JPS6137253B2 - - Google Patents
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- Publication number
- JPS6137253B2 JPS6137253B2 JP53023454A JP2345478A JPS6137253B2 JP S6137253 B2 JPS6137253 B2 JP S6137253B2 JP 53023454 A JP53023454 A JP 53023454A JP 2345478 A JP2345478 A JP 2345478A JP S6137253 B2 JPS6137253 B2 JP S6137253B2
- Authority
- JP
- Japan
- Prior art keywords
- solvent
- stabilization method
- weight
- alcohol
- parts
- 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.)
- Expired
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- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 claims description 37
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 33
- 239000002904 solvent Substances 0.000 claims description 27
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 21
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 17
- 239000000203 mixture Substances 0.000 claims description 16
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 14
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 claims description 10
- 239000003495 polar organic solvent Substances 0.000 claims description 8
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims description 7
- -1 acetylene alcohol Chemical compound 0.000 claims description 7
- 230000000087 stabilizing effect Effects 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- JQZGUQIEPRIDMR-UHFFFAOYSA-N 3-methylbut-1-yn-1-ol Chemical compound CC(C)C#CO JQZGUQIEPRIDMR-UHFFFAOYSA-N 0.000 claims description 2
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 2
- QXLPXWSKPNOQLE-UHFFFAOYSA-N methylpentynol Chemical compound CCC(C)(O)C#C QXLPXWSKPNOQLE-UHFFFAOYSA-N 0.000 claims description 2
- 229960002238 methylpentynol Drugs 0.000 claims description 2
- TVDSBUOJIPERQY-UHFFFAOYSA-N prop-2-yn-1-ol Chemical compound OCC#C TVDSBUOJIPERQY-UHFFFAOYSA-N 0.000 claims description 2
- 230000006641 stabilisation Effects 0.000 claims 12
- 238000011105 stabilization Methods 0.000 claims 12
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 14
- 229910052725 zinc Inorganic materials 0.000 description 12
- 239000011701 zinc Substances 0.000 description 12
- 230000007797 corrosion Effects 0.000 description 10
- 238000005260 corrosion Methods 0.000 description 10
- 239000003381 stabilizer Substances 0.000 description 9
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- XKGKLYUXFRFGKU-UHFFFAOYSA-N CC.F.F.F Chemical compound CC.F.F.F XKGKLYUXFRFGKU-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- 230000004907 flux Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- BOSAWIQFTJIYIS-UHFFFAOYSA-N 1,1,1-trichloro-2,2,2-trifluoroethane Chemical compound FC(F)(F)C(Cl)(Cl)Cl BOSAWIQFTJIYIS-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- IHJUECRFYCQBMW-UHFFFAOYSA-N 2,5-dimethylhex-3-yne-2,5-diol Chemical compound CC(C)(O)C#CC(C)(C)O IHJUECRFYCQBMW-UHFFFAOYSA-N 0.000 description 1
- ZWNMRZQYWRLGMM-UHFFFAOYSA-N 2,5-dimethylhexane-2,5-diol Chemical compound CC(C)(O)CCC(C)(C)O ZWNMRZQYWRLGMM-UHFFFAOYSA-N 0.000 description 1
- NUYADIDKTLPDGG-UHFFFAOYSA-N 3,6-dimethyloct-4-yne-3,6-diol Chemical compound CCC(C)(O)C#CC(C)(O)CC NUYADIDKTLPDGG-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- XBPCUCUWBYBCDP-UHFFFAOYSA-N Dicyclohexylamine Chemical compound C1CCCCC1NC1CCCCC1 XBPCUCUWBYBCDP-UHFFFAOYSA-N 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- 229910000640 Fe alloy Inorganic materials 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 238000005536 corrosion prevention Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- NBVXSUQYWXRMNV-OUBTZVSYSA-N fluoromethane Chemical class F[13CH3] NBVXSUQYWXRMNV-OUBTZVSYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 238000005476 soldering Methods 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
本発明は、三弗化三塩化エタンの安定化法に関
し、更に詳しく言えば、１・１・２−三弗化三塩
化エタンとエタノール、アセトン、塩化メチレ
ン、イソプロパノールの如き極性有機溶剤との混
合物に、特定アセチレン系アルコールの有効量
を、必要に応じてニトロメタンと組合せて添加混
合することからなる、亜鉛の如き金属の腐食を有
利に抑制した三弗化三塩化エタンの安定化法に関
するものである。
１・１・２−三弗化三塩化エタン（以下、Ｒ−
113と略記する）は、洗浄剤あるいは溶剤として
広く使用されており、特に優れた選択的溶解力を
有するために、他のトリクロルエチレンやテトラ
クロルエチレンなどのようにプラスチツクなどの
基材を溶解又は膨潤する欠点なく有効に汚れを除
去できる利点がある。而して、該Ｒ−113単独で
は除去し難い汚れ、例えばロジンフラツクスのよ
うなハンダ付フラツクスによる汚れを除去するた
め、あるいはその他洗浄力を向上させるため、更
には各種用途への適用を考慮して、Ｒ−113にメ
タノール、エタノール、アセトン、塩化メチレ
ン、イソプロパノールの如き極性有機溶剤を混合
して使用することが提案されている。
然るに、前記の如きＲ−113を含有する溶剤に
より、ある種の金属、例えば亜鉛、亜鉛鍍金、ア
ルミニウム、鉄、鉄合金などを洗浄すると、錆を
発生させたり、かゝる金属、特に亜鉛などを腐食
させる欠点が認められる。かゝる欠点は、被洗浄
物である精密器機、電気部品などが亜鉛部品や亜
鉛鍍金部品などを包含する場合に重大な問題を生
ずる。従来より、Ｒ−113を含有する溶剤の安定
剤としては、各種化合物が提案され、特にニトロ
メタンが良いとされている。例えば、特開昭48−
378号公報、特公昭51−41593号公報、特開昭50−
80983号公報、米国特許第3085116号明細書、特開
昭52−71405号公報などを参照。
本発明者は、Ｒ−113とエタノール、アセト
ン、塩化メチレンとの共沸混合物、Ｒ−113とイ
ソプロパノールとの非共沸混合物などＲ−113と
極性有機溶剤との混合物に、亜鉛製部品を浸漬し
ておくと、亜鉛が腐食し、亜鉛表面生成物は酸化
亜鉛である（Ｘ線回折により確認）ということを
認めた。また、亜鉛腐食が発生した液を分析する
と塩素イオンの存在が確認され、Ｒ−113が分解
していることが判明した。而して、かゝる難点
は、Ｒ−113を含有する溶剤中にアセチレン系ア
ルコールの少量を添加することにより、有効に解
消されることを見出すに至つた。しかも、かゝる
腐食防止効果は、アセチレン系アルコールとニト
ロメタンを併用することにより、更に向上すると
いうことをも見出したものである。
本発明においては、安定剤として一価のアセチ
レン系アルコールを使用することが重要である。
即ち、プロパルギルアルコール、１−ブチン−３
−オール、メチルブチノール、メチルペンチノー
ルの如き炭素数３〜９個、特に３〜６個の一価の
アセチレン系アルコールが、Ｒ−113と極性有機
溶剤との混合物による亜鉛などの腐食を有効に防
止し得る。例えば、アルコール性水酸基を有する
化合物と三塩化弗化メタンなどとの反応を抑制す
る安定剤として従来より知られているプロピレン
オキサイド、ブチレンオキサイド、エピクロルヒ
ドリン、α−メチルスチレン、ビニルトルエンな
どは、本発明のＲ−113を含む溶剤の安定剤とし
て効果が認められず、また２・５−ジメチル−３
−ヘキシン−２・５−ジオール、３・６−ジメチ
ル−４−オクチン−３・６−ジオール、２・４・
７・９−テトラメチル−５−デシン−４・７−ジ
オール、２・５−ジメチルヘキサン−２・５−ジ
オール、シクロヘキシルアミン、ジシクロヘキシ
ルアミン、アセトニトリル、シクロヘキサンなど
も本発明における効果が認められない。
かくして、本発明は、前記知見に基いて完成さ
れたものであり、１・１・２−三弗化三塩化エタ
ンを含有する溶剤に一価のアセチレン系アルコー
ルの有効量を添加することを特徴とする三弗化三
塩化エタンの安定化法を新規に提供するものであ
る。また、本発明は、１・１・２−三弗化三塩化
エタンを含有する溶剤に一価のアセチレン系アル
コール及びニトロメタンを添加することを特徴と
する三弗化三塩化エタンの安定化法をも新規に提
供するものである。
本発明において、Ｒ−113を含有する溶剤とし
ては、Ｒ−113と極性有機溶剤の混合物であれ
ば、特に限定されることなく、広範囲にわたつて
例示可能である。Ｒ−113と混合使用される極性
有機溶剤の具体例は、メタノール、エタノール、
イソプロパノールなどのアルコール類、アセト
ン、塩化メチレン、アセトニトリル、１・２−ジ
クロルエタンなどがあり、これらは一種類あるい
は二種類以上でＲ−113と混合使用され得る。而
して、本発明におけるＲ−113を含有する溶剤
は、共沸組成物でも非共沸組成物でも良い。通常
は、Ｒ−113を50重量％以上含有する溶剤が例示
され、例えば、Ｒ−113（96重量％）とエタノー
ル（４重量％）の共沸混合物、Ｒ−113（87.5重
量％）とアセトン（12.5重量％）の共沸混合物、
Ｒ−113（50.5重量）と塩化メチレン（49.5重量
％）の共沸混合物、及びＲ−113（65重量％）と
イソプロパノール（35重量％）の非共沸混合物な
どが好適なものとして例示され得る。
本発明において、一価のアセチレン系アルコー
ルの添加量は、有効量であれば特に限定されない
が、通常はＲ−113含有溶剤の100重量部当り、
0.01〜８重量部、好ましくは0.1〜５重量部が採
用され得る。また、ニトロメタンを併用する場合
には、Ｒ−113含有溶剤100重量部当り、ニトロメ
タンを0.005〜0.5重量部、好ましくは0.01〜0.1重
量部の添加量が採用され得る。
勿論、本発明の作用効果を阻害しない限り、ア
セチレン系アルコール及びニトロメタン以外の化
合物を添加したり、溶剤成分としてＲ−113及び
極性有機溶剤以外のものを添加使用しても良い。
本発明によつて安定化されたＲ−113含有溶剤
は、亜鉛などの腐食傾向が抑制されているので、
各種用途に有利に採用され得る。例えば、亜鉛ダ
イキヤスト製自動車部品（ステアリング部品、キ
ーケースなど）、亜鉛ダイキヤスト製リレーケー
ス、亜鉛メツキ製電子部品などの脱脂洗浄に用い
られる。
次に、本発明の効果を明らかにするために、各
種安定剤化合物を添加した場合、添加しない場合
について、各種のＲ−113含有溶剤中への亜鉛メ
ツキ板の浸漬加熱試験の結果を示す。加熱試験法
は、次の通り実施した。即ち、溶剤試料として、
次の四種類の組成の共沸または非共沸混合物を使
用した。
AE（Ｒ−113：96重量％とエタノール：４重量％
の共沸混合物）
AC（Ｒ−113：87.5重量％とアセトン：12.5重量
％の共沸混合物）
AM（Ｒ−113：50.5重量％と塩化メチレン：49.5
重量％の共沸混合物）
AP（Ｒ−113：65重量％とイソプロパノール：35
重量％の非共沸混合物）
これらの試料に安定剤を所定量添加混合し、こ
れを亜鉛メツキ板（80×８×１mm）と共に耐圧ガ
ラス容器に入れる。エア−バス中で温度を70℃に
保持し、16時間加熱処理する。Ｒ−113の分解が
生起すると塩素イオンが生成するので、加熱処理
後の溶剤中の塩素イオン量を調べることにより、
その分解の程度が判り、また亜鉛メツキ板の表面
状態により、亜鉛に対する腐食度合が判る。亜鉛
の表面状態は、５：腐食なし、４：1/4程度腐
食、３：1/2程度腐食、２：3/4程度腐食、１：全
面腐食の５段階評価により調べた。下記第１表に
本発明安定剤の種類、添加量、及び溶剤試料を変
えた場合に得られる結果を、下記第２表に他の安
定剤化合物又は安定剤を添加しない場合の結果
を、また下記第３表にアセチレン系アルコールと
ニトロメタンを併用した場合の結果を、夫々まと
めて示す。
The present invention relates to a method for stabilizing 1,1,2-trifluorotrichloride ethane and a polar organic solvent such as ethanol, acetone, methylene chloride or isopropanol. This invention relates to a method for stabilizing ethane trifluoride and trichloride, which advantageously inhibits corrosion of metals such as zinc, which comprises adding and mixing an effective amount of a specific acetylenic alcohol, optionally in combination with nitromethane. be. 1,1,2-trifluorotrichloride ethane (hereinafter referred to as R-
(abbreviated as 113) is widely used as a cleaning agent or solvent, and because it has particularly excellent selective dissolving power, it is used to dissolve or dissolve base materials such as plastics like other trichlorethylene and tetrachlorethylene. It has the advantage of being able to effectively remove stains without the disadvantage of swelling. Therefore, the R-113 can be used to remove stains that are difficult to remove by itself, such as stains caused by soldering flux such as rosin flux, or to improve cleaning power, and also to be used in various applications. Therefore, it has been proposed to use R-113 in combination with a polar organic solvent such as methanol, ethanol, acetone, methylene chloride, or isopropanol. However, when certain metals, such as zinc, zinc-plated, aluminum, iron, and iron alloys, are cleaned with a solvent containing R-113 as described above, it may cause rust or damage to such metals, especially zinc. The disadvantage of corrosion is recognized. Such drawbacks cause serious problems when the objects to be cleaned, such as precision instruments or electrical parts, include zinc parts or galvanized parts. Conventionally, various compounds have been proposed as stabilizers for solvents containing R-113, and nitromethane is said to be particularly good. For example, JP-A-48-
Publication No. 378, Japanese Patent Publication No. 41593 (1983), Japanese Patent Publication No. 1983 (1977)
See Publication No. 80983, US Pat. No. 3,085,116, Japanese Patent Application Laid-Open No. 71405/1983, etc. The present inventor immersed zinc parts in a mixture of R-113 and a polar organic solvent, such as an azeotropic mixture of R-113 and ethanol, acetone, and methylene chloride, and a non-azeotropic mixture of R-113 and isopropanol. When left untreated, the zinc corroded and the zinc surface product was found to be zinc oxide (as confirmed by X-ray diffraction). Furthermore, when the liquid in which zinc corrosion occurred was analyzed, the presence of chlorine ions was confirmed, indicating that R-113 had decomposed. It has therefore been found that such difficulties can be effectively overcome by adding a small amount of acetylenic alcohol to the solvent containing R-113. Furthermore, it has been discovered that such corrosion prevention effect can be further improved by using acetylene alcohol and nitromethane together. In the present invention, it is important to use a monohydric acetylenic alcohol as a stabilizer.
That is, propargyl alcohol, 1-butyne-3
- Monohydric acetylenic alcohols with 3 to 9 carbon atoms, especially 3 to 6 carbon atoms, such as ol, methylbutynol, and methylpentynol, are effective against corrosion of zinc and other materials caused by a mixture of R-113 and a polar organic solvent. can be prevented. For example, propylene oxide, butylene oxide, epichlorohydrin, α-methylstyrene, vinyltoluene, etc., which are conventionally known as stabilizers that inhibit the reaction between compounds having an alcoholic hydroxyl group and trichlorinated fluoromethane, etc., can be used in the present invention. No effect was observed as a stabilizer for solvents containing R-113, and 2,5-dimethyl-3
-hexyne-2,5-diol, 3,6-dimethyl-4-octyne-3,6-diol, 2,4.
7,9-tetramethyl-5-decyne-4,7-diol, 2,5-dimethylhexane-2,5-diol, cyclohexylamine, dicyclohexylamine, acetonitrile, cyclohexane, etc. are also not effective in the present invention. Thus, the present invention has been completed based on the above findings, and is characterized by adding an effective amount of monovalent acetylenic alcohol to a solvent containing 1,1,2-trifluorotrichloride ethane. The present invention provides a new method for stabilizing ethane trifluoride and trichloride. The present invention also provides a method for stabilizing trifluorotrichloroethane, which is characterized by adding monovalent acetylenic alcohol and nitromethane to a solvent containing 1,1,2-trifluorotrichloroethane. is also newly provided. In the present invention, the solvent containing R-113 is not particularly limited and can be exemplified over a wide range as long as it is a mixture of R-113 and a polar organic solvent. Specific examples of polar organic solvents used in combination with R-113 include methanol, ethanol,
Examples include alcohols such as isopropanol, acetone, methylene chloride, acetonitrile, and 1,2-dichloroethane, and these may be used alone or in combination with R-113. Therefore, the solvent containing R-113 in the present invention may be an azeotropic composition or a non-azeotropic composition. Typically, solvents containing 50% by weight or more of R-113 are exemplified, such as an azeotrope of R-113 (96% by weight) and ethanol (4% by weight), R-113 (87.5% by weight) and acetone. (12.5% by weight) azeotrope,
Suitable examples include an azeotrope of R-113 (50.5% by weight) and methylene chloride (49.5% by weight) and a non-azeotropic mixture of R-113 (65% by weight) and isopropanol (35% by weight). . In the present invention, the amount of monovalent acetylenic alcohol added is not particularly limited as long as it is an effective amount, but usually per 100 parts by weight of the R-113-containing solvent,
0.01 to 8 parts by weight, preferably 0.1 to 5 parts by weight may be employed. When nitromethane is used in combination, the amount of nitromethane added may be 0.005 to 0.5 parts by weight, preferably 0.01 to 0.1 parts by weight, per 100 parts by weight of the R-113-containing solvent. Of course, compounds other than acetylenic alcohol and nitromethane may be added, and solvent components other than R-113 and polar organic solvents may be added as long as they do not impede the effects of the present invention. Since the R-113-containing solvent stabilized by the present invention has a suppressed tendency to corrode zinc, etc.,
It can be advantageously employed in various applications. For example, it is used to degrease and clean zinc die-cast automobile parts (steering parts, key cases, etc.), zinc die-cast relay cases, galvanized electronic parts, etc. Next, in order to clarify the effects of the present invention, the results of immersion heating tests of galvanized plates in various R-113-containing solvents are shown with and without the addition of various stabilizer compounds. The heating test method was carried out as follows. That is, as a solvent sample,
Azeotropic or non-azeotropic mixtures of the following four compositions were used: AE (R-113: 96% by weight and ethanol: 4% by weight
AC (azeotrope of R-113: 87.5 wt% and acetone: 12.5 wt%) AM (R-113: 50.5 wt% and methylene chloride: 49.5
azeotrope) AP (R-113: 65% by weight and isopropanol: 35% by weight)
Non-azeotropic mixture (% by weight) A predetermined amount of stabilizer was added and mixed to these samples, and this was placed in a pressure-resistant glass container together with a galvanized plate (80 x 8 x 1 mm). The temperature is maintained at 70°C in an air bath and heat treated for 16 hours. Chlorine ions are generated when R-113 decomposes, so by examining the amount of chlorine ions in the solvent after heat treatment,
The degree of decomposition can be determined, and the degree of corrosion to zinc can be determined from the surface condition of the galvanized plate. The surface condition of zinc was evaluated using a five-level evaluation system: 5: no corrosion, 4: about 1/4 corrosion, 3: about 1/2 corrosion, 2: about 3/4 corrosion, and 1: total corrosion. Table 1 below shows the results obtained when the type, amount added, and solvent sample of the stabilizer of the present invention were changed, and Table 2 below shows the results when other stabilizer compounds or no stabilizer were added. Table 3 below summarizes the results when acetylenic alcohol and nitromethane were used together.
【表】【table】
【表】【table】
【表】【table】
Claims (1)
溶剤に一価のアセチレン系アルコールの有効量を
添加することを特徴とする三弗化三塩化エタンの
安定化法。 ２ 溶剤が１・１・２−三弗化三塩化エタンと極
性有機溶剤の混合物である特許請求の範囲第１項
記載の安定化法。 ３ 溶剤が１・１・２−三弗化三塩化エタンとエ
タノールの混合物である特許請求の範囲第１項又
は第２項記載の安定化法。 ４ 溶剤が１・１・２−三弗化三塩化エタンとア
セトンの混合物である特許請求の範囲第１項又は
第２項記載の安定化法。 ５ 溶剤が１・１・２−三弗化三塩化エタンと塩
化メチレンの混合物である特許請求の範囲第１項
又は第２項記載の安定化法。 ６ 溶剤が１・１・２−三弗化三塩化エタンとイ
ソプロパノールの混合物である特許請求の範囲第
１項又は第２項記載の安定化法。 ７ アセチレン系アルコールの添加量が溶剤100
重量部当り0.01〜８重量部である特許請求の範囲
第１項記載の安定化法。 ８ アセチレン系アルコールが炭素数３〜９個の
アルコールである特許請求の範囲第１項又は第７
項記載の安定化法。 ９ アセチレン系アルコールがプロパルギルアル
コールである特許請求の範囲第８項記載の安定化
法。 １０ アセチレン系アルコールが１−ブチン−３
−オールである特許請求の範囲第８項記載の安定
化法。 １１ アセチレン系アルコールがメチルブチノー
ルである特許請求の範囲第８項記載の安定化法。 １２ アセチレン系アルコールがメチルペンチノ
ールである特許請求の範囲第８項記載の安定化
法。 １３ １・１・２−三弗化三塩化エタンを含有す
る溶剤に一価のアセチレン系アルコール及びニト
ロメタンを添加することを特徴とする三弗化三塩
化エタンの安定化法。 １４ 溶剤100重量部当りアセチレン系アルコー
ル0.01〜８重量部及びニトロメタン0.005〜0.5重
量部の添加量を採用する特許請求の範囲第１３項
記載の安定化法。[Claims] 1. Stabilization of trifluorotrichloride ethane characterized by adding an effective amount of monovalent acetylenic alcohol to a solvent containing 1,1,2-trifluorotrichloride ethane Law. 2. The stabilization method according to claim 1, wherein the solvent is a mixture of 1,1,2-trifluorotrichloroethane and a polar organic solvent. 3. The stabilization method according to claim 1 or 2, wherein the solvent is a mixture of 1,1,2-trifluorotrichloroethane and ethanol. 4. The stabilization method according to claim 1 or 2, wherein the solvent is a mixture of 1,1,2-trifluorotrichloroethane and acetone. 5. The stabilization method according to claim 1 or 2, wherein the solvent is a mixture of 1,1,2-trifluorotrichloroethane and methylene chloride. 6. The stabilization method according to claim 1 or 2, wherein the solvent is a mixture of 1,1,2-trifluorotrichloroethane and isopropanol. 7 The amount of acetylene alcohol added is 100% of the solvent
The stabilization method according to claim 1, wherein the amount is 0.01 to 8 parts by weight. 8. Claim 1 or 7, wherein the acetylenic alcohol is an alcohol having 3 to 9 carbon atoms.
Stabilization method described in section. 9. The stabilization method according to claim 8, wherein the acetylenic alcohol is propargyl alcohol. 10 Acetylenic alcohol is 1-butyne-3
- all.The stabilizing method according to claim 8, wherein 11. The stabilization method according to claim 8, wherein the acetylenic alcohol is methylbutynol. 12. The stabilization method according to claim 8, wherein the acetylenic alcohol is methylpentynol. 13 A method for stabilizing trifluorotrichloride ethane, which comprises adding a monovalent acetylenic alcohol and nitromethane to a solvent containing 1,1,2-trifluorotrichloride ethane. 14. The stabilization method according to claim 13, which employs the addition amount of 0.01 to 8 parts by weight of acetylenic alcohol and 0.005 to 0.5 parts by weight of nitromethane per 100 parts by weight of the solvent.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2345478A JPS54117407A (en) | 1978-03-03 | 1978-03-03 | Stabilization of trichlorotrifluoroethane |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2345478A JPS54117407A (en) | 1978-03-03 | 1978-03-03 | Stabilization of trichlorotrifluoroethane |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS54117407A JPS54117407A (en) | 1979-09-12 |
| JPS6137253B2 true JPS6137253B2 (en) | 1986-08-22 |
Family
ID=12110939
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2345478A Granted JPS54117407A (en) | 1978-03-03 | 1978-03-03 | Stabilization of trichlorotrifluoroethane |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS54117407A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100371498C (en) * | 2004-09-11 | 2008-02-27 | 中国石油化工股份有限公司 | Acid liquor corrosion inhibitor and preparation thereof |
-
1978
- 1978-03-03 JP JP2345478A patent/JPS54117407A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS54117407A (en) | 1979-09-12 |
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