Granted Patent B2

US 8,455,171 · App. 11/809,058 · Granted Jun 4, 2013

Abstract

Claims (31)

1. A process comprising;

contacting a latex with compounds consisting of a separate carboxylic acid and a stabilizer of the following formula:

wherein R1 is a hydrogen or methyl group; R2 and R3 are independently selected from alkyl groups containing about 1 to about 12 carbon atoms and a phenyl group; and n is from about 0 to about 20;

recovering a resulting latex resin, wherein when said latex is contacted with said stabilizer in the absence of said separate carboxylic acid, a resin of larger particle size is produced, and when said latex is contacted with said stabilizer and with said separate carboxylic acid, a resin of smaller particle size is produced;

and

contacting the latex resin with a colorant dispersion, and an optional wax dispersion to form toner particles having a volume average diameter of from about 2 micros to about 10 microns, and a circularity from about 0.9 to about 0.99,

wherein the carboxylic acid is present in an amount of from about 0.001% to about 10% by weight of the latex.

2. The process of claim 1 , further comprising:

combining the carboxylic acid with the stabilizer and monomer components of the latex to form an emulsion;

adding a portion of the emulsion to a reactor with an initiator to form a seed resin; and

adding the remainder of the emulsion to the reactor to complete latex polymerization.

3. The process of claim 1 , further comprising:

combining the carboxylic acid with monomer components of the latex to form an emulsion in a reactor;

adding an initiator to the reactor to form a seed;

combining the stabilizer with the monomer components of the latex to form a second emulsion and

adding the second emulsion to the reactor to complete latex polymerization.

4. The process of claim 1 , wherein the stabilizer is selected from the group consisting of beta carboxyethyl acrylate, poly(2-carboxyethyl)acrylate, and 2-carboxyethyl methacrylate.

5. The process of claim 1 , wherein the latex is selected from the group consisting of styrene, acrylates, methacrylates, butadienes, isoprenes, acrylic acids, methacrylic acids, acrylonitriles, and combinations thereof.

6. The process of claim 1 , wherein the latex is selected from the group consisting of poly(styrene-co-alkyl acrylate), poly(styrene-co-butadiene), poly(styrene-co-alkyl methacrylate), poly(styrene-co-alkyl acrylate-co-acrylic acid), poly(styrene-co-1,3-butadiene-co-acrylic acid), poly(styrene-co-alkyl methacrylate-co-acrylic acid), poly(alkyl methacrylate-co-alkyl acrylate), poly(alkyl methacrylate-co-aryl acrylate), poly(aryl methacrylate-co-alkyl acrylate), poly(alkyl methacrylate-co-acrylic acid), poly(styrene-coalkyl acrylate-co-acrylonitrile-acrylic acid), poly(styrene-co-butadiene-co-acrylonitrile-co-acrylic acid), poly(alkyl acrylate-co-acrylonitrile-co-acrylic acid), poly(methylstyrene-co-butadiene), poly(methyl methacrylate-co-butadiene), poly(ethyl methacrylate-co-butadiene), poly(propyl methacrylate-co-butadiene), poly(butyl methacrylate-co-butadiene), poly(methyl acrylate-co-butadiene), poly(ethyl acrylate-co-butadiene), poly(propyl acrylate-co-butadiene), poly(butyl acrylate-co-butadiene), poly(styrene-co-isoprene), poly(methylstyrene-co-isoprene), poly(methyl methacrylate-co-isoprene), poly(ethyl methacrylate-co-isoprene), poly(propyl methacrylate-co-isoprene), poly(butyl methacrylate-co-isoprene), poly(methyl acrylate-co-isoprene), poly(ethyl acrylate-co-isoprene), poly(propyl acrylate-co-isoprene), poly(butyl acrylate-co-isoprene), poly(styrene-co-propyl acrylate), poly(styrene-co-butyl acrylate), poly(styrene-co-butadiene-co-methacrylic acid), poly(styrene-co-butyl acrylate-co-acrylic acid), poly(styrene-co-butyl acrylate-co-methacrylic acid), poly(styrene-co-butyl acrylate-co-acrylonitrile), poly(styrene-co-butyl acrylate-co-acrylonitrile-acrylic acid), poly(styrene-co-butyl methacrylate), poly(styrene-cobutyl methacrylate-co-acrylic acid), poly (butyl methacrylate-co-butyl acrylate), poly(butyl methacrylate-co-acrylic acid), poly(butyl methacrylate-co-butyl acrylate), poly(butyl methacrylate-co-acrylic acid), poly(acrylonitrile-co-butyl acrylate-co-acrylic acid), and combinations thereof.

7. The process of claim 1 , wherein the carboxylic acid is selected from the group consisting of acrylic acid, methacrylic acid, itaconic acid, fumaric acid, maleic acid, cinnamic acid, and combinations thereof.

8. The process of claim 1 , wherein the latex resin comprises particles having a size from about 80 nm to about 800 nm.

9. A process comprising:

contacting a latex selected from the group consisting of styrenes, acrylates, methacrylates, butadienes, isoprenes, methacrylic acids, acrylonitriles, and combinations thereof with compounds consisting of an acrylic acid and a stabilizer comprising beta carboxyethyl acrylate;

recovering a resulting latex resin, wherein when said latex is contacted with said stabilizer in the absence of said acrylic acid, a resin of larger particle size is produced and when said latex is contacted with said stabilizer and with said acrylic acid, a resin of smaller particle size is produced;

and

contacting the latex resin with a colorant dispersion, and an optional wax dispersion to form toner particles having a volume average diameter of from about 2 microns to about 10 microns, and a circularity from about 0.9 to about 0.99,

wherein the acrylic acid is present in an amount of from about 0.001% to about 10% by weight of the latex.

10. The process of claim 9 , wherein the acrylic acid is combined with the beta carboxyethyl acrylate and then contacted with the latex.

11. The process of claim 9 , wherein the acrylic acid is combined with the latex and them combined with the beta carboxyethyl acrylate.

12. The process of claim 9 , wherein the latex is selected from the group consisting of poly(styrene-co-alkyl acrylate), poly(styrene-co-butadiene), poly(styrene-co-alkyl methacrylate), poly(styrene-co-alkyl acrylate-co-acrylic acid), poly(styrene-co-1,3-butadiene-co-acrylic acid), poly(styrene-co-alkyl methacrylate-co-acrylic acid), poly(alkyl methacrylate-co-alkyl acrylate), poly(alkyl methacrylate-co-aryl acrylate), poly(aryl methacrylate-co-alkyl acrylate), poly(alkyl methacrylate-co-acrylic acid), poly(styrene-coalkyl acrylate-co-acrylonitrile-acrylic acid), poly(styrene-co-butadiene-co-acrylonitrile-co-acrylic acid), poly(alkyl acrylate-co-acrylonitrile-co-acrylic acid), poly(methylstyrene-co-butadiene), poly(methyl methacrylate-co-butadiene), poly(ethyl methacrylate-co-butadiene), poly(propyl methacrylate-co-butadiene), poly(butyl methacrylate-co-butadiene), poly(methyl acrylate-co-butadiene), poly(ethyl acrylate-co-butadiene), poly(propyl acrylate-co-butadiene), poly(butyl acrylate-co-butadiene), poly(styrene-co-isoprene), poly(methylstyrene-co-isoprene), poly(methyl methacrylate-co-isoprene), poly(ethyl methacrylate-co-isoprene), poly(propyl methacrylate-co-isoprene), poly(butyl methacrylate-co-isoprene), poly(methyl acrylate-co-isoprene), poly(ethyl acrylate-co-isoprene), poly(propyl acrylate-co-isoprene), poly(butyl acrylate-co-isoprene), poly(styrene-co-propyl acrylate), poly(styrene-co-butyl acrylate), poly(styrene-co-butadiene-co-methacrylic acid), poly(styrene-co-butyl acrylate-co-acrylic acid), poly(styrene-co-butyl acrylate-co-methacrylic acid), poly(styrene-co-butyl acrylate-co-acrylonitrile), poly(styrene-co-butyl acrylate-co-acrylonitrile-acrylic acid), poly(styrene-co-butyl methacrylate), poly(styrene-cobutyl methacrylate-co-acrylic acid), poly (butyl methacrylate-co-butyl acrylate), poly(butyl methacrylate-co-acrylic acid), poly(butyl methacrylate-co-butyl acrylate), poly(butyl methacrylate-co-acrylic acid), poly(acrylonitrile-co-butyl acrylate-co-acrylic acid), and combinations thereof.

13. The process of claim 9 , wherein the latex resin comprises particles having a size of from about 80 nm to about 800 nm.

Assignments (10)