WO1985002679A1 - Procede pour determiner la presence de bis-(2-chloroethyl)-sulfide ou de bis-(2-chloroethyl)-imine - Google Patents

Procede pour determiner la presence de bis-(2-chloroethyl)-sulfide ou de bis-(2-chloroethyl)-imine Download PDF

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Publication number
WO1985002679A1
WO1985002679A1 PCT/EP1984/000383 EP8400383W WO8502679A1 WO 1985002679 A1 WO1985002679 A1 WO 1985002679A1 EP 8400383 W EP8400383 W EP 8400383W WO 8502679 A1 WO8502679 A1 WO 8502679A1
Authority
WO
WIPO (PCT)
Prior art keywords
bis
dye
chlorethyl
chloroethyl
imine
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/EP1984/000383
Other languages
German (de)
English (en)
French (fr)
Inventor
Wolfram Krieger
Klaus Rossmann
Jörg BOSCHER
Wolfgang Diehl
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Battelle Institut eV
Original Assignee
Battelle Institut eV
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Battelle Institut eV filed Critical Battelle Institut eV
Priority to AT85900095T priority Critical patent/ATE37607T1/de
Publication of WO1985002679A1 publication Critical patent/WO1985002679A1/de
Priority to FI852970A priority patent/FI75056C/fi
Priority to NO85853093A priority patent/NO164383C/no
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
    • G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
    • G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
    • G01N21/64—Fluorescence; Phosphorescence
    • G01N21/6428—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
    • G01N21/643—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes" non-biological material
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N31/00—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods
    • G01N31/22—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods using chemical indicators
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/0004—Gaseous mixtures, e.g. polluted air
    • G01N33/0009—General constructional details of gas analysers, e.g. portable test equipment
    • G01N33/0027—General constructional details of gas analysers, e.g. portable test equipment concerning the detector
    • G01N33/0036—General constructional details of gas analysers, e.g. portable test equipment concerning the detector specially adapted to detect a particular component
    • G01N33/0047—Organic compounds
    • G01N33/0049—Halogenated organic compounds
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
    • G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
    • G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
    • G01N21/64—Fluorescence; Phosphorescence
    • G01N21/6428—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"

Definitions

  • the invention relates to a method for the detection of bis- (2-chloroethyl) sulfide or bis- (2-chloroethyl) -imine by adding a chemical reagent to the surface on which the substance to be detected is suspected and optical detection of the radiation formed .
  • the bis- (2-chloroethyl) sulfide or -imine is the warfare agent LOST, whose detection on surfaces is usually carried out with indicators that are incorporated in paper or powder. LOST is also detected by gas chromatography after extraction of the surface. Color reactions are also known which take place in aqueous or organic solution. These reactions are carried out in a test tube.
  • the present invention is based on the object of developing an easy-to-carry out detection method for the warfare agent LOST.
  • a fluorescent dye is used as chemical reagent, which forms an adduct with bis- (2-chloroethyl) sulfide or bis- (2-chloroethyl) imine, which in a different spectral range than the dye is fluorescent.
  • a triphenylmethine dye in particular neutral red, guinea green B, lissamine green B or brilliant blue R, is preferably used as the dye.
  • all dyes can be used which have a reactive center, which attacks and decomposes LOST nucleophilically or electrophilically, or LOST is bound by adsorption with a change in conformation or incorporated in an inclusion compound. This changes the inherent fluorescence of the dye.
  • the excitation wavelength should preferably be in the range between 300 and 400 nm.
  • the emission wavelength is preferably 380 to 500 nm.
  • Particularly suitable solvents for the dye are water / alcohol, water / acetone or water / dimethylformamide mixtures, or else alcohol, acetone or hexane without the addition of water.
  • Triphenylmethine dyes in particular are used as chemical reagents. The invention is illustrated by the following examples.
  • Example 1 Neutral red is 10% by weight dissolved in ethanol.
  • Example 1 The procedure of Example 1 is repeated, but this time using Guinea Green B as the dye. When excited with light of wavelength 320 nm, the adduct shows a fluorescence at 394 with a relative intensity of 11,700.
  • Lissamine Green B is dissolved to 10 -3 wt .-% in 70% water - 30% ethanol. With 5 ⁇ l LOST, an adduct is formed which, when excited with light of wavelength 340 nm, shows fluorescence at 470 nm with a relative intensity of 810.
  • Brilliant Blue R is dissolved 2 x 10% by weight in 70% water - 30% ethanol. When excited with light of wavelength 370 nm, the adduct shows fluorescence at 455 nm with a relative intensity of 28 100.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Immunology (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Pathology (AREA)
  • Analytical Chemistry (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • Biophysics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Optics & Photonics (AREA)
  • Combustion & Propulsion (AREA)
  • Food Science & Technology (AREA)
  • Medicinal Chemistry (AREA)
  • Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)
  • Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Luminescent Compositions (AREA)
  • Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
PCT/EP1984/000383 1983-12-10 1984-12-01 Procede pour determiner la presence de bis-(2-chloroethyl)-sulfide ou de bis-(2-chloroethyl)-imine Ceased WO1985002679A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
AT85900095T ATE37607T1 (de) 1983-12-10 1984-12-01 Verfahren zum nachweis von bis-(2-chlorethyl)sulfid oder bis-(2-chlorethyl)-imin.
FI852970A FI75056C (fi) 1983-12-10 1985-08-01 Foerfarande foer bevisning av bis-(2-kloretyl)-sulfid eller bis-(2-kloretyl)-imin.
NO85853093A NO164383C (no) 1983-12-10 1985-08-06 Framgangsmaate for paavisning av bis-(2-kloretyl)-sulfid eller bis-(2-kloretyl)-imin.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP3344700.4 1983-12-10
DE19833344700 DE3344700A1 (de) 1983-12-10 1983-12-10 Verfahren zum nachweis von bis- (2-chlorethyl)-sulfid oder bis- (2-chlorethyl)-imin

Publications (1)

Publication Number Publication Date
WO1985002679A1 true WO1985002679A1 (fr) 1985-06-20

Family

ID=6216585

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1984/000383 Ceased WO1985002679A1 (fr) 1983-12-10 1984-12-01 Procede pour determiner la presence de bis-(2-chloroethyl)-sulfide ou de bis-(2-chloroethyl)-imine

Country Status (8)

Country Link
EP (1) EP0164379B1 (enExample)
JP (1) JPS61500687A (enExample)
AT (1) ATE37607T1 (enExample)
CA (1) CA1231634A (enExample)
DE (1) DE3344700A1 (enExample)
FI (1) FI75056C (enExample)
NO (1) NO164383C (enExample)
WO (1) WO1985002679A1 (enExample)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0326982A3 (de) * 1988-02-03 1991-08-07 Battelle-Institut e.V. Verfahren zum Nachweis von Kampfstoffen
WO1996010169A1 (en) * 1994-09-28 1996-04-04 The Secretary Of State For Defence Detection of sulphur containing compounds
WO1996013711A1 (en) * 1994-10-31 1996-05-09 Minnesota Mining And Manufacturing Company Ion sensor and a method for producing same

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3844796C2 (en) * 1988-02-03 1993-01-21 Battelle-Institut E.V., 6000 Frankfurt, De Chemical warfare agent detection with fluorescent reagent

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH184663A (de) * 1935-08-07 1936-06-15 Heinrich Dr Draeger Otto Verfahren zum Nachweisen von Dichlordiäthylsulfid.
US3960759A (en) * 1965-11-24 1976-06-01 The United States Of America As Represented By The Secretary Of The Navy Liquid vesicant differentiating paint
US4083692A (en) * 1970-06-04 1978-04-11 The United States Of America As Represented By The Secretary Of The Army Detection and estimation of microquantities of alkylating agents
DE2947459A1 (de) * 1979-11-24 1981-05-27 Battelle-Institut E.V., 6000 Frankfurt Verfahren und anordnung zum in-situ-nachweis von bodenbelaegen vermuteter giftiger substanzen

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE722291C (de) * 1933-09-28 1942-07-07 Deutsches Reich Vertreten Durc Verfahren zur Erkennung von Spritzern haftender Kampfstoffe am Erdboden oder an Gegenstaenden
JPS5621320A (en) * 1979-07-28 1981-02-27 Fujitsu Ltd Manufacture of semiconductor device

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH184663A (de) * 1935-08-07 1936-06-15 Heinrich Dr Draeger Otto Verfahren zum Nachweisen von Dichlordiäthylsulfid.
US3960759A (en) * 1965-11-24 1976-06-01 The United States Of America As Represented By The Secretary Of The Navy Liquid vesicant differentiating paint
US4083692A (en) * 1970-06-04 1978-04-11 The United States Of America As Represented By The Secretary Of The Army Detection and estimation of microquantities of alkylating agents
DE2947459A1 (de) * 1979-11-24 1981-05-27 Battelle-Institut E.V., 6000 Frankfurt Verfahren und anordnung zum in-situ-nachweis von bodenbelaegen vermuteter giftiger substanzen

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0326982A3 (de) * 1988-02-03 1991-08-07 Battelle-Institut e.V. Verfahren zum Nachweis von Kampfstoffen
WO1996010169A1 (en) * 1994-09-28 1996-04-04 The Secretary Of State For Defence Detection of sulphur containing compounds
GB2305242A (en) * 1994-09-28 1997-04-02 Secr Defence Detection of sulphur containing compounds
GB2305242B (en) * 1994-09-28 1998-04-29 Secr Defence Detection of sulphur containing compounds
US5759861A (en) * 1994-09-28 1998-06-02 Secretary Of State For Defence In Her Britannic Majesty's Government Of The U.K. Of Gt. Britain & Northern Ireland Of Defence Evaluation & Research Agency Detection of sulphur containing compounds
WO1996013711A1 (en) * 1994-10-31 1996-05-09 Minnesota Mining And Manufacturing Company Ion sensor and a method for producing same
US5591400A (en) * 1994-10-31 1997-01-07 Minnesota Mining And Manufacturing Company Method for producing an ionic sensor

Also Published As

Publication number Publication date
ATE37607T1 (de) 1988-10-15
JPS61500687A (ja) 1986-04-10
NO164383B (no) 1990-06-18
DE3344700A1 (de) 1985-06-20
NO164383C (no) 1990-09-26
EP0164379A1 (de) 1985-12-18
FI852970A0 (fi) 1985-08-01
FI852970L (fi) 1985-08-01
DE3344700C2 (enExample) 1990-06-21
NO853093L (no) 1985-08-06
FI75056C (fi) 1988-04-11
FI75056B (fi) 1987-12-31
CA1231634A (en) 1988-01-19
EP0164379B1 (de) 1988-09-28

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