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1. 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）。

2. 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。

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）。

5. 发明授权

US06106985A Layered-form electrophotographic photoreceptor 有权
标题翻译：层状电子照相感光体
公开(公告)号：US06106985A
公开(公告)日：2000-08-22
申请号：US260732
申请日：1999-03-03
申请人： Yasuhiro Yamasaki , Kazuyoshi Kuroda
发明人： Yasuhiro Yamasaki , Kazuyoshi Kuroda
IPC分类号： G03G5/06 , G03G15/02
CPC分类号： G03G5/0629 , G03G5/0612 , G03G5/0696
摘要： A layered-form electrophotographic photoreceptor which is composed of a conductive substrate, a charge generating layer (CGL) laid on the conductive substrate, and a charge transporting layer (CTL) laid on the CGL, wherein the CGL includes .mu.-oxo-aluminum phthalocyanine dimer as a charge generating material (CGM), and the CTL comprises a specific hydrazone compound as a charge transporting material (CTM). The electrophotographic photoreceptor shows good stability and electric property (for example, good chargeability, low dark decay, and low residual potential), even if it is employed as a high-gamma photoreceptor which corresponds to a short wavelength light sauce such as LD ray and LED ray.
摘要翻译：由导电性基板，布置在导电性基板上的电荷产生层（CGL）以及放置在CGL上的电荷输送层（CTL）构成的层叠型电子照相感光体，其特征在于，CGL包括：多氧铝酞菁二聚体作为电荷产生材料（CGM），并且CTL包含作为电荷输送材料（CTM）的特定腙化合物。电子照相感光体表现出良好的稳定性和电特性（例如，良好的带电性，低暗衰减和低残留电位），即使它被用作对应于诸如LD射线的短波长调色剂的高γ感光体，以及 LED射线。

6. 发明授权

US5910384A .mu. -oxo-galliuim phthalocyanine dimer having novel polymorph and electrophotographic photoreceptor prepared by using the same 失效
标题翻译：具有新颖的多晶型的电荷感光体和具有新的多晶型的电子照相感光体
公开(公告)号：US5910384A
公开(公告)日：1999-06-08
申请号：US919783
申请日：1997-08-29
申请人： Yasuhiro Yamasaki , Kazuyoshi Kuroda , Kenji Takaki
发明人： Yasuhiro Yamasaki , Kazuyoshi Kuroda , Kenji Takaki
IPC分类号： C07D519/00 , C09B67/12 , C09B67/50 , G03G5/06
CPC分类号： G03G5/0696 , C09B67/0016 , C09B67/0026
摘要： The present invention provides .mu.-oxo-gallium phthalocyanine dimer having a novel polymorph. The .mu.-oxo-gallium phthalocyanine dimer may be applied as a charge generator for an organic photoconductive material, such as a photoreceptor of practical use and a high-gamma photoreceptor. The resulting organic photoconductive material has good stability and good electronic properties. The .mu.-oxo-gallium phthalocyanine dimer having a novel polymorph which shows diffraction peaks at a Bragg angle (2 .theta..+-.0.2.degree.) of 6.8.degree., 12.9.degree., 19.0.degree., 19.6.degree., 20.3.degree., 25.5.degree., 25.9.degree. and 26.9.degree. in an X-ray diffraction spectrum by CuK .alpha.-ray.
摘要翻译：本发明提供了具有新型多晶型物的多氧镓镓酞菁二聚体。可以将μ-氧镓镓酞菁二聚体用作有机光电导材料的电荷发生器，例如实际使用的感光体和高γ感光体。得到的有机光电导材料具有良好的稳定性和良好的电子性能。具有新颖多晶型物的μ-氧镓镓酞菁二聚体在6.8°，12.9°，19.0°，19.6°，20.3°，25.5°，25.9°的布拉格角（2θ+/- 0.2°）在CuKα-射线的X射线衍射光谱中为26.9°。

7. 发明申请

US20140038096A1 CHARGE CONTROL AGENT AND TONER FOR ELECTROSTATIC IMAGE DEVELOPMENT CONTAINING SAME 有权
标题翻译：用于静电图像发展的充电控制代理和调色剂
公开(公告)号：US20140038096A1
公开(公告)日：2014-02-06
申请号：US14001629
申请日：2012-02-27
申请人： Kazuyoshi Kuroda
发明人： Kazuyoshi Kuroda
IPC分类号： G03G9/097
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 that gives toner a practical level of negative chargeability, is colorless or a light color and can be used in a color toner, has an electrostatic charge from charging of a resin powder, such as the toner used, that is stable against environmental change, and has the characteristics of: excellent temporal stability of charge control characteristics, i.e., storage stability; excellent stability of charge control characteristics when repeatedly used a number of times, i.e., durability; and high stability without containing toxic heavy metals.The charge control agent comprises a phenol multimeric mixture containing a plurality of phenol multimeric types indicated by the following chemical formula (1) (wherein R1 and R2 are hydrogen atoms or alkyl groups, A is a 4-chlorophenol ring-containing group indicated by the following chemical formula (2) or the following chemical formula (3) (wherein R3 and R4 are hydrogen atoms or alkyl groups and m is an integer between 0 and 2), and x is an integer between 16 and 28 in the chemical formula (2) and a number in the range indicated by (14−2m)/(m+2) to (26−2m)/(m+2) in the chemical formula (3)).
摘要翻译：提供一种电荷控制剂，其赋予调色剂具有实际的负带电性水平，为无色或浅色，并可用于彩色调色剂中，具有从所用调色剂等树脂粉末的静电荷，即使用稳定的环境变化，具有以下特点：优良的电荷控制特性的时间稳定性，即储存稳定性; 重复使用次数即耐久性时充电控制特性的稳定性优异; 高稳定性，不含有毒重金属。电荷控制剂包含含有下列化学式（1）表示的多种苯酚多聚体类型的苯酚多聚体混合物（其中R 1和R 2为氢原子或烷基，A为含有4-氯苯酚环的基团按照化学式（2）或下列化学式（3）（其中R 3和R 4是氢原子或烷基，m是0和2之间的整数），x是化学式（16）中的整数16至28 2）和在化学式（3）中由（14-2m）/（m + 2）至（26-2m）/（m + 2）表示的范围内的数字）。

8. 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。

9. 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。

10. 发明授权

US5725984A Omega-oxo-aluminum phthalocyanine dimer having novel polymorph and electrophotographic photoreceptor prepared by using the same 失效
标题翻译：具有新型多晶型物的Mu-氧代 - 铝酞菁二聚体和使用该多晶型物的电子照相感光体
公开(公告)号：US5725984A
公开(公告)日：1998-03-10
申请号：US799419
申请日：1997-02-12
申请人： Yasuhiro Yamasaki , Kazuyoshi Kuroda
发明人： Yasuhiro Yamasaki , Kazuyoshi Kuroda
IPC分类号： C09B67/04 , C09B67/12 , C09B67/50 , G03G5/06 , C09B47/04
CPC分类号： C09B67/0026 , C09B67/0016 , G03G5/0696
摘要： The present invention provides .mu.-oxo-aluminum phthalocyanine dimer having a novel polymorph. The .mu.-oxo-aluminum phthalocyanine dimer may be applied to as a charge generator for an organic photoconductive material, such as a high-gamma photoreceptor which is corresponding to a short-wavelength of light sauce (LED). The .mu.-oxo-aluminum phthalocyanine dimer having a novel polymorph which shows diffraction peaks at a Bragg angle (20.theta..+-.0.2.degree.) of 6.9.degree., 9.7.degree., 13.8.degree., 15.4.degree., 23.9.degree., and 25.9.degree. in a X-ray diffraction spectrum by CuK .alpha.-ray.
摘要翻译：本发明提供具有新型多晶型物的多氧铝酞菁二聚体。可以将μ-氧铝酞菁二聚体用作有机光电导材料的电荷发生器，例如对应于短调制酱汁（LED）的高γ感光体。具有新颖多晶型物的μ-氧 - 铝酞菁二聚体在6.9°，9.7°，13.8°，15.4°，23.9°和25.9°的布拉格角（20°±0.2°）处显示衍射峰 CuKα-ray的X射线衍射光谱。

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