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Process for preparing water-soluble polysulfonated naphthylamine

A technology for sulfonated naphthylamine and water-soluble polymer is applied in the field of preparation of polysulfonated naphthylamine, which can solve the problems of tediousness, limited functional application potential of conjugated polymers, low polymer yield and the like, and achieves a simple and efficient synthesis process. , good general applicability, good solution processability effect

Inactive Publication Date: 2007-08-01
TONGJI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this synthesis method has many steps, and the transformation and purification of monomers need to be carried out step by step separately. The post-treatment of the product uses the osmotic membrane dialysis process, which is cumbersome, high in cost, and long in cycle.
At the same time, the yield of the obtained polymer was not high, and with Na 2 S 2 o 8 When used as an oxidizing agent, the yield is only 31%, while with KIO 4 When used as an oxidizing agent, the yield is only 71%
Moreover, the obtained product is rose red, indicating that there are certain defects in the large π bond conjugation of the macromolecular chain, which limits the functionality and application potential of the conjugated polymer.

Method used

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  • Process for preparing water-soluble polysulfonated naphthylamine
  • Process for preparing water-soluble polysulfonated naphthylamine
  • Process for preparing water-soluble polysulfonated naphthylamine

Examples

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Effect test

Embodiment 1

[0022] The following examples will illustrate that the poly(7-sulfonic acid-1-naphthylamine) of the present invention is in an aqueous solution system, adopts hydrogen peroxide / ferrous sulfate redox system to initiate polymerization, and realizes according to the chemical oxidation polymerization reaction path .

[0023] Accurately measure 6mL of water into a 50mL beaker, and then add 2mL of NaOH solution with a concentration of 1mol / L. Accurately weigh 446.5 mg (2 mmol) of 7-sulfonic acid-1-naphthylamine, and transfer it into the above aqueous alkali solution. Stir the blended system with a magnetic stirrer for 18 minutes to completely dissolve the monomer in the aqueous alkali solution, and then add 1 mL (0.05 mmol) of FeSO with a concentration of 50 mmol / L to the beaker. 4 Add 1ml (10mmol) hydrogen peroxide to the solution within about 5 minutes, at this time, the color of the solution changes from light gray to dark brown. The beaker was sealed and the reaction was conti...

Embodiment 2～7

[0025] The following examples will illustrate the influence of different oxygen single ratios on the polymerization yield in the present invention.

[0026] Repeat Example 1, change the addition amount of oxidizing agent hydrogen peroxide, make the ratio of oxygen to single ratio be 1:1, 2:1, 3:1, 4:1, 8:1, 10:1 respectively. A black solid powder was obtained with yields of 15.8%, 21.7%, 23.7%, 25.3%, 87.6%, and 59.5%, respectively. The conductivity measured by tablet method is 2.12×10 -6 S / cm, 2.12×10 -6 S / cm, 2.20×10 -6 S / cm, 2.19×10 -6 S / cm, 1.25×10 -6 S / cm, 0.65×10 -6 S / cm.

Embodiment 8～10

[0028] The following examples illustrate the effect of reaction time on polymer yield in the present invention.

[0029] Example 1 was repeated, and the reaction time was changed so that the reaction time was 6h, 12h, and 28h respectively, and black solid powder was obtained with yields of 44.3%, 52.5%, and 81.4%, respectively. The conductivity measured by tablet method was 1.36×10 -6 S / cm, 1.45×10 -6 S / cm, 2.12×10 -6 S / cm.

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Abstract

The invention discloses a method for preparing poly sulfonated naphthylamine. It adds water- soluble oxidation- reduction inititating system into the alkali solution of sulfonated naphthylamine monomer for reaction; the monomer is conversed from acid to salt and the polymer is conversed from salt to acid; it is prove by crystal construction anlysis for polymer powder by gamma ray that it gets 7- sulfonic acid- 1- naphthylamine polymerm; it is also proved that the macromolecule chain possesses good big pi bond eutectic texture by ultraviolet visible spectrum for polymer solution. The productivity reaches 87.6 wt%, electrical conductivity is 2.2 * 10- 6S / cm, and the solution deformability of polymer powder is quite good, which provides good basis for its futher application. The invention is characterized by economic and effective process, high productivity and general adaptability.

Description

technical field [0001] The invention relates to the field of preparation methods of polysulfonated naphthylamine. Background technique [0002] The naphthylamine monomer has a double benzene ring structure, so the synthesized polynaphthylamine not only has a rigid skeleton structure similar to polyaniline, but also has more delocalized π electrons than polyaniline. In addition to the structural characteristics of naphthylamine, sulfonated naphthylamine also has sulfonic acid groups. The polysulfonated naphthylamine obtained after chemical oxidation and polymerization has some special properties in addition to the superior properties of polynaphthylamine: On the one hand, because the sulfonic acid group is a hydrophilic polar group, it will improve the compatibility of polynaphthylamine with polar organic solvents, and more importantly, the introduction of the sulfonic acid group will change the conductivity of the water-insoluble conductive polymer. The polymerization kinet...

Claims

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Application Information

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IPC IPC(8): C08G73/02
Inventor 李新贵沈华军黄美荣
Owner TONGJI UNIV
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