US2011244382A1PendingUtilityA1
Hydrophobic silica particles and method of producing same
Est. expiryApr 6, 2030(~3.7 yrs left)· nominal 20-yr term from priority
G03G 9/09725C01P 2006/12C01P 2002/86Y10T428/2995C09C 1/3081
43
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Claims
Abstract
Hydrophobic silica particles are produced by reacting them with a hydrosiloxane agent.
Claims
exact text as granted — not AI-modified1 . A method of preparing hydrophobic silica particles comprising:
a) providing a hydrosiloxane agent having the following formula
wherein R 1 ═—H, CH 3 ,
R 2 ═—H, —CH 3 .
R 3 ═—CH 3 , —CH 2 CH 3 , —CH 2 CH 2 CH 3 , —CH 2 Ar, —CH 2 CH 2 Ar, —Ar, —CH 2 CH 2 CF 3 , or —CH 2 CH 2 —R f with R f being a C 1 to C 8 pertluoroalkyl group,
R 4 ═—CH 3 , —CH 2 CH 3 , —CH 2 CH 2 CH 3 , —CH 2 CH 2 CF 3 , or —CH 2 CH 2 R f with R f being a C 1 to C 8 perfluoroalkyl group,
R 5 ═—CH 3 , —CH 2 CH 3 , —CH 2 CH 2 Ar, or —Ar,
R 6 ═—OH, —OH, —OCH 3 , or —OCH 2 CH 3 ,
Ar is unsubstituted phenyl or phenyl substituted with one or more methyl, halogen, ethyl, trifluoromethyl, pentafluoromethyl, or —CH 2 CF 3 groups,
n, m, and k are integer numbers; n≧1, m≧0, k≧0, with the proviso that when m=k=0, at least one of R 1 and R 2 is —CH 3 , and wherein the hydrosiloxane agent has a molecular weight from 208 to about 20,000;
b) contacting silica particles with the hydrosiloxane agent in the presence of a solvent, the solvent, silica particles, and hydrosiloxane agent forming a reaction mixture and wherein, when R 6 is —H, the solvent comprises at least one of water, methanol, and ethanol: and
c) drying the reaction mixture to provide hydrophobic silica particles.
2 . The method of claim 1 , wherein the reaction mixture is acidic or basic.
3 . The method of claim 1 , wherein the silica particles are colloidal silica particles, fumed silica particles, co-fumed silica particles, or precipitated silica particles.
4 . The method of claim 1 , wherein step b) comprises dispersing the hydrosiloxane agent in an aqueous dispersion of the silica particles.
5 . The method of claim 4 , wherein the dispersed silica particles are non-aggregated.
6 . The method of claim 1 , wherein the reaction mixture comprises a second treatment agent.
7 . The method of claim 1 , further comprising adding a second treatment agent to the reaction mixture.
8 . The method of claim 1 , wherein the method further comprises combining a second treatment agent with a dispersion of the silica particles before step b).
9 . The method of claim 1 , wherein the second treatment agent is a hydrophohizing agent or a charge modifying agent.
10 . (canceled)
11 . The method of claim 1 , wherein step a) comprises modifying a hydrosiloxane precursor having the following formula:
wherein R 1 ═—H, —CH 3 ,
R 2 ═—H, —CH 3 ,
R 3 ═—CH 3 , —CH 2 CH 3 , —CH 2 CH 2 CH 3 , —CH 2 Ar, —CH 2 CH 2 Ar, —Ar, —CH 2 CH 2 CF 3 , or —CH 2 CH 2 —R f with R f being a C 1 to C 8 perfluoroalkyl group,
R 4 ═—CH 3 , —CH 2 CH 3 , —CH 2 CH 2 CH 3 , —CH 2 CH 2 CF 3 , or —CH 2 CH 2 —R f with R f being a C 1 to C 8 perfluoroalkyl group,
R 5 ═—CH 3 , —CH 2 CH 3 , —CH 2 Ar, —CH 2 CH 2 Ar, or —Ar,
Ar is unsubstituted phenyl or phenyl substituted with one or more methyl, halogen, ethyl, trifluoromethyl, pentalluoromethyl, or —CH 2 CF 3 groups,
n and m are integer numbers; n≧1, m≧0, with the proviso that when m=0, at least one of R 1 and R 2 is —CH 3 , and wherein the hydrosiloxane precursor has a molecular weight from 208 to about 20,000,
by chemically modifying at least a portion of the Si—H groups.
12 . The method of claim 11 , wherein chemically modifying comprises replacing the hydride on at least a portion of the Si—H groups with at least one of an alkoxide, a hydroxide, or R 4 .
13 . (canceled)
14 . The method of claim 1 , wherein the solvent comprises a water-miscible organic solvent.
15 . (canceled)
16 . (canceled)
17 . The method of claim 1 , wherein the silica particles in step b) have a particle size of about 5 nm to about 600 nm.
18 . (canceled)
19 . (canceled)
20 . (canceled)
21 . (canceled)
22 . A particle composition comprising the reaction product of silica particles and at least a hydrosiloxane agent having the formula
wherein R 1 ═—H, —CH 3 ,
R 2 ═—H, —Ch 3 ,
R 3 ═—CH 3 , —CH 2 CH 3 , —CH 2 CH 2 CH 3 , —CH 2 Ar, —CH 2 CH 2 Ar, —Ar, —CH 2 CH 2 CF 3 , or —CH 2 CH 2 —R f with R f being a C 1 to C 8 perfluoroalkyl group,
R 4 ═—CH 3 , —CH 2 CH 3 , —CH 2 CH 2 CH 3 , —CH 2 CH 2 CF 3 , or —CH 2 CH 2 —R f with R f being a C 1 to C 8 perfluoroalkyl group,
R 5 ═—CH 3 , —CH 2 CH 3 , —CH 2 Ar, —CH 2 CH 2 Ar, or —Ar,
R 6 ═—H, —OH, —OCH 3 , or —OCH 2 CH 3 ,
Ar is unsubstituted phenyl or phenyl substituted with one or more methyl, halogen, ethyl, trifluoromethyl, penta.fluoromethyl, or —CH 2 CF 3 groups,
n, m, and k are integer numbers; n≧1, m≧1, and wherein the hydrosiloxane agent has a molecular weight from 282 to about 20,000.
23 . The particle composition of claim 22 , wherein the silica particles are colloidal silica particles, fumed silica particles, co-fumed silica particles, or precipitated silica particles.
24 . The particle composition of claim 22 , wherein the particle composition is the reaction product of silica particles with a hydrosiloxane agent and a second treatment agent.
25 . The particle composition of claim 24 , wherein the second treatment agent is a hydrophobizing agent or a charge-modifying agent.
26 . The particle composition of claim 22 , wherein the silica particles have a particle size of about 5 nm to about 600 nm.
27 . The particle composition of claim 22 , wherein the reaction product is in the form of a dry powder.
28 . A toner composition comprising toner particles and the reaction product of silica particles and at least a hydrosiloxane agent having the formula
wherein R 1 ═—H, —CH 3 ,
R 2 ═—H, —CH 3 ,
R 3 ═—CH 3 , —CH 2 CH 3 , —CH 2 CH 2 CH 3 , —CH 2 Ar, —CH 2 CH 2 Ar, —Ar, —CH 2 CH 2 CF 3 , or —CH 2 CH 2 —R f with R f being a C 1 to C 8 perfluoroalkyl group,
R 4 ═—CH 3 , —CH 2 CH 3 , —CH 2 CH 2 CH 3 , —CH 2 CH 2 C 3 , or —CH 2 CH 2 —R f with R f being a C 1 to C 8 perfluoroalkyl group,
R 5 ═—CH 3 , —CH 2 CH 3 , —CH 2 Ar, —CH 2 CH 2 Ar, or —Ar,
R 6 ═—OH, —OH, —OCH 3 , or —OCH 2 CH 3 ,
Ar is unsubstituted phenyl or phenyl substituted with one or more methyl, halogen, ethyl, trifluoromethyl, pentafluoromethyl, or —CH 2 CF 3 groups,
n, m, and k are integer numbers; n≧1, m≧0, k≧0, with the proviso that when m=k=0, at least one of R 1 and R 2 is —CH 3 , and wherein the hydrosiloxane agent has a molecular weight from 208 to about 20,000.
29 . The toner composition of claim 28 , wherein the silica particles are colloidal silica particles, fumed silica particles, co-fumed silica particles, or precipitated silica particles.
30 . The toner composition of claim 28 , wherein the reaction product is the reaction product of silica particles and both a hydrosiloxane agent and a second treatment agent.
31 . The toner composition of claim 30 , wherein the second treatment agent is a hydrophobizing agent or a charge-modifying agent.
32 . The toner composition of claim 28 , wherein the silica particles have a particle size of about 5 um to about 600 nm.
33 - 56 . (canceled)
57 . Hydrophobic silica particles prepared by a method comprising:
a) providing a hydrosiloxane agent having the following formula
wherein R 1 ═—H, —CH 3 ,
R 2 ═—H, —CH 3 ,
R 3 ═—CH 3 , —CH 2 CH 3 , —CH 2 CH 2 CH 3 , —CH 2 Ar, —CH 2 CH 2 Ar, —Ar, —CH 2 CH 2 CF 3 , or —CH 2 CH 2 —R f with R f being a C 1 to C 8 perfluoroalkyl group,
R 4 ═—CH 3 , —CH 2 CH 3 , —CH 2 CH 2 CH 3 , —CH 2 CH 2 CF 3 , or —CH 2 CH 2 —R f with R f being a C 1 to C 8 perfluoroalkyl group,
R 5 ═—CH 3 , —CH 2 CH 3 , —CH 2 Ar, —CH 2 CH 2 Ar, or —Ar
R 6 ═—H, —OCH;, or —OCH 2 CH 3 ,
Ar is unsubstituted phenyl or phenyl substituted with one or more methyl, halogen, ethyl, trifluoromethyl, pentafluoromethyl, or —CH 2 CF 3 groups,
n, m, and k are integer numbers; n≧1, m≧0, k≧0, with the proviso that when m=k=0, at least one of R 1 and R 2 is —CH 3 , and wherein the hydrosiloxane agent has a molecular weight from 208 to about 20,000;
h) contacting silica particles with the hydrosiloxane agent in the presence of a solvent, the solvent, silica particles, and hydrosiloxane agent forming a reaction mixture and wherein, when R 6 is —H, the solvent comprises at least one of water, methanol, and ethanol; and
c) drying the reaction mixture to provide the hydrophobic silica particles.
58 . The hydrophobic silica particles of claim 57 , wherein the reaction mixture is acidic or basic.
59 . The hydrophobic silica particles of claim 57 , wherein the silica particles are colloidal silica particles ; fumed silica particles, co-fumed silica particles, or precipitated silica panicles.
60 . The hydrophobic silica particles of claim 57 , wherein step b) comprises dispersing the hydrosiloxane agent in an aqueous dispersion of the silica particles.
61 . The hydrophobic silica particles of claim 60 , wherein the dispersed silica particles are non-aggregated.
62 . The hydrophobic silica particles of claim 57 , wherein the reaction mixture comprises a second treatment agent.
63 . The hydrophobic silica particles of claim 57 , further comprising adding a second treatment agent to the reaction mixture.
64 . The hydrophobic silica particles of claim 57 , wherein the method further comprises combining a second treatment agent with a dispersion of the silica particles before step b).
65 . The hydrophobic silica particles of claim 62 , wherein the second treatment agent is a hydrophobizing agent or a charge modifying agent.
66 . The hydrophobic silica particles of claim 57 , wherein step a) comprises modifying a hydrosiloxane precursor having the following formula:
wherein R 1 ═—H, —CH 3 ,
R 2 ═—H, —CH 3 ,
R 3 ═—CH 3 , —CH 2 CH 3 , —CH 2 CH 2 CH 3 , —CH 2 Ar, —CH 2 CH 2 Ar, —Ar, —CH 2 CH 2 CF 3 , or —CH 2 CH 2 —R f with R f being a C 1 to C 8 perfluoroalkyl group,
R 4 ═—CH 3 , —CH 2 CH 3 , —CH 2 CH 2 CH 3 , —CH 2 CH 2 CF 3 , or —CH 2 CH 2 —R f with R f being a C 1 to C 8 perfluoroalkyl group,
R 5 ═—CH 3 , —CH 2 CH 3 , —CH 2 Ar, —CH 2 CH 2 Ar, or —Ar,
Ar is unsubstituted phenyl or phenyl substituted with one or more methyl, halogen, ethyl, tritluoromethyl, pentafluoromethyl, or —CH 2 CF 3 groups,
n and m are integer numbers; n≧1, m≧0, with the proviso that when m=0, at least one of R 1 and R 2 is —CH 3 , and wherein the hydrosiloxane precursor has a molecular weight from 208 to about 20,000,
by chemically modifying at least a portion of the Si—H groups.
67 . The hydrophobic silica particles of claim 66 , wherein chemically modifying comprises replacing the hydride on at least a portion of the Si—H groups with at least one of an alkoxide, a hydroxide, or R 4 .
68 . The hydrophobic silica particles of claim 57 , wherein the solvent comprises a water-miscible organic solvent.
69 . The hydrophobic silica particles of claim 57 , wherein the silica particles in step b) have a particle size of about 5 nm to about 600 nm.Join the waitlist — get patent alerts
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