IP Library Granted Patent US 7,173,140
Granted Patent B2
US 7,173,140 · App. 11/011,901 · Granted Feb 6, 2007

Process to form compound with indolocarbazole moieties

Assignee: Xerox Corporation
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Quick Facts
Patent No.
US 7,173,140
App. No.
11/011,901
Granted
Feb 6, 2007
Kind
B2
Abstract

A process composed of: reacting a reaction mixture comprised of one or more optionally substituted indolocarbazoles, a reaction medium, and a coupling agent at a reaction temperature to form a compound composed of a plurality of optionally substituted indolocarbazole moieties which are the same or different from each other.

Claims (22)

1. A process for polymerizing indolocarbazole moieties comprising:

reacting a reaction mixture comprised of one or more optionally substituted indolocarbazoles, a reaction medium, and a coupling agent at a reaction temperature to form a polymer comprising a plurality of optionally substituted indolocarbazole moieties which are the same or different from each other, wherein the coupling agent is an oxidizing agent selected from the group consisting of FeCl 3 , FeBr 3 , Fe 2 (SO 4 ) 3 , RuCl 3 , MoCl 5 , Na 2 S 2 O 8 , K 2 S 2 O 8 , K 2 Cr 2 O 7 , KMnO 4 , KBrO 3 , and KClO 3 , or a mixture thereof.

2. The process of claim 1 , wherein the reaction temperature ranges from about −40° C. to about 200° C.

3. The process of claim 1 , wherein the reaction temperature ranges from about about −20° C. to about 150° C.

4. The process of claim 1 , wherein the reaction temperature ranges from about from about 0° C. to about 100° C.

5. The process of claim 1 , wherein the reaction mixture includes at least two optionally substituted indolocarbazoles.

6. The process of claim 1 , wherein at least one of the indolocarbazole moieties has one or more nitrogen substitutions and optionally has one or more peripheral substitutions.

7. The process of claim 1 , wherein the number of the optionally substituted indolocarbazole moieties ranges from 2 to about 500.

8. The process of claim 1 , wherein the optional substituents of the optionally substituted indolocarbazole moieties are independently selected from the group consisting of a hydrocarbon group, a heteroatom-containing group, and a halogen, or a mixture thereof.

9. The process of claim 8 , wherein the heteroatom-containing group is independently selected from the group consisting of fluoroalkyl, fluoroaryl, cyano, nitro, carbonyl, carboxylate, alkoxy, and amino, or a mixture thereof.

10. A process for polymerizing indolocarbazole moieties comprising:

reacting a reaction mixture comprised of one or more optionally substituted indolocarbazoles, a reaction medium, and a coupling agent at a reaction temperature to form a polymer comprising a plurality of optionally substituted indolocarbazole moieties which are the same or different from each other, wherein the one or more optionally substituted indolocarbazoles are independently selected from the group consisting of structures (A), (B), (C), (D) (E), (F) and (G), or a mixture thereof:

wherein for each of the structures (A) through (G), each R is independently selected from a group consisting of a hydrogen, a hydrocarbon group and a heteroatom-containing group, wherein each of the structures (A) through (G) is optionally peripherally substituted, wherein the coupling agent is an oxidizing agent selected from the group consisting of FeCl 3 , FeBr 3 , Fe 2 (SO 4 ) 3 , RuCl 3 , MoCl 5 , Na 2 S 2 O 8 , K 2 S 2 O 8 , K 2 Cr 2 O 7 , KMnO 4 , KBrO 3 , and KClO 3 , or a mixture thereof.

11. The process of claim 10 , wherein one or more of the structures (A) through (G) is peripherally substituted by one or more substituents independently selected from the group consisting of a hydrocarbon group, a heteroatom-containing group, and a halogen, or a mixture thereof.

12. The process of claim 10 , wherein the reaction temperature ranges from about −40° C. to about 200° C.

13. The process of claim 10 , wherein the reaction temperature ranges from about −20° C. to about 150° C.

14. The process of claim 10 , wherein the reaction temperature ranges from about from about 0° C. to about 100° C.

15. The process of claim 10 , wherein the number of the optionally substituted indolocarbazole moieties ranges from 2 to about 500.

16. The process of claim 10 , wherein the optional substituents of the optionally substituted indolocarbazole moieties are independently selected from the group consisting of a hydrocarbon group, a heteroatom-containing group, and a halogen, or a mixture thereof.

17. The process of claim 16 , wherein the heteroatom-containing group is independently selected from the group consisting of fluoroalkyl, fluoroaryl, cyano, nitro, carbonyl, carboxylate, alkoxy, and amino, or a mixture thereof.

18. A process of claim 10 , wherein the one or more optionally substituted indolocarbazoles is selected from the group consisting of structures (I) through (VIII):

or a mixture thereof.

Assignments (14)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 14, 2025
From: XEROX CORPORATION
To: GENESEE VALLEY INNOVATIONS, LLC
Reel/Frame 073562/0677 →
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 →
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 Feb 13, 2024
From: XEROX CORPORATION
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 066741/0001 →
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 →
RELEASE OF SECURITY INTEREST Recorded Aug 31, 2022
From: JPMORGAN CHASE BANK, N.A. AS SUCCESSOR-IN-INTEREST ADMINISTRATIVE AGENT AND COLLATERAL AGENT TO BANK ONE, N.A.
To: XEROX CORPORATION
Reel/Frame 061360/0628 →
RELEASE OF SECURITY INTEREST Recorded Jul 25, 2014
From: JPMORGAN CHASE BANK, N.A.
To: XEROX CORPORATION
Reel/Frame 033416/0847 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 1, 2005
From: WU, YILIANG
To: XEROX CORPORATION
Reel/Frame 016830/0994 →
SECURITY AGREEMENT Recorded Jun 30, 2005
From: XEROX CORPORATION
To: JP MORGAN CHASE BANK
Reel/Frame 016761/0158 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 14, 2004
From: LI, YUNING; ONG, BENG S.
To: XEROX CORPORATION
Reel/Frame 016726/0482 →
Continuity (1)
Related Publication 20060128969A1 · Jun 15, 2006