Synthesis and Surface Activity Study of a Novel Branched Fluorinated Anion Surfactant with CF3CF2CF2C(CF3)(2) Group

A novel branched fluorinated anion surfactant 4-(3,3,4,4,5,5,5-heptafluoro-2,2-bis-tri-fluoromethyl-pentyl)benzene lithium phosphonate was successfully synthesized via a four-step route using perfluoro-2-methyl-2-pentene as starting material. The surface activity was investigated. The result showed...

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Published inChinese journal of chemistry Vol. 32; no. 10; pp. 995 - 998
Main Authors Sha, Min, Pan, Renming, Zhan, Lewu, Xing, Ping, Jiang, Biao
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 01.10.2014
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Abstract A novel branched fluorinated anion surfactant 4-(3,3,4,4,5,5,5-heptafluoro-2,2-bis-tri-fluoromethyl-pentyl)benzene lithium phosphonate was successfully synthesized via a four-step route using perfluoro-2-methyl-2-pentene as starting material. The surface activity was investigated. The result showed that the cmc value of the surfactant in water is about 1.5x10(-2) mol/L at 298 K and the surface tension of the aqueous solution is 19.2 mN/m at the cmc.
AbstractList A novel branched fluorinated anion surfactant 4-(3,3,4,4,5,5,5-heptafluoro-2,2-bis-tri-fluoromethyl-pentyl)benzene lithium phosphonate was successfully synthesized via a four-step route using perfluoro-2-methyl-2-pentene as starting material. The surface activity was investigated. The result showed that the cmc value of the surfactant in water is about 1.5x10(-2) mol/L at 298 K and the surface tension of the aqueous solution is 19.2 mN/m at the cmc.
Author Jiang, Biao
Xing, Ping
Pan, Renming
Sha, Min
Zhan, Lewu
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Cites_doi 10.1016/j.jfluchem.2008.12.001
10.1016/j.jfluchem.2005.06.005
10.1002/pola.21937
10.1016/j.jcis.2008.12.038
10.1016/j.jfluchem.2012.03.011
10.1016/j.jfluchem.2009.09.012
10.1016/j.jfluchem.2009.08.002
10.1021/es052580b
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Keywords BIOMEDICAL USES
AGENTS
branched fluorinated anion surfactant
PFOA
surface tension
PFOS
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References Liu, Z. M. (000343871100009.17) 2005; 22
Lu, CQ (WOS:000274277000003) 2010; 131
PRESCHER, D (WOS:A1985ADQ7800002) 1985; 13
HASZELDINE, RN (WOS:A1951UA44700005) 1951; 167
Qisheng, Z. (000343871100009.22) 2000; 65
HUTCHINSON, J (WOS:A1974S936700003) 1974; 76
Ikeda, I. (000343871100009.10) 1987; 24
Caillier, L (WOS:000263490000028) 2009; 332
Zheng, S. C. (000343871100009.26) 2012; 19
Emeleus, H. J. (000343871100009.5) 1949
Song, AX (WOS:000232818200001) 2005; 126
Krafft, MP (WOS:000244979400001) 2007; 45
DMOWSKI, W (WOS:A1990DJ26400008) 1990; 48
Yang Baiqin (CSCD:4997545) 2013; 25
Qi, H. (000343871100009.21) 2012
Xu, J. H. (000343871100009.24) 2007
Key, BD (WOS:A1997XU11800028) 1997; 31
Kovarova, J (WOS:000261553200001) 2008; 29
Murphy, PM (WOS:000304691300001) 2012; 138
(000343871100009.1) 1991
DRAKESMITH, FG (WOS:A1979HU13000004) 1979; 9
Houde, M (WOS:000237921200012) 2006; 40
GRAMSTAD, T (WOS:A1957WK66600050) 1957
Kaplanek, R (WOS:000264650500004) 2009; 130
Key, BD (WOS:000075130500033) 1998; 32
Kostov, G (WOS:000273133000019) 2009; 130
References_xml – volume: 130
  start-page: 308
  year: 2009
  ident: WOS:000264650500004
  article-title: Novel perfluoroalkylated oligo(oxyethylene) methyl ethers with high hemocompatibility and excellent co-emulsifying properties for potential biomedical uses
  publication-title: JOURNAL OF FLUORINE CHEMISTRY
  doi: 10.1016/j.jfluchem.2008.12.001
  contributor:
    fullname: Kaplanek, R
– start-page: 2856
  year: 1949
  ident: 000343871100009.5
  publication-title: J. Chem. Soc.
  contributor:
    fullname: Emeleus, H. J.
– volume: 76
  start-page: 158
  year: 1974
  ident: WOS:A1974S936700003
  article-title: CHEMISTRY AND PROPERTIES OF A NEW RANGE OF FLUOROCHEMICAL SURFACE-ACTIVE AGENTS
  publication-title: FETTE SEIFEN ANSTRICHMITTEL
  contributor:
    fullname: HUTCHINSON, J
– volume: 48
  start-page: 77
  year: 1990
  ident: WOS:A1990DJ26400008
  article-title: SYNTHETIC UTILITY OF 3-(PERFLUORO-1,1-DIMETHYLBUTYL)-1-PROPENE .3. SYNTHESIS AND PROPERTIES OF (PERFLUORO-1,1-DIMETHYLBUTYL) ACETIC AND PROPIONIC ACIDS AND THEIR SALTS
  publication-title: JOURNAL OF FLUORINE CHEMISTRY
  contributor:
    fullname: DMOWSKI, W
– volume: 22
  start-page: 53
  year: 2005
  ident: 000343871100009.17
  publication-title: Fine Chem.
  contributor:
    fullname: Liu, Z. M.
– volume: 126
  start-page: 1266
  year: 2005
  ident: WOS:000232818200001
  article-title: Functions of fluorosurfactants 1: Surface activities-improved and vesicle formation of the short-tailed chain sulfonate salt mixed with a fluorosurfactant
  publication-title: JOURNAL OF FLUORINE CHEMISTRY
  doi: 10.1016/j.jfluchem.2005.06.005
  contributor:
    fullname: Song, AX
– volume: 45
  start-page: 1185
  year: 2007
  ident: WOS:000244979400001
  article-title: Perfluorocarbons: Life sciences and biomedical uses - Dedicated to the memory of Professor Guy Ourisson, a true RENAISSANCE man.
  publication-title: JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY
  doi: 10.1002/pola.21937
  contributor:
    fullname: Krafft, MP
– start-page: 18
  year: 2012
  ident: 000343871100009.21
  publication-title: Organo-Fluorine Ind.
  contributor:
    fullname: Qi, H.
– volume: 29
  start-page: 599
  year: 2008
  ident: WOS:000261553200001
  article-title: Perfluorinated compounds: occurrence and risk profile
  publication-title: NEUROENDOCRINOLOGY LETTERS
  contributor:
    fullname: Kovarova, J
– volume: 332
  start-page: 201
  year: 2009
  ident: WOS:000263490000028
  article-title: Polymerizable semi-fluorinated gemini surfactants designed for antimicrobial materials
  publication-title: JOURNAL OF COLLOID AND INTERFACE SCIENCE
  doi: 10.1016/j.jcis.2008.12.038
  contributor:
    fullname: Caillier, L
– year: 1991
  ident: 000343871100009.1
  publication-title: JP03093744
– volume: 138
  start-page: 3
  year: 2012
  ident: WOS:000304691300001
  article-title: Syntheses utilizing n-perfluoroalkyl iodides [RFI, CnF2n+1-I] 2000-2010
  publication-title: JOURNAL OF FLUORINE CHEMISTRY
  doi: 10.1016/j.jfluchem.2012.03.011
  contributor:
    fullname: Murphy, PM
– start-page: 29
  year: 2007
  ident: 000343871100009.24
  publication-title: Organo-Fluorine Ind.
  contributor:
    fullname: Xu, J. H.
– volume: 32
  start-page: 2283
  year: 1998
  ident: WOS:000075130500033
  article-title: Defluorination of organofluorine sulfur compounds by Pseudomonas sp. strain D2
  publication-title: ENVIRONMENTAL SCIENCE & TECHNOLOGY
  contributor:
    fullname: Key, BD
– volume: 25
  start-page: 1523
  year: 2013
  ident: CSCD:4997545
  article-title: Synthesis and properties of fluorinated surfactants based on hexafluoropropene dimmer
  publication-title: Chemical Research and Application
  contributor:
    fullname: Yang Baiqin
– volume: 131
  start-page: 17
  year: 2010
  ident: WOS:000274277000003
  article-title: Synthesis of perfluoro-t-butyl trifluorovinyl ether and its copolymerization with TFE
  publication-title: JOURNAL OF FLUORINE CHEMISTRY
  doi: 10.1016/j.jfluchem.2009.09.012
  contributor:
    fullname: Lu, CQ
– volume: 130
  start-page: 1192
  year: 2009
  ident: WOS:000273133000019
  article-title: Original fluorinated surfactants potentially non-bioaccumulable
  publication-title: JOURNAL OF FLUORINE CHEMISTRY
  doi: 10.1016/j.jfluchem.2009.08.002
  contributor:
    fullname: Kostov, G
– start-page: 4069
  year: 1957
  ident: WOS:A1957WK66600050
  article-title: PERFLUOROALKYL DERIVATIVES OF SULPHUR .7. ALKYL TRIFLUOROMETHANESULPHONATES AS ALKYLATING AGENTS, TRIFLUOROMETHANESULPHONIC ANHYDRIDE AS A PROMOTER FOR ESTERIFICATION, AND SOME REACTIONS OF TRIFLUOROMETHANESULPHONIC ACID
  publication-title: JOURNAL OF THE CHEMICAL SOCIETY
  contributor:
    fullname: GRAMSTAD, T
– volume: 13
  start-page: 17
  year: 1985
  ident: WOS:A1985ADQ7800002
  article-title: ON THE ENVIRONMENTAL BEHAVIOR OF FLUOROTENSIDES .2. INVESTIGATION ON THE BIOCHEMICAL DEGRADABILITY
  publication-title: ACTA HYDROCHIMICA ET HYDROBIOLOGICA
  contributor:
    fullname: PRESCHER, D
– volume: 24
  start-page: 272
  year: 1987
  ident: 000343871100009.10
  publication-title: Tenside, Surfactants, Detergents
  contributor:
    fullname: Ikeda, I.
– volume: 31
  start-page: 2445
  year: 1997
  ident: WOS:A1997XU11800028
  article-title: Fluorinated organics in the biosphere
  publication-title: ENVIRONMENTAL SCIENCE & TECHNOLOGY
  contributor:
    fullname: Key, BD
– volume: 167
  start-page: 139
  year: 1951
  ident: WOS:A1951UA44700005
  article-title: SYNTHESIS OF FLUOROCARBONS, PERFLUOROALKYL IODIDES, BROMIDES AND CHLORIDES, AND PERFLUOROALKYL GRIGNARD REAGENTS
  publication-title: NATURE
  contributor:
    fullname: HASZELDINE, RN
– volume: 19
  start-page: 6
  year: 2012
  ident: 000343871100009.26
  publication-title: Chem. Prod. Technol.
  contributor:
    fullname: Zheng, S. C.
– volume: 40
  start-page: 3463
  year: 2006
  ident: WOS:000237921200012
  article-title: Biological monitoring of polyfluoroalkyl substances: A review
  publication-title: ENVIRONMENTAL SCIENCE & TECHNOLOGY
  doi: 10.1021/es052580b
  contributor:
    fullname: Houde, M
– volume: 65
  start-page: 8866
  year: 2000
  ident: 000343871100009.22
  publication-title: J. Org. Chem.
  contributor:
    fullname: Qisheng, Z.
– volume: 9
  start-page: 685
  year: 1979
  ident: WOS:A1979HU13000004
  article-title: ELECTROCHEMICAL FLUORINATION OF OCTANOYL CHLORIDE
  publication-title: JOURNAL OF APPLIED ELECTROCHEMISTRY
  contributor:
    fullname: DRAKESMITH, FG
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Snippet A novel branched fluorinated anion surfactant 4-(3,3,4,4,5,5,5-heptafluoro-2,2-bis-tri-fluoromethyl-pentyl)benzene lithium phosphonate was successfully...
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Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
Title Synthesis and Surface Activity Study of a Novel Branched Fluorinated Anion Surfactant with CF3CF2CF2C(CF3)(2) Group
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