KR930702260A - 포화 선형 폴리플루오로히드로카본, 그의 제조 방법 및 세척 조성물에의 사용 - Google Patents

포화 선형 폴리플루오로히드로카본, 그의 제조 방법 및 세척 조성물에의 사용

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KR930702260A
KR930702260A KR1019930701091A KR930701091A KR930702260A KR 930702260 A KR930702260 A KR 930702260A KR 1019930701091 A KR1019930701091 A KR 1019930701091A KR 930701091 A KR930701091 A KR 930701091A KR 930702260 A KR930702260 A KR 930702260A
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chfchfcf
chfcf
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chfch
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칼 죠지 크레스펀
벨리여 노트 맬리카뤼나 레오
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미리암 디. 메코너헤이
이. 아이. 듀폰 디 네모아 앤드 캄파니
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C19/00Acyclic saturated compounds containing halogen atoms
    • C07C19/08Acyclic saturated compounds containing halogen atoms containing fluorine
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/23Preparation of halogenated hydrocarbons by dehalogenation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/26Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
    • C07C17/272Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions
    • C07C17/278Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions of only halogenated hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/35Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction
    • C07C17/354Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction by hydrogenation

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Detergent Compositions (AREA)

Abstract

화합물 CF3CHFCHFCF2CF3, CF3CH2CHFCF2CF3, CF3CHFCH2CF2CF3, CF3CHFCHFCF2CF2
CF3, CF3CH2CHFCF2CF2CF3, CF3CHFCH2CF2CF2CF3, CF3CF2CH2CHFCF2CFS, CF3CF2CHFCF2CF2CF3, CF3CHFCHFCF2CF2CF2CF3,CF3CHFCH2CF2CF2CF2CF3,CF3CH2CHFCF2CF2CF2CF3,CF3CF2CHFCH2CF2CF2CF3및 CF3CF2CH2CHFCF2CF2CF3및 그이 조성물이 제공된다 (Ⅷ)족 금속을 사용하여 선택된 올레핀계 출발 물질을 수소와 반응시켜 주생성물로서 디히드로폴리플루오로알칸 또는 트리히드로폴리플루오로알칸을 생성하는 접촉 방법 (여기서, 이들 수소는 2개의 인접한 탄소 상에 위치함)이 개시되어 있고, 이들은 요오드 및 (또는) 요오드화수소를 사용하여 선택된 올레핀계 출발물질을 디히드로폴리플루오로알칸 또는 트리히드로폴리플루오로알칸으로 환원시키는 방법이다.

Description

포화 선형 폴리플루오로히드로카본, 그의 제조 방법 및 세척 조성물에의 사용
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (29)

  1. CF3CHFCHFCF2CF3, CF3CH2CHFCF2CF3, CF3CHFCH2CF2CF3, CF3CHFCHFCF2CF|2
  2. CF3, CF3CH2CHFCF2CF2CF3, CF3CHFCH|2CF2CF2CFs, CF3CF2CH2CHFCF|2CF3, CF3CF2CHFCHFCF2CF2CF3, CF3CHFCHFCF|2CF2CF2CF3, CF3CHFCH2CF2CF|2CF2CF3, CF3CH2CHFCF2CF2CF2CF3, CF3CF|2CHFCH2CF2
  3. CF2CF3및 CF3CF2CH2CHFCF2CF2CF|3로 이루어지는 군중에서 선택된 화합물.
  4. 제1항에 있어서, 화합물이 CF3CHFCHFCF2CF3인 화합물.
  5. 제1항에 있어서, 화합물이 CF3CH2CHFCF2CF3인 화합물.
  6. 제1항에 있어서, 화합물이 CF3CHFCH2CF2CF3인 화합물.
  7. 제1항에 있어서, 화합물이 CF3CHFCHFCF2CF2CF3인 화합물.
  8. 제1항에 있어서, 화합물이 CF3CH2CHFCF2CF2CF3인 화합물.
  9. 제1항에 있어서, 화합물이 CF3CHFCH2CF2CF2CFs인 화합물.
  10. 제1항에 있어서, 화합물이 CF3CF2CH2CHFCF2CF3인 화합물.
  11. 제1항에 있어서, 화합물이 CF3CF2CHFCHFCF2CF2CF3인 화합물.
  12. 제1항에 있어서, 화합물이 CF3CHFCHFCF2CF2CF2CF3인 화합물.
  13. 제1항에 있어서, 화합물이 CF3CHFCH2CF2CF2CF2CF3인 화합물.
  14. 제1항에 있어서, 화합물이 CF3CH2CHFCF2CF2CF2CF3인 화합물.
  15. 제1항에 있어서, 화합물이 CF3CF2CHFCH2CF2CF2CF3인 화합물.
  16. 제1항에 있어서, 화합물이 CF3CF2CH2CHFCF2CF2CF3인 화합물.
  17. 액상의 올레핀계 출발 물질을 극성 용매의 존재하에 팔라듐 족으로부터 선택된 금속 촉매상에서 수소와 반응시키는 단계로 이루어지는 CF3CH2CHFCF2CF3, CF3CHFCH2CF2CF3, CF3CH2CHFCF2CF2CF3,CF3CHFCH2CF2CF2CF3,CF3CF2CH2CHFCF2CF3, CF3CHFCH2CF2CF2CF2CF3,CF3CH2CHFCF2CF2CF2CF3,CF3CF2CHFCH2CF2CF2CF3및 CF3CF2CH2CHFCF2CF2CF3로 이루어지는 군중에서 선택된 선형 트리히드로폴리플루오로알칸의 제조방법. (여기서, 상기 올레핀계 출발 물질은 상기 트리히드로폴리플루오로알칼과 동일한 탄소수를 갖는 것으로서, CF2CF=CFCF2CF3, CF3CF=CF2CF2CF3, CF3CF2CF=CFCFCF2CF, CF3CF2CF=CFCF2CF2CF3및 CF3CF=CFCF2CF2CF2CF3로 이루어지는 군중에서 선택되고, 상기 트리히드로폴리플루오로알칸 중의 수소를 갖는 탄소에 대응하는 탄소 원자 사이에 올레핀성 결합을 가짐).
  18. 제15항에 있어서, 상기 올레핀계 출발물질이 약 0℃ 내지 약 200℃의 온도에서 팔라듐 촉매 상에서 수소화되고, 올레핀계 출발 물질에 대한 수소의 몰비가 1:1 내지 100:1 이고, 상기 선형 트리히드로폴리플루오로알칸이 상기 수소화 반응의 주생성물인 방법.
  19. 올레핀계 출발 물질을 요오드 및 요오드화수소로 이루어지는 군중에서 선택된 물질 중 적어도 하나의 존재 하에 승온에서 수소와 반응시키거나, 또는 요오드 수소화 반응시키는 단계로 이루어지는, CF3CH2CHFCF2CF3, CF3CHFCH2CF2CF3, CF3CH2CHFCF2CF2CF3,CF3CHFCH2CF2CF2CF3, CF3CF2CH2CHFCF2CF3, CF3CHFCH2CF2CF2CF2CF3,CF3CH2CHFCF2CF2CF2CF3,CF3CF2CHFCH2CF2CF2CF3및 CF3CF2CH2CHFCF2CF2CF3로 이루어지는 군중에서 선택된 선형 디히드로폴리플루오로알칸의 제조방법. (여기서, 상기 올레핀계 출발 물질은 상기 디히드로폴리플루오로알칼과 동일한 탄소수를 갖는 것으로서, CF2CF=CFCF2CF3, CF3CF=CHCF2CF3, CF3CH=CFCF2CF2CF3,CF3CF=CHCF2CF2CF3,CF3CF2CH=CFCF2CF3,CF3CF2CF=CFCF2CF2CF3,CF3CF2CF=CHCF2CF2CF3,CF3CH=CFCF2CF2CF2CF3및 CF3CF=CHCF2CF2CF2CF3로 이루어지는 군 중에서 선택되고, 상기 트리히드로폴리플루오로알칸 중의 수소를 갖는 탄소에 대응하는 탄소 원자 사이에 올레핀성 결합을 가짐).
  20. 올레핀계 출발 물질을 팔라듐 족으로부터 선택된 금속 촉매 상에서 증가상의수소와 반응시키는 단계로 이루어지는, CF2CHFCHFCF2CF3, CF3CHFCHFCF2CF2CF3,CF3CF2CHFCHFCF2CF2CF3, CF3CHFCHFCF2CF2CF2CF3및 CF3CF2CHFCHFCF2CF3로 이루어지는 군중에서 선택된 선형 트리히드로폴리플루오로알칸의 제조방법. (여기서, 상기 올레핀계 출발 물질은 상기 트리히드로폴리플루오로알칼과 동일한 탄소수를 갖는 것으로서, CF2CF=CFCF2CF3, CF3CF=CHCF2CFCF3,CF3CF2CF=CFCF2CF3,CF3CF2CF=CFCF2CF2CF3및 CF3CF=CHFCF2CF2CF2CF3로이루어지는 군중에서 선택되고, 상기 디히드로폴리플루오로알칸 중의 수소를 갖는 탄소에 대응하는 탄소 원자 사이에 올레핀성 결합을 가짐).
  21. 제18항에 있어서, 상기 올레핀계 출발 물질이 약 50℃ 내지 약 250℃의 온도에서 알루미나 상의 팔라듐 촉매상에서 수소화되고, 올레핀계 출발 물질에 대한 수소의 몰비가 0.5:1 내지 4:1이고, 상기 선형 디히드로폴리플루오로알칸이 상기 수소화 반응의 주생성물인 방법.
  22. 액상의 올레핀계 출발 물질을 측성 용매의 부재하에 팔라듐 족으로부터 선택된 금속 촉매 상에서 수소화시키는 단계로 이루어지는, CF3CHFCHFCF2CF3, CF3CHFCHFCF2CF2CF3,CF3CF2CHFCHFCF2CF2CF3, CF3CHFCHFCF2CF2CF2CF3및 CF3CF3CHFCHFCF2
  23. CF3로 이루어지는 군중에서 선택된 선형 디히드로폴리플루오로알칸의 제조방법. (여기서, 상기 올레핀계 출발 물질은 상기 디히드로폴리플루오로알칼과 동일한 탄소수를 갖는 것으로서, CF2CF=CFCF2CF3, CF3CF=CFCF2CF2CF3, CF3CF2CF=CFCF2CF3,CF3CF2CF=CFCF2CF2CF3및 CF3CF=CFCF2CF2CF2CF3로이루어지는 군중에서 선택되고, 상기 디히드로폴리플루오로알칸 중의 수소를 갖는 탄소에 대응하는 탄소 원자 사이에 올레핀성 결합을 가짐).
  24. 제20항에 있어서, 상기 올레핀계 출발 물질이 약 0℃ 내지 약 200℃의 온도에서 팔라듐 촉매상에서 수소화되고, 올레핀계 출발 물질에 대한 수소의 몰비가 1:1 내지 100:1이고, 상기 선형 디히드로폴리플루오로알칸이 상기 수소화 반응의 주생성물인 방법.
  25. 올레핀 출발 물질을 요오드 및 요요드화수소로 이루어진 군 중에서 선택된 물질 중 적어도 하나의 존재하에 승온에서 수소와 반응시키거나, 또는 요오드화수소와 반응시키는 단계로 이루어지는 CF3CHFCHFCF2CF3, CF3CHFCHFCF2CF2CF3CF3CF2CHFCHFCF2CF2CF3, CF3CHFCHFCF2CF2CF2CF3및 CF3CF2CHFCHFCF2CF3로 이루어지는 군중에서 선택된 선형 디히드로폴리플루오로알칸의 제조방법. (여기서, 상기 올레핀계 출발 물질은 상기 디히드로폴리플루오로알칼과 동일한 탄소수를 갖는 것으로서, CF3CF=CFCF2CF3, CF3CF=CFCF2CF2CF3,CF3CF2CF=CFCF2CF3,CF3CF2CF=CFCF2CF2CF3및 CF3CF=CFCF2CF2CF2CF3로이루어지는 군중에서 선택되고, 상기 디히드로폴리플루오로알칸 중의 수소를 갖는 탄소에 대응하는 탄소 원자 사이에 올레핀성 결합을 가짐).
  26. 제1항의 화합물 1종 이상과, 탄소수 1내지 4의 알콜, 탄소수 3내지 6의 에스테르, 탄소수 2내지 6의 에테르. 탄소수3 내지 6의 케톤, 탄소수 1내지 4의 할로겐화 탄화수소, 아세토니트릴 및 니트로메탄으로 이루어진 군중에서 선택된 1종 이상의 화합물의 혼합물로 이루어지는 조성물.
  27. 제23항에 있어서, 상기 혼합물이 CF3CHFCHFCF2CF3, CF3CH2CHFCF2CF3, 또는 CF3CHFCH2CF2CF3와, 상기 알콜, 에테르, 에스테르, 케톤, 할로겐화 탄화수소, 아세토니트릴 및 니트로메탄 중에서 선택된 1종이상의 혼합물인 조성물.
  28. 제24항에 있어서, 상기 혼합물이 CF3CHFCHFCF2CF3의 혼합물인 조성물.
  29. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019930701091A 1990-10-11 1991-10-10 포화 선형 폴리플루오로히드로카본, 그의 제조 방법 및 세척 조성물에의 사용 KR100242045B1 (ko)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US595.840 1990-10-11
US595,840 1990-10-11
US07/595,840 US5171902A (en) 1990-10-11 1990-10-11 Saturated linear polyfluorohydrocarbons, processes for their production, and their use in cleaning compositions
PCT/US1991/007240 WO1992006941A1 (en) 1990-10-11 1991-10-10 Saturated linear polyfluorohydrocarbons, processes for their production, and their use in cleaning compositions

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KR1019997006792A KR100261402B1 (ko) 1990-10-11 1991-10-10 포화 선형 폴리플루오로히드로카본을 포함하는 세척 조성물

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US (5) US5171902A (ko)
EP (1) EP0552252B1 (ko)
JP (1) JP3162379B2 (ko)
KR (2) KR100242045B1 (ko)
CN (2) CN1033320C (ko)
AR (1) AR246943A1 (ko)
AU (1) AU8764491A (ko)
DE (1) DE69120426T2 (ko)
ES (1) ES2089238T3 (ko)
HK (1) HK207496A (ko)
MX (1) MX9101530A (ko)
RU (1) RU2073664C1 (ko)
WO (1) WO1992006941A1 (ko)
ZA (1) ZA918127B (ko)

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KR20140030249A (ko) * 2011-05-16 2014-03-11 이 아이 듀폰 디 네모아 앤드 캄파니 플루오로올레핀의 촉매적 수소화, 알파-알루미나 지지된 팔라듐 조성물, 및 수소화 촉매로서의 그의 용도

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5064560A (en) * 1990-10-11 1991-11-12 E. I. Du Pont De Nemours And Company Ternary azeotropic compositions of 43-10mee (CF3 CHFCHFCH2 CF.sub.
US5531916A (en) * 1990-10-03 1996-07-02 E. I. Du Pont De Nemours And Company Hydrofluorocarbon cleaning compositions
US5064559A (en) * 1990-10-11 1991-11-12 E. I. Du Pont De Nemours And Company Binary azeotropic compositions of (CF3 CHFCHFCF2 CF3) with methanol or ethanol or isopropanol
US5171902A (en) * 1990-10-11 1992-12-15 E. I. Du Pont De Nemours And Company Saturated linear polyfluorohydrocarbons, processes for their production, and their use in cleaning compositions
US5250213A (en) * 1991-05-06 1993-10-05 E. I. Du Pont De Nemours And Company 1,1,1,2,2,3,3,4,4,5,6-undecafluorohexane and use thereof in compositions and processes for cleaning
EP0671464B1 (en) * 1991-08-26 1997-12-29 Daikin Industries, Ltd. Solvent composition comprising mixture of polyfluoroalkane and lower alcohol
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
US6355113B1 (en) 1991-12-02 2002-03-12 3M Innovative Properties Company Multiple solvent cleaning system
WO1993016023A1 (en) * 1992-02-06 1993-08-19 Daikin Industries, Ltd. 1,1,1,2,2,5,5,5-octafluoropentane and production thereof
US5288422A (en) * 1993-03-15 1994-02-22 Alliedsignal Inc. Azeotrope-like compositions of 1,1,1,3,3,5,5,5-octafluoropentane, chlorinated ethylenes, and optionally nitromethane
US5290473A (en) * 1993-03-15 1994-03-01 Alliedsignal Inc. Azeotrope-like compositons of 1,1,1,3,3,5,5,5-octafluoropentane, C1-C5 alkanol and optionally nitromethane
JP3407379B2 (ja) * 1993-06-10 2003-05-19 ダイキン工業株式会社 1,1,1,3,3−ペンタフルオロプロパンの製造方法
US5696307A (en) * 1994-01-21 1997-12-09 Alliedsignal Inc. Hydrofluoroalkanes as cleaning and degreasing solvents
US5545769A (en) * 1994-09-29 1996-08-13 E. I. Du Pont De Nemours And Company Process for the manufacture of selected halogenated hydrocarbons containing fluorine and hydrogen and compositions provided therein
DE69718303T2 (de) 1996-03-28 2003-10-16 E.I. Du Pont De Nemours And Co., Wilmington Verfahren zur herstellung von mit fluor substituierten kohlenwasserstoffen
US5811473A (en) * 1996-04-02 1998-09-22 Loctite Corporation Primer activator composition for anaerobic adhesives
AU732754B2 (en) 1996-08-02 2001-04-26 Loctite Corporation Non-ozone depleting co-solvent compositions
US5749956A (en) 1996-08-02 1998-05-12 Loctite Corporation Non-ozone depleting co-solvent compositions and adhesive promoter compositions based thereon
JPH10316597A (ja) * 1997-05-15 1998-12-02 Agency Of Ind Science & Technol 弗素化飽和炭化水素
WO1998051649A1 (fr) * 1997-05-15 1998-11-19 Nippon Zeon Co., Ltd. Hydrocarbures fluores satures, compositions de ces produits, fluide a base de polymere, et procede de fabrication de feuille polymere
KR100580912B1 (ko) * 1997-05-16 2006-05-17 제온 코포레이션 불소화 탄화수소 및 세정제와 세정방법, 중합체 함유액과 중합체 피막의 형성방법
US6395700B1 (en) * 1997-12-26 2002-05-28 Nippon Zeon Co., Ltd. Process for the preparation of compounds having -CH2-CHF-groups
FR2781499B1 (fr) 1998-07-24 2000-09-08 Atochem Elf Sa Compositions de nettoyage ou de sechage a base de 1,1,1,2,3,4,4,5,5, 5 - decafluoropentane
US20040235053A1 (en) * 2003-03-28 2004-11-25 The Regents Of The University Of California Preparation and application of encoded bead aggregates in combinatorial chemistry
KR20070101402A (ko) * 2004-01-30 2007-10-16 그레이트 레이크스 케미칼 코퍼레이션 플루오르화 화합물
WO2005074593A2 (en) * 2004-01-30 2005-08-18 Great Lakes Chemical Corporation Production processes and systems, compositions, surfactants, monomer units, metal complexes, phosphate esters, glycols, aqueous film forming foams, and foam stabilizers
US20070149437A1 (en) * 2004-01-30 2007-06-28 Janet Boggs Production processes and systems, compositions, surfactants, monomer units, metal complexes, phosphate esters, glycols, aqueous film forming foams, and foams stabilizers
EP1718722A4 (en) * 2004-01-30 2012-08-08 Du Pont PRODUCTION PROCESSES AND SYSTEMS, COMPOSITIONS, TENSIDES, MONOMER UNITS, METAL COMPLEXES, PHOSPHATESTER, GLYCOLS, AQUEOUS FILM-FORMING FOAMS AND FOAM STABILIZERS
US7476331B2 (en) * 2005-02-09 2009-01-13 E I Du Pont Nemours And Company Compositions comprising 1,1,1,2,2,3,4,5,5,6,6,7,7,7-tetradecafluoroheptane and uses thereof
US20070027349A1 (en) * 2005-07-28 2007-02-01 Stephan Brandstadter Halogenated Compositions
US20090137773A1 (en) * 2005-07-28 2009-05-28 Andrew Jackson Production Processes and Systems, Compositions, Surfactants, Monomer Units, Metal Complexes, Phosphate Esters, Glycols, Aqueous Film Forming Foams, and Foam Stabilizers
WO2007013169A1 (ja) * 2005-07-29 2007-02-01 Du Pont-Mitsui Fluorochemicals Co., Ltd. 放射性物質の除染用溶剤組成物及び除染材、並びに放射性物質の除染方法
US7385094B2 (en) * 2005-11-01 2008-06-10 E.I. Du Pont De Nemours And Company Azeotrope compositions comprising tridecafluoro-3-heptene and hydrogen fluoride and uses thereof
US7709438B2 (en) * 2005-11-01 2010-05-04 E. I. Du Pont De Nemours And Company Azeotrope compositions comprising nonafluoropentene and hydrogen fluoride and uses thereof
US7902410B2 (en) * 2005-11-03 2011-03-08 Honeywell International Inc. Process for the manufacture of fluorinated alkanes
US7560602B2 (en) * 2005-11-03 2009-07-14 Honeywell International Inc. Process for manufacture of fluorinated olefins
US8318656B2 (en) 2007-07-03 2012-11-27 E. I. Du Pont De Nemours And Company Production processes and systems, compositions, surfactants, monomer units, metal complexes, phosphate esters, glycols, aqueous film forming foams, and foam stabilizers
KR20100063080A (ko) * 2007-08-23 2010-06-10 이 아이 듀폰 디 네모아 앤드 캄파니 세정 응용을 위한 플루오르화 올레핀을 포함하는 공비 조성물
RU2461539C2 (ru) * 2007-11-06 2012-09-20 Хонейвелл Интернэшнл Инк. Способ получения фторированных алканов
US8044250B2 (en) * 2007-11-16 2011-10-25 Honeywell International Inc. Manufacture of 1,1,1,2,3,3-hexafluoropropane and 1,1,1,2-tetrafluoropropane via catalytic hydrogenation
JP5477290B2 (ja) * 2008-07-18 2014-04-23 日本ゼオン株式会社 含水素フルオロオレフィン化合物の製造方法
US8552227B2 (en) * 2009-01-05 2013-10-08 E I Du Pont De Nemours And Company Preparation of hydrofluoroolefins by dehydrofluorination
US8399713B2 (en) * 2009-02-16 2013-03-19 E I Du Pont De Nemours And Company Alkyl perfluoroalkene ethers
US20110028770A1 (en) * 2009-08-03 2011-02-03 Honeywell International Inc. Hydrogenation catalyst
RU2504425C1 (ru) * 2012-07-17 2014-01-20 федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Российский государственный университет нефти и газа имени И.М. Губкина" Способ очистки дымовых газов
JP6029400B2 (ja) * 2012-09-21 2016-11-24 Agcセイミケミカル株式会社 液晶化合物の製造方法
JP6195163B2 (ja) * 2014-02-13 2017-09-13 国立大学法人 千葉大学 ケトンのアルキル化方法
US10233410B2 (en) * 2017-06-15 2019-03-19 Eastman Chemical Company Minimum boiling azeotrope of n-butyl-3-hydroxybutyrate and n-undecane and application of the azeotrope to solvent cleaning
TW201946891A (zh) * 2018-05-03 2019-12-16 美商科慕Fc有限責任公司 包含全氟庚烯之三元、四元共沸物及類共沸物組成物
TW201946890A (zh) * 2018-05-03 2019-12-16 美商科慕Fc有限責任公司 包含全氟庚烯之二元共沸物及類共沸物組成物

Family Cites Families (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2550953A (en) * 1944-12-08 1951-05-01 Du Pont Catalytic hydrogenation of unsaturated fluorohydrocarbons
BE534839A (ko) * 1954-01-13
GB839756A (en) * 1955-07-01 1960-06-29 Robert Neville Haszeldine Improvements in or relating to the preparation of 1,2,3,4-tetrahydroperfluorobutane and perfluorobutadiene
US2844634A (en) * 1956-04-30 1958-07-22 Collier Carbon & Chemical Co Recovery of nitromethane from nitration mixtures
US2975220A (en) * 1958-11-13 1961-03-14 Pennsalt Chemicals Corp Fluorinated organic compounds
US3042727A (en) * 1959-06-04 1962-07-03 Dow Chemical Co Preparation of fluoroform
US2999815A (en) * 1960-08-11 1961-09-12 Du Pont Azeotropic composition
US2999816A (en) * 1960-08-15 1961-09-12 Du Pont Azeotropic composition
US3573213A (en) * 1968-01-18 1971-03-30 Du Pont Azeotrope of 1,1,2-trichloro-1,2,2-trifluoroethane and nitromethane
GB1330534A (en) * 1970-07-07 1973-09-19 Ici Ltd Solvent compositions
US3728268A (en) * 1970-12-11 1973-04-17 Du Pont Mixtures of 1,1,2-trichloro-1,2,2-trifluoroethane,ethanol and acetone and a ternary azeotrope thereof
US3881949A (en) * 1973-02-27 1975-05-06 Du Pont Vapor degreaser process employing trichlorotrifluoroethane and ethanol
US3903009A (en) * 1973-11-16 1975-09-02 Du Pont Azeotrope of 1,1,2-trichloro-1,2,2-trifluoroethane, ethanol and nitromethane
GB1578933A (en) * 1977-05-24 1980-11-12 Ici Ltd Manufacture of halogenated hydrocarbons
US4418185A (en) 1982-09-20 1983-11-29 The Goodyear Tire & Rubber Company Process for nonaqueous dispersion polymerization of butadiene in the presence of high cis-1,4-polyisoprene as a polymeric dispersing agent
GB8321569D0 (en) * 1983-08-10 1983-09-14 Ici Plc Heat pumps
IT1200806B (it) * 1985-10-21 1989-01-27 Ausimont Spa Procedimento per la preparazione di idroalofluoroalcani
US4715900A (en) * 1987-01-08 1987-12-29 E. I. Du Pont De Nemours And Company Azeotropic compositions of trichlorotrifluoroethane, dichlorodifluoroethane and methanol/ethanol
US4828751A (en) * 1987-08-28 1989-05-09 Pcr, Inc. Solvent composition for cleaning silicon wafers
DE3735467A1 (de) * 1987-10-20 1989-05-03 Bayer Ag Verfahren zur herstellung von fluorierten c(pfeil abwaerts)4(pfeil abwaerts)- bis c(pfeil abwaerts)6(pfeil abwaerts)-kohlenwasserstoffen und neue cyclische fluorierte kohlenwasserstoffe, sowie die verwendung von fluorierten c(pfeil abwaerts)4(pfeil abwaerts)- bis c(pfeil abwaerts)6(pfeil abwaerts)-kohlenwasserstoffen als treibgas und arbeitsfluessigkeit fuer waermepumpensysteme
IT1221776B (it) * 1988-01-15 1990-07-12 Ausimont Spa Processo per la preparazione di 1,2 difluoroetano e di 1,1,2 trifluoroetano
GB9009504D0 (en) * 1990-04-27 1990-06-20 Isc Chemicals Ltd Reduced flammability mixture based on isopropanol
US5097082A (en) * 1990-06-05 1992-03-17 E. I. Du Pont De Nemours And Company Production of saturated halohydrocarbons
US5064559A (en) * 1990-10-11 1991-11-12 E. I. Du Pont De Nemours And Company Binary azeotropic compositions of (CF3 CHFCHFCF2 CF3) with methanol or ethanol or isopropanol
US5531916A (en) * 1990-10-03 1996-07-02 E. I. Du Pont De Nemours And Company Hydrofluorocarbon cleaning compositions
US5064560A (en) * 1990-10-11 1991-11-12 E. I. Du Pont De Nemours And Company Ternary azeotropic compositions of 43-10mee (CF3 CHFCHFCH2 CF.sub.
US5100572A (en) * 1990-10-03 1992-03-31 E. I. Du Pont De Nemours And Company Binary azeotropic compositions of polyfluoropentanes and methanol
US5162594A (en) * 1990-10-11 1992-11-10 E. I. Du Pont De Nemours And Company Process for production of polyfluoroolefins
US5171902A (en) * 1990-10-11 1992-12-15 E. I. Du Pont De Nemours And Company Saturated linear polyfluorohydrocarbons, processes for their production, and their use in cleaning compositions
US5250213A (en) * 1991-05-06 1993-10-05 E. I. Du Pont De Nemours And Company 1,1,1,2,2,3,3,4,4,5,6-undecafluorohexane and use thereof in compositions and processes for cleaning
EP0516029B1 (en) 1991-05-28 1995-04-05 Daikin Industries, Limited A method of desiccating articles

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20140030249A (ko) * 2011-05-16 2014-03-11 이 아이 듀폰 디 네모아 앤드 캄파니 플루오로올레핀의 촉매적 수소화, 알파-알루미나 지지된 팔라듐 조성물, 및 수소화 촉매로서의 그의 용도
KR20190039838A (ko) * 2011-05-16 2019-04-15 더 케무어스 컴퍼니 에프씨, 엘엘씨 플루오로올레핀의 촉매적 수소화, 알파-알루미나 지지된 팔라듐 조성물, 및 수소화 촉매로서의 그의 용도

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US5504265A (en) 1996-04-02
US5171902A (en) 1992-12-15
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WO1992006941A1 (en) 1992-04-30
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