IP Library Granted Patent US 12699335
Granted Patent B2
US 12699335 · App. 18/324,840 · Granted Aug 4, 2026

Core-shell particle, and toner

Inventors: Kenji Ookubo (Shizuoka, JP); Keisuke Adachi (Tokyo, JP); Shintaro Noji (Shizuoka, JP)
Assignee: Canon Kabushiki Kaisha
G03G9/09775C08L83/04G03G9/09733C08L2207/53
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Quick Facts
Patent No.
US 12699335
App. No.
18/324,840
Granted
Aug 4, 2026
Kind
B2
Abstract

A core-shell particle includes a core, and a shell on a surface of the core. The core includes a crystalline release agent. A value of a sum of a number-average value of Feret diameter of the core-shell particle and a standard deviation of the Feret diameter of the core-shell particle is 20 to 500 nm. The shell comprises an organosilicon polymer. In a differential scanning calorimetric measurement of the core-shell particle, a maximum endothermic peak is present when a temperature is raised from 30° C. to 120° C. at 10.0° C./min, a maximum exothermic peak is present when the temperature is lowered from 120° C. to 30° C. at 10.0° C./min, and Tc (° C.) is at least 5° C. lower than Tm (° C.) where Tm is a peak temperature of the maximum endothermic peak and Tc is a peak temperature of the maximum exothermic peak.

Claims (39)

1 . A core-shell particle comprising:

a core, and

a shell on a surface of the core, wherein:

the core comprises a crystalline release agent;

a value of a sum of a number-average value of Feret diameter of the core-shell particle and a standard deviation of the Feret diameter of the core-shell particle is 20 to 500 nm;

the shell comprises an organosilicon polymer;

the organosilicon polymer comprises a structure given by a following formula (RT3)

R—SiO 3/2   (RT3)

wherein R in formula (RT3) represents an alkyl group having 1 to 6 carbons; and

in a differential scanning calorimetric measurement of the core-shell particle, a maximum endothermic peak is present when a temperature is raised from 30° C. to 120° C. at 10.0° C./min, a maximum exothermic peak is present when the temperature is lowered from 120° C. to 30° C. at 10.0° C./min, Tm (° C.)-Tc (° C.) is 8 to 12° C., and Tm is not greater than 100° C. where Tm is a peak temperature of the maximum endothermic peak and Tc is a peak temperature of the maximum exothermic peak.

2 . The core-shell particle according to claim 1 , wherein, in a solid-state 29 Si-NMR measurement of the organosilicon polymer, and letting RT3 be an area of a peak corresponding to the structure given by the formula (RT3) and letting S be a sum total of areas of peaks for M unit, D unit, T unit, and Q unit,

a value (RT3/S) of a ratio of RT3 to S is 0.50 to 1.00,

where, M unit is (Ri)(Rj)(Rk)SiO 1/2 , D unit is (Rg)(Rh)Si(O 1/2 ) 2 , T unit is RmSi(O 1/2 ) 3 , and Q unit is Si(O 1/2 ) 4 ,

wherein Ri, Rj, Rk, Rg, Rh, and Rm represent a silicon-bonded alkyl group.

3 . The core-shell particle according to claim 1 , wherein the kinematic viscosity of the core at 110° C. is 1 to 60 mm 2 /s.

4 . The core-shell particle according to claim 1 , wherein the organosilicon polymer is a condensation polymer of at least one organosilicon compound selected from the group consisting of organosilicon compounds having a structure given by the following formula (Z):

wherein in the formula (Z), R a is an alkyl group having 1 to 6 carbons and R 1 , R 2 , and R 3 are each independently an alkoxy group having 1 to 6 carbons.

5 . The core-shell particle according to claim 1 , wherein the core-shell particle is an external additive for toner.

6 . A core-shell particle comprising:

a core, and

a shell on a surface of the core, wherein:

the core comprises a hydrocarbon wax;

a value of a sum of a number-average value of Feret diameter of the core-shell particle and a standard deviation of the Feret diameter of the core-shell particle is 20 to 500 nm;

the shell comprises an organosilicon polymer; and

the organosilicon polymer comprises a structure given by a following formula (RT3)

R—SiO 3/2   (RT3)

wherein R in formula (RT3) represents an alkyl group having 1 to 6 carbons; and

in a differential scanning calorimetric measurement of the core-shell particle, a maximum endothermic peak is present when a temperature is raised from 30° C. to 120° C. at 10.0° C./min, a maximum exothermic peak is present when the temperature is lowered from 120° C. to 30° C. at 10.0° C./min, and Tm (° C.)-Tc (C) is 8 to 12° C., and Tm is not greater than 100° C. where Tm is a peak temperature of the maximum endothermic peak and Tc is a peak temperature of the maximum exothermic peak.

7 . The core-shell particle according to claim 6 , wherein, in a solid-state 29 Si-NMR measurement of the organosilicon polymer, and letting RT3 be an area of a peak corresponding to the structure given by the formula (RT3) and letting S be a sum total of areas of peaks for M unit, D unit, T unit, and Q unit,

a value (RT3/S) of a ratio of RT3 to S is 0.50 to 1.00,

where, M unit is (Ri)(Rj)(Rk)SiO 1/2 , D unit is (Rg)(Rh)Si(O 1/2 ) 2 , T unit is RmSi(O 1/2 ) 3 , and Q unit is Si(O 1/2 ) 4 ,

wherein Ri, Rj, Rk, Rg, Rh, and Rm represent a silicon-bonded alkyl group.

8 . A toner comprising:

a toner particle comprising a binder resin, and

an external additive on a surface of the toner particle, wherein

the external additive is the core-shell particle according to claim 1 .

9 . The toner according to claim 8 , comprising carbon atoms and silicon atoms at the surface of the toner particle, as detected when the surface of the toner particle is subjected to time-of-flight secondary ion mass spectrometry.

10 . The core-shell particle according to claim 1 , wherein R in formula (RT3) is an alkyl group selected from the group consisting of n-propyl group, and hexyl group.

11 . The core-shell particle according to claim 4 , wherein R a in the formula (Z) is an alkyl group selected from the group consisting of n-propyl group, and hexyl group.