Method of forming polymers

Patent metadata

Field	Value
Publication number	US-9598539-B2
Application number	US-201314648622-A
Country	US
Kind code	B2
Filing date	Nov 28, 2013
Priority date	Nov 30, 2012
Publication date	Mar 21, 2017
Grant date	Mar 21, 2017

Abstract

Methods of metal-catalyzed polymerization are described using a metal catalyst of formula (III): wherein R 3 in each occurrence is independently selected from C 1-10 alkyl and aryl that may be unsubstituted or substituted with one or more substituents; y is 0 or 2; and Z − is an anion. Methods described include Buchwald-type and Suzuki-type polymerization.

First claim

The invention claimed is:

1. A method of forming a polymer by polymerising a composition comprising at least one monomer of formula (I) and at least one monomer of formula (II):

wherein:
R 1 comprises an aromatic group that may be unsubstituted or substituted with one or more substituents;
R 2 independently in each occurrence is a substituent;
Ar 1 independently in each occurrence is an aryl or heteroaryl group that may be unsubstituted or substituted with one or more substituents;
X independently in each occurrence is selected from bromine, chlorine, iodine and sulfonic acid esters, and each X is bound to an aromatic carbon atom of R 1 ;
n is a positive integer;
m is 0 or a positive integer; and
the monomers are polymerised in the presence of a preformed palladium catalyst of formula (III):
[R 3 3 P—Pd y+ —PR 3 3 ]yZ −   (III)

wherein R 3 in each occurrence is independently selected from C 1-10 alkyl, phenyl, and phenyl substituted with one or more C 1-5 alkyl groups, wherein at least one R 3 of at least one group PR 3 3 is C 1-10 alkyl and at least one R 3 of the at least one group PR 3 3 is phenyl that may be unsubstituted or substituted with one or more C 1-5 alkyl groups;
y is 0 or 2; and
Z − is an anion.

2. The method according to claim 1 wherein the monomer of formula (I) has formula (Ia):
X—(Ar 2 ) w —X  (Ia)

wherein Ar 2 in each occurrence is an aryl or heteroaryl group that may be unsubstituted or substituted with one or more substituents, and w is a positive integer.

3. The method according to claim 2 wherein w is 1, 2 or 3.

4. The method according to claim 2 wherein Ar 2 is an aryl group that may be unsubstituted or substituted with one or more substituents.

5. The method according to claim 1 wherein Z − is a halide.

6. The method according to claim 1 wherein n is 1, 2 or 3.

7. The method according to claim 1 wherein m is 0 or 1.

8. The method according to claim 1 wherein Ar 1 is selected from phenylene and fluorene, each of which may be unsubstituted or substituted with one or more substituents.

9. The method according to claim 1 wherein each R 2 is independently selected from C 1-20 alkyl; aryl that may be unsubstituted or substituted with one or more substituents; and a branched or linear chain of aryl groups wherein each aryl group may be unsubstituted or substituted with one or more substituents.

10. The method according to claim 1 wherein a molar ratio of the at least one monomer of formula (I) and the at least one monomer of formula (II) is 50:50.

11. The method according claim 1 wherein a molar ratio of the at least one monomer of formula (I) and the at least one monomer of formula (II) is not 50:50.

12. The method according to claim 11 wherein a number of moles of the at least one monomer of formula (II) is greater than a number of moles of the at least one monomer of formula (I).

Assignees

• Cambridge Display Tech Ltd
• Sumitomo Chemical Co

Inventors

• Bourcet Florence
• Kamtekar Kiran
• Pegington Ruth
• Morey James

Classifications

• H10K50/10

  OLEDs or polymer light-emitting diodes [PLED] · CPC title

• C08G2261/1412

  Saturated aliphatic units · CPC title

• C08G2261/5222

  electrofluorescent · CPC title

• C08G61/12

  Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule · CPC title

• H01L51/50

  Electricity · mapped topic