Endowing hexaphenylsilole with chemical sensory and biological probing properties by attaching amino pendants to the silolyl core

Yongqiang Dong; Jacky W.Y. Lam; Anjun Qin; Zhen Li; Jianzhao Liu; Jingzhi Sun; Yuping Dong; Ben Zhong Tang

doi:10.1016/j.cplett.2007.08.030

Endowing hexaphenylsilole with chemical sensory and biological probing properties by attaching amino pendants to the silolyl core

Yongqiang Dong
, Jacky W.Y. Lam
, Anjun Qin
, Zhen Li
, Jianzhao Liu
, Jingzhi Sun
, Yuping Dong
, Ben Zhong Tang^*

^*Corresponding author for this work

School of Material Science and Engineering

Zhejiang University
Hong Kong University of Science and Technology

Research output: Contribution to journal › Article › peer-review

134 Citations (Scopus)

Abstract

Hexaphenylsilole (HPS) was functionalized by two amino (A₂) groups, giving a new silole derivative of 1,1-bis[4-(diethylaminomethyl)phenyl]-2,3,4,5-tetraphenylsilole (A₂HPS) that is capable of detecting explosives, biomacromolecules and pH changes. A₂HPS is nonemissive when molecularly dissolved but becomes highly luminescent when aggregated. The emission of its nanoaggregates is quenched by picric acid with a high K_sv value (∼1.7 × 10⁵ M^-1). A₂HPS can dissolve in acidic aqueous media, due to the transformation of its amino groups to ammonium-salts. The resultant nonemissive aqueous solution is turned on by increasing its pH value or adding protein or DNA.

Original language	English
Pages (from-to)	124-127
Number of pages	4
Journal	Chemical Physics Letters
Volume	446
Issue number	1-3
DOIs	https://doi.org/10.1016/j.cplett.2007.08.030
Publication status	Published - 26 Sept 2007

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10.1016/j.cplett.2007.08.030

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title = "Endowing hexaphenylsilole with chemical sensory and biological probing properties by attaching amino pendants to the silolyl core",

abstract = "Hexaphenylsilole (HPS) was functionalized by two amino (A2) groups, giving a new silole derivative of 1,1-bis[4-(diethylaminomethyl)phenyl]-2,3,4,5-tetraphenylsilole (A2HPS) that is capable of detecting explosives, biomacromolecules and pH changes. A2HPS is nonemissive when molecularly dissolved but becomes highly luminescent when aggregated. The emission of its nanoaggregates is quenched by picric acid with a high Ksv value (∼1.7 × 105 M-1). A2HPS can dissolve in acidic aqueous media, due to the transformation of its amino groups to ammonium-salts. The resultant nonemissive aqueous solution is turned on by increasing its pH value or adding protein or DNA.",

author = "Yongqiang Dong and Lam, \{Jacky W.Y.\} and Anjun Qin and Zhen Li and Jianzhao Liu and Jingzhi Sun and Yuping Dong and Tang, \{Ben Zhong\}",

year = "2007",

month = sep,

day = "26",

doi = "10.1016/j.cplett.2007.08.030",

language = "English",

volume = "446",

pages = "124--127",

journal = "Chemical Physics Letters",

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publisher = "Elsevier B.V.",

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TY - JOUR

T1 - Endowing hexaphenylsilole with chemical sensory and biological probing properties by attaching amino pendants to the silolyl core

AU - Dong, Yongqiang

AU - Lam, Jacky W.Y.

AU - Qin, Anjun

AU - Li, Zhen

AU - Liu, Jianzhao

AU - Sun, Jingzhi

AU - Dong, Yuping

AU - Tang, Ben Zhong

PY - 2007/9/26

Y1 - 2007/9/26

N2 - Hexaphenylsilole (HPS) was functionalized by two amino (A2) groups, giving a new silole derivative of 1,1-bis[4-(diethylaminomethyl)phenyl]-2,3,4,5-tetraphenylsilole (A2HPS) that is capable of detecting explosives, biomacromolecules and pH changes. A2HPS is nonemissive when molecularly dissolved but becomes highly luminescent when aggregated. The emission of its nanoaggregates is quenched by picric acid with a high Ksv value (∼1.7 × 105 M-1). A2HPS can dissolve in acidic aqueous media, due to the transformation of its amino groups to ammonium-salts. The resultant nonemissive aqueous solution is turned on by increasing its pH value or adding protein or DNA.

AB - Hexaphenylsilole (HPS) was functionalized by two amino (A2) groups, giving a new silole derivative of 1,1-bis[4-(diethylaminomethyl)phenyl]-2,3,4,5-tetraphenylsilole (A2HPS) that is capable of detecting explosives, biomacromolecules and pH changes. A2HPS is nonemissive when molecularly dissolved but becomes highly luminescent when aggregated. The emission of its nanoaggregates is quenched by picric acid with a high Ksv value (∼1.7 × 105 M-1). A2HPS can dissolve in acidic aqueous media, due to the transformation of its amino groups to ammonium-salts. The resultant nonemissive aqueous solution is turned on by increasing its pH value or adding protein or DNA.

UR - https://www.scopus.com/pages/publications/34548476950

U2 - 10.1016/j.cplett.2007.08.030

DO - 10.1016/j.cplett.2007.08.030

M3 - Article

AN - SCOPUS:34548476950

SN - 0009-2614

VL - 446

SP - 124

EP - 127

JO - Chemical Physics Letters

JF - Chemical Physics Letters

IS - 1-3

ER -

Endowing hexaphenylsilole with chemical sensory and biological probing properties by attaching amino pendants to the silolyl core

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