[go: up one dir, main page]

CN1136587A - Using HF hydrocarbon as cleaning agent and composite used as said purpose - Google Patents

Using HF hydrocarbon as cleaning agent and composite used as said purpose Download PDF

Info

Publication number
CN1136587A
CN1136587A CN96101888A CN96101888A CN1136587A CN 1136587 A CN1136587 A CN 1136587A CN 96101888 A CN96101888 A CN 96101888A CN 96101888 A CN96101888 A CN 96101888A CN 1136587 A CN1136587 A CN 1136587A
Authority
CN
China
Prior art keywords
hydrocarbon
composition
mixture
stablizer
alcohol
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.)
Pending
Application number
CN96101888A
Other languages
Chinese (zh)
Inventor
丹尼尔·德斯彼恩德拉斯
帕斯卡尔·米肖
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Arkema France SA
Original Assignee
Elf Atochem SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Elf Atochem SA filed Critical Elf Atochem SA
Publication of CN1136587A publication Critical patent/CN1136587A/en
Pending legal-status Critical Current

Links

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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/24—Organic compounds containing halogen
    • 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
    • C23G5/02803—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 fluorine
    • 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
    • C11D7/5004—Organic solvents
    • C11D7/5018—Halogenated solvents

Landscapes

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

Abstract

The invention puts forward the use of hydrofluoroalkanes to substitute the 1, 1, 2-trichloro-1, 2, 2-trifluoro ethane (F113) or 1, 1-dichloride-1-chloroethane (F141b) as agents for cleaning solid surfaces, and of the formula Rf(CH2CF2)nCH=CF2 (I), where n = 1 or 2 and Rf is perfluoroalkyl. Hydrofluoroalkanes is not easy to destroy the ozonosphere.

Description

But use the composition of HF hydrocarbon as sanitising agent and used as said purpose
The present invention relates to the hydrofluoric ether field, and more particularly HF hydrocarbon as the use of solid surface sanitising agent.
Because its physical and chemical performance, particularly nonflammable, high wetting capacity, solvent power difference and low melting point, 1,1,2-three chloro-1,2,2-Halothane (being known as F113 in this field) still is widely used for the cleaning and the degreasing of the solid surface of very different material (metal, glass, plastics or composite solid) in industry.In electronic applications, F113 be specially adapted to printed circuit board (PCB) go the weldering and lonely clean.Other purposes of being worth mentioning is the degreasing of high quality and high-precision metal device for example, as gyroscope and military, aviation or medical facilities, also can be used for the responsive textiles and the cleaning of leather.
In these different purposes, F113 will be by 1,1-two chloro-1-fluoroethanes (F141b) substitute, frequent and other organic solvent (for example methyl alcohol) combination of these solvents, particularly with azeotropic mixture or the seemingly form combination of azeotropic mixture, this mixture is not stratified and when being used to reflux, and has identical component basically in gas phase and liquid phase.
Unfortunately, F113 has the characteristics of forbidden perhalogeno chlorofluorocarbon now, and F141b has the characteristics of having been controlled by strictness that contain hydrochlorofluorocar.on.This is because they are considered to destroy or to reduce ozonosphere.Therefore wish to find and to avoid the ozone generation damaging influence and can substitute F113 and the product of F141b various uses.
Now, this material is found, i.e. HF hydrocarbon, and its general formula is:
R F-(CH 2-CF 2) n-CH=CF 2(I) wherein, n=1 or 2, R FRepresenting carbon atom quantity is 1 to 3 straight or branched perfluoroalkyl, and this HF hydrocarbon has the physicochemical property close with F141b with F113, and is opposite with the latter, can not damage the ozone layer.
Therefore, purpose of the present invention replaces F113 or the application of F141b in their various uses with regard to the HF hydrocarbon that is to use formula (I).Simultaneously, the cleaning compositions that provides based on HF hydrocarbon also is provided in the present invention.
The compound of structure shown in the formula (I) is that known product (is seen for example United States Patent (USP) 3,106,589 and 3,116,337; J.Am.Chem.Soc.82,2868-71 (1960); Tetrahedron1964, VOl.20, pp.497-506).They can obtain by already known processes industrial, and for example a kind of multistep technology comprises following basic step:
-copper-based catalysts and 2-monoethanolamine in the presence of, vinylidene fluoride is joined corresponding full-fluorine alkyl iodide (R FI) in, and
-iodide R to obtaining under the condition that potassium hydroxide-ethanol solution exists F-(CH 2CF 2) N+1-I carries out dehydroiodination.
For the present invention, in formula (I) compound, more preferably 1,1,3,3,5,5,6,6,6-nine fluoro-1-hexene CF 3CF 2-CH 2CF 2-CH=CF 2, shown just as following table, have close character with F113, but its value that may reduce ozonosphere (ODP) is 0.Character F113 C 2F 5-CH 2-CF 2-CH=CF 2Surface pressure (mNm during 47.6 ℃ 75 ℃ 25 ℃ of fusing points -1) 19 15.920 ℃ times density 1.57 1.51 flammable do not have no flash-point (℃) nothing no solvent power (KBV is in the time of 25 ℃) *31 10 water-solubles (ppm), 110 50ODP 0.78 0
* KBV is kauri resin butanols (solution dissolving) value.
Use the cleaning technique of F113 or F141b and based on the cleaning technique of the various compositions of F113 or F141b, to those those of skill in the art be know and did introduction in the literature.Therefore, in order to finish the present invention, those of skill in the art only need be preferably 1,1,3,3,5,5,6,6 with isopyknic formula (I) HF hydrocarbon, and 6-nine fluoro-1-hexenes replace F113 or F141b.
The same just as F113 or F141b, the HF hydrocarbon of formula (I) can use separately, intermingling uses or at room temperature make the mixture use as the organic solvent of liquid with other, these organic solvents, for example, alcohols such as methyl alcohol, ethanol and Virahol, cave class such as acetone, ester class such as methyl acetate, ethyl acetate and ethyl formate, reach chlorinated hydrocarbon or non-chlorinated hydrocarbon such as methylene dichloride, 2-methylpentane, 2,3-dimethylbutane, normal hexane and 1-hexene.
Particularly advantageous Clean-mixture is by 1,1,3,3,5,5,6,6,6-nine fluoro-1-hexenes and the straight or branched alcohols that comprises 1 to 8 carbon atom, as methyl alcohol, ethanol, propyl alcohol, Virahol, butanols, sec-butyl alcohol, isopropylcarbinol, amylalcohol, Pentyl alcohol or primary isoamyl alcohol, Zhi Bei azeotropic mixture or seemingly azeotropic mixture together.
The same with known cleaning compositions based on F113 or F141b, if desired, the cleaning compositions based on HF hydrocarbon among the present invention can be by adding common stablizer, the stability and/or the anti-group that have anti-hydrolysis as a kind of nitro-paraffin (Nitromethane 99Min., nitroethane, nitropropane etc.) or a kind of acetal are attacked, the proportional range of stablizer can be composition gross weight 0.01～5%.
Following demonstration example is used for the present invention is described and is not with restricted.Embodiment 1:C 2F 5CH 2-CF 2-CH=CF 2/ methanol azeotropic mixture
A) show azeotropic mixture
The Compound C of 100g 2F 5CH 2-CF 2-CH=CF 2Join in the generator of distillation column (30 blocks of plates) with 100g methyl alcohol.Then mixture is placed next hour of total reflux so that system reaches balance.(55.5 ℃) are collected about 40g fraction and are analyzed with vapor-phase chromatography when temperature is steady.
Test result is listed as follows, and demonstrates C 2F 5CH 2-CF 2-CH=CF 2The existence of/methanol azeotropic mixture.
Composition (weight %)
C 2F 5CH 2-CF 2-CH=CF 2CH 3The fraction of collecting during 50 5055.5 ℃ of OH original mixtures 84.6 15.4
B) Azeotrope compositions checking
200g comprises 84.5% (weight) C 2F 5CH 2-CF 2-CH=CF 2Be added in the generator of an adiabatic distillation column (30 blocks of plates) with the methanol mixture of 15.5% (weight).Then mixture is remained on next hour of total reflux so that system reaches balance, get about 50g fraction again and carry out gas chromatographic analysis, and distillation residue are carried out stratographic analysis.Result shown in the following table shows the existence of an azeotropic mixture.
Composition (weight %)
C 2F 5CH 2-CF 2-CH=CF 2CH 3Fraction 84.6 15.4 distillation residue 84.5 15.5 that OH original mixture 84.5 15.5 is collected
1.013bar proofread and correct boiling point be: 55.5 ℃
When being used to clean solder flux or being the metal device degreasing, this azeotropic mixture has good effect.
Embodiment 2-8:
This operating process just replaces methyl alcohol with other alcohols with embodiment 1.Following table lists the boiling point and the Azeotrope compositions of (1.013bar) under the standard atmosphere pressure.
Azeotrope compositions (weight) boiling point embodiment alcohol C 2F 5CH 2-CF 2-CH=CF 2Alcohol (℃) 2 ethanol, 87.9 12.1 63.8 3 1-propyl alcohol, 84.7 15.3 70.3 4 isopropyl alcohols, 87 13 66.9 5 isobutanols, 96.2 3.8 73.9 6 tert-butyl alcohols, 85.1 14.9 68.2 7 2-butanols, 94 6 72.5 8 2-methyl-2-butanols 97 3 74.1
Embodiment 9: the composition of stabilization.
The 150g mixture comprises, by weight, and 93% C 2F 5CH 2-CF 2-CH=CF 2, 6% 2-butanols and 1% nitromethane stabilizers add a ultrasonic cleaner together.System is placed layer such as gas phase such as branch such as recoverys grade after next hour of refluxing.Its gas chromatographic analysis shows the existence of Nitromethane 99Min., shows that mixture is stabilized in gas phase.
Composition (weight %)
C 2F 5CH 2-CF 2-CH=CF 22-butanols CH 3NO 2Original mixture 93 61 gas phases 93.15 6 0.85
Embodiment 10: the cleaning solder flux
Azeotrope compositions 125ml among the embodiment 1 is joined in the little single groove experimental machine that ultrasonic generator is housed, make liquid boiling then.
With five standard testing circuit cards (model IPC-B-25) that scribble rosinyl solder flux (welding agent K8F is from Alphametal company) through 230 ℃ of 30 seconds of annealing and the boiling liquid under this ultrasonic wave effect of cooling back immersion 3 minutes again, rinsing 3 minutes in gas phase then.
After dry air, according to standard program IPC-IM 650 2.3.25 numbers and 2.3.26 number and according to the MIL-STD-2000 standard, the quality of cleaning is assessed the numerical value that obtains, 1.79 μ g equivalent NaCl/cm with mensuration ionic residual volume degree 2, than the threshold value that allows in the electronic applications (2.5 μ g equivalent NaCl/cm 2) much lower.

Claims (8)

1, a kind of HF hydrocarbon is as the application of solid surface sanitising agent, and this HF hydrocarbon general formula is:
R F-(CH 2-CF 2) n-CH=CF 2(I) n=1 or 2 wherein, R FRepresenting carbon atom quantity is 1 to 3 straight or branched perfluoroalkyl.
2, according to the application of claim 1, wherein this HF hydrocarbon is 1,1,3,3,5,5,6,6,6-nine fluoro-1-hexenes.
3, be used to clean the composition of solid surface, it is characterized in that said composition comprises according to the HF hydrocarbon of claim 1 or 2 and at least aly at room temperature is the mixture of the organic solvent of liquid.
4, according to the composition of claim 3, wherein solvent is selected from alcohol, ketone, ester and chlorinated hydrocarbon or non-chlorinated hydrocarbon.
5, according to the composition of claim 4, contain 1,1,3,3,5,5,6,6,6-nine fluoro-1-hexenes and institute's carbon atoms are 1 to 8 straight or branched alcohol.
6, according to the composition one of in the claim 3～5, also contain at least a stablizer.
7, according to the composition of claim 6, wherein this stablizer is nitro-paraffin or acetal.
8, according to the composition of claim 6 or 7, wherein the ratio of this stablizer is the 0.01-5% of composition total weight.
CN96101888A 1995-03-09 1996-03-08 Using HF hydrocarbon as cleaning agent and composite used as said purpose Pending CN1136587A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR9502752A FR2731436B1 (en) 1995-03-09 1995-03-09 USE OF HYDROFLUOROALCENES AS CLEANING AGENTS, AND COMPOSITIONS FOR USE THEREOF
FR9502752 1995-03-09

Publications (1)

Publication Number Publication Date
CN1136587A true CN1136587A (en) 1996-11-27

Family

ID=9476896

Family Applications (1)

Application Number Title Priority Date Filing Date
CN96101888A Pending CN1136587A (en) 1995-03-09 1996-03-08 Using HF hydrocarbon as cleaning agent and composite used as said purpose

Country Status (8)

Country Link
EP (1) EP0731162A1 (en)
JP (1) JPH08253799A (en)
KR (1) KR960034383A (en)
CN (1) CN1136587A (en)
AU (1) AU4797596A (en)
CA (1) CA2169818A1 (en)
FR (1) FR2731436B1 (en)
TW (1) TW364014B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101351537B (en) * 2005-11-01 2013-09-25 纳幕尔杜邦公司 Solvent compositions comprising unsaturated fluorinated hydrocarbons
CN111892995A (en) * 2020-08-10 2020-11-06 深圳市创智成功科技有限公司 Soldering flux cleaning agent for chip packaging process

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2791691B1 (en) * 1999-04-01 2005-03-25 Cit Alcatel POLYMERIC MATERIAL OF POLYURETHANE ACRYLATE OR VINYL TYPE FOR OPTIC FIBER COATING BASED ON A FLUORINE DIOL
US6610790B2 (en) * 2000-04-19 2003-08-26 Dupont Dow Elastomers L.L.C. Fluoroelastomer composition having excellent processability
EP2258819B1 (en) * 2002-10-25 2017-07-26 Honeywell International Inc. Use as a cleaning composition of a composition comprising 1,3,3,3-tetrafluoropropene (HFO-1234ze)
TWI482748B (en) * 2005-06-24 2015-05-01 Honeywell Int Inc Compositions containing fluorine substituted olefins
US20070098646A1 (en) 2005-11-01 2007-05-03 Nappa Mario J Aerosol propellants comprising unsaturated fluorocarbons
EP2530140B1 (en) * 2006-02-28 2017-09-27 The Chemours Company FC, LLC Azeotropic compositions comprising fluorinated compounds for cleaning applications
US7972524B2 (en) 2007-04-27 2011-07-05 E. I. Du Pont De Nemours And Company Azeotropic and azeotrope-like compositions of Z-1,1,1,4,4,4-hexafluoro-2-butene
MX2009013465A (en) 2007-06-12 2010-01-15 Du Pont Azeotropic and azeotrope-like compositions of e-1,1,1,4,4,4-hexafluoro-2-butene.
WO2009032983A1 (en) 2007-09-06 2009-03-12 E. I. Du Pont De Nemours And Company Azeotropic and azeotrope-like compositions of e-1,1,1,4,4,5,5,5-octafluoro-2-pentene
EP2215154B1 (en) 2007-11-29 2017-12-20 The Chemours Company FC, LLC Compositions and use of cis-1,1,1,4,4,4-hexafluoro-2-butene foam-forming composition in the preparation of polyisocyanate-based foams
AU2008343200A1 (en) 2007-12-19 2009-07-09 E. I. Du Pont De Nemours And Company Foam-forming compositions containing azeotropic or azeotrope-like mixtures containing Z-1,1,1,4,4,4-hexafluoro-2-butene and their uses in the preparation of polyisocyanate-based foams
WO2010080544A1 (en) * 2008-12-17 2010-07-15 Honeywell International, Inc. Cleaning compositions and methods
US8821749B2 (en) 2010-04-26 2014-09-02 E I Du Pont De Nemours And Company Azeotrope-like compositions of E-1,1,1,4,4,4-hexafluoro-2-butene and 1-chloro-3,3,3-trifluoropropene

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU635362B2 (en) * 1989-12-07 1993-03-18 Daikin Industries, Ltd. Cleaning composition
FR2658532B1 (en) * 1990-02-20 1992-05-15 Atochem APPLICATION OF (PERFLUOROALKYL) -ETHYLENES AS CLEANING OR DRYING AGENTS, AND COMPOSITIONS FOR USE THEREOF.
JP2870095B2 (en) * 1990-03-06 1999-03-10 旭硝子株式会社 Dichloropentafluoropropane composition
US5037573A (en) * 1990-10-03 1991-08-06 E. I. Du Pont De Nemours And Company Binary azeotropic compositions of 1,1-dichloro-1-fluoroethane and n-perfluorobutylethylene
EP0525266B1 (en) * 1991-07-31 1994-09-14 Elf Atochem S.A. Composition based on n-perfluorobutyl-ethylene for cleaning solid surfaces
US5268122A (en) * 1991-08-28 1993-12-07 E. I. Du Pont De Nemours And Company Gem-dihydropolyfluoroalkanes and monohydropolyfluoroalkenes, processes for their production, and use of gem-dihydropolyfluoroalkanes in cleaning compositions

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101351537B (en) * 2005-11-01 2013-09-25 纳幕尔杜邦公司 Solvent compositions comprising unsaturated fluorinated hydrocarbons
CN111892995A (en) * 2020-08-10 2020-11-06 深圳市创智成功科技有限公司 Soldering flux cleaning agent for chip packaging process

Also Published As

Publication number Publication date
TW364014B (en) 1999-07-11
JPH08253799A (en) 1996-10-01
KR960034383A (en) 1996-10-22
EP0731162A1 (en) 1996-09-11
AU4797596A (en) 1996-09-19
FR2731436A1 (en) 1996-09-13
FR2731436B1 (en) 1997-04-30
CA2169818A1 (en) 1996-09-10

Similar Documents

Publication Publication Date Title
JP2961924B2 (en) Solvent cleaning method for articles
US5744436A (en) Azeotropic compositions containing perfluorinated cycloaminoether
CN1136587A (en) Using HF hydrocarbon as cleaning agent and composite used as said purpose
US5302212A (en) Use of (perfluoroalkyl)ethylenes as cleaning or drying agents, and compositions which can be used for this purpose
US5705716A (en) Hydrochlorofluorocarbons having OH rate constants which do not contribute substantially to ozone depletion and global warming
US5560861A (en) Azeotropic compositions
US5273592A (en) Method of cleaning using partially fluorinated ethers having a tertiary structure
US5268120A (en) Composition based on 1,1-dichloro-1-fluoroethane, 1,1,1,3,3-pentafluorobutane and methanol, for cleaning and/or drying solid surfaces
CA2022989C (en) Azeotropic or azeotropic-like composition of hydrochlorofluoropropane
US6355113B1 (en) Multiple solvent cleaning system
US5851977A (en) Nonflammable organic solvent compositions
JP2879847B2 (en) Azeotropic and azeotropic compositions comprising fluorinated ethers and chlorinated organic solvents
JP3141074B2 (en) Azeotropic and azeotropic compositions comprising fluorinated ethers and alcohols
US5965511A (en) Cleaning or drying compositions based on 1,1,1,2,3,4,4,5,5,5-decafluoropentane
AU7047094A (en) Multiple solvent cleaning system
US5458800A (en) Use of (perfluoroalkyl) ethylenes as cleaning or drying agents, and compositions which can be used for this purpose
US6291416B1 (en) Cleaning or drying compositions based on F36mfc, CHzCLz, CH3OH and 43-10mee
US5259983A (en) Azeotrope-like compositions of 1-H-perfluorohexane and trifluoroethanol or n-propanol
EP0444598A1 (en) Azeotropic solvent composition
US5146015A (en) Hydrochlorofluorocarbons having a tertiary structure and OH rate constants which do not contribute substantially to ozone depletion and global warming
US6403550B1 (en) Compositions based on 142
IE902512A1 (en) Azeotrope-like compositions of¹1,1-dichloro-1,2,2-trifluoropropane and alkanol having 1 to¹4 carbon atoms
JPH0751716B2 (en) Compositions based on (n-perfluorobutyl) -ethylene for cleaning or degreasing solid surfaces
JPH02204427A (en) 1,1-dichloro-2,2,3,3,3-pentafluoropropane azeotropic composition and pseudo-azeotropic composition
JPH02204420A (en) Azeotropic composition and pseudo-azeotropic composition of 1-chloro-2,2,3,3-tetrafluoropropane

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C01 Deemed withdrawal of patent application (patent law 1993)
WD01 Invention patent application deemed withdrawn after publication