JP4951123B2 - 1,1,1−トリフルオロ−3−クロロプロペンおよび蟻酸メチルの共沸様組成物 - Google Patents
1,1,1−トリフルオロ−3−クロロプロペンおよび蟻酸メチルの共沸様組成物 Download PDFInfo
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- JP4951123B2 JP4951123B2 JP2010533135A JP2010533135A JP4951123B2 JP 4951123 B2 JP4951123 B2 JP 4951123B2 JP 2010533135 A JP2010533135 A JP 2010533135A JP 2010533135 A JP2010533135 A JP 2010533135A JP 4951123 B2 JP4951123 B2 JP 4951123B2
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- 239000000203 mixture Substances 0.000 title claims description 117
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 title description 22
- LDTMPQQAWUMPKS-UHFFFAOYSA-N 1-chloro-3,3,3-trifluoroprop-1-ene Chemical group FC(F)(F)C=CCl LDTMPQQAWUMPKS-UHFFFAOYSA-N 0.000 title description 3
- 239000003507 refrigerant Substances 0.000 claims description 39
- LDTMPQQAWUMPKS-OWOJBTEDSA-N (e)-1-chloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)\C=C\Cl LDTMPQQAWUMPKS-OWOJBTEDSA-N 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 18
- 239000000314 lubricant Substances 0.000 claims description 16
- 238000005057 refrigeration Methods 0.000 claims description 16
- 238000009835 boiling Methods 0.000 claims description 13
- 239000004604 Blowing Agent Substances 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 7
- 238000001704 evaporation Methods 0.000 claims description 6
- 239000000463 material Substances 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 5
- 239000002480 mineral oil Substances 0.000 claims description 5
- 229920001515 polyalkylene glycol Polymers 0.000 claims description 5
- 239000003380 propellant Substances 0.000 claims description 5
- 238000001816 cooling Methods 0.000 claims description 4
- 239000000443 aerosol Substances 0.000 claims description 3
- 150000004996 alkyl benzenes Chemical class 0.000 claims description 3
- 235000010446 mineral oil Nutrition 0.000 claims description 2
- 229920005862 polyol Polymers 0.000 claims description 2
- -1 polyol ester Chemical class 0.000 claims description 2
- 239000006260 foam Substances 0.000 description 7
- 239000012530 fluid Substances 0.000 description 6
- 239000002952 polymeric resin Substances 0.000 description 6
- 239000007789 gas Substances 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 229920003002 synthetic resin Polymers 0.000 description 5
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- OHMHBGPWCHTMQE-UHFFFAOYSA-N 2,2-dichloro-1,1,1-trifluoroethane Chemical compound FC(F)(F)C(Cl)Cl OHMHBGPWCHTMQE-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 210000004027 cell Anatomy 0.000 description 3
- 238000004140 cleaning Methods 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 238000010792 warming Methods 0.000 description 3
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 238000004378 air conditioning Methods 0.000 description 2
- 239000012459 cleaning agent Substances 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 2
- 230000009477 glass transition Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229920001169 thermoplastic Polymers 0.000 description 2
- AHSZBZTYLKTYJI-UHFFFAOYSA-N (2,2-dimethyl-3-nonanoyloxypropyl) nonanoate Chemical compound CCCCCCCCC(=O)OCC(C)(C)COC(=O)CCCCCCCC AHSZBZTYLKTYJI-UHFFFAOYSA-N 0.000 description 1
- NPNPZTNLOVBDOC-UHFFFAOYSA-N 1,1-difluoroethane Chemical compound CC(F)F NPNPZTNLOVBDOC-UHFFFAOYSA-N 0.000 description 1
- 229920005830 Polyurethane Foam Polymers 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- 230000001088 anti-asthma Effects 0.000 description 1
- 239000000924 antiasthmatic agent Substances 0.000 description 1
- 229910002056 binary alloy Inorganic materials 0.000 description 1
- 238000009530 blood pressure measurement Methods 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 210000003850 cellular structure Anatomy 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000005238 degreasing Methods 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 239000003989 dielectric material Substances 0.000 description 1
- 238000005108 dry cleaning Methods 0.000 description 1
- 229910001651 emery Inorganic materials 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000005431 greenhouse gas Substances 0.000 description 1
- 239000008266 hair spray Substances 0.000 description 1
- 239000013529 heat transfer fluid Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229940060367 inert ingredients Drugs 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000006078 metal deactivator Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000011495 polyisocyanurate Substances 0.000 description 1
- 229920000582 polyisocyanurate Polymers 0.000 description 1
- 239000011496 polyurethane foam Substances 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
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- 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
- C09K5/02—Materials undergoing a change of physical state when used
- C09K5/04—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa
- C09K5/041—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems
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- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
- C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
- C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
- C08J9/149—Mixtures of blowing agents covered by more than one of the groups C08J9/141 - C08J9/143
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M171/00—Lubricating compositions characterised by purely physical criteria, e.g. containing as base-material, thickener or additive, ingredients which are characterised exclusively by their numerically specified physical properties, i.e. containing ingredients which are physically well-defined but for which the chemical nature is either unspecified or only very vaguely indicated
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- C08J2203/00—Foams characterized by the expanding agent
- C08J2203/12—Organic compounds only containing carbon, hydrogen and oxygen atoms, e.g. ketone or alcohol
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- C08J2203/00—Foams characterized by the expanding agent
- C08J2203/14—Saturated hydrocarbons, e.g. butane; Unspecified hydrocarbons
- C08J2203/142—Halogenated saturated hydrocarbons, e.g. H3C-CF3
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- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
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- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
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- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
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- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
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- Detergent Compositions (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Description
本明細書において用いられる「共沸様」という用語は、厳密に共沸である組成物と共沸混合物のように挙動する組成物の両方を含めるべく広い意味において意図されている。基本的な原理から、流体の熱力学的状態は、圧力、温度、液体組成および蒸気組成によって規定される。共沸混合物は、液体組成と蒸気組成が指定圧力および指定温度で等しい2種以上の成分の系である。実際には、これは、共沸混合物の成分の沸点が一定であり、相変化中に分離され得ないことを意味する。
本発明の共沸様組成物は、安定剤、金属不活性化剤および腐食抑制剤などを含む任意の多様な添加剤のいずれかを更に含んでもよい。
本組成物は広範な用途において有用性を有する。例えば、本発明の一実施形態は本共沸様組成物を含む冷媒組成物に関する。
認定された圧力ゲージを備えた高圧セルを真空ポンプにより排気して、すべての永久ガスを除去した。その後、ステンレススチール製のシリンジポンプにより10gの蟻酸メチルをセルに装填した。温度が0.1℃の精度で制御されたオービタルシェーカーに金属ボンベを入れた。圧力を16℃、22℃および32℃で測定した。平衡を達成するために最少で1時間後、各温度で圧力を測定した。圧力ゲージの精度は±0.1psiaであった。永久ガスが圧力測定を妨害していなかったことを確認するために、ln Pを1000/Tに対してプロットした。良好なリニアフィットをR2=0.9999となるように達成した。それは永久ガスが含まれていなかったことを示している。
LnP=a+b/T
その後、ステンレススチール製のシリンジポンプにより、14.8gのHFCO−1233zdを高圧セルに装填した。0.3から3グラムの増分で蟻酸メチルをHFCO−1233zdに添加した。蟻酸メチルの添加後、圧力ボンベを注意深く秤量した。永久ガスおよび残留蟻酸メチルがPTx(圧力)測定に寄与しないように、装置のすべてのラインを注意深く評価した。結果を図1に示している。HCFO−1233zdと蟻酸メチルの種々の比率の沸点を実施例1に記載された方法により計算した。
Claims (13)
- 有効量のHCFO−1233zdとHCOOCH3とを含む共沸様組成物。
- 30〜81モル%のHCFO−1233zdおよび70〜19モル%のHCOOCH3からなる請求項1に記載の共沸様組成物。
- 101.4kPaの圧力で20℃〜24℃の沸点を有する請求項1に記載の共沸様組成物。
- 潤滑剤を更に含む請求項1に記載の組成物。
- 前記潤滑剤が、鉱油、アルキルベンゼン、ポリオールエステル、ポリアルキレングリコールおよびそれらの2種以上の組み合わせからなる群から選択される請求項4に記載の組成物。
- 請求項1に記載の共沸様組成物を含む冷媒組成物。
- 請求項6に記載の冷媒を含む冷凍システム。
- 物品を冷却する方法であって、請求項6に記載の冷媒組成物を凝縮させる工程と、その後、冷却されるべき物品の近傍で前記冷媒組成物を蒸発させる工程とを含む方法。
- 物品を加熱する方法であって、加熱されるべき物品の近傍で請求項6に記載の冷媒組成物を凝縮させる工程と、その後、前記冷媒組成物を蒸発させる工程とを含む方法。
- 噴霧されるべき材料と、請求項1に記載の共沸様組成物を含む噴射剤とを含む噴霧性組成物。
- 前記噴霧性組成物がエアゾールである請求項10に記載の噴霧性組成物。
- 請求項1に記載の共沸様組成物を含む発泡剤。
- 請求項1に記載の共沸様組成物を含む溶媒。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US11/935,663 | 2007-11-06 | ||
US11/935,663 US7479238B1 (en) | 2007-11-06 | 2007-11-06 | Azeotrope-like composition of 1,1,1-trifluoro-3-chloropropene and methyl formate |
PCT/US2008/076791 WO2009061557A1 (en) | 2007-11-06 | 2008-09-18 | Azeotrope-like composition of 1,1,1-trifluoro-3-chloropropene and methyl formate |
Publications (2)
Publication Number | Publication Date |
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JP2011503291A JP2011503291A (ja) | 2011-01-27 |
JP4951123B2 true JP4951123B2 (ja) | 2012-06-13 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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JP2010533135A Active JP4951123B2 (ja) | 2007-11-06 | 2008-09-18 | 1,1,1−トリフルオロ−3−クロロプロペンおよび蟻酸メチルの共沸様組成物 |
Country Status (7)
Country | Link |
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US (1) | US7479238B1 (ja) |
EP (1) | EP2215174B1 (ja) |
JP (1) | JP4951123B2 (ja) |
KR (1) | KR101472363B1 (ja) |
CN (1) | CN101848975B (ja) |
ES (1) | ES2534231T3 (ja) |
WO (1) | WO2009061557A1 (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2010531926A (ja) * | 2008-03-07 | 2010-09-30 | アーケマ・インコーポレイテッド | クロロ−3,3,3−トリフルオロプロペンによる安定した処方系 |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20110037016A1 (en) * | 2003-10-27 | 2011-02-17 | Honeywell International Inc. | Fluoropropene compounds and compositions and methods using same |
PL2247562T3 (pl) * | 2008-03-07 | 2018-03-30 | Arkema, Inc. | Zastosowanie R-1233 w cieczowych urządzeniach chłodzących |
US9340758B2 (en) | 2008-05-12 | 2016-05-17 | Arkema Inc. | Compositions of hydrochlorofluoroolefins |
US9926244B2 (en) | 2008-10-28 | 2018-03-27 | Honeywell International Inc. | Process for drying HCFO-1233zd |
US8163196B2 (en) * | 2008-10-28 | 2012-04-24 | Honeywell International Inc. | Azeotrope-like compositions comprising 1-chloro-3,3,3-trifluoropropene |
US8481605B2 (en) | 2009-05-21 | 2013-07-09 | Huntsman International Llc | Rigid polyurethane foam and system and method for making the same |
EP3095830B1 (en) * | 2009-06-02 | 2020-07-29 | The Chemours Company FC, LLC | Azeotropic and azeotrope-like compositions of z-1,1,1,4,4,4- hexafluoro-2-butene |
CN107022343A (zh) * | 2009-09-09 | 2017-08-08 | 霍尼韦尔国际公司 | 单氯三氟丙烯化合物和使用其的组合物和方法 |
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TW201815923A (zh) | 2005-06-24 | 2018-05-01 | 美商哈尼威爾國際公司 | 含有經氟取代之烯烴之發泡劑及組合物,及發泡方法 |
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