Macromolecular polymer and production method thereof

• US 10,640,612 B2
• Filed: 01/30/2018
• Issued: 05/05/2020
• Est. Priority Date: 06/06/2017
• Status: Active Grant

• Current Assignee: Southwest University of Science & Technology
• Original Assignee: Southwest University of Science & Technology
• Inventors: Chang, Guanjun, Yang, Li, Lu, Zhongyuan, Yang, Junxiao
• Primary Examiner(s): Buie-Hatcher, Nicole M.
• Application Number:
  US15/884,041
• Publication Number:
  US 20180346650A1
• Time in Patent Office: Days
• CPC Class Codes: C08G 65/40 from phenols (I) and other compounds (II), e.g. OH-Ar-OH + X-Ar-X, where X is halogen atom, i.e. leaving group
• CPC Class Codes: C08G 65/4056 (I) or (II) containing sulfur as the sulfone group C08G75/23
• CPC Class Codes: C08G 73/0672 with only one nitrogen atom in the ring

Abstract

A macro-molecular polymer and its preparation method. The macro-molecular polymer takes disulfonate-difluorobenzophenone, hydroxyindole and difluorobenzophenone as monomers for which a sulfonate group of the disulfonate-difluorobenzophenone is a metal cation. High-performance polymers can be obtained with crosslinked structure among molecular chains by a way of interaction of metal cations −π, and further to obtain a high performance polymer having good mechanical properties and stability. Furthermore, the polymer facilitates recovery and has good reproducibility and recycling properties.

Claims

1. A macro-molecular polymer comprising disulfonate-difluorobenzophenone, hydroxyindole and difluorobenzophenone as monomers, wherein sulfonate groups of the disulfonate-difluorobenzophenone introduces metal cations.

2. The macro-molecular polymer according to claim 1, wherein the metal cations are alkali metal ions.

3. The macro-molecular polymer according to claim 2, wherein the alkali metal ions are selected from K⁺, Na⁺ and Li⁺.

4. The macro-molecular polymer according to claim 1, wherein the macro-molecular polymer has a crosslinking structure.

5. The macro-molecular polymer according to claim 4, wherein the crosslinking structure is achieved through the interaction between the metal cation and π

of the indole group.

6. A macro-molecular polymer having a general structure as follows:

7. The macro-molecular polymer according to claim 6, wherein the metal cation is an alkali metal ion.

8. The macro-molecular polymer according to claim 7, wherein the alkali metal ion is selected from K⁺, Na⁺ and Li⁺.

9. The macro-molecular polymer according to claim 6, wherein the macro-molecular polymer has a crosslinking structure.

10. The macro-molecular polymer according to claim 9, wherein the crosslinking structure is achieved through the interaction between the metal cation and π

of the indole group.

11. A method for preparing a macro-molecular polymer comprising the steps of:

making metal cations and an aqueous solution of disulfonate-difluorobenzophenone reacting to precipitate a sulfonated component; and

mixing the sulfonated component, hydroxyindole, and difluorobenzophenone in an organic solvent in inert gas, with continuous stirring and heating for reacting, to obtain sulfonated poly (aryl indole ketone)s.

12. The method for preparing a macro-molecular according to claim 11, wherein the metal cations are alkali metal cations.

13. The method for preparing a macro-molecular according to claim 11, wherein the temperature of the heating is controlled in a range of 150°

C. to 200°

C.

14. The method for preparing a macro-molecular according to claim 11, wherein the molar ratio of the sulfonated component to the difluorobenzophenone is 1:

(1 to

     10), and the molar ratio of the hydroxyindole to the difluorobenzophenone is (1.1 to 2.0);

1.

15. The method for preparing a macro-molecular according to claim 11, wherein the molar ratio of the sulfonated component to the difluorobenzophenone is 1:

(3 to

     7), and the molar ratio of the hydroxyindole to the difluorobenzophenone is (1.3 to 1.7);

1.

16. The method for preparing a macro-molecular according to claim 11 further comprising the steps of:

cooling, filtering, washing, and then drying the sulfonated poly (aryl indole ketone)s in vacuum to obtain a more pure sulfonated poly (aryl indole ketone)s.

17. The method for preparing a macro-molecular according to claim 11, wherein the organic solvent includes a catalyst.

18. The method for preparing a macro-molecular according to claim 17, wherein the catalyst is one or more selected from the group consisting of potassium carbonate, cesium carbonate, potassium tert-butoxide and sodium tert-butoxide.

19. The method for preparing a macro-molecular according to claim 11, wherein the metal cations are provided by metal hydroxides or alkali metal salts having no oxidizing.

20. The method for preparing a macro-molecular according to claim 11, wherein the aqueous solution of disulfonate-difluorobenzophenone is obtained by sulfonation reaction of difluorobenzophenone.