JPS6245214B2 - - Google Patents
Info
- Publication number
- JPS6245214B2 JPS6245214B2 JP53027107A JP2710778A JPS6245214B2 JP S6245214 B2 JPS6245214 B2 JP S6245214B2 JP 53027107 A JP53027107 A JP 53027107A JP 2710778 A JP2710778 A JP 2710778A JP S6245214 B2 JPS6245214 B2 JP S6245214B2
- Authority
- JP
- Japan
- Prior art keywords
- trichloroethane
- nitroalkane
- monoepoxide
- vic
- metals
- 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
Links
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 claims description 16
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 claims description 10
- 125000004971 nitroalkyl group Chemical group 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 7
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 5
- JSZOAYXJRCEYSX-UHFFFAOYSA-N 1-nitropropane Chemical compound CCC[N+]([O-])=O JSZOAYXJRCEYSX-UHFFFAOYSA-N 0.000 claims description 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 2
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 claims description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 2
- MCSAJNNLRCFZED-UHFFFAOYSA-N nitroethane Chemical compound CC[N+]([O-])=O MCSAJNNLRCFZED-UHFFFAOYSA-N 0.000 claims description 2
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 claims description 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims 1
- 229940035339 tri-chlor Drugs 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 description 11
- 239000002184 metal Substances 0.000 description 11
- 150000002739 metals Chemical class 0.000 description 10
- 239000003381 stabilizer Substances 0.000 description 9
- 230000007797 corrosion Effects 0.000 description 5
- 238000005260 corrosion Methods 0.000 description 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 239000007791 liquid phase Substances 0.000 description 3
- 230000002195 synergetic effect Effects 0.000 description 3
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- 229910001369 Brass Inorganic materials 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 229910001209 Low-carbon steel Inorganic materials 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000010951 brass Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000005238 degreasing Methods 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 239000004434 industrial solvent Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
本発明は安定化した１・１・１−トリクロルエ
タン組成物に関する。さらに詳しくは１・１・１
−トリクロルエタンに１・２−ジメトキシエタ
ン、アクリルアミド、vic−モノエポキシド及び
ニトロアルカンの四成分を添加して安定化した
１・１・１−トリクロルエタン組成物に関する。
１・１・１−トリクロルエタンは各種油類、グ
リース等の溶解度が極めて大きいうえに不熱性で
あり、更に他の塩素系炭化水素、例えば四塩化炭
素、トリクロールエチレン等に比較して人体に対
する毒性が小さい。そのため金属の脱脂洗浄その
他の工業溶剤として広く使用されている。しかし
１・１・１−トリクロルエタンの安定性はトリク
ロールエチレン、パークロールエチレン等とは著
しい相違があり、金属、特にアルミニウム等の軽
金属類及びその合金との反応性が非常に大きい
為、これらの金属類と接触していると極めて短時
間で分解が始まる。そして一度分解が始まると塩
化水素を発生しつつ爆発的に分解が進行し、同時
に金属も激しく腐蝕される。従つて１・１・１−
トリクロルエタンに特有の優れた安定剤が要求さ
れ、従来多数の安定剤が提安されて来た。
しかしながら従来の安定剤により安定化された
１・１・１−トリクロルエタンは一種の金属に対
しては安定であつても他の金属に対しては安定性
を示さない場合があり、工業的に多種類の金属に
は適用できないと云う欠点を有していた。例えば
１・１・１−トリクロルエタンは安定剤を添加し
なくても鉄、銅、亜鉛等に対して安定であるが、
アルミニウムに対して極めて有効な安定剤である
ジオキサンを添加した１・１・１−トリクロルエ
タンが鉄、銅、亜鉛等により容易に分解すること
は一般に知られている。
本発明者等は叙上の点に鑑み１・１・１−トリ
クロルエタンの安定剤につき検討を行ない１・２
−ジメトキシエタン、アクリルアミド、vic−モ
ノエポキシド及びニトロアルカンの組み合せから
成る安定剤を１・１・１−トリクロルエタンに添
加すると各添加剤の相乗効果により各種金属との
気相、及び液相に於ける接触による１・１・１−
トリクロルエタンの分解および金属の腐蝕を防止
できることを知得した。
本発明におけるvic−モノエポキシドとしては
プロピレンオキシド、エピクロルヒドリン、グリ
シドール、ブチレンオキシド等が好ましく内一種
又は二種以上の組み合せによつて用いることもで
きる。またニトロアルカンとしてはニトロメタ
ン、ニトロエタン、ニトロプロパン等が好まし
く、これも内一種又は二種以上の組み合せによく
用いることができる。
好ましい安定剤の添加量は相乗効果を与える各
成分の組み合せ量、各成分の沸点等により決定さ
れ、１・１・１−トリクロルエタンの重量に対し
て１・２−ジメトキシエタン１〜10％、アクリル
アミド0.00001〜0.1％、vic−モノエポキシド0.01
〜２％、ニトロアルカン0.01〜２％が好ましい。
本発明により安定化された１・１・１−トリク
ロルエタンは、１・２−ジメトキシエタンとニト
ロアルカン以下実施例で示す如く多くの種類の金
属と気相、或いは液相に於て接触しても優れた安
定性を示す。
以下に本発明を実施例及び比較例により詳細に
説明する。
実施例 １〜３
表面を十分に磨いたアルミニウム片、軟鋼片、
銅片、真鍮片（各々13×75×１mm）を試験片とし
た。150mlのフラスコに１・１・１−トリクロル
エタン100mlと所定量の安定剤を入れ、上記四種
の試験片を気液両相に存在するようにフラスコ内
に置く。フラスコに還流コンデンサーをつけて24
時間還流を行なつた後、試験片およびその液の状
態を観察し次の基準に基づき判定を行なつた。そ
の結果を表１に示す。
判定記号 試験片の状態 液の状態
Ａ 変化なし 変化なし
Ｂ わずか腐蝕 淡黄色
Ｃ 中程度の腐蝕 黄 色
Ｄ かなりの腐蝕 褐 色
Ｅ 激しい腐食 黒 色
（タール状）
The present invention relates to stabilized 1,1,1-trichloroethane compositions. For more details 1.1.1
- A 1,1,1-trichloroethane composition stabilized by adding four components, 1,2-dimethoxyethane, acrylamide, vic-monoepoxide, and nitroalkane, to trichloroethane. 1.1.1-Trichloroethane has extremely high solubility in various oils, greases, etc., is nonthermal, and is also less harmful to the human body than other chlorinated hydrocarbons, such as carbon tetrachloride and trichlorethylene. Low toxicity. Therefore, it is widely used as an industrial solvent for cleaning and degreasing metals. However, the stability of 1,1,1-trichloroethane is significantly different from that of trichlorethylene, perchlorethylene, etc., and its reactivity with metals, especially light metals such as aluminum and their alloys, is extremely high. If it comes into contact with other metals, it will begin to decompose in a very short time. Once decomposition begins, it progresses explosively while producing hydrogen chloride, and metals are also severely corroded at the same time. Therefore 1・1・1−
An excellent stabilizer specific to trichloroethane is required, and a large number of stabilizers have been proposed in the past. However, even if 1,1,1-trichloroethane stabilized with conventional stabilizers is stable against one type of metal, it may not be stable against other metals, so it is not suitable for industrial use. It has the disadvantage that it cannot be applied to many types of metals. For example, 1,1,1-trichloroethane is stable against iron, copper, zinc, etc. without adding stabilizers.
It is generally known that 1,1,1-trichloroethane added with dioxane, which is a very effective stabilizer for aluminum, is easily decomposed by iron, copper, zinc, and the like. In view of the above points, the present inventors investigated stabilizers for 1,1,1-trichloroethane, and 1.2
- When a stabilizer consisting of a combination of dimethoxyethane, acrylamide, vic-monoepoxide, and nitroalkane is added to 1,1,1-trichloroethane, the synergistic effect of each additive causes a synergistic effect between the various metals in the gas phase and liquid phase. 1・1・1− due to contact
It was found that the decomposition of trichloroethane and the corrosion of metals can be prevented. As the vic-monoepoxide in the present invention, propylene oxide, epichlorohydrin, glycidol, butylene oxide, etc. are preferred, and one or a combination of two or more of these can be used. Further, as the nitroalkane, nitromethane, nitroethane, nitropropane, etc. are preferable, and one or more of these can be used in combination. The preferred amount of stabilizer added is determined by the combination amount of each component that gives a synergistic effect, the boiling point of each component, etc. 1-10% of 1,2-dimethoxyethane, based on the weight of 1,1,1-trichloroethane; Acrylamide 0.00001~0.1%, vic-monoepoxide 0.01
-2%, preferably nitroalkane 0.01-2%. The 1,1,1-trichloroethane stabilized according to the present invention is 1,2-dimethoxyethane and nitroalkane.As shown in the following examples, the 1,1,1-trichloroethane stabilized by the present invention is in contact with many kinds of metals in the gas phase or liquid phase. also shows excellent stability. The present invention will be explained in detail below using Examples and Comparative Examples. Examples 1 to 3 Aluminum pieces, mild steel pieces with sufficiently polished surfaces,
A copper piece and a brass piece (each 13 x 75 x 1 mm) were used as test pieces. Put 100 ml of 1,1,1-trichloroethane and a predetermined amount of stabilizer into a 150 ml flask, and place the above four types of test pieces in the flask so that they are present in both gas and liquid phases. Attach a reflux condenser to the flask and
After refluxing for a period of time, the condition of the test piece and the liquid was observed and judged based on the following criteria. The results are shown in Table 1. Judgment symbol Test piece condition Liquid condition A No change No change B Slight corrosion Pale yellow C Moderate corrosion Yellow D Considerable corrosion Brown E Severe corrosion Black (tar-like)
【表】【table】
Claims (1)
メトキシエタンとアクリルアミドとvic−モノエ
ポキシドとニトロアルカンの４成分を組み合せて
添加し安定化した１・１・１−トリクロルエタン
組成物。 ２ ニトロアルカンがニトロメタン、ニトロエタ
ンおよびニトロプロパンから選ばれた１種又は２
種以上の混合物である特許請求の範囲第１項に記
載の組成物。 ３ １・１・１−トリクロルエタンの重量に対し
て１・２−ジメトキシエタン１〜10％、アクリル
アミド0.00001〜0.1％、vic−モノエポキシド0.01
〜２％およびニトロアルカン0.01〜２％を添加し
た特許請求の範囲第１項に記載の組成物。 ４ vic−モノエポキシドがプロピレンオキシ
ド、エピクロルヒドリン、グリシドールおよびブ
チレンオキシドから選ばれた１種又は２種以上の
混合物である特許請求の範囲第１項に記載の組成
物。[Claims] 1. 1.1.1-Trichlor which is stabilized by adding a combination of four components: 1.2-dimethoxyethane, acrylamide, vic-monoepoxide and nitroalkane to 1.1.1-trichloroethane. Ethane composition. 2 The nitroalkane is one or two selected from nitromethane, nitroethane and nitropropane.
The composition according to claim 1, which is a mixture of more than one species. 3 Based on the weight of 1,1,1-trichloroethane, 1,2-dimethoxyethane 1-10%, acrylamide 0.00001-0.1%, vic-monoepoxide 0.01
2% and 0.01-2% nitroalkane. 4. The composition according to claim 1, wherein the vic-monoepoxide is one or a mixture of two or more selected from propylene oxide, epichlorohydrin, glycidol, and butylene oxide.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2710778A JPS54119404A (en) | 1978-03-09 | 1978-03-09 | Stabilized 1*1*11trichloroethane composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2710778A JPS54119404A (en) | 1978-03-09 | 1978-03-09 | Stabilized 1*1*11trichloroethane composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS54119404A JPS54119404A (en) | 1979-09-17 |
| JPS6245214B2 true JPS6245214B2 (en) | 1987-09-25 |
Family
ID=12211850
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2710778A Granted JPS54119404A (en) | 1978-03-09 | 1978-03-09 | Stabilized 1*1*11trichloroethane composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS54119404A (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5035042A (en) * | 1973-08-01 | 1975-04-03 | ||
| JPS5318502A (en) * | 1976-08-05 | 1978-02-20 | Kanto Denka Kogyo Kk | Stabilized 1*1*11trichloroethane |
-
1978
- 1978-03-09 JP JP2710778A patent/JPS54119404A/en active Granted
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5035042A (en) * | 1973-08-01 | 1975-04-03 | ||
| JPS5318502A (en) * | 1976-08-05 | 1978-02-20 | Kanto Denka Kogyo Kk | Stabilized 1*1*11trichloroethane |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS54119404A (en) | 1979-09-17 |
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