[go: up one dir, main page]

WO1998006815A1 - Compositions a base d'alkylsiloxane - Google Patents

Compositions a base d'alkylsiloxane Download PDF

Info

Publication number
WO1998006815A1
WO1998006815A1 PCT/US1997/014213 US9714213W WO9806815A1 WO 1998006815 A1 WO1998006815 A1 WO 1998006815A1 US 9714213 W US9714213 W US 9714213W WO 9806815 A1 WO9806815 A1 WO 9806815A1
Authority
WO
WIPO (PCT)
Prior art keywords
weight percent
dichloro
alkylsiloxane
composition
pentafluoropropane
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.)
Ceased
Application number
PCT/US1997/014213
Other languages
English (en)
Inventor
Abid Nazarali Merchant
Barbara Haviland Minor
Shoeb Akberali Moiyadi
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
Priority to AU39147/97A priority Critical patent/AU3914797A/en
Publication of WO1998006815A1 publication Critical patent/WO1998006815A1/fr
Anticipated expiration legal-status Critical
Ceased 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
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22—Organic compounds
    • C11D7/26—Organic compounds containing oxygen
    • C11D7/261—Alcohols; Phenols
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
    • C09K5/08—Materials not undergoing a change of physical state when used
    • 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
    • C11D7/5009—Organic solvents containing phosphorus, sulfur or silicon, e.g. dimethylsulfoxide
    • 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
    • C11D7/22—Organic compounds
    • C11D7/28—Organic compounds containing halogen

Definitions

  • compositions containing alkylsiloxanes include alkylsiloxane and at least one compound selected from the group consisting of 1,1, 1,2,3,4,4,5,5,5-decafluoropentane, nonafluoromethoxybutane, nonafiuoroethoxybutane, dichloropentafluoropropane, 2,2-dichloro-l, 1, 1-trifiuoroethane and isopropanol.
  • These compositions are useful as cleaning agents, heat transfer media, and carrier fluids.
  • Fluorinated hydrocarbons have many uses such as cleaning agents, drying agents or carrier fluids. Such compounds include 1, l,2-trichloro-l,2,2-trifluoroethane (CFC-113). In recent years it has been pointed out that certain kinds of fluorinated hydrocarbons released into the atmosphere may adversely affect the stratospheric ozone layer. Although this proposition has not yet been completely established, there is a movement toward the control of the use and production of certain chlorofluorocarbons (CFCs) and hydrochlorofluorocarbons (HCFCs) under an international agreement. There is a parallel concern about the contribution perfluorinated compounds make to global warming, therefore, it is desirable to find compounds that are partially fluorinated to reduce potential for global warming.
  • CFCs chlorofluorocarbons
  • HCFCs hydrochlorofluorocarbons
  • partially fluorinated compounds for use as a cleaning agent to clean for example, silicone off medical instruments and tubing.
  • Partially fluorinated compounds may also be useful as a carrier fluid, for example, to place a thin layer of silicone or another compound on a surface.
  • To clean a surface containing silicone or to place silicone on a surface it is desirable to add compounds to the partially fluorinated solvent to enhance solubility of silicone. It is particularly desirable that these compounds be non-flammable. These enhanced solvents may also be useful as heat transfer fluids, particularly in secondary loop systems.
  • Enhanced solvents can also act as carriers for other compounds such as adhesion promoter accelerators, initiators and catalysts. Accordingly, it has been found that adding specific agents to partially fluorinated compounds can enhance solubility of residues, for example, silicone, enhance cleaning performance, act as carrier fluids and heat transfer fluids.
  • the present invention relates to the following compositions: a first component, alkylsiloxane of the formula
  • R is an alkyl group having from 1 to 10 carbon atoms and t is an integer from 1 to 5, and a second component, wherein the second component is selected from the group consisting of 1, 1, 1,2,3,4,4,5, 5, 5-decafluoropentane, nonafluoromethoxybutane, nonafiuoroethoxybutane and dichloropentafluoropropane and optionally, a third component, wherein the third component is selected from the group consisting of isopropanol and 2,2-dichloro-l,l,l-trifluoroethane.
  • These compositions may be useful as cleaning agents, heat transfer media, silicone removal agents, and as carrier fluids for silicone, adhesion promoters or other compounds.
  • the present invention relates to the discovery of mixtures of alkylsiloxane and at least one of 1,1, 1,2,3,4,4,5,5, 5-decafluoropentane. nonafluoromethoxybutane, nonafiuoroethoxybutane, dichloropentafluoropropane, isopropanol and 2,2-dichloro-l. l, l- trifluoroethane.
  • Nonafluoromethoxybutane (C4F 9 OCH 3 ) isomers of the present invention include 1,1, l,2,2,3,3,4,4,-nonafluoro-4-methoxy-butane (C ⁇ OCF J CF T CF.CF-,),
  • Nonafiuoroethoxybutane (C F 9 OC 2 H 5 ) isomers of the present invention include l > l,l,2,2,3,3,4,4-nonafluoro-4-ethoxybutane (CH3CH 2 OCF 2 CF-2CF 2 CF3) J 5 1, 1, l,2,3,3-hexafluoro-2-(trifluoromethyl)-3-ethoxy ⁇ ropane (CH 3 CH 2 OCF 2 CF(CF 3 ) 2 ).
  • HCFC-123 or CHC1 2 CF 3 56°C.
  • 2,2-dichloro-l, l, l-trifluoroethane (HCFC-123 or CHC1 2 CF 3 ) has a boiling point of 27°C.
  • Isopropanol (CH 3 ) 2 CH0H has a boiling point of 82.2°C.
  • Effective amounts o tlic.se compositions can contain from 10 to 60 weight percent alkylsiloxane and 40 to 90 weight percent of at least one of HFC-43-10mee, C4F 9 OCH 3) C ⁇ OQ ⁇ HJ, HCFC-225ca, or HCFC-225cb.
  • Effective amounts can also contain 1-30 weight percent alkylsiloxane, 9-50 weight percent HCFC-123, and 25-90 weight percent of at least one of HFC-43-10mee, C 4 F 9 OCH 3 , C 4 F 9 OC 2 H5, HCFC-225ca, or HCFC-225cb.
  • Compositions may also contain effective amounts of 10-59 weight percent alkylsiloxane, 1-20 weight percent isopropanol, and 40-89 weight percent of at least one of HFC-43-10mee, C4F9OCH 3 , CJ- S OC-JHS, HCFC-225ca, or HCFC-225cb.
  • EXAMPLE 1 Flammabilitv Test A Penski-Martin Closed Cup flash point tester was filled with mixtures shown in Table 1. OS-10 is hexamethylsisiloxane and OS-20 is octamethyltrisiioxane. Flash points were determined in a temperature range from about -20C to 38C. No flash points were observed at any temperature for any mixture tested. Flammability was also tested by attempting to ignite mixtures in a pan with a spark and a flame. No ignitions resulted in mixtures tested.
  • Dow Coming 360, Dow Corning 550, or Dow Corning 1107 medical grade silicone oil was then slowly added to each mixture until the blend would no longer dissolve the oil.
  • EXAMPLE 3 A suitable container was filled with the mixtures shown in Table 3. Pre- weighed tubing made of polyurethane was immersed in each mixture at a specified temperature for three minutes. Parts were then dried, weighed and observed for swelling. ⁇ I.LE
  • 1,2-dichloroethane 84 acetonitrile 82 methylene chloride 40 heptane CH 3 (CH 2 ) 5 CH 3 98 ⁇ dditives such as lubricants, corrosion inhibitors, stabilizers, surfactants dyes and other appropriate materials may be added to the novel compositions of the invention for a variety of purposes provided they do not have an adverse influence on the composition, for their intended applications.
  • stabilizers include nitromethane and nitroethane.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Physics & Mathematics (AREA)
  • Combustion & Propulsion (AREA)
  • Thermal Sciences (AREA)
  • Materials Engineering (AREA)
  • Detergent Compositions (AREA)

Abstract

L'invention a trait à des compositions contenant de l'alkylsiloxane et au moins un composé choisi dans le groupe constitué par 1,1,1,2,3,4,4,5,5,5-décafluoropentane, nonafluorométhoxybutane, nonafluoroéthoxybutane, dichloropentafluoropropane, 2,2-dichloro-1,1,1-trifluoroéthane et isopropanol. Ces compositions s'avèrent des plus utiles comme produits de nettoyage, milieux de transfert thermique et véhicules fluides.
PCT/US1997/014213 1996-08-13 1997-08-13 Compositions a base d'alkylsiloxane Ceased WO1998006815A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU39147/97A AU3914797A (en) 1996-08-13 1997-08-13 Alkylsiloxane compositions

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US2479996P 1996-08-13 1996-08-13
US60/024,799 1996-08-13
US89111297A 1997-07-10 1997-07-10
US08/891,112 1997-07-10

Publications (1)

Publication Number Publication Date
WO1998006815A1 true WO1998006815A1 (fr) 1998-02-19

Family

ID=26698883

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1997/014213 Ceased WO1998006815A1 (fr) 1996-08-13 1997-08-13 Compositions a base d'alkylsiloxane

Country Status (2)

Country Link
AU (1) AU3914797A (fr)
WO (1) WO1998006815A1 (fr)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6384119B1 (en) 2000-06-22 2002-05-07 Basf Corporation Coating compositions comprising volatile linear siloxane fluids
US7300468B2 (en) 2003-10-31 2007-11-27 Whirlpool Patents Company Multifunctioning method utilizing a two phase non-aqueous extraction process
US7513132B2 (en) 2003-10-31 2009-04-07 Whirlpool Corporation Non-aqueous washing machine with modular construction
US7513004B2 (en) 2003-10-31 2009-04-07 Whirlpool Corporation Method for fluid recovery in a semi-aqueous wash process
US7534304B2 (en) 1997-04-29 2009-05-19 Whirlpool Corporation Non-aqueous washing machine and methods
US20130096203A1 (en) * 2009-12-15 2013-04-18 Young Pharmaceuticals, Inc. Low toxicity topical active agent delivery system

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2993866A (en) * 1956-03-21 1961-07-25 Colgate Palmolive Co Aerosol glass cleaner
JPH05331494A (ja) * 1992-01-21 1993-12-14 Olympus Optical Co Ltd 手拭き用仕上げ液
EP0576687A1 (fr) * 1992-01-21 1994-01-05 Olympus Optical Co., Ltd. Solvant de nettoyage et de sechage
JPH06122898A (ja) * 1992-10-12 1994-05-06 Olympus Optical Co Ltd 洗浄組成物および洗浄方法
WO1994023008A1 (fr) * 1993-04-01 1994-10-13 Minnesota Mining And Manufacturing Company Compositions azeotropiques
JPH0824806A (ja) * 1994-07-13 1996-01-30 Olympus Optical Co Ltd 洗浄方法
EP0699746A1 (fr) * 1993-05-17 1996-03-06 Kabushiki Kaisha Toshiba Agent nettoyant et procede et appareil de nettoyage
EP0710715A1 (fr) * 1993-12-24 1996-05-08 Ag Technology Co. Ltd. Composition solvante mixte
EP0717129A2 (fr) * 1990-03-16 1996-06-19 Kabushiki Kaisha Toshiba Méthode de nettoyage

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2993866A (en) * 1956-03-21 1961-07-25 Colgate Palmolive Co Aerosol glass cleaner
EP0717129A2 (fr) * 1990-03-16 1996-06-19 Kabushiki Kaisha Toshiba Méthode de nettoyage
JPH05331494A (ja) * 1992-01-21 1993-12-14 Olympus Optical Co Ltd 手拭き用仕上げ液
EP0576687A1 (fr) * 1992-01-21 1994-01-05 Olympus Optical Co., Ltd. Solvant de nettoyage et de sechage
JPH06122898A (ja) * 1992-10-12 1994-05-06 Olympus Optical Co Ltd 洗浄組成物および洗浄方法
WO1994023008A1 (fr) * 1993-04-01 1994-10-13 Minnesota Mining And Manufacturing Company Compositions azeotropiques
EP0699746A1 (fr) * 1993-05-17 1996-03-06 Kabushiki Kaisha Toshiba Agent nettoyant et procede et appareil de nettoyage
EP0710715A1 (fr) * 1993-12-24 1996-05-08 Ag Technology Co. Ltd. Composition solvante mixte
JPH0824806A (ja) * 1994-07-13 1996-01-30 Olympus Optical Co Ltd 洗浄方法

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Week 9403, Derwent World Patents Index; AN 94-023141[03], XP002046162, "finishing liquid for manual wiping" *
DATABASE WPI Week 9423, Derwent World Patents Index; AN 94-186550[23], XP002046161, "Cleaning composition useful as alternative for freon(s) - comprises a per:fluorocarbon and a low m.wt. siloxan" *
DATABASE WPI Week 9614, Derwent World Patents Index; AN 96-134156[37], XP002046160, "Aq. solution containing polyorganosiloxane and fluoro-compounds" *

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7534304B2 (en) 1997-04-29 2009-05-19 Whirlpool Corporation Non-aqueous washing machine and methods
US6384119B1 (en) 2000-06-22 2002-05-07 Basf Corporation Coating compositions comprising volatile linear siloxane fluids
US7300468B2 (en) 2003-10-31 2007-11-27 Whirlpool Patents Company Multifunctioning method utilizing a two phase non-aqueous extraction process
US7513132B2 (en) 2003-10-31 2009-04-07 Whirlpool Corporation Non-aqueous washing machine with modular construction
US7513004B2 (en) 2003-10-31 2009-04-07 Whirlpool Corporation Method for fluid recovery in a semi-aqueous wash process
US20130096203A1 (en) * 2009-12-15 2013-04-18 Young Pharmaceuticals, Inc. Low toxicity topical active agent delivery system

Also Published As

Publication number Publication date
AU3914797A (en) 1998-03-06

Similar Documents

Publication Publication Date Title
JP3162386B2 (ja) １，１，１，２，３，４，４，５，５，５−デカフルオロペンタンおよびトランス−１，２−ジクロロエチレン、シス−１、２−ジクロロエチレンおよび１，１−ジクロロエタンの共沸混合物組成物
KR100275187B1 (ko) 삼성분 공비 조성물
JP4499029B2 (ja) １，１，１，３，３−ペンタフルオロブタンの共沸様組成物
US5194170A (en) Binary azeotropic compositions of 1,1,2,2,3,3,4,4-octafluorobutane and either tran-1,2-dichloroethylene, cis 1,2-dichloroethylene, or 1-1 dichloroethane
US5827446A (en) Nonafluoromethoxybutane compositions
KR100637261B1 (ko) 1,1,1,3,3-펜타플루오로부탄으로 이루어지는 조성물과이들 조성물의 용도
US5851436A (en) Nonafluoromethoxybutane compositions
EP0857773A2 (fr) Compositions contenant du 1,1,1,2,3,4,4,5,5,5-decafluoropentane
EP0697452B1 (fr) Composition azéotropes à base de 1,1,2,2,3,3,4,4-octafluorobutane et méthanol, n-propanol ou acétone
EP0826020A1 (fr) Compositions azeotropiques ternaires
KR0168634B1 (ko) 1,1- 디클로로 -2,2,2-트리플루오로 에탄 및 1,1-디클로로-1-플루오로 에탄의 공비형 조성물 및 그를 사용한 중합체 포옴 팽창,고체표면의 클리이닝 및 가열 또는 냉각 방법.
WO1998006815A1 (fr) Compositions a base d'alkylsiloxane
US5762817A (en) Decafluoropentane compositions
KR20000065084A (ko) 데카플루오로펜탄조성물
KR20000016615A (ko) 노나플루오로메톡시부탄 조성물
JPH01141997A (ja) フツ素化炭化水素系共沸様混合物
JPH06322395A (ja) 洗浄溶剤用の組成物
JPH02204468A (ja) 弗素化炭化水素系混合溶剤組成物
JPH02135290A (ja) フツ素化炭化水素系共沸様混合物
JPH02209822A (ja) クロロテトラフルオロプロパン系の共沸及び擬共沸組成物
JPH02209823A (ja) クロロテトラフルオロプロパン系の共沸及び共沸様組成物
JPH01139700A (ja) フツ素化炭化水素系共沸様混合物
JPH01139699A (ja) フッ素化炭化水素系共沸様混合物
JPH02286633A (ja) 弗素化炭化水素系共沸様組成物

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AL AM AU AZ BA BB BG BR BY CA CN CU CZ EE GE GH HU IL IS JP KG KP KR KZ LC LK LR LT LV MD MG MK MN MX NO NZ PL RO RU SG SI SK SL TJ TM TR TT UA UZ VN YU AM AZ BY KG KZ MD RU TJ TM

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): GH KE LS MW SD SZ UG ZW AT BE CH DE DK ES FI FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN ML MR NE SN TD TG

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
121 Ep: the epo has been informed by wipo that ep was designated in this application
NENP Non-entry into the national phase

Ref country code: JP

Ref document number: 1998509977

Format of ref document f/p: F

122 Ep: pct application non-entry in european phase
NENP Non-entry into the national phase

Ref country code: CA