IP Library Granted Patent US 9,346,906
Granted Patent B2
US 9,346,906 · App. 14/160,879 · Granted May 24, 2016

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

Inventors: Chuanbing Tang (Columbia, SC); Yali Qiao (Columbia, SC); Harry J. Ploehn (Columbia, SC); Sayful Islam (Columbia, SC)
Assignee: University of South Carolina
C08F220/30C08F220/38C08F220/60C08F2220/302C08F2220/365C08F2220/387C08F2220/606
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Quick Facts
Patent No.
US 9,346,906
App. No.
14/160,879
Granted
May 24, 2016
Kind
B2
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.

Claims (22)

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.

Assignments (2)
CONFIRMATORY LICENSE Recorded Dec 3, 2015
From: SOUTH CAROLINA, UNIVERSITY OF
To: NAVY, SECRETARY OF THE UNITED STATES OF AMERICA
Reel/Frame 037197/0326 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 22, 2014
From: TANG, CHUANBING; QIAO, YALI; PLOEHN, HARRY J.; ISLAM, MD. SAYFUL
To: UNIVERSITY OF SOUTH CAROLINA
Reel/Frame 032017/0668 →
Continuity (2)
Provisional Application 61755155 · Jan 22, 2013
Related Publication 20140206821A1 · Jul 24, 2014