CN85104794A - With fluorochlorohydrocarbon and phosphoric acid ester is the self-emulsifying composition of base-material - Google Patents

With fluorochlorohydrocarbon and phosphoric acid ester is the self-emulsifying composition of base-material Download PDF

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Publication number
CN85104794A
CN85104794A CN198585104794A CN85104794A CN85104794A CN 85104794 A CN85104794 A CN 85104794A CN 198585104794 A CN198585104794 A CN 198585104794A CN 85104794 A CN85104794 A CN 85104794A CN 85104794 A CN85104794 A CN 85104794A
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phosphoric acid
group
acid ester
amine salt
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阿基勒拉
雷蒙特
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Arkema France SA
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Atochem SA
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    • C—CHEMISTRY; METALLURGY
    • C23—COATING 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
    • C23G—CLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
    • C23G5/00—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents
    • C23G5/06—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using emulsions
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K13/00—Etching, surface-brightening or pickling compositions
    • 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
    • C11D7/28—Organic compounds containing halogen
    • C11D7/30—Halogenated 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
    • C11D7/36—Organic compounds containing phosphorus

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  • 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)

Abstract

It is the composition of base-material that the present invention has introduced with fluorochlorohydrocarbon and phosphoric acid ester, and it is the water in oil emulsion form.Said composition is applicable to cleans article that various materials make to remove dust, fingerprint and the grease on the article.

Description

With fluorochlorohydrocarbon and phosphoric acid ester is the self-emulsifying composition of base-material
It is the composition of base-material that the present invention touches upon with fluorochlorohydrocarbon and phosphoric acid ester, and said composition is the water in oil emulsion form.
Said composition by a kind of fluorochlorohydrocarbon, contain the free phosphorus acidic group a kind of phosphoric acid ester, contain by a kind of phosphoric acid ester of amine salt neutral phosphate and a kind of acid of being generally used for cleaning various goods is formed.Said composition is specially adapted to remove from the surface that scribbles this composition by the solubilization effect and anhydrates.
A kind of composition provided by the invention, its main component is two fluorochlorohydrocarbons, contains the phosphoric acid ester of free phosphorus acidic group, contains by the phosphoric acid ester and the carboxylic acid of amine salt neutral phosphate, the feature of this composition is the form that is water in oil emulsion, and this milk sap contains following ingredients (by weight):
A kind ofly contain 50%(at least by weight) 1,1,2-three chloro-1,2, the solvent of 2-Halothane;
The phosphate mixture and the carboxylic acid that contain the phosphate that free phosphorus acidic group and containing neutralized of 0.05-10%;
The phosphoric acid of a kind of oxidation alkylene of 0.05-1% or vitriolic alkali metal salts or ammonium salt;
The water of 1-8%, the gross weight of each composition (comprising solvent) is 100%.
More precisely, used compound is as follows among the present invention:
The phosphoric acid ester that contains the free phosphorus acidic group is that molecular formula is (I)
Figure 85104794_IMG4
A kind of product, the symbol Y in the formula represents that molecular formula is-O-T-(OCmH 2M) group of rOH, wherein r represents the integer of 2-30, m represents 2,3 or 4, symbol T represents to contain at the most a kind of divalence of 40 carbon atoms, saturated or unsaturated aliphatic, aromatics or fat-aromatic group, symbols Z is represented Y group or an OH group, in addition, symbol T and symbol γ represent that the total number of carbon atoms is greater than 20 in the Y group.
The phosphoric acid ester that contains the phosphate that has neutralized is molecular formula is the ester of (I), and wherein at least one phosphate is (II) by molecular formula
Figure 85104794_IMG5
Amine salt neutralize; in the formula II; symbol R represents to contain at the most the saturated or unsaturated unit price aliphatic group of 25 carbon atoms; symbol R ' (can be identical or different) represents an aliphatic group; this group can replace with a hydroxyl or an acyl group selectivity; this R ' group contains 10-30 carbon atom, has the carbon-to-carbon double bond of an alkene at least, and n represents the integer of 1-9.
Carboxylic acid is that molecular formula is a kind of product of (III) R '-COOH, and wherein the implication of symbol R ' and above-mentioned molecular formula are that the definition of product of (II) is identical.
The phosphoric acid of oxidation alkylene or vitriolic alkali metal salts or ammonium salt are that molecular formula is a kind of salt of (IV) or (V).
Figure 85104794_IMG6
In the following formula, symbol M is represented a basic metal base or an ammonium, and the definition of symbol Y and Z and symbol m and γ and molecular formula are that the definition of product of (I) is identical, symbol R " expression linearity or ramose alkyl, alkenyl; or an aryl, " group contains 6-24 carbon atom to this R.
Certainly, in composition of the present invention, can also give the various compositions of definition and molecular formula with being equivalent to, the mixture of single product or multiple product.
Usually, at room temperature, under condition of stirring, solvent and water and simple just mixing of various composition can be prepared composition of the present invention, the composition that is used to prepare said composition comprises: the phosphoric acid ester, carboxylic acid, the alkali metal salts or ammonium salt that contain free phosphorus acidic group and the phosphate that has neutralized; Or comprise: contain phosphoric acid ester, amine salt and the alkali metal salts or ammonium salt of free phosphorus acidic group, required amine salt amount of part phosphate and the amine salt amount in reaction medium in the ester during the consumption of amine salt should comprise.
When adopting present method, the consumption ratio that each composition of mixture is suitable
(A×I AI)/(B×I A2)
Greater than 1, be preferably 1.1-3.5, A represents the weight of the phosphate mixture that primary phosphoric acid ester and amine salt reaction generate, B represents the weight of amine salt, I AIThe acidity of representing this phosphate mixture, I A2The acidity of expression amine salt.
Draw thus, the acidity of molecule formula III normally determined by the ratio of the phosphoric acid ester of amine salt/molecule (I), and the number of-COOH base equals the number with the phosphate of the amine salt reaction of molecule formula II in fact.
Equally, can determine the ratio of the phosphoric acid ester that the acid phosphoric acid ester of molecule formula I and at least a phosphate have been neutralized according to the ratio of the phosphoric acid ester of amine salt/molecule formula I.Certainly, the consumption of acid (III) is greater than the acid amount of phosphate and amine salt reaction generation.Except that the acid (III) that amine salt produces, also can add of the acid of another kind of molecular formula for (III).Stoichiometric acid (being equivalent to acid amount) best excessive 10% with amine salt (III) neutralization part phosphoric acid ester (I).
As mentioned above, contain 50%(in the solvent at least by weight) 1,1,2-three chloro-1,2,2-Halothane.Certainly, rest part (to 100%) is by identical solvent or one or more contain 1 or 2 carbon atom (as methylene dichloride) chlorination or the chlorofluorination saturated aliphatic hydrocarbon is formed.
The molecular formula that is suitable for is that the linear alcohol of phosphide and oxidation alkylene reacts monoesters and the dibasic acid esters that generates for the phosphoric acid ester of (I), and its consumption is preferably the 0.04-8% of composition weight.In these products, ester contains ethylene oxide, propylene oxide or ethylene oxide/propylene oxide, is preferably ethylene oxide/propylene oxide.More particularly; oxyalkylene chain in the above-mentioned ester (one or more chain) contains a 3-25 ethylene oxide unit; that is to say; molecular formula is in the ester of (I); m equals 2; γ is 3-25; the group of representing with symbol T in said molecule formula I can be a kind of of following divalent group, i.e. hexyl, octyl group, iso-octyl, 2-ethyl-hexyl, decyl, isodecyl, uncle-dodecyl, dodecyl, tridecyl, tetradecyl, hexadecyl, oleoyl hexadecyl, nonyl phenyl.
Object lesson as the ester of molecule formula I is as follows: contain 20 ethylene oxide unit(s)s ethylhexyl dihydrogen phosphate, contain the nonyl phenyl phosphate ester of 6 ethylene oxide unit(s)s; the nonyl phenyl phosphate ester that contains 9 ethylene oxide unit(s)s; the tridecyl phosphoric acid ester that contains 6 ethylene oxide unit(s)s; contain the 1-isobutyl-3,5-dimethylhexylphosphoric acid of 6 ethylene oxide unit(s)s and contain the oleoyl hexadecanyl phosphate of 5 ethylene oxide unit(s)s, the above-mentioned various phosphoric acid ester that can be used for composition contain one or more acidic hydrogens.
Second kind of composition of the present composition preferably molecular formula is the phosphoric acid ester of (I), and wherein, oneself is neutralized at least one phosphate with the amine salt reaction of molecular formula for (II).Amine salt consumption (with respect to the amount of composition) ratio is preferably 0.01-2%.Making one or more molecular formula is R '-COOH(III) carboxylic acid and molecular formula be R.NH(CH 2) nNH 2The diamine of (VI) (implication of symbol R, R ' and n as mentioned above in the molecular formula) reaction can obtain these amine salt.
As molecular formula is the non-limitative example of the acid of (III), specifically comprises: undecylenic acid, dodecenoic acid, tetradecenoic acid, hexadecylenic acid, oleic acid, linolic acid, linolenic acid, ricinolic acid and ethanoyl ricinolic acid.The mixture of obvious available above-mentioned two kinds of acid (at least two kinds).
The object lesson of diamine that as molecular formula is (VI) is as follows: the amino propylamine of octyl group, the amino propylamine of lauryl, the amino propylamine of tetradecyl, the amino propylamine of hexadecyl, the amino propylamine of octadecyl and the amino propylamine of oleoyl.The mixture of certain available above-mentioned at least two kinds of amine.
The example of amine salt that as molecular formula is (II) is as follows: the amino propylamine dioleate of oleoyl, the two undecylates of the amino propylamine of oleoyl, the amino propylamine dioleate of octadecyl, the amino propylamine dioleate of hexadecyl and the amino propylamine dilinoleic acid of oleoyl ester.The mixture of certain available above-mentioned at least two kinds of salt.
Obviously; as mentioned above; at supposition amido substituting group is under a kind of situation of alkyl; this group is to represent with the group of corresponding common acid name; for example; stearyl-is represented octadecyl, and oleoyl represents that vaccenic acid base, palmityl represent that hexadecyl, myristyl represent tetradecyl.
Object lesson as the alkali metal salts or ammonium salt of molecular formula IV and V is as follows: the lauryl ether sulfuric ester of sodium, potassium and ammonium and stearyl ether sulfuric ester (can be represented a chain of ethylene oxide unit(s) easily with " ether " this speech, for example, this chain of rings comprises 2-10, preferably 3-6 ethylene oxide unit(s)); The alkyl oxide phosplate and the bisphosphate of sodium, potassium and ammonium; In detail, alkyl oxide is represented 2-ethyl-hexyl ethylene oxide unit(s), the chain of rings of nonyl benzene/ethylene oxide unit(s), oleoyl hexadecyl/ethylene oxide unit(s), and wherein the number of constituent parts is preferably 3-12.
In the composition of the present invention, the amount of water be amount according to additive therefor (phosphoric acid ester, acid, salt and the amine salt that is suitable for) and definite, as previously mentioned, the amount of water is the 1-8% of total composition usually.From the viewpoint of practicality, the amount of water should be 1.5-5 times of additive therefor total amount.
These emulsion are stable at room temperature (generally at 5 °-44 ℃, to be preferably in 10 °-40 ℃), and under top temperature, this emulsion has milky outward appearance and the sedimentation of water do not occur.
Emulsion of the present invention is specially adapted to clean metal, glass, refractory materials and/or plastics, particularly can remove dust and/or fingerprint on the metal products, and/or grease and/or polishing paste.Therefore, specifically, composition of the present invention can be applicable to aspects such as chemistry, electronics, electric works, is particularly useful for the precision meter process industry, makes as wrist-watch in the manufacturing of jewelery, optics and metrology etc.
Actual purging method comprises the following steps: to make article to be cleaned to contact with composition of the present invention, and for example, by hydro-peening, the method for sprinkling is immersed in article to be cleaned in the said composition usually.Under the kind situation of back, can adopt the liquid bath of band whipping appts.Available any known whipping appts stirs tank liquor, but the most handy ultrasonic wave.Solid article generally can be 0.5-5 minute with the duration of contact of stirring tank liquor.
Connect and see the article that will clean with 1,1,2-three chloro-1,2,2-Halothane liquid is got express developed, then, preferably makes these article and 1,1,2-three chloro-1,2, the contact of 2-Halothane steam.
Following example can further specify the present invention.
Example
(1) composition:
The composition of preparation contains following ingredients: 92 grams 1,1,2-three chloro-1,2,2 Halothane, the amino propylamine dioleate of 0.75 gram oleoyl, 1.95 grams contain the 1-isobutyl-3,5-dimethylhexylphosphoric acid (molar ratio is 1.5: 1 the monoesters and the mixture of dibasic acid esters) of 6 ethylene oxide unit(s)s, and 0.3 gram contains the aqueous solution of the Zetesol NL (3 ethylene oxide unit(s)s) of 0.078 gram oxidation alkylene.
The acidity of phosphoric acid ester (the initial acidity of the acidity of dibasic acid esters and monoesters) is 83.
The acidity of amine salt is 125.Trade mark with SF.O.S is sold.
Said composition stirs under room temperature (23 ℃) and makes, and it is water in oil emulsion form, the very light oyster white of band in the time of 23 ℃, and under this temperature, its viscosity is 1Mpas.
(2) usage:
The emulsion that in having the flute profile equipment of ultrasonic oscillator, uses the method by above-mentioned (1) to make.Article to be cleaned are immersed in (being rinse bath) in the emulsion, and soak time is 2 minutes, takes out these article then, using 1,1 of ultrasonic stirring, 2-three chloro-1,2, rinsing is 1 minute in the 2-Halothane liquid, and is last, and these article are placed one atmospheric 1,1,2-three chloro-1,2, in the 2-Halothane steam about 1 minute.
(3) sample and result
3.1. the fingerprint on the removal copper coin.
After copper coin handled by the method for above-mentioned (2), with the naked eye can't see residual fingerprint vestige, and the degree of cleaning on copper coin surface are gratifying,, the reflection potential of copper coin are improved owing to removed the metal oxide layer on copper coin surface.
3.2. the polishing paste on the removal Stainless Steel Products.
This polishing paste contains a kind of abrasive and a kind of organic binder bond (natural lubricating grease).Behind the method processing Stainless Steel Products by above-mentioned (2), be weighed into 1/10 milligram, under 50 times of situations of amplification, observe, on Stainless Steel Products, do not have the remaining trace of polishing paste fully.
3.3. remove the fingerprint on microscope glass slide glass and inorganic or synthetic resins (polymethyl acrylic acid) welding glass
After the method processing by above-mentioned (2), identify in the observation room that has light source and lighttight shady deal that the result shows that this glasswork is absolute cleaning.Saturating bright degree And by glass observation glass observes reflection of light at glass surface, does not all see the fingerprint vestige.
3.4. remove oil mark, dust and fingerprint on the brass mechanical clock
Under the treatment condition of above-mentioned (2), clean this article, institute does not exist together just that soak time is 5 minutes.The result shows obvious improvement (observation with the naked eye) to be arranged the fabulous reflection potential of removing depollution thing And and brass.

Claims (8)

1, a kind of clean-out system that mixes is made up of fluorochlorohydrocarbon, a kind of phosphoric acid ester that contains the free phosphorus acidic group, a kind of phosphoric acid ester and a kind of carboxylic acid that contains the phosphate that has been neutralized by a kind of amine salt, it is characterized by: be the water in oil emulsion form, this clean-out system composition (by weight) is: at least a phosphoric acid ester of 0.05-10% and at least a phosphoric acid ester of the phosphate that has neutralized and the mixture of at least a carboxylic acid of containing; A kind of oxidation alkylene of 0.05-1% phosphoric acid or vitriolic alkali metal salts or ammonium salt; The water of 1-8%; All the other are for containing 50% (by weight) 1,1 at least, 2-three chloro-1,2, one or more radical of saturated aliphatic chloro fluorocarbon solvents of 2-Halothane.
2, a kind of composition of the 1st of claims, it is characterized by: the phosphoric acid ester that contains the free phosphorus acidic group is that molecular formula is a kind of product of (I)
Figure 85104794_IMG1
In the formula, Y represents that molecular formula is-O-T-(OC mH 2m) γThe group of OH, wherein γ represents the integer of 2-30, m represents 2,3 or 4, symbol T represents divalence saturated or unsaturated aliphatic, aromatics or fat-aromatic group, above-mentioned group contains 40 carbon atoms at the most, symbols Z is represented a Y group or an OH group, and in addition, symbol T and symbol γ represent that the total number of carbon atoms is greater than 20 in the Y group.
3, a kind of composition of the 1st of claims or the 2nd is characterized by: the phosphoric acid ester that contains a kind of phosphate that has neutralized is a kind of ester of molecule formula I, and in the ester, at least one phosphate is neutralized by a kind of amine salt of molecular formula by (II),
In the formula; symbol R represents to contain at the most the saturated or unsaturated unit price aliphatic group of 25 carbon atoms; symbol R ' (can be identical or different) represents an aliphatic group; this group can replace with a hydroxyl or an acyl group selectivity; and the carbon-to-carbon double bond that has an alkene at least, n are represented an integer of 1 to 9.
4, a kind of composition of the 1st to the 3rd of claims is characterized by: a kind of oxidation alkylene phosphoric acid or vitriolic alkali metal salts or ammonium salt be to have following molecule formula IV or (V)
Figure 85104794_IMG3
In the formula, symbol M is represented a basic metal base or an ammonium, and symbol Y is identical with 2 of claims the with the definition of Z and symbol m and γ, symbol R, and " represent a linearity or ramose alkyl, an alkyl group or an aryl, " base contains 6-24 carbon atom to this R.
5, a kind of preparation of compositions method of the 4th of claims, it is characterized by: the phosphoric acid ester of solvent and water and molecule formula I, the amine salt of molecule formula II and the alkali metal salts or ammonium salt of molecule formula IV or (V) are mixed, during the consumption of amine salt should comprise and required amine salt amount of the part phosphate of the ester of molecule formula I and the amine salt amount in reaction medium.
6, the method for the 5th of claims is characterized by: the consumption ratio of phosphoric acid ester (I) and amine salt (II)
(A×I AI)/(B×I A2)
Greater than l, A represents the weight of the phosphate mixture that primary phosphoric acid ester and amine salt reaction generate, and B represents the weight of amine salt, I AIThe acidity of representing this phosphate mixture, I A2The acidity of expression amine salt.
7, in the method feature of the 6th of claims, said ratio is 1.1-3.5
8, a kind of method of cleaning glass, refractory materials and/or plastic article with each a kind of composition of the 1st to the 4th of claims.
CN198585104794A 1984-05-30 1985-06-22 With fluorochlorohydrocarbon and phosphoric acid ester is the self-emulsifying composition of base-material Pending CN85104794A (en)

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FR8408555A FR2565125A1 (en) 1984-05-30 1984-05-30 SELF-EMULSIBLE COMPOSITIONS BASED ON FLUOROCHLOROHYDROCARBONS AND PHOSPHORIC ESTERS

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

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BR112012009201A2 (en) * 2009-10-19 2016-08-16 Rhodia Operations self-emulsifying cleaning systems and methods of use

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FR1381918A (en) * 1964-02-07 1964-12-14 Self-foaming detergent composition and its preparation process
FR2014018A1 (en) * 1968-07-31 1970-04-10 Dow Chemical Co Cold cleaning compn for metals and plastics contng - solvent ad phosphoric ester
FR2087740A5 (en) * 1970-05-29 1971-12-31 Pechiney Saint Gobain
FR2297668A1 (en) * 1975-01-20 1976-08-13 Ugine Kuhlmann STABLE WATER EMULSIONS IN 1,1,2-TRICHLORO-1,2,2-TRIFLUOROETHANE
FR2527625A1 (en) * 1982-05-27 1983-12-02 Chloe Chemie COMPOSITION BASED ON FLUOROCHLOROHYDROCARBIDE, PHOSPHORIC ESTER AND CARBOXYLIC ACID

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ES543599A0 (en) 1986-12-16
JPS61502965A (en) 1986-12-18
WO1985005643A1 (en) 1985-12-19
EP0182839A1 (en) 1986-06-04
GR851308B (en) 1985-11-25
PT80550B (en) 1987-04-09
ES8702162A1 (en) 1986-12-16
AU4402685A (en) 1985-12-31
PT80550A (en) 1985-06-01

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