For Addition Of F-allyl Iodide To Alkynementioning

confidence: 99%

The perfluoroallylation of alkynes and transformation of the products

Liu

Wang

Qing

2005

Journal of Fluorine Chemistry

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“…For instance, ethylenation has been conducted thermally, [28][29][30][31][32] photochemically, 33 in the presence of copper salts or other metallic salts, 28,[32][33][34][35][36][37][38][39][40] and with radical initiators. [29][30][31][32][33][34][35][36][37][38][39][40][41][42][43] In this study, ethylenation was conducted according to a radical pathway, and a peroxide initiator was used (Scheme 3). In addition, ethylene-containing PVDF-Is were characterized by 19 F and 1 H NMR spectroscopy (Figures 7 and 8).…”

Section: â100 ð3þmentioning

confidence: 99%

Vinylidene fluoride telomers for piezoelectric devices

Durand¹,

Améduri²,

Takashima³

et al. 2010

Polym J

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Original telomers based on vinylidene fluoride (VDF), C n F 2n+1 (VDF) m (CH 2 CH 2 ) p I, where n¼4 or 6, m¼5-23 and p¼0 or 1, were synthesized, and the piezoelectric properties of the materials were investigated. Low-molecular-weight polyvinylidene fluorides (PVDFs) were prepared in good yields by iodine transfer polymerization of VDF. The polymerization of VDF was conducted in the presence of 1-iodoperfluoroalkanes (C 4 F 9 I or C 6 F 13 I) and bis(4-tert-butylcyclohexyl) peroxydicarbonate, which were used as a chain transfer agent and initiator, respectively. The microstructures of VDF telomers were carefully characterized by 1 H and 19 F nuclear magnetic resonance (NMR) spectroscopy to assess the average molecular weights and the percentage of CH 2 CF 2 I functionality (that ranged from 47 to 86%). X-ray diffraction patterns of these telomers indicated that PVDFs with o7 VDF units displayed the a-form. Alternatively, telomers containing a higher amount of VDF possessed both a-and b-forms. Ethylene endcapping of C n F 2n+1 (VDF) m I was also successfully achieved in high yield, and the telomeric precursors were converted quantitatively. Moreover, three VDF telomers were vaporized into films, and the piezoelectric properties of the materials were assessed. The results revealed that C 6 F 13 (VDF) 23 I and C 4 F 9 (VDF) 21 I telomer films displayed piezoelectric responses (d 33 ¼268 pC N À1 ) and high remanent polarizations (Pr¼98.2 and 93.4 mC m À2 , respectively). In addition, C 4 F 9 (VDF) 21 C 2 H 4 I exhibited interesting ferroelectric properties (Pr¼89.9 mC m À2 ).

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Synthesis of fluorinated acetylenes

Cited by 81 publications

References 0 publications

Highly fluorinated C18 fatty acids: synthesis and interfacial properties

Highly fluorinated C18 fatty acids: synthesis and interfacial properties

The perfluoroallylation of alkynes and transformation of the products

Vinylidene fluoride telomers for piezoelectric devices

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