WO2005083382B1 - Impermeability tests of closed systems with the aid of fluorescent dyes - Google Patents

Impermeability tests of closed systems with the aid of fluorescent dyes

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Publication number
WO2005083382B1
WO2005083382B1 PCT/EP2005/001669 EP2005001669W WO2005083382B1 WO 2005083382 B1 WO2005083382 B1 WO 2005083382B1 EP 2005001669 W EP2005001669 W EP 2005001669W WO 2005083382 B1 WO2005083382 B1 WO 2005083382B1
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WO
WIPO (PCT)
Prior art keywords
atoms
radicals
replaced
groups
leak testing
Prior art date
Application number
PCT/EP2005/001669
Other languages
German (de)
French (fr)
Other versions
WO2005083382A1 (en
Inventor
Heinz Langhals
Karl-Heinz Brinkmann
Original Assignee
Heimeier Gmbh Metall Theodor
Heinz Langhals
Karl-Heinz Brinkmann
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.)
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Publication date
Application filed by Heimeier Gmbh Metall Theodor, Heinz Langhals, Karl-Heinz Brinkmann filed Critical Heimeier Gmbh Metall Theodor
Priority to EP05707491A priority Critical patent/EP1716401A1/en
Publication of WO2005083382A1 publication Critical patent/WO2005083382A1/en
Publication of WO2005083382B1 publication Critical patent/WO2005083382B1/en

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Classifications

    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01M—TESTING STATIC OR DYNAMIC BALANCE OF MACHINES OR STRUCTURES; TESTING OF STRUCTURES OR APPARATUS, NOT OTHERWISE PROVIDED FOR
    • G01M3/00—Investigating fluid-tightness of structures
    • G01M3/02—Investigating fluid-tightness of structures by using fluid or vacuum
    • G01M3/04—Investigating fluid-tightness of structures by using fluid or vacuum by detecting the presence of fluid at the leakage point
    • G01M3/20—Investigating fluid-tightness of structures by using fluid or vacuum by detecting the presence of fluid at the leakage point using special tracer materials, e.g. dye, fluorescent material, radioactive material
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
    • C09B5/62—Cyclic imides or amidines of peri-dicarboxylic acids of the anthracene, benzanthrene, or perylene series
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01M—TESTING STATIC OR DYNAMIC BALANCE OF MACHINES OR STRUCTURES; TESTING OF STRUCTURES OR APPARATUS, NOT OTHERWISE PROVIDED FOR
    • G01M3/00—Investigating fluid-tightness of structures
    • G01M3/02—Investigating fluid-tightness of structures by using fluid or vacuum
    • G01M3/04—Investigating fluid-tightness of structures by using fluid or vacuum by detecting the presence of fluid at the leakage point
    • G01M3/20—Investigating fluid-tightness of structures by using fluid or vacuum by detecting the presence of fluid at the leakage point using special tracer materials, e.g. dye, fluorescent material, radioactive material
    • G01M3/22—Investigating fluid-tightness of structures by using fluid or vacuum by detecting the presence of fluid at the leakage point using special tracer materials, e.g. dye, fluorescent material, radioactive material for pipes, cables or tubes; for pipe joints or seals; for valves; for welds; for containers, e.g. radiators
    • G01M3/226—Investigating fluid-tightness of structures by using fluid or vacuum by detecting the presence of fluid at the leakage point using special tracer materials, e.g. dye, fluorescent material, radioactive material for pipes, cables or tubes; for pipe joints or seals; for valves; for welds; for containers, e.g. radiators for containers, e.g. radiators
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01M—TESTING STATIC OR DYNAMIC BALANCE OF MACHINES OR STRUCTURES; TESTING OF STRUCTURES OR APPARATUS, NOT OTHERWISE PROVIDED FOR
    • G01M3/00—Investigating fluid-tightness of structures
    • G01M3/02—Investigating fluid-tightness of structures by using fluid or vacuum
    • G01M3/04—Investigating fluid-tightness of structures by using fluid or vacuum by detecting the presence of fluid at the leakage point
    • G01M3/20—Investigating fluid-tightness of structures by using fluid or vacuum by detecting the presence of fluid at the leakage point using special tracer materials, e.g. dye, fluorescent material, radioactive material
    • G01M3/22—Investigating fluid-tightness of structures by using fluid or vacuum by detecting the presence of fluid at the leakage point using special tracer materials, e.g. dye, fluorescent material, radioactive material for pipes, cables or tubes; for pipe joints or seals; for valves; for welds; for containers, e.g. radiators
    • G01M3/226—Investigating fluid-tightness of structures by using fluid or vacuum by detecting the presence of fluid at the leakage point using special tracer materials, e.g. dye, fluorescent material, radioactive material for pipes, cables or tubes; for pipe joints or seals; for valves; for welds; for containers, e.g. radiators for containers, e.g. radiators
    • G01M3/228—Investigating fluid-tightness of structures by using fluid or vacuum by detecting the presence of fluid at the leakage point using special tracer materials, e.g. dye, fluorescent material, radioactive material for pipes, cables or tubes; for pipe joints or seals; for valves; for welds; for containers, e.g. radiators for containers, e.g. radiators for radiators

Landscapes

  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
  • Examining Or Testing Airtightness (AREA)
  • Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)

Abstract

The invention relates to a method wherein the impermeability of closed systems can be tested with the aid of fluorescent dyes. As a result, preferably powerful fluorescent perylene dyes are used.

Claims

GEÄNDERTE ANSPRÜCHE [beim Internationalen Büro am 30. August 2005 (30.08.2005) eingegangen; ursprüngliche Ansprüche 1-22 durch geänderte Ansprüche 1-13 ersetzt (3 Seiten)] AMENDED CLAIMS [received at the International Bureau on 30 August 2005 (30.08.2005); original claims 1-22 replaced by amended claims 1-13 (3 pages)]
1. Verfahren zur Dichtigkeitsprüfung von flüssigkeitsgefüllten, geschlossenen Systemen, in dem einheitliche Fluoreszenzfarbstoffe in der Flüssigkeit gelöst und zur Dichtigkeitsprüfung eingesetzt werden, in dem das System mit polychromatischem Licht im langwelligen Absorptionsbereich des Farbstoffes angeregt wird und eine eventuell vorhandene Leckstelle direkt detektiert wird, dadurch gekennzeichnet, dass das System ein Temperaturweggeber ist, dessen Dichtungen und/oder Lötnähte und/oder Schweißnähte auf Dichtigkeit geprüft werden, dass der Farbstoff eine Feststofffluoreszenz aufweist und dass der Temperaturweggeber mit Solvenzien behandelt wird, so dass der an der Leckstelle austretende Farbstoff eine fluoreszierende Lösung erzeugt.1. A method for leak testing of liquid-filled, closed systems, dissolved in the uniform fluorescent dyes in the liquid and used for leak testing, in which the system is excited with polychromatic light in the long-wave absorption range of the dye and any leak is detected directly, characterized in that the system is a temperature sensor whose seals and / or solder joints and / or welds are tested for leaks, that the dye has solid fluorescence, and that the temperature transmitter is treated with solvents such that the dye issuing at the leak produces a fluorescent solution ,
2. Verfahren zur Dichtigkeitsprüfung nach Anspruch 1 , dadurch gekennzeichnet, dass Lösungsmittel niedriger Viskosität, insbesondere Ethylacetat verwendet werden.2. A method for leak testing according to claim 1, characterized in that solvents of low viscosity, in particular ethyl acetate are used.
3. Verfahren zur Dichtigkeitsprüfung nach Anspruch 1 , dadurch gekennzeichnet, dass die Undichtigkeit direkt visuell an der Leckstelle detektiert wird.3. A method for leak testing according to claim 1, characterized in that the leak is detected directly visually at the leak.
4. Verfahren zur Dichtigkeitsprüfung nach Anspruch 1 , dadurch gekennzeichnet, dass die Solvenzien Ethylacetat sind.4. A method for leak testing according to claim 1, characterized in that the solvents are ethyl acetate.
5. Verfahren zur Dichtigkeitsprüfung nach Anspruch 1 , dadurch gekennzeichnet, dass eine automatische Detektion der Leckstelle mit bildgebenden Verfahren erfolgt. 115. A method for leak testing according to claim 1, characterized in that an automatic detection of the leak takes place with imaging methods. 11
6. Verfa-hren zur Dichtigkeitsprüfung, indem bei den Nerfahren nach Anspruch 1 perylen- Fluoreszenzfafbstof e der erden,6. Verfa-hren for leak testing, by in the Nerfahren of claim 1 perylene Fluoreszenzfafbstof e of the earth,
Figure imgf000003_0001
in denen die Reste R1 bis R2 gleich oder verschieden voneinander sein können und unabhängig voneinander lineare Alkylreste mit mindestens einem und höchstens 37 C- Atome bedeuten, bei denen eine bis 10 CH2-Enheiten unabhängig voneinander ersetzt sein können durch jeweils Carbonylgruppen, Sauerstoffatome, Schwefelatome, Selenatome, Telluratome, eis- oder trα«-s-CH=CH-Gruppen, bei der eine CH-Einheit auch durch ein Stickstoffatom ersetzt sein kann, acetylenische CsC-Gruppen 1 ,2-, 1 ,3- oder 1 ,4- substituierten Phenylreste, 2,3-, 2,4-, 2,5-, 2,6-, 3,4- oder 3,5-disubstituierte Pyridinreste, 2,3-, 2,4-, 2,5- oder 3,4-disubstituierte Thiophenreste, 1,2-, 1,3-, 1,4-, 1,5-, 1,6-, 1,7-, 1,8-, 2,3-, 2,6- oder 2,7-disubstituierteΝapthalinreste, bei denen ein oder zwei CH-Gruppen durch Stickstoffatome ersetzt sein können, 1,2-, 1,3-, 1,4-, 1,5-, 1,6-, 1,7-, 1,8-, 1,9-, 1,10- , 2,3-, 2,6-, 2,7-, 2,9-, 2,10- oder 9,10-disubstituierte Anthracenreste, bei denen ein oder zwei CH-Gruppen durch Stickstoffatome ersetzt sein können. Bis zu 12 einzelne Wasserstoffatome der CH2-Gruppen können jeweils unabhängig voneinander auch an gleichen C-Atomen ersetzt sein durch die Halogene Fluor, Chlor, Brom oder Iod oder die Cya- nogruppe oder eine lineare Alkylkette mit bis zu.18 C-Atomen, bei der eine bis 6 CH2- Einheiten unabhängig voneinander ersetzt sein können durch Carbonylgruppen, Sauerstoffatome, Schwefelatome, Selenatome, Telluratome, eis- oder trα«-s-CH=CH-Gruppen, bei denen eine CH-Einheit auch durch ein Stickstoffatom ersetzt sein kann, acetylenische C≡C-Gruppen, 1,2-, 1,3- oder 1,4-substituierte Phenylreste, 2,3-, 2,4-, 2,5-, 2,6-, 3,4- oder 3,5-disubstituierte Pyridinreste, 2,3-, 2,4-, 2,5- oder 3,4-disubstituιerter Thiophenreste, 1,2-, 1,3-, 1,4-, 1,5-, 1,6-, 1,7-, 1,8-, 2,3-, 2,6- oder 2,7-disubstituierteNapthalinreste, bei dem ein oder zwei Kohlenstoffatome durch Stickstoffatome ersetzt sein können, 1,2-, 1,3- , 1,4-, 1,5-, 1,6-, 1,7-, 1,8-, 1,9-, 1,10-, 2,3-, 2,6-, 2,7-, 2,9-, 2,10- oder 9,10-disubstituierte Anthracenreste, bei denen ein oder zwei Ko-hlenstoffatome durch Stickstoffatome ersetzt sein können. Bis zu 12 einzelne Wasserstoffatome der CH -Gruppen der Alkylreste können jeweils unabhängig voneinander auch an gleichen C-Atomen ersetzt sein durch die Halogene Fluor, Chlor, Brom oder Iod oder oder Cyanogruppen oder lineare Al-kylketten mit bis zu 18 C-Atomen, bei denen eine bis 6 CH2-Einheiten unabhängig voneinander ersetzt sein können durch Carbonylgruppen, Sauerstoffatome, Schwefelatome,' Selenatome, Telluratome, eis- oder tr n-s-CH=CH-Gruppen, bei der eine CH-Einheit auch durch ein Stickstoffatom ersetzt sein kann, acetylenische C≡C-Gruppen 1,2-, 1,3- oder 1,4- substituierte Phenylreste, 2,3-, 2,4-; 2,5-, 2,6-, 3,4- oder 3,5-disubstituierte Pyridinreste, 2,3-, 2,4-, 2,5- oder 3,4-disubstituierte Thiophenreste, 1,2-, 1,3-, 1,4-, 1,5-, 1,6-, 1,7-, 1,8-, 2,3-, 2,6- oder 2,7-disubstituierte Napthalinreste, bei denen ein oder zwei Kohlenstoffatome durch Stickstoffatome ersetzt sein können, 1,2-, 1,3-, 1,4-, 1,5-, 1,6-, 1,7-, 1,8-, 1,9-, 1,10-, 2,3-, 2,6-, 2,7-, 2,9-, 2,10- oder 9,10-disubstituierte Anthracenreste, bei denen ein oder zwei Kolύenstoffatome durch Stickstoffatome ersetzt sein können. Statt Substi- tuenten zu tragen können die freien Valenzen der Methingruppen bzw. der quartären C- Atome paarweise verknüpft werden, so dass Ringe entstehen, wie z.B. Cyclohexanringe. Die Reste R3 bis R6 können Wasserstoff oder unabhängig voneinander einer bis vier der Reste sein, die unter R1 bis R2 genannt worden sind. 12
Figure imgf000003_0001
in which the radicals R 1 to R 2 may be the same or different and each independently represent linear alkyl radicals having at least one and at most 37 C atoms, in which one to 10 CH 2 units may be replaced independently by each carbonyl groups, oxygen atoms , Sulfur atoms, selenium atoms, tellurium atoms, cis or trα «s-CH =CH groups in which a CH unit may also be replaced by a nitrogen atom, acetylenic CsC groups 1, 2, 1, 3 or 1 , 4-substituted phenyl radicals, 2,3-, 2,4-, 2,5-, 2,6-, 3,4- or 3,5-disubstituted pyridine radicals, 2,3-, 2,4-, 2, 5- or 3,4-disubstituted thiophene radicals, 1,2-, 1,3-, 1,4-, 1,5-, 1,6-, 1,7-, 1,8-, 2,3-, 2,6- or 2,7-disubstituted Ν pthalene radicals in which one or two CH groups can be replaced by nitrogen atoms, 1,2-, 1,3-, 1,4-, 1,5-, 1,6-, 1,7-, 1,8-, 1,9-, 1,10-, 2,3-, 2,6-, 2,7-, 2,9-, 2,10- or 9,10-disubstituted Anthracene residues in which one or two CH groups may be replaced by nitrogen atoms. Up to 12 individual hydrogen atoms of the CH 2 groups can each independently of one another also be replaced on the same carbon atoms by the halogens fluorine, chlorine, bromine or iodine or the cyano group or a linear alkyl chain having up to 18 C atoms, in which one to 6 CH 2 - units can be replaced independently by carbonyl groups, oxygen atoms, sulfur atoms, selenium atoms, tellurium atoms, cis - or trα -s-CH = CH groups in which a CH unit replaced by a nitrogen atom may be acetylenic C≡C groups, 1,2-, 1,3- or 1,4-substituted phenyl radicals, 2,3-, 2,4-, 2,5-, 2,6-, 3,4 or 3,5-disubstituted pyridine radicals, 2,3-, 2,4-, 2,5- or 3,4-disubstituted thiophene radicals, 1,2-, 1,3-, 1,4-, 1,5- , 1,6-, 1,7-, 1,8-, 2,3-, 2,6- or 2,7-disubstitutednaphthalene radicals in which one or two carbon atoms may be replaced by nitrogen atoms, 1,2-, 1 , 3-, 1,4-, 1,5-, 1,6-, 1,7-, 1,8-, 1,9-, 1,10-, 2,3-, 2,6-, 2 , 7, 2, 9, 2, 10 or 9, 10 disubstituted anthracene residues in which one or two carbon atoms may be replaced by nitrogen atoms. Up to 12 individual hydrogen atoms of the CH groups of the alkyl radicals can each be replaced independently of the same C atoms by the halogens fluorine, chlorine, bromine or iodine or or cyano groups or linear alkyl chains with up to 18 carbon atoms, at where one to 6 CH 2 units can be replaced independently by carbonyl groups, oxygen atoms, sulfur atoms, 'selenium atoms, tellurium atoms, cis- or tr-n-CH = CH groups in which a CH unit may also be replaced by a nitrogen atom , acetylenic C≡C groups 1,2-, 1,3- or 1,4-substituted phenyl radicals, 2,3-, 2,4-; 2,5-, 2,6-, 3,4- or 3,5-disubstituted pyridine radicals, 2,3-, 2,4-, 2,5- or 3,4-disubstituted thiophene radicals, 1,2-, 1 , 3-, 1,4-, 1,5-, 1,6-, 1,7-, 1,8-, 2,3-, 2,6- or 2,7-disubstituted naphthalene radicals in which one or two carbon atoms may be replaced by nitrogen atoms, 1,2-, 1,3-, 1,4-, 1,5-, 1,6-, 1,7-, 1,8-, 1,9-, 1, 10-, 2,3-, 2,6-, 2,7-, 2,9-, 2,10- or 9,10-disubstituted anthracene residues in which one or two carbon atoms may be replaced by nitrogen atoms. Instead of carrying substituents, the free valencies of the methine groups or of the quaternary C atoms can be linked in pairs to form rings, such as cyclohexane rings. The radicals R 3 to R 6 may be hydrogen or independently one to four of the radicals which have been mentioned under R 1 to R 2 . 12
7. Verfahren zur Dichtigkeitsprüfung nach Anspruch 1 , dadurch gekennzeichnet, dass der Fluoreszenzfarbstoff in einem Polymer gebunden ist, das in der Flüssigkeit des flüssigkeitsgefüllten Systemes löslich ist.7. A method for leak testing according to claim 1, characterized in that the fluorescent dye is bound in a polymer which is soluble in the liquid of the liquid-filled system.
8. Verfahren zur Dichtigkeitsprüfung nach Anspruch 7, dadurch gekennzeichnet, dass das Polymer ein Polymethylmethacrylat (PMMA) ist.8. A method for leak testing according to claim 7, characterized in that the polymer is a polymethyl methacrylate (PMMA).
9. Verfahren zur Dichtigkeitsprüfung nach Anspruch 8, dadurch gekennzeichnet, dass das Polymethylmethacrylat durch radikalische Polymerisation, deren Monomere in der Ölphase vorliegen, sich an der Grenzfläche zum Fluoreszenzfarbstoff abscheidet.9. A method for leak testing according to claim 8, characterized in that the polymethyl methacrylate is deposited by free-radical polymerization, the monomers in the oil phase, at the interface to the fluorescent dye.
10. Verfahren zur Dichtigkeitsprüfung nach Anspruch 7, dadurch gekennzeichnet, dass der Fluoreszenzfarbstoff vor der Polymerisation in Wasser dispergiert ist.10. A method for leak testing according to claim 7, characterized in that the fluorescent dye is dispersed in water prior to the polymerization.
11. Verfahren zur Dichtigkeitsprüfung nach Anspruch 8, dadurch gekennzeichnet, dass der acrylatgebundene Fluoreszenzfarbstoff mikroverkapselt wird.11. A method for leak testing according to claim 8, characterized in that the acrylate-bonded fluorescent dye is microencapsulated.
12. Verfahren zur Dichtigkeitsprüfung nach Anspruch 11 , dadurch gekennzeichnet, dass die Verkapselung durch In-situ-Polyreaktionen erfolgt.12. A method for leak testing according to claim 11, characterized in that the encapsulation is carried out by in situ polyreactions.
13. Verfahren zur Dichtigkeitsprüfung nach Anspruch 11 , dadurch gekennzeichnet, dass der mikroverkapselte acrylatgebundene Fluoreszenzfarbstoff in Form von Partikeln einem Hohlkörper des Temperaturweggebers zugegeben wird, dass der Hohlkörper mit Flüssigkeit gefüllt wird, dass der Hohlkörper verschlossen wird, dass der Hohlkörper temperiert wird, dass das so geschaffene System justiert wird und dass anschließend das Verfahren zur Dichtigkeitsprüfung erfolgt. 13. A method for leak testing according to claim 11, characterized in that the microencapsulated acrylate-bonded fluorescent dye in the form of particles is added to a hollow body of the Temperaturweggebers that the hollow body is filled with liquid, that the hollow body is sealed, that the hollow body is heated, that the so adjusted system is adjusted and that subsequently the procedure for leak testing is carried out.
PCT/EP2005/001669 2004-02-20 2005-02-18 Impermeability tests of closed systems with the aid of fluorescent dyes WO2005083382A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP05707491A EP1716401A1 (en) 2004-02-20 2005-02-18 Impermeability tests of closed systems with the aid of fluorescent dyes

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE200410008480 DE102004008480B4 (en) 2004-02-20 2004-02-20 Tightness testing of closed systems with the help of fluorescent dyes
DE102004008480.7 2004-02-20

Publications (2)

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WO2005083382A1 WO2005083382A1 (en) 2005-09-09
WO2005083382B1 true WO2005083382B1 (en) 2005-10-20

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EP (1) EP1716401A1 (en)
CN (1) CN1910433A (en)
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WO (1) WO2005083382A1 (en)

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CN103323186A (en) * 2013-06-25 2013-09-25 保定天威集团有限公司 Welding seam leakage detecting technology of transformer tank
CN103364145A (en) * 2013-06-30 2013-10-23 天长市远洋船舶设备有限公司 Method for detecting sealing performance
CN104614132A (en) * 2015-02-05 2015-05-13 广西柳工机械股份有限公司 Whole engineering machine lubricating oil leakage detection method
CN107514616A (en) * 2017-07-05 2017-12-26 深圳大学 Fluorescent lamp shade, the preparation method of fluorescent lamp shade and yellow fluorescent lamp
CN107870070A (en) * 2017-09-21 2018-04-03 湖南立方新能源科技有限责任公司 Battery leak hunting method
CN107870069A (en) * 2017-09-21 2018-04-03 湖南立方新能源科技有限责任公司 A kind of secondary cell method for conducting leak test
CN107817080A (en) * 2017-09-21 2018-03-20 湖南立方新能源科技有限责任公司 A kind of battery leak hunting method
CN112525875A (en) * 2020-12-11 2021-03-19 南京明捷生物医药检测有限公司 Method for testing sealing integrity of medicine packaging container by improved color water intrusion method

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CN1910433A (en) 2007-02-07
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DE102004008480B4 (en) 2011-06-22

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