Polymer comprising a thiadiazol group, the production of such polymer and its use in organic electronic devices

Patent metadata

Field	Value
Publication number	US-10164189-B2
Application number	US-201314652919-A
Country	US
Kind code	B2
Filing date	Nov 21, 2013
Priority date	Dec 18, 2012
Publication date	Dec 25, 2018
Grant date	Dec 25, 2018

Abstract

The present invention relates to a novel polymer comprising a thiadiazol group, the production of such a polymer, its use in organic electronic devices as well as such organic electronic devices.

First claim

The invention claimed is:

1. A conjugated polymer of formula IV
* (A) x -(B) y —(C) z n *  IV

wherein
A, B, C denotes a distinct unit of formula IIIb,
x is >0 and ≤1,
y is ≥0 and <1,
z is ≥0 and <1,
x+y+z is 1, and
n is an integer >1
*—[Ar 1 —Ar 2 ] g —[Ar 1 —U] h —*  (IIIb)

wherein
Ar 1 and Ar 2 are different from U and are independently of each other selected from the group consisting of substituted aryl, unsubstituted aryl, substituted heteroaryl and unsubstituted heteroaryl,
g and h are integers and are at least 2, and
U is a divalent unit of formula (I)

wherein
X 1 is C—F; and
R 1 is hydrogen or an alkyl having from 1 to 20 carbon atoms.

2. A polymer according to claim 1 , wherein the polymer has a number average molecular weight of at least 1 kg mol −1 , determined by GPC.

3. A polymer according to claim 1 , wherein the polymer is a block copolymer, a statistical copolymer, a statistical block copolymer or a random copolymer.

4. A mixture or blend comprising one or more polymers of claim 1 , and one or more compounds or polymers having semiconducting, charge transport, hole/electron transport, hole/electron blocking, electrically conducting, photoconducting or light emitting properties.

5. A formulation comprising one or more polymers of claim 1 , and one or more solvents.

6. A charge transport, semiconducting, electrically conducting, photoconducting or light emitting material in optical, electrooptical, electronic, electroluminescent or photoluminescent components or devices, comprising a polymer according to claim 1 .

7. A component or device according to claim 6 , which is selected from the group consisting of organic field effect transistors (OFET), thin film transistors (TFT), integrated circuits (IC), logic circuits, capacitors, radio frequency identification (RFID) tags, organic light emitting diodes (OLED), organic light emitting transistors (OLET), flat panel displays, backlights of displays, organic photovoltaic devices (OPV), organic solar cells (O-SC), photodiodes, laser diodes, photoconductors, organic photodetectors (OPD), electrophotographic devices, electrophotographic recording devices, organic memory devices, sensor devices, charge injection layers, charge transport layers or interlayers in polymer light emitting diodes (PLEDs), Schottky diodes, planarising layers, antistatic films, polymer electrolyte membranes (PEM), conducting substrates, conducting patterns, electrode materials in batteries, alignment layers, biosensors, biochips, security markings, security devices, and components or devices for detecting and discriminating DNA sequences.

8. A component or device according to claim 7 , wherein the component or device is an organic photovoltaic device (OPV).

9. A polymer according to claim 1 , wherein n is 5 to 2000.

10. A polymer according to claim 1 , wherein n is 50 to 500.

11. A process for preparing the polymer of claim 1 , said process comprising a step of coupling monomers, therein comprised a monomer comprising the divalent unit of formula IIIb, said monomers comprising at least one functional monovalent group selected from the group consisting of Cl, Br, I, O-tosylate, O-triflate, O-mesylate, O-nonaflate, —SiMe 2 F, —SiMeF 2 , —O—SO 2 Z 1 , —B(OZ 2 ) 2 , —CZ 3 ═C(Z 3 ) 2 , —C≡CH, —C≡CSi(Z 1 ) 3 , —ZnX 0 and —Sn(Z 4 ) 3 , wherein X 0 is halogen, and Z 0 , Z 1 , Z 2 , Z 3 and Z 4 are independently of each other selected from the group consisting of alkyl and aryl, each being optionally substituted, and two groups Z 2 may also together form a cyclic group.

Assignees

• Merck Patent Gmbh

Inventors

• Blouin Nicolas
• Nanson Lana
• Berny Stephane

Classifications

• C08G2261/95

  Use in organic luminescent diodes · CPC title

• C08G2261/91

  Photovoltaic applications · CPC title

• H01L51/5072

  Electricity · mapped topic

• C08G81/00

  Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers (involving only carbon-to-carbon unsaturated bond reactions C08F299/00 {; polyester-amides C08G69/44; polyester-imides C08G73/16; polyamides-imides C08G73/14; block- or graft polymers containing polysiloxane sequences C08G77/42}) · CPC title

• H01L51/5088

  Electricity · mapped topic