JPH0725800A - Tribromophenolate aqueous solution and preparation thereof - Google Patents
Tribromophenolate aqueous solution and preparation thereofInfo
- Publication number
- JPH0725800A JPH0725800A JP17028493A JP17028493A JPH0725800A JP H0725800 A JPH0725800 A JP H0725800A JP 17028493 A JP17028493 A JP 17028493A JP 17028493 A JP17028493 A JP 17028493A JP H0725800 A JPH0725800 A JP H0725800A
- Authority
- JP
- Japan
- Prior art keywords
- aqueous solution
- tribromophenol
- tribromophenolate
- reducing agent
- added
- 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.)
- Granted
Links
- OUCSIUCEQVCDEL-UHFFFAOYSA-N 2,3,4-tribromophenol Chemical compound OC1=CC=C(Br)C(Br)=C1Br OUCSIUCEQVCDEL-UHFFFAOYSA-N 0.000 title claims abstract description 22
- 239000007864 aqueous solution Substances 0.000 title claims abstract description 20
- 238000002360 preparation method Methods 0.000 title description 3
- BSWWXRFVMJHFBN-UHFFFAOYSA-N 2,4,6-tribromophenol Chemical compound OC1=C(Br)C=C(Br)C=C1Br BSWWXRFVMJHFBN-UHFFFAOYSA-N 0.000 claims abstract description 20
- 239000003638 chemical reducing agent Substances 0.000 claims abstract description 19
- 239000003513 alkali Substances 0.000 claims abstract description 5
- 239000000243 solution Substances 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract description 15
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 6
- 229920000642 polymer Polymers 0.000 abstract description 5
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 abstract description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract description 3
- 238000006243 chemical reaction Methods 0.000 abstract description 3
- 235000010265 sodium sulphite Nutrition 0.000 abstract description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 4
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- FNAKEOXYWBWIRT-UHFFFAOYSA-N 2,3-dibromophenol Chemical compound OC1=CC=CC(Br)=C1Br FNAKEOXYWBWIRT-UHFFFAOYSA-N 0.000 description 1
- VADKRMSMGWJZCF-UHFFFAOYSA-N 2-bromophenol Chemical compound OC1=CC=CC=C1Br VADKRMSMGWJZCF-UHFFFAOYSA-N 0.000 description 1
- PQUCIEFHOVEZAU-UHFFFAOYSA-N Diammonium sulfite Chemical compound [NH4+].[NH4+].[O-]S([O-])=O PQUCIEFHOVEZAU-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- UYJXRRSPUVSSMN-UHFFFAOYSA-P ammonium sulfide Chemical compound [NH4+].[NH4+].[S-2] UYJXRRSPUVSSMN-UHFFFAOYSA-P 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- DOIRQSBPFJWKBE-UHFFFAOYSA-N phthalic acid di-n-butyl ester Natural products CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 235000007686 potassium Nutrition 0.000 description 1
- DPLVEEXVKBWGHE-UHFFFAOYSA-N potassium sulfide Chemical compound [S-2].[K+].[K+] DPLVEEXVKBWGHE-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229940079827 sodium hydrogen sulfite Drugs 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 229910052979 sodium sulfide Inorganic materials 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 150000004763 sulfides Chemical class 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は、トリブロモフェノラー
ト水溶液およびその調製方法に関する。TECHNICAL FIELD The present invention relates to an aqueous tribromophenolate solution and a method for preparing the same.
【０００２】[0002]
【従来の技術と発明が解決しようとする課題】従来、ト
リブロモフェノラート水溶液を調製するには、トリブロ
モフェノールを等モルもしくはそれ以上のアルカリ、例
えば苛性ソーダ等、で処理して水溶液としていた。2. Description of the Related Art Conventionally, in order to prepare an aqueous solution of tribromophenolate, tribromophenol was treated with an equimolar or more alkali such as caustic soda to prepare an aqueous solution.
【０００３】しかしながら、公知の方法で調製したトリ
ブロモフェノラート水溶液は、調製中にトリブロモフェ
ノールが酸化重合を起こして赤褐色のポリマーが生成す
る。このトリブロモフェノラート水溶液を用いて他の化
合物と反応させると、目的とする反応生成物にポリマー
が混入することとなり、純度の高い製品が得られないと
いう問題があった。However, an aqueous tribromophenolate solution prepared by a known method produces reddish brown polymer due to oxidative polymerization of tribromophenol during preparation. When this aqueous solution of tribromophenolate is used to react with another compound, the polymer is mixed in the desired reaction product, and there is a problem that a highly pure product cannot be obtained.
【０００４】本発明の課題は、赤褐色のポリマーが容易
に生成しない安定なトリブロモフェノラート水溶液およ
びその調製方法を提供する処にある。An object of the present invention is to provide a stable tribromophenolate aqueous solution in which a reddish brown polymer is not easily formed and a method for preparing the same.
【０００５】[0005]
【課題を解決するための手段】本発明のトリブロモフェ
ノラート水溶液は、還元剤を含有することを特徴とす
る。The aqueous solution of tribromophenolate of the present invention is characterized by containing a reducing agent.
【０００６】また、本発明のトリブロモフェノラート水
溶液の調製方法は、トリブロモフェノールとアルカリと
からトリブロモフェノラート水溶液を調製する際に還元
剤を添加することを特徴とする。Further, the method for preparing an aqueous solution of tribromophenolate of the present invention is characterized in that a reducing agent is added when an aqueous solution of tribromophenolate is prepared from tribromophenol and an alkali.
【０００７】本発明において、還元剤はトリブロモフェ
ノールの酸化重合を抑制する働きをする。In the present invention, the reducing agent functions to suppress the oxidative polymerization of tribromophenol.
【０００８】トリブロモフェノラート水溶液を調製する
には、トリブロモフェノールをあらかじめ水酸化ナトリ
ウムや水酸化カリウム等からなるアルカリ水溶液へ添加
して完全に溶解させ、この溶液に還元剤を添加する。ま
た、あらかじめ還元剤をアルカリ水溶液に添加してお
き、これにトリブロモフェノールを添加してもよい。ま
た、水に還元剤を溶解させ、トリブロモフェノールを添
加し、その後にアルカリを添加してもよい。To prepare an aqueous solution of tribromophenolate, tribromophenol is added to an alkaline aqueous solution containing sodium hydroxide, potassium hydroxide or the like in advance to completely dissolve it, and a reducing agent is added to this solution. Alternatively, the reducing agent may be added to the alkaline aqueous solution in advance, and tribromophenol may be added thereto. Alternatively, the reducing agent may be dissolved in water, tribromophenol may be added, and then the alkali may be added.
【０００９】本発明に使用される還元剤としては、例え
ば、フェノール、ブロモフェノール、ジブロモフェノー
ル、２，６−ジ−ｔ−ブチル−４−メチルフェノール
（ＢＨＴ）等のフェノール類、亜硫酸アンモニウム、亜
硫酸カリウム、亜硫酸ナトリウム、亜硫酸水素ナトリウ
ム等の亜硫酸塩、硫化ナトリウム、硫化アンモニウム、
硫化カリウム等の硫化物が挙げられる。還元剤の添加量
は、トリブロモフェノール１００重量部に対して０．０
１〜１．０重量部である。添加量が０．０１重量部未満
だと、トリブロモフェノラート水溶液の安定時間が短
く、赤褐色のポリマーが生成する。また、１．０重量部
を超えると、還元剤の水に対する溶解性が劣り、効果の
差は見られない。Examples of the reducing agent used in the present invention include phenols such as phenol, bromophenol, dibromophenol, 2,6-di-t-butyl-4-methylphenol (BHT), ammonium sulfite and sulfite. Sulfites such as potassium, sodium sulfite, sodium hydrogen sulfite, sodium sulfide, ammonium sulfide,
Examples thereof include sulfides such as potassium sulfide. The amount of reducing agent added is 0.0 with respect to 100 parts by weight of tribromophenol.
1 to 1.0 parts by weight. If the amount added is less than 0.01 part by weight, the stabilization time of the aqueous tribromophenolate solution is short and a reddish brown polymer is produced. On the other hand, if it exceeds 1.0 part by weight, the solubility of the reducing agent in water is poor and no difference in effect is observed.
【００１０】使用するトリブロモフェノールの純度は、
９８．０％以上であるのが好ましい。それ未満である
と、還元剤を添加しなくとも安定なトリブロモフェノラ
ート水溶液ができる。これは、トリブロモフェノールが
フェノールを臭素化して製造されているため、トリブロ
モ化されていないフェノール類が微量残存しているから
である。また、トリブロモフェノラートを反応原料とし
て利用する場合、純度の低いトリブロモフェノールであ
ると、誘導される製品の純度に影響が出てくるため、ト
リブロモフェノールの純度は高い方が好ましい。The purity of the tribromophenol used is
It is preferably 98.0% or more. If it is less than that, a stable tribromophenolate aqueous solution can be obtained without adding a reducing agent. This is because tribromophenol is produced by brominating phenol, so that a small amount of non-tribrominated phenols remains. Further, when using tribromophenolate as a reaction raw material, if the purity of tribromophenol is low, the purity of the product to be derived will be affected. Therefore, it is preferable that the purity of tribromophenol is high.
【００１１】本発明のトリブロモフェノラート水溶液の
組成は、トリブロモフェノラート３０〜５０重量％、水
７０〜５０重量％および還元剤０．００２〜０．５重量
％であるのが好ましい。The composition of the aqueous tribromophenolate solution of the present invention is preferably 30 to 50% by weight of tribromophenolate, 70 to 50% by weight of water and 0.002 to 0.5% by weight of the reducing agent.
【００１２】[0012]
【実施例】次に本発明を実施例に基づいて説明するが、
本発明はかかる実施例のみに限定されるものではない。EXAMPLES The present invention will now be described based on examples.
The invention is not limited to only such embodiments.
【００１３】実施例１〜３ 撹拌機、冷却コンデンサー、温度計を有する３００ｍｌ
の反応器に、水１４０ｇ、水酸化ナトリウム１４．８ｇ
（０．３７モル）、表１に示す還元剤０．０６ｇを加
え、溶解、冷却した。そこへ純度９９．８％の２，４，
６−トリブロモフェノール１２０ｇ（０．３６モル）を
加えて溶解させた。溶解後、撹拌を停止し、１時間〜５
時間まで１時間ごとにおよび４８時間後に、赤褐色の不
溶解物が生成しているかどうかを目視にて判定した。 Examples 1-3 : 300 ml with stirrer, cooling condenser, thermometer
In the reactor of 140g of water, 14.8g of sodium hydroxide
(0.37 mol) and 0.06 g of the reducing agent shown in Table 1 were added, dissolved and cooled. There, 2,4 with a purity of 99.8%
120 g (0.36 mol) of 6-tribromophenol was added and dissolved. After dissolution, stop stirring for 1 hour to 5
It was visually judged whether or not a reddish brown insoluble matter had been formed every hour until 48 hours and after 48 hours.
【００１４】結果を表１に示す。The results are shown in Table 1.
【００１５】比較例１ 撹拌機、冷却コンデンサー、温度計を有する３００ｍｌ
の反応器に、水１４０ｇ、水酸化ナトリウム１４．８ｇ
（０．３７モル）を加え、溶解、冷却した。そこへ純度
９９．８％の２，４，６−トリブロモフェノール１２０
ｇ（０．３６モル）を加えて溶解させた。溶解後、撹拌
を停止し、１時間〜５時間まで１時間ごとにおよび４８
時間後に、赤褐色の不溶解物が生成しているかどうかを
目視にて判定した。 Comparative Example 1 300 ml equipped with a stirrer, cooling condenser and thermometer
In the reactor of 140g of water, 14.8g of sodium hydroxide
(0.37 mol) was added, dissolved and cooled. There, 2,4,6-tribromophenol 120 having a purity of 99.8%
g (0.36 mol) was added and dissolved. After dissolution, stop stirring and stop every 1 hour up to 5 hours and 48 hours
After a lapse of time, it was visually judged whether or not a reddish brown insoluble matter had been formed.
【００１６】結果を表１に示す。The results are shown in Table 1.
【００１７】[0017]
【表１】 [Table 1]
【００１８】[0018]
【発明の効果】本発明のトリブロモフェノラート水溶液
は、公知の方法によって調製されたものよりも安定性が
高く、種々の反応に応用できる。INDUSTRIAL APPLICABILITY The aqueous solution of tribromophenolate of the present invention has higher stability than that prepared by a known method and can be applied to various reactions.
【００１９】また、本発明の調製方法によれば、安定な
トリブロモフェノラート水溶液を容易に得ることができ
る。Further, according to the preparation method of the present invention, a stable aqueous solution of tribromophenolate can be easily obtained.
Claims (2)
ブロモフェノラート水溶液。1. A tribromophenolate aqueous solution containing a reducing agent.
トリブロモフェノラート水溶液を調製する際に還元剤を
添加することを特徴とするトリブロモフェノラート水溶
液の調製方法。2. A method for preparing an aqueous tribromophenolate solution, which comprises adding a reducing agent when preparing an aqueous tribromophenolate solution from tribromophenol and an alkali.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5170284A JP2678338B2 (en) | 1993-07-09 | 1993-07-09 | Tribromophenolate aqueous solution and method for preparing the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5170284A JP2678338B2 (en) | 1993-07-09 | 1993-07-09 | Tribromophenolate aqueous solution and method for preparing the same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0725800A true JPH0725800A (en) | 1995-01-27 |
| JP2678338B2 JP2678338B2 (en) | 1997-11-17 |
Family
ID=15902100
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5170284A Expired - Lifetime JP2678338B2 (en) | 1993-07-09 | 1993-07-09 | Tribromophenolate aqueous solution and method for preparing the same |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2678338B2 (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5444625A (en) * | 1977-09-16 | 1979-04-09 | Asahi Glass Co Ltd | Production of tribromophenol |
| JPS62238226A (en) * | 1986-04-09 | 1987-10-19 | Nippon Kayaku Co Ltd | Production of thermally stable fluorophenol or such |
-
1993
- 1993-07-09 JP JP5170284A patent/JP2678338B2/en not_active Expired - Lifetime
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5444625A (en) * | 1977-09-16 | 1979-04-09 | Asahi Glass Co Ltd | Production of tribromophenol |
| JPS62238226A (en) * | 1986-04-09 | 1987-10-19 | Nippon Kayaku Co Ltd | Production of thermally stable fluorophenol or such |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2678338B2 (en) | 1997-11-17 |
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