Preparation of conjugated aromatic/heteroaromatic oligomer-containing dielectric polymers and their applications

Patent metadata

Field	Value
Publication number	US-9346906-B2
Application number	US-201414160879-A
Country	US
Kind code	B2
Filing date	Jan 22, 2014
Priority date	Jan 22, 2013
Publication date	May 24, 2016
Grant date	May 24, 2016

Abstract

A π-conjugated aromatic/heteroaromatic oligomer-containing vinyl monomer is generally provided, which can include a polymerizable group, a linker group, and a π-conjugated aromatic/heteroaromatic side chain. The π-conjugated aromatic/heteroaromatic side chain includes a first cyclopentadiene ring covalently attached to the linker group, a set of second cyclopentadiene rings covalently attached to the first cyclopentadiene ring, and a third cyclopentadiene ring positioned at a terminal end of the π-conjugated aromatic/heteroaromatic side chain such that the set of second cyclopentadiene rings is positioned between the first cyclopentadiene ring and the third cyclopentadiene ring. Methods are also provided for forming a polymer via polymerizing the π-conjugated aromatic/heteroaromatic oligomer-containing vinyl monomer, and for grafting a π-conjugated aromatic/heteroaromatic oligomer-containing polymer onto a surface of a nanomaterial.

First claim

What is claimed:

1. A π-conjugated aromatic/heteroaromatic oligomer-containing vinyl monomer having the structure:

where R 1 is H or —CH 3 ; X is a substituted or unsubstituted hetero-atom; Y is a substituted or unsubstituted hetero-atom; Z is a substituted or unsubstituted hetero-atom; m is an integer of 1 to about 50; and n is an integer of 1 to about 25.

2. A π-conjugated aromatic/heteroaromatic oligomer-containing vinyl monomer having the structure:

where X is a substituted or unsubstituted hetero-atom; Y is a substituted or unsubstituted hetero-atom; Z is a substituted or unsubstituted hetero-atom; m is an integer of 1 to about 50; and n is an integer of 1 to about 25.

3. A π-conjugated aromatic/heteroaromatic oligomer-containing vinyl monomer having the structure:

where X is a substituted or unsubstituted hetero-atom; Y is a substituted or unsubstituted hetero-atom; Z is a substituted or unsubstituted hetero-atom; m is an integer of 1 to about 50; and n is an integer of 1 to about 25.

4. A π-conjugated aromatic/heteroaromatic oligomer-containing vinyl monomer comprising a polymerizable group, a linker group, and a π-conjugated aromatic/heteroaromatic chain, and wherein the polymerizable group comprises a vinyl group, and further wherein the π-conjugated aromatic/heteroaromatic chain comprises:
a first cyclopentadiene ring covalently attached to the linker group and having substituted or unsubstituted first hetero-atom X substituted therein;
a set of second cyclopentadiene rings covalently attached to the first cyclopentadiene ring, wherein the set comprises a number (n) of repeating second cyclopentadiene rings covalently bonded together in a chain, with n being an integer of 1 to about 25, and wherein each of the second cyclopentadiene rings has a substituted or unsubstituted second hetero-atom Y substituted therein, wherein Y is different than X; and
a third cyclopentadiene ring positioned at a terminal end of the π-conjugated aromatic/heteroaromatic chain such that the set of second cyclopentadiene rings is positioned between the first cyclopentadiene ring and the third cyclopentadiene ring, wherein the third cyclopentadiene ring has a substituted or unsubstituted third hetero-atom Z substituted therein.

5. The monomer as in claim 4 , wherein X and Z are the same.

6. The monomer as in claim 4 , wherein X and Z are different.

7. The monomer as in claim 4 , wherein n is 2 to 12.

8. The monomer as in claim 4 , wherein n is 3 or 4.

9. The monomer as in claim 4 , wherein Y is Si with two H atoms present.

10. The monomer as in claim 4 , wherein Y is N with one H atom present.

11. The monomer as in claim 4 , wherein Y is O.

12. The monomer as in claim 4 , wherein Y is P.

13. The monomer as in claim 4 , wherein the linker group comprises a substituted or unsubstituted alkyl chain having 2 to about 40 repeating carbon atoms.

14. The monomer as in claim 4 , wherein the linker group comprises a substituted or unsubstituted alkyl chain having 2 to about 20 repeating carbon atoms.

15. The monomer as in claim 4 , wherein the linker group comprises a substituted or unsubstituted alkyl chain having 2 to about 12 repeating carbon atoms.

16. The monomer as in claim 4 , wherein the linker group comprises an unsubstituted alkyl chain having 2 to about 40 repeating carbon atoms.

Assignees

• Tang Chuanbing
• Qiao Yali
• Ploehn Harry J
• Islam Sayful
• Univ South Carolina

Inventors

• Tang Chuanbing
• Qiao Yali
• Ploehn Harry J
• Islam Sayful

Classifications

• C08F220/365

  containing further carboxylic moieties · CPC title

• C08F220/302

  and two or more oxygen atoms in the alcohol moiety · CPC title

• C08F220/606

  and containing other heteroatoms · CPC title

• C08F220/387

  and containing nitrogen and oxygen · CPC title

• C08F293/005

  using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent · CPC title