Highly fluorescent sensing of nitroaromatic explosives in aqueous media using pyrene-linked PBEMA microspheres

Hamza Turhan; Ece Tukenmez; Bunyamin Karagoz; Niyazi Bicak

doi:10.1016/j.talanta.2017.10.061

Highly fluorescent sensing of nitroaromatic explosives in aqueous media using pyrene-linked PBEMA microspheres

Hamza Turhan
, Ece Tukenmez
, Bunyamin Karagoz^*
, Niyazi Bicak

^*Bu çalışma için yazışmadan sorumlu yazar

Kimya Bölümü

Istanbul Technical University

Araştırma çıktısı: Dergi yayını › Makale › Hakem

43 Atıf (Scopus)

Özet

Crosslinked 2-bromoethyl methacrylate polymer (PBEMA) was prepared in micro-spherical form (2–5 µm) by precipitation polymerization methodology. The bromide substituent was substituted with an azide group, which was then coupled with 1-[(2-Propynyloxy)methyl]pyrene] via alkyne-azide click chemistry. The pyrene-linked microspheres showed an intense green-blue excimer emission with a maximum at 480 nm, implying π−π stacking between the pyrene moieties on the microsphere surfaces. This fluorescence emission is extremely sensitive to the aromatic nitro compounds. So that the green-blue light fades immediately upon addition of trace amounts of 2,4,6-trinitrotoluene (TNT), 2,4-dinitrotoluene (DNT) and 2,4,6-trinitro phenol (TNP) in 100% aqueous media. Stern-Volmer plots were employed for comparison of their fluorescence quenching effects. The plots revealed Stern-Volmer constants of 1.33 × 10⁵, 2.451 × 10⁵ and 1.076 × 10⁵ M⁻¹ for TNT, TNP and DNT, respectively. Furthermore, it has been observed that, the microspheres can be reused several times, without losing excimer emission properties.

Orijinal dil	İngilizce
Sayfa (başlangıç-bitiş)	107-114
Sayfa sayısı	8
Dergi	Talanta
Hacim	179
DOI'lar	https://doi.org/10.1016/j.talanta.2017.10.061
Yayın durumu	Yayınlandı - 1 Mar 2018

Bibliyografik not

Publisher Copyright:
© 2017 Elsevier B.V.

Finansman

The authors are thankful to Istanbul Technical University Graduate School of Science Engineering and Technology ( 39920 ) for the financial support. We are also grateful to Prof. Dr. Ismail Yilmaz for his helps in taking fluorescence spectra. We are also thankful to YTU Department of Chemistry for fluorescence lifetime measurement.

Finansörler	Finansör numarası
Istanbul Technical University Graduate School of Science Engineering and Technology	39920

Belgeye Erişim

10.1016/j.talanta.2017.10.061

Diğer Dosyalar ve Linkler

Link to publication in Scopus

Alıntı Yap

@article{adfbba56ccb64fe8aa6e9f1a8bce07a9,

title = "Highly fluorescent sensing of nitroaromatic explosives in aqueous media using pyrene-linked PBEMA microspheres",

abstract = "Crosslinked 2-bromoethyl methacrylate polymer (PBEMA) was prepared in micro-spherical form (2–5 µm) by precipitation polymerization methodology. The bromide substituent was substituted with an azide group, which was then coupled with 1-[(2-Propynyloxy)methyl]pyrene] via alkyne-azide click chemistry. The pyrene-linked microspheres showed an intense green-blue excimer emission with a maximum at 480 nm, implying π−π stacking between the pyrene moieties on the microsphere surfaces. This fluorescence emission is extremely sensitive to the aromatic nitro compounds. So that the green-blue light fades immediately upon addition of trace amounts of 2,4,6-trinitrotoluene (TNT), 2,4-dinitrotoluene (DNT) and 2,4,6-trinitro phenol (TNP) in 100\% aqueous media. Stern-Volmer plots were employed for comparison of their fluorescence quenching effects. The plots revealed Stern-Volmer constants of 1.33 × 105, 2.451 × 105 and 1.076 × 105 M−1 for TNT, TNP and DNT, respectively. Furthermore, it has been observed that, the microspheres can be reused several times, without losing excimer emission properties.",

keywords = "2-Bromoethyl methacrylate (BEMA), Aqueous phase, Click chemistry, Fluorescence quenching, Nitroaromatic detection, Pyrene",

author = "Hamza Turhan and Ece Tukenmez and Bunyamin Karagoz and Niyazi Bicak",

note = "Publisher Copyright: {\textcopyright} 2017 Elsevier B.V.",

year = "2018",

month = mar,

day = "1",

doi = "10.1016/j.talanta.2017.10.061",

language = "English",

volume = "179",

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TY - JOUR

T1 - Highly fluorescent sensing of nitroaromatic explosives in aqueous media using pyrene-linked PBEMA microspheres

AU - Turhan, Hamza

AU - Tukenmez, Ece

AU - Karagoz, Bunyamin

AU - Bicak, Niyazi

PY - 2018/3/1

Y1 - 2018/3/1

N2 - Crosslinked 2-bromoethyl methacrylate polymer (PBEMA) was prepared in micro-spherical form (2–5 µm) by precipitation polymerization methodology. The bromide substituent was substituted with an azide group, which was then coupled with 1-[(2-Propynyloxy)methyl]pyrene] via alkyne-azide click chemistry. The pyrene-linked microspheres showed an intense green-blue excimer emission with a maximum at 480 nm, implying π−π stacking between the pyrene moieties on the microsphere surfaces. This fluorescence emission is extremely sensitive to the aromatic nitro compounds. So that the green-blue light fades immediately upon addition of trace amounts of 2,4,6-trinitrotoluene (TNT), 2,4-dinitrotoluene (DNT) and 2,4,6-trinitro phenol (TNP) in 100% aqueous media. Stern-Volmer plots were employed for comparison of their fluorescence quenching effects. The plots revealed Stern-Volmer constants of 1.33 × 105, 2.451 × 105 and 1.076 × 105 M−1 for TNT, TNP and DNT, respectively. Furthermore, it has been observed that, the microspheres can be reused several times, without losing excimer emission properties.

AB - Crosslinked 2-bromoethyl methacrylate polymer (PBEMA) was prepared in micro-spherical form (2–5 µm) by precipitation polymerization methodology. The bromide substituent was substituted with an azide group, which was then coupled with 1-[(2-Propynyloxy)methyl]pyrene] via alkyne-azide click chemistry. The pyrene-linked microspheres showed an intense green-blue excimer emission with a maximum at 480 nm, implying π−π stacking between the pyrene moieties on the microsphere surfaces. This fluorescence emission is extremely sensitive to the aromatic nitro compounds. So that the green-blue light fades immediately upon addition of trace amounts of 2,4,6-trinitrotoluene (TNT), 2,4-dinitrotoluene (DNT) and 2,4,6-trinitro phenol (TNP) in 100% aqueous media. Stern-Volmer plots were employed for comparison of their fluorescence quenching effects. The plots revealed Stern-Volmer constants of 1.33 × 105, 2.451 × 105 and 1.076 × 105 M−1 for TNT, TNP and DNT, respectively. Furthermore, it has been observed that, the microspheres can be reused several times, without losing excimer emission properties.

KW - 2-Bromoethyl methacrylate (BEMA)

KW - Aqueous phase

KW - Click chemistry

KW - Fluorescence quenching

KW - Nitroaromatic detection

KW - Pyrene

UR - https://www.scopus.com/pages/publications/85032673114

U2 - 10.1016/j.talanta.2017.10.061

DO - 10.1016/j.talanta.2017.10.061

M3 - Article

C2 - 29310209

AN - SCOPUS:85032673114

SN - 0039-9140

VL - 179

SP - 107

EP - 114

JO - Talanta

JF - Talanta

ER -

Highly fluorescent sensing of nitroaromatic explosives in aqueous media using pyrene-linked PBEMA microspheres

Özet

Bibliyografik not

Finansman

Belgeye Erişim

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