تفاعل #1365694

ord-285e9b29777148e39b087ed80a1a1a51

معادلة التفاعل

O
water
Nc1ccc(-c2ccc(N)cc2S(=O)(=O)O)c(S(=O)(=O)O)c1
4,4′-diamino-2,2′-biphenyldisulfonic acid
O=C(Cl)c1ccc(C(=O)Cl)cc1
terephthaloyl chloride
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
O=C(Cl)c1ccc(C(=O)Cl)cc1
terephthaloyl chloride
Nc1ccc(-c2ccc(N)cc2S(=O)(=O)O)c(S(=O)(=O)O)c1.O=C(Cl)c1ccc(C(=O)Cl)cc1
desired polymer
المردود 89.2%
Nc1ccc(-c2ccc(N)cc2S(=O)(=O)O)c(S(=O)(=O)O)c1.O=C(Cl)c1ccc(C(=O)Cl)cc1
4,4′-diamino-2,2′-biphenyldisulfonic Acid benzene-1,4-dicarbonyl Chloride
المردود 89.2%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىInto a 1-L fluted round-bottom flask equipped with a mechanical stirring shaft
  2. 2
    workup.DISSOLUTIONdissolves
  3. 3
    أخرىis obtained
  4. 4
    أخرىis prepared
  5. 5
    أخرىis also prepared
  6. 6
    workup.STIRRINGThe reaction flask is stirred at high speed (800-1000 rpm)
  7. 7
    workup.STIRRINGThe mixture is stirred for 5 minutes
  8. 8
    أخرىresulting in an emulsion
  9. 9
    workup.ADDITIONis added to the flask as quickly as possible
  10. 10
    workup.STIRRINGThe reaction mixture is stirred at room temperature and at high speed for 2-3 hours
  11. 11
    workup.ADDITIONAt the end of this period the thickened gel-like solution is poured into a large flask
  12. 12
    ترشيحThe resulting solid is filtered
  13. 13
    أخرىdried in a vacuum oven

الإجراء التجريبي

Into a 1-L fluted round-bottom flask equipped with a mechanical stirring shaft, is placed 250 ml of deionized water and 7.95 g of sodium carbonate. The mixture is stirred until the carbonate salt dissolves. Then, 7.641 g of 4,4′-diamino-2,2′-biphenyldisulfonic acid (DABS, 85%) is added, and the mixture is stirred until a homogeneous solution is obtained. A solution containing 2.00 g of PEG 200 dioleate surfactant dissolved in 100 ml of purified chloroform is prepared and set aside. Another solution containing 3.806 g of terephthaloyl chloride dissolved in 100 ml of purified chloroform is also prepared. The reaction flask is stirred at high speed (800-1000 rpm), and the chloroform/surfactant solution is added quickly to the flask. The mixture is stirred for 5 minutes, resulting in an emulsion. Then, the chloroform solution containing the terephthaloyl chloride is added to the flask as quickly as possible. The reaction mixture is stirred at room temperature and at high speed for 2-3 hours. At the end of this period the thickened gel-like solution is poured into a large flask containing 300 ml ethanol/900 ml acetone. The resulting solid is filtered and dried in a vacuum oven to give the desired polymer (9.15 g) as a fluffy light purple solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06444091B1uspto-grants-2002_09