IP Library › Granted Patent US 12,663,736
Granted Patent B2
US 12,663,736 · App. 18/307,829 · Granted Jun 23, 2026

Toner

Inventors: Kazuyuki Sato (Kanagawa, JP); Tomohisa Sano (Shizuoka, JP); Tohru Hiramatsu (Shizuoka, JP); Hiroki Kagawa (Shizuoka, JP); Shohei Shibahara (Shizuoka, JP)
Assignee: CANON KABUSHIKI KAISHA
G03G9/1139G03G9/0812G03G9/08755
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 12,663,736
App. No.
18/307,829
Granted
Jun 23, 2026
Kind
B2
Abstract

A toner comprises a toner particle and silica fine particles, wherein, fragment ions of a D unit structure are observed in time-of-flight secondary ion mass spectrometry measurement of the silica fine particles, in a titration operation of the silica fine particles using NaOH, the titer is within a specific range, an area of a peak from −25 to −15 ppm in 29 Si-NMR measurement of the silica fine particles is denoted by D, the sum of the areas of peaks from −140 to 100 ppm is denoted by S, and an area of a peak from more than −19 ppm to −17 ppm or less is denoted by D1, the specific surface area of the silica fine particles, D, D1, and S satisfy specific relationships, and a specific amount of a specific polyvalent metal element is present on the surface of the toner particle.

Claims (23)

1 . A toner, comprising:

a toner particle;

a silica fine particle on a surface of the toner particle; and

at least one polyvalent metal element selected from the group consisting of calcium, magnesium, aluminum and iron on the surface of the toner particle, wherein

fragment ions corresponding to a structure represented by formula (1) are observed in a time-of-flight secondary ion mass spectrometry measurement of the silica fine particle,

when n represents an integer of 1 or more,

Sn={(a−b)×c×NA}/(d×e) and 0.05≤Sn≤0.20 where 2.00 g of the silica fine particle is dispersed in a mixed liquid of 25.0 g of ethanol and 75.0 g of a 20% by mass NaCl aqueous solution and titration is performed using sodium hydroxide, when a is a NaOH titer (L) required to adjust the mixed liquid in which the silica fine particle is dispersed to pH 9.0, b is a NaOH titer (L) required to adjust the mixed liquid of 25.0 g of ethanol and 75.0 g of a 20% by mass NaCl aqueous solution to pH 9.0, c is the concentration (mol/L) of the NaOH solution used for titration, NA is Avogadro's number, d is the mass (g) of the silica fine particle, and e is a BET specific surface area (nm 2 /g) of the silica fine particle,

where in a chemical shift obtained by a solid-state 29 Si-NMR DD/MAS method of the silica fine particle (D/S)/B is 5.7×10 −4 to 4.9×10 −3 , (D/S)/B measured after washing the silica fine particle with chloroform is 1.7×10 −4 to 4.9×10 −3 and (D1/D) is 0.10 to 0.30, when D is an area of a peak having a peak top present in a range from −25 to −15 ppm, S is the sum of the peak areas of an M unit, a D unit, a T unit, and a Q unit present in a range from −140 to 100 ppm specific surface area of the silica fine particle, and D1 is an area of a peak having a peak top present in a range from more than −19 to −17 ppm or less in the chemical shift, and

a total content of the polyvalent metal element is 1 to 2000 ppm measured by (a) to (c)

(a) stirring 50.0 mg of the toner particles with 5.00 g of 6.0 mol/L nitric acid aqueous solution to obtain an extract,

(b) filtering the extract to prepare a measurement sample, and

(c) measuring the measurement sample using an inductively coupled plasma mass spectrometer to determine a content of the polyvalent metal element based on the mass of the measurement sample.

2 . The toner according to claim 1 , wherein when measured by (a) to (c), the polyvalent metal element comprises 1 to 200 ppm by mass calcium, 2 to 400 ppm by mass magnesium, 5 to 1000 ppm by mass aluminum, and 10 to 2000 ppm by mass iron.

3 . The toner according to claim 1 , wherein a primary particle of the silica fine particle has a number-average particle diameter of 5 to 50 nm.

4 . The toner according to claim 1 , wherein Ssi is 30 to 90% by area when Ssi (area %) is a coverage ratio of the surface of the toner particle by the silica fine particle calculated from an image of the toner surface observed by a scanning electron microscope.

5 . The toner according to claim 1 , wherein the silica fine particle is surface-treated with a compound represented by formula (3)

when R 1 and R 2 are independently a carbinol group, a hydroxy group, an epoxy group, a carboxy group, an alkyl group or a hydrogen atom, m is the average number of repeating units and is an integer of 1 to 200.

6 . The toner according to claim 1 , wherein the silica fine particle has a carbon amount immobilization rate of 30 to 70% after washing with chloroform.

7 . The toner according to claim 1 , wherein the silica fine particle was treated with cyclic siloxane and then treated with silicone oil.

8 . The toner according to claim 1 , wherein the silica fine particle comprises a silica fine particle A and a silica fine particle B,

silica fine particle A has a primary particle with number-average particle diameter of 5 to 25 nm,

silica fine particle B has a primary particle with a number-average particle diameter of more than 25 nm and 70 nm or less, and

silica fine particle A and silica fine particle B are present at a mass-based content ratio of 20:1 to 5:1.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 8, 2023
From: SATO, KAZUYUKI; SANO, TOMOHISA; HIRAMATSU, TOHRU; KAGAWA, HIROKI; SHIBAHARA, SHOHEI
To: CANON KABUSHIKI KAISHA
Reel/Frame 063889/0472 →
Priority Claims (1)
JP 2022-074949 · Apr 28, 2022 · national
Continuity (1)
Related Publication 20230408946A1 · Dec 21, 2023
References Cited (207)
US 5641601A · Mitani et al. · 1997 [cited by applicant]
US 5686054A · Barthel et al. · 1997 [cited by applicant]
US 5981131A · Hirama et al. · 1999 [cited by applicant]
US 6287739B1 · Kawakami et al. · 2001 [cited by applicant]
US 7001703B2 · Moribe · 2006 [cited by applicant]
US 7097951B2 · Moribe · 2006 [cited by applicant]
US 7123862B2 · Hasegawa · 2006 [cited by applicant]
US 7147981B2 · Fujikawa · 2006 [cited by applicant]
US 7267919B2 · Moribe · 2007 [cited by applicant]
US 7279262B2 · Fujikawa · 2007 [cited by applicant]
US 7368211B2 · Hasegawa · 2008 [cited by applicant]
US 7402368B2 · Ogawa · 2008 [cited by applicant]
US 7422832B2 · Ogawa · 2008 [cited by applicant]
US 7470494B2 · Nishiyama · 2008 [cited by applicant]
US 7582401B2 · Ogawa · 2009 [cited by applicant]
US 7678523B2 · Hiroko · 2010 [cited by applicant]
US 7678524B2 · Hasegawa · 2010 [cited by applicant]
US 7704659B2 · Ogawa · 2010 [cited by applicant]
US 7811734B2 · Ogawa · 2010 [cited by applicant]
US 7855042B2 · Kobori · 2010 [cited by applicant]
US 7923190B2 · Magome · 2011 [cited by applicant]
US 7935467B2 · Dojo · 2011 [cited by applicant]
US 7939231B2 · Ogawa · 2011 [cited by applicant]
US 8084174B2 · Hasegawa · 2011 [cited by applicant]
US 8124306B2 · Hirata · 2012 [cited by applicant]
US 8227162B2 · Sano · 2012 [cited by applicant]
US 8426091B2 · Magome · 2013 [cited by applicant]
US 8426094B2 · Magome · 2013 [cited by applicant]
US 8501377B2 · Takahashi · 2013 [cited by applicant]
US 8512925B2 · Moribe · 2013 [cited by applicant]
US 8518620B2 · Dojo · 2013 [cited by applicant]
US 8614044B2 · Matsui · 2013 [cited by applicant]
US 8778585B2 · Matsui · 2014 [cited by applicant]
US 8841054B2 · Dojo · 2014 [cited by applicant]
US 9046800B2 · Hotta · 2015 [cited by applicant]
US 9097998B2 · Yamazaki · 2015 [cited by applicant]
US 9128400B2 · Takahashi · 2015 [cited by applicant]
US 9152065B2 · Sano · 2015 [cited by applicant]
US 9152088B1 · Kobori · 2015 [cited by applicant]
US 9158217B2 · Takahashi · 2015 [cited by applicant]
US 9229345B2 · Ikeda · 2016 [cited by applicant]
US 9235151B2 · Tanaka · 2016 [cited by applicant]
US 9348253B2 · Kanno · 2016 [cited by applicant]
US 9372420B2 · Mizo · 2016 [cited by applicant]
US 9377708B2 · Magome · 2016 [cited by applicant]
US 9417540B2 · Hashimoto · 2016 [cited by applicant]
US 9423708B2 · Tominaga et al. · 2016 [cited by applicant]
US 9436112B2 · Iwasaki · 2016 [cited by applicant]
US 9454094B2 · Tsujimoto · 2016 [cited by applicant]
US 9551947B2 · Hiroko · 2017 [cited by applicant]
US 9606466B2 · Takahashi · 2017 [cited by applicant]
US 9651883B2 · Hama · 2017 [cited by applicant]
US 9665021B2 · Ohtsu · 2017 [cited by applicant]
US 9665023B2 · Kamae · 2017 [cited by applicant]
US 9665026B2 · Iwasaki · 2017 [cited by applicant]
US 9671707B2 · Minagawa · 2017 [cited by applicant]
US 9703216B2 · Tsuchida · 2017 [cited by applicant]
US 9785068B2 · Umeda · 2017 [cited by applicant]
US 9804514B2 · Suzumura · 2017 [cited by applicant]
US 9804519B2 · Suzumura · 2017 [cited by applicant]
US 9829816B2 · Tanaka · 2017 [cited by applicant]
US 9841692B2 · Hasegawa · 2017 [cited by applicant]
US 9880478B2 · Shimano · 2018 [cited by applicant]
US 9897934B2 · Tamura · 2018 [cited by applicant]
US 9915885B2 · Katsumata · 2018 [cited by applicant]
US 9927728B2 · Arimura · 2018 [cited by applicant]
US 9946179B2 · Arimura · 2018 [cited by applicant]
US 9946181B2 · Hasegawa · 2018 [cited by applicant]
US 9964874B2 · Suzumura · 2018 [cited by applicant]
US 9964881B2 · Ikejiri · 2018 [cited by applicant]
US 9969834B2 · Ohtsu · 2018 [cited by applicant]
US 9971262B2 · Hasegawa · 2018 [cited by applicant]
US 9971264B2 · Sano · 2018 [cited by applicant]
US 10012918B2 · Ishigami · 2018 [cited by applicant]
US 10012920B2 · Shibata · 2018 [cited by applicant]
US 10012921B2 · Kamae · 2018 [cited by applicant]
US 10012923B2 · Sano · 2018 [cited by applicant]
US 10036970B2 · Kanno · 2018 [cited by applicant]
US 10078281B2 · Ida · 2018 [cited by applicant]
US 10082743B2 · Hama · 2018 [cited by applicant]
US 10088765B2 · Miyakai · 2018 [cited by applicant]
US 10114303B2 · Katsura · 2018 [cited by applicant]
US 10133201B2 · Kamae · 2018 [cited by applicant]
US 10146146B2 · Komatsu · 2018 [cited by applicant]
US 10151990B2 · Suzuki · 2018 [cited by applicant]
US 10175595B2 · Onozaki · 2019 [cited by applicant]
US 10197936B2 · Onozaki · 2019 [cited by applicant]
US 10203619B2 · Yamashita · 2019 [cited by applicant]
US 10216108B2 · Iwasaki · 2019 [cited by applicant]
US 10228627B2 · Nagashima · 2019 [cited by applicant]
US 10228629B2 · Tamura · 2019 [cited by applicant]
US 10234777B2 · Ohtsu · 2019 [cited by applicant]
US 10295920B2 · Nishikawa · 2019 [cited by applicant]
US 10303075B2 · Tanaka · 2019 [cited by applicant]
US 10310397B2 · Sano · 2019 [cited by applicant]
US 10353312B2 · Kamae · 2019 [cited by applicant]
US 10401748B2 · Hashimoto · 2019 [cited by applicant]
US 10423090B2 · Ohtsu · 2019 [cited by applicant]
US 10451985B2 · Takahashi · 2019 [cited by applicant]
US 10451986B2 · Sano · 2019 [cited by applicant]
US 10451990B2 · Kamae · 2019 [cited by applicant]
US 10474049B2 · Onozaki · 2019 [cited by applicant]
US 10514624B2 · Tamura · 2019 [cited by applicant]
US 10545420B2 · Kinumatsu · 2020 [cited by applicant]
US 10551759B2 · Watanabe · 2020 [cited by applicant]
US 10564560B2 · Onozaki et al. · 2020 [cited by applicant]
US 10642178B2 · Yamashita · 2020 [cited by applicant]
US 10698327B2 · Nagashima · 2020 [cited by applicant]
US 10747132B2 · Takahashi · 2020 [cited by applicant]
US 10768543B2 · Tsujimoto · 2020 [cited by applicant]
US 10775710B1 · Kamae · 2020 [cited by applicant]
US 10782623B2 · Yoshiba et al. · 2020 [cited by applicant]
US 10838317B2 · Sugahara · 2020 [cited by applicant]
US 10859935B2 · Ohtsu · 2020 [cited by applicant]
US 10859936B2 · Sugahara · 2020 [cited by applicant]
US 10877386B2 · Murayama · 2020 [cited by applicant]
US 10877391B2 · Matsuo · 2020 [cited by applicant]
US 10935902B2 · Kanno · 2021 [cited by applicant]
US 10955765B2 · Onozaki · 2021 [cited by applicant]
US 10969704B2 · Kagawa · 2021 [cited by applicant]
US 11079695B2 · Sato · 2021 [cited by applicant]
US 11099493B2 · Komiya · 2021 [cited by applicant]
US 11112709B2 · Saeki · 2021 [cited by applicant]
US 11112713B2 · Akiyama · 2021 [cited by applicant]
US 11131938B2 · Murayama · 2021 [cited by applicant]
US 11181844B2 · Nagaoka · 2021 [cited by applicant]
US 11249410B2 · Takahashi · 2022 [cited by applicant]
US 11415902B2 · Watanabe · 2022 [cited by applicant]
US 11429032B2 · Shibata · 2022 [cited by applicant]
US 11448980B2 · Matsui · 2022 [cited by applicant]
US 11531284B2 · Iguchi et al. · 2022 [cited by applicant]
US 11698594B2 · Takahashi · 2023 [cited by applicant]
US 20030031946A1 · Sugiura et al. · 2003 [cited by applicant]
US 20060067867A1 · Ishibashi et al. · 2006 [cited by applicant]
US 20100273103A1 · Baba et al. · 2010 [cited by applicant]
US 20110311910A1 · Matsui et al. · 2011 [cited by applicant]
US 20120107741A1 · Hiraoka et al. · 2012 [cited by applicant]
US 20130296578A1 · Amano et al. · 2013 [cited by applicant]
US 20140377696A1 · Hasegawa et al. · 2014 [cited by applicant]
US 20150185644A1 · Matsui · 2015 [cited by applicant]
US 20150378274A1 · Abe et al. · 2015 [cited by applicant]
US 20180074421A1 · Uchino · 2018 [cited by applicant]
US 20180246430A1 · Tanaka et al. · 2018 [cited by applicant]
US 20190113858A1 · Kamae et al. · 2019 [cited by applicant]
US 20190137902A1 · Shibata · 2019 [cited by applicant]
US 20210055668A1 · Tamura · 2021 [cited by applicant]
US 20210255557A1 · Watanabe · 2021 [cited by applicant]
US 20210286282A1 · Kobori · 2021 [cited by applicant]
US 20210302853A1 · Murata · 2021 [cited by applicant]
US 20210302854A1 · Kitamura · 2021 [cited by applicant]
US 20210302855A1 · Torii · 2021 [cited by applicant]
US 20210302856A1 · Nagashima · 2021 [cited by applicant]
US 20210397106A1 · Kobori · 2021 [cited by applicant]
US 20220026822A1 · Sato · 2022 [cited by applicant]
US 20220026823A1 · Sano · 2022 [cited by applicant]
US 20220050398A1 · Ooyama · 2022 [cited by applicant]
US 20220128916A1 · Yoshida · 2022 [cited by applicant]
US 20220171302A1 · Sato · 2022 [cited by applicant]
US 20220171303A1 · Hiramatsu · 2022 [cited by applicant]
US 20220252995A1 · Tsujimoto · 2022 [cited by applicant]
US 20220326633A1 · Aoki · 2022 [cited by applicant]
US 20220373906A1 · Ohmori · 2022 [cited by applicant]
US 20220373911A1 · Kamae · 2022 [cited by applicant]
US 20220373919A1 · Imura · 2022 [cited by applicant]
US 20230014130A1 · Sano · 2023 [cited by applicant]
US 20230122974A1 · Kagawa · 2023 [cited by applicant]
US 20230152725A1 · Ochi · 2023 [cited by applicant]
US 20230408946A1 · Sato et al. · 2023 [cited by applicant]
EP 2799929A1 · 2014 [cited by applicant]
EP 2853945A1 · 2015 [cited by applicant]
JP 7330324A · 1995 [cited by applicant]
JP 9204065A · 1997 [cited by applicant]
JP 11174727A · 1999 [cited by applicant]
JP 2000147831A · 2000 [cited by applicant]
JP 200223413A · 2002 [cited by applicant]
JP 2002139862A · 2002 [cited by applicant]
JP 2002182423A · 2002 [cited by applicant]
JP 2002256173A · 2002 [cited by applicant]
JP 2004126249A · 2004 [cited by applicant]
JP 2004126251A · 2004 [cited by applicant]
JP 2007114630A · 2007 [cited by applicant]
JP 2007176747 · 2007 [cited by examiner]
JP 2007176747A · 2007 [cited by applicant]
JP 2008145490A · 2008 [cited by applicant]
JP 200931426A · 2009 [cited by applicant]
JP 2009271394A · 2009 [cited by applicant]
JP 2009276643A · 2009 [cited by applicant]
JP 2012236752A · 2012 [cited by applicant]
JP 201511070A · 2015 [cited by applicant]
JP 201666049A · 2016 [cited by applicant]
JP 2016167029A · 2016 [cited by applicant]
JP 20193082A · 2019 [cited by applicant]
JP 201986705A · 2019 [cited by applicant]
JP 2019109416A · 2019 [cited by applicant]
JP 202091471A · 2020 [cited by applicant]
JP 202095081A · 2020 [cited by applicant]
JP 2020154294A · 2020 [cited by applicant]
JP 2021148999A · 2021 [cited by applicant]
WO 2004060803A1 · 2004 [cited by applicant]
Translation of JP 2007-176747, published JP 2007-176747. [cited by examiner]
U.S. Appl. No. 18/173,255, filed Feb. 23, 2023, Takayuki Toyoda. [cited by applicant]
U.S. Appl. No. 18/307,825, filed Apr. 27, 2023, Hiroki Kagawa. [cited by applicant]
U.S. Appl. No. 18/307,826, filed Apr. 27, 2023, Ryuichiro Matsuo. [cited by applicant]
U.S. Appl. No. 18/307,827, filed Apr. 27, 2023, Shin Kitamura. [cited by applicant]
U.S. Appl. No. 18/307,828, filed Apr. 27, 2023, Daisuke Tsujimoto. [cited by applicant]
U.S. Appl. No. 18/307,832, filed Apr. 27, 2023, Shohei Shibahara. [cited by applicant]
Echa Reach Registration Dossier, https://echa.europa.eu/registration-dossier/-/registered-dossier/15289/4/13. [cited by applicant]