IP Library › Granted Patent US 9,406,886
Granted Patent B2
US 9,406,886 · App. 14/119,509 · Granted Aug 2, 2016

Semiconductor compounds

Inventors: Beverley Anne Brown (Warrington, GB); Simon Dominic Ogier (Ripon, GB); Marco Palumbo (Durham, GB); Keri Laura McCall (Ripon, GB); Raymond Fisher (High Peak, GB); Michael James Simms (High Peak, GB); Neil David Forrest (High Peak, GB); Aaron James Page (High Peak, GB); Stuart Edmund Willetts (High Peak, GB); Julie Diane Ellis Jones (Abingdon, GB)
Assignee: Neudrive Limited
H01L51/0035C08G61/128H01L51/0043
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Quick Facts
Patent No.
US 9,406,886
App. No.
14/119,509
Granted
Aug 2, 2016
Kind
B2
Abstract

This invention comprises a semiconducting polymer having a permittivity greater than 3.4 at 1000 Hz and a charge mobility in the pure state greater than 10 −7 cm 2 V −1 s −1 and more preferably greater than 10 −6 cm 2 V −1 s −1 . Preferred polymers include repeating units of triarylamines which have specific cyano and/or alkoxy substitution. They are suitable for use in electronic components such as organic thin film transistors.

Claims (31)

1. A semiconducting polymer having a permittivity greater than 3.4 at 1000 Hz and a charge mobility in the pure state of greater than 10 −7 cm 2 V −1 S −1 , wherein the semiconductingpolymer comprises substituted triarylamine repeat units, and wherein the substituted triarylamine repeat units comprise at least one of the following attributes:

(i) indirectly substituted by at least one cyano group, wherein the at least one cyano group is attached to an aromatic group of a substituted triarylamine by a linking group;

(ii) directly substituted by at least two alkoxy groups, wherein the at least two alkoxy groups are in the 2, 4 or 6 positions of a pendant aromatic ring; and

combinations thereof.

2. The semiconducting polymer according to claim 1 , wherein the triarylamine repeat units comprise at least one of the following structures:

3. The semiconducting polymer according to claim 1 , wherein the semiconducting polymer is represented by Formula (I) comprising first monomer units, second monomer units, and combinations thereof:

wherein each R x is independently selected from the group consisting of hydrogen, an alkyl group, an alkoxy group, halogen, a nitro group, R y , and combinations thereof;

wherein each R y is independently an organic group that includes at least one CN group, with the proviso that at least one repeat unit in the semiconducting polymer includes an R y group;

wherein the sum of indices (j+k+l) is at least one;

wherein each R z is independently an alkyl group optionally substituted by at least one substituent selected from the group consisting of hydroxyl, alkoxy, alkylsulphonyl, halogen, cyano, nitro, amino, carboxyl, and combinations thereof;

wherein each A is independently selected from the group consisting of hydrogen, halogen any suitable end-capping group, and combinations thereof;

wherein j and l are independently in each occurrence 0 to 4;

wherein k is independently in each occurrence 0 to 5;

wherein a is the number of first monomer units; and

wherein b is the number of second monomer units, which may be 0.

4. A semiconducting polymer according to claim 1 , wherein the semiconducting polymer is represented by Formula (I) comprising first monomer units, second monomer units, and combinations thereof:

wherein each R x is independently selected from the group consisting of hydrogen, an alkyl group, an alkoxy group, halogen, a nitro group, R y , and combinations thereof;

wherein each R y is independently selected from the group consisting of a cyano group (CN), an organic group that includes at least one CN group, and combinations thereof;

wherein the semiconducting polymer comprises at least two alkoxy substituents R x in the 2, 4 or 6 positions of a pendant aromatic ring;

wherein the sum of indices (j+k+l) is at least one;

wherein each R z is independently an alkyl group optionally substituted by at least one substituent selected from the group consisting of hydroxyl, alkoxy, alkylsulphonyl, halogen, cyano, nitro, amino, carboxyl, and combinations thereof;

wherein each A is independently selected from the group consisting of hydrogen, halogen, any suitable end-capping group, and combinations thereof;

wherein j and l are independently in each occurrence 0 to 4;

wherein k is independently in each occurrence 0 to 5;

wherein a is the number of first monomer units; and

wherein b is the number of second monomer units, which may be 0.

5. The semiconducting polymer according to claim 4 , wherein methoxy groups are substituted in the 2- and 4-positions on the pendant aromatic ring.

6. The semiconducting polymer according to claim 1 , wherein the semiconducting polymer is a copolymer represented by the following formula:

wherein a is the number of first monomer units,

wherein b is the number of second monomer units, and

wherein each A is independently selected from the group consisting of hydrogen, halogen, any suitable end-capping group, and combinations thereof.

Assignments (8)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 3, 2023
From: NEUDRIVE LIMITED
To: SILVERRAY LTD.
Reel/Frame 064136/0459 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 14, 2019
From: WUHAN XINQU CHUANGROU OPTOELECTRONICS TECHNOLOGY CO., LTD.
To: NEUDRIVE LIMITED
Reel/Frame 047987/0690 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 13, 2018
From: NEUDRIVE LIMITED
To: WUHAN XINQU CHUANGROU OPTOELECTRONICS TECHNOLOGY CO., LTD.
Reel/Frame 046866/0969 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 13, 2015
From: CENTRE FOR PROCESS INNOVATION LIMITED
To: NEUDRIVE LIMITED
Reel/Frame 035395/0972 →
CHANGE OF ADDRESS Recorded Nov 14, 2014
From: NEUDRIVE LIMITED
To: NEUDRIVE LIMITED
Reel/Frame 034241/0559 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 2, 2014
From: PEAKDALE MOLECULAR LIMITED
To: NEUDRIVE LIMITED
Reel/Frame 033870/0639 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 6, 2014
From: BROWN, BEVERLEY ANNE; OGIER, SIMON DOMINIC; PALUMBO, MARCO; MCCALL, KERI LAURA
To: CENTRE FOR PROCESS INNOVATION LIMITED
Reel/Frame 031893/0646 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 6, 2014
From: FISHER, RAYMOND; SIMMS, MICHAEL JAMES; FORREST, NEIL DAVID; PAGE, AARON JAMES; WILLETTS, STUART EDMUND; JONES, JULIE DIANE ELLIS
To: PEAKDALE MOLECULAR LIMITED
Reel/Frame 031894/0156 →
Priority Claims (2)
GB 1108865.5 · May 26, 2011 · national
GB 1118868.7 · Nov 1, 2011 · national
Continuity (1)
Related Publication 20140114040A1 · Apr 24, 2014