WO1991013969A1 - Compositions azeotropiques ou analogues a l'azeotrope stabilisees a point d'ebullition constant de dichlorotrifluoroethane, 1,1-dichloro-1-fluoroethane comportant du methanol et/ou de l'ethanol - Google Patents
Compositions azeotropiques ou analogues a l'azeotrope stabilisees a point d'ebullition constant de dichlorotrifluoroethane, 1,1-dichloro-1-fluoroethane comportant du methanol et/ou de l'ethanol Download PDFInfo
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- WO1991013969A1 WO1991013969A1 PCT/US1991/000846 US9100846W WO9113969A1 WO 1991013969 A1 WO1991013969 A1 WO 1991013969A1 US 9100846 W US9100846 W US 9100846W WO 9113969 A1 WO9113969 A1 WO 9113969A1
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- WIPO (PCT)
- Prior art keywords
- azeotrope
- composition
- weight percent
- dichloro
- fluoroethane
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 100
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 title claims abstract description 93
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 title claims abstract description 56
- OHMHBGPWCHTMQE-UHFFFAOYSA-N 2,2-dichloro-1,1,1-trifluoroethane Chemical group FC(F)(F)C(Cl)Cl OHMHBGPWCHTMQE-UHFFFAOYSA-N 0.000 title claims abstract description 39
- FRCHKSNAZZFGCA-UHFFFAOYSA-N 1,1-dichloro-1-fluoroethane Chemical compound CC(F)(Cl)Cl FRCHKSNAZZFGCA-UHFFFAOYSA-N 0.000 title claims abstract description 34
- 238000009835 boiling Methods 0.000 title claims description 25
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 claims abstract description 64
- RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical compound CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 claims abstract description 26
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 claims abstract description 26
- SDGKUVSVPIIUCF-UHFFFAOYSA-N 2,6-dimethylpiperidine Chemical compound CC1CCCC(C)N1 SDGKUVSVPIIUCF-UHFFFAOYSA-N 0.000 claims abstract description 23
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims abstract description 23
- 229940043279 diisopropylamine Drugs 0.000 claims abstract description 21
- 230000000087 stabilizing effect Effects 0.000 claims abstract description 10
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 claims description 18
- 150000001412 amines Chemical class 0.000 claims description 10
- 150000002924 oxiranes Chemical class 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 4
- 239000002904 solvent Substances 0.000 description 38
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 9
- 239000007788 liquid Substances 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- 238000004140 cleaning Methods 0.000 description 8
- 230000007797 corrosion Effects 0.000 description 8
- 238000005260 corrosion Methods 0.000 description 8
- 238000003860 storage Methods 0.000 description 8
- 230000004907 flux Effects 0.000 description 7
- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 239000010935 stainless steel Substances 0.000 description 6
- 229910001220 stainless steel Inorganic materials 0.000 description 6
- YMRMDGSNYHCUCL-UHFFFAOYSA-N 1,2-dichloro-1,1,2-trifluoroethane Chemical compound FC(Cl)C(F)(F)Cl YMRMDGSNYHCUCL-UHFFFAOYSA-N 0.000 description 5
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 5
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 5
- 229910045601 alloy Inorganic materials 0.000 description 5
- 239000000956 alloy Substances 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 230000008859 change Effects 0.000 description 5
- 239000003112 inhibitor Substances 0.000 description 5
- 230000003993 interaction Effects 0.000 description 5
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 5
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 230000002411 adverse Effects 0.000 description 3
- -1 amine hydrochlorides Chemical class 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 238000005476 soldering Methods 0.000 description 3
- LGXVIGDEPROXKC-UHFFFAOYSA-N 1,1-dichloroethene Chemical compound ClC(Cl)=C LGXVIGDEPROXKC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 238000005238 degreasing Methods 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 239000002274 desiccant Substances 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- 230000002035 prolonged effect Effects 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 229910000679 solder Inorganic materials 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 1
- KKOWXJFINYUXEE-UHFFFAOYSA-N 2-butoxyphenol Chemical compound CCCCOC1=CC=CC=C1O KKOWXJFINYUXEE-UHFFFAOYSA-N 0.000 description 1
- MOEFFSWKSMRFRQ-UHFFFAOYSA-N 2-ethoxyphenol Chemical compound CCOC1=CC=CC=C1O MOEFFSWKSMRFRQ-UHFFFAOYSA-N 0.000 description 1
- JFSVGKRARHIICJ-UHFFFAOYSA-N 2-propoxyphenol Chemical compound CCCOC1=CC=CC=C1O JFSVGKRARHIICJ-UHFFFAOYSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- 229910000838 Al alloy Inorganic materials 0.000 description 1
- 206010027146 Melanoderma Diseases 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000010953 base metal Substances 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical compound F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- LHGVFZTZFXWLCP-UHFFFAOYSA-N guaiacol Chemical compound COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002912 oxalic acid derivatives Chemical class 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000005297 pyrex Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000007790 scraping Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000005437 stratosphere Substances 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
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
- C11D7/50—Solvents
- C11D7/5036—Azeotropic mixtures containing halogenated solvents
- C11D7/5068—Mixtures of halogenated and non-halogenated solvents
- C11D7/5077—Mixtures of only oxygen-containing solvents
- C11D7/5081—Mixtures of only oxygen-containing solvents the oxygen-containing solvents being alcohols only
-
- 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
- C23G5/02—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents
- C23G5/028—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing halogenated hydrocarbons
- C23G5/02809—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing halogenated hydrocarbons containing chlorine and fluorine
- C23G5/02825—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing halogenated hydrocarbons containing chlorine and fluorine containing hydrogen
- C23G5/02829—Ethanes
- C23G5/02832—C2H3Cl2F
Definitions
- soldering which thermally degrades part of the rosin
- flux and flux residues are often removed from the board with an organic solvent composition. Since requirements for the removal of contaminants from circuit boards are very stringent, most current industrial circuit board cleaning processes involve the use of vapor defluxing techniques.
- the soldered circuit board is passed through a sump of boiling organic solvent, which removes the bulk of the rosin—including thermally degraded rosin—and thereafter, through a sump which contains freshly distilled solvent and finally through solvent vapor above the boiling simp, which provides a final rinse with a clean, distilled solvent which has condensed on the circuit board.
- circuit board could also be sprayed with distilled solvent, if required, before the final rinse.
- azeotrope or azeotrope-l ike compositions of dichlorotrifluoroethane and 1, 1-dichloro-1-fluoroethane with methanol and/or ethanol are excellent solvent systems for cleaning circuit boards, for practical industrial use these solvent systems, as is the case with many solvent systems, should be stabil ized against compositional changes during both use and long term storage. Changes, such as oxidation, polymerization, component interactions and the l ike, may generate products which adversely affect the circuit boards being cleaned or the solvent compositions themselves.
- dichlorotrifluoroethane end 1, 1-dichloro-1-fluoroethane with methanol and/or ethanol which are compositionally stable during use and long term storage and which minimize the formation of undesirable reaction products, which may adversely affect their storage and use, e.g. , for electronic circuit board cleaning.
- 2,6-dimethylpiperidine 2,6-dimethylpiperidine; n itromethane, 1,2-propylene oxide and 1,2-butylene oxide; nitromethane, diisopropylamine and an epoxide selected from the group consisting of 1,2-propylene oxide and 1,2-butylene oxide; nitromethane, a lower alkoxyphenol and at least one amine selected from the group consisting of diisopropylamine and 2,6-dimethylpiperidine.
- azeotrope or azeotrope-like composi tions consisting essentially of about 3 to 70 weight percent dichlorotrifluoroethane, about 25 to 94.9 weight percent 1,1-dichloro-1-fluoroethane and about 0.1 to 5 weight percent methanol and/or ethanol and effective stabilizing amounts of nitromethane, a lower alkoxyphenol , an epoxide selected from the group consisting of 1,2-propylene oxide and 1,2-butylene oxide and an amine selected from the group consisting of diisopropylamine and
- azeotrope or azeotrope-like compositions consisting essentially of about 30 to 70 weight percent
- 1,1-dichloro-1-fluoroethane, methanol and/or ethanol which, when combined, result in the formation of an azeotrope or azeotrope-like composition.
- nitromethane a lower alkoxyphenol
- an epoxide selected from the group consisting of 1,2-propylene oxide and
- 1,2-butylene oxide and an amine selected from the group consisting of diisopropylamine and 2,6-dimethylpiperidine; or o 1,2-butylene oxide and/or 2,6-dimethylpiperidine; or o nitromethane and et least one compound selected from the group consisting of 1,2-propylene oxide, 1,2-butylene oxide, diisopropylamine and 2,6-dimethylpiperidine; or
- nitromethane a lower alkoxyphenol and at least one amine selected from the group consisting of diisopropylamine and 2,6-dimethylpiperidine;
- azeotrope or azeotrope-l ike composition consisting essentially of is intended to include mixtures which contain all the components of the azeotrope described herein (in any amounts) and which, if fractionally distilled, would produce an azeotrope containing all the components of the azeotrope in at least one fraction, alone or in combination with other compounds, e.g. , one or more which distil l at substantial ly the same temperature as said fraction.
- lower al koxyphenol is meant methoxyphenol
- the preferred lower al koxyphenol is 4-methoxyphenol .
- dichlorotrifluoroethane is meant to include either 1,1-dichloro-2,2,2-trifluoroethane (HCFC-123) and/or
- HCFC-123 and HCFC-123a may contain as much as about 20.0 wt. %
- HCFC-123a 1,2-dichloro-1,1,2-trifluoroethane which mixture is also covered by the language dichlorotrifluoroethane as well as the inclusion of minor amounts of other materials which do not significantly alter the azeotrope or azeotrope-like character of the compositions of the instant invention.
- azeotrope-like composition is an admixture of two or more different components which, when in liquid form, under given pressure, will boil at substantially constant temperature, which temperature may be higher or lower than the boiling temperature of the components and which will provide a vapor composition essentially identical to the liquid composition undergoing boiling.
- the essential features of an azeotrope or azeotrope-like composition are that at a given pressure, the boiling point of the liquid composition is fixed and the composition of the vapor above the boiling composition is essentially that of the boiling liquid composition, i.e.
- an azeotrope or azeotrope-like composition may be defined in terms of the unique relationship which exists among components, or in terms of component compositional ranges, or in terms of each component's weight percentages in the composition,
- the present azeotrope or azeotrope-like compositions comprise a ⁇ toixtures of effective amounts of
- dichlorotrifluoroethane and 1,1-dichloro-1-fluoroethane with methanol and/or ethanol more specifically, the present compositions comprise mixtures of about 3 to 70 weight percent dichlorotrifluoroethane, about 30 to 94.5 weight percent
- 1,1-dichloro-1-fluoroethane and about 0.1 to 5 weight percent methanol and/or ethanol consist essentially of about 30 to 70 weight percent dichlorotrifluoroethane, about 25 to 70 weight percent 1,1-dichloro-1-fiuoroethane and about 1 to 5 weight percent methanol and/or ethanol .
- the constant-boiling, azeotrope-like compositions of the instant invention boil at about 30-32°C, at substantially atmospheric pressure (760mm Hg) .
- azeotrope or azeotrope-like compositions are more fully described in U.S. Patent No. 4,863,630, issued September 5, 1989 and U.S. Application Serial Nos. 07/297,366 filed January 17, 1989, and 07/297,467 filed January 17, 1989, all
- the more preferred constant-boiling azeotrope or azeotrope-like composition of the instant invention has the following composition: about 36 weight percent
- the constant-boiling azeotrope or azeotrope-like composition boils at about 30°C, at substantially atmospheric pressure (760mm Hg) .
- azeotrope-like composition of the instant invention is about 40 weight percent 1,1-dichloro-2,2,2-trifluoroethane, about 59 weight percent 1,1-dichloro-1-fluoroethane and about 1 weight percent ethanol .
- azeotrope-like composition boils at about 31°C, at
- the above constant-boiling azeotrope or azeotrope-like compositions are effective solvents for cleaning circuit boards.
- Such solvent compositions are characterized by desirable properties of relatively low boiling points, non-flanmability, relatively low toxicity and high solvency for flux and flux residues.
- the components also permit easy recovery and reuse without loss of their desirable
- azeotrope or azeotrope-like compositions of dichlorotrifluoroethane, 1,1-dichloro-1-fluoroethane with methanol and/or ethanol perform well in printed circuit board vapor defluxing-degreasing applications, it is recognized that in order to take practical advantage of the unique properties of these solvent compositions, certain other desirable properties should be imparted to the compositions,
- Another comnercially desirable characteristic to be imparted to the solvent system is stability during use. For example, as described above, in the vapor defluxing cleaning procedure, the circuit board to be cleaned is first passed through a sump which contains boiling
- the organic solvent for removal of bulk rosin, including thermally degraded rosin.
- the organic solvent is in contact with a heat source for a prolonged time.
- the circuit board After passage through the first sump the circuit board is passed through a sump which contains freshly distilled solvent and finally through solvent vapor over a boiling sump, which provides a final rinse with a clean solvent which condenses on the circuit board.
- the organic solvent may be subjected to constant heating either in maintaining boiling sumps or in vaporizing the solvent to provide freshly distilled solvent or vapor to condense on the circuit board for the final rinse. It is, therefore, highly desirable to minimize any change in the solvent system which can adversely affect the cleaning process or degrade the integrity of the solvent. As mentioned earlier, such changes may be due to oxidation, polymerization or interaction among the solvent system components.
- hydrochlorofluorocarbons and the alcohols of the azeotope or azeotrope-like compositions which may generate acidic products and chloride ions.
- chlorofluorocarbon and lower alcohols particularly methanol
- reactive metals such as zinc and aluminim as well as certain aluminum alloys, which are often used as materials of circuit board construction.
- nitromethane may be incorporated in the preseht solvent system in concentrations of about 0.1 and 0.8 weight percent and effectively retard this type of attack.
- 1,2-butylene oxide (concentration about 0.05 and 0.4 weight percent) provides outstanding stability to the present solvent systems. All weight percentages are based on the weight of the of the dichlorotrifluoroethane, 1,1-dichloro-1-fluoroethane and methanol or ethanol azeotrope or azeotrope-like compositions.
- the stabilizers used in the present solvent systems appear to stabilize the the solvent systems by working
- One of the stabilized azeotrope or azeotrope-like compositions of the present invention may contain about 30 to 70 weight percent dichlorotrifluoroethane, about 25 to 70 weight percent 1,1-dichloro-1-fluoroethane, about 1 to 5 weight percent methanol, about 0.1 to 0.8 weight percent of
- nitromethane about 0.05 to 0.4 weight percent of either 1,2-propylene oxide or 1,2-butylene oxide, about 0.025 to 0.2 weight percent of either diisopropylamine or
- the above described stabilized composition of the present invention may contain about 36 weight percent
- 1,1-dichloro-2,2,2-trifluoroethane about 61 weight percent 1,1-dichloro-1-fluoroethane, about 3 weight percent methanol, about 0.2 weight percent nitromethane, about 0.05 weight percent of either 1,2-propylene oxide or 1,2-butylene oxided about 0.05 weight percent of either diisopropylamine or
- Another stabilized azeotrope or azeotrope-like composition of the present invention may contain about 30 to 70 weight percent dichlorotrifluoroethane, about 25 to 70 weight percent 1,1-dichloro-1-fluoroethane, about 1 to 5 weight percent ethanol , about 0.1 to 0.8 weight percent of
- nitromethane about 0.05 to 0.4 weight percent of either
- 1,2-propylene oxide or 1,2-butylene oxide about 0.025 to 0.2 weight percent of either diisopropylamine or
- the above described stabil ized composition of the present invention may contain about 40 weight percent
- 1,1,-dichloro-2,2,2-trifluoroethane about 59 weight percent 1,1-dichloro-1-fluoroethane, about 1 weight percent ethanol , about 0.2 weight percent nitromethane, about 0.05 weight percent of either 1,2-propylene oxide or 1,2-butylene oxide, about 0.05 weight percent of either diisopropylamine or
- the present invention thus provides stabilized azeotrope or azeotrope-like compositions of
- dichlorotrifluoroethane and 1,1-dichloro-1-fluoroethane with methanol or ethanol which can be stored for long periods periods of time, which will undergo little or no change during either prolonged storage or commercial use and which minimize both aluminum corrosion aid gel formation.
- compositions have low ozone depletion potentials and are expected to decompose almost completely, prior to reaching the stratosphere.
- the azeotropes or azeotrope-like compositions of the present invention permit easy recovery and reuse of the solvent from vapor defluxing and degreasing operations because of their azeotropic natures.
- the azeotropic mixtures of this invention can be used in cleaning processes such as described in U.S. Patent No.3,881,949, which is incorporated herein by reference.
- azeotrope or azeotrope-like compositions of the instant invention with the components of the inhibitor package can be prepared by any convenient method including mixing or combining the desired component amounts.
- a preferred method is to weigh the desired component amounts and thereafter combine them in an appropriate container.
- 1,1-dichloro-1-fluoroethane and about 2.5 weight percent methanol with various inhibitor combinations were carried out by refluxing 150 ml of the solvent combination in a series of 500 ml Pyrex flasks using a 90 percent water-saturated solvent.
- the flasks were connected to water-cooled condensers, on top of which were affixed "Drierite” desiccant tubes to exclude atmospheric moisture from the test systems.
- stainless steel (SS-304) specimens were located at the refluxing solvent vapor/air interface in the condenser and coupled stainless steel (SS-304)/aluminim alloy (AL-7075) specimens were located in the boiling liquids.
- the 1,1-dichloro-1-fluoroethane used in these tests contained 500 parts per million by weight of vinylidine chloride, an impurity nomally found in the crude product.
- test no.1 (below) , only 15 ppm by weight of vinylidine chloride was used.
- the solvent inhibitor systems tested are described in the Table.
- Chloride ion concentration increases were measured.
- the tested solvent was extracted with an equal volume of deionized water and analyzed for chloride ion concentration.
- the corrosion products on the metal specimens were removed carefully by sliding a knife over the metal surface, without removing the base metal.
- the metal scrapings were returned to the flask in which it had been tested originally.
- One hundred ml of 5 percent sulfuric acid was added to the flask in order to dissolve the corrosion products. This solution was analyzed for chloride ion. Net test chloride ion was calculated from the combined chloride ion concentration found after the test less the chloride ion background found in the original solvent.
- Chloride ion increase generally represents loss of solvent system component stability. Stability loss is generally accompanied by increased acidity.
- Corrosion rates were measured by rubbing the metal surfaces with ink and pencil erasers, brushing the surfaces, rinsing the specimens with 1,1,2-trichlorotrifluoroethane, deionized water and acetoie, drying for 24 hours over
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Detergent Compositions (AREA)
Abstract
Compositions azéotropiques ou analogues à l'azéotrope stabilisées de dichlorotrifluoroéthane et 1,1-dichloro-1-fluoroéthane comportant du métanol et/ou de l'éthanol, avec des quantités stabilisantes efficaces de nitrométhane, d'oxyde de 1,2-propylène, d'oxyde de 1,2-butylène, de diisopropylamine, de 2,6-diméthylpipéridine et d'un alcoxyphénol inférieur dans des combinaisons spécifiées.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US49296590A | 1990-03-13 | 1990-03-13 | |
| US492,965 | 1990-03-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO1991013969A1 true WO1991013969A1 (fr) | 1991-09-19 |
Family
ID=23958329
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US1991/000846 WO1991013969A1 (fr) | 1990-03-13 | 1991-02-13 | Compositions azeotropiques ou analogues a l'azeotrope stabilisees a point d'ebullition constant de dichlorotrifluoroethane, 1,1-dichloro-1-fluoroethane comportant du methanol et/ou de l'ethanol |
Country Status (2)
| Country | Link |
|---|---|
| AU (1) | AU7309991A (fr) |
| WO (1) | WO1991013969A1 (fr) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0503441A1 (fr) * | 1991-03-07 | 1992-09-16 | Solvay Fluor und Derivate GmbH | Stabilisation de dichlorotrifluoroéthane |
| FR2700776A1 (fr) * | 1993-01-27 | 1994-07-29 | Atochem Elf Sa | Composition de nettoyage stabilisée à base de 1,1-dichloro-1-fluoroéthane et de méthanol. |
| US5366946A (en) * | 1992-09-29 | 1994-11-22 | Solvay (Societe Anonyme) | Stabilized 1,1-dichloro-1-fluoroethane, premixtures intended for the preparation of polymeric foams and polymeric foams obtained by the use thereof |
| US5538665A (en) * | 1992-03-02 | 1996-07-23 | Solvay (Societe Anonyme) | Process for stabilizing a hydrofluoroalkane and compositions comprising at least one hydrofluoroalkane |
| WO2013075165A1 (fr) * | 2011-11-21 | 2013-05-30 | Brown Paul William | Support pelvien |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4803009A (en) * | 1988-02-02 | 1989-02-07 | E. I. Du Pont De Nemours And Company | Stabilized azeotrope or azeotrope-like composition of 1,1,2-trichloro-1,2,2-trifluoroethane, methanol and 1,2-dichloroethylene |
| JPH01152200A (ja) * | 1987-12-09 | 1989-06-14 | Du Pont Mitsui Fluorochem Co Ltd | 溶剤組成物 |
| US4863630A (en) * | 1989-03-29 | 1989-09-05 | Allied-Signal Inc. | Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane, dichlorotrifluoroethane and ethanol |
| WO1989009845A1 (fr) * | 1988-04-04 | 1989-10-19 | Allied-Signal Inc. | Composites du type azeotrope de dichlorotrifluoroethane, de methanol et de nitromethane |
| WO1989010984A1 (fr) * | 1988-05-03 | 1989-11-16 | Allied-Signal Inc. | Compositions de 1,1-dichloro-1-fluoroethane et de methanol analogues a un azeotrope |
| US4894176A (en) * | 1988-12-27 | 1990-01-16 | Allied-Signal Inc. | Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane, dichlorotrifluoroethane and methanol |
| EP0378140A2 (fr) * | 1989-01-13 | 1990-07-18 | Kali-Chemie Aktiengesellschaft | Compositions de nettoyage |
| EP0381216A1 (fr) * | 1989-02-01 | 1990-08-08 | Asahi Glass Company Ltd. | Mélange azéotropique ou semblable à un mélange azéotropique à base d'hydrocarbures hydrogénés, chlorés et fluorés |
-
1991
- 1991-02-13 WO PCT/US1991/000846 patent/WO1991013969A1/fr unknown
- 1991-02-13 AU AU73099/91A patent/AU7309991A/en not_active Abandoned
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01152200A (ja) * | 1987-12-09 | 1989-06-14 | Du Pont Mitsui Fluorochem Co Ltd | 溶剤組成物 |
| US4803009A (en) * | 1988-02-02 | 1989-02-07 | E. I. Du Pont De Nemours And Company | Stabilized azeotrope or azeotrope-like composition of 1,1,2-trichloro-1,2,2-trifluoroethane, methanol and 1,2-dichloroethylene |
| WO1989009845A1 (fr) * | 1988-04-04 | 1989-10-19 | Allied-Signal Inc. | Composites du type azeotrope de dichlorotrifluoroethane, de methanol et de nitromethane |
| WO1989010984A1 (fr) * | 1988-05-03 | 1989-11-16 | Allied-Signal Inc. | Compositions de 1,1-dichloro-1-fluoroethane et de methanol analogues a un azeotrope |
| US4894176A (en) * | 1988-12-27 | 1990-01-16 | Allied-Signal Inc. | Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane, dichlorotrifluoroethane and methanol |
| EP0378140A2 (fr) * | 1989-01-13 | 1990-07-18 | Kali-Chemie Aktiengesellschaft | Compositions de nettoyage |
| EP0381216A1 (fr) * | 1989-02-01 | 1990-08-08 | Asahi Glass Company Ltd. | Mélange azéotropique ou semblable à un mélange azéotropique à base d'hydrocarbures hydrogénés, chlorés et fluorés |
| US4863630A (en) * | 1989-03-29 | 1989-09-05 | Allied-Signal Inc. | Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane, dichlorotrifluoroethane and ethanol |
Non-Patent Citations (1)
| Title |
|---|
| CHEMICAL ABSTRACTS, vol. 111, no. 26, 26 April 1989 Columbus, Ohio, USA & JP-A-1152200 (DU PONT-MITSUI FLUOROCHEMICALS): page 150; ref. no. 235679 see abstract * |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0503441A1 (fr) * | 1991-03-07 | 1992-09-16 | Solvay Fluor und Derivate GmbH | Stabilisation de dichlorotrifluoroéthane |
| US5538665A (en) * | 1992-03-02 | 1996-07-23 | Solvay (Societe Anonyme) | Process for stabilizing a hydrofluoroalkane and compositions comprising at least one hydrofluoroalkane |
| US5366946A (en) * | 1992-09-29 | 1994-11-22 | Solvay (Societe Anonyme) | Stabilized 1,1-dichloro-1-fluoroethane, premixtures intended for the preparation of polymeric foams and polymeric foams obtained by the use thereof |
| FR2700776A1 (fr) * | 1993-01-27 | 1994-07-29 | Atochem Elf Sa | Composition de nettoyage stabilisée à base de 1,1-dichloro-1-fluoroéthane et de méthanol. |
| EP0609125A1 (fr) * | 1993-01-27 | 1994-08-03 | Elf Atochem S.A. | Composition de nettoyage stabilisée à base de 1,1-dichloro-1-fluoréthane et de méthanol |
| WO2013075165A1 (fr) * | 2011-11-21 | 2013-05-30 | Brown Paul William | Support pelvien |
Also Published As
| Publication number | Publication date |
|---|---|
| AU7309991A (en) | 1991-10-10 |
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