EP0182839A1 - Compositions autoemulsionnables a base de fluorochlorohydrocarbures et d'esters phosporiques - Google Patents

Compositions autoemulsionnables a base de fluorochlorohydrocarbures et d'esters phosporiques

Info

Publication number
EP0182839A1
EP0182839A1 EP85902567A EP85902567A EP0182839A1 EP 0182839 A1 EP0182839 A1 EP 0182839A1 EP 85902567 A EP85902567 A EP 85902567A EP 85902567 A EP85902567 A EP 85902567A EP 0182839 A1 EP0182839 A1 EP 0182839A1
Authority
EP
European Patent Office
Prior art keywords
phosphoric
radical
formula
amine salt
symbol
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.)
Withdrawn
Application number
EP85902567A
Other languages
German (de)
English (en)
French (fr)
Inventor
Roland Aguilera
Jean-Pierre Remond
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.)
Arkema France SA
Original Assignee
Atochem SA
Elf Atochem SA
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 Atochem SA, Elf Atochem SA filed Critical Atochem SA
Publication of EP0182839A1 publication Critical patent/EP0182839A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C23COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
    • C23GCLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
    • C23G5/00Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents
    • C23G5/06Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using emulsions
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K13/00Etching, surface-brightening or pickling compositions
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22Organic compounds
    • C11D7/28Organic compounds containing halogen
    • C11D7/30Halogenated hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22Organic compounds
    • C11D7/36Organic compounds containing phosphorus

Definitions

  • compositions based on fluorochlorohydrocarbons and phosphoric esters are in the form of an emulsion of the water in oil type.
  • compositions comprising a fluorochlorohydrocarbon, a phosphoric ester with a free phosphoric acid function, a phosphoric ester with a phosphoric acid function neutralized by an amine salt and an acid have been described in French patent application No. 82.09213.
  • Such compositions can be used for cleaning articles of various natures. They are particularly suitable for the elimination by solubilization of water from the surfaces to which they are applied.
  • the present invention relates to a new composition based on fluorochlorohydrocarbons, phosphoric ester with free phosphoric acid function, phosphoric ester with phosphoric acid function neutralized by an amine salt and carboxylic acid, this composition being characterized in that '' it is in the form of an emulsion of the "water in oil” type, said emulsion comprising (by weight):
  • the invention uses:
  • m represents 2, 3 or 4
  • the symbol T represents a divalent aliphatic, saturated or unsaturated, aromatic or aliphatic-aromatic radical, the abovementioned radicals being able to contain up to 40 carbon atoms
  • the symbol Z represents a radical Y or an OH group
  • the symbol T and the symbol r also being such that the total number of carbon atoms of the radical Y is greater than 20.
  • a phosphoric ester with neutralized phosphoric acid function an ester of formula ( I) at least one phosphoric acid function of which is neutralized by an amine salt of formula
  • compositions in accordance with the invention it is possible to use, for each of the constituents, a single product or a mixture of products meeting the definitions and formulas indicated:
  • the invention also relates to a process for preparing the compositions defined above, said process being characterized in that it consists in mixing with the solvent and with water:
  • compositions defined above constitute another object of the invention.
  • the constituents of the mixture are used in an amount such that the ratio either greater than 1 and preferably between 1, 1 and 3.5, A denoting the weight of the mixture of phosphoric esters resulting from the reaction of the initial phosphoric ester with the amine salt, B denoting the weight of amine salt, I AI denoting the acid number of said mixture of phosphoric esters and I A2 denoting the acid number of the amine salt.
  • the amount of acid of formula (III) is defined by the amine salt / phosphoric ester ratio of formula (I) , the number of -COOH group being substantially equal to the number of phosphoric acid functions reacting with the amine salt of formula (II).
  • the same amine salt / phosphoric ester ratio of formula (I) defines the proportion of acid phosphoric esters of formula (I) and phosphoric esters of which at least one phosphoric acid function is neutralized. It is naturally possible to use an amount of acid (III) greater than the amount of acid of the amine salt released by the reaction of the phosphoric acid functions with said salt.
  • the solvent contains at least 50% by weight of 1,1,2-trichloro-1,2,2-trifluoroethane.
  • the complement to 100% can naturally be constituted by the same solvent or by one or more chlorinated or chlorofluorinated saturated aliphatic hydrocarbons containing 1 or 2 carbon atoms, such as for example methylene chloride.
  • the phosphoric esters of formula (I), which are preferably used in an amount of 0.04 to 8% relative to the weight of the composition, can be chosen from the various mono and diesters resulting from the reaction of phosphorus compounds with oxyalkylenated linear alcohols. Among these products, mention will be made in particular of esters with oxyethylene, oxypropylene or oxyethylene / oxypropylene groups.
  • esters in which the oxyalkylene chain or chains containing from 3 to 25 oxyethylene units that is to say the esters of formula (I) in which m is equal to 2 and r is between 3 and 25, the radical represented by the symbol T in said formula (I) possibly being in particular one of the divalent radicals corresponding to the following radicals: hexyl, octyl, isooctyl, 2-ethylhexyl, decyl, isodecyl, t.dodecyl, dodecyl, tridecyl, tetradecyl, hexadecyl, oleocetyl, nonylphenyl.
  • esters of formula I mention will be made of phosphates of 2-ethylhexyl with 20 ethylene oxide units, of nonylphenyl with 6 ethylene oxide units, of nonylphenyl with 9 ethylene oxide units , tridecyl with 6 ethylene oxide units, dodecyl with 6 ethylene oxide units, oleocetyl with 5 ethylene oxide units, the various aforementioned phosphates, which can be used as a mixture, containing one or two phosphoric ester groups.
  • the second constituent of compositions in accordance with the invention is chosen from phosphoric esters of formula (I) in which at least one phosphoric acid function is neutralized by reaction with the amine salt of formula (II).
  • amine salts which are preferably used in an amount of 0.01 to 2% relative to the weight of the composition in the process defined above can be obtained by reaction of one or more carboxylic acids of formula R ' -COOH (III) with a diamine of formula R.NH (CH 2 ) n NH 2 (VI), formulas in which the symbols R, R 'and n have the meaning given above.
  • diamines of formula (VI) there may be mentioned in particular amine caprylaminopropylene, amine laurylaminopropylene, amine myristylaminopropylene, amine palmitylaminopropylene, amine stearylinopropylene, amine oleylaminopropylene. It is of course possible to use a mixture of at least two of these amines.
  • the amine salts of formula (II) there may be mentioned in particular the amine oleylaminopropylene dioleate, the amine oleylaminopropylene diundecylate, the amine stearylamopropylene dioleate, the amine palmitylaminopropylene dioleate, the oleylaminopropylene dilinoleate amine. It is naturally possible to use a mixture of at least two of these salts. It should be noted that in the foregoing, the substituent of an amino function is designated by a radical corresponding to the trivial name of the acid, it being recognized that this radical is exclusively hydrocarbon.
  • the stearyl radical denotes here the octadecyl radical
  • the oleyl radical denotes the octadecenyl radical
  • the palmityl radical denotes the hexadecyl radical
  • the myristyl radical denotes the tetradecyl radical.
  • alkali metal or ammonium salts of formulas IV and V there may be mentioned in particular sodium, potassium laurylethersulfates, stearylethersulfates, ammonium, the term ether advantageously designating a chain of ethylene oxide units, the said chain comprising for example from 2 to 10 units and preferably from 3 to 6 units; Mention will also be made of the alkyl ether - mono and sodium diphosphates, potassium and ammonium, the expression alkyl ether designating in particular the 2-ethyl hexyl sequences / ethylene oxide units, nonylphenyl / ethylene oxide unit, oleoketyl / ethylene oxide units, number of units which can preferably range from 3 to 12.
  • the amount of water is determined according to the amount of additives used (phosphoric esters, acid, salt, optionally salt d 'amine). As indicated, the amount of water generally represents from 1 to 8% of the total weight of the composition. From a practical point of view, an amount of water representing 1.5 to 5 times the total amount of additives is advantageously used.
  • compositions in accordance with the invention can be prepared by simple mixing with stirring and at room temperature of its constituents, that is to say either the phosphoric esters with free phosphoric acid function and with neutralized acid function, the carboxylic acid and the alkali metal or ammonium salt, ie the phosphoric ester with a free phosphoric acid function, the amine salt and the alkali metal or ammonium salt.
  • These emulsions are stable at room temperature, and more generally between 5 and 44 ° C, more specifically between 10 and 40 ° C, the emulsion having, in the high temperature zone, an opalescent appearance without settling of the aqueous phase.
  • the emulsions in accordance with the invention are particularly suitable for cleaning parts of metal, glass, refractory materials and / or plastics to rid them, in particular, of dust and / or fingerprints, and / or grease and / or polishing paste in the case of metal parts. As such, they find their application in particular in the chemical, electronic, electrical, mechanical and in particular precision mechanical industries, in watchmaking, jewelry, optics, metrology.
  • the actual cleaning process consists in bringing said parts into contact with said compositions of the invention, for example by spraying, by spraying and most often by immersion of said parts in said compositions. In the latter case, it is useful to stir the liquid bath.
  • the agitation of the bath is carried out by any means known per se, and preferably by means of ultrasound, the contact time of the soiled parts with the agitated liquid bath generally varies between 0.5 and 5 min.
  • the cleaning of the parts is followed by a rapid rinsing with 1,1,2-trichloro-1,2,2-trifluoro-ethane liquid, then preferably with contact with 1,1-trichloro vapors, 2-trifluoro-1,2,2-ethane.
  • a composition is prepared containing: - 92 g of trifluoro-1,1,2 trichloro-1,2,2 ethane,
  • the phosphate acid number (acidity of the diester and first acidity of the monoester) is 83.
  • the amine salt has an acid number of 125. It is marketed under the brand Cémulcat 0D0 by S. F. O.S. This composition is prepared at room temperature (23 ° C) with stirring: it is in the form of an emulsion of the water in oil type, very slightly opalescent at 23 ° C. Its viscosity is lm Pa.s (milli Pascal / second) at this temperature. 2o) Implementation The emulsion prepared according to paragraph 1 is implemented in a tank provided with ultrasonic transducers.
  • the parts to be cleaned are immersed in the emulsion (cleaning bath) - duration of the immersion 2 min -, then removed and rinsed for 1 min in trichloro1,1,2 trifluoro-1,2,2 ethane liquid, also agitated by ultrasound and are finally placed in an atmosphere of trichloro-1,1,2 trifluoro-1,2,2 ethane vapors for about 1mm. 3o) Samples and results
  • the paste includes an abrasive and an organic binder (natural fat). After treatment according to paragraph 2, it can be seen by weighing 1/10 mg and observing at magnification 50 that the parts are completely free of residual traces of polishing paste.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Mechanical Engineering (AREA)
  • Metallurgy (AREA)
  • Detergent Compositions (AREA)
  • Lubricants (AREA)
  • Paints Or Removers (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
EP85902567A 1984-05-30 1985-05-28 Compositions autoemulsionnables a base de fluorochlorohydrocarbures et d'esters phosporiques Withdrawn EP0182839A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR8408555 1984-05-30
FR8408555A FR2565125A1 (fr) 1984-05-30 1984-05-30 Compositions autoemulsionnables a base de fluorochlorohydrocarbures et d'esters phosphoriques

Publications (1)

Publication Number Publication Date
EP0182839A1 true EP0182839A1 (fr) 1986-06-04

Family

ID=9304577

Family Applications (1)

Application Number Title Priority Date Filing Date
EP85902567A Withdrawn EP0182839A1 (fr) 1984-05-30 1985-05-28 Compositions autoemulsionnables a base de fluorochlorohydrocarbures et d'esters phosporiques

Country Status (9)

Country Link
EP (1) EP0182839A1 (ja)
JP (1) JPS61502965A (ja)
CN (1) CN85104794A (ja)
AU (1) AU4402685A (ja)
ES (1) ES8702162A1 (ja)
FR (1) FR2565125A1 (ja)
GR (1) GR851308B (ja)
PT (1) PT80550B (ja)
WO (1) WO1985005643A1 (ja)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2778222A1 (en) * 2009-10-19 2011-04-28 Rhodia Operations Auto-emulsifying cleaning systems and methods for use

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1381918A (fr) * 1964-02-07 1964-12-14 Composition détergente auto-moussante et son procédé de préparation
FR2014018A1 (en) * 1968-07-31 1970-04-10 Dow Chemical Co Cold cleaning compn for metals and plastics contng - solvent ad phosphoric ester
FR2087740A5 (ja) * 1970-05-29 1971-12-31 Pechiney Saint Gobain
FR2297668A1 (fr) * 1975-01-20 1976-08-13 Ugine Kuhlmann Emulsions stables d'eau dans le 1,1,2-trichloro-1,2,2-trifluoroethane
FR2527625A1 (fr) * 1982-05-27 1983-12-02 Chloe Chemie Composition a base de fluorochlorohydrocarbure, d'ester phosphorique et d'acide carboxylique

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO8505643A1 *

Also Published As

Publication number Publication date
PT80550A (fr) 1985-06-01
JPS61502965A (ja) 1986-12-18
FR2565125A1 (fr) 1985-12-06
ES8702162A1 (es) 1986-12-16
ES543599A0 (es) 1986-12-16
WO1985005643A1 (fr) 1985-12-19
CN85104794A (zh) 1986-12-17
PT80550B (fr) 1987-04-09
AU4402685A (en) 1985-12-31
GR851308B (ja) 1985-11-25

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