CA2012445A1 - Azeotropic composition of 2,2-dichloro-1,1,1-trifluoroethane and methanol - Google Patents

Azeotropic composition of 2,2-dichloro-1,1,1-trifluoroethane and methanol

Info

Publication number
CA2012445A1
CA2012445A1 CA002012445A CA2012445A CA2012445A1 CA 2012445 A1 CA2012445 A1 CA 2012445A1 CA 002012445 A CA002012445 A CA 002012445A CA 2012445 A CA2012445 A CA 2012445A CA 2012445 A1 CA2012445 A1 CA 2012445A1
Authority
CA
Canada
Prior art keywords
azeotrope
composition
methanol
weight percent
dichloro
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.)
Abandoned
Application number
CA002012445A
Other languages
French (fr)
Inventor
Jasmine Yellow
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.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
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 EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of CA2012445A1 publication Critical patent/CA2012445A1/en
Abandoned 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
    • C23G5/02Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents
    • C23G5/028Cleaning 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
    • C23G5/02809Cleaning 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
    • C23G5/02825Cleaning 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
    • C23G5/02829Ethanes
    • C23G5/02838C2HCl2F3
    • 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
    • C11D7/50Solvents
    • C11D7/5036Azeotropic mixtures containing halogenated solvents
    • C11D7/5068Mixtures of halogenated and non-halogenated solvents
    • C11D7/5077Mixtures of only oxygen-containing solvents
    • C11D7/5081Mixtures of only oxygen-containing solvents the oxygen-containing solvents being alcohols only

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Metallurgy (AREA)
  • Mechanical Engineering (AREA)
  • Materials Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Detergent Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Cleaning And De-Greasing Of Metallic Materials By Chemical Methods (AREA)
  • Manufacturing Of Printed Wiring (AREA)

Abstract

TITLE

AZEOTROPIC COMPOSITION OF
2,2-DICHLORO-1,1,1-TRIFLUOROETHANE AND METUANOL

ABSTRACT OF THE INVENTION
An azeotrope or azeotrope-like composition of 2,2-dichloro-1,1,1-trifluoroethane (HCFC-123) and methanol, the azeotropic mixture being useful in solvent cleaning application.

Description

s _ITLE

AZEOTROPIC COMPOSITION OF ---2,2-DICHLORO-1,1,1-TRIFLUO~OETHANE AND METHANOL

BACKGROUND OF THE INVENTION
As modern electronic circuit boards evolve toward increased circuit and component densities, ~horough cleaning of the boards after soldering becomes more important. Generally, current industrial processes for soldering electronic components to circuit boards involve coating the entire circuit side of the board with a flux and thereafter passing this coated side of the boar~ over preheaters and through molten solder. The flux cleans the conductive metal parts and promotes solder fusion. Commonly used fluxes consist, for the most part, of rosin, either used alone or with activating additives, such as amine hydrochlorides or oxalic acid derivatives.
After soldering, which thermally degrades part of the rosin, the remaining flux and flux-residues are often removed from the circuit boards with a heated organic solvent. The requirements for such solvents are very stringent.
Defluxing solvents should have the following characteristics: be low boiling, be nonflammable, have low toxicity and high solvency power so that flux and flux-residues can be removed without damaging the substrate being cleaned.
While boiling temperature, flammability and solvent power characteristi C5 can often be adjusted by mixing different solvents together, the mixtures that are formed are often unsatisfactory because they fractionate to an undesirable degree on boiling while 2 ~2~4S
in use. The more volatile components of these mixtures vaporize first, causing the boili ng mixtures to continuously change in both composition--and boiling temperature. This fractionation is undesirable since it could result in altered solvency properties. The fractionation also makes it virtually impossible to recover and reuse a solvent mixture with the original composition.
On the other hand, an azeotropic mixture gives off vapor which has the same composition as the mixture. Since there is no preferential vaporization of the components, azeotropic mixtures remain constant boiling throughout distillation. In vapor-degreasing operations, this constant boiling aspect of azeotropic mixtures is desirable since the solvent vapor can be condensed back into a mixture with its original composition and then be used for the final rinse. Thus, vapor defluxing and degreasing systems act as a still. Unless the solvent composition exhibits a constant boiling point, i.e., is a single material, an azeotrope or is azeotrope-like, fractionation will occur and undesirable solvent distributions will result which could detrimentally affect the safety and efficacy of the cleaning operation.
Unfortunately, as recognized in the art, it is not possible to predict the formation of azeotropes. This fact obviously complicates the search for new azeotropic compositions which have application in the field. Nevertheless, there is a constant effort in the art to discover new azeotropes or azeotrope-like compositions which have improved solvency characteristics and particularly greater versatility in solvency power.

20~ 4~5 SUMMARY OF THE INVENTION
According to the present invention, an azeotrope or azeotrope-like composition h:as been discovered comprising an admixture of an effective amounts of 2,2-dichloro-1,1,1-trifluoroethane and methanol. More specifically, the azeotrope or azeotrope-like compositions comprises about 97-99 weight percent 2,2-dichloro-1,1,1-trifluoro-ethane and about 1-3 weight percent methanol.
The present invention provides a nonflammable azeotropic composition which is well suited for solvent cleaning applications.

DETAILED DESCRIPTION OF THE INVENTION
15 The composition of the instant invention comprises an admixture of effective amounts of 2,2-dichloro-1,1,1-trifluoroethane (CHCl2CF3, boiling point = 27.9C) and methanol (CH30H, boiling point =
65.0~C) to form an azeotrope or azeotrope-like mixture. The fluorinated compound is also known as HCFC-123, in the nomenclature conventional to the chlorofluorocarbon field.
By azeotrope or azeotrope-like composition is meant a constant boiling liquid admixture of two or more substances, which admixture behaves like a single substance in that the vapor, produced by partial evaporation or distillation of the liquid, has substantially the same composition as the liquid, i.e., the admixture distills without substantial change in composition. Constant boiling compositions, which are characterized as azeotropes or azeotrope-like, exhibit either a maximum or minimum boiling point as compared with that of the non-azeotropic mixtures of the same substances.

~:012445 For purposes of this invention, effective amount is defined as the amount of each component of the instant invention admixture which, whe-n combined, results in the formation of the azeotrope or azeotrope-like compositions of the instant invention.
This definition includes the amounts of each component, which amounts may vary depending upon the pressure applied to the composition so long as the azeotrope or azeotrope-like compositions continue to exist at the different pressures, but with possible different boiling points. Therefore, effective amount includes the weight percentages of each component of the compositions of the instant invention which form azeotrope or azeotrope-like compositions at pressures other than atmospheric pressure. When the pressure applied to these compositions is adjusted to atmospheric pressure, i.e., 760 mm Hg, these compositions will contain the azeotrope of the instant invention which will boil at the atmospheric boiling point for the true azeotrope described herein.
It is possible to fingerprint, in effect, a constant boiling admixture which may appear under many guises, depending upon the conditions chosen, by any of several criteria:

* The composition can be defined as an azeotrope of A, B, C, (and D...) since the very term ~azeotrope~ is at once both definitive and limitative, and requires that effective amounts of A, B, C (and D...) form this unique composition of matter which is a constant boiling admixture.
* It is well known by those skilled in the art that, at different pressures, the composition of a given a~eotrope will vary at least to some degree, 2 0 ~ ~ 4 S

and changes in pressure will also change, at least to some degree, the boiling point temperature. Thus an azeotrope of A, B, ~ (and D...) represent-s~ a unique type of relationship but with a variable composition which depends on temperature and/or pressure.
Therefore, compositional ranges, rather than fixed compositions, are often used to define azeotropes.
* The composition can be defined as a particular weight percent relationship or mole percent relationship of A, B, C (and D...), while recognizing that such specific values point out only one particular such relationship and that in actuality, a series of such relationships, represented by A, B, C (and D...) actually exist for a given azeotrope, varied by the influence of pressure.
* An azeotrope of A, B, C (and D...) can be characterized by defining the composition as an azeotrope characterized by a boiling point at a given pressure, thus giving identifying characteristics without unduly limiting the scope of the invention by a specific numerical composition, which is limited by and is only as accurate as the analytical equipment available.
Binary mixtures of about 97-99.S weight percent HCFC-123 and about 0.5-3 weight percent methanol are characterized as azeotropes or azeotrope-like in that mixtures within this range exhibit a substantially constant boiling point at constant pressure. Being substantially constant boiling, the mixtures do not tend to fractionate to any great extent upon evaporation. After evaporation, only a small difference exists between the composition of the vapor and the composition of 20~2445 the initial liquid phase. This difference is such that the compositions o~ the vapor and liquid phases are considered substanti al ly i denti cal. A~cordingly, any mixture within this range exhibits properties which are characteristic of a true bi nary azeotrope.
The binary composition consisting of about 98.8 weight percent HCFC-~23, and about 1.2 weight percent methanol has been established, within the accuracy of the fractional distillation method, as a true binary azeotrope7 boiling at about 28C, at substantially atmospheric pressure and is preferred.
The HCFC-123 of the instant invention may contain minor amounts of HCFC-123a.
The azeotrope of the present invention permits easy recovery and reuse of the solvent from vapor defluxing and degreasing operations because of its azeotropic nature. As an example, the azeotropic mixture 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.
The azeotrope of the instant invention 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.

EXAMPLE l A sample of HCFC-123 was placed in a glass flask equipped with a reflux condenser and brought to a boil. Small amounts of methanol were incrementally added to the boiling HCFC-123 to form a refluxing mixture of changing compositi~n. The boiling temperature of this mixture was found to first -7-- Z~X445 decrease when methanol was initially added and then increase when the methanol concentration of the mixture exceeded 1.2 weight percent, forming a minimum boiling point of 27.6~ at the composition of 98.8 weight percent HCFC-123 and 1.2 weight percent methanol. The data for this distillation are shown in Table 1.
The existence of the minimum boiling point indicated the formation of an azeotrope between HCFC-123 and methanol with the above composition.

Table 1 Additional Distillation of HCFC-123 and Methanol Corrected Boiling Wt. % HCHF-123 Wt. % MethanolPoint TemP. C
100.0 0 27.90 99.8 0.2 27.87 99.7 0.3 27.78 99.5 0.5 27.72 20 99.4 0.6 27.69 99.2 0.8 27.64 99.1 0.9 27.60 98.8 1.2 27.57 98.6 1.4 27.58 25 98.5 1.5 27.62 98.3 1.7 27.62 98.2 1.8 27.63 98.0 2.0 27.62 97.7 2.3 27.69 30 97.1 2.9 27.75 96.3 3.7 27.85 95.3 4.7 27.92 92.8 7.2 28.06 A solution containing 98.8 weight percent HCFC-123 and 1.2 weight percent methanol:was prepared in a suitable container and mixed thoroughly. This solution was distilled in a glass distillation apparatùs equipped with a Claisen-Vigeraux distillation head. The boiling temperature of this solution remained essentially constant at an uncorrected 27.5C for the most part of the distillation as shown by the data in Table 2.
The constant-boiling character of the solution was consistent with the distillation characteristics of an azeotrope or azeotrope-like composition.

g Table 2 Fractional Distillation of HCFC-l W Methanol Azeotrope :
Ambient Conditions: Barometer - 760.5 mm Hg Temperature - 23.4C

Distillate Boiling Volume % Point. ~C
0 21.8 1 27.5 4 27.3 7 27.3 27.3 13 27.3 16 27.4 18 27.4 23 27.4 Z7 27.5 33 27.5 37 27.5 42 27.5 46 27.5 27.5 27.5 27.5 64 27.5 27.5 73 27.5 78 27.5 27.5 84 27.5 87 27.5 27.5 92 27.5 96 27.5 _g _ A solution containing 50.0 weight percent HCFC-123 and 50.0 weight percent methanol was prepared in a suitable container and mixed thoroughly. This solution was distilled in a glass distillation apparatus equipped with a Claisen Vigeraux distillation head.
Since the solution was rich in methanol, when distilled it was expected to boil off the HCFC-123/methanol azeotrope first and then the excess methanol when HCFC-123 became exhausted. Gas chromotographic analyses of the incrementally pooled distillate verified that the composition of the minimum boiling first-distillates contained 1.0-1.8 weight percent methanol and 99.0-98.2 weight percent HCFC-123, affirming the existence and the composition of the azeotrope. The date are listed in Table 3.

7~4~i Table 3 Fractional Distillation of a Mixture of HCFC-123 & Methanol ( 1: 1 by w~
Ambient Conditions: Barometer - 762.9 mm Hg Temperature - 22.7C

Distillate Composition Distillate Vapor Phase wt.%
Volu~e % Temp. C~ ethanol HCFC-123 0.4 27.0 1.0 28.0 pooled 1.4 28.3 4 ml --------1.8 98.2 2.0 28.5 l sample 4.0 28.7 1 5.0 - J
6.0 28.3 8.0 28.3 g.o 28.5 11.0 28.7 ~ pooled 20 13.0 28.5 ~ 4 ml --------1.0 99.0 14.0 - J sample 15.0 29.0 19.0 31.0 21.0 33.3 ¦ pooled 4 ml---4.2 95.8 25 24.0 - J sample 33.0 58.3 l pooled 4 ml---23.1 76.9 34.0 - ) sample .
.

63.0 64.9 1 pooled 4 ml---99.8 0.2 64.0 - r sample 83.0 64.9 l pooled 4 ml---100.0 ~ 0 84.0 - J sample

Claims (7)

1. An azeotrope or azeotrope-like composition comprising effective amounts of
2,2-dichloro-1,1,1-trifluoroethane and methanol.
2. The azeotrope or azeotrope-like composition of Claim 1, wherein the composition is about 97-99.5 weight percent 2,2-dichloro-1,1,1-trifluoroethane and about 0.5-3 weight percent methanol.
3. The azeotrope or azeotrope-like composition of Claim 2, wherein the composition is about 98.8 weight percent 2,2-dichloro-1,1,1-trifluoroethane and about 1.2 weight percent methanol.
4. The azeotrope or azeotrope-like composition of Claim 2, wherein the composition has a boiling point of about 28°C at substantially atmospheric pressure.
5. A process for cleaning a solid surface which comprises treating said surface with the azeotrope or azeotrope-like composition of Claim 1.
6. The process of Claim 5 wherein the solid surface is a printed circuit board contaminated with flux and flux-residues.
7. The process of Claim 5 wherein the solid surface is a metal.
CA002012445A 1989-03-23 1990-03-16 Azeotropic composition of 2,2-dichloro-1,1,1-trifluoroethane and methanol Abandoned CA2012445A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US327,718 1981-12-04
US32771889A 1989-03-23 1989-03-23

Publications (1)

Publication Number Publication Date
CA2012445A1 true CA2012445A1 (en) 1990-09-23

Family

ID=23277741

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002012445A Abandoned CA2012445A1 (en) 1989-03-23 1990-03-16 Azeotropic composition of 2,2-dichloro-1,1,1-trifluoroethane and methanol

Country Status (9)

Country Link
EP (1) EP0389133B1 (en)
JP (1) JPH02292400A (en)
KR (1) KR900014642A (en)
CN (1) CN1045818A (en)
AT (1) ATE88766T1 (en)
AU (1) AU632016B2 (en)
BR (1) BR9001354A (en)
CA (1) CA2012445A1 (en)
DE (1) DE69001455D1 (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5066417A (en) * 1989-07-20 1991-11-19 E. I. Du Pont De Nemours And Company Binary azeotropic compositions of 2,2-dichloro-1,2-difluoroethane with methanol, ethanol, or trans-1,2-dichloroethylene
US4961869A (en) * 1989-08-03 1990-10-09 E. I. Du Pont De Nemours And Company Ternary azeotropic compositions of 2,3-dichloro-1,1,1,3,3-pentafluoropropane with trans-1,2-dichloroethylene and methanol
US5026497A (en) * 1990-03-12 1991-06-25 E. I. Du Pont De Nemours And Company Azeotropic compositions of perfluoro-1,2-dimethylcyclobutane with methanol and 1,1-dichloro-1-fluoroethane or dichlorotrifluoroethane
BE1005163A3 (en) * 1991-08-01 1993-05-11 Solvay Composition containing fluorinated ether and use thereof.
BE1005181A3 (en) * 1991-08-19 1993-05-18 Solvay Composition containing a fluorinated ether and use thereof.
CN104294305B (en) * 2014-09-30 2016-06-29 江苏中容铜业有限公司 Copper detergent capable of being rapidly prepared

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4070299A (en) * 1975-08-29 1978-01-24 Phillips Petroleum Company Azeotropic compositions
US4816176A (en) * 1988-04-04 1989-03-28 Allied-Signal Inc. Azeotrope-like compositions of dichlorotrifluoroethane, methanol and nitromethane
WO1989009845A1 (en) * 1988-04-04 1989-10-19 Allied-Signal Inc. Azeotrope-like compositions of dichlorotrifluoroethane, methanol and nitromethane
US4812256A (en) * 1988-04-20 1989-03-14 E. I. Du Pont De Nemours And Company Azeotropic compositions of 1,1-difluoro-1,2,2-trichloroethane and methanol, ethanol, isopropanol or n-propanol

Also Published As

Publication number Publication date
EP0389133B1 (en) 1993-04-28
BR9001354A (en) 1991-04-02
CN1045818A (en) 1990-10-03
ATE88766T1 (en) 1993-05-15
AU5212390A (en) 1990-09-27
AU632016B2 (en) 1992-12-10
DE69001455D1 (en) 1993-06-03
JPH02292400A (en) 1990-12-03
KR900014642A (en) 1990-10-24
EP0389133A1 (en) 1990-09-26

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Legal Events

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FZDE Discontinued