3-Amino-4-hydroxy-5-phenylcarboxamido-2,7-naphthalenedisulfonic acid | 88247-05-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-Amino-4-hydroxy-5-phenylcarboxamido-2,7-naphthalenedisulfonic acid
• 英文别名: 2-Amino-8-benzamino-1-hydroxy-naphthalin-disulfonsaeure-(3,6)；3-amino-5-benzoylamino-4-hydroxy-naphthalene-2,7-disulfonic acid；3-Amino-5-benzoylamino-4-hydroxy-naphthalin-2,7-disulfonsaeure；3-Amino-5-benzamino-4-hydroxy-naphthalin-disulfonsaeure-(2.7)；2-Amino-8-benzamino-naphthol-(1)-disulfonsaeure-(3.6)；3-Amino-5-benzamido-4-hydroxynaphthalene-2,7-disulfonic acid；3-amino-5-benzamido-4-hydroxynaphthalene-2,7-disulfonic acid
• CAS: 88247-05-6
• 化学式: C₁₇H₁₄N₂O₈S₂
• 分子量: 438.439
• InChiKey: DXFSFNFJMFVULD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  201
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  Remazol Brillant Red F3B 在 sodium disulfite 、 borohydride 作用下， 生成 3-Amino-4-hydroxy-5-phenylcarboxamido-2,7-naphthalenedisulfonic acid 、 2-Amino-7-(2-hydroxyethylsulfonyl)-1-naphthalenesulfonic acid
  参考文献：
  名称：

  Regeneration of Dye-Saturated Quaternized Cellulose by Bisulfite-Mediated Borohydride Reduction of Dye Azo Groups:  An Improved Process for Decolorization of Textile Wastewaters

  摘要：

  Cellulosics modified to contain quaternary ammonium groups have a strong affinity for anionic dyes. Therefore, ion exchangers based on quaternized cellulose or lignocellulose can be used to remove textile dyes from wastewater. However, restoration of exchanger binding capacity is poor using conventional, low-cost regenerants. Experiments were conducted with two monoazo dyes, Orange II (Acid Orange 7) and Remazol Red F3B (Reactive Red 180), to determine whether reductive cleavage of dye azo bonds improves exchanger regenerability. Treatment with the redox couple KBH4/NaHSO3 fully restored the binding capacity of Orange It-saturated quaternized cellulose. KBH4/NaHSO3 treatment of quaternized cellulose saturated with Remazol Red F3B (hydrolyzed, unreactive form) restored 74% of the exchanger binding capacity, which increased to 95% with a subsequent wash with NaOH or NaClO4. High-performance liquid chromatography was used to confirm that KBH4/NaHSO3 reductively cleaved dye azo bonds. Bisulfite was found to form a stable adduct with Orange II but to not cleave the dye's azo bond. The efficiency of dye azo bond reduction was the same for dye in solution and exchanger-bound dye. These results indicate that reduction of monoazo dyes is an efficient method by which to regenerate the dye binding capacity of quaternized cellulosics used to decolorize textile wastewater.

  DOI：

  10.1021/es970395v

文献信息

• Regeneration of Dye-Saturated Quaternized Cellulose by Bisulfite-Mediated Borohydride Reduction of Dye Azo Groups:  An Improved Process for Decolorization of Textile Wastewaters
  作者：Joseph A. Laszlo

  DOI：10.1021/es970395v

  日期：1997.12.1

  Cellulosics modified to contain quaternary ammonium groups have a strong affinity for anionic dyes. Therefore, ion exchangers based on quaternized cellulose or lignocellulose can be used to remove textile dyes from wastewater. However, restoration of exchanger binding capacity is poor using conventional, low-cost regenerants. Experiments were conducted with two monoazo dyes, Orange II (Acid Orange 7) and Remazol Red F3B (Reactive Red 180), to determine whether reductive cleavage of dye azo bonds improves exchanger regenerability. Treatment with the redox couple KBH4/NaHSO3 fully restored the binding capacity of Orange It-saturated quaternized cellulose. KBH4/NaHSO3 treatment of quaternized cellulose saturated with Remazol Red F3B (hydrolyzed, unreactive form) restored 74% of the exchanger binding capacity, which increased to 95% with a subsequent wash with NaOH or NaClO4. High-performance liquid chromatography was used to confirm that KBH4/NaHSO3 reductively cleaved dye azo bonds. Bisulfite was found to form a stable adduct with Orange II but to not cleave the dye's azo bond. The efficiency of dye azo bond reduction was the same for dye in solution and exchanger-bound dye. These results indicate that reduction of monoazo dyes is an efficient method by which to regenerate the dye binding capacity of quaternized cellulosics used to decolorize textile wastewater.