Solvent-free bio-based emulsion
View Patent ↗Solvent-free extrusion processes are disclosed that are suitable for forming high bio-based polyester latexes that may be utilized in forming a toner, as well as other commercial products.
1. A process comprising: contacting at least on bio-based polyester resin including components selected from the group consisting of a fatty dimer diol, a fatty dimer diacid, D-isosorbide, L-tyrosine, glutamic acid, and combinations thereof, with an optional crystalline resin and an optional plasticizer in an extruder to form a resin mixture; neutralizing the resin mixture in the extruder with a neutralizing agent; contacting the resin mixture in the extruder with a surfactant; melt-mixing the resin mixture in the extruder; contacting the melt-mixed mixture with de-ionized water in the extruder to form an oil in water emulsion possessing a latex; recovering the latex from the extruder; contacting the latex with an optional crystalline resin, an optional colorant, and an optional wax to form a second mixture; aggregating the mixture to form particles; adjusting the pH of the mixture to from about 3 to about 10 to stop growth of the particles; coalescing the particles at a pH from about 5 to about 8 to form toner particles; and recovering the toner particles.
2. The process according to claim 1 , wherein the amorphous bio-based polyester resin comprises isosorbide and 1,4-cyclohexane dicarboxylic acid.
3. The process according to claim 1 , wherein the surfactant is selected from the group consisting of sodium dodecylsulfate, sodium dodecylbenzene sulfonate, sodium lauryl sulfate, sodium dodecylnaphthalene sulfate, dialkyl benzenealkyl sulfates, dialkyl benzenealkyl sulfonates, abitic acid, alkyl diphenyloxide disulfonates, branched sodium dodecyl benzene sulfonates, polyvinyl alcohol, polyacrylic acid, methalose, methyl cellulose, ethyl cellulose, propyl cellulose, hydroxylethyl cellulose, carboxy methyl cellulose, polyoxyethylene cetyl ether, polyoxyethylene lauryl ether, polyoxyethylene octyl ether, polyoxyethylene octylphenyl ether, polyoxyethylene oleyl ether, polyoxyethylene sorbitan monolaurate, polyoxyethylene stearyl ether, polyoxyethylene nonylphenyl ether, dialkylphenoxy poly(ethyleneoxy)ethanol, alkylbenzyl dimethyl ammonium chloride, dialkyl benzenealkyl ammonium chloride, lauryl trimethyl ammonium chloride, alkylbenzyl methyl ammonium chloride, alkyl benzyl dimethyl ammonium bromide, benzalkonium chloride, C12 ammonium bromide, C15 trimethyl ammonium bromide, C17 trimethyl ammonium bromide, dodecylbenzyl triethyl ammonium chloride, cetyl pyridinium bromide, and combinations thereof, and wherein the surfactants is in an aqueous solution.
4. The process according to claim 1 , wherein the de-ionized water is added so that the emulsion possesses a solid content of from about 10% to about 40%.
5. The process according to claim 1 , wherein the neutralizing agent is selected from the group consisting of ammonium hydroxide, potassium hydroxide, sodium hydroxide, sodium carbonate, sodium bicarbonate, lithium hydroxide, potassium carbonate, piperazine, tris-hydroxymethyl-aminomethane, and combinations thereof, and raises the pH of the emulsion to from about 5 to about 12.
6. The process according to claim 1 , wherein particles in the latex have a size of from about 60 nm to about 300 nm.
7. The process according to claim 1 wherein said optional crystalline resin is present and said optional crystalline resin is a polyester.
8. The process according to claim 1 wherein said optional colorant is present.
9. The process according to claim 1 wherein said optional wax is present.
10. The process according to claim 1 wherein said optional plasticizer is present.
11. The process according to claim 1 wherein said optional crystalline resin is present, said colorant is present, said wax is present and said plasticizer is present.