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公开(公告)号：US07427319B2
公开(公告)日：2008-09-23
申请号：US11629314
申请日：2005-06-21
申请人： Takashi Yoneda , Hiroaki Ohno , Yasuo Shirasaki
发明人： Takashi Yoneda , Hiroaki Ohno , Yasuo Shirasaki
CPC分类号： C09B43/16 , C09D11/328
摘要： The present invention relates to an azo compound represented by the following formula (1): (wherein, in the formula (1), R1 represents a hydrogen atom; a hydroxyl group; a carboxyl group; a (C1-C4)alkyl group which may be substituted by a hydroxyl group or a (C1-C4)alkoxy group; or the like, and A represents an aliphatic amine residue having a carboxyl group or a sulfo group, respectively;) or a salt thereof; an ink composition containing the same; and an inkjet recording method and a colored object using the same. Said azo compound has a high color value and has a hue between yellow and red or a brown hue. The ink containing said azo compound has satisfactory storage stability, and exhibits, when printed therewith, a stable ejection property even on a thermal type inkjet printer, and gives a print of high quality (superior in light fastness, ozone gas fastness and moisture fastness).
摘要翻译： 本发明涉及由下式（1）表示的偶氮化合物：其中，在式（1）中，R 1表示氢原子，羟基，羧基， （C 1 -C 4 -C 4）烷基，其可被羟基或（C 1 -C 4 - 或其盐，A表示分别具有羧基或磺基的脂族胺残基）;或其盐; 含有该油墨组合物的油墨组合物; 以及喷墨记录方法和使用其的着色物体。 所述偶氮化合物具有高颜色值，并且具有黄色和红色之间的色调或棕色色调。 含有所述偶氮化合物的油墨具有令人满意的储存稳定性，并且即使在热式喷墨打印机上印刷时也显示出稳定的喷射性能，并且提供高质量的印刷（耐光性，耐臭氧气体牢度和耐湿性优异） 。
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公开(公告)号：US07503965B2
公开(公告)日：2009-03-17
申请号：US11547302
申请日：2005-04-06
申请人： Takahiko Matsui , Hiroaki Ohno , Takashi Yoneda , Yasuo Shirasaki
发明人： Takahiko Matsui , Hiroaki Ohno , Takashi Yoneda , Yasuo Shirasaki
CPC分类号： C07D231/46 , C09B35/58 , C09D11/17 , C09D11/328
摘要： A novel azo compound represented by the following Formula (1) wherein A represents the following Formula (2) and is located preferably in a position meta or para to the azo group; R1 and R2 each independently represents hydrogen, carboxy, sulfo, nitro, C1-4 alkoxy, etc.; R3 and R4 each independently represents hydrogen, halogeno, cyano, carboxy, sulfo, nitro, C1-4 alkyl, hydroxy, or C1-4 alkoxy; and n is 0 or 1. [In the Formula (2), R5 represents cyano, carboxy, C1-4 alky, C1-4 alkoxycarbonyl, or phenyl; and R6, R7, and R8 each independently represents hydrogen, halogeno, cyano, carboxy, sulfo, nitro, C1-4 alkyl, C1-4 alkoxy, or acylamino.] The compound is useful as a black dye, especially one for ink compositions for, e.g., inkjet prints. Also provided are: an ink composition which contains the compound and has excellent storage stability; and a print obtained through recording with the ink. The print is excellent in light resistance, ozone resistance, fastness to moisture, etc.
摘要翻译： 由下式（1）表示的新型偶氮化合物，其中A表示下式（2），优选位于偶氮基的间位或对位; R 1和R 2各自独立地表示氢，羧基，磺基，硝基，C 1-4烷氧基等。 R 3和R 4各自独立地表示氢，卤素，氰基，羧基，磺基，硝基，C 1-4烷基，羟基或C 1-4烷氧基; 并且n为0或1. [式（2）中，R 5表示氰基，羧基，C 1-4烷基，C 1-4烷氧基羰基或苯基。 并且R 6，R 7和R 8各自独立地表示氢，卤素，氰基，羧基，磺基，硝基，C 1-4烷基，C 1-4烷氧基或酰基氨基。]该化合物可用作黑色染料，特别是用于油墨组合物 例如喷墨打印。 还提供：含有该化合物并具有优异储存稳定性的油墨组合物; 以及通过用墨水记录获得的印刷品。 该印刷品的耐光性，耐臭氧性，耐潮湿性等优异。
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公开(公告)号：US07462228B2
公开(公告)日：2008-12-09
申请号：US10547850
申请日：2004-03-04
申请人： Hiroaki Ohno , Toru Yamaguchi , Takahiko Matsui , Takashi Yoneda , Yoshiaki Kawaida , Yasuo Shirasaki , Kazunobu Nagasaki
发明人： Hiroaki Ohno , Toru Yamaguchi , Takahiko Matsui , Takashi Yoneda , Yoshiaki Kawaida , Yasuo Shirasaki , Kazunobu Nagasaki
摘要： The present invention relates to a water-based black ink composition comprising a water-soluble black dye (A) exhibiting ozone fastness and a condensate compound (B) of 4,4′-dinitrostilbene-2,2′-disulfonic acid and aminobenzenes or a reduction product (C) thereof. Said ink composition is suitable for use in ink-jet recording, and realizes neutral hue and black color of high printing density. Further, a printed matter obtained is excellent in ozone gas fastness, light fastness, moisture fastness and color rendering properties. Still further, storage stability as a recording liquid is excellent.
摘要翻译： 本发明涉及一种水性黑色油墨组合物，其包含显示出耐臭氧性的水溶性黑色染料（A）和4,4'-二硝基茋-2,2'-二磺酸和氨基苯的缩合物（B）或 还原产物（C）。 所述油墨组合物适用于喷墨记录，并实现高印刷密度的中性色调和黑色。 此外，得到的印刷品的臭氧气体牢度，耐光性，耐湿牢度和显色性优异。 此外，作为记录液体的储存稳定性优异。
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公开(公告)号：US20060144288A1
公开(公告)日：2006-07-06
申请号：US10547850
申请日：2004-03-04
申请人： Hiroaki Ohno , Toru Yamaguchi , Takahiko Matsui , Takashi Yoneda , Yoshiaki Kawaida , Yasuo Shirasaki , Kazunobu Nagasaki
发明人： Hiroaki Ohno , Toru Yamaguchi , Takahiko Matsui , Takashi Yoneda , Yoshiaki Kawaida , Yasuo Shirasaki , Kazunobu Nagasaki
IPC分类号： C09D11/00 , C09B33/18 , C07C245/02
摘要： The present invention relates to a water-based black ink composition comprising a water-soluble black dye (A) exhibiting ozone fastness and a condensate compound (B) of 4,4′-dinitrostilbene-2,2′-disulfonic acid and aminobenzenes or a reduction product (C) thereof. Said ink composition is suitable for use in ink-jet recording, and realizes neutral hue and black color of high printing density. Further, a printed matter obtained is excellent in ozone gas fastness, light fastness, moisture fastness and color rendering properties. Still further, storage stability as a recording liquid is excellent.
摘要翻译： 本发明涉及一种水性黑色油墨组合物，其包含显示出耐臭氧性的水溶性黑色染料（A）和4,4'-二硝基茋-2,2'-二磺酸和氨基苯的缩合物（B）或 还原产物（C）。 所述油墨组合物适用于喷墨记录，并实现高印刷密度的中性色调和黑色。 此外，得到的印刷品的臭氧气体牢度，耐光性，耐湿牢度和显色性优异。 此外，作为记录液体的储存稳定性优异。
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公开(公告)号：US20070107628A1
公开(公告)日：2007-05-17
申请号：US10581469
申请日：2004-11-26
IPC分类号： C09D11/00 , C09D11/02 , C07C245/02
CPC分类号： C09D11/328 , C09B33/22
摘要： [PROBLEMS] To provide: a black compound which is for use in ink-jet recording or writing utensils, is excellent in ozone resistance, light resistance, moisture resistance, and color rendering, and gives a recording fluid having satisfactory storage stability; and an ink composition containing the compound. [MEANS FOR SOLVING PROBLEMS] The black compound is a trisazo compound represented by the following formula (1) or a salt thereof. (1) [In the formula (1), R1 and R2 each independently represents hydrogen, carboxy, sulfo, hydroxy, a C1-4 alkyl, C1-4 alkoxy, or sulfo group optionally substituted by C1-4 alkoxy, an optionally carboxylated C1-4 alkoxy group, etc.; and A represents phenyl or naphthyl (provided that the phenyl and naphthyl groups may be substituted by halogeno, carboxy, sulfo, sulfamonyl optionally substituted by alkyl or phenyl, nitro, etc.).]
摘要翻译： 提供：用于喷墨记录或书写用具的黑色化合物，具有优异的耐臭氧性，耐光性，耐湿性和显色性，并且得到具有令人满意的储存稳定性的记录液; 和含有该化合物的油墨组合物。 解决问题的方法黑色化合物是由下式（1）表示的三偶氮化合物或其盐。 （1）[式（1）中，R 1和R 2各自独立地表示氢，羧基，磺基，羟基，C 1-4烷基， C 1-4烷氧基或任选被C 1-4烷氧基取代的磺基，任选羧基化的C 1-4烷基 烷氧基等。 并且A表示苯基或萘基（条件是苯基和萘基可以被卤素，羧基，磺基，任选被烷基或苯基，硝基等取代的磺酰氨基取代）。
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公开(公告)号：US20080292792A1
公开(公告)日：2008-11-27
申请号：US11547302
申请日：2005-04-06
申请人： Takahiko Matsui , Hiroaki Ohno , Takashi Yoneda , Yasuo Shirasaki
发明人： Takahiko Matsui , Hiroaki Ohno , Takashi Yoneda , Yasuo Shirasaki
CPC分类号： C07D231/46 , C09B35/58 , C09D11/17 , C09D11/328
摘要： A novel azo compound represented by the following formula (1) wherein A represents the following formula (2) and is located preferably in a position meta or para to the azo group; R1 and R2 each independently represents hydrogen, carboxy, sulfo, nitro, C1-4 alkoxy, etc.; R3 and R4 each independently represents hydrogen, halogeno, cyano, carboxy, sulfo, nitro, C1-4 alkyl, hydroxy, or C1-4 alkoxy; and n is 0 or 1. [In the formula (2), R5 represents cyano, carboxy, C1-4 alky, C1-4 alkoxycarbonyl, or phenyl; and R6, R7, and R8 each independently represents hydrogen, halogeno, cyano, carboxy, sulfo, nitro, C1-4 alkyl, C1-4 alkoxy, or acylamino.] The compound is useful as a black dye, especially one for ink compositions for, e.g., ink-jet prints. Also provided are: an ink composition which contains the compound and has excellent storage stability; and a print obtained through recording with the ink. The print is excellent in light resistance, ozone resistance, fastness to moisture, etc.
摘要翻译： 由下式（1）表示的新型偶氮化合物，其中A表示下式（2），优选位于偶氮基的间位或对位; R 1和R 2各自独立地表示氢，羧基，磺基，硝基，C 1-4烷氧基等。 R 3和R 4各自独立地表示氢，卤素，氰基，羧基，磺基，硝基，C 1-4烷基，羟基或C 1-4烷氧基; 并且n为0或1. [式（2）中，R 5表示氰基，羧基，C 1-4烷基，C 1-4烷氧基羰基或苯基; 并且R 6，R 7和R 8各自独立地表示氢，卤素，氰基，羧基，磺基，硝基，C 1-4烷基，C 1-4烷氧基或酰基氨基。]该化合物可用作黑色染料，特别是用于油墨组合物 例如喷墨打印。 还提供：含有该化合物并具有优异储存稳定性的油墨组合物; 以及通过用墨水记录获得的印刷品。 该印刷品的耐光性，耐臭氧性，耐潮湿性等优异。
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公开(公告)号：US07326288B2
公开(公告)日：2008-02-05
申请号：US10581469
申请日：2004-11-26
CPC分类号： C09D11/328 , C09B33/22
摘要： [PROBLEMS] To provide: a black compound which is for use in ink-jet recording or writing utensils, is excellent in ozone resistance, light resistance, moisture resistance, and color rendering, and gives a recording fluid having satisfactory storage stability; and an ink composition containing the compound. [MEANS FOR SOLVING PROBLEMS] The black compound is a trisazo compound represented by the following formula (1) or a salt thereof. (1) [In the formula (1), R1 and R2 each independently represents hydrogen, carboxy, sulfo, hydroxy, a C1-4 alkyl, C1-4 alkoxy, or sulfo group optionally substituted by C1-4 alkoxy, an optionally carboxylated C1-4 alkoxy group, etc.; and A represents phenyl or naphthyl (provided that the phenyl and naphthyl groups may be substituted by halogeno, carboxy, sulfo, sulfamonyl optionally substituted by alkyl or phenyl, nitro, etc.).]
摘要翻译： 提供：用于喷墨记录或书写用具的黑色化合物，具有优异的耐臭氧性，耐光性，耐湿性和显色性，并且得到具有令人满意的储存稳定性的记录液; 和含有该化合物的油墨组合物。 解决问题的方法黑色化合物是由下式（1）表示的三偶氮化合物或其盐。 （1）[式（1）中，R 1和R 2各自独立地表示氢，羧基，磺基，羟基，C 1-4烷基， C 1-4烷氧基或任选被C 1-4烷氧基取代的磺基，任选羧基化的C 1-4烷基 烷氧基等。 并且A表示苯基或萘基（条件是苯基和萘基可以被卤素，羧基，磺基，任选被烷基或苯基，硝基等取代的磺酰氨基取代）。
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公开(公告)号：US20070257975A1
公开(公告)日：2007-11-08
申请号：US11629314
申请日：2005-06-21
申请人： Takashi Yoneda , Hiroaki Ohno , Yasuo Shirasaki
发明人： Takashi Yoneda , Hiroaki Ohno , Yasuo Shirasaki
IPC分类号： C09D11/00
CPC分类号： C09B43/16 , C09D11/328
摘要： The present invention relates to an azo compound represented by the following formula (1): (wherein, in the formula (1), R1 represents a hydrogen atom; a hydroxyl group; a carboxyl group; a (C1-C4)alkyl group which may be substituted by a hydroxyl group or a (C1-C4)alkoxy group; or the like, and A represents an aliphatic amine residue having a carboxyl group or a sulfo group, respectively;) or a salt thereof; an ink composition containing the same; and an inkjet recording method and a colored object using the same. Said azo compound has a high color value and has a hue between yellow and red or a brown hue. The ink containing said azo compound has satisfactory storage stability, and exhibits, when printed therewith, a stable ejection property even on a thermal type inkjet printer, and gives a print of high quality (superior in light fastness, ozone gas fastness and moisture fastness).
摘要翻译： 本发明涉及由下式（1）表示的偶氮化合物：其中，在式（1）中，R 1表示氢原子，羟基，羧基， （C 1 -C 4 -C 4）烷基，其可被羟基或（C 1 -C 4 - 或其盐，A表示分别具有羧基或磺基的脂族胺残基）;或其盐; 含有该油墨组合物的油墨组合物; 以及喷墨记录方法和使用其的着色物体。 所述偶氮化合物具有高颜色值，并且具有黄色和红色之间的色调或棕色色调。 含有所述偶氮化合物的油墨具有令人满意的储存稳定性，并且即使在热式喷墨打印机上印刷时也显示出稳定的喷射性能，并且提供高质量的印刷（耐光性，耐臭氧气体牢度和耐湿性优异） 。
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9.发明申请Tetrakisazo Compound, Coloring Matter for Recording, Ink Composition and Colored Article 审中-公开四氮唑化合物，着色剂用于记录，油墨组合物和彩色制品公开(公告)号：US20070227388A1
公开(公告)日：2007-10-04
申请号：US11579289
申请日：2005-05-09
CPC分类号： C09B33/28 , C09D11/322
摘要： The present invention relates to black coloring matter, and relates to a compound represented by the following formula (1): (wherein A and D independently represent an optionally substituted phenyl group or naphthyl group, respectively, and m and n represent 1 or 2, respectively), and the coloring matter for recording and an ink comprising the same. Said compound exhibits high solubility in a medium containing water as a main component, is stable even when an aqueous dye solution or an ink having a high concentration is prepared therefrom and is stored for a long period of time, has low color rendering property, exhibits colorless and neutral black, provides a printed image having high density and also provides a black recorded image being excellent in moisture fastness, light fastness and an ozone gas fastness, and further can be synthesized easily and can be produced at a low cost.
摘要翻译： 本发明涉及黑色色素，涉及由下式（1）表示的化合物：其中A和D分别独立地表示任选取代的苯基或萘基，m和n表示1或2， 分别）和用于记录的着色剂和包含其的油墨。 所述化合物在以水为主要成分的介质中表现出高溶解度，即使制备高浓度的水性染料溶液或长时间储存的色素溶液或显色性低，也是稳定的 无色和中性黑色，提供了高密度的印刷图像，并且还提供了耐湿牢度，耐光性和耐臭氧气体牢度优异的黑色记录图像，并且还可以容易地合成并且可以以低成本制造。
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公开(公告)号：US20120202019A1
公开(公告)日：2012-08-09
申请号：US13498431
申请日：2010-09-21
申请人： Takahiko Matsui , Takashi Yoshimoto , Hiroaki Ohno , Koji Hirota , Takashi Yoneda , Akira Kawaguchi
发明人： Takahiko Matsui , Takashi Yoshimoto , Hiroaki Ohno , Koji Hirota , Takashi Yoneda , Akira Kawaguchi
CPC分类号： C09B43/16 , C09D11/328 , Y10T428/24802
摘要： Azo compounds represented by general formula (1) or salts thereof are provided as highly water-soluble colorants which have hues of yellow, orange, brown or red, and excellent color development properties and which, when used in various recording processes, particularly in an inkjet recording process, ensure various excellent fastnesses such as light fastness, ozone fastness, and fading balance. Ink compositions containing the colorants are also provided. In general formula (1), R1 to R8 are each independently a hydrogen atom, C1-4 alkyl, C1-4 alkoxy, or the like; and X is C1-8 alkylenediamino, xylylenediamino, or the like.
摘要翻译： 提供由通式（1）表示的偶氮化合物或其盐作为具有黄色，橙色，棕色或红色色调的高度水溶性着色剂，并具有优异的显色性，并且当用于各种记录方法时，特别是在 喷墨记录工艺，确保耐光性，耐臭氧性和褪色平衡等各种优异的牢度。 还提供含有着色剂的油墨组合物。 在通式（1）中，R 1至R 8各自独立地为氢原子，C 1-4烷基，C 1-4烷氧基等; X是C 1-8亚烷基二氨基，亚二甲苯基二氨基等。
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