Aldehyde Cruciforms: Dosimeters for Primary and Secondary Amines

被引：40

作者：

Patze, Christian ^{[1
]}

Broedner, Kerstin ^{[1
]}

Rominger, Frank ^{[1
]}

Trapp, Oliver ^{[1
]}

Bunz, Uwe H. F. ^{[1
]}

机构：

[1] Heidelberg Univ, Inst Organ Chem, D-69120 Heidelberg, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2011年 / 17卷 / 49期

关键词：

aldehydes; amines; cruciform; distyrylbenzene; dosimeters; fluorophores; BIOGENIC-AMINES; RECOGNITION; PROTONS; ARRAY;

D O I：

10.1002/chem.201101871

中图分类号：

O6 [化学];

学科分类号：

070301 [无机化学];

摘要：

We demonstrate that aldehyde-substituted donoracceptor cruciforms [1,4-bis(arylethynyl)-2,5-distyrylbenzenes] are useful dosimeters for primary amines, primary diamines, and secondary amines. The 1,n-diamines are particularly reactive towards this dosimeter and can be detected in less than 100 ppm concentration. Using a single aldehyde-functionalized cruciform in seven different solvents allowed us to discern fourteen different amines by digital photography and statistical evaluation of the response patterns extracted as red, green, blue (RGB) values.

引用

收藏

页码：13720 / 13725

页数：6

相关论文

共 30 条

[1]

A fluorescent conjugated polymer for trace detection of diamines and biogenic polyamines [J].

Bao, Biqing ;

Yuwen, Lihui ;

Zheng, Xiannuo ;

Weng, Lixing ;

Zhu, Xingrong ;

Zhan, Xiaowei ;

Wang, Lianhui .

JOURNAL OF MATERIALS CHEMISTRY, 2010, 20 (43) :9628-9634

[2]

Building symmetric two-dimensional two-photon materials [J].

Bhaskar, Ajit ;

Guda, Ramakrishna ;

Haley, Michael M. ;

Goodson, Theodore, III .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (43) :13972-13973

[3]

Detection of amines and unprotected amino acids in aqueous conditions by formation of highly fluorescent iminium ions [J].

Feuster, EK ;

Glass, TE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (52) :16174-16175

[4]

Colorimetric molecularly imprinted polymer sensor array using dye displacement [J].

Greene, NT ;

Shimizu, KD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (15) :5695-5700

[5]

α-CD/crown-appended diazophenol for selective sensing of amines [J].

Jung, Jong Hwa ;

Lee, Soo Jin ;

Kim, Jong Seung ;

Lee, Woo Song ;

Sakata, Yoshiteru ;

Kaneda, Takahiro .

ORGANIC LETTERS, 2006, 8 (14) :3009-3012

[6]

Star-Shaped Tripodal Chemosensors for the Detection of Aliphatic Amines [J].

Koersten, Susanne ;

Mohr, Gerhard J. .

CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (03) :969-975

[7]

Structure-property relationships of donor/acceptor-functionalized tetrakis(phenylethynyl)benzenes and bis(dehydrobenzoannuleno)benzenes [J].

Marsden, JA ;

Miller, JJ ;

Shirtcliff, LD ;

Haley, MM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (08) :2464-2476

[8]

A food freshness sensor using the multistate response from analyte-induced aggregation of a cross-reactive poly(thiophene) [J].

Maynor, Marc S. ;

Nelson, Toby L. ;

O'Sullivan, Caroline ;

Lavigne, John J. .

ORGANIC LETTERS, 2007, 9 (17) :3217-3220

[9]

Hydroxycruciforms: Amine-responsive fluorophores [J].

McGrier, Psaras L. ;

Solntsev, Kyril M. ;

Miao, Shaobin ;

Tolbert, Laren M. ;

Miranda, Oscar R. ;

Rotello, Vincent M. ;

Bunz, Uwe H. F. .

CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (15) :4503-4510

[10]

MERCHANT ZM, 1995, CHARACTERIZATION FOO, pCH15