Polymers, monomers and methods of forming polymers

Patent metadata

Field	Value
Publication number	US-10270037-B2
Application number	US-201615382473-A
Country	US
Kind code	B2
Filing date	Dec 16, 2016
Priority date	Jul 4, 2011
Publication date	Apr 23, 2019
Grant date	Apr 23, 2019

Abstract

A method of forming a crosslinked polymer comprising the step of reacting a crosslinkable group in the presence of a polymer, wherein:
the crosslinkable group comprises a core unit substituted with at least one crosslinkable unit of formula (I):

the crosslinkable group is bound to the polymer or is a crosslinkable compound mixed with the polymer;
Ar is aryl or heteroaryl which may be unsubstituted or substituted with one or more substituents independently selected from monovalent substituents and a divalent linking group linking the unit of formula (I) to the core unit; and
R is independently in each occurrence H, a monovalent substituent or a divalent linking group linking the unit of formula (I) to the core unit, with the proviso that at least one R is not H.

First claim

The invention claimed is:

1. A crosslinkable polymer having a conjugated polymer backbone and comprising a repeat unit substituted with at least one crosslinkable unit of formula (I):

wherein the repeat unit has formula (IIIa) or (IIIb):

wherein:
RU represents a conjugated core repeat unit comprised in a backbone of the polymer, wherein RU is at least partially conjugated to one or both adjacent repeat units in the polymer backbone;
Sp 2 represents a spacer group;
m is 0 or 1;
p is at least 1;
Ar is aryl or heteroaryl which is unsubstituted or is substituted with one or more substituents independently selected from monovalent substituents and a divalent linking group linking the unit of formula (I) to the core unit; and
R is independently in each occurrence H, a monovalent substituent, or a divalent linking group linking the unit of formula (I) to the core unit, with the proviso that at least one R is a linear or branched C 3-20 alkyl,
and wherein the polymer backbone is substituted with a crosslinkable double bond unit.

2. A polymer according to claim 1 , wherein Ar is phenyl.

3. A polymer according to claim 2 , wherein the at least one unit of formula (I) has formula (Ia):

4. A polymer according to claim 1 , wherein only one R is not H.

5. A polymer according to claim 1 , wherein the crosslinkable group comprises at least two units of formula (I).

6. A polymer according to claim 1 , wherein RU has formula (XVI):

wherein Ar 6 represents a substituted or unsubstituted aryl or heteroaryl group and * represents a bond to Sp 2 , Ar or R.

7. A polymer according to claim 6 , wherein Ar 6 is selected from the group consisting of phenyl, fluorene and indenofluorene, each of which is substituted or unsubstituted.

8. A polymer according to claim 1 , wherein the repeat unit of formula (IIIa) or (IIIb) has formula (IIIc):

wherein R 1 and R 2 are independently in each occurrence H or a substituent, with the proviso that at least one of R 1 and R 2 has formula —(Sp 2 ) m -XL; wherein XL is a crosslinkable unit of formula (I), and a is at least 1.

9. A polymer according to claim 1 , wherein Sp is a C 1-20 n-alkyl chain or an optionally substituted aryl or heteroaryl, and wherein one or more non-adjacent C atoms of the n-alkyl chain are optionally replaced with optionally substituted aryl or heteroaryl, O, S, substituted N, substituted Si, —C═O, or —COO—, and one or more H atoms of the n-alkyl chain are optionally replaced with C 1-5 alkyl, F, or an aryl or heteroaryl group.

10. A polymer according to claim 1 , wherein the crosslinkable double bond unit is a group of formula (V):

wherein R 7 independently in each occurrence is H or a substituent and * is a point of attachment of the crosslinkable double bond unit to the polymer backbone, and wherein the group of formula (V) is bound directly to the polymer backbone or is spaced apart therefrom by a spacer group.

11. A crosslinkable polymer comprising a repeat unit substituted with at least one crosslinkable unit of formula (I):

wherein the repeat unit has formula (IIIa) or (IIIb):

wherein:
RU represents a conjugated core repeat unit comprised in a backbone of the polymer, wherein RU is at least partially conjugated to one or both adjacent repeat units in the polymer backbone;
Sp 2 represents a spacer group;
m is 0 or 1;
p is at least 1;
Ar is aryl or heteroaryl which is unsubstituted or is substituted with one or more substituents independently selected from monovalent substituents and a divalent linking group linking the unit of formula (I) to the core unit; and
R is independently in each occurrence H, a monovalent substituent, or a divalent linking group linking the unit of formula (I) to the core unit, with the proviso that at least one R is a branched C 3-20 alkyl.

Assignees

• Cambridge Display Tech Ltd
• Sumitomo Chemical Co

Inventors

• Humphries Martin
• Bourcet Florence
• Zuberi Sheena

Classifications

• C07C2602/06

  the other ring being four-membered · CPC title

• H01L51/5253

  Electricity · mapped topic

• C09K11/06

  containing organic luminescent materials · CPC title

• H01L51/0085

  Electricity · mapped topic

• C08G2261/52

  Luminescence · CPC title