Triptycene-Roofed Quinoxaline Cavitands for the Supramolecular Detection of BTEX in Air

被引：47

作者：

Bertani, Federico ^{[1
,2
]}

Riboni, Nicolo ^{[1
]}

Bianchi, Federica ^{[1
]}

Brancatelli, Giovanna ^{[3
]}

Sterner, Elizabeth S. ^{[2
]}

Pinalli, Roberta ^{[1
]}

Geremia, Silvano ^{[3
]}

Swager, Timothy M. ^{[2
]}

Dalcanale, Enrico ^{[1
]}

机构：

[1] Univ Parma, Dept Chem, Parco Area Sci 17A, I-43124 Parma, Italy

[2] MIT, Dept Chem, 77 Mass Ave, Cambridge, MA 02139 USA

[3] Univ Trieste, Dept Chem & Pharmaceut Sci, Via L Giorgeri 1, I-34127 Trieste, Italy

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2016年 / 22卷 / 10期

关键词：

cavitands; environmental monitoring; host-guest systems; solid-phase microextraction; volatile organic compounds; SOLID-PHASE MICROEXTRACTION; GEL COATINGS; TRACE-LEVEL; BENZENE; WATER;

D O I：

10.1002/chem.201504229

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Two novel triptycene quinoxaline cavitands (DiTriptyQxCav and MonoTriptyQxCav) have been designed, synthesized, and applied in the supramolecular detection of benzene, toluene, ethylbenzene, and xylenes (BTEX) in air. The complexation properties of the two cavitands towards aromatics in the solid state are strengthened by the presence of the triptycene moieties at the upper rim of the tetraquinoxaline walls, promoting the confinement of the aromatic hydrocarbons within the cavity. The two cavitands were used as fiber coatings for solid-phase microextraction (SPME) BTEX monitoring in air. The best performances in terms of enrichment factors, selectivity, and LOD (limit of detection) values were obtained by using the DiTriptyQxCav coating. The corresponding SPME fiber was successfully tested under real urban monitoring conditions, outperforming the commercial divinylbenzene-Carboxen-polydimethylsiloxane (DVB-CAR-PDMS) fiber in BTEX adsorption.

引用

页码：3312 / 3319

页数：8

共 27 条

[1]

[Anonymous], 2014, FITN PURP AN METH LA

[2] Supramolecular analytical chemistry [J].

Anslyn, Eric V. .

JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (03) :687-699

[3] NMR investigations into the vase-kite conformational switching of resorcin[4]arene cavitands [J].

Azov, VA ;

Jaun, B ;

Diederich, F .

HELVETICA CHIMICA ACTA, 2004, 87 (02) :449-462

[4] Cavitands as superior sorbents for benzene detection at trace level [J].

Bianchi, F ;

Pinalli, R ;

Ugozzoli, F ;

Spera, S ;

Careri, M ;

Dalcanale, E .

NEW JOURNAL OF CHEMISTRY, 2003, 27 (03) :502-509

[5] Innovative cavitand-based sol-gel coatings for the environmental monitoring of benzene and chlorobenzenes via solid-phase microextraction [J].

Bianchi, Federica ;

Mattarozzi, Monica ;

Betti, Paolo ;

Bisceglie, Franco ;

Careri, Maria ;

Mangia, Alessandro ;

Sidisky, Leonard ;

Ongarato, Stefano ;

Dalcanale, Enrico .

ANALYTICAL CHEMISTRY, 2008, 80 (16) :6423-6430

[6] Innovative sol-gel coatings for solid-phase microextraction - Development of fibers for the determination of polycyclic aromatic hydrocarbons at trace level in water [J].

Bianchi, Federica ;

Bisceglie, Franco ;

Careri, Maria ;

Di Berardino, Sara ;

Mangia, Alessandro ;

Musci, Marilena .

JOURNAL OF CHROMATOGRAPHY A, 2008, 1196 (1-2) :15-22

[7] Quinoxaline excision: A novel approach to tri- and diquinoxaline cavitands [J].

Castro, PP ;

Zhao, G ;

Masangkay, GA ;

Hernandez, C ;

Gutierrez-Tunstad, LM .

ORGANIC LETTERS, 2004, 6 (03) :333-336

[8] Robust non-interpenetrating coordination frameworks from new shape-persistent building blocks [J].

Chong, JH ;

MacLachlan, MJ .

INORGANIC CHEMISTRY, 2006, 45 (04) :1442-1444

[9] Molecular recognition of halogen-tagged aromatic VOCs at the air-silicon interface [J].

Condorelli, Guglielmo G. ;

Motta, Alessandro ;

Favazza, Maria ;

Gurrieri, Ettore ;

Betti, Paolo ;

Dalcanale, Enrico .

CHEMICAL COMMUNICATIONS, 2010, 46 (02) :288-290

[10] REMOVAL OF ORGANIC POLLUTANTS FROM WATER VIA MOLECULAR INCLUSION WITHIN A CAVITAND [J].

DALCANALE, E ;

COSTANTINI, G ;

SONCINI, P .

JOURNAL OF INCLUSION PHENOMENA AND MOLECULAR RECOGNITION IN CHEMISTRY, 1992, 13 (01) :87-92

← 1 2 3 →