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  Azeotropic compositions comprising fluorinated compounds for cleaning applicationsUSPTO Application #: 20070203045Title: Azeotropic compositions comprising fluorinated compounds for cleaning applications Abstract: The present invention relates to compositions comprising fluorinated olefins or fluorinated ketones, and at least one alcohol, halocarbon, hydrofluorocarbon, or fluoroether. In one embodiment, these compositions are azeotropic or azeotrope-like. In another embodiment, these compositions are useful in cleaning applications as a degreasing agent or defluxing agent for removing oils and/or other residues from a surface. (end of abstract)
Agent: E I Du Pont De Nemours And Company Legal Patent Records Center - Wilmington, DE, US Inventors: Melodie A. Schweitzer, Allen Capron Sievert, Joan Ellen Bartelt, Barbara Haviland Minor USPTO Applicaton #: 20070203045 - Class: 510411000 (USPTO) Related Patent Categories: Cleaning Compositions For Solid Surfaces, Auxiliary Compositions Therefor, Or Processes Of Preparing The Compositions, Cleaning Compositions Or Processes Of Preparing (e.g., Sodium Bisulfate Component, Etc.), Liquid Composition, Nonaqueous Liquid, Azeotropic Or Azeotrope-like Composition, Oxygen Containing Component The Patent Description & Claims data below is from USPTO Patent Application 20070203045. Brief Patent Description - Full Patent Description - Patent Application Claims
CROSS REFERENCE(S) TO RELATED APPLICATION(S) [0001] This application claims the benefit of priority of U.S. Provisional Application 60/777,350, filed Feb. 28, 2006. BACKGROUND OF THE INVENTION [0002] 1. Field of the Invention [0003] The present invention relates to compositions comprising fluorinated olefins, or fluorinated ketones, and at least one alcohol, halocarbon, fluoroalkyl ether, or hydrofluorocarbon and combinations thereof. These compositions are azeotropic or azeotrope-like and are useful in cleaning applications as a defluxing agent and for removing oils or residues from a surface. [0004] 2. Description of Related Art [0005] Flux residues are always present on microelectronics components assembled using rosin flux. As modern electronic circuit boards evolve toward increased circuit and component densities, thorough board cleaning after soldering becomes a critical processing step. After soldering, the flux-residues are often removed with an organic solvent. De-fluxing solvents should be non-flammable, have low toxicity and have high solvency power, so that the flux and flux-residues can be removed without damaging the substrate being cleaned. Further, other types of residue, such as oils and greases, must be effectively removed from these devices for optimal performance in use. [0006] Alternative, non-ozone depleting solvents have become available since the elimination of nearly all previous CFCs and HCFCs as a result of the Montreal Protocol. While boiling point, flammability and solvent power characteristics can often be adjusted by preparing solvent mixtures, these mixtures are often unsatisfactory because they fractionate to an undesirable degree during use. Such solvent mixtures also fractionate during solvent distillation, which makes it virtually impossible to recover a solvent mixture of the original composition. [0007] Azeotropic solvent mixtures may possess the properties needed for these de-fluxing, de-greasing applications and other cleaning agent needs. Azeotropic mixtures exhibit either a maximum or a minimum boiling point and do not fractionate on boiling. The inherent invariance of composition under boiling conditions insures that the ratios of the individual components of the mixture will not change during use and that solvency properties will remain constant as well. [0008] The present invention provides azeotropic and azeotrope-like compositions useful in semiconductor chip and circuit board cleaning, defluxing, and degreasing processes. The present compositions are non-flammable, and as they do not fractionate, will not produce flammable compositions during use. Additionally, the used azeotropic solvent mixtures may be re-distilled and re-used without composition change. BRIEF SUMMARY OF THE INVENTION [0009] The present invention relates to compositions comprising fluorinated ketones and at least two compounds selected from the group consisting of alcohols, halocarbons, fluoralkyl ethers, and hydrofluorocarbons. In one embodiment, the at least two compounds are selected from the group consisting of: [0010] n-propylbromide; [0011] trichloroethylene; [0012] tetrachloroethylene; [0013] trans-1,2-dichloroethylene; [0014] methanol; [0015] ethanol; [0016] n-propanol; [0017] isopropanol; [0018] C.sub.4F.sub.9OCH.sub.3; [0019] C.sub.4F.sub.9OC.sub.2H.sub.5; [0020] HFC-43-10mee; [0021] HFC-365mfc [0022] and combinations thereof. [0023] In one embodiment, the compositions are azeotropic or azeotrope-like. Additionally, the present invention relates to processes for cleaning surfaces and for removing residue from surfaces, such as integrated circuit devices. DETAILED DESCRIPTION OF THE INVENTION [0024] Applicants specifically incorporate by reference the entire contents of all cited references in this disclosure. Further, when an amount, concentration, or other value or parameter is given as either a range, preferred range, or a list of upper preferable values and lower preferable values, this is to be understood as specifically disclosing all ranges formed from any pair of any upper range limit or preferred value and any lower range limit or preferred value, regardless of whether ranges are separately disclosed. Where a range of numerical values is recited herein, unless otherwise stated, the range is intended to include the endpoints thereof, and all integers and fractions within the range. It is not intended that the scope of the invention be limited to the specific values recited when defining a range. [0025] In one embodiment, the present invention relates to compositions comprising compounds having the formula E- or Z-R.sup.1CH.dbd.CHR.sup.2 (Formula I), wherein R.sup.1 and R.sup.2 are, independently, C1 to C5 perfluoroalkyl groups, and at least one alcohol, halocarbon, fluoroalkyl ethers, or hydrofluorocarbon. Examples of R.sup.1 and R.sup.2 groups include, but are not limited to, CF.sub.3, C.sub.2F.sub.5, n-C.sub.3F.sub.7, i-C.sub.3F.sub.7, n-C.sub.4F.sub.9, n-C.sub.5F.sub.11, and i-C.sub.4F.sub.9. Exemplary, non-limiting Formula I compounds are presented in Table 1. TABLE-US-00001 TABLE 1 Code Structure IUPAC Name F11E CF.sub.3CH.dbd.CHCF.sub.3 1,1,1,4,4,4-hexafluoro-2-butene F12E CF.sub.3CH.dbd.CHC.sub.2F.sub.5 1,1,1,4,4,5,5,5-octafluoro-2-pentene F13E CF.sub.3CH.dbd.CH(n-C.sub.3F.sub.7) 1,1,1,4,4,5,5,6,6,6-decafluoro-2- hexene F13iE CF.sub.3CH.dbd.CH(i-C.sub.3F.sub.7) 1,1,1,4,4,5,5,5-heptafluoro-4- (trifluoromethyl)-2-pentene F22E C.sub.2F.sub.5CH.dbd.CHC.sub.2F.sub.5 1,1,1,2,2,5,5,6,6,6-decafluoro-3- hexene F14E CF.sub.3CH.dbd.CH(n-C.sub.4F.sub.9) 1,1,1,4,4,5,5,6,6,7,7,7- dodecafluorohept-2-ene F23E C.sub.2F.sub.5CH.dbd.CH(n-C.sub.3F.sub.7) 1,1,1,2,2,5,5,6,6,7,7,7- dodecafluorohept-3-ene F23iE C.sub.2F.sub.5CH.dbd.CH(i-C.sub.3F.sub.7) 1,1,1,2,2,5,6,6,6-nonafluoro-5- (trifluoromethyl)hex-3-ene F15E CF.sub.3CH.dbd.CH(n-C.sub.5F.sub.11) 1,1,1,4,4,5,5,6,6,7,7,8,8,8- tetraddecafluorooct-2-ene F24E C.sub.2F.sub.5CH.dbd.CH(n-C.sub.4F.sub.9) 1,1,1,2,2,5,5,6,6,7,7,8,8,8- tetradecafluorooct-3-ene F33E n-C.sub.3F.sub.7CH.dbd.CH(n-C.sub.3F.sub.7) 1,1,1,2,2,3,3,6,6,7,7,8,8,8- tetradecafluorooct-4-ene F3i3iE i-C.sub.3F.sub.7CH.dbd.CH(i-C.sub.3F.sub.7) 1,1,1,2,5,6,6,6-octafluoro-2,5- bis(trimethylfluoro)hex-3-ene F33iE n-C.sub.3F.sub.7CH.dbd.CH(i-C.sub.3F.sub.7) 1,1,1,2,5,5,6,6,7,7,7-undecafluoro- 2(trifluoromethyl)hept-3-ene F34E n-C.sub.3F.sub.7CH.dbd.CH(n-C.sub.4F.sub.9) 1,1,1,2,2,3,3,6,6,7,7,8,8,9,9,9- hexadecafluoronon-4-ene F3i4E i-C.sub.3F.sub.7CH.dbd.CH(n-C.sub.4F.sub.9) 1,1,1,2,5,5,6,6,7,7,8,8,8- triskaidecafluoro- 2(trifluoromethyl)oct-3-ene F44E n-C.sub.4F.sub.9CH.dbd.CH(n-C.sub.4F.sub.9) 1,1,1,2,2,3,3,4,4,7,7,8,8,9,9,10,10, 10-octadecafluorodec-5-ene [0026] Compounds of Formula I may be prepared by contacting a perfluoroalkyl iodide of the formula R.sup.1I with a perfluoroalkyltrihydroolefin of the formula R.sup.2CH.dbd.CH.sub.2 to form a trihydroiodoperfluoroalkane of the formula R.sup.1CH.sub.2CHIR.sup.2. This trihydroiodoperfluoroalkane can then be dehydroiodinated to form R.sup.1CH.dbd.CHR.sup.2. Alternatively, the olefin R.sup.1CH.dbd.CHR.sup.2 may be prepared by dehydroiodination of a trihydroiodoperfluoroalkane of the formula R.sup.1CHICH.sub.2R.sup.2 formed in turn by reacting a perfluoroalkyl iodide of the formula R.sup.2I with a perfluoroalkyltrihydroolefin of the formula R.sup.1CH.dbd.CH.sub.2. [0027] Said contacting of a perfluoroalkyl iodide with a perfluoroalkyltrihydroolefin may take place in batch mode by combining the reactants in a suitable reaction vessel capable of operating under the autogenous pressure of the reactants and products at reaction temperature. Suitable reaction vessels include those fabricated from stainless steels, in particular of the austenitic type, and the well-known high nickel alloys such as Monel.RTM. nickel-copper alloys, Hastelloy.RTM. nickel based alloys and Inconel.RTM. nickel-chromium alloys. Alternatively, the reaction may take be conducted in semi-batch mode in which the perfluoroalkyltrihydroolefin reactant is added to the perfluoroalkyl iodide reactant by means of a suitable addition apparatus such as a pump at the reaction temperature. [0028] The ratio of perfluoroalkyl iodide to perfluoroalkyltrihydroolefin should be between about 1:1 to about 4:1, preferably from about 1.5:1 to 2.5:1. Ratios less than 1.5:1 tend to result in large amounts of the 2:1 adduct as reported by Jeanneaux, et. al . in Journal of Fluorine Chemistry, Vol. 4, pages 261-270 (1974). [0029] Temperatures for contacting of said perfluoroalkyl iodide with said perfluoroalkyltrihydroolefin are preferably within the range of about 150.degree. C. to 300.degree. C., more preferably from about 170.degree. C. to about 250.degree. C., and most preferably from about 180.degree. C. to about 230.degree. C. Pressures for contacting of said perfluoroalkyl iodide with said perfluoroalkyltrihydroolefin are preferably the autogenous pressure of the reactants at the reaction temperature. [0030] Suitable contact times for the reaction of the perfluoroalkyl iodide with the perfluoroalkyltrihydroolefin are from about 0.5 hour to 18 hours, preferably from about 4 to about 12 hours. [0031] The trihydroiodoperfluoroalkane prepared by reaction of the perfluoroalkyl iodide with the perfluoroalkyltrihydroolefin may be used directly in the dehydroiodination step or may preferably be recovered and purified by distillation prior to the dehydroiodination step. [0032] In yet another embodiment, the contacting of a perfluoroalkyliodide with a perfluoroalkyltrihydroolefin takes place in the presence of a catalyst. In one embodiment, a suitable catalyst is a Group VIII transition metal complex. Representative Group VIII transition metal complexes include, without limitation, zero valent NiL.sub.4 complexes, wherein the ligand, L, can be a phosphine ligand, a phosphite ligand, a carbonyl ligand, an isonitrile ligand, an alkene ligand, or a combination thereof. In one such embodiment, the Ni(0)L.sub.4 complex is a NiL.sub.2(CO).sub.2 complex. In one particular embodiment, the Group VIII transition metal complex is bis(triphenyl phospine)nickel(0) dicarbonyl. In one embodiment, the ratio of perfluoroalkyl iodide to perfluoroalkyltrihydroolefin is between about 3:1 to about 8:1. In one embodiment, the temperature for contacting of said perfluoroalkyl iodide with said perfluoroalkyltrihydroolefin in the presence of a catalyst, is within the range of about 80.degree. C. to about 130.degree. C. In another embodiment, the temperature is from about 90.degree. C. to about 120.degree. C. [0033] In one embodiment, the contact time for the reaction of the perfluoroalkyl iodide with the perfluoroalkyltrihydroolefin in the presence of a catalyst is from about 0.5 hour to about 18 hours. In another embodiment, the contact time is from about 4 to about 12 hours. Continue reading... Full patent description for Azeotropic compositions comprising fluorinated compounds for cleaning applications Brief Patent Description - Full Patent Description - Patent Application Claims Click on the above for other options relating to this Azeotropic compositions comprising fluorinated compounds for cleaning applications patent application. ###  How KEYWORD MONITOR works... a FREE service from FreshPatents1. Sign up (takes 30 seconds). 2. Fill in the keywords to be monitored. 3. Each week you receive an email with patent applications related to your keywords. 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