JPS6366158A - Purification of 1,2-dihydroxybenzene-3,5-disulfonic acid alkali metal salt - Google Patents
Purification of 1,2-dihydroxybenzene-3,5-disulfonic acid alkali metal saltInfo
- Publication number
- JPS6366158A JPS6366158A JP21007586A JP21007586A JPS6366158A JP S6366158 A JPS6366158 A JP S6366158A JP 21007586 A JP21007586 A JP 21007586A JP 21007586 A JP21007586 A JP 21007586A JP S6366158 A JPS6366158 A JP S6366158A
- Authority
- JP
- Japan
- Prior art keywords
- dihydroxybenzene
- disulfonic acid
- acid
- sodium
- alkali
- 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
- -1 1,2-dihydroxybenzene-3,5-disulfonic acid alkali metal salt Chemical class 0.000 title abstract description 16
- 238000000746 purification Methods 0.000 title description 3
- 229910052783 alkali metal Inorganic materials 0.000 title 1
- 239000002253 acid Substances 0.000 claims abstract description 21
- 239000013078 crystal Substances 0.000 claims abstract description 17
- 239000007864 aqueous solution Substances 0.000 claims abstract description 9
- 238000010438 heat treatment Methods 0.000 claims abstract description 7
- 238000000034 method Methods 0.000 claims abstract description 6
- 239000003513 alkali Substances 0.000 claims description 17
- XXAXVMUWHZHZMJ-UHFFFAOYSA-L 4,5-dihydroxybenzene-1,3-disulfonate Chemical compound OC1=CC(S([O-])(=O)=O)=CC(S([O-])(=O)=O)=C1O XXAXVMUWHZHZMJ-UHFFFAOYSA-L 0.000 claims description 5
- 230000001376 precipitating effect Effects 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract description 21
- ISWQCIVKKSOKNN-UHFFFAOYSA-L Tiron Chemical compound [Na+].[Na+].OC1=CC(S([O-])(=O)=O)=CC(S([O-])(=O)=O)=C1O ISWQCIVKKSOKNN-UHFFFAOYSA-L 0.000 abstract description 14
- 238000001953 recrystallisation Methods 0.000 abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 9
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 abstract description 4
- 239000000203 mixture Substances 0.000 abstract description 4
- 150000001875 compounds Chemical class 0.000 abstract description 3
- 239000002738 chelating agent Substances 0.000 abstract description 2
- 238000001816 cooling Methods 0.000 abstract description 2
- 239000002994 raw material Substances 0.000 abstract description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 17
- 229910052742 iron Inorganic materials 0.000 description 14
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 3
- 239000012452 mother liquor Substances 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- 239000013076 target substance Substances 0.000 description 3
- VWXVJYKCCPSYRD-UHFFFAOYSA-N 4,6-dihydroxybenzene-1,3-disulfonic acid Chemical compound OC1=CC(O)=C(S(O)(=O)=O)C=C1S(O)(=O)=O VWXVJYKCCPSYRD-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- RAEOEMDZDMCHJA-UHFFFAOYSA-N 2-[2-[bis(carboxymethyl)amino]ethyl-[2-[2-[bis(carboxymethyl)amino]ethyl-(carboxymethyl)amino]ethyl]amino]acetic acid Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CCN(CC(O)=O)CC(O)=O)CC(O)=O RAEOEMDZDMCHJA-UHFFFAOYSA-N 0.000 description 1
- MCSXGCZMEPXKIW-UHFFFAOYSA-N 3-hydroxy-4-[(4-methyl-2-nitrophenyl)diazenyl]-N-(3-nitrophenyl)naphthalene-2-carboxamide Chemical compound Cc1ccc(N=Nc2c(O)c(cc3ccccc23)C(=O)Nc2cccc(c2)[N+]([O-])=O)c(c1)[N+]([O-])=O MCSXGCZMEPXKIW-UHFFFAOYSA-N 0.000 description 1
- ISLHTVXEVCZNHS-UHFFFAOYSA-N 4,5-dihydroxybenzene-1,3-disulfonic acid;sodium Chemical compound [Na].OC1=CC(S(O)(=O)=O)=CC(S(O)(=O)=O)=C1O ISLHTVXEVCZNHS-UHFFFAOYSA-N 0.000 description 1
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- MKBUQYWFFBCMFG-UHFFFAOYSA-N acetic acid propane-1,1-diamine Chemical compound CC(O)=O.CC(O)=O.CC(O)=O.CC(O)=O.CCC(N)N MKBUQYWFFBCMFG-UHFFFAOYSA-N 0.000 description 1
- TUCIXUDAQRPDCG-UHFFFAOYSA-N benzene-1,2-diol Chemical compound OC1=CC=CC=C1O.OC1=CC=CC=C1O TUCIXUDAQRPDCG-UHFFFAOYSA-N 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004737 colorimetric analysis Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- LTVFCEIERDEYNS-UHFFFAOYSA-L disodium 4,6-dihydroxybenzene-1,3-disulfonate Chemical compound C1(O)=CC(O)=C(C=C1S(=O)(=O)[O-])S(=O)(=O)[O-].[Na+].[Na+] LTVFCEIERDEYNS-UHFFFAOYSA-L 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229960003330 pentetic acid Drugs 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- 229910001948 sodium oxide Inorganic materials 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
【発明の詳細な説明】
［産業上の利用分野］
本発明は粗製１．２−ジヒドロキシベンゼン−３，５−
ジスルホン酸アルカリ水溶液から、再結晶操作を繰り返
し行なうことなく高収率で高純度のＰｉ製ｘ、２−ジヒ
ドロ、キシベンゼン−３，５−ジスルホン酸アルカリを
得る方法に関するものである。[Detailed Description of the Invention] [Industrial Application Field] The present invention provides crude 1,2-dihydroxybenzene-3,5-
The present invention relates to a method for obtaining a high yield and high purity alkali x,2-dihydro,xybenzene-3,5-disulfonic acid made from Pi from an aqueous aqueous disulfonic acid solution without repeating recrystallization operations.
［従来の技術］
１．２−ジヒドロキシベンゼン−３，５−ジスル、ホン
酸アルカリ、就中ナトリウム塩は１９４４年Ｊ、Ｙｐｅ
によって、また１９５１年にはＧ。[Prior Art] 1,2-dihydroxybenzene-3,5-disulfate, alkali phonate, especially sodium salt, was described in 1944 by J. Ype.
and in 1951 by G.
Ｓ ｃ、ｈ、ｗａｒｚｅｎｂａｃｈによって、チタンお
よび鉄の比色定量試、革として紹介された。この１１．
２−ジヒドロキシベンゼン−３，５−ジスルホン酸ナト
リウムを製造するに当たっては、通常１．２−ジヒドロ
キシベンゼン（ピロカテコール）に濃硫酸および発煙硫
酸を作用させて、１．２−ジヒド・ワキシベンゼン−３
，５−ジスルホン酸とし、この反応液に硫酸ナトリウム
または塩化ナトリウムを加えて１．２−ジヒドロキシベ
ンゼン−３，５−ジスルホン酸ナトリウムとした後、（
＝Ｊ着硫酸または塩酸を分離し、５更に水に・溶解させ
て例えば水酸化ナトリウムでｐＨ４，，０〜４．２に中
和した後濃縮を行なって目的物質の結晶を得ている。カ
リウム塩の場合もこれに準じて得られる。Introduced as a colorimetric test for titanium and iron by S. C. H. Warzenbach. This 11.
In producing sodium 2-dihydroxybenzene-3,5-disulfonate, 1,2-dihydroxybenzene (pyrocatechol) is usually reacted with concentrated sulfuric acid and fuming sulfuric acid to form 1,2-dihydro waxybenzene-3.
, 5-disulfonic acid, and added sodium sulfate or sodium chloride to this reaction solution to prepare sodium 1,2-dihydroxybenzene-3,5-disulfonic acid.
=J The sulfuric acid or hydrochloric acid is separated, 5 further dissolved in water, neutralized with, for example, sodium hydroxide to pH 4.0 to 4.2, and then concentrated to obtain crystals of the target substance. Potassium salts can also be obtained in a similar manner.
［発明が解決しようとする問題点］
ところが得られた結晶は本来白色であるべきものが濃赤
色または濃青色に着色している。これは原料物質中に混
在している鉄イオンが系、内に混入するためであり、こ
の鉄イオンは１．２−ジヒドロキシベンゼン−３，５−
ジスルホン酸アルカリと鋭敏に反応（鉄の比色定量試薬
として用いるくらいである）して有色化合物を作り、こ
れが１゜２−ジヒドロキシベンゼン−３，５−ジスルホ
ン酸アルカリを着色するのである。[Problems to be Solved by the Invention] However, the obtained crystals, which should originally be white, are colored deep red or deep blue. This is because iron ions mixed in the raw materials mix into the system, and these iron ions are 1,2-dihydroxybenzene-3,5-
It reacts sensitively with alkali disulfonate (so much so that it is used as a colorimetric reagent for iron) to form a colored compound, which colors alkali 1°2-dihydroxybenzene-3,5-disulfonate.
従ってそのままでは商品価値が低いので再度水に溶解さ
せ再結晶操作を繰り返し行なって白色結晶を得ているの
が現状である。尚再結晶操作後の回収母液には１，２−
ジヒドロキシベンゼン−３，５−ジスルホン酸アルカリ
が含まれているので、次回再結晶液の一部として使用し
ているが鉄イオンが多くなってくるため連続２〜３回し
か使用で封ず、目的物質の収率は６０〜６５％と低いも
のであった。Therefore, as it has low commercial value as it is, the current practice is to dissolve it in water again and repeat the recrystallization operation to obtain white crystals. The recovered mother liquor after the recrystallization operation contains 1,2-
Since it contains dihydroxybenzene-3,5-disulfonic acid alkali, I use it as part of the recrystallization solution next time, but since the iron ions increase, I can only use it 2 or 3 times in a row to seal it. The yield of material was low at 60-65%.
そこで本発明においては粗製１．２−ジヒドロキシベン
ゼン−３，５−ジスルホン酸アルカリから再結晶操作を
繰り返し行なうことなく高収率で高純度の精製１．２−
ジヒドロキシベンゼン−３，５−ジスルホン酸アルカリ
を得ることので各る優れた精製方法の提供を目的として
いる。Therefore, in the present invention, the purified 1.2-dihydroxybenzene-3,5-disulfonic acid alkali can be purified with high yield and high purity without repeating the recrystallization operation.
The object of the present invention is to provide an excellent purification method for obtaining alkali dihydroxybenzene-3,5-disulfonic acid.
［問題点を解決するための手段］
上記問題点を解決することのできた本発明とは、粗製１
．２−ジヒドロキシベンゼン−３，５−ジスルホン酸ア
ルカリの水溶液から１．２−ジヒドロキシベンゼン−３
，５−ジスルホン酸アルカリを結晶化させるに当たり、
該水溶液にポリアミノカルボン酸を添加し、加熱濃縮後
冷却して１．２−ジヒドロキシベンゼン−３，５−ジス
ルホン酸アルカリの結晶を析出させることを構成要旨と
するものである。[Means for solving the problems] The present invention that can solve the above problems is based on crude 1
．． 1,2-dihydroxybenzene-3 from aqueous solution of alkali 2-dihydroxybenzene-3,5-disulfonic acid
, In crystallizing the alkali 5-disulfonic acid,
The gist of the structure is to add polyaminocarboxylic acid to the aqueous solution, heat and concentrate, and then cool to precipitate crystals of alkali 1,2-dihydroxybenzene-3,5-disulfonic acid.
［作用］
本発明方法は前述のように粗製１．２−ジヒドロキシベ
ンゼン−３，５−ジスルホン酸アルカリ（以下ナトリウ
ムを代表例として説明する）の水溶液から、再結晶操作
を繰り返すことなく高純度の１，２−ジヒドロキシベン
ゼン−３，５−ジスルホン酸ナトリウムな高収率で得る
ことができるものであり、粗製１．２−ジヒドロキシベ
ンゼン−３，５−ジスルホン酸ナトリウムを水に溶解し
、例えば水酸化ナトリウムでｐＨ４，０〜４．２に調整
した後、ポリアミノカルボン酸を添加する。[Function] As mentioned above, the method of the present invention produces highly purified alkali 1,2-dihydroxybenzene-3,5-disulfonic acid from an aqueous solution of crude alkali 1,2-dihydroxybenzene-3,5-disulfonic acid (sodium will be explained below as a typical example) without repeating the recrystallization operation. Sodium 1,2-dihydroxybenzene-3,5-disulfonate can be obtained in high yield by dissolving crude sodium 1,2-dihydroxybenzene-3,5-disulfonate in water, e.g. After adjusting the pH to 4.0-4.2 with sodium oxide, polyaminocarboxylic acid is added.
そしてさらに加熱濃縮した後冷却して白色結晶を得る。Then, the mixture is further concentrated by heating and then cooled to obtain white crystals.
結晶採取後の母液は次回の精製に繰り返し使用するが、
鉄イオンはキレート化合物として捕捉されているので、
目的物質を再び汚染する恐れが少なく、数回に亘って繰
り返し使用できる。このようにして得られた１、２−ジ
ヒドロキシベンゼン−３，５−ジスルホン酸ナトリウム
は高純度の白色結晶であり、この時の収率は８５〜９２
％と高いものとなる。The mother liquor after crystal collection is used repeatedly for the next purification, but
Since iron ions are captured as chelate compounds,
There is little risk of contaminating the target substance again, and it can be used repeatedly several times. Sodium 1,2-dihydroxybenzene-3,5-disulfonate thus obtained is a highly pure white crystal, and the yield at this time is 85-92%.
%.
また水酸化ナトリウム等でｐＨ４，０〜４．２に調整す
るのは濃縮効率を考慮した為であり、ｐＨ４，０未満で
はナトリウム塩から遊離の酸に戻る恐れが強く、一方ｐ
Ｈ４，２を超えると濃縮倍率を上げる必要があり、目的
物質の純度が低下する。In addition, the pH is adjusted to 4.0 to 4.2 with sodium hydroxide etc. in consideration of concentration efficiency; if the pH is less than 4.0, there is a strong possibility that the sodium salt will return to the free acid;
If it exceeds H4.2, it is necessary to increase the concentration ratio, and the purity of the target substance decreases.
さらにまたポリアミノカルボン酸としては、一般にキレ
ート化剤として使用されているものを使用することがで
き、それらの種類については一切制限されないが、代表
的には下記のものが例示される。Furthermore, as the polyaminocarboxylic acid, those commonly used as chelating agents can be used, and the types thereof are not limited at all, but the following are typically exemplified.
ＮＴ＾ にトリロ三酢酸）
ＥＤＴＡ （エチレンジアミン四酢酸）ＤＴＰ＾（ジエ
チレントリアミン五酢酸）ＴＴＨＡ （トリエチレンテ
トラミン六酢酸）Ｍｅｔｈｙｌ ＥＤＴＡ （ジアミ
ノプロパン四酢酸）等が例示される。これらのポリアミ
ノカルボン酸、たとえばＥＤＴＡは、粗製１．２−ジヒ
ドロキシベンゼン−３，５−ジスルホン酸ナトリウム水
溶液中に含まれる鉄イオンと（１）式％式％）
のような可溶性で安定な錯塩を生成する。従ってＥＤＴ
Ａ添加後の水溶液を加熱濃縮した後、冷却すると［（１
）式で示される錯塩は水中に溶解しており］高純度の１
．２−ジヒドロキシベンゼン−３，５−ジスルホン酸ナ
トリウムの白色結晶が析出してくる。Examples include NT^ (trilotriacetic acid), EDTA (ethylenediaminetetraacetic acid), DTP^ (diethylenetriaminepentaacetic acid), TTHA (triethylenetetraminehexaacetic acid), Methyl EDTA (diaminopropanetetraacetic acid), and the like. These polyaminocarboxylic acids, such as EDTA, form soluble and stable complex salts such as (1) with iron ions contained in the crude sodium 1,2-dihydroxybenzene-3,5-disulfonate aqueous solution. generate. Therefore E.D.T.
After heating and concentrating the aqueous solution after adding A and cooling it, [(1
) The complex salt represented by the formula is dissolved in water and has a high purity of 1.
．． White crystals of sodium 2-dihydroxybenzene-3,5-disulfonate begin to precipitate.
ポリアミノカルボン酸の添加量は、溶液中のＦｅイオン
に対して等モル未満であると遊離鉄イオンが結晶に付着
してくる可能性があるので鉄イオンの等モル以上とする
。上限については特段の定めはないが、１．２−ジヒド
ロキシベンゼン−３，５−ジスルホン酸ナトリウムに対
して１０％超えるのは不経済である。従って１．２−ジ
ヒドロキシベンゼン−３，５−ジスルホン酸ナトリウム
の１０％以下、好ましくは鉄イオンの等モルから２０倍
量が望ましい。The amount of polyaminocarboxylic acid added should be equal to or more than the equivalent mole of iron ions, since free iron ions may adhere to the crystals if the amount is less than equimolar to Fe ions in the solution. Although there is no particular limit on the upper limit, it is uneconomical to exceed the upper limit by 10% relative to sodium 1,2-dihydroxybenzene-3,5-disulfonate. Therefore, the amount is preferably 10% or less of sodium 1,2-dihydroxybenzene-3,5-disulfonate, preferably equimolar to 20 times the amount of iron ions.
以上のようにして得られた１、２−ジヒドロキシベンゼ
ン−３，５−ジスルホン酸ナトリウムは高純度のもので
あるから再結晶を繰り返し行なう必要はない。Since the sodium 1,2-dihydroxybenzene-3,5-disulfonate obtained as described above is of high purity, there is no need for repeated recrystallization.
［実施例および比較例］
（実施例）
（１）鉄イオン５０ ｐｐｍを含む粗製１．２−ジヒド
ロキシベンゼン−３，５−ジスルホン酸ナトリウム１０
０ｇを水３００ｇに溶解し、水酸化ナトリウムを加えて
ｐＨ４，０としＥＤＴ＾・２Ｎａ ・２Ｈ２０６６ｍｇ
を加え、加熱濃縮して全体が１４０ｍ１になったら加熱
を止め、冷却すると、１．２−ジヒドロキシベンゼン−
３゜５−ジスルホン酸ナトリウムの白色結晶８７ｇを得
た。この時の収率は８７％であった。[Examples and Comparative Examples] (Example) (1) Crude sodium 1,2-dihydroxybenzene-3,5-disulfonate 10 containing 50 ppm of iron ions
Dissolve 0g in 300g of water and add sodium hydroxide to adjust the pH to 4.0. EDT^・2Na・2H2066mg
was added and concentrated by heating until the total volume became 140 ml. When the heating was stopped and cooled, 1,2-dihydroxybenzene-
87 g of white crystals of sodium 3.5-disulfonate were obtained. The yield at this time was 87%.
（２）さらに鉄イオン８０ ｐｐｍを含む粗製１．２−
ジヒドロキシベンゼン−３，５−ジスルホン酸ナトリウ
ム１００ｇを前回（１）の結晶採取後の母液１００ｇお
よび水２００ｇに溶解し、水酸化ナトリウムを加えてｐ
Ｈ４，１としＤＴＰ＾・５）１１１３ｍｇおよび水酸化
ナトリウム２５ｍ８を加えて全体が１８０＋ｎｌになる
まで加熱濃縮した後冷却すると、１．２−ジヒドロキシ
ベンゼン−３，５−ジスルホン酸ナトリウムの白色結晶
９２ｇを得た。この時の収率は９２％であった。(2) Crude 1.2- containing further 80 ppm of iron ions
100 g of sodium dihydroxybenzene-3,5-disulfonate was dissolved in 100 g of the mother liquor obtained from the previous crystal collection in (1) and 200 g of water, and sodium hydroxide was added thereto.
Add H4,1, 1113 mg of DTP^・5) and 25 m8 of sodium hydroxide, heat and concentrate until the total volume becomes 180+nl, and then cool, yielding 92 g of white crystals of sodium 1,2-dihydroxybenzene-3,5-disulfonate. Obtained. The yield at this time was 92%.
さらに各種ポリアミノカルボン酸を粗製１．２−ジヒド
ロキシベンゼン−３，５−ジスルホン酸ナトリウム水溶
液に作用させて精製した結果を第１表に示す。Furthermore, Table 1 shows the results of purifying various polyaminocarboxylic acids by acting on crude sodium 1,2-dihydroxybenzene-3,5-disulfonate aqueous solutions.
（比較例）
（１）鉄イオン５０ｐｐｍを含む粗製１．２−ジヒドロ
キシベンゼン−３，５−ジスルホン酸ナトリウム１００
ｇを水３００ｇに溶解し水酸化ナトリウムを加えてｐＨ
４，０とし全体を１４０ｍ１まで加熱濃縮した後冷却す
ると、準赤色結晶８６ｇを得た。これをさらに水に溶解
して再結晶を繰り返すと６５ｇの結晶を得た。この時の
収率は６５％であった。(Comparative example) (1) Crude sodium 1,2-dihydroxybenzene-3,5-disulfonate containing 50 ppm of iron ions 100
Dissolve g in 300 g of water and add sodium hydroxide to adjust the pH.
4.0, the whole was heated and concentrated to 140 ml, and then cooled to obtain 86 g of semi-red crystals. This was further dissolved in water and recrystallization was repeated to obtain 65 g of crystals. The yield at this time was 65%.
（２）鉄イオン１１００ｐｐを含む粗製１．２−ジヒド
ロキシベンゼン−３，５−ジスルホン酸ナトリウム１０
０ｇを（１） と同様に処理するとＢｏｇの結晶が得ら
れた。この時の収率は６０％であった。比較例の結果も
実施例の結果と共に第１表に記す。(2) Crude sodium 1,2-dihydroxybenzene-3,5-disulfonate 10 containing 1100 pp of iron ions
When 0g was treated in the same manner as in (1), Bog crystals were obtained. The yield at this time was 60%. The results of the comparative examples are also listed in Table 1 along with the results of the examples.
［発明の効果］
以上述べたように本発明方法によれば粗製１゜２−ジヒ
ドロキシベンゼン−３，５−ジスルホン酸アルカリから
、再結晶を繰り返し行なうことなく高収率で高純度の精
製１，２−ジヒドロキシベンゼン−３，５−ジスルホン
酸アルカリを得ることができる。[Effects of the Invention] As described above, according to the method of the present invention, purified 1. An alkali 2-dihydroxybenzene-3,5-disulfonic acid can be obtained.
Claims (1)
スルホン酸アルカリの水溶液から１，２−ジヒドロキシ
ベンゼン−３，５−ジスルホン酸アルカリを結晶化させ
るに当たり、該水溶液にポリアミノカルボン酸を添加し
、加熱濃縮後冷却して１，２−ジヒドロキシベンゼン−
３，５−ジスルホン酸アルカリの結晶を析出させること
を特徴とする１，２−ジヒドロキシベンゼン−３，５−
ジスルホン酸アルカリの精製方法。(1) When crystallizing alkali 1,2-dihydroxybenzene-3,5-disulfonic acid from an aqueous solution of crude alkali 1,2-dihydroxybenzene-3,5-disulfonic acid, polyaminocarboxylic acid is added to the aqueous solution. , concentrated by heating and then cooled to give 1,2-dihydroxybenzene-
1,2-dihydroxybenzene-3,5- characterized by precipitating crystals of alkali 3,5-disulfonic acid
Method for purifying alkali disulfonate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21007586A JPS6366158A (en) | 1986-09-05 | 1986-09-05 | Purification of 1,2-dihydroxybenzene-3,5-disulfonic acid alkali metal salt |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21007586A JPS6366158A (en) | 1986-09-05 | 1986-09-05 | Purification of 1,2-dihydroxybenzene-3,5-disulfonic acid alkali metal salt |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6366158A true JPS6366158A (en) | 1988-03-24 |
| JPH0317826B2 JPH0317826B2 (en) | 1991-03-11 |
Family
ID=16583401
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP21007586A Granted JPS6366158A (en) | 1986-09-05 | 1986-09-05 | Purification of 1,2-dihydroxybenzene-3,5-disulfonic acid alkali metal salt |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6366158A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009539928A (en) * | 2006-06-13 | 2009-11-19 | ロデイア・オペラシヨン | Process for preparing metal salts of dihydroxybenzene disulfonic acid |
-
1986
- 1986-09-05 JP JP21007586A patent/JPS6366158A/en active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009539928A (en) * | 2006-06-13 | 2009-11-19 | ロデイア・オペラシヨン | Process for preparing metal salts of dihydroxybenzene disulfonic acid |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0317826B2 (en) | 1991-03-11 |
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