Ultra strong two dimensional polymers

Patent metadata

Field	Value
Publication number	US-2021002426-A1
Application number	US-202016919051-A
Country	US
Kind code	A1
Filing date	Jul 1, 2020
Priority date	Jul 1, 2019
Publication date	Jan 7, 2021
Grant date	—

Abstract

A material having a two-dimensional structure can have high strength properties.

First claim

What is claimed is:

1 . A method of making a polymer comprising contacting

wherein R 1 is a leaving group and R 2 is H or C1-C6 alkyl, n is 2, 3, 4 or 5, m is 3, 4 or 5, and each of the A ring and the B ring is, independently, an aromatic ring,
to form a two dimensional material.

2 . The method of claim 1 , wherein n cis 3 and m is 3, n is 2 and m is 3, n is 3 and m is 2, n is 4 and m is 2 or n is 2 and m is 4.

3 . The method of claim 1 , wherein n is 3, m is 3, and the two dimensional polymer includes a structure

wherein each Z is an amide, urea, or carbamate linkage.

4 . The method of claim 1 , wherein R 2 is H.

5 . The method of claim 1 , wherein the A ring is a carbocyclic aromatic.

6 . The method of claim 5 , wherein the carbocyclic aromatic is phenyl, naphthyl, antrhracenyl, phenanthrenyl, chrysenyl, pyrenyl, corannulenyl, or coronenyl.

7 . The method of claim 1 , wherein the B ring is a heterocyclic aromatic.

8 . The method of claim 7 , wherein the heterocyclic aromatic is pyridinyl, pyrimidinyl, triazinyl, pteridinyl, phenyl, naphthyl, antrhracenyl, phenanthrenyl, chrysenyl, pyrenyl, corannulenyl, or coronenyl.

9 . The method of claim 1 , wherein the A ring is

wherein R is H, halo, C1-C6 alkoxy or C1-C6 alkyl and X is a leaving group.

10 . The method of claim 1 , wherein the B ring is

wherein each Y is, independently, N or CR 3 , wherein R 3 is H, halo, C1-C6 alkoxy or C1-C6 alkyl.

11 . The method of claim 1 , wherein X is halo, hydroxyl, methoxy, or acetoxy.

12 . The method of claim 1 , wherein the two-dimensional material includes a structure

13 . The method of claim 1 , wherein the polymer includes a plurality of the structure.

14 . The method of claim 1 , wherein the polymer has an in-plane structure.

15 . The method of claim 1 , wherein the polymer has an out-of-plane structure.

16 . The method of claim 1 , wherein the contacting takes place in a solvent selected from trifluoroacetic acid (TFA), trifluoroethanol (TFE), N-methyl-2-pyrrolidone (NMP), 1,3-dimethyl-2-imidazolidinone (DMI), N,N′-dimethylpropyleneurea (DMPU), or hexamethylphosphoramide (HMPA) and salt solutions thereof.

17 . A material comprising a two dimensional polymer including a plurality of a first aromatic ring and a plurality of a second aromatic ring, each of the first aromatic ring covalently bonded to at least two of the second aromatic ring by amide bonds.

18 . The material of claim 17 , wherein the two dimensional material includes a structure

wherein each of the A ring and the B ring is, independently, an aromatic ring and each Z is an amide, urea, or carbamate linkage.

19 . The material of claim 18 , wherein the A ring is a carbocyclic aromatic.

20 . The material of claim 19 , wherein the carbocyclic aromatic is phenyl, naphthyl, antrhracenyl, phenanthrenyl, chrysenyl, pyrenyl, corannulenyl, or coronenyl.

21 . The material of claim 18 , wherein the B ring is a heterocyclic aromatic.

22 . The material of claim 21 , wherein the heterocyclic aromatic is pyridinyl, pyrimidinyl, triazinyl, pteridinyl, phenyl, naphthyl, antrhracenyl, phenanthrenyl, chrysenyl, pyrenyl, corannulenyl, or coronenyl.

23 . The material of claim 18 , wherein the A ring is

wherein R is H, halo, C1-C6 alkoxy or C1-C6 alkyl.

24 . The material of claim 18 , wherein the B ring is

wherein each Y is, independently, N or CR 3 , wherein R 3 is H, halo, C1-C6 alkoxy or C1-C6 alkyl.

25 . The material of claim 18 , wherein the two-dimensional material includes a structure

26 . The material of claim 17 , wherein the material has an in-plane structure.

27 . The material of claim 17 , wherein the material has an out-of-plane structure.

28 . A method of forming a coating of a two-dimensional polymer comprising depositing a material of claim 17 on a surface.

Assignees

• Massachusetts Inst Technology

Inventors

• Strano Michael
• Zeng Yuwen

Classifications

• C08G73/0644

  Poly(1,3,5)triazines · CPC title

• C08G69/32 Primary

  from aromatic diamines and aromatic dicarboxylic acids with both amino and carboxylic groups aromatically bound · CPC title

• C08G69/44 Primary

  Polyester-amides · CPC title