Supramolecular structure and method of manufacturing the same and self-healing elastomer

Patent metadata

Field	Value
Publication number	US-11001676-B2
Application number	US-201816185011-A
Country	US
Kind code	B2
Filing date	Nov 9, 2018
Priority date	Sep 6, 2018
Publication date	May 11, 2021
Grant date	May 11, 2021

Abstract

Disclosed are a supramolecular structure including a plurality of first oligomers having a zwitterion at the terminal end and a plurality of second oligomers having a hydrogen-bondable functional group at the terminal end, wherein a supramolecule including the plurality of first oligomers and a supramolecule including the plurality of second oligomers form a three-dimensional network structure, and a method of manufacturing the same, a self-healing elastomer, a self-healing film, and an electronic device.

First claim

What is claimed is:

1. A supramolecular structure, comprising
a plurality of first oligomers having a zwitterion at the terminal end, and
a plurality of second oligomers having a hydrogen-bondable functional group at the terminal end,
wherein a supramolecule comprising the plurality of first oligomers and a supramolecule comprising the plurality of second oligomers form a three-dimensional network structure.

2. The supramolecular structure of claim 1 , wherein the first oligomers are non-linear oligomers, and
the second oligomers are linear oligomers.

3. The supramolecular structure of claim 2 , wherein the zwitterion is positioned at each terminal end of the non-linear oligomers, and
the hydrogen-bondable functional group is positioned at both terminal ends of the linear oligomers.

4. The supramolecular structure of claim 1 , wherein the first oligomers have a quaternary carbon structure.

5. The supramolecular structure of claim 4 , wherein the first oligomers are represented by Chemical Formula 1:

wherein, in Chemical Formula 1,
L 1 to L 4 are independently a single bond or a substituted or unsubstituted C1 to C10 alkylene group, and
R 1 to R 4 are independently a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, or a group represented by Chemical Formula A, provided that at least one of R 1 to R 4 is a group represented by Chemical Formula A,

wherein, in Chemical Formula A,
M is C(═O), C(═O)O, or OC(═O),
L 5 to L 7 are independently a single bond or a substituted or unsubstituted C1 to C10 alkylene group,
one of Z 1 and Z 2 is a cationic functional group,
the other of Z 1 and Z 2 is an anionic functional group, and
n is 5 to 30.

6. The supramolecular structure of claim 5 , wherein the cationic functional group is one of imidazolium ion, an ammonium salt ion (NH 4 + ), and benzimidazolium ion, and
the anionic functional group is one of SO 3 − , PO 3 2− , and COO − .

7. The supramolecular structure of claim 5 , wherein Chemical Formula A is represented by Chemical Formula A-1:

wherein, in Chemical Formula A-1,
M is C(═O), C(═O)O, or OC(═O),
L 5 to L 7 are independently a single bond or a substituted or unsubstituted C1 to C10 alkylene group, and
n is 5 to 30.

8. The supramolecular structure of claim 1 , wherein the second oligomers have a quadruple hydrogen-bondable functional group.

9. The supramolecular structure of claim 8 , wherein the quadruple hydrogen-bondable functional group is represented by Chemical Formula B:

wherein, in Chemical Formula B,
R 5 to R 8 are independently hydrogen, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C6 to C30 aryl group.

10. The supramolecular structure of claim 9 , wherein the second oligomers are represented by Chemical Formula 2:

wherein, in Chemical Formula 2,
Q is C(═O), C(═O)O, or OC(═O),
L 8 and L 9 are independently a single bond or a substituted or unsubstituted C1 to C10 alkylene group,
R 5 to R 8 are independently hydrogen, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C6 to C30 aryl group, and
m is 5 to 60.

11. The supramolecular structure of claim 1 , wherein the first oligomers and the second oligomers are included in a weight ratio of about 1:9 to about 9:1.

12. A self-healing elastomer comprising the supramolecular structure of claim 1 .

13. The self-healing elastomer of claim 12 , wherein the self-healing elastomer satisfies self-healing efficiency of greater than or equal to about 90% at about 40° C. to about 60° C. and a tensile stress of about 0.3 MPa to about 3 MPa simultaneously.

14. A self-healing film comprising the self-healing elastomer of claim 12 .

15. An electronic device comprising the self-healing film of claim 14 .

16. A method of manufacturing a supramolecular structure, comprising:
preparing a plurality of first oligomers having a zwitterion at the terminal end,
preparing a plurality of second oligomers having a hydrogen-bondable functional group at the terminal end, and
mixing the plurality of the first oligomers and the plurality of second oligomers to form a three-dimensional network structure comprising a supramolecule comprising the plurality of the first oligomers and a supramolecule comprising the plurality of the second oligomers.

17. The method of claim 16 , wherein the preparing of the plurality of first oligomers comprises
preparing an oligomer having a quaternary carbon structure,
bonding one of a cationic functional group and an anionic functional group with the terminal end of the oligomer having the quaternary carbon structure to prepare an ionic bonding derivative, and
bonding the other of the cationic functional group and the anionic functional group with the ionic bonding derivative to prepare first oligomers having a zwitterion at the terminal end.

18. The method of claim 17 , wherein the preparing of the plurality of the second oligomers comprises
preparing a compound having a quadruple hydrogen-bondable functional group, and
introducing the quadruple hydrogen-bondable functional group at both terminal ends of a linear oligomer.

19. The method of claim 16 , wherein the mixing of the first oligomers and the second oligomers comprises mixing the first oligomers and the second oligomers in a weight ratio of about 1:9 to about 9:1.

Assignees

• Foundation Soongsil Univ Industry Cooperation
• Korea Inst Sci & Tech

Inventors

• Chung Jae Woo
• Lee Junhaeng
• Lim Seayoung
• Jung Sunghoon
• Jung Yong Chae
• Ahn Seokhoon

Classifications

• Y02E10/549

  Organic PV cells · CPC title

• C08L87/00

  Compositions of unspecified macromolecular compounds, obtained otherwise than by polymerisation reactions only involving unsaturated carbon-to-carbon bonds · CPC title

• C08G83/008 Primary

  Supramolecular polymers · CPC title

• C08G64/305

  and alcohols · CPC title

• C08G64/025

  containing sulfur · CPC title