EP0236362A1 - Zusammensetzungen zur beseitigung von dichtungsmittel - Google Patents
Zusammensetzungen zur beseitigung von dichtungsmittelInfo
- Publication number
- EP0236362A1 EP0236362A1 EP19860905172 EP86905172A EP0236362A1 EP 0236362 A1 EP0236362 A1 EP 0236362A1 EP 19860905172 EP19860905172 EP 19860905172 EP 86905172 A EP86905172 A EP 86905172A EP 0236362 A1 EP0236362 A1 EP 0236362A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- disulfide
- composition
- thiolate
- solvent
- polysulfide
- 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.)
- Pending
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/22—Organic compounds
- C11D7/34—Organic compounds containing sulfur
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/50—Solvents
- C11D7/5004—Organic solvents
- C11D7/5013—Organic solvents containing nitrogen
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/22—Organic compounds
- C11D7/24—Hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/22—Organic compounds
- C11D7/32—Organic compounds containing nitrogen
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/22—Organic compounds
- C11D7/32—Organic compounds containing nitrogen
- C11D7/3263—Amides or imides
Definitions
- This invention relates to a composition for removing sealant compositions particularly polysulfide sealants.
- sealant compositions particularly polysulfide sealants.
- Polysulfide sealants such as those formulated from
- the first (Reed et al) relates to the use of a polyamine containing compound to remove poly (arylene sulfide) polyamides from metallic surfaces.
- the second (Elwell) provides a mixture of dichloromethane and a minor amount of chlorotri- methylsilane as a solvent for removing polysulfide coatings.
- the polysulfide polymers are essentially disulfides and are prepared from dithiol ether monomer units.
- the reaction with a monofunctional thiol can lead to the fragmentation of the polymer chain into low molecular weight units terminated by the monfunctional thiols and oligomers of the original polymer (eq 2).
- the present invention provides a composition for use in removing polysulfides comprising a solvent and 0.0025M to 0.04M of one or more thiolates alone or in conjunction with a disulfide, said solvent being able to dissolve the thiolate, swell the polysulfide and dissolve the depolymerization products of the polysulfide.
- the thiolate is selected from potassium thiophenolate, tetramethyl ammonium tert-butyl thiolate or tetraethyl, tetramethyl or tetrabutyl ammonium thiophenolate.
- the thiolates may be alkyl or aryl thiolates.
- a disulfide preferably diphenyl disulfide is optional as it has the effect of increasing the rate of depolymerization. This is particularly useful when the thiolate is less active as in the case of tetramethyl ammonium thiophenolate which is to be used in conjunction with disulfide.
- sealants also contain a filler typically calcium carbonate. Care must be taken to ensure that any reaction of the filler with the depolymerizing agent does not reduce its effectiveness.
- solvents for the thiolate reagent are N,N dimethyl formamide (DMF), Dimethyl acetamide (DMA) or mixtures of either of these solvents with aromatic hydro ⁇ carbons such as toluene or xylene.
- Chlorinated hydrocarbons are generally good solvents for polymers but they can give rise to hydrogen embrittlement when in contact with metals. This arises from the liberation of small quantities of hydrogen chloride and its subsequent reaction with metals. Thus the aromatic hydrocarbons remain the most acceptable alternatives.
- Toluene and xylene have TLVs of 120 ppm. However, only tetrabutyl ammonium thiophenolate is sufficiently soluble in these solvents.
- the concentration range of the thiolate varies with - reagent and solvent.
- concentration range is 0.01 to 0.024 M in N,N dimethyl formamide while for tetrabutyl ammonium phenyl thiolate the most preferred concentration range is 0.06 to 0.01 M in N,N dimethyl formamide.
- concentration range is generally within the range of 0.01 M to 0.4 M. Any suitable disulfide may.be used. Preferred disulfides are diphenyl disulfide or tert-butyl disulfide.
- Preferred solvent mixtures are toluene and at least 10% by weight of dimethyl formamide or xylene with at least 15% by weight of dimethyl formamide.
- the desealants of this invention were evaluated in the apparatus as illustrated in figure 1.
- the test specimen 1 of polysulfide polymer is suspended in the desealing solution 5 by a thin wire 2 from a glass rod 3 resting on a top loading balance 4.
- the specimens were totally immersed in a 35cm3 desealing solution.
- the change in weight of the immersed specimens with time was recorded.
- the results are expressed as a percentage loss of weight with time and plotted.
- the sealant specimens were formulated and prepared for casting according to the manufacturer's specifications. They were cast on a Teflon (Reg T.M.) sheet to a thickness of 3-4 mm. The sealants were allowed to cure at 24°C for 48 hours and then maintained at 40°C for 7 days. Test specimens were cut from the sealant sheets using a 20.6 mm diameter die.
- sealant commonly used is a commercial sealant PR-1750-B1/2 from the Thiokol Corporation which contains approximately 30% calcium carbonate and the balance poly sulfide polymer.
- Example 2 was repeated with the addition of 0.131 M diphenyl disulfide solution to the Potassium thiophenolate. Again the time to achieve 75% weight loss was plotted against Potassium thiophenolate concentration as shown in figure 4.
- Example 10 The procedure of example 7 was repeated except that xylene was substituted for toluene. As in example 7, a DMF 0 minimum concentration is exhibited in figure 10. Example 10
- the present invention provides an effective and safe method of removing sealants.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU2485/85 | 1985-09-18 | ||
AUPH248585 | 1985-09-18 |
Publications (1)
Publication Number | Publication Date |
---|---|
EP0236362A1 true EP0236362A1 (de) | 1987-09-16 |
Family
ID=3771284
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP19860905172 Pending EP0236362A1 (de) | 1985-09-18 | 1986-09-05 | Zusammensetzungen zur beseitigung von dichtungsmittel |
Country Status (3)
Country | Link |
---|---|
EP (1) | EP0236362A1 (de) |
AU (1) | AU588370B2 (de) |
WO (1) | WO1987001724A1 (de) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19733643A1 (de) * | 1997-08-04 | 1999-02-11 | Henkel Kgaa | Lösbare Klebstoffe |
DE19904835A1 (de) * | 1999-02-08 | 2000-08-10 | Henkel Kgaa | Lösbare Klebstoffe |
DE19924138A1 (de) | 1999-05-26 | 2000-11-30 | Henkel Kgaa | Lösbare Klebeverbindungen |
DE19951599A1 (de) | 1999-10-27 | 2001-05-23 | Henkel Kgaa | Verfahren zur adhesiven Trennung von Klebeverbunden |
DE19961940A1 (de) | 1999-12-22 | 2001-08-02 | Henkel Kgaa | Lösbare Klebeverindungen |
DE10037883A1 (de) | 2000-08-03 | 2002-02-14 | Henkel Kgaa | Ferromagnetische Resonanzanregung und ihre Verwendung zur Erwärmung teilchengefüllter Substrate |
DE10037884A1 (de) | 2000-08-03 | 2002-02-21 | Henkel Kgaa | Verfahren zur beschleunigten Klebstoffaushärtung |
JP5596802B2 (ja) * | 2010-03-17 | 2014-09-24 | アクゾ ノーベル ケミカルズ インターナショナル ベスローテン フエンノートシャップ | ポリスルフィドの解重合及びビスメルカプト−ジエーテルの調製のための方法 |
WO2015132802A2 (en) | 2014-03-05 | 2015-09-11 | Council Of Scientific & Industrial Research | A process for synthesis of single layer metal sheets |
EP3885404A1 (de) | 2020-03-23 | 2021-09-29 | Covestro Deutschland AG | Verwendung von mischungen ätherischer öle zur auftrennung von klebungen |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3567782A (en) * | 1968-08-08 | 1971-03-02 | Phillips Petroleum Co | Hydroxy containing thiol sulfides |
US4362570A (en) * | 1981-10-13 | 1982-12-07 | The United States Of America As Represented By The Secretary Of The Air Force | Solvent mixture for removing polysulfide and silicone rubber coatings |
US4431457A (en) * | 1982-06-29 | 1984-02-14 | Phillips Petroleum Company | Process for cleaning metal surfaces of poly(arylene sulfide) deposits |
-
1986
- 1986-09-05 EP EP19860905172 patent/EP0236362A1/de active Pending
- 1986-09-05 WO PCT/AU1986/000265 patent/WO1987001724A1/en unknown
- 1986-09-17 AU AU62990/86A patent/AU588370B2/en not_active Ceased
Non-Patent Citations (1)
Title |
---|
See references of WO8701724A1 * |
Also Published As
Publication number | Publication date |
---|---|
WO1987001724A1 (en) | 1987-03-26 |
AU6299086A (en) | 1987-03-19 |
AU588370B2 (en) | 1989-09-14 |
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Legal Events
Date | Code | Title | Description |
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PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AT BE CH DE FR GB IT LI LU NL SE |
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STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
|
RIN1 | Information on inventor provided before grant (corrected) |
Inventor name: MAZUREK, WALDEMAR |