Two component electrophotographic developers and preparation method

• US 5,480,757 A
• Filed: 06/08/1994
• Issued: 01/02/1996
• Est. Priority Date: 06/08/1994
• Status: Expired due to Term

• Current Assignee: Eastman Kodak Company
• Original Assignee: Eastman Kodak Company
• Inventors: Spence, John M., Tyagi, Dinesh, Jadwin, Thomas A., Osterhoudt, Hans W.
• Primary Examiner(s): GOODROW, JOHN L
• Application Number:
  US08/253,446
• Time in Patent Office: 573 Days
• Field of Search: 430/137, 430/106, 430/109, 430/110
• US Class Current: 430/108.2
• CPC Class Codes: G03G 9/09741 cationic
• CPC Class Codes: G03G 9/0975 anionic
• CPC Class Codes: G03G 9/09758 comprising a heterocyclic ring

Abstract

A two component electrophotographic developer and development method. The developer includes carrier particles and toner comprising: polymeric binder; a first agent selected from the group consisting of compounds having the general structure: ##STR1## wherein n is from about 7 to about 21; R¹ and R² are each independently H or alkyl having from 1 to about 3 carbons; T represents an unshared electron pair or a proton and a counterion; and R³ is substituted or unsubstituted alkyl, alkylamide, aryl, or heteroaryl; and a second agent comprising quaternary ammonium salt.

Claims

1. A two component electrophotographic developer including carrier particles and toner particles, said toner particles each comprising a substantially uniform mixture of:

polymeric binder;

a first agent selected from the group consisting of compounds having the general structure;

##STR15## wherein n is from about 7 to about 21;

R¹ and R² are each independently H or alkyl having from 1 to about 3 carbons;

T represents an unshared electron pair or a proton and a counterion; and

R³ is substituted or unsubstituted alkyl, alkylamide, aryl, or heteroaryl; and

a second agent comprising quaternary ammonium salt.

2. The developer of claim 1 wherein R³ is methyl.

3. The developer of claim 1 wherein said binder is selected from the group consisting of styrene-butyl-acrylate copolymers.

4. The developer of claim 1 wherein said first agent has the general structure:

##STR16## wherein X^- is an anion and

R¹ and R² are each independently H or alkyl having from 1 to about 3 carbons.

5. The developer of claim 4 wherein X^- is halide, sulfonate ion, tosylate ion, or methylsulfate ion.

6. The developer of claim 4 wherein X^- is Cl^- or aromatic sulfonate ion.

7. The developer of claim 4 wherein n is from 11 to 19.

8. The developer of claim 4 wherein R¹ and R² are each independently selected from the group consisting of H and CH₃.

9. The developer of claim 4 wherein said first agent is octadecylamine hydrochloride and said second agent is dioctadecyl dimethyl ammonium methyl sulfonate or dimethyl octadecyl benzyl ammonium m-nitrobenzene sulfonate.

10. The developer of claim 4 wherein said second agent is an aliphatic quaternary ammonium halide or a quaternary salt of an N-alkyl substituted nitrogen heterocycle.

11. The developer of claim 4 wherein said ammonium salt is an aliphatic quaternary ammonium halide or an alkyl pyridinium halide.

12. The developer of claim 1 wherein said first agent has the general structure:

##STR17## wherein R¹ and R² are each independently H or alkyl having from 1 to about 3 carbons.

13. The developer of claim 12 wherein n is from 11 to 19.

14. The developer of claim 12 wherein said second agent is an aliphatic quaternary ammonium halide, sulfonate, methylsulfate or tosylate or is a quaternary salt of an N-alkyl substituted nitrogen heterocycle.

15. The developer of claim 12 wherein said second agent is an aliphatic quaternary ammonium halide or an alkyl pyridinium halide.

16. A two component electrophotographic developer including carrier particles and toner particles, said toner particles each comprising a substantially uniform mixture of:

polymeric binder;

a first agent selected from the group consisting of compounds having the general structure;

##STR18## wherein n is from about 7 to about 21,

R¹ and R² are each independently H or alkyl having from 1 to about 3 carbons, and

T represents an unshared electron pair or a proton and a counterion; and

a second agent selected from the group consisting of quaternary ammonium salts having the general formula;

##STR19## wherein R^a, R^b, R^c, and R^d are each alkyl having from 1 to about 21 carbons, or R^a is alkyl having from 1 to carbons and R^b, R^c, and R^d are atoms and electrons necessary to complete an aromatic or heteroaromatic ring system having 1 or 2 rings;

X is an anion.

17. The developer of claim 16 wherein said toner further comprises magnetic pigments.

18. The developer of claim 16 wherein said first agent is selected from the group consisting of octadecylamine, dimethyloctadecylamine, octadecylamine hydrochloride, and dimethyloctadecylamine hydrochloride;

and said second agent is an alkyl pyridinium compound of the formula;

##STR20## wherein R is alkyl having from 1 to about 21 carbons, and

X is halide.

19. A method for developing latent images comprising forming an electrostatic latent image with a developer defined by claim 16, followed by transferring the image to a suitable substrate and permanently affixing the image thereto.

20. A method for preparing developer comprising the steps of:

preparing polymeric binder;

admixing

said binder,

a first agent selected from the group consisting of compounds having the general structure;

##STR21## wherein n is from about 7 to about 21;

R¹ and R² are each independently H or alkyl having from 1 to about 3 carbons;

T represents an unshared electron pair or a proton and a counterion; and

R³ is substituted or unsubstituted alkyl, aryl, or heteroaryl; and

a second agent selected from the group consisting of quaternary ammonium salts having the general formula;

##STR22## wherein R^a, R^b, R^c, and R^d are each alkyl having from to about 21 carbons, or R^a is alkyl having from 1 to carbons and R^b, R^c, and R^d are atoms and electrons necessary to complete an aromatic or heteroaromatic ring system having 1 or 2 rings; and

X is an anion;

to provide a substantially uniform articulate or melt blend; and

pulverizing said blend.