JPH01246244A - Production of allylamine having high purity - Google Patents
Production of allylamine having high purityInfo
- Publication number
- JPH01246244A JPH01246244A JP7567488A JP7567488A JPH01246244A JP H01246244 A JPH01246244 A JP H01246244A JP 7567488 A JP7567488 A JP 7567488A JP 7567488 A JP7567488 A JP 7567488A JP H01246244 A JPH01246244 A JP H01246244A
- Authority
- JP
- Japan
- Prior art keywords
- allylamine
- water
- mineral acid
- daa
- allyl alcohol
- 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.)
- Pending
Links
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 title claims abstract description 85
- 238000004519 manufacturing process Methods 0.000 title claims description 7
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 claims abstract description 22
- 238000006243 chemical reaction Methods 0.000 claims abstract description 19
- 239000002253 acid Substances 0.000 claims abstract description 14
- 229910052500 inorganic mineral Inorganic materials 0.000 claims abstract description 14
- 239000011707 mineral Substances 0.000 claims abstract description 14
- OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical compound ClCC=C OSDWBNJEKMUWAV-UHFFFAOYSA-N 0.000 claims abstract description 10
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims abstract description 8
- 150000003839 salts Chemical class 0.000 claims abstract description 8
- 239000003513 alkali Substances 0.000 claims abstract description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 30
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract description 21
- 239000000243 solution Substances 0.000 abstract description 16
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract description 7
- 235000011114 ammonium hydroxide Nutrition 0.000 abstract description 7
- 238000004821 distillation Methods 0.000 abstract description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract description 6
- 238000000926 separation method Methods 0.000 abstract description 6
- 239000007864 aqueous solution Substances 0.000 abstract description 4
- 239000012535 impurity Substances 0.000 abstract description 4
- 150000001875 compounds Chemical class 0.000 abstract description 2
- 239000003607 modifier Substances 0.000 abstract description 2
- 229920000642 polymer Polymers 0.000 abstract description 2
- 239000003905 agrochemical Substances 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 239000012295 chemical reaction liquid Substances 0.000 abstract 1
- 239000007788 liquid Substances 0.000 description 13
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 10
- 235000010755 mineral Nutrition 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 238000009835 boiling Methods 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- 235000011121 sodium hydroxide Nutrition 0.000 description 6
- 235000019270 ammonium chloride Nutrition 0.000 description 5
- 229910021529 ammonia Inorganic materials 0.000 description 4
- 238000001577 simple distillation Methods 0.000 description 4
- 229910021591 Copper(I) chloride Inorganic materials 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 3
- 229940045803 cuprous chloride Drugs 0.000 description 3
- -1 DAA Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- DYUWTXWIYMHBQS-UHFFFAOYSA-N n-prop-2-enylprop-2-en-1-amine Chemical compound C=CCNCC=C DYUWTXWIYMHBQS-UHFFFAOYSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 210000003918 fraction a Anatomy 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- VPYJNCGUESNPMV-UHFFFAOYSA-N triallylamine Chemical compound C=CCN(CC=C)CC=C VPYJNCGUESNPMV-UHFFFAOYSA-N 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Abstract
Description
【発明の詳細な説明】
〈産業上の利用分野〉
本発明は高純度アリルアミンの製造法、詳しくはアリル
アルコール含量の少ない了りルアミンの製造法である。DETAILED DESCRIPTION OF THE INVENTION <Industrial Application Field> The present invention is a method for producing high purity allylamine, specifically a method for producing allylamine with a low allyl alcohol content.
アリルアミンは農薬、高分子化合物の改質剤等として用
いられる。Allylamine is used as a pesticide, a modifier for polymer compounds, etc.
〈従来の技術〉
通常、アリルアミンはアリルクロライドとアンモニア水
との反応により製造される。（特公昭４５−３４１２７
号公報）
アリルクロライドとアンモニア水との反応によりアリル
アミンとしてモノアリルアミン、ジアリルアミンおよび
トリアリルアミン（以下、それぞれＭＡＡ、ＤＡＡおよ
びＴＡＡと表す。）が生成する。<Prior Art> Allylamine is usually produced by the reaction of allyl chloride and aqueous ammonia. (Special Public Interest Publication No. 45-34127
Monoallylamine, diallylamine, and triallylamine (hereinafter referred to as MAA, DAA, and TAA, respectively) are produced as allylamines by the reaction of allyl chloride and aqueous ammonia.
通常、反応生成液に水を加えて生成した塩化アンモニウ
ムを溶解し、次に油水分離して得られる油層、水層のそ
れぞれについて蒸留によって未反応原料、ＭＡＡ、ＤＡ
Ａ、ＴＡＡおよび副生物が分離されている。Usually, water is added to the reaction product liquid to dissolve the generated ammonium chloride, and then oil and water are separated.The resulting oil and water layers are distilled to remove unreacted raw materials, MAA, and DA.
A, TAA and by-products are separated.
〈発明が解決しようとする課題〉
しかしながら、アリルクロライドとアンモニア水との反
応では約１〜２％のアリルアルコール（以下、Ａ ＯＨ
と表す。）が副生ずる。このＡＯＨは沸点が近いＤＡＡ
留分に主に混入し、高純度のアリルアミン、特にＤＡＡ
は得難い。<Problems to be Solved by the Invention> However, in the reaction of allyl chloride and aqueous ammonia, about 1 to 2% allyl alcohol (hereinafter referred to as A OH
Expressed as ) is produced as a by-product. This AOH has a boiling point close to DAA
Mainly mixed in the distillate, high purity allylamine, especially DAA
is difficult to obtain.
純度を上げるためには精密蒸留を行い、なおかつＡＯＨ
を含むＤＡＡを多く除く必要があり、アリルアミンの損
失を多くせざるを得ない。To increase purity, precision distillation is performed, and AOH
It is necessary to remove a large amount of DAA containing DAA, which inevitably results in a large loss of allylamine.
かかる事情に鑑み、本発明者は生成したアリルアミンの
損失を少なくし、かつ高純度のアリルアミンを製造する
方法について鋭意検討した結果、本発明を完成させるに
至った。In view of these circumstances, the present inventors have conducted intensive studies on a method for reducing the loss of produced allylamine and producing highly pure allylamine, and as a result, have completed the present invention.
く課題を解決するための手段〉
すなわち本発明は、アリルアルコールを含むアリルアミ
ン溶液に鉱酸を加えてアリルアミンを鉱酸塩とした後に
アリルアルコールを留去し、次いでアルカリでアリルア
ミンを遊離させることを特徴とする高純度アリルアミン
の製造法である。Means for Solving the Problems> That is, the present invention involves adding a mineral acid to an allyl amine solution containing allyl alcohol to make allyl amine into a mineral acid salt, then distilling off allyl alcohol, and then liberating allyl amine with an alkali. This is a unique method for producing high-purity allylamine.
通常、アリルクロライドとアンモニア水との反応は、触
媒として塩化第一銅を含むアンモニア水中へ約３０〜７
０℃の温度で了りルクロライドを添加して行われる。加
えたアリルクロライドは約ｌθ〜３０分程度で反応する
。Usually, the reaction between allyl chloride and ammonia water is carried out by adding about 30 to 70% of ammonia water containing cuprous chloride as a catalyst.
This is done at a temperature of 0°C and by adding luchloride. The added allyl chloride reacts in about lθ to about 30 minutes.
アリルクロライド１モルに対して約１．２ ｆｆ ８モ
ルのアンモニアと約０．０ Ｏ４〜０．０４モルの塩化
第一銅が用いて反応が行われる。The reaction is carried out using about 1.2 ff8 moles of ammonia and about 0.0 O4 to 0.04 moles of cuprous chloride per mole of allyl chloride.
反応により得られる反応生成液は生成した塩化アンモニ
ウムを溶解するために水が加えられ、その後油水分離さ
れる。ＭＡＡの大半は水層に、ＤＡＡの多くは油層に、
ＴＡＡの大半は油層に分配される。その−例を下表に示
す。（単位はｗｔ％）
分離した水層、油層のそれぞれを蒸留して、未反応原料
、ＭＡＡ、ＤＡＡ、ＴＡＡおよび副生物が分離される。Water is added to the reaction product liquid obtained by the reaction to dissolve the produced ammonium chloride, and then oil and water are separated. Most of the MAA is in the water layer, and most of the DAA is in the oil layer.
Most of the TAA is distributed in the oil layer. Examples are shown in the table below. (Units are wt%) The separated water layer and oil layer are each distilled to separate unreacted raw materials, MAA, DAA, TAA, and by-products.
水層にはアルカリを加え、塩化アンモニウムおよびアリ
ルアミン塩酸塩をそれぞれアンモニアおよびアリルアミ
ンとして遊離させる。これを蒸留してアンモニア−ＭＡ
Ａ留分、ＭＡＡ留分、ＤＡＡ留分、着色成分および廃水
に分離される。An alkali is added to the aqueous layer to liberate ammonium chloride and allylamine hydrochloride as ammonia and allylamine, respectively. Distill this to make ammonia-MA
It is separated into A fraction, MAA fraction, DAA fraction, colored components and waste water.
油層は脱水し、蒸留によりＭＡＡ−ＤＡＡ留分、ＤＡＡ
留分、ＴＡＡ留分等に分離される。The oil layer is dehydrated and distilled to MAA-DAA fraction, DAA
It is separated into fractions, TAA fractions, etc.
水層を蒸留して得られるアンモニア−ＭＡＡ留分は反応
系に、ＤＡＡ留分は反応系または油水分離工程へ回収さ
れる。油層を蒸留して得られるＭＡＡ−ＤＡＡ留分も反
応系または油水分離工程へ回収される。The ammonia-MAA fraction obtained by distilling the aqueous layer is collected into the reaction system, and the DAA fraction is collected into the reaction system or an oil-water separation step. The MAA-DAA fraction obtained by distilling the oil layer is also recovered to the reaction system or oil-water separation step.
水層を蒸留して得られるＭＡＡ留分、油層を蒸留して得
られるＤＡＡ留分、ＴＡＡ留分が製品として取り出さ、
れる、場合により生成比率を調整するためにこれら製品
の一部または全部は反応系に循環される。MAA fraction obtained by distilling the water layer, DAA fraction and TAA fraction obtained by distilling the oil layer are extracted as products,
Some or all of these products may be recycled to the reaction system in order to adjust the product ratio.
鉱酸を加えてアリルアミンを鉱酸塩とする溶液は特に制
限されるものではないが、不純物であるＡＯＨが濃縮さ
れているＤＡＡを多（含む留分が処理量が少なくてすみ
経済的である０通常、前記の水層を蒸留して得られるＤ
ＡＡ留分、または油層を蒸留して得られるＭＡＡ−ＤＡ
Ａ留分が好ましい。Although there are no particular restrictions on the solution in which mineral acid is added to make allylamine a mineral salt, it is economical because the fraction containing a large amount of DAA (which is enriched with AOH, an impurity) requires less treatment. 0 Usually, D obtained by distilling the above water layer
MAA-DA obtained by distilling the AA fraction or oil layer
Fraction A is preferred.
この留分をそのまま反応系または油水分離工程に回収す
ると製品のＤＡＡ留分中のＡＯＨ濃度が上昇する。If this fraction is directly collected into the reaction system or oil/water separation step, the AOH concentration in the DAA fraction of the product will increase.
本発明の対象とする溶液はアリルアミンの製造工程中の
溶液だけでな（、ＡＯＨが含まれるＤＡＡ等の製品でも
良い＊ｔｆｉ−酸処理する量は目的とするアリルアミン
の純度によって適宜法められる。The solution targeted by the present invention is not only a solution used in the production process of allylamine (but also a product such as DAA containing AOH).
対象留分に硫酸、塩酸等の鉱酸を加えてｐＨを約２〜５
としてアリルアミンを鉱酸塩とする。Add mineral acids such as sulfuric acid or hydrochloric acid to the target distillate to adjust the pH to approximately 2 to 5.
Allylamine is used as a mineral acid salt.
水が少ないと鉱酸塩が析出して好ましくないので、通常
、約２０〜３０％のアリルアミン鉱酸塩の水溶液になる
ように水を加えるか、濃度の低い鉱酸が用いられる０次
いでこの溶液について蒸留によりＡＯＨ等の不純物が留
去される。If there is too little water, mineral acid salts will precipitate, which is undesirable, so usually water is added to make an aqueous solution of about 20 to 30% allylamine mineral acid salts, or a mineral acid with a low concentration is used. Impurities such as AOH are removed by distillation.
ＡＯＨ等の不純物が留去された溶液に苛性ソーダ、苛性
カリ等のアルカリを加えてｐＨを約１２〜１４としてア
リルアミンを遊離させる。To the solution from which impurities such as AOH have been distilled off, an alkali such as caustic soda or caustic potash is added to adjust the pH to about 12 to 14 to liberate allylamine.
このアリルアミンを遊離させた水溶液はそのまま蒸留し
て了りルアミンを回収するか、前記の油水の分離工程等
へ回収される。The aqueous solution in which allylamine has been liberated is directly distilled to recover allylamine, or it is recovered in the oil-water separation process described above.
アリルアミンの蒸留分離にあたり、圧力低下とともにＤ
ＡＡとＡＯＨの比揮発度が小さくなるため、蒸留は常圧
で行う方が好ましい。During the distillation separation of allylamine, D
Since the specific volatility of AA and AOH becomes low, it is preferable to carry out the distillation at normal pressure.
〈発明の効果〉
本発明により、容易に収率良く、９９％以上の高純度の
アリルアミン、特にジアリルアミンを製造することがで
きる。<Effects of the Invention> According to the present invention, allylamine, particularly diallylamine, with a high purity of 99% or more can be easily produced in good yield.
〈実施例）
本発明を実施例によって更に詳細に説明するが、本発明
は実施例によって限定されない。<Examples> The present invention will be explained in more detail by Examples, but the present invention is not limited by the Examples.
実施例１
１（ｌの反応器に２５％アンモニア水２４００ｇ、触媒
として塩化第一銅２８ｇを入れ、７０℃に加熱した。撹
拌しながら７０℃の温度で１８００ｇのアリルクロライ
ドを約３時間にわたって添加し反応させた。添加終了後
そのまま７０℃で１時間撹拌した。Example 1 2400g of 25% ammonia water and 28g of cuprous chloride as a catalyst were placed in a 1L reactor and heated to 70°C. 1800g of allyl chloride was added over a period of about 3 hours at a temperature of 70°C with stirring. After the addition was completed, the mixture was stirred at 70° C. for 1 hour.
次に反応液を冷却し、水９２０ｇを加えて撹拌して塩化
アンモニウムを溶解した。静置後に油水分離したところ
油層が３１４ｇ、水層が４８００ｇであった。各々につ
いて分析したところＭＡＡが５３６ｇ、ＤＡＡが３８０
ｇ、ＴＡＡが２２６ｇおよびＡＯＨが２’５ｇ生成して
いた。アリルクロライドの各生成物への転化率はＭＡＡ
へ４０．３％、ＤＡＡへ３３．５％、ＴＡＡへ２１．２
％、ＡＯＨへ１．９％で合計９６．９％であった。Next, the reaction solution was cooled, 920 g of water was added, and the mixture was stirred to dissolve ammonium chloride. After standing still, oil and water were separated, and the oil layer weighed 314 g and the water layer weighed 4800 g. Analysis of each revealed that MAA was 536g and DAA was 380g.
g, 226 g of TAA and 2'5 g of AOH were produced. The conversion rate of allyl chloride to each product is MAA
40.3% to DAA, 33.5% to TAA, 21.2% to TAA
% and 1.9% to AOH for a total of 96.9%.
油層を３０％苛性ソーダで脱水処理し、蒸留してＭＡＡ
およびＤＡＡを含む低沸点留分およびＤＡＡ留分を分離
した。この製品ＤＡＡ中のＡＯＨ濃度は０．３％であっ
た。低沸点留分はＭＡＡが４．５％、ＤＡＡが８６．４
％、ＴＡＡが０゜３％、ＡＯＨが５．２％および水が３
．６％含まれていた。この低沸点留分に２０％硫酸をゆ
っくり加えて液のｐＨを４にし、この液を単蒸留した。The oil layer is dehydrated with 30% caustic soda and distilled to produce MAA.
and a low boiling fraction containing DAA and a DAA fraction were separated. The AOH concentration in this product DAA was 0.3%. The low boiling point fraction is 4.5% MAA and 86.4% DAA.
%, TAA 0°3%, AOH 5.2% and water 3%.
．． It contained 6%. 20% sulfuric acid was slowly added to this low boiling point fraction to adjust the pH of the liquid to 4, and this liquid was subjected to simple distillation.
この留出液の組成はＭＡＡｌ、８％、ＤＡＡ１５．０％
、Ｔ Ａ Ａ ０．７％、ＡＯＨｌ９．５％および水６
３．０％であった。単蒸留後の釜残液に４８％苛性ソー
ダを加えてアリルアミンを遊離させた。液のｐＨは１２
．５であった。この液を静置して油水分離した。油層の
組成はＭ Ａ Ａ ３．０％、Ｄ Ａ Ａ ７６．９％
、ＴＡＡおよびＡＯＨが０９１％以下、水２０．１％で
あった。The composition of this distillate is MAAl, 8%, DAA 15.0%
, T AA 0.7%, AOHl 9.5% and water 6
It was 3.0%. 48% caustic soda was added to the bottom liquid after simple distillation to liberate allylamine. The pH of the liquid is 12
．． It was 5. This liquid was left standing to separate oil and water. The composition of the oil layer is M AA 3.0%, D AA 76.9%
, TAA and AOH were 0.091% or less, and water was 20.1%.
反応液を油水分離して得られた水石について３０％苛性
ソーダを加えてアルカリ性にして生成している塩化アン
モニウムおよびアリルアミン塩酸塩からそれぞれアンモ
ニアおよびアリルアミンを遊離させ、水薄気蒸留を行っ
てＭＡＡを含むアンモニア留分、ＭＡＡ留分、ＤＡＡ留
分、高沸点留分に分離した。ＤＡＡ留分の組成はＭＡＡ
５６．２％、ＤＡＡ２２．４％、ＴＡＡｌ。The water stone obtained by separating the reaction solution from oil and water is made alkaline by adding 30% caustic soda to liberate ammonia and allylamine from the generated ammonium chloride and allylamine hydrochloride, respectively, and perform water thin air distillation to contain MAA. It was separated into an ammonia fraction, an MAA fraction, a DAA fraction, and a high boiling point fraction. The composition of the DAA fraction is MAA
56.2%, DAA22.4%, TAAl.
４％、ＡＯＨｌ、０％、水１９．０％であった。この留
分に３６％塩酸を加えてアリルアミンを塩酸塩とした。4%, AOHl 0%, and water 19.0%. 36% hydrochloric acid was added to this fraction to convert allylamine into a hydrochloride.
液のｐＨは５．３であった。この液を単蒸留した。留出
液組成はＭ Ａ Ａ ７．４％、ＤＡ Ａ １．０％、
ＴＡＡｌ、１％、Ａ Ｏ８２９，１％、水６１．４％で
あった。単蒸留後の釜残液に４８％苛性ソーダを加えて
アリルアミンを遊離させた。液のｐＨは１３．５であっ
た。この液を蒸留したところＭＡＡｌ、３％、ＤＡＡ８
２．６％、ＴＡ Ａ Ｏ，１％、Ａ ＯＨ０，１％、水
１６．０％の留出液が得られた。The pH of the liquid was 5.3. This liquid was subjected to simple distillation. Distillate composition is MAA 7.4%, DAA 1.0%,
TAAl, 1%, AO 829,1%, water 61.4%. 48% caustic soda was added to the bottom liquid after simple distillation to liberate allylamine. The pH of the liquid was 13.5. Distillation of this liquid revealed MAAl, 3%, and DAA8.
A distillate containing 2.6% TA A O, 1% A OH, 0.1% A OH and 16.0% water was obtained.
油層を蒸留して得られる低沸点留分からＡＯＨを除去し
た溶液と水層を蒸留して得られるＤＡＡｒｇＩ分からＡ
ＯＨを除去した溶液を前記と同じ条件で行った反・応に
よって得られた反応液に加えた後、分液し、油層を蒸留
した。得られたＤＡＡ中のＡＯＨｍ度は０．２％であり
、それぞれの留分を回収したにも係わらずＡ ＯＨｔｍ
度はほとんど変わらなかった。A solution obtained by removing AOH from the low boiling point fraction obtained by distilling the oil layer and DAArgI fraction obtained by distilling the aqueous layer.
After adding the OH-removed solution to the reaction solution obtained by the reaction conducted under the same conditions as above, the solution was separated and the oil layer was distilled. The AOHm degree in the obtained DAA was 0.2%, and even though each fraction was collected, AOHtm
The degree remained almost unchanged.
比較例１
油層を蒸留して得られる低沸点留分および水石を蒸留し
て得られるＤＡＡ留分についてＡＯＨの除去をしないで
反応液に回収した以外は実施例１と同様に行った。その
結果、製品ＤＡＡ中のＡ ＯＨ４度は１．２％であった
。Comparative Example 1 The same procedure as in Example 1 was carried out, except that the low-boiling fraction obtained by distilling the oil layer and the DAA fraction obtained by distilling waterstone were collected in the reaction solution without removing AOH. As a result, the AOH4 degree in the product DAA was 1.2%.
実施例２
ＡＯＨを８．２％含むＤＡＡ溶液１００ｇに２０％硫酸
を加えてｐＨを３にした。この溶液を単蒸留してＡＯＨ
を留去した。釜残液に４８％苛性ソーダを加えてｐＨを
１２とし、蒸留してＤＡＡを得た。ＤＡＡ中のＡＯＨは
０．１％以下であった。Example 2 20% sulfuric acid was added to 100 g of a DAA solution containing 8.2% AOH to adjust the pH to 3. This solution was simply distilled to obtain AOH.
was removed. 48% caustic soda was added to the bottom liquid to adjust the pH to 12, and the mixture was distilled to obtain DAA. AOH in DAA was less than 0.1%.
Claims (1)
加えてアリルアミンを鉱酸塩とした後にアリルアルコー
ルを留去し、次いでアルカリでアリルアミンを遊離させ
ることを特徴とする高純度アリルアミンの製造法。 ２、アリルアルコールを含むアリルアミン溶液がアリル
クロライドとアンモニア水との反応により得られる反応
液の少なくとも一部である請求項１記載の高純度アリル
アミンの製造法。[Claims] 1. High purity allyl amine characterized by adding a mineral acid to an allyl amine solution containing allyl alcohol to turn allyl amine into a mineral acid salt, distilling off allyl alcohol, and then liberating allyl amine with an alkali. manufacturing method. 2. The method for producing high-purity allylamine according to claim 1, wherein the allylamine solution containing allyl alcohol is at least a part of a reaction solution obtained by reacting allyl chloride with aqueous ammonia.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7567488A JPH01246244A (en) | 1988-03-28 | 1988-03-28 | Production of allylamine having high purity |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7567488A JPH01246244A (en) | 1988-03-28 | 1988-03-28 | Production of allylamine having high purity |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH01246244A true JPH01246244A (en) | 1989-10-02 |
Family
ID=13582982
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7567488A Pending JPH01246244A (en) | 1988-03-28 | 1988-03-28 | Production of allylamine having high purity |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH01246244A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106349079A (en) * | 2016-08-29 | 2017-01-25 | 浙江大川新材料股份有限公司 | Preparation method of allyl amine mixture |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5888342A (en) * | 1981-10-22 | 1983-05-26 | エア・プロダクツ・アンド・ケミカルズ・インコ−ポレイテツド | Manufacture of arylamines |
-
1988
- 1988-03-28 JP JP7567488A patent/JPH01246244A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5888342A (en) * | 1981-10-22 | 1983-05-26 | エア・プロダクツ・アンド・ケミカルズ・インコ−ポレイテツド | Manufacture of arylamines |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106349079A (en) * | 2016-08-29 | 2017-01-25 | 浙江大川新材料股份有限公司 | Preparation method of allyl amine mixture |
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