Synthesis of N,N'-dialkyl-4'bipyridinium reagents

• US 4,473,695 A
• Filed: 01/15/1982
• Issued: 09/25/1984
• Est. Priority Date: 01/15/1982
• Status: Expired due to Term

• Current Assignee: Massachusetts Institute of Technology
• Original Assignee: Massachusetts Institute of Technology
• Inventors: Bookbinder, Dana C., Wrighton, Mark S.
• Primary Examiner(s): Rotman, Alan L.
• Application Number:
  US06/319,177
• Time in Patent Office: 984 Days
• Field of Search: 546/266
• US Class Current: 546/266
• CPC Class Codes: C07F 5/025 Boronic and borinic acid compounds
• CPC Class Codes: C07F 7/127 by reactions not affecting the linkages to the silicon atom
• CPC Class Codes: C07F 7/1804 Compounds having Si-O-C linkages Si-O-acyl linkages C07F7/1896
• CPC Class Codes: G02F 1/1503 caused by oxidation-reduction reactions in organic liquid solutions, e.g. viologen solutions
• CPC Class Codes: G02F 1/1516 comprising organic material
• CPC Class Codes: G02F 1/15165 Polymers

Abstract

A novel class of dialkyl and dialkyl-aromatic viologens (4,4'"'"'dipyridinium compounds) and their salts which may be polymerized and covalently bonded to electrodes for use in electronic display systems.

Claims

1. A compound having the formula:

##STR4## where R is an alkyl group having one to ten carbon atoms or an alkyl-aromatic group having one to ten carbon atoms in an alkyl chain and two or less rings; and

where R'"'"' is a covalent binding agent choosen from the following group;

lower silicon alkoxides, silicon halogens, lower boron alkoxides, or boron halogens.

2. The compound of claim 1 wherein R is an alkyl group having 3 or less carbon atoms.

3. The compound of claim 1 wherein R is an alkyl-benzene group.

4. The compound of claim 1 where R'"'"' is a silicon alkoxide having one to ten carbon atoms.

5. The compound of claim 1 wherein R'"'"' is silicon chloride.

6. The compound of claim 1 wherein R'"'"' is boron dichloride.

7. An ionic material having the formula:

##STR5##

8. A salt having the formula:

##STR6## where R is an alkyl group having one to ten carbon atoms or an alkyl-aromatic group having one to ten carbon atoms in an alkyl chain and two or less rings;

where R'"'"' is a binding agent choosen from the following group;

silicon alkoxides, silicon halogens, boron alkoxides or boron halogens.

and X is a halogen or other anion for charge balance.

9. The salt of claim 8 wherein R is an alkyl group having 3 or less carbon atoms.

10. The salt of claim 8 wherein R'"'"' is a silicon alkoxide.

11. The salt of claim 8 wherein X is a bromide.

12. The salt of claim 8 wherein X is a chloride.

13. A salt having the formula:

##STR7##