CA1268390A - Compositions de type azeotrope a base de trichlorotrifluoro-ethane, d'acetone, de nitromethane et d'hexane - Google Patents

Compositions de type azeotrope a base de trichlorotrifluoro-ethane, d'acetone, de nitromethane et d'hexane

Info

Publication number: CA1268390A
Authority: CA; Canada
Prior art keywords: azeotrope; hexane; acetone; weight percent; nitromethane
Prior art date: 1984-04-26
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.): Expired - Lifetime

Application number

CA000480055A

Other languages

English (en)

Inventor

Francis J. Figiel

Eugene F. Szafranski

Aaron Colbert

Hang T. Pham

David P. Wilson

Earl E.A. Lund

Rajat S. Basu

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.)

Honeywell International Inc

Original Assignee

AlliedSignal Inc

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.)

1984-04-26

Filing date

1985-04-25

Publication date

1990-05-01

1984-12-24 Priority claimed from US06/685,871 external-priority patent/US4790955A/en

1985-04-25 Application filed by AlliedSignal Inc filed Critical AlliedSignal Inc

1990-05-01 Application granted granted Critical

1990-05-01 Publication of CA1268390A publication Critical patent/CA1268390A/fr

2007-05-01 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 114
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 title claims abstract description 114
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 title claims abstract description 67
LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 title claims abstract description 29
BOSAWIQFTJIYIS-UHFFFAOYSA-N 1,1,1-trichloro-2,2,2-trifluoroethane Chemical group FC(F)(F)C(Cl)(Cl)Cl BOSAWIQFTJIYIS-UHFFFAOYSA-N 0.000 title claims abstract description 20
AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical group FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 claims description 27
AFABGHUZZDYHJO-UHFFFAOYSA-N 2-Methylpentane Chemical group CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 claims description 20
PFEOZHBOMNWTJB-UHFFFAOYSA-N 3-methylpentane Chemical group CCC(C)CC PFEOZHBOMNWTJB-UHFFFAOYSA-N 0.000 claims description 8
ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical group CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 claims description 7
HNRMPXKDFBEGFZ-UHFFFAOYSA-N 2,2-dimethylbutane Chemical group CCC(C)(C)C HNRMPXKDFBEGFZ-UHFFFAOYSA-N 0.000 claims description 4
239000002904 solvent Substances 0.000 abstract description 33
238000004140 cleaning Methods 0.000 abstract description 16
238000005237 degreasing agent Methods 0.000 abstract 1
238000009835 boiling Methods 0.000 description 49
238000004821 distillation Methods 0.000 description 19
239000000306 component Substances 0.000 description 14
238000005238 degreasing Methods 0.000 description 12
238000012360 testing method Methods 0.000 description 11
238000000034 method Methods 0.000 description 10
239000007788 liquid Substances 0.000 description 9
229910052751 metal Inorganic materials 0.000 description 9
239000002184 metal Substances 0.000 description 9
239000002689 soil Substances 0.000 description 7
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
238000001704 evaporation Methods 0.000 description 6
230000008020 evaporation Effects 0.000 description 6
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 5
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 5
238000004458 analytical method Methods 0.000 description 5
239000013527 degreasing agent Substances 0.000 description 5
239000012530 fluid Substances 0.000 description 5
238000010992 reflux Methods 0.000 description 5
229910052725 zinc Inorganic materials 0.000 description 5
239000011701 zinc Substances 0.000 description 5
229910052782 aluminium Inorganic materials 0.000 description 4
NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 4
238000005555 metalworking Methods 0.000 description 4
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
239000011877 solvent mixture Substances 0.000 description 4
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
239000003921 oil Substances 0.000 description 3
239000012808 vapor phase Substances 0.000 description 3
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
239000000654 additive Substances 0.000 description 2
230000002411 adverse Effects 0.000 description 2
239000010960 cold rolled steel Substances 0.000 description 2
231100000252 nontoxic Toxicity 0.000 description 2
230000003000 nontoxic effect Effects 0.000 description 2
239000007787 solid Substances 0.000 description 2
229910052721 tungsten Inorganic materials 0.000 description 2
229910000619 316 stainless steel Inorganic materials 0.000 description 1
JGEGJYXHCFUMJF-UHFFFAOYSA-N 4-methylpentanal Chemical compound CC(C)CCC=O JGEGJYXHCFUMJF-UHFFFAOYSA-N 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
229910000831 Steel Inorganic materials 0.000 description 1
230000000996 additive effect Effects 0.000 description 1
-1 aliphatic alcohols Chemical class 0.000 description 1
AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical group [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
238000000429 assembly Methods 0.000 description 1
230000000712 assembly Effects 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
239000012141 concentrate Substances 0.000 description 1
239000000356 contaminant Substances 0.000 description 1
238000011109 contamination Methods 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000012937 correction Methods 0.000 description 1
239000010730 cutting oil Substances 0.000 description 1
230000007812 deficiency Effects 0.000 description 1
239000008367 deionised water Substances 0.000 description 1
229910021641 deionized water Inorganic materials 0.000 description 1
239000003599 detergent Substances 0.000 description 1
238000007598 dipping method Methods 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
238000009826 distribution Methods 0.000 description 1
229920001971 elastomer Polymers 0.000 description 1
239000000806 elastomer Substances 0.000 description 1
238000011067 equilibration Methods 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
UHCBBWUQDAVSMS-UHFFFAOYSA-N fluoroethane Chemical compound CCF UHCBBWUQDAVSMS-UHFFFAOYSA-N 0.000 description 1
238000005194 fractionation Methods 0.000 description 1
238000004817 gas chromatography Methods 0.000 description 1
230000005484 gravity Effects 0.000 description 1
239000004519 grease Substances 0.000 description 1
229910001385 heavy metal Inorganic materials 0.000 description 1
LPUKZMZCQUFLGH-UHFFFAOYSA-N hexane nitromethane propan-2-one 1,1,1-trichloro-2,2,2-trifluoroethane Chemical compound [N+](=O)([O-])C.CCCCCC.CC(=O)C.ClC(C(F)(F)F)(Cl)Cl LPUKZMZCQUFLGH-UHFFFAOYSA-N 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
230000001050 lubricating effect Effects 0.000 description 1
239000000463 material Substances 0.000 description 1
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
229910052753 mercury Inorganic materials 0.000 description 1
125000000449 nitro group Chemical class [O-][N+](*)=O 0.000 description 1
239000012188 paraffin wax Substances 0.000 description 1
239000004033 plastic Substances 0.000 description 1
238000012545 processing Methods 0.000 description 1
238000005057 refrigeration Methods 0.000 description 1
239000007921 spray Substances 0.000 description 1
238000013112 stability test Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
229910001220 stainless steel Inorganic materials 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000010959 steel Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
239000001993 wax Substances 0.000 description 1

Classifications

- 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
- 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
- C11D7/509—Mixtures of hydrocarbons and oxygen-containing solvents
- 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
- C23G5/02812—Perhalogenated hydrocarbons
- C23G5/02816—Ethanes
- C23G5/02819—C2Cl3F3

Landscapes

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)

CA000480055A 1984-04-26 1985-04-25 Compositions de type azeotrope a base de trichlorotrifluoro-ethane, d'acetone, de nitromethane et d'hexane Expired - Lifetime CA1268390A (fr)

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date	Title
US60421084A	1984-04-26	1984-04-26
US604,210		1984-04-26
US685,871		1984-12-24
US06/685,871 US4790955A (en)	1984-12-24	1984-12-24	Azeotrope-like compositions of trichlorotrifluoroethane, acetone, nitromethane and hexane

Publications (1)

Publication Number	Publication Date
CA1268390A true CA1268390A (fr)	1990-05-01

Family

ID=27084611

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000480055A Expired - Lifetime CA1268390A (fr)	1984-04-26	1985-04-25	Compositions de type azeotrope a base de trichlorotrifluoro-ethane, d'acetone, de nitromethane et d'hexane

Country Status (4)

Country	Link
EP (1)	EP0160854B1 (fr)
KR (1)	KR900001828B1 (fr)
CA (1)	CA1268390A (fr)
DE (1)	DE3576541D1 (fr)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4655956A (en) *	1985-10-02	1987-04-07	Allied Corporation	Azeotrope-like compositions of trichlorotrifluoroethane, methanol, nitromethane and hexane
EP0217181A3 (fr) *	1985-10-02	1988-08-31	AlliedSignal Inc.	Compositions analogues à des azéotropes contenant du trichlorotrifluoroéthane, du méthanol, du nitrométhane, de l'hexane et de l'acetone
JPH01170697A (ja) *	1987-12-26	1989-07-05	Daikin Ind Ltd	不燃性共沸様溶剤組成物
GB2226570A (en) *	1988-12-27	1990-07-04	Allied Signal Inc	Azeotrope-like compositions
MY113225A (en) *	1989-10-26	2001-12-31	Momentive Performance Mat Jp	Vapor drying with polyorganosiloxane
US5503681A (en) *	1990-03-16	1996-04-02	Kabushiki Kaisha Toshiba	Method of cleaning an object
US5593507A (en) *	1990-08-22	1997-01-14	Kabushiki Kaisha Toshiba	Cleaning method and cleaning apparatus

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3903009A (en) *	1973-11-16	1975-09-02	Du Pont	Azeotrope of 1,1,2-trichloro-1,2,2-trifluoroethane, ethanol and nitromethane
US4045366A (en) *	1976-05-13	1977-08-30	Allied Chemical Corporation	Azeotrope-like compositions of trichlorotrifluoroethane, nitromethane and acetone
JPS5634798A (en) *	1979-08-29	1981-04-07	Daikin Ind Ltd	Azeotropic mixed solvent composition
JPS5634799A (en) *	1979-08-29	1981-04-07	Daikin Ind Ltd	Azeotropic mixed solvent composition
JPS56109298A (en) *	1980-01-31	1981-08-29	Daikin Ind Ltd	Azeotropic solvent composition
US4279664A (en) *	1980-04-09	1981-07-21	Allied Chemical Corporation	Azeotrope-like compositions of trichlorotrifluoroethane, acetone and n-hexane

1985
- 1985-04-12 DE DE8585104402T patent/DE3576541D1/de not_active Expired - Lifetime
- 1985-04-12 EP EP85104402A patent/EP0160854B1/fr not_active Expired - Lifetime
- 1985-04-25 CA CA000480055A patent/CA1268390A/fr not_active Expired - Lifetime
- 1985-04-25 KR KR1019850002792A patent/KR900001828B1/ko not_active Expired

Also Published As

Publication number	Publication date
EP0160854A1 (fr)	1985-11-13
KR850007823A (ko)	1985-12-09
KR900001828B1 (ko)	1990-03-24
DE3576541D1 (de)	1990-04-19
EP0160854B1 (fr)	1990-03-14

Legal Events

Date	Code	Title	Description
1993-11-02	MKLA	Lapsed

Publication	Publication Date	Title
US4863630A (en)	1989-09-05	Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane, dichlorotrifluoroethane and ethanol
EP0183110B1 (fr)	1990-05-30	Compositions analogues à des azéotropes à base de trichlorotrifluoroéthane, alcool éthylique, acétone, nitrométhane et hexane
US4960535A (en)	1990-10-02	Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane, dichlorotrifluoroethane and a mono- or di-chlorinated C2 or C3 alkane
US4584122A (en)	1986-04-22	Azeotrope-like compositions of trichlorotrifluoroethane, ethanol, nitromethane and 2-methylpentane or a mixture of hexanes
CA1268390A (fr)	1990-05-01	Compositions de type azeotrope a base de trichlorotrifluoro-ethane, d'acetone, de nitromethane et d'hexane
US4816175A (en)	1989-03-28	Azeotrope-like compositions of dichlorotrifluoroethane, methanol, cyclopentane and nitromethane
US6010997A (en)	2000-01-04	Compositions of 1-bromopropane, nitromethane or acetonitrile and an alcohol
US5219488A (en)	1993-06-15	Azeotrope-like compositions of 2-trifluoromethyl-1,1,1,2-tetrafluorobutane and ethanol or isopropanol
WO1991009156A1 (fr)	1991-06-27	Compositions similaires aux azeotropes de 1,1,2-trichloro-1,2,2-trifluoroethane, 1,2-dichloroethylene et alcanol ayant de 3 a 7 atomes de carbone
US4994201A (en)	1991-02-19	Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane, dichlorotrifluoroethane, methanol and cyclopentane
US4790955A (en)	1988-12-13	Azeotrope-like compositions of trichlorotrifluoroethane, acetone, nitromethane and hexane
US5064558A (en)	1991-11-12	Azeotrope-like compositions of 1,1,2-tri-chloro-1,2,2-trifluoroethane, 1,2-dichloroethylene, cyclopentane, methanol, nitromethane and optionally diisopropylamine
US5122294A (en)	1992-06-16	Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane; dichlorotrifluoroethane; ethanol; and alkene having 5 carbon atoms
EP0429451B1 (fr)	1993-01-27	Composites du type azeotrope de dichlorotrifluoroethane, de methanol et de nitromethane
US4973362A (en)	1990-11-27	Azeotrope-like compositions of 1,1,2-trichloro-1,2,2-trifluoroethane, methanol, nitromethane, 1,2-dichloroethylene and hexane
US5039444A (en)	1991-08-13	Azeotrope-like compositions of dichloro-trifluoroethane, cyclopentane and optionally nitromethane
US5085797A (en)	1992-02-04	Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane, a monochlorinated C3 alkane and optionally an alkanol
US5085796A (en)	1992-02-04	Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane, dichlorotrifluoroethane, ethanol and a mono- or di-chlorinated C2 or C3 alkane
US5024781A (en)	1991-06-18	Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane, dichlorotrifluoroethane, methanol and a mono- or di-chlorinated C2 or C3 alkane
US5145598A (en)	1992-09-08	Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane, dichlorotrifluorethane, nitromethane and methanol or ethanol
US5035831A (en)	1991-07-30	Azeotrope-like compositions of 1,1,2-trichloro-1,2,2-trifluoroethane, nitromethane, 1,2-dichloroethylene, and ethanol or isopropanol
EP0451149A1 (fr)	1991-10-16	Compositions semblables a l'azeotrope contenant du 1,1-dichloro-1-fluoroethane, du dichlorotrifluoroethane et du methanol ou de l'ethanol
US5190685A (en)	1993-03-02	Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane, dichlorotrifluoroethane, ethanol and cyclopentane
US4971085A (en)	1990-11-20	Azeotrope-like compositions of 1,1,2-trichloro-1,2,3-trifluoroethane, methanol, nitromethane, 1,2-dichloroethylene, acetone and hexane
US5049301A (en)	1991-09-17	Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane; dichlorotrifluoroethane; and methyl formate