US2011041878A1PendingUtilityA1

Solvent Compositions Comprising Unsaturated Fluorinated Hydrocarbons

59
Assignee: DU PONTPriority: Nov 1, 2005Filed: Oct 26, 2010Published: Feb 24, 2011
Est. expiryNov 1, 2025(expired)· nominal 20-yr term from priority
Inventors:Mario Joseph NappaMelodie A. SchweitzerAllen Capron SievertEkaterina N. Swearingen
C10N 2040/14G11B 23/505C10M 2213/06C10N 2050/02C10N 2040/18C10N 2070/00C10N 2030/22C11D 3/43C03C 23/0075C08J 2205/05C10N 2030/06C08J 2205/052G11B 5/8408C10M 2211/022C10M 147/04C10M 105/52C10M 2211/06C10M 2213/04C08J 9/144C10M 169/041C23G 5/02825C10M 177/00G11B 5/71C11D 7/5018C10M 107/38C08G 18/4883C10M 169/04C23G 5/02803C11D 3/245C08G 18/4208C07C 21/18C08J 9/0019C08J 2375/06C08J 2325/06C08J 9/146C08J 2375/08G11B 5/7253C09K 23/017C11D 3/24C23G 5/028C11D 7/50C08G 2110/0025C11D 2111/16C11D 2111/18C11D 2111/14C11D 2111/22
59
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Claims

Abstract

Disclosed is a method for removing residue from a surface comprising: contacting the surface with a composition comprising at least one unsaturated fluorinated hydrocarbon selected from the group consisting of compounds having the formula E- or Z—R 1 CH═CHR 2 , wherein R 1 and R 2 are, independently, C 1 to C 6 perfluoroalkyl groups, or C 1 to C 6 hydrofluoroalkyl groups, and recovering the surface from the composition.

Claims

exact text as granted — not AI-modified
1 . A method for removing residue from a surface comprising:
 (a) contacting the surface with a composition comprising at least one unsaturated fluorinated hydrocarbon selected from the group consisting of compounds having the formula E- or Z—R 1 CH═CHR 2 , wherein R 1  and R 2  are, independently, C 1  to C 6  perfluoroalkyl groups, or C 1  to C 6  hydrofluoroalkyl groups.   (b) recovering the surface from the composition.   
     
     
         2 . The method of  claim 1  wherein R 1  and R 2  are, independently, CF 3 , C 2 F 5 , CF 2 CF 2 CF 3 , CF(CF 3 ) 2 , CF 2 CF 2 CF 2 CF 3 , CF(CF 3 )CF 2 CF 3 , CF 2 CF(CF 3 ) 2 , C(CF 3 ) 3 , CF 2 CF 2 CF 2 CF 2 CF 3 , CF 2 CF 2 CF(CF 3 ) 2 , C(CF 3 ) 2 C 2 F 5 , CF 2 CF 2 CF 2 CF 2 CF 2 CF 3 , CF(CF 3 )CF 2 CF 2 C 2 F 5 , C(CF 3 ) 2 CF 2 C 2 F 5 , CHF 2 , CH 2 F, C 2 HF 4 , C 2 H 2 F 3 , C 2 H 3 F 2 , C 3 HF 6 , i-C 3 HF 6 , C 3 H 2 F 5 , C 3 H 3 F 4 , C 4 HF 8 , C 4 H 3 F 6 , C 5 HF 10 , C 5 H 3 F 8 , or C 6 HF 12 . 
     
     
         3 . The method of  claim 1  wherein the at least one unsaturated fluorinated hydrocarbon is at least one of CF 3 CH═CHCF 3 , CF 3 CH═CHC 2 F 5 , CF 3 CH═CHCF 2 C 2 F 5 , CF 3 CH═CHCF(CF 3 ) 2 , C 2 F 5 CH═CHC 2 F 5 , CF 3 CH═CH(CF 2 ) 3 CF 3 , CF 3 CH═CHCF 2 CF(CF 3 ) 2 , CF 3 CH═CHCF(CF 3 )C 2 F 5 , CF 3 CH═CHC(CF 3 ) 3 , C 2 F 5 CH═CHCF(CF 3 ) 2 , CF 3 CH═CH(CF 2 ) 4 CF 3 , CF 3 CH═CHCF 2 CF 2 CF(CF 3 ) 2 , CF 3 CH═CHC(CF 3 ) 2 C 2 F 5 , C 2 F 5 CH═CH(CF 2 ) 3 CF 3 , C 2 F 5 CH═CHCF 2 CF(CF 3 ) 2 , C 2 F 5 CH═CHCF(CF 3 )C 2 F 5 , C 2 F 5 CH═CHC(CF 3 ) 3 , C 2 F 5 CF 2 CH═CHCF 2 C 2 F 5 , (CF 3 ) 2 CFCH═CHCF(CF 3 ) 2 , C 2 F 5 CF 2 CH═CHCF(CF 3 ) 2 , CF 3 CH═CH(CF 2 ) 5 CF 3 , CF 3 CH═CHCF(CF 3 )(CF 2 ) 2 C 2 F 5 , CF 3 CH═CHC(CF 3 ) 2 CF 2 C 2 F 5 , C 2 F 5 CH═CH(CF 2 ) 4 CF 3 , C 2 F 5 CH═CHCF 2 CF 2 CF(CF 3 ) 2 , C 2 F 5 CH═CHC(CF 3 ) 2 C 2 F 5 , C 2 F 5 CF 2 CH═CHCF 2 CF(CF 3 ) 2 , C 2 F 5 CF 2 CH═CHCF(CF 3 )C 2 F 5 , C 2 F 5 CF 2 CH═CHC(CF 3 ) 3 , (CF 3 ) 2 CFCH═CH(CF 2 ) 3 CF 3 , (CF 3 ) 2 CFCH═CHCF 2 CF(CF 3 ) 2 , (CF 3 ) 2 CFCH═CHCF(CF 3 )C 2 F 5 , (CF 3 ) 2 CFCH═CHC(CF 3 ) 3 , C 2 F 5 CH═CH(CF 2 ) 5 CF 3 , C 2 F 5 CH═CHCF(CF 3 )(CF 2 ) 2 C 2 F 5 , C 2 F 5 CH═CHC(CF 3 ) 2 CF 2 C 2 F 5 , C 2 F 5 CF 2 CH═CH(CF 2 ) 4 CF 3 , C 2 F 5 CF 2 CH═CHCF 2 CF 2 CF(CF 3 ) 2 , C 2 F 5 CF 2 CH═CHC(CF 3 ) 2 C 2 F 5 , (CF 3 ) 2 CFCH═CH(CF 2 ) 4 CF 3 , (CF 3 ) 2 CFCH═CHCF 2 CF 2 CF(CF 3 ) 2 , (CF 3 ) 2 CFCH═CHC(CF 3 ) 2 C 2 F 5 , CF 3 (CF 2 ) 3 CH═CH(CF 2 ) 3 CF 3 , CF 3 (CF 2 ) 3 CH═CHCF 2 CF(CF 3 ) 2 , CF 3 (CF 2 ) 3 CH═CHCF(CF 3 )C 2 F 5 , CF 3 (CF 2 ) 3 CH═CHC(CF 3 ) 3 , (CF 3 ) 2 CFCF 2 CH═CHCF 2 CF(CF 3 ) 2 , (CF 3 ) 2 CFCF 2 CH═CHCF(CF 3 )C 2 F 5 , (CF 3 ) 2 CFCF 2 CH═CHC(CF 3 ) 3 , C 2 F 5 CF(CF 3 )CH═CHCF(CF 3 )C 2 F 5 , C 2 F 5 CF(CF 3 )CH═CHC(CF 3 ) 3 , or (CF 3 ) 3 CCH═CHC(CF 3 ) 3 . 
     
     
         4 . The method of  claim 1  wherein said unsaturated fluorinated hydrocarbon further comprises at least one unsaturated fluorinated hydrocarbon is selected from the group consisting of: (CF 3 ) 2 CFCH═CH 2 , CF 3 CF 2 CF 2 CH═CH 2 , CH 2 ═CFCF 2 CF 2 CHF 2 , CF 2 ═CHCF 2 CH 2 CF 3 , CF 3 CF═C(CF 3 )(CH 3 ), CH 2 ═CFCH(CF 3 ) 2 , CHF═CHCH(CF 3 ) 2 , CH 2 FCH═C(CF 3 ) 2 , CH 3 CF═C(CF 3 ) 2 , (CF 3 ) 2 C═CHCH 3 , CHF 2 CF 2 CF═CFCH 3 , C 2 F 5 CF═CHCH 3 , CF 3 C(CH 3 )═CHCF 3 , CH 2 ═CHCF 2 CHFCF 3 , CH 2 ═C(CF 3 )CH 2 CF 3 , CF 3 CH═CFCH 2 CH 3 , CF 3 CH═C(CH 3 ) 2 , CF 3 (CF 2 ) 3 CF═CF 2 , CF 3 CF 2 CF═CFCF 2 CF 3 , (CF 3 ) 2 C═C(CF 3 ) 2 , (CF 3 ) 2 CFCF═CFCF 3 , (CF 3 ) 2 C═CHC 2 F 5 , (CF 3 ) 2 CFCF═CHCF 3 , CF 3 CF 2 CF 2 CF 2 CH═CH 2 , CH 2 ═CHC(CF 3 ) 3 , (CF 3 ) 2 C═C(CH 3 )(CF 3 ), CH 2 ═CFCF 2 CH(CF 3 ) 2 , CF 3 CF═C(CH 3 )CF 2 CF 3 , CF 3 CH═CHCH(CF 3 ) 2 , (CF 3 ) 2 CFCF═CHCH 3 , CF 3 CF 2 CF 2 CF═CHCH 3 , CH 2 ═CHCF 2 CF 2 CF 2 CHF 2 , (CF 3 ) 2 C═CHCF 2 CH 3 , CH 2 ═C(CF 3 )CH 2 C 2 F 5 , CF 3 CF 2 CF 2 C(CH 3 )═CH 2 , CF 3 CF 2 CF 2 CH═CHCH 3 , CH 2 ═CHCH 2 CF 2 C 2 F 5 , CF 3 CF 2 CF═CFC 2 H 5 , CH 2 ═CHCH 2 CF(CF 3 ) 2 , CF 3 CF═CHCH(CF 3 )(CH 3 ), (CF 3 ) 2 C═CFC 2 H 5 , (CH 3 ) 2 C═CFCF 2 CF 3 , (CF 3 ) 2 C═C(CH 3 ) 2 , CF 3 CF═CFCF 2 CF 2 C 2 F 5 , CF 3 CF 2 CF═CFCF 2 C 2 F 5 , CF 3 CH═CFCF 2 CF 2 C 2 F 5 , CF 3 CF═CHCF 2 CF 2 C 2 F 5 , CF 3 CF 2 CH═CFCF 2 C 2 F 5 , CF 3 CF 2 CF═CHCF 2 C 2 F 5 , CF 3 CF 2 CF 2 CF 2 CF═CHCH 3 , CF 3 CF 2 CF 2 CF═CHCH 2 CH 3 , (CH 3 ) 2 C═CFCF 2 CF 2 CF 3 , cyclo-CF 2 CH═CHCF 2 CF 2 CF 2 —, cyclo-CF 2 CF═CFCF 2 CF 2 CF 2 —, CF 2 ═CHCF 2 Br, CF 2 ═CFCBrH 2 , CHF═CBrCF 3 , CHF═CHCBrF 2 , CHF═CBrCHF 2 , CHBr═CFCF 3 , CHBr═CHCF 3 , CH 2 ═CBrCF 3 , CH 2 CFCBrF 2 , CFBr═CHCF 3 , CFBr═CFCF 3 , CH 2 ═CBrCF 2 CF 3 , CHBr═CHCF 2 CF 3 , CH 2 ═CHCF 2 CF 2 Br, CH 2 ═CHCBrFCF 3 , CF 3 CBr═CFCF 3 , CH 3 CBr═CHCF 3 , CF 3 CBr═CHCH 3 , (CF 3 ) 2 C═CHBr, CF 3 CF═CBrCF 2 CF 3 , CHF 2 CBr═CFC 2 F 5 , CF 2 ═CBrCHFC 2 F 5 , CHBr═CF(CF 2 ) 2 CHF 2 , CH 2 ═CBrCF 2 C 2 F 5 , CF 2 ═CHCF 2 CH 2 CBrF 2 , (CF 3 ) 2 CFCBr═CH 2 , CF 2 ═C(CH 2 BOCF 3 , CH 2 ═C(CBrF 2 )CF 3 , (CF 3 ) 2 CHCH═CHBr, (CF 3 ) 2 C═CHCH 2 Br, CH 2 ═CHCF(CF 3 )CBrF 2 , CF 3 CF 2 CF 2 CBr═CH 2 , CF 3 (CF 2 ) 3 CBr═CH 2 , CHCl═CFCClF 2 , CHCl═CClCF 3 , CHCl═CHCH 2 F, CHCl═CFCH 3 , CH 2 ═CClCH 2 F, CHF═CClCH 3 , CH 2 ═CClCClF 2 , CH 2 ═CFCCl 2 F, CHCl═CClCH F 2 , CHCl═CHCClF 2 , CHF═CClCHClF, CCl 2 ═CFCH 3 , CH 2 ═CClCHClF, CH 2 ═C(CHF 2 )CClF 2 , CH 2 ═CHCF 2 CHClF, CHCl═C(CH 3 )CF 3 , CH 2 ═CHCHClCF 3 , CH 3 CF═CHCClF 2 , CH 2 ═CClCF 2 CF 3 , CHCl═CHCF 2 CF 3 , CH 2 ═CHCF 2 CF 2 Cl, CH 2 ═CHCClFCF 3 , CH 3 CCl═CHCF 3 , CF 3 CCl═CHCH 3 , CH 2 ═CHCClFCHCl 2 , CH 2 ═CClCClFCClF 2 , CH 2 ═CClCH 2 CClF 2 , CH 2 ═CHCF 2 CHCl 2 , CH 2 ═CHCClFCClF 2 , CCl 2 ═C(CH 3 )CF 3 , CCl 2 ═CHCH 2 CF 3 , CH 2 ═CFCClFCClF 2 , CClF═CHC 2 H 5 , CHCl═CHCF 2 CH 3 , CH 2 ═CClCF 2 CH 3 , CH 3 CH═CHCClF 2 , (CF 3 ) 2 C═CHCl, CF 3 CH═C(CClF 2 )CF 3 , CHCl═CHCF 2 CClFCF 3 , CHCl═CHCF(CClF 2 )CF 3 , CF 3 CF═CClCF 2 CF 3 , CHCl═CF(CF 2 ) 2 CHF 2 , CH 2 ═CClCF 2 C 2 F 5 , CF 2 ═CHCF 2 CH 2 CClF 2 , (CF 3 ) 2 CFCCl═CH 2 , (CF 3 ) 2 CHCH═CHCl, (CF 3 ) 2 C═CHCH 2 Cl, CH 2 ═CHCF(CF 3 )CClF 2 , CH 2 ═CClCF 2 CF 2 C 2 F 5 , and CHCl═CHCF 2 CF 2 C 2 F 5 . 
     
     
         5 . The method of  claim 1  wherein said composition further comprises an aerosol propellant. 
     
     
         6 . The method of  claim 1  wherein said composition further comprises a surfactant. 
     
     
         7 . The method of  claim 1  wherein said composition further comprises a co-solvent. 
     
     
         8 . The method of  claim 1 , wherein the contacting is accomplished by vapor degreasing. 
     
     
         9 . The method of  claim 8 , wherein the vapor degreasing is performed by:
 (i) boiling the composition; and   (ii) exposing the article to vapors of the boiling cleaning composition.   
     
     
         10 . The method of  claim 1 , wherein the contacting is accomplished by immersing the article in said composition, wherein the composition is at a temperature greater than ambient or room temperature. 
     
     
         11 . The method of  claim 10 , wherein the composition is at a temperature of about the boiling point of the composition. 
     
     
         12 . The method of  claim 10  comprising, after immersing the article in the composition, the further step of immersing the article in the composition, wherein the composition is at a temperature lower than that of the first immersing step. 
     
     
         13 . The method of  claim 12 , wherein the composition in the second immersing step is at ambient or room temperature. 
     
     
         14 . The method of  claim 12  comprising, after the second immersing step, the further steps of boiling the composition and exposing the article to vapors of the boiling composition. 
     
     
         15 . The method of  claim 1 , wherein the composition is at ambient or room temperature. 
     
     
         16 . The method of  claim 1 , wherein the contacting is accomplished by wiping the article with an object soaked in the composition. 
     
     
         17 . A method for depositing a fluorolubricant on a surface comprising:
 (a) combining a fluorolubricant and a solvent, said solvent comprising an unsaturated fluorinated hydrocarbon selected from the group consisting of unsaturated fluorinated hydrocarbons having the formula E- or Z—R 1 CH═CHR 2 , wherein R 1  and R 2  are, independently, C 1  to C 6  perfluoroalkyl groups, or C 1  to C 6  hydrofluoroalkyl groups to form a lubricant-solvent combination;   (b) contacting the combination of lubricant-solvent with the surface; and   (c) evaporating the solvent from the surface to form a fluorolubricant coating on the surface.   
     
     
         18 . The method of  claim 17 , wherein the surface is that of a semiconductor material, metal, metal oxide, vapor deposited carbon, or glass. 
     
     
         19 . The method of  claim 18 , wherein the surface is that of a magnetic medium. 
     
     
         20 . The method of  claim 19 , wherein the magnetic medium is a computer disk. 
     
     
         21 . The method of  claim 17 , wherein the contacting step is accomplished by dipping or immersing the surface in a bath comprising the fluorolubricant. 
     
     
         22 . The method of  claim 17 , wherein the contacting step is accomplished by spraying or spin coating the surface with the fluorolubricant. 
     
     
         23 . The method of  claim 17 , wherein the fluorolubricant concentration in the lubricant-solvent combination is from about 0.02 weight percent to about 0.5 weight percent. 
     
     
         24 . The method of  claim 17 , wherein the evaporating step is accomplished at a temperature of from about 10° C. to about 40° C. 
     
     
         25 . The method of  claim 17 , wherein the fluorolubricant comprises a perfluoropolyether. 
     
     
         26 . The method of  claim 17 , wherein the fluorolubricant is selected from the group consisting of perfluoropolyethers and mixtures thereof. 
     
     
         27 . A process for removing at least a portion of water from the surface of a wetted substrate, said process comprising:
 a) contacting the substrate with the composition of  claim 1 , wherein the composition further comprises a surfactant, and then   b) removing the substrate from contact with said composition.   
     
     
         28 . A solvent composition consisting essentially of unsaturated fluorinated hydrocarbon having the formula R 1 CH═CHR 2 , wherein R 1  and R 2  are, independently, C 1  to C 6  perfluoroalkyl groups, or C 1  to C 6  hydrofluoroalkyl groups. 
     
     
         29 . The solvent composition of  claim 28  wherein R 1  and R 2  are, independently, CF 3 , C 2 F 5 , CF 2 CF 2 CF 3 , CF(CF 3 ) 2 , CF 2 CF 2 CF 2 CF 3 , CF(CF 3 )CF 2 CF 3 , CF 2 CF(CF 3 ) 2 , C(CF 3 ) 3 , CF 2 CF 2 CF 2 CF 2 CF 3 , CF 2 CF 2 CF(CF 3 ) 2 , C(CF 3 ) 2 C 2 F 5 , CF 2 CF 2 CF 2 CF 2 CF 2 CF 3 , CF(CF 3 )CF 2 CF 2 C 2 F 5 , C(CF 3 ) 2 CF 2 C 2 F 5 , CHF 2 , CH 2 F, C 2 HF 4 , C 2 H 2 F 3 , C 2 H 3 F 2 , C 3 HF 6 , i-C 3 HF 6 , C 3 H 2 F 5 , C 3 H 3 F 4 , C 4 HF 8 , C 4 H 3 F 6 , C 5 HF 10 , C 5 H 3 F 8 , or C 6 HF 12 . 
     
     
         30 . The solvent composition of  claim 28  wherein the unsaturated fluorinated hydrocarbon is at least one of CF 3 CH═CHCF 3 , CF 3 CH═CHC 2 F 5 , CF 3 CH═CHCF 2 C 2 F 5 , CF 3 CH═CHCF(CF 3 ) 2 , C 2 F 5 CH═CHC 2 F 5 , CF 3 CH═CH(CF 2 ) 3 CF 3 , CF 3 CH═CHCF 2 CF(CF 3 ) 2 , CF 3 CH═CHCF(CF 3 )C 2 F 5 , CF 3 CH═CHC(CF 3 ) 3 , C 2 F 5 CH═CHCF(CF 3 ) 2 , CF 3 CH═CH(CF 2 ) 4 CF 3 , CF 3 CH═CHCF 2 CF 2 CF(CF 3 ) 2 , CF 3 CH═CHC(CF 3 ) 2 C 2 F 5 , C 2 F 5 CH═CH(CF 2 ) 3 CF 3 , C 2 F 5 CH═CHCF 2 CF(CF 3 ) 2 , C 2 F 5 CH═CHCF(CF 3 )C 2 F 5 , C 2 F 5 CH═CHC(CF 3 ) 3 , C 2 F 5 CF 2 CH═CHCF 2 C 2 F 5 , (CF 3 ) 2 CFCH═CHCF(CF 3 ) 2 , C 2 F 5 CF 2 CH═CHCF(CF 3 ) 2 , CF 3 CH═CH(CF 2 ) 5 CF 3 , CF 3 CH═CHCF(CF 3 )(CF 2 ) 2 C 2 F 5 , CF 3 CH═CHC(CF 3 ) 2 CF 2 C 2 F 5 , C 2 F 5 CH═CH(CF 2 ) 4 CF 3 , C 2 F 5 CH═CHCF 2 CF 2 CF(CF 3 ) 2 , C 2 F 5 CH═CHC(CF 3 ) 2 C 2 F 5 , C 2 F 5 CF 2 CH═CHCF 2 CF(CF 3 ) 2 , C 2 F 5 CF 2 CH═CHCF(CF 3 )C 2 F 5 , C 2 F 5 CF 2 CH═CHC(CF 3 ) 3 , (CF 3 ) 2 CFCH═CH(CF 2 ) 3 CF 3 , (CF 3 ) 2 CFCH═CHCF 2 CF(CF 3 ) 2 , (CF 3 ) 2 CFCH═CHCF(CF 3 )C 2 F 5 , (CF 3 ) 2 CFCH═CHC(CF 3 ) 3 , C 2 F 5 CH═CH(CF 2 ) 5 CF 3 , C 2 F 5 CH═CHCF(CF 3 )(CF 2 ) 2 C 2 F 5 , C 2 F 5 CH═CHC(CF 3 ) 2 CF 2 C 2 F 5 , C 2 F 5 CF 2 CH═CH(CF 2 ) 4 CF 3 , C 2 F 5 CF 2 CH═CHCF 2 CF 2 CF(CF 3 ) 2 , C 2 F 5 CF 2 CH═CHC(CF 3 ) 2 C 2 F 5 , (CF 3 ) 2 CFCH═CH(CF 2 ) 4 CF 3 , (CF 3 ) 2 CFCH═CHCF 2 CF 2 CF(CF 3 ) 2 , (CF 3 ) 2 CFCH═CHC(CF 3 ) 2 C 2 F 5 , CF 3 (CF 2 ) 3 CH═CH(CF 2 ) 3 CF 3 , CF 3 (CF 2 ) 3 CH═CHCF 2 CF(CF 3 ) 2 , CF 3 (CF 2 ) 3 CH═CHCF(CF 3 )C 2 F 5 , CF 3 (CF 2 ) 3 CH═CHC(CF 3 ) 3 , (CF 3 ) 2 CFCF 2 CH═CHCF 2 CF(CF 3 ) 2 , (CF 3 ) 2 CFCF 2 CH═CHCF(CF 3 )C 2 F 5 , (CF 3 ) 2 CFCF 2 CH═CHC(CF 3 ) 3 , C 2 F 5 CF(CF 3 )CH═CHCF(CF 3 )C 2 F 5 , C 2 F 5 CF(CF 3 )CH═CHC(CF 3 ) 3 , or (CF 3 ) 3 CCH═CHC(CF 3 ) 3 .

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