IP Library Granted Patent US 7,919,573
Granted Patent B2
US 7,919,573 · App. 11/280,119 · Granted Apr 5, 2011

Polymer having thieno[3,2-b] thiophene moieties

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Quick Facts
Patent No.
US 7,919,573
App. No.
11/280,119
Granted
Apr 5, 2011
Kind
B2
Abstract

A polymer comprising one or more types of repeat units, wherein the polymer includes a substituted thieno[3,2-b]thiophene component A and a different component B in the same type of repeat unit or in different types of repeat units, and wherein the polymer excludes a substituted or unsubstituted thieno[2,3-b]thiophene moiety. The polymer can be used as a semiconductor in electronics such as in organic thin film transistors.

Claims (32)

1. An electronic device comprising a polymer comprising one or more repeat units, wherein the polymer comprises a substituted thieno[3,2-b]thiophene component A and a different component B, components A and B being in the same repeat unit or in different repeat units, and wherein the polymer excludes a substituted or unsubstituted thieno[2,3-b]thiophene moiety, wherein component B is an aromatic moiety, and wherein components A and B are both in the backbone of the polymer.

2. The electronic device of claim 1 , wherein the substituted thieno[3,2-b]thiophene component A is of formula (I):

wherein one of R 1 and R 2 is hydrogen and the other is a substituent, or both R 1 and R 2 are the same or different substituent, wherein the substituent is independently selected from the group consisting of an optionally substituted hydrocarbon group, a heteroatom-containing group, and a halogen.

3. The electronic device of claim 1 , wherein the component B is a thieno[3,2-b]thiophene of formula (II):

wherein R 3 and R 4 are independently selected from the group consisting of a hydrogen atom, an optionally substituted hydrocarbon group, a heteroatom-containing group, and a halogen.

4. The electronic device of claim 1 , wherein the component A and the component B are in the same unit.

5. The electronic device of claim 1 , wherein the component B is conjugated.

6. The electronic device of claim 1 , wherein the polymer is a regioregular polymer.

7. The electronic device of claim 1 , wherein the polymer is selected from the group consisting of:

and mixtures thereof,

wherein n is the number of repeat units;

wherein one of R 1 and R 2 is hydrogen and the other is a substituent, or both R 1 and R 2 are the same or different substituent, and wherein the substituent is independently selected from the group consisting of an optionally substituted hydrocarbon group, a heteroatom-containing group, and a halogen; and

wherein R 3 and R 4 are independently selected from the group consisting of a hydrogen atom, an optionally substituted hydrocarbon group, a heteroatom-containing group, and a halogen.

8. The electronic device of claim 1 , wherein the polymer is selected from the group consisting of:

and mixtures thereof,

wherein n is the number of repeat units;

wherein one of R 1 and R 2 is hydrogen and the other is a substituent, or both R 1 and R 2 are the same or different substituent, and wherein the substituent is independently selected from the group consisting of an optionally substituted hydrocarbon group, a heteroatom-containing group, and a halogen; and

wherein R 3 and R 4 are independently selected from the group consisting of a hydrogen atom, an optionally substituted hydrocarbon group, a heteroatom-containing group, and a halogen.

9. The electronic device of claim 1 , wherein the polymer is:

wherein one of R 1 and R 2 is hydrogen and the other is a substituent, or both R 1 and R 2 are the same or different substituent, and wherein the substituent is independently selected from the group consisting of an optionally substituted hydrocarbon group, a heteroatom-containing group, and a halogen.

10. The electronic device of claim 1 , wherein the polymer is:

wherein n is the number of repeat units; and

wherein one of R 1 and R 2 is hydrogen and the other is a substituent, or both R 1 and R 2 are the same or different substituent, wherein the substituent is independently selected from the group consisting of an optionally substituted hydrocarbon group, a heteroatom-containing group, and a halogen.

11. The electronic device of claim 1 , wherein the polymer is a block polymer.

12. The electronic device of claim 11 , wherein the block polymer is selected from the group consisting of:

and mixtures thereof,

wherein x and y are the number of repeat units in the respective blocks, and are the same or different from each other;

wherein one of R 1 and R 2 is hydrogen and the other is a substituent, or both R 1 and R 2 are the same or different substituent, and wherein the substituent is independently selected from the group consisting of an optionally substituted hydrocarbon group, a heteroatom-containing group, and a halogen; and

wherein R 3 and R 4 are independently selected from the group consisting of a hydrogen atom, an optionally substituted hydrocarbon group, a heteroatom-containing group, and a halogen.

13. An electronic device comprising a polymer of formula (9):

wherein n is the number of repeat units; and

wherein one of R 1 and R 2 is hydrogen and the other is a substituent, or both R 1 and R 2 are the same or different substituent, and wherein the substituent is independently selected from the group consisting of an optionally substituted hydrocarbon group, a heteroatom-containing group, and a halogen.

Assignments (10)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 6, 2025
From: XEROX CORPORATION
To: GENESEE VALLEY INNOVATIONS, LLC
Reel/Frame 073842/0479 →
SECOND LIEN NOTES PATENT SECURITY AGREEMENT Recorded Jul 2, 2025
From: XEROX CORPORATION
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 071785/0550 →
FIRST LIEN NOTES PATENT SECURITY AGREEMENT Recorded Apr 11, 2025
From: XEROX CORPORATION
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 070824/0001 →
SECURITY INTEREST Recorded Feb 13, 2024
From: XEROX CORPORATION
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 066741/0001 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS RECORDED AT RF 064760/0389 Recorded Feb 13, 2024
From: CITIBANK, N.A., AS COLLATERAL AGENT
To: XEROX CORPORATION
Reel/Frame 068261/0001 →
SECURITY INTEREST Recorded Nov 20, 2023
From: XEROX CORPORATION
To: JEFFERIES FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 065628/0019 →
SECURITY INTEREST Recorded Jun 22, 2023
From: XEROX CORPORATION
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 064760/0389 →
RELEASE OF SECURITY INTEREST IN PATENTS AT R/F 062740/0214 Recorded May 18, 2023
From: CITIBANK, N.A., AS AGENT
To: XEROX CORPORATION
Reel/Frame 063694/0122 →
SECURITY INTEREST Recorded Nov 10, 2022
From: XEROX CORPORATION
To: CITIBANK, N.A., AS AGENT
Reel/Frame 062740/0214 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 16, 2005
From: LI, YUNING; LIU, PING; WU, YILIANG; ONG, BENG S.
To: XEROX CORPORATION
Reel/Frame 017249/0291 →