Composite particles and a process for making the same

Patent metadata

Field	Value
Publication number	US-9926398-B2
Application number	US-201414771263-A
Country	US
Kind code	B2
Filing date	Mar 18, 2014
Priority date	Mar 20, 2013
Publication date	Mar 27, 2018
Grant date	Mar 27, 2018

Abstract

The invention provides composite particles comprising core particles having organosilica particles disposed about the core particles. The invention also provides a process for making the composite particles.

First claim

The invention claimed is:

1. Composite particles comprising core particles having organosilica particles disposed about the core particles, the core particles comprising an organic material and the organosilica particles having a molar ratio of C to Si of 0.5 or greater and being derived via reaction of an organosilane compound having the formula R 1 SiR 2 3 , wherein R 1 is C 1 -C 4 alkyl or C 2 -C 4 alkenyl, wherein R 2 is alkoxy, chloro, bromo, or iodo, wherein the composite particles have a roundness R of from 1.1 to 2.0, wherein the roundness is determined by the formula: R=P 2 /(4πS) wherein P is the perimeter of a cross-section of the composite particle and wherein S is the cross-sectional area of the composite particle as measured on over 500 particles observed by transmission electron microscopy performed at 80 kV.

2. The composite particles of claim 1 , wherein the organic material further comprises a polymerized ethylenically unsaturated monomer.

3. A toner composition comprising toner particles mixed with the composite particles of claim 1 .

4. A structural adhesive comprising the composite particles of claim 1 .

5. A pressure-sensitive adhesive comprising the composite particles of claim 1 .

6. A coating composition comprising the composite particles of claim 1 .

7. A thermoset polymer comprising the composite particles of claim 1 .

8. A thermoplastic polymer comprising the composite particles of claim 1 .

9. The composite particles of claim 1 , further comprising metal particles or metal oxide particles disposed within the core particles.

10. The composite particles of claim 1 , wherein the organosilica particles are derived via reaction of the organosilane compound and up to 50 molar percent of a tetraalkoxyorthosilicate.

11. The composite particles of claim 1 , wherein the composite particles have a particle size d50 as determined by dynamic light scattering of 30 to 302 nm.

12. A process for preparing composite particles comprising core particles having organosilica particles disposed about the core particles, comprising the steps of:
(a) providing an aqueous dispersion comprising polymer or wax particles and a surface agent, the aqueous dispersion having a pH of 8 or more,
(b) adding an aqueous mixture comprising an at least partially hydrolyzed organosilane compound to the aqueous dispersion to form a mixture, wherein the organosilane compound has a formula: R 1 SiR 2 3 , wherein R 1 is C 1 -C 4 alkyl, C 2 -C 4 alkenyl, or C 2 -C 4 alkynyl and wherein R 2 is alkoxy, chloro, bromo, or iodo, and
(c) forming the aqueous dispersion of composite particles via production of organosilica particles by a reaction of the at least partially hydrolyzed organosilane compound, wherein the organosilica particles have a molar ratio of C to Si of 0.5 or greater,
wherein the composite particles have a roundness R of from 1.1 to 2.0, wherein the roundness is determined by the formula: R=P 2 /(4πS) wherein P is the perimeter of a cross-section of the composite particle and wherein S is the cross-sectional area of the composite particle as measured on over 500 particles observed by transmission electron microscopy performed at 80 kV.

13. The method of claim 12 , wherein providing comprises A) combining an aqueous dispersion of polymer particles with an ethylenically unsaturated monomer, allowing the monomer to migrate into the polymer particles, and polymerizing the monomer, or B) dissolving a polymer in solvent, adding water to form an oil in water emulsion, and distilling the solvent from the emulsion to form an aqueous dispersion of polymer particles.

14. The method of claim 13 , wherein dissolving comprises A) dissolving the polymer and an ethylenically unsaturated monomer in the solvent, B) dissolving comprises dissolving the polymer and the surface agent in the solvent, or both.

15. The method of claim 13 , further comprising adding the surface agent to the aqueous dispersion after distilling the solvent.

16. The method of claim 13 , further comprising, after distilling, adding an ethylenically unsaturated monomer to the emulsion, allowing the monomer to migrate into the polymer particles, and polymerizing the monomer.

17. The process of claim 12 , wherein the surface agent comprises a polyethylene glycol-based polymer, quaternary amine-based organic compound, polyvinylpyrrolidone- or polypyrrolidone-based surfactant, or an anionic surfactant with a sulfate anionic component.

18. The process of claim 12 , wherein the surface agent comprises SiH 3-x R 3 x R 4 Q, where x is 1, 2, or 3, R 3 is alkoxy, chloro, bromo, or iodo, R 4 is C 3 -C 22 branched or unbranched alkylene or alkenylene or aromatic group and optionally includes an ether, ester, or amine linkage, and Q is H, Cl, Br, F, hydroxyl, carboxylic acid, epoxy, amine, or a substituted or unsubstituted vinyl, acrylate, or methacrylate.

19. The process of claim 12 , further comprising a step (e) of treating the composite particles with a hydrophobizing agent, a step (f) of drying the aqueous dispersion, or both.

Assignees

• Cabot Corp

Inventors

• Zhang Qingling
• Greenwood Bennett
• Sharma Ravi
• Moeser Geoffrey D

Classifications

• C08K9/06 Primary

  with silicon-containing compounds · CPC title

• G03G9/08

  with toner particles · CPC title

• C08F283/004 Primary

  modified by incorporation of silicium atoms · CPC title

• C09D151/08

  grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds · CPC title

• C08L101/00

  Compositions of unspecified macromolecular compounds · CPC title