JPH0132212B2 - - Google Patents
Info
- Publication number
- JPH0132212B2 JPH0132212B2 JP57192586A JP19258682A JPH0132212B2 JP H0132212 B2 JPH0132212 B2 JP H0132212B2 JP 57192586 A JP57192586 A JP 57192586A JP 19258682 A JP19258682 A JP 19258682A JP H0132212 B2 JPH0132212 B2 JP H0132212B2
- Authority
- JP
- Japan
- Prior art keywords
- acid
- reaction
- propylene
- aqueous solution
- corrosion
- 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
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 33
- 239000007864 aqueous solution Substances 0.000 claims description 16
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 16
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 16
- 239000002253 acid Substances 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 11
- 238000004519 manufacturing process Methods 0.000 claims description 6
- CMPGARWFYBADJI-UHFFFAOYSA-L tungstic acid Chemical compound O[W](O)(=O)=O CMPGARWFYBADJI-UHFFFAOYSA-L 0.000 claims description 5
- INTSLZNPFOHOMS-UHFFFAOYSA-N P(=O)(=O)[Mn] Chemical compound P(=O)(=O)[Mn] INTSLZNPFOHOMS-UHFFFAOYSA-N 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 description 18
- 238000005260 corrosion Methods 0.000 description 14
- 230000007797 corrosion Effects 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 13
- 238000006703 hydration reaction Methods 0.000 description 12
- 239000000463 material Substances 0.000 description 9
- 239000011964 heteropoly acid Substances 0.000 description 7
- 230000036571 hydration Effects 0.000 description 7
- 150000001336 alkenes Chemical class 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 230000000887 hydrating effect Effects 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 229910044991 metal oxide Inorganic materials 0.000 description 3
- 150000004706 metal oxides Chemical class 0.000 description 3
- 229910001220 stainless steel Inorganic materials 0.000 description 3
- 239000010935 stainless steel Substances 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 229910052748 manganese Inorganic materials 0.000 description 2
- 239000011572 manganese Substances 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- IYDGMDWEHDFVQI-UHFFFAOYSA-N phosphoric acid;trioxotungsten Chemical compound O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.OP(O)(O)=O IYDGMDWEHDFVQI-UHFFFAOYSA-N 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000005536 corrosion prevention Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- CGFYHILWFSGVJS-UHFFFAOYSA-N silicic acid;trioxotungsten Chemical compound O[Si](O)(O)O.O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1.O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1.O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1.O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1 CGFYHILWFSGVJS-UHFFFAOYSA-N 0.000 description 1
- 239000011949 solid catalyst Substances 0.000 description 1
- -1 sulfuric acid Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Description
本発明は特定したヘテロポリ酸の水溶液中でプ
ロピレンを直接水和して相当するイソプロピルア
ルコールを製造する方法に関する。詳しくは、リ
ンモリブドタングステン酸、リンバナドタングス
テン酸、リンマンガンタングステン酸またはこれ
らの可溶性塩を溶解した水溶液中で高温高圧下に
プロピレンを水和することによつて、特に装置材
料の腐食を抑制して、イソプロピルアルコールを
製造する方法に関する。
従来、オレフインの直接水和法においては触媒
として金属酸化物などの固体触媒、ケイタングス
テンあるいはリン酸を不活性担体に担持させた触
媒、硫酸など鉱酸の液状触媒、イオン交換体触媒
などが知られている。しかしながら、これらの触
媒はそれぞれ特に工業的に水和活性、機械的強
度、装置材料の腐食などの点で問題があつた。
従つて、本出願人は、特公昭50―35051，35052
公報に記載のように、リンモリブテン酸などの溶
液触媒を希薄濃度でかつ水素イオン濃度を比較的
小さい範囲で用いて、高温高圧の条件下にオレフ
インの水和反応を行うことにより、沈澱物の生
成、装置の腐食及び副反応を抑制して、安定した
オレフインの水和方法を提案し、既に工業的に実
施化している。他方、特公昭51―13711公報には、
種々のヘテロポリ酸が挙げられ、10〜70重量％の
高濃度水溶液でかつ100〜170℃の低い温度におい
ても実用的に充分な反応速度でオレフインが水和
され、高い選択率でアルコールを得る方法が開示
され、触媒寿命も長く、しかも装置材料の腐食も
殆んど問題にならないことが記載されている。
しかして、実際の工業的な製造装置において、
装置材料の腐食は一般に可及的に抑制することが
必要である。従つて、上記の如きヘテロポリ酸の
溶液触媒を用いてオレフインの水和をして、工業
的にアルコールを製造する場合には、やはり該ヘ
テロポリ酸の低濃度水溶液で高温・高圧の条件下
に実施することが好適である。さらに、かかるヘ
テロポリ酸の低濃度水溶液で高圧下の条件下にプ
ロピレンを水和してイソプロピルアルコールを製
造する方法においても、なお一層の装置材料の腐
食を抑制することは望まれる。
本発明者らは、上記した課題に鑑み、さらに
種々のヘテロポリ酸の低濃度水溶液を用いて、高
温・高圧下にプロピレンの水和反応の研究を進め
た。その結果、各種のヘテロポリ酸のうち特定さ
れたヘテロポリ酸を用いた場合には、装置材料の
腐食が著しく抑制される効果を知見して、本発明
を提供するに至つたものである。すなわち、本発
明はリンモリブドタングステン酸、リンバナドタ
ングステン酸、リンマンガンタングステン酸また
はこれらの可溶性塩の少なくとも１種を0.1〜10
ｇ／溶解した水溶液に、プロピレンを180〜350
℃の温度下に接触させることを特徴とするイソプ
ロピルアルコールの製造方法である。
本発明によれば、特公昭50―35051，50―35052
公報に記載のケイタングステン酸などの溶液触媒
を用いる方法と同様にプロピレンを水和して収率
よくイソプロピルアルコールを得ることが出来
る。また、後記する実施例及び比較例における各
種ヘテロポリ酸の触媒水溶液を用いたステンレス
鋼に対する腐食速度の経時変化テストから、本発
明のリンモリブドタングステン酸、リンバナドタ
ングステン酸及びリンマンガンタングステン酸を
用いる場合には、特公昭50―35051，50―35052公
報に記載のケイタングステン酸、リンタングステ
ン酸などと比較して特に初期段階の腐食速度を著
しく小さく出来ることが認められる。従つて、本
発明の方法においては、装置材料として通常のス
テンレス鋼の使用も可能であり、従来法より腐食
が防止されると共に、腐食に伴う触媒活性の低下
も回避が期待できる。
本発明において、触媒成分として用いるリンモ
リブドタングステン酸、リンバナドタングステン
酸、マンガンタングステン酸またはそれらの可溶
性塩は、一般式
H3＋ｘ〔PW12−xMexO40〕・nH2O
（Me：Mo，Ｖ，Mn）
などが挙げられる。そして、本発明の方法により
工業的に装置の腐食防止を勘案して、アルコール
を収率よく製造するためには、上記した触媒成分
が水溶液中で濃度を0.1〜10好ましくは0.5〜５
ｇ／に維持することが必須である。すなわち、
0.1ｇ／以下の濃度ではプロピレンの水和反応
が十分に達成されず、イソプロピルアルコールを
収率よく製造できず、一方、10ｇ／以上の濃度
では水和活性にほとんど差異がなく、逆に装置材
料を腐食する傾向が大きくなるので実用的でな
い。
また、本発明においては、上記の触媒成分と共
水溶液中の水素イオン濃度（PH）を2.0〜4.5、好
ましくは2.5〜4.0に維持することも重要である。
すなわち、水素イオン濃度は大きいほどプロピレ
ンの水和活性を大きく出来るが、触媒成分の分解
速度が増大するため長期の触媒活性が維持でき
ず、さらに副反応や装置の腐食を促進する欠点が
ある。かかる触媒水溶液の水素イオン濃度（PH）
の調節は、上記した触媒成分を溶解した水溶液に
可溶性の塩基性物質、例えばNaOH，KOH，Ca
（OH）2，MgOなどの金属酸化物、金属酸化物、
または水酸化アンモニウムあるいは有機塩基など
触媒成分を分解せず不溶性物質を生成しないもの
を添加することが有効である。
さらに、本発明の方法においては、プロピレン
の水和条件として反応温度を180〜350℃好ましく
は200〜300℃に維持することが極めて重要であ
る。反応圧力は上記の反応温度において飽和蒸気
圧より高い圧力、すなわち液状を保ち得る圧力以
上であればよく、高圧ほどアルコールを有利に生
成できるが、一般に100〜500Kg／cm2が適当であ
る。
本発明において使用する装置は、例えば回分式
または連続式の液相直接水和用である公知の反応
装置が何ら制限なく採用できる。特に連続式を採
用する場合には、一般に反応装置として吸収塔を
用いて触媒水溶液とプロピレンとを逆流または向
流で効率よく接触せしめ、反応塔から排出する反
応液からイソプロピルアルコールを蒸留分離した
のち、残液を反応塔を循環する方法が好適であ
る。
以下、本発明の効果を実施例によつて示す。
実施例 １
ヘテロポリ酸の所定量をイオン交換水に溶解
し、表―１に示す添加アルカリでPH値を調整した
水溶液150mlを内容積300mlの銀内張製オートクレ
ーブに入れ、加熱しながらプロピレンを注入し、
所定の温度に達したらプロピレンの注入を止め、
所定時間反応させた。各種条件下の反応結果を表
―１に示した。
比較のため、PH2.9に調製したリンタングステ
ン酸水溶液150mlを用いて、実施例１のNo.２と同
じ条件下でプロピレンと反応させたところ、得ら
れたイソプロピルアルコール（IPA）の濃度は
10.9wt％で、選択率は98％であつた。
The present invention relates to a method for producing the corresponding isopropyl alcohol by directly hydrating propylene in an aqueous solution of a specified heteropolyacid. Specifically, by hydrating propylene under high temperature and pressure in an aqueous solution containing phosphomolybdotungstic acid, phosphovanadotungstic acid, phosphomanganese tungstic acid, or their soluble salts, corrosion of equipment materials is particularly inhibited. The present invention relates to a method for producing isopropyl alcohol. Conventionally, in the direct hydration method of olefins, solid catalysts such as metal oxides, catalysts with silicotungsten or phosphoric acid supported on inert carriers, liquid catalysts with mineral acids such as sulfuric acid, and ion exchange catalysts have been used. It is being However, each of these catalysts has had problems, particularly in terms of industrial hydration activity, mechanical strength, and corrosion of equipment materials. Therefore, the present applicant is
As described in the publication, the hydration reaction of olefins is carried out under conditions of high temperature and high pressure using a solution catalyst such as phosphomolybtenic acid at a dilute concentration and a hydrogen ion concentration in a relatively small range, thereby removing the precipitate. We have proposed a stable olefin hydration method that suppresses formation, equipment corrosion, and side reactions, and have already put it into industrial use. On the other hand, in the Special Publication No. 51-13711,
A method in which various heteropolyacids are mentioned, and olefins are hydrated at a practically sufficient reaction rate even at a high concentration aqueous solution of 10 to 70% by weight and at a low temperature of 100 to 170°C, and alcohol can be obtained with high selectivity. is disclosed, and it is stated that the catalyst life is long and corrosion of equipment materials hardly becomes a problem. However, in actual industrial manufacturing equipment,
Corrosion of equipment materials generally needs to be suppressed as much as possible. Therefore, when industrially producing alcohol by hydrating olefin using a heteropolyacid solution catalyst as described above, the process must be carried out using a low concentration aqueous solution of the heteropolyacid under high temperature and high pressure conditions. It is preferable to do so. Further, in the method of producing isopropyl alcohol by hydrating propylene with a low concentration aqueous solution of a heteropolyacid under high pressure conditions, it is desired to further suppress corrosion of equipment materials. In view of the above problems, the present inventors further conducted research on the hydration reaction of propylene under high temperature and high pressure using low concentration aqueous solutions of various heteropolyacids. As a result, it was discovered that when a specified heteropolyacid among various types of heteropolyacids is used, corrosion of device materials is significantly suppressed, and the present invention has been provided. That is, the present invention provides at least one of phosphomolybdotungstic acid, phosphovanadotungstic acid, phosphomanganese tungstic acid, or a soluble salt thereof in an amount of 0.1 to 10
g/propylene in the dissolved aqueous solution from 180 to 350
This is a method for producing isopropyl alcohol, which is characterized in that it is brought into contact at a temperature of .degree. According to the present invention, Japanese Patent Publication No. 50-35051, 50-35052
Isopropyl alcohol can be obtained in good yield by hydrating propylene in the same manner as the method using a solution catalyst such as tungstic silicoic acid described in the publication. In addition, from tests of corrosion rate over time on stainless steel using catalyst aqueous solutions of various heteropolyacids in Examples and Comparative Examples described later, it was found that phosphomolybdotungstic acid, phosphovanadotungstic acid, and phosphomanganese tungstic acid of the present invention were used. In some cases, it is recognized that the corrosion rate, especially at the initial stage, can be significantly reduced compared to silicotungstic acid, phosphotungstic acid, etc. described in Japanese Patent Publications No. 50-35051 and 1983-35052. Therefore, in the method of the present invention, it is possible to use ordinary stainless steel as the equipment material, and it is expected that corrosion will be prevented more than in the conventional method, and a decrease in catalytic activity due to corrosion can be avoided. In the present invention, phosphomolybdotungstic acid, phosphovanadotungstic acid, manganese tungstic acid, or a soluble salt thereof used as a catalyst component has the general formula H 3 +x[PW 12 −xMexO 40 ]·nH 2 O (Me:Mo, V, Mn), etc. In order to industrially produce alcohol in good yield by the method of the present invention, taking into consideration corrosion prevention of equipment, the concentration of the above-mentioned catalyst component in an aqueous solution must be 0.1-10, preferably 0.5-5.
g/ is essential. That is,
At a concentration of 0.1g/or less, the hydration reaction of propylene is not sufficiently achieved and isopropyl alcohol cannot be produced in good yield, while at a concentration of 10g/or more, there is almost no difference in hydration activity, and conversely, the equipment material impractical as it has a greater tendency to corrode. Further, in the present invention, it is also important to maintain the hydrogen ion concentration (PH) in the co-aqueous solution with the above catalyst components at 2.0 to 4.5, preferably 2.5 to 4.0.
That is, as the hydrogen ion concentration increases, the hydration activity of propylene can be increased, but the decomposition rate of the catalyst components increases, making it impossible to maintain long-term catalyst activity, and furthermore, there is a drawback that side reactions and equipment corrosion are promoted. Hydrogen ion concentration (PH) of such catalyst aqueous solution
The adjustment is carried out by adding soluble basic substances such as NaOH, KOH, Ca
(OH) 2 , metal oxides such as MgO, metal oxides,
Alternatively, it is effective to add something that does not decompose the catalyst component or generate insoluble substances, such as ammonium hydroxide or an organic base. Furthermore, in the method of the present invention, it is extremely important to maintain the reaction temperature at 180 to 350°C, preferably 200 to 300°C, as a propylene hydration condition. The reaction pressure may be higher than the saturated vapor pressure at the above-mentioned reaction temperature, that is, higher than the pressure at which the liquid state can be maintained.The higher the pressure, the more advantageously alcohol can be produced, but in general, 100 to 500 kg/cm 2 is suitable. As the apparatus used in the present invention, any known reaction apparatus for liquid phase direct hydration, for example, batchwise or continuous, can be employed without any restriction. In particular, when a continuous system is adopted, an absorption tower is generally used as the reaction device to efficiently bring the aqueous catalyst solution and propylene into contact with each other in reverse or countercurrent flow, and isopropyl alcohol is distilled and separated from the reaction liquid discharged from the reaction tower. , a method in which the residual liquid is circulated through the reaction tower is suitable. Hereinafter, the effects of the present invention will be illustrated by examples. Example 1 150 ml of an aqueous solution in which a predetermined amount of heteropolyacid was dissolved in ion-exchanged water and the pH value was adjusted with the added alkali shown in Table 1 was placed in a silver-lined autoclave with an internal volume of 300 ml, and propylene was injected while heating. death,
When the specified temperature is reached, stop the injection of propylene,
The reaction was allowed to take place for a predetermined period of time. Table 1 shows the reaction results under various conditions. For comparison, 150 ml of phosphotungstic acid aqueous solution prepared to pH 2.9 was reacted with propylene under the same conditions as No. 2 of Example 1, and the concentration of the obtained isopropyl alcohol (IPA) was
It was 10.9wt%, and the selectivity was 98%.
【表】
実施例 ２
直径40mm、高さ1200mm、内容積1.2の銀内張
り製高圧反応器に表―２に示す２種類のステンレ
ス鋼（15mm（巾）×70mm（長さ）×２mm（厚さ）の
形状を有する試験片）をテフロンひもでぶら下
げ、上部より反応容積１当り３Kg／Hrの割合
で表―３に示すヘテロポリ酸を含む触媒水溶液を
供給し同じく底部よりプロピレンを0.2Kg／Hrの
割合で吹き込みながら、300℃，200Kg／cm2Ｇの反
応条件で連続水和反応を行い、表―３に示す時間
経過後の腐食減量を求め、これより腐食率を算出
した。結果を一括して表―３に示した。[Table] Example 2 Two types of stainless steel shown in Table 2 (15 mm (width) x 70 mm (length) x 2 mm (thickness) ) was suspended from a Teflon string, and an aqueous catalyst solution containing the heteropolyacid shown in Table 3 was supplied from the top at a rate of 3 Kg/Hr per reaction volume, and propylene was also supplied from the bottom at a rate of 0.2 Kg/Hr. A continuous hydration reaction was carried out under the reaction conditions of 300° C. and 200 Kg/cm 2 G while blowing at the same rate, and the corrosion loss after the time shown in Table 3 was determined, and the corrosion rate was calculated from this. The results are summarized in Table 3.
【表】【table】
【表】
実施例 ３
表―２に示す材料Ｂ（形状：15mm（巾）×50mm
（長さ）×２mm（厚さ））を銀内張製オートクレー
ブに入れ、反応時間を24時間とした以外は、実施
例１のNo.２と全く同様の方法によりプロピレンの
水和反応を実施した。反応終了後の水溶液のPHを
測定した結果を一活して表―４に示した。[Table] Example 3 Material B shown in Table-2 (shape: 15 mm (width) x 50 mm
(length) x 2 mm (thickness)) was placed in a silver-lined autoclave, and the hydration reaction of propylene was carried out in the same manner as No. 2 of Example 1, except that the reaction time was 24 hours. did. Table 4 shows the results of measuring the pH of the aqueous solution after the reaction was completed.
【表】【table】
Claims (1)
ングステン酸、リンマンガンタングステン酸、ま
たはこれらの可溶性塩の少くとも１種を0.1〜10
ｇ／溶解した水溶液とプロピレンを180〜350℃
の温度下に接触させることを特徴とするイソプロ
ピルアルコールの製造方法。 ２ 水溶液のPHが2.0〜4.5である特許請求の範囲
第１項記載の製造方法。[Claims] 1. At least one of phosphomolybdotungstic acid, phosphovanadotungstic acid, phosphomanganese tungstic acid, or a soluble salt thereof in an amount of 0.1 to 10
g/dissolved aqueous solution and propylene at 180-350℃
A method for producing isopropyl alcohol, the method comprising contacting the isopropyl alcohol at a temperature of . 2. The manufacturing method according to claim 1, wherein the pH of the aqueous solution is 2.0 to 4.5.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57192586A JPS5982326A (en) | 1982-11-04 | 1982-11-04 | Preparation of alcohol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57192586A JPS5982326A (en) | 1982-11-04 | 1982-11-04 | Preparation of alcohol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5982326A JPS5982326A (en) | 1984-05-12 |
| JPH0132212B2 true JPH0132212B2 (en) | 1989-06-29 |
Family
ID=16293741
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP57192586A Granted JPS5982326A (en) | 1982-11-04 | 1982-11-04 | Preparation of alcohol |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5982326A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2017217279A1 (en) * | 2016-06-17 | 2017-12-21 | 株式会社トクヤマ | Method for producing isopropyl alcohol and isopropyl alcohol having reduced impurity content |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5562031A (en) * | 1978-10-31 | 1980-05-10 | Asahi Chem Ind Co Ltd | Preparation of tertiary butanol from mixed butylene |
-
1982
- 1982-11-04 JP JP57192586A patent/JPS5982326A/en active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5562031A (en) * | 1978-10-31 | 1980-05-10 | Asahi Chem Ind Co Ltd | Preparation of tertiary butanol from mixed butylene |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5982326A (en) | 1984-05-12 |
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