IP Library Granted Patent US 9,650,461
Granted Patent B2
US 9,650,461 · App. 14/946,190 · Granted May 16, 2017

Semiconductor materials prepared from dithienylvinylene copolymers

Inventors: Ashok Kumar Mishra (Singapore, SG); Subramanian Vaidyanathan (Singapore, SG); Hiroyoshi Noguchi (Singapore, SG); Florian Doetz (Singapore, SG); Silke Koehler (Mannheim, DE); Marcel Kastler (Mannheim, DE)
Assignees: BASF SE; FLEXTERRA, INC.
C08F228/06C08G61/126C08K3/0008C08K5/0008C09K11/06H01L51/0036H01L51/0043C08G2261/124C08G2261/18C08G2261/3223C08G2261/3327C08G2261/344C08G2261/364C08G2261/414C08G2261/512C08G2261/5222C08G2261/91C08G2261/92C09K2211/1416C09K2211/1425C09K2211/1458C09K2211/1491H01L51/0545H01L51/0558H01L51/42Y02E10/549Y02P70/521
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Quick Facts
Patent No.
US 9,650,461
App. No.
14/946,190
Granted
May 16, 2017
Kind
B2
Abstract

Disclosed herein are new semiconductor materials prepared from dithienylvinylene copolymers with aromatic or heteroaromatic π-conjugated systems. Such copolymers, with little or no post-deposition heat treatment, can exhibit high charge carrier mobility and/or good current modulation characteristics. In addition, the polymers of the present disclosure can possess certain processing advantages such as improved solution-processability and low annealing temperature.

Claims (22)

1. A polymer, comprising a repeat unit is selected from the group consisting of the formula Ia and Ia′:

wherein:

R 1 and R 2 are selected from the group consisting of H, halogen, CN, a

C 1-30 alkyl group, a C 2-30 alkenyl group, a C 1-30 habalkyl group, a C 1-20 alkoxy group and a C 1-20 alkylthio group,

R 3 and R 4 are selected from the group consisting of H, CN, halogen, a C 1-30 alkyl group, a C 2-30 alkenyl group, a C 1-30 habalkyl group, a C 1-20 alkoxy group and a C 1-20 alkylthio group,

R 5 and R 6 are defined as R 1 , and

m″ is 2, 3, 4, 5, 6, 7, 8, 9 or 10.

2. The polymer of claim 1 , wherein the repeat unit is selected from the group consisting of:

wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 are as defined herein.

3. The polymer according to claim 1 , wherein the repeat unit is the formula:

wherein R 5 is as defined herein.

4. The polymer according to claim 1 , wherein n is an integer between 2 and 5000.

5. A composition, comprising one or more polymers of claim 1 dissolved or dispersed in a liquid medium.

6. The composition of claim 5 , wherein the liquid medium comprises water or an organic solvent.

7. The composition of claim 5 , further comprising one or more additives.

8. The composition of claim 7 , wherein the additives are independently selected from the group consisting of viscosity modulators, detergents, dispersants, binding agents, compatiblizing agents, curing agents, initiators, humectants, antifoaming agents, wetting agents, pH modifiers, biocides, and bactereriostats.

9. A thin film semiconductor, comprising one or more polymers of claim 1 .

10. A field effect transistor device, comprising the thin film semiconductor of claim 9 .

11. The field effect transistor device of claim 10 , wherein the field effect transistor has a structure selected from top-gate bottom-contact structure, bottom-gate top-contact structure, top-gate top-contact structure, and bottom-gate bottom-contact structure.

12. A photovoltaic device, comprising the thin film semiconductor of claim 9 .

13. An organic light emitting device, comprising the thin film semiconductor of claim 9 .

14. The polymer according to claim 1 , wherein when the repeat unit is a structure of formula Ia, m″ is 2, 3, 4, 5, 6, 7, 8, 9 or 10, and when the repeat unit is a structure of formula Ia′, m″ is 3, 4, 5, 6, 7, 8, 9 or 10.

Assignments (6)
ASSET PURCHASE AGREEMENT Recorded Dec 13, 2025
From: FLEXTERRA, INC.; FLEXTERRA TAIWAN CORPORATION LIMITED
To: USINVEST, LLC
Reel/Frame 073948/0751 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 5, 2025
From: FLEXTERRA, INC.
To: USINVEST LLC
Reel/Frame 073464/0376 →
SECURITY INTEREST Recorded Oct 17, 2024
From: FLEXTERRA, INC.
To: SAES GETTERS INTERNATIONAL LUXEMBOURG S.A., IN ITS CAPACITY AS COLLATERAL AGENT
Reel/Frame 069191/0563 →
SECURITY INTEREST Recorded Nov 23, 2021
From: FLEXTERRA, INC.
To: SAES GETTERS INTERNATIONAL LUXEMBOURG S.A., IN ITS CAPACITY AS COLLATERAL AGENT
Reel/Frame 058226/0591 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 15, 2019
From: BASF SE
To: FLEXTERRA, INC.
Reel/Frame 048887/0882 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 5, 2017
From: POLYERA CORPORATION
To: FLEXTERRA, INC.
Reel/Frame 041468/0035 →
Priority Claims (2)
EP 08172061 · Dec 18, 2008 · regional
EP 09169242 · Sep 2, 2009 · regional
Continuity (2)
Continuation 13140595
Related Publication 20160075808A1 · Mar 17, 2016