JPS6010018B2 - Method for preventing coloration of aromatic amines - Google Patents
Method for preventing coloration of aromatic aminesInfo
- Publication number
- JPS6010018B2 JPS6010018B2 JP15267782A JP15267782A JPS6010018B2 JP S6010018 B2 JPS6010018 B2 JP S6010018B2 JP 15267782 A JP15267782 A JP 15267782A JP 15267782 A JP15267782 A JP 15267782A JP S6010018 B2 JPS6010018 B2 JP S6010018B2
- Authority
- JP
- Japan
- Prior art keywords
- aromatic amines
- acid
- preventing coloration
- preventing
- present
- 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
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
【発明の詳細な説明】 本発明は、芳香族アミン類の着色防止法に関する。[Detailed description of the invention] The present invention relates to a method for preventing aromatic amines from discoloring.
さらに詳細にいえば、本発明は、芳香族アミンにジエチ
ルヒドロキシルアミンまたは／およびその塩を添加する
ことを特徴とする芳香族アミンの着色防止法に関するも
のである。芳香族アミン類は、染料、ゴム、顔料、農薬
、医薬、ウレタン等の合成原料として多くの用途がある
が、製造中または保存中に容易に着色することはよく知
られている。More specifically, the present invention relates to a method for preventing coloration of aromatic amines, which comprises adding diethylhydroxylamine or/and a salt thereof to the aromatic amine. Aromatic amines have many uses as synthetic raw materials for dyes, rubbers, pigments, agricultural chemicals, medicines, urethanes, etc., but it is well known that they easily become colored during production or storage.
これら着色した芳香族アミン類は著しく商品価値を低下
させ、あるいは合成原料としてそのまま使用できず、再
精製を要する等、使用に際して支障を来すことがいよい
よ認められる。しかるにこれら芳香族アミン類の着色は
従来本源的なものと考えられ、着色防止の試みはほとん
ど行われていない。従って、実用的な着色防止法はほと
んど知られていない。It is increasingly being recognized that these colored aromatic amines significantly reduce their commercial value, or cannot be used as raw materials for synthesis, requiring repurification, resulting in problems in their use. However, the coloring of these aromatic amines has been considered to be the primary cause, and few attempts have been made to prevent the coloring. Therefore, almost no practical method for preventing coloring is known.
本発明者等は芳香族アミン類の着色防止法について鋭意
検討、探索した結果、ジェチルヒドロキシルアミンまた
は／およびその塩が芳香族アミン類の着色防止に著しい
効果があることを見出し、本発明に到達した。As a result of intensive studies and searches for methods for preventing coloration of aromatic amines, the present inventors discovered that diethylhydroxylamine and/or its salts have a remarkable effect on preventing coloration of aromatic amines. Reached.
本発明に適用される芳香族アミンの例をあげれば、アニ
リン、ｏ一，ｍ一およびｐートルイジン、エチルアニリ
ン、トリメチルアニリン、Ｎ−メチルアニリン、Ｎーエ
チルアニリン、ＮＮージメチルアニリン、ＮＮージヱチ
ルアニリン等のモノアミン類、ｏ一，ｍ一およびｐーフ
ェニレンジアミン、トリレンジアミン等のジアミン類等
が拳げられるが、勿論これらに限定されない。Examples of aromatic amines applicable to the present invention include aniline, o-, m- and p-toluidine, ethylaniline, trimethylaniline, N-methylaniline, N-ethylaniline, NN-dimethylaniline, NN-diethyl. Examples include monoamines such as aniline, diamines such as o-, m- and p-phenylenediamine, and tolylenediamine, but are not limited thereto.
本発明で用いるジェチルヒドロキシルアミンは純品のま
ま、もしくはその水溶液または有機溶媒の溶液のいずれ
の形態でも使用が可能である。Diethylhydroxylamine used in the present invention can be used as a pure product or in the form of an aqueous solution or an organic solvent solution.
また、ジェチルヒドロキシルアミンの塩としては、例え
ば、硫酸、塩酸、リン酸、硝酸等の無機酸塩、または酢
酸、シュウ酸、マレィン酸、フマル酸、スルホサルチル
酸、サルチル酸、クロル酢酸等の有機酸塩のいずれも使
用が可能である。ジエチルヒドロキシルアミンまたは／
およびその塩の使用量は芳香族アミンに対して０．００
１〜１％（重量／重量）の範囲が好ましい。本発明方法
は、芳香族アミン類の製造、保存および使用のいずれの
場合にも適用可能であり、本発明方法により芳香族アミ
ン類の着色が防止されるため、収率の向上、品質の維持
および向上等に箸効がある。Examples of the salts of diethylhydroxylamine include inorganic acid salts such as sulfuric acid, hydrochloric acid, phosphoric acid, and nitric acid, and organic acid salts such as acetic acid, oxalic acid, maleic acid, fumaric acid, sulfosalcylic acid, salicylic acid, and chloroacetic acid. Any acid salt can be used. diethylhydroxylamine or/
and the amount of its salt used is 0.00 relative to the aromatic amine.
A range of 1 to 1% (w/w) is preferred. The method of the present invention is applicable to the production, storage, and use of aromatic amines, and since the method of the present invention prevents aromatic amines from coloring, it is possible to improve yields and maintain quality. Chopsticks are effective for improving and improvement.
本発明の効果を具体的に説明するために実施例をあげる
が、これによって本発明を限定するものではない。Examples will be given to specifically explain the effects of the present invention, but the present invention is not limited thereto.
なお、実施例における％はすべて重量で示してある。実
施例
芳香族アミン類、各々１００夕を１５０の上の試験管に
入れ、所定量のジェチルヒドロキシルアミンまたはその
塩類を添加し、室温で所定日数放置後、着色度をハーゼ
ン色教法（ＪＩＳＫ ６９０１）に従って測定した結果
を表に示す。Note that all percentages in the examples are expressed by weight. Example Aromatic amines, 100 ml each, were placed in a 150 ml test tube, a predetermined amount of diethyl hydroxylamine or its salts was added, and after being left at room temperature for a predetermined number of days, the degree of coloration was determined according to the Hazen color teaching method (JISK). 6901) are shown in the table.
Claims (1)
／およびその塩を添加することを特徴とする芳香族アミ
ンの着色防止法。 ２ 芳香族アミンがアニリンである特許請求範囲第１項
記載の着色防止法。[Scope of Claims] 1. A method for preventing coloration of aromatic amines, which comprises adding diethylhydroxylamine or/and a salt thereof to aromatic amines. 2. The method for preventing discoloration according to claim 1, wherein the aromatic amine is aniline.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15267782A JPS6010018B2 (en) | 1982-09-03 | 1982-09-03 | Method for preventing coloration of aromatic amines |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15267782A JPS6010018B2 (en) | 1982-09-03 | 1982-09-03 | Method for preventing coloration of aromatic amines |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5942346A JPS5942346A (en) | 1984-03-08 |
| JPS6010018B2 true JPS6010018B2 (en) | 1985-03-14 |
Family
ID=15545691
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP15267782A Expired JPS6010018B2 (en) | 1982-09-03 | 1982-09-03 | Method for preventing coloration of aromatic amines |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6010018B2 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6462547A (en) * | 1987-09-01 | 1989-03-09 | Kenji Yamamoto | Air-permeable ridge device |
| JPH0412902Y2 (en) * | 1985-06-13 | 1992-03-26 |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5840984A (en) * | 1997-06-23 | 1998-11-24 | Albemarle Corporation | Stabilization of (hydrocarbylthio) aromatic amines against odor formation |
| US5874619A (en) * | 1998-04-07 | 1999-02-23 | Albemarle Corporation | Reducing the coloration of aromatic diamines |
| US6207838B1 (en) | 1999-04-30 | 2001-03-27 | The University Of Arizona | Electrochemically generated organothiating reagents and their use |
| US6432294B1 (en) | 2000-12-14 | 2002-08-13 | The University Of Arizona | Electrochemical activation of organic disulfides for electrophilic substitution |
| KR20080080158A (en) * | 2005-12-30 | 2008-09-02 | 알베마를 코포레이션 | Diamines with reduced color |
| JPWO2023106377A1 (en) | 2021-12-08 | 2023-06-15 |
-
1982
- 1982-09-03 JP JP15267782A patent/JPS6010018B2/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0412902Y2 (en) * | 1985-06-13 | 1992-03-26 | ||
| JPS6462547A (en) * | 1987-09-01 | 1989-03-09 | Kenji Yamamoto | Air-permeable ridge device |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5942346A (en) | 1984-03-08 |
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