JPS5811860B2 - Pillow Runo Seizouhou - Google Patents
Pillow Runo SeizouhouInfo
- Publication number
- JPS5811860B2 JPS5811860B2 JP49022162A JP2216274A JPS5811860B2 JP S5811860 B2 JPS5811860 B2 JP S5811860B2 JP 49022162 A JP49022162 A JP 49022162A JP 2216274 A JP2216274 A JP 2216274A JP S5811860 B2 JPS5811860 B2 JP S5811860B2
- Authority
- JP
- Japan
- Prior art keywords
- alumina
- catalyst
- pyrrole
- seizouhou
- runo
- 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
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
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pyrrole Compounds (AREA)
Description
【発明の詳細な説明】
本発明はシリカアルミナを主成分とする触媒の存在下に
フランとアンモニアを気相において接触させピロールを
合成する方法に関するものである。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for synthesizing pyrrole by contacting furan and ammonia in the gas phase in the presence of a catalyst containing silica-alumina as a main component.
ピロールはコールタールに含まれている他、骨油や粘液
酸アンモニウムの乾留あるいは琥珀酸イミドの亜鉛−酢
酸還元により製造されるがこれら何れの方法をとっても
副生成物の多いことや原料事情などを考慮すればピロー
ルを工業的に生産するのに適しているとはいえない。Pyrrole is contained in coal tar, and can also be produced by dry distillation of bone oil or ammonium mucilage acid, or by reduction of succinimide with zinc-acetic acid. Considering this, it cannot be said that it is suitable for industrially producing pyrrole.
一方、フランからピロールを製造する方法としてアルミ
ナ触媒やシリカアルミナ触媒を用いる公知技術にはＹｕ
、に、Ｙｕｒ’ｅｖ、Ｖｅｓｔ １ｎｉｋ Ｍｏ５ｋｏ
ｖＵｎｉｖ、、Ｓｅｒ、Ｍａｔ、Ｍｅｋｋ、＋Ａｓｔｒ
ｏｎ Ｆｉｚ ｉＫｈｉｍ １１ Ｎｏ、２１５
３〜９（１９５６）あるいは米国特許第２，６００，２
８９号などがある。On the other hand, as a method for producing pyrrole from furan, Yu
, to Yur'ev, Vest 1nik Mo5ko
vUniv, , Ser, Mat, Mekk, +Astr
on Fiz iKhim 11 No, 215
3-9 (1956) or U.S. Patent No. 2,600,2
There are issues such as No. 89.
これらの報告によれば４５０〜５００℃でフランとアン
モニアをγアルミナ触媒あるいはシリカアルミナ触媒に
接触させピロールを製造しているが、これらの収率はた
かだか５０％どまりである。According to these reports, pyrrole is produced by bringing furan and ammonia into contact with a γ-alumina catalyst or a silica-alumina catalyst at 450 to 500°C, but the yield is only 50% at most.
そこで本発明者らはフランとアンモニアの気相接触反応
によるピロール合成の収率改善を目的として鋭意研究を
進めた結果、従来法よりも高収率、高選択率でピロール
を製造する触媒組成物を見出し本発明を完成するに到っ
た。Therefore, the present inventors conducted intensive research with the aim of improving the yield of pyrrole synthesis through the gas-phase contact reaction of furan and ammonia, and as a result, they developed a catalyst composition that produces pyrrole with higher yield and higher selectivity than conventional methods. This discovery led to the completion of the present invention.
本発明はフランとアンモニアを気相において接触的に反
応せしめるに当りアルミナの含有量が１０〜２７％のシ
リカアルミナ触媒を使用することを特徴とするピロール
の製造法である。The present invention is a method for producing pyrrole characterized by using a silica alumina catalyst having an alumina content of 10 to 27% in catalytically reacting furan and ammonia in the gas phase.
本発明に用いるシリカアルミナは珪酸ソーダと、硫酸ア
ルミニウム或いはアルミニウムアルコキサイドとから製
造され、シリカアルミナ中のアルミナの含有量が１０〜
２７％のものを用いるとピロールをよく製造しうる。The silica alumina used in the present invention is manufactured from sodium silicate and aluminum sulfate or aluminum alkoxide, and the alumina content in the silica alumina is 10 to 10.
If 27% is used, pyrrole can be produced well.
本発明を実施する反応温度は４００〜５００℃であり原
料フラン１モルに対してアンモニア２〜１５モル好まし
くは５〜１０モル、水蒸気０〜２０モル好ましくは５〜
１５モルの割合よりなる混合ガスを触媒上に供給して反
応させる。The reaction temperature for carrying out the present invention is 400 to 500°C, 2 to 15 moles of ammonia, preferably 5 to 10 moles, and 0 to 20 moles of water vapor, preferably 5 to 15 moles, per mole of raw material furan.
A mixed gas having a ratio of 15 moles is supplied onto the catalyst and reacted.
触媒と混合ガスの接触時間は反応温度や触媒その他の条
件によって変えうるが好ましくは１〜１５秒の範囲であ
る。The contact time between the catalyst and the mixed gas may vary depending on the reaction temperature, catalyst, and other conditions, but is preferably in the range of 1 to 15 seconds.
以下に実施例をあげて更に本発明を詳述する。The present invention will be further explained in detail with reference to Examples below.
実施例１〜６
珪酸ソーダ（１０％水溶液）６３０部に硫酸水溶液（１
：１）１４２部を加え、ｐＨ３，９で３時間反応させこ
の反応溶液に１４％のアンモニア水を注加しｐＨ７、０
〜７．２に調整後約１時間熟成させた。Examples 1 to 6 A sulfuric acid aqueous solution (1
:1) Added 142 parts and reacted for 3 hours at pH 3.9. To this reaction solution was added 14% ammonia water to pH 7.0.
After adjusting the temperature to ~7.2, it was aged for about 1 hour.
この溶液に硫酸アルミニウム（２０％水溶液）６０．９
部を加えよくかきまぜた。Aluminum sulfate (20% aqueous solution) 60.9
and stir well.
こ〜に再び１４％アンモニア水を加えてｐＨ７，０〜７
．２に調整した後ろ過し、水洗後１３０〜１２０℃で乾
燥してケーキ状物を得た。Add 14% ammonia water to this again and adjust the pH to 7.0-7.
．． 2, filtered, washed with water, and dried at 130 to 120°C to obtain a cake-like product.
このケーキ状物を粉砕後成型した。This cake-like material was crushed and then molded.
これを６００℃で３時間焼成した。こうして得られたシ
リカアルミナ触媒のアルミナ含量は１０％であった。This was baked at 600°C for 3 hours. The alumina content of the silica alumina catalyst thus obtained was 10%.
同様の操作で各種のアルミナ含有量を示すシリカアルミ
ナ触媒を調製した。Silica-alumina catalysts having various alumina contents were prepared in a similar manner.
得られた触媒７０ｍ１を内径２７ｍ／ｍのステンレス製
反応管に充填しフラン１モルに対してアンモニア８モル
水蒸気１０モルの割合の混合ガスを４００℃と４５０℃
の二通りの反応温度で接触時間が８〜１０秒となるよう
に供給した。70ml of the obtained catalyst was packed into a stainless steel reaction tube with an inner diameter of 27m/m, and a mixed gas of 1 mole of furan to 8 moles of ammonia and 10 moles of water vapor was heated at 400°C and 450°C.
The mixture was supplied at two reaction temperatures with a contact time of 8 to 10 seconds.
得られた生成物を捕集し分析した結果を表１上段に示す
。The obtained product was collected and analyzed, and the results are shown in the upper part of Table 1.
なお比較例としてアルミナの含有量が０〜５％及び３０
〜１００％のものを上記の方法により調整し、同様に反
応させて表１下段に示す。As comparative examples, the alumina content was 0 to 5% and 30%.
-100% was prepared by the above method and reacted in the same manner as shown in the lower row of Table 1.
Claims (1)
しめるに当り、アルミナの含有量が１０％〜２７％のシ
リカアルミナ触媒を使用することを特徴とするピロール
の製造法。1. A method for producing pyrrole, which comprises using a silica-alumina catalyst having an alumina content of 10% to 27% in catalytically reacting furan and ammonia in a gas phase.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP49022162A JPS5811860B2 (en) | 1974-02-25 | 1974-02-25 | Pillow Runo Seizouhou |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP49022162A JPS5811860B2 (en) | 1974-02-25 | 1974-02-25 | Pillow Runo Seizouhou |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP18877782A Division JPS5844659B2 (en) | 1982-10-27 | 1982-10-27 | Manufacturing method of pyrrole |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS50112361A JPS50112361A (en) | 1975-09-03 |
| JPS5811860B2 true JPS5811860B2 (en) | 1983-03-04 |
Family
ID=12075118
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP49022162A Expired JPS5811860B2 (en) | 1974-02-25 | 1974-02-25 | Pillow Runo Seizouhou |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5811860B2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4854111B2 (en) * | 2000-12-27 | 2012-01-18 | 広栄化学工業株式会社 | Method for producing pyrroles |
-
1974
- 1974-02-25 JP JP49022162A patent/JPS5811860B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS50112361A (en) | 1975-09-03 |
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