EP0236362A1 - Compositions d'elimination d'agents d'etancheite - Google Patents

Compositions d'elimination d'agents d'etancheite

Info

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
Application number
EP19860905172
Other languages
German (de)
English (en)
Inventor
Waldemar Mazurek
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.)
Australian Government
Original Assignee
Australian Government
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 Australian Government filed Critical Australian Government
Publication of EP0236362A1 publication Critical patent/EP0236362A1/fr
Pending legal-status Critical Current

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.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Sealing Material Composition (AREA)

Abstract

Compositions destinées à être utilisées pour éliminer des agents d'étanchéité ou des revêtements de polysulfure. Ladite composition comprend un thiolate tel qu'un thiolate d'alkyle ou de phényle avec un métal alcalin ou un ion d'ammonium quaternaire dans une solution de formamide de biméthyle ou d'acétamide de biméthyle soit seul soit mélangé avec un solvant aromatique tel que du toluène ou du xylène. Dans certaines circonstances, un composant de bisulfure tel que du bisulfure de biphényle ou du bisulfure tert-butyle ajouté à la composition permet une amélioration synergique de la vitesse d'élimination des agents d'étanchéité.
EP19860905172 1985-09-18 1986-09-05 Compositions d'elimination d'agents d'etancheite Pending EP0236362A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
AUPH248585 1985-09-18
AU2485/85 1985-09-18

Publications (1)

Publication Number Publication Date
EP0236362A1 true EP0236362A1 (fr) 1987-09-16

Family

ID=3771284

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19860905172 Pending EP0236362A1 (fr) 1985-09-18 1986-09-05 Compositions d'elimination d'agents d'etancheite

Country Status (3)

Country Link
EP (1) EP0236362A1 (fr)
AU (1) AU588370B2 (fr)
WO (1) WO1987001724A1 (fr)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
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
DE10037884A1 (de) 2000-08-03 2002-02-21 Henkel Kgaa Verfahren zur beschleunigten Klebstoffaushärtung
DE10037883A1 (de) 2000-08-03 2002-02-14 Henkel Kgaa Ferromagnetische Resonanzanregung und ihre Verwendung zur Erwärmung teilchengefüllter Substrate
CN102791684B (zh) * 2010-03-17 2016-03-16 阿克佐诺贝尔化学国际公司 解聚聚硫化物和制备二巯基二醚的方法
WO2015132802A2 (fr) 2014-03-05 2015-09-11 Council Of Scientific & Industrial Research Procédé de synthèse de feuilles métalliques monocouches
EP3885404A1 (fr) 2020-03-23 2021-09-29 Covestro Deutschland AG Utilisation des mélanges d'huiles essentielles pour séparer des collages

Family Cites Families (3)

* Cited by examiner, † Cited by third party
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

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO8701724A1 *

Also Published As

Publication number Publication date
AU588370B2 (en) 1989-09-14
AU6299086A (en) 1987-03-19
WO1987001724A1 (fr) 1987-03-26

Similar Documents

Publication Publication Date Title
EP0236362A1 (fr) Compositions d'elimination d'agents d'etancheite
CN102439199B (zh) 抑制接触含硫物质的表面的腐蚀和结垢
US4764219A (en) Clean up and passivation of mercury in gas liquefaction plants
CA2112513A1 (fr) Inhibiteur de la corrosion par l'acide naphtenique
KR100521655B1 (ko) 탄성중합체/역청조성물의제조방법및그제조용모액과도로면포장방법
US12516258B2 (en) Phosphorous-free oil soluble molybdenum complexes for high temperature naphthenic acid corrosion inhibition
EP0289950B1 (fr) Catalyseurs en polyalkilèneoxyamines pour dialkyldisulfures et/ou polysulfures utilisés pour la dissolution de soufre
AU2021358924A9 (en) Elemental sulfur dissolution and solvation
EP0188037B1 (fr) Monomères et polymères chélatants bidentates
US4410422A (en) Method for removing polyhalogenated hydrocarbons from nonpolar organic solvent solutions
JPS63500039A (ja) 反応性が大きく臭気の少ないメルカプタン末端重合体の製造方法
GB2219291A (en) Additive for clarifying aqueous systems
KR920000840A (ko) 폴리(아릴렌 술파이드)중합체를 회수하는 방법
JP2007302986A (ja) 腐食抑制剤、金属酸洗浄液組成物および金属の酸洗浄方法
JP2019059914A (ja) 未硬化ポリスルフィドゴムの表面を硬化させるための方法及び組成物
CA1088521A (fr) Additif d'huile de graissage a teneur de soufre et de chlore
US20240270687A1 (en) Sulfide-based compounds and uses thereof
US4426500A (en) Polymer solubilization
US5817186A (en) Cleaning composition for metal objects
CN118685164B (zh) 一种溶硫剂及其制备方法
EP0041546A1 (fr) Compositions de composes organiques a fonction mercapto polymerisables a l'oxygene ayant une reaction de surface rapide et procede de formation de produits de poids moleculaires eleves a partir de celles-ci.
GB2340505A (en) Reduction of malodour causing mercaptan content of hydrocarbon streams using imidazoline compounds
EP4632047A1 (fr) Concentré d'additif de piégeage de sulfure d'hydrogène et de mercaptans comprenant de la mma triazine et/ou de la mea triazine et un sel inorganique
RU2140952C1 (ru) Состав для антикоррозионных покрытий
RU2098462C1 (ru) Состав структурообразователя

Legal Events

Date Code Title Description
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

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