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

Patent metadata

Field	Value
Publication number	US-9725544-B2
Application number	US-201615159907-A
Country	US
Kind code	B2
Filing date	May 20, 2016
Priority date	Jan 22, 2013
Publication date	Aug 8, 2017
Grant date	Aug 8, 2017

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 linder 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 method grafting a π-conjugated aromatic/heteroaromatic oligomer-containing polymer onto a surface of a nanomaterial, the method comprising:
polymerizing a π-conjugated aromatic/heteroaromatic oligomer-containing vinyl monomer via a free radical polymerization or a controlled/living radical polymerization method in the presence of an anchored nanomaterial, wherein the anchored nanomaterial comprises an anchoring group attached the surface of the nanomaterial, wherein the π-conjugated aromatic/heteroaromatic oligomer-containing vinyl monomer comprises:
a polymerizable group, a linker group, and a π-conjugated aromatic/heteroaromatic side chain, and wherein the polymerizable group comprises a vinyl group, and further wherein the a π-conjugated aromatic/heteroaromatic side chain comprises:
a first cyclopentadiene ring covalently attached to the linker group and having substituted or unsubstituted first hetero-atom substituted therein;
one or more second cyclopentadiene ring(s) covalently attached to the first cyclopentadiene rings(s), wherein the second cyclopentadiene ring comprises a number (n) of repeating second cyclopentadiene rings(s) 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 substituted therein; and
a third cyclopentadiene ring positioned at a terminal end of the a π-conjugated aromatic/heteroaromatic side chain such that the second cyclopentadiene ring(s) 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 substituted therein.

2. The method as in claim 1 , wherein the polymerizable group comprises an acrylic group or a methacrylic group, and wherein the controlled/living radical polymerization method is a RAFT polymerization method where the a π-conjugated aromatic/heteroaromatic oligomer-containing vinyl monomer is polymerized in the presence of a RAFT agent.

3. The method as in claim 1 , wherein the a π-conjugated aromatic/heteroaromatic oligomer-containing vinyl monomer is polymerized without any other monomer present such that a homopolymer is formed.

4. The method as in claim 1 , wherein the a π-conjugated aromatic/heteroaromatic oligomer-containing vinyl monomer is polymerized with another co-monomer present such that a copolymer is formed.

5. The method as in claim 4 , wherein the copolymer is a random copolymer or a block copolymer.

6. The method as in claim 1
wherein polymerization is performed via a controlled/living polymerization method.

7. The method as in claim 1 , wherein the one or more second cyclopentadiene ring(s) comprises the second cyclopentadiene rings covalently attached to the first cyclopentadiene ring, wherein the second cyclopentadiene ring(s) comprises a number (n) of repeating second cyclopentadiene rings covalently bonded together in a chain, with n being an integer of 2 to about 10, and wherein each of the second cyclopentadiene rings has a substituted or unsubstituted second hetero-atom substituted therein.

Assignees

• Univ South Carolina

Inventors

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

Classifications

• C08F220/302

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

• C08F220/365

  containing further carboxylic moieties · 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