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1. 发明申请

US20050084786A1 Method for manufacturing charge control agent 有权
标题翻译：电荷控制剂制造方法
公开(公告)号：US20050084786A1
公开(公告)日：2005-04-21
申请号：US10959069
申请日：2004-10-07
申请人： Kazuyoshi Kuroda , Masahi Yasumatsu , Osamu Yamate , Kaori Sato , Jun Hikata
发明人： Kazuyoshi Kuroda , Masahi Yasumatsu , Osamu Yamate , Kaori Sato , Jun Hikata
IPC分类号： G03G9/087 , C09B45/14 , G03G9/08 , G03G9/09 , G03G9/097
CPC分类号： G03G9/09783 , C09B45/14 , G03G9/091
摘要： A method for manufacturing a charge control agent comprising steps of: an initiative chelating step by reacting with a monoazo compound represented by the following chemical formula [1] (in the chemical formula [1], —Ar1— and —Ar2— are aromatic groups) and a metal chelating agent to prepare an azo-type metal complex salt intermediate; a subsequent ion-exchanging step by reacting with the azo-type metal complex salt intermediate and an ammonium counter ion forming agent including an inorganic ammonium salt and aqueous ammonia to prepare an azo-type metal complex salt having an ammonium ion of a counter ion represented by the following chemical formula [2] (in the chemical formula [2], —Ar1— and —Ar2 are the same as the chemical formula [1]; M is a trivalent metal; B+ is a cation except an ammonium ion; n is from 0.70 to 1.00).
摘要翻译：一种电荷控制剂的制备方法，包括以下步骤：主动螯合步骤，通过与由下列化学式[1]表示的单偶氮化合物（化学式[1]，-Ar 1 - 和-Ar 2 - 是芳族基团）和金属螯合剂以制备偶氮型金属络盐中间体; 随后的离子交换步骤通过与偶氮型金属络合物盐中间体和包含无机铵盐和氨水的铵抗衡离子形成剂反应以制备具有代表性的抗衡离子的铵离子的偶氮型金属络合盐通过以下化学式[2]（化学式[2]中，-Ar 1和 - 2）与化学式[1]相同。 M是三价金属; B +是除了铵离子以外的阳离子，n为0.70〜1.00）。

2. 发明授权

US08076465B2 Method for manufacturing charge control agent 有权
标题翻译：电荷控制剂制造方法
公开(公告)号：US08076465B2
公开(公告)日：2011-12-13
申请号：US10959069
申请日：2004-10-07
申请人： Kazuyoshi Kuroda , Masashi Yasumatsu , Osamu Yamate , Kaori Sato , Jun Hikata
发明人： Kazuyoshi Kuroda , Masashi Yasumatsu , Osamu Yamate , Kaori Sato , Jun Hikata
IPC分类号： C09B45/32
CPC分类号： G03G9/09783 , C09B45/14 , G03G9/091
摘要： A method for manufacturing a charge control agent comprising steps of: an initiative chelating step by reacting with a monoazo compound represented by the following chemical formula [1] (in the chemical formula [1], —Ar1— and —Ar2— are aromatic groups) and a metal chelating agent to prepare an azo-type metal complex salt intermediate; a subsequent ion-exchanging step by reacting with the azo-type metal complex salt intermediate and an ammonium counter ion forming agent including an inorganic ammonium salt and aqueous ammonia to prepare an azo-type metal complex salt having an ammonium ion of a counter ion represented by the following chemical formula [2] (in the chemical formula [2], —Ar1— and —Ar2— are the same as the chemical formula [1]; M is a trivalent metal; B+ is a cation except an ammonium ion; n is from 0.70 to 1.00).
摘要翻译：一种电荷控制剂的制造方法，包括以下步骤：通过与由下列化学式[1]表示的单偶氮化合物（在化学式[1]中，-Ar 1和-Ar 2）反应的主动螯合步骤是芳族基团）和金属螯合剂以制备偶氮型金属络合盐中间体; 随后的离子交换步骤通过与偶氮型金属络合物盐中间体和包含无机铵盐和氨水的铵抗衡离子形成剂反应以制备具有代表性的抗衡离子的铵离子的偶氮型金属络合盐通过以下化学式[2]（化学式[2]中，-Ar1-和-Ar2-与化学式[1]相同; M为三价金属; B +为除铵离子外的阳离子; n为0.70〜1.00）。

3. 发明申请

US20060257776A1 Charge control agent and toner for electrostatic image development 审中-公开
公开(公告)号：US20060257776A1
公开(公告)日：2006-11-16
申请号：US11407097
申请日：2006-04-20
申请人： Masashi Yasumatsu , Kazuyoshi Kuroda , Osamu Yamate , Kaori Sato , Jun Hikata , Heihachi Yushina
发明人： Masashi Yasumatsu , Kazuyoshi Kuroda , Osamu Yamate , Kaori Sato , Jun Hikata , Heihachi Yushina
IPC分类号： G03G9/08 , C07F15/02
CPC分类号： G03G9/091 , C09B45/22 , G03G9/09783
摘要： A charge control agent of the present invention comprises aggregate particles of an azo-type iron complex salt represented by the following chemical formula [I] in the chemical formula [I], R1—, R2—, R3—, R4—, R5— and R6— are same or different to each other, n is 0.7 to 0.99, the aggregate particles have an average particle size of 1 to 4 microns and an average particle size of a primary particulate crystalline, that is fined the aggregate particles with ultrasonic irradiation, is at most 3 microns. A toner for developing an electrostatic image comprises a resin for the toner and the charge control agent.

4. 发明授权

US07094513B2 Charge control agent and toner for electrostatic image development 有权
标题翻译：电荷控制剂和静电图像显影用调色剂
公开(公告)号：US07094513B2
公开(公告)日：2006-08-22
申请号：US10718637
申请日：2003-11-24
申请人： Masashi Yasumatsu , Kazuyoshi Kuroda , Osamu Yamate , Kaori Sato , Jun Hikata , Heihachi Yushina
发明人： Masashi Yasumatsu , Kazuyoshi Kuroda , Osamu Yamate , Kaori Sato , Jun Hikata , Heihachi Yushina
IPC分类号： G03G9/087
CPC分类号： G03G9/091 , C09B45/22 , G03G9/09783
摘要： A charge control agent of the present invention comprises aggregate particles of an azo-type iron complex salt represented by the following chemical formula [I] in the chemical formula [I], R1—, R2—, R3—, R4—, R5— and R6— are same or different to each other, n is 0.7 to 0.99, the aggregate particles have an average particle size of 1 to 4 microns and an average particle size of a primary particulate crystalline, that is fined the aggregate particles with ultrasonic irradiation, is at most 3 microns. A toner for developing an electrostatic image comprises a resin for the toner and the charge control agent.
摘要翻译：本发明的电荷控制剂包括化学式[I]中R 1，R 2，R 0，...的化学式[I]表示的偶氮型铁络合盐的聚集体颗粒 R 2，R 3，R 4，R 5，R 6， - 彼此相同或不同，n为0.7至0.99，聚集颗粒的平均粒度为1至4微米，并且通过超声波照射对聚集体颗粒进行精细化的初级颗粒状晶体的平均粒径为最多3微米。用于显影静电图像的调色剂包括用于调色剂的树脂和电荷控制剂。

5. 发明申请

US20050250034A1 Charge control agent and toner for electrostatic image development 有权
标题翻译：电荷控制剂和静电图像显影用调色剂
公开(公告)号：US20050250034A1
公开(公告)日：2005-11-10
申请号：US10718637
申请日：2003-11-24
申请人： Masashi Yasumatsu , Kazuyoshi Kuroda , Osamu Yamate , Kaori Sato , Jun Hikata , Heihachi Yushina
发明人： Masashi Yasumatsu , Kazuyoshi Kuroda , Osamu Yamate , Kaori Sato , Jun Hikata , Heihachi Yushina
IPC分类号： C09B45/22 , G03G9/09 , G03G9/097 , G03G9/087
CPC分类号： G03G9/091 , C09B45/22 , G03G9/09783
摘要： A charge control agent of the present invention comprises aggregate particles of an azo-type iron complex salt represented by the following chemical formula [1] in the chemical formula [I], R1—, R2—, R3—, R4—, R5— and R6— are same or different to each other, n is 0.7 to 0.99, the aggregate particles have an average particle size of 1 to 4 microns and an average particle size of a primary particulate crystalline, that is fined the aggregate particles with ultrasonic irradiation, is at most 3 microns. A toner for developing an electrostatic image comprises a resin for the toner and the charge control agent.
摘要翻译：本发明的电荷控制剂包括在化学式[I]中，R 1，R 2，R 2， R 2，R 3，R 4，R 5，R 6， - 彼此相同或不同，n为0.7至0.99，聚集颗粒的平均粒度为1至4微米，并且通过超声波照射对聚集体颗粒进行精细化的初级颗粒状晶体的平均粒径为最多3微米。用于显影静电图像的调色剂包括用于调色剂的树脂和电荷控制剂。

6. 发明授权

US07479360B2 Electric charge controlling agent, toner for developing electrostatic charge image containing the same, and method for forming image using the toner 有权
标题翻译：电荷控制剂，用于显影含有该静电荷图像的调色剂，以及使用该调色剂形成图像的方法
公开(公告)号：US07479360B2
公开(公告)日：2009-01-20
申请号：US10536404
申请日：2003-11-25
申请人： Masashi Yasumatsu , Kazuyoshi Kuroda , Osamu Yamate , Kaori Sato , Jun Hikata , Heihachi Yushina
发明人： Masashi Yasumatsu , Kazuyoshi Kuroda , Osamu Yamate , Kaori Sato , Jun Hikata , Heihachi Yushina
IPC分类号： G03G9/097 , C07F15/02
CPC分类号： G03G9/09783 , G03G9/091
摘要： The charge control agent comprises aggregate particles including an azo-type iron complex salt represented by the following chemical formula [VI] (in the chemical formula [VI], B+ is (H+)x(Na+) 1−x and x is mole ratio and 0.6 to 0.9, or B+ is (H+)y(Na+)1−y and y is mole ratio and 0 to 0.2) and the aggregate particles have 0.5 to 5.0 microns of an average particle size. A toner for developing an electrostatic image comprises a resin for the toner and the charge control agent. An image formation process of electrophotography comprises a step for developing an electrostatic latent image on an electrostatic latent image frame by a developer including the toner.
摘要翻译：电荷控制剂包括由以下化学式[VI]表示的偶氮型铁络合物盐（在化学式[VI]中，B +为（H +）x（Na +）1-x，x为摩尔比和0.6〜0.9，或B +为（H +）y（Na +）1-y，y为摩尔比，0〜0.2），骨料粒子的平均粒径为0.5〜5.0微米。用于显影静电图像的调色剂包括用于调色剂的树脂和电荷控制剂。电子照相术的图像形成方法包括通过包括调色剂的显影剂在静电潜像框上显影静电潜像的步骤。

7. 发明申请

US20060154165A1 Electric charge controlling agent, toner for developing electrostatic charge image containing the same, and method for forming image using the toner 有权
标题翻译：电荷控制剂，用于显影含有该静电荷图像的调色剂，以及使用该调色剂形成图像的方法
公开(公告)号：US20060154165A1
公开(公告)日：2006-07-13
申请号：US10536404
申请日：2003-11-25
申请人： Masashi Yasumatsu , Kazuyoshi Kuroda , Osamu Yamate , Kaori Sato , Jun Hikata , Heihachi Yushina
发明人： Masashi Yasumatsu , Kazuyoshi Kuroda , Osamu Yamate , Kaori Sato , Jun Hikata , Heihachi Yushina
IPC分类号： G03G9/097 , C07F15/02
CPC分类号： G03G9/09783 , G03G9/091
摘要： The charge control agent comprises aggregate particles including an azo-type iron complex salt represented by the following chemical formula [VI] (in the chemical formula [VI], B+ is (H+)x(Na+)1-x and x is mole ratio and 0.6 to 0.9, or B+ is (H+)y(Na+)1-y and y is mole ratio and 0 to 0.2) and the aggregate particles have 0.5 to 5.0 microns of an average particle size. A toner for developing an electrostatic image comprises a resin for the toner and the charge control agent. An image formation process of electrophotography comprises a step for developing an electrostatic latent image on an electrostatic latent image frame by a developer including the toner.
摘要翻译：电荷控制剂包括包含由以下化学式[VI]表示的偶氮型铁络合物的骨料颗粒（化学式[VI]中，B +）是（H + / SUP>）x 1（x + 1）x-x x，x是摩尔比，0.6-0.9，或B + 其中y是（H +），Y是摩尔比，Y是（H +） 0〜0.2），骨料粒子的平均粒径为0.5〜5.0微米。用于显影静电图像的调色剂包括用于调色剂的树脂和电荷控制剂。电子照相术的图像形成方法包括通过包括调色剂的显影剂在静电潜像框上显影静电潜像的步骤。

8. 发明申请

US20090053641A1 CHARGE CONTROL AGENT AND RELATED ART 审中-公开
标题翻译：充电控制代理及相关技术
公开(公告)号：US20090053641A1
公开(公告)日：2009-02-26
申请号：US11577464
申请日：2006-03-22
申请人： Kazuyoshi Kuroda , Masashi Yasumatsu
发明人： Kazuyoshi Kuroda , Masashi Yasumatsu
IPC分类号： G03G9/08 , C07D309/32 , C07D211/86 , C07D311/04 , C07D215/20
CPC分类号： C07D309/38 , C07D213/68 , C07D213/79 , C07D213/81 , C07D215/233 , C07D215/48 , C07D311/22 , G03G9/09758 , G03G9/09775
摘要： [PROBLEMS] Providing a charge control agent that has a negative charge providing property at a practical level, is colorless to light-colored and usable in color toners, produces static charges stable to environmental changes by electrifying the resin powder of a toner and the like, is excellent in storage stability and durability, and is highly safe, as well as a method of controlling the charge of resin powder using the charge control agent, and a toner. [MEANS OF SOLVING THE PROBLEMS] A charge control agent having a compound represented by the formula shown below as the active ingredient, as well as a method of controlling the charge of resin powder using the charge control agent, and a toner. X: an oxygen atom or N—H; Each of R1 to R4: a hydrogen atom, a carboxyl group, an aminocarbonyl group having or not having a substituent, an aminocarbonylmethyl group having or not having a substituent, an alkoxycarbonyl group, an alkyl group, a phenyl group having a substituent or not having a substituent, or a group that forms a saturated or unsaturated ring having or not having a substituent in cooperation with any other group selected from among R1 to R4.
摘要翻译： [问题]提供在实用水平上具有负电荷提供特性的电荷控制剂，其为无色至浅色并可用于彩色调色剂，通过使调色剂等的树脂粉末通电产生对环境变化稳定的静电荷，具有优异的储存稳定性和耐久性，并且是高度安全的，以及使用电荷控制剂控制树脂粉末的电荷的方法和调色剂。解决问题的手段具有下述式表示的化合物作为有效成分的电荷控制剂以及使用电荷控制剂控制树脂粉末的电荷的方法和调色剂。 X：氧原子或N-H; R1〜R4各自为氢原子，羧基，具有或不具有取代基的氨基羰基，具有或不具有取代基的氨基羰基甲基，烷氧基羰基，烷基，具有取代基的苯基或者与选自R 1〜R 4中的任何其它基团配合形成具有或不具有取代基的饱和或不饱和环的基团。

9. 发明授权

US09122182B2 Charge control agent and toner for electrostatic image development containing same 有权
标题翻译：充电控制剂和含有其的静电图像显影用调色剂
公开(公告)号：US09122182B2
公开(公告)日：2015-09-01
申请号：US14001629
申请日：2012-02-27
申请人： Kazuyoshi Kuroda
发明人： Kazuyoshi Kuroda
IPC分类号： G03G9/08 , G03G9/097
CPC分类号： G03G9/09733 , C08G8/14 , C08G8/24 , C09D161/06 , G03G9/08748 , G03G9/0975 , G03G9/09775
摘要： Provided is a charge control agent comprising a phenol multimeric mixture of a plurality of phenol multimers of the formula (1). A is a 4-chlorophenol ring-containing group of the formula (2) or the formula (3), R1-R4 are hydrogen atoms or alkyl groups, m is an integer of 0-2, and x is an integer of 16-28, when A is represented by the formula (2), and a number in the range indicated by (14−2m)/(m+2) to (26−2m)/(m+2), when A is represented by the formula (3):
摘要翻译：提供了一种电荷控制剂，其包含式（1）的多个苯酚多聚体的苯酚多聚体混合物。 A是式（2）或式（3）的含4-氯苯酚的基团，R 1 -R 4是氢原子或烷基，m是0-2的整数，x是16〜如图28所示，当A由式（2）表示，并且在由（14-2m）/（m + 2）至（26-2m）/（m + 2）表示的范围内的数字，当A表示为公式（3）：

10. 发明授权

US06242648B1 Process for preparing triarylamine dimer 失效
标题翻译：三芳胺二聚体的制备方法
公开(公告)号：US06242648B1
公开(公告)日：2001-06-05
申请号：US09478817
申请日：2000-01-07
申请人： Yasuhiro Yamasaki , Kazuyoshi Kuroda
发明人： Yasuhiro Yamasaki , Kazuyoshi Kuroda
IPC分类号： C07C20900
CPC分类号： G03G5/0696 , C07C209/10 , G03G5/0614 , H01L51/5012 , C07C211/54 , C07C211/55 , C07C211/58
摘要： The present invention intends to provide a simple process for preparing triarylamine dimer without using any expensive chemicals, the process being able to achieve high reaction yield and being advantageous to be carried out on an industrial scale. The present invention provides a process for preparing triarylamine dimer (I) using the Ullmann reaction represented by the scheme: wherein X represents a halogen atom, R1 and R2 represent independently a hydrogen atom, an alkyl group, an alkoxy group or a halogen atom, Ar represents a phenylene group, or a naphthylene group, characterized in that the reaction accelerator is polyethylene glycol or di- or monoalkyl ether of polyethylene glycol.
摘要翻译：本发明意在提供一种制备三芳基胺二聚体的简单方法，而不使用任何昂贵的化学药品，该方法能够获得高的反应产率并有利于在工业规模上进行。本发明提供使用由方案表示的乌尔曼反应制备三芳胺二聚体（I）的方法：其中X表示卤素原子，R 1和R 2分别独立地表示氢原子，烷基，烷氧基或卤素原子， Ar表示亚苯基或亚萘基，其特征在于反应促进剂是聚乙二醇或聚乙二醇的二 - 或单烷基醚。

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