NO164383B - PROCEDURE FOR DETECTION OF BIS- (2-CHLORETHYL) -SULPHIDE OR BIS- (2-CHLORETHYL) -IMINE. - Google Patents
PROCEDURE FOR DETECTION OF BIS- (2-CHLORETHYL) -SULPHIDE OR BIS- (2-CHLORETHYL) -IMINE. Download PDFInfo
- Publication number
- NO164383B NO164383B NO85853093A NO853093A NO164383B NO 164383 B NO164383 B NO 164383B NO 85853093 A NO85853093 A NO 85853093A NO 853093 A NO853093 A NO 853093A NO 164383 B NO164383 B NO 164383B
- Authority
- NO
- Norway
- Prior art keywords
- bis
- chlorethyl
- dye
- sulphide
- imine
- Prior art date
Links
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 title claims abstract description 7
- 238000001514 detection method Methods 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 5
- -1 2-CHLORETHYL Chemical class 0.000 title description 2
- 239000000126 substance Substances 0.000 claims abstract description 5
- 230000003595 spectral effect Effects 0.000 claims abstract description 3
- XKTMIJODWOEBKO-UHFFFAOYSA-M Guinee green B Chemical compound [Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C=CC=CC=2)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 XKTMIJODWOEBKO-UHFFFAOYSA-M 0.000 claims description 4
- 239000003153 chemical reaction reagent Substances 0.000 claims description 4
- PGSADBUBUOPOJS-UHFFFAOYSA-N neutral red Chemical compound Cl.C1=C(C)C(N)=CC2=NC3=CC(N(C)C)=CC=C3N=C21 PGSADBUBUOPOJS-UHFFFAOYSA-N 0.000 claims description 4
- 235000012701 green S Nutrition 0.000 claims description 3
- WDPIZEKLJKBSOZ-UHFFFAOYSA-M green s Chemical compound [Na+].C1=CC(N(C)C)=CC=C1C(C=1C2=CC=C(C=C2C=C(C=1O)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](C)C)C=C1 WDPIZEKLJKBSOZ-UHFFFAOYSA-M 0.000 claims description 3
- 230000003287 optical effect Effects 0.000 claims description 3
- 230000005855 radiation Effects 0.000 claims description 2
- 150000002466 imines Chemical group 0.000 claims 1
- 239000003086 colorant Substances 0.000 abstract 2
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical group CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 239000000975 dye Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 2
- NKLPQNGYXWVELD-UHFFFAOYSA-M coomassie brilliant blue Chemical compound [Na+].C1=CC(OCC)=CC=C1NC1=CC=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C=CC(=CC=2)N(CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=C1 NKLPQNGYXWVELD-UHFFFAOYSA-M 0.000 description 2
- GLVRJEJEXGVOMJ-UHFFFAOYSA-N neutral red base Chemical compound C1=C(C)C(N)=CC2=NC3=CC(N(C)C)=CC=C3N=C21 GLVRJEJEXGVOMJ-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- SUAKHGWARZSWIH-UHFFFAOYSA-N N,N‐diethylformamide Chemical compound CCN(CC)C=O SUAKHGWARZSWIH-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- IYWCBYFJFZCCGV-UHFFFAOYSA-N formamide;hydrate Chemical compound O.NC=O IYWCBYFJFZCCGV-UHFFFAOYSA-N 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
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—Specially adapted to detect a particular component
- G01N33/0047—Specially adapted to detect a particular component for organic compounds
- G01N33/0049—Specially adapted to detect a particular component for organic compounds for 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"
Abstract
Description
Oppfinnelsen vedrører en framgangsmåte for påvisning av bis-(2-kloretyl)-sulfid eller bis- (2-kloretyl)-imin ved tilsetning av et kjemisk reagens på overflata, The invention relates to a method for detecting bis-(2-chloroethyl)-sulphide or bis-(2-chloroethyl)-imine by adding a chemical reagent to the surface,
der substansen som skal påvises blir antatt å være, og optisk registrering av strålingen som oppstår. where the substance to be detected is assumed to be, and optical recording of the radiation that occurs.
Ved bis-(2-kloretyl)-sulfid hhv. - imin dreier det seg om stridstoffet LOST, hvis påvisning (detektering) In the case of bis-(2-chloroethyl) sulphide or - imin, it concerns the combatant LOST, whose detection (detection)
på overflata vanligvis skjer med indikatorer, som er inn-arbeidet i papir eller pulver. Likeledes blir LOST påvist ved gasskromatografi etter ekstraksjon av overflata. on the surface usually occurs with indicators, which are incorporated into paper or powder. Likewise, LOST is detected by gas chromatography after extraction of the surface.
Videre er det kjent fargereaksjone r, som gjennomfares i vandig eller organisk løsning. Disse reaksjonene blir ut-ført i reagensglass. Furthermore, there are known color reactions, which are carried out in aqueous or organic solution. These reactions are carried out in test tubes.
Fra DE-PS er det kjent en anordning for in-situ-påvisning av nedbør av spesielle stabilt festende st ridsstoffer av gruppen fosforsyreestere. Disse for-bindelsene viser en kjemiluminescens ved tilsetning av indol, som uten berøring kan påvises ved hjelp av en optisk detektor. For stridsstoffet LOST er imidlertid denne reaksjonen ikke brukbar. From DE-PS, a device is known for in-situ detection of precipitation of special stably-fixing substances from the group of phosphoric acid esters. These compounds show a chemiluminescence upon addition of indole, which can be detected without contact using an optical detector. However, for the munitions LOST, this reaction is not usable.
Den foreliggende oppfinnelsen har som hoved-formål å utvikle en enkel gjennomførlig påvisningsmetode for stridsstoffet LOST. The main purpose of the present invention is to develop a simple feasible detection method for the combatant LOST.
Dette problemet blir løst i samsvar med oppfinnelsen ved at det som kjemisk reagens blir anvendt et trifenylmetin-fargestoff med evne til fluorescens så som Guinea Grønn B ("Guinea Gtiin B"), Lissamin Grønn B ("Lissamine Grun B), Brilliant Blå R ("Brillant Bl.au R") eller Nøytral Rød ("Neutral Rot"), og som med bis-(2-kloretyl)-sulfid eller bis-(2-kloretyl)-imin danner et tilleggsprodukt, som har evne til fluorescens i et annet spektralområde enn fargestoffet. Fargestoffet blir hensiktsmessig anvendt i en organisk løsning eller i en vandig/organisk løsning, der løsningen inneholder 0.5 til 0.001 vekt% fargestoff eller fortrinnsvis 0.1 til 0.01 This problem is solved in accordance with the invention by using a triphenylmethine dye capable of fluorescence as a chemical reagent such as Guinea Green B ("Guinea Gtiin B"), Lissamine Green B ("Lissamine Green B"), Brilliant Blue R ("Brillant Bl.au R") or Neutral Red ("Neutral Rot"), and which with bis-(2-chloroethyl)-sulphide or bis-(2-chloroethyl)-imine forms an additional product, which has the ability to fluoresce in a different spectral range than the dye. The dye is suitably used in an organic solution or in an aqueous/organic solution, where the solution contains 0.5 to 0.001% by weight of dye or preferably 0.1 to 0.01
vekt% fargestoff. De ovennevnte fargestoffene, som er betegnet med handelsnavn, er beskrevet med kjemiske formler nedenfo r: Guine a Grønn B: N-etyl-N-(4-((4-(etyl((3-sulfofenyl)-metyl)-amino)fenyl)fenyl metylen)- 2,5-sykloheksadien-1-yliden)-benzylmetanammonium-3-sulfohydroks id-nat r ium. wt% dye. The above dyes, which are designated by trade names, are described by chemical formulas below: Guine a Green B: N-ethyl-N-(4-((4-(ethyl((3-sulfophenyl)-methyl)-amino) phenyl)phenyl methylene)-2,5-cyclohexadien-1-ylidene)-benzylmethanammonium-3-sulfohydroxy id-nat r ium.
T.issamin Grønn B: N- (4- ( (4- (dimetylamino)fenyl)-(2-hydroksi-3,6-disulfo-l- nafta lenyl)metylen) - 2,5-sykloheksadien-1-yliden)-N-me tyImetan-ammon iumhydroksid-mononat r ium. T.issamin Green B: N-(4-( (4-(dimethylamino)phenyl)-(2-hydroxy-3,6-disulfo-l-naphthalenyl)methylene) - 2,5-cyclohexadien-1-ylidene) -N-methyImethane-ammonium hydroxide-mononate r ium.
Brilliant Blå R: N-(4-((4-((-etoksyfenyl)amino)fenyl)(4-(etyl((3-sulfofenyl)me tyl)amino)feny1)metylen)-2,5-sykloheksadien-l-yliden)-N-etyl benzylmetanammonium-3-sulfohydroksid-natr ium. Brilliant Blue R: N-(4-((4-((-ethoxyphenyl)amino)phenyl)(4-(ethyl((3-sulfophenyl)methyl)amino)phenyl)methylene)-2,5-cyclohexadiene-1 -ylidene)-N-ethyl benzylmethaneammonium-3-sulfohydroxide sodium.
Nøytral Rød:. Neutral Red:.
N,N,3- trimetyl-2,8- fenaz in-diaminmonohydroklor id. N,N,3-trimethyl-2,8-phenazin-diamine monohydrochlor id.
Impulsbølgelengden skulle fortrinnsvis ligge i området mellom 300 og 400 nm. Emisjonsbølgelengden er fortrinnsvis 380 til 500 nm. Som løsningsmiddel for fargestoffet er vann/alkohol, vann/aceton eller vann/dietyl-formamid-blanding eller også alkohol, aceton eller heksan uten vanntilsetning særlig egnet. The pulse wavelength should preferably lie in the range between 300 and 400 nm. The emission wavelength is preferably 380 to 500 nm. As a solvent for the dye, water/alcohol, water/acetone or water/diethylformamide mixture or also alcohol, acetone or hexane without the addition of water are particularly suitable.
Oppfinnelsen blir nærmere forklart ved hjelp av de følgende eksemplene: >, • The invention is explained in more detail using the following examples: >, •
?] ksempel 1: ?] example 1:
Nøytral rødt ("Neutral Rot") blir i en mengde på 10 _ 3 vekt% løst i etanol. Med 5 ul Sulfid-LOST oppnås et tilleggsprodukt, som ved impuls med lys med bølgelengde 330 nm gir en fluorescens ved 392 nm med relativ intensitet på 1500. Neutral red ("Neutral Rot") is dissolved in ethanol in an amount of 10 _ 3% by weight. With 5 ul of Sulfide-LOST, an additional product is obtained, which when pulsed with light of wavelength 330 nm gives a fluorescence at 392 nm with a relative intensity of 1500.
Eksempel 2: Example 2:
Framgangsmåten i samsvar med eksempel 1 ble gjentatt, men denne gangen ble Guinea Grønn B ("Guinea Grun B") benyttet som fargestoff. Tilleggsproduktet viste ved impuls fra lys med bølgelengde 320 nm en flurescens ved 394 nm med relativ intensitet på 11 700. The procedure in accordance with Example 1 was repeated, but this time Guinea Green B ("Guinea Green B") was used as dye. Upon impulse from light with a wavelength of 320 nm, the additional product showed fluorescence at 394 nm with a relative intensity of 11,700.
Eksempel 3: Example 3:
Lissamin Grønn B ("lissamine Griin B") ble til 10 - 3 vekt% løst i 70% vann - 30% etanol. Med 5 ul oppstår et ti 1leggsprodukt, som ved impuls fra lys med bølge-lengde 340 nm viste en fluorescens ved 470 nm med relativ intensitet på 810. Lissamine Grønn B ("lissamine Griin B") was dissolved to 10 - 3% by weight in 70% water - 30% ethanol. With 5 ul, a ten-fold product is produced, which, when stimulated by light with a wavelength of 340 nm, showed a fluorescence at 470 nm with a relative intensity of 810.
Eksempel 4: Example 4:
Brillant Blå R ("Brillant Blau R") ble til Brillant Blau R ("Brillant Blau R") was created
-2 -2
2x10 vekt% løst i 70% vann - 30% etanol. Tilleggsproduktet viste ved impuls fra lys med bølgelengde 370 nm fluorescens ved 455 med relativ intensitet 28 100. 2x10% by weight dissolved in 70% water - 30% ethanol. Upon impulse from light with a wavelength of 370 nm, the additional product showed fluorescence at 455 with a relative intensity of 28,100.
Claims (2)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19833344700 DE3344700A1 (en) | 1983-12-10 | 1983-12-10 | METHOD FOR DETECTING BIS- (2-CHLORETHYL) -SULFIDE OR BIS- (2-CHLORETHYL) -IMINE |
| PCT/EP1984/000383 WO1985002679A1 (en) | 1983-12-10 | 1984-12-01 | Process for determining the presence of bis-(2-chlorethyl-sulphide) or bis-(2-chlorethyl-imine) |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO853093L NO853093L (en) | 1985-08-06 |
| NO164383B true NO164383B (en) | 1990-06-18 |
| NO164383C NO164383C (en) | 1990-09-26 |
Family
ID=6216585
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO85853093A NO164383C (en) | 1983-12-10 | 1985-08-06 | PROCEDURE FOR DETECTION OF BIS- (2-CHLORETHYL) -SULPHIDE OR BIS- (2-CHLORETHYL) -IMINE. |
Country Status (8)
| Country | Link |
|---|---|
| EP (1) | EP0164379B1 (en) |
| JP (1) | JPS61500687A (en) |
| AT (1) | ATE37607T1 (en) |
| CA (1) | CA1231634A (en) |
| DE (1) | DE3344700A1 (en) |
| FI (1) | FI75056C (en) |
| NO (1) | NO164383C (en) |
| WO (1) | WO1985002679A1 (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3803142A1 (en) * | 1988-02-03 | 1989-08-17 | Battelle Institut E V | METHOD FOR DETECTING A COMBAT SUBSTANCE |
| DE3844796C2 (en) * | 1988-02-03 | 1993-01-21 | Battelle-Institut E.V., 6000 Frankfurt, De | Chemical warfare agent detection with fluorescent reagent |
| GB9419659D0 (en) * | 1994-09-28 | 1994-11-16 | Secr Defence | Detection of sulphur containing compounds |
| US5591400A (en) * | 1994-10-31 | 1997-01-07 | Minnesota Mining And Manufacturing Company | Method for producing an ionic sensor |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE722291C (en) * | 1933-09-28 | 1942-07-07 | Deutsches Reich Vertreten Durc | Process for the detection of splashes of adhesive warfare agents on the ground or on objects |
| CH184663A (en) * | 1935-08-07 | 1936-06-15 | Heinrich Dr Draeger Otto | Method for the detection of dichlorodiethyl sulfide. |
| 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 |
| JPS5621320A (en) * | 1979-07-28 | 1981-02-27 | Fujitsu Ltd | Manufacture of semiconductor device |
| DE2947459C2 (en) * | 1979-11-24 | 1983-06-23 | Battelle-Institut E.V., 6000 Frankfurt | Device for in-situ detection of toxic substances suspected in floor coverings |
-
1983
- 1983-12-10 DE DE19833344700 patent/DE3344700A1/en active Granted
-
1984
- 1984-11-28 CA CA000468798A patent/CA1231634A/en not_active Expired
- 1984-12-01 AT AT85900095T patent/ATE37607T1/en not_active IP Right Cessation
- 1984-12-01 WO PCT/EP1984/000383 patent/WO1985002679A1/en active IP Right Grant
- 1984-12-01 EP EP85900095A patent/EP0164379B1/en not_active Expired
- 1984-12-01 JP JP60500190A patent/JPS61500687A/en active Pending
-
1985
- 1985-08-01 FI FI852970A patent/FI75056C/en not_active IP Right Cessation
- 1985-08-06 NO NO85853093A patent/NO164383C/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FI75056C (en) | 1988-04-11 |
| FI852970A0 (en) | 1985-08-01 |
| NO164383C (en) | 1990-09-26 |
| EP0164379B1 (en) | 1988-09-28 |
| DE3344700A1 (en) | 1985-06-20 |
| FI852970L (en) | 1985-08-01 |
| FI75056B (en) | 1987-12-31 |
| WO1985002679A1 (en) | 1985-06-20 |
| ATE37607T1 (en) | 1988-10-15 |
| JPS61500687A (en) | 1986-04-10 |
| NO853093L (en) | 1985-08-06 |
| DE3344700C2 (en) | 1990-06-21 |
| EP0164379A1 (en) | 1985-12-18 |
| CA1231634A (en) | 1988-01-19 |
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