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    • 3. 发明授权
    • Use of colorless, intensely fluorinated ammonium and iminium compounds
as charge control agents for electrophotographic recording processes
    • 作为电子记录记录过程的充电控制剂,使用无色,强力氟化氨和铱化合物
    • US5069994A
    • 1991-12-03
    • US430732
    • 1989-11-02
    • Jorg GitzelHans-Tobias MacholdtAlexander SieberFrank WehowskyGunther Prossel
    • Jorg GitzelHans-Tobias MacholdtAlexander SieberFrank WehowskyGunther Prossel
    • C09D5/03C09D5/46G03G9/09G03G9/097G03G9/113
    • G03G9/09741C09D5/034G03G9/09766
    • The use of intensely fluorinated ammonium compounds of the general formula (I) ##STR1## in which R.sub.1 to R.sub.4 denote hydrogen atoms or organic radicals, at least one of the radicals R.sub.1 to R.sub.4 denoting a straight-chain or branched fluorine-containing alkyl radical or fluorine-containing alkenyl radical which contains 1 to 69 carbon atoms and 3 to 66 fluorine atoms and which may be substituted, and at most three of the radicals R.sub.1 to R.sub.4 are, independently of one another, hydrogen atoms, straight-chain or branched alkyl radicals or alkenyl radicals containing 1 to 30 carbon atoms, aryl radicals or aralkyl radicals, and X.sup.- denotes an organic or inorganic anion, and of intensely fluorinated iminium compounds of the general formula (II) ##STR2## in which R.sub.9 to R.sub.12 denote hydrogen atoms or organic radicals, at least one of the radicals R.sub.9 to R.sub.12 denoting a straight-chain or branched fluorine-containing alkyl radical or fluorine-containing alkenyl radical which contains 1 to 69 carbon atoms and 3 to 66 fluorine atoms and which may be substituted, and at most three of the radicals R.sub.9 to R.sub.12 denote, independently of one another, hydrogen, straight-chain or branched alkyl radicals or alkenyl radicals containing 1 to 30 carbon atoms, aryl or aralkyl radicals and Y.sup.- is an organic or inorganic anion, as colorless charge control agents having positive or negative control effect in toners and developers for electrophotographic recording processes.
    • 使用通式(I)的高度氟化的铵化合物,其中R 1至R 4表示氢原子或有机基团,基团R 1至R 4中的至少一个表示直链或支链的氟 - 含有1至69个碳原子和3至66个氟原子且可以被取代的烷基或含氟烯基,并且至少三个基团R 1至R 4彼此独立地为氢原子, 含有1至30个碳原子的链或支链烷基或烯基,芳基或芳烷基,X表示有机或无机阴离子,以及通式(II)的强氟化亚胺化合物。(II) 其中R9至R12表示氢原子或有机基团,表示含有1至69个碳原子的直链或支链含氟烷基或含氟烯基的基团R 9至R 12中的至少一个 和3至66个氟原子并且其可以被取代,并且至少三个基团R 9至R 12彼此独立地表示氢,直链或支链烷基或含有1至30个碳原子的烯基,芳基或 芳烷基和Y-是有机或无机阴离子,作为在调色剂和电子照相记录方法的显影剂中具有正或负控制效果的无色电荷控制剂。
    • 4. 发明授权
    • Phosphonium compounds and processes for their preparation
    • 磷化合物及其制备方法
    • US5055619A
    • 1991-10-08
    • US508858
    • 1990-04-12
    • Jorg GitzelHans-Tobias MacholdtWolfgang Knaup
    • Jorg GitzelHans-Tobias MacholdtWolfgang Knaup
    • G03G9/097C07F9/54
    • C07F9/5456
    • Phosphonium compounds of formula (I): ##STR1## in which at least one of the radicals R.sub.1 to R.sub.4 is a fluorine-substituted, saturated alkyl radical having 1 to 30 carbon atoms and 3 to 50 fluorine atoms, which can contain further substituents, or at least one of the radicals R.sub.1 to R.sub.4 is a fluorine-substituted aryl radical or an aralkyl radical substituted by fluorine on the aromatic ring, it being possible for the aryl or aralkyl radical to be further substituted on the aromatic ring, and the alkyl bridge between the phosphorus atom and the aromatic ring, in the case of an aralkyl radical, containing 1 to 30 carbon atoms, and at most three of the radicals R.sub.1 to R.sub.4 independently of the others are hydrogen atoms, unsaturated or saturated, substituted or unsubstituted C.sub.1 -C.sub.30 alkyl radicals or aryl or aralkyl radicals which can be substituted on the aromatic ring, and R.sub.5 to R.sub.8 are aryl radicals, aralkyl radicals or halogenoaryl radicals, and their preparation by reacting compounds of formula (II): ##STR2## in which R.sub.1 to R.sub.4 are as defined and X.sup.- is a halogen anion, with a borate salt, in water or mixtures of water and an organic solvent, at about 20.degree. C. to about 90.degree. C.
    • 式(I)的鏻化合物:其中基团R 1至R 4中的至少一个为具有1至30个碳原子和3至50个氟原子的氟取代的饱和烷基,其可以含有 另外的取代基,或者R 1〜R 4中的至少一个为芳香环上的氟取代的芳基或被氟取代的芳烷基,可以在芳环上进一步取代芳基或芳烷基, 以及在含有1〜30个碳原子的芳烷基的情况下,磷原子和芳环之间的烷基桥,独立地为氢原子,不饱和或饱和的氢原子中的至少3个, 取代或未取代的C 1 -C 30烷基或可以在芳环上被取代的芳基或芳烷基,R 5至R 8是芳基,芳烷基或卤代芳基,并且它们通过使化合物 Ia(II):其中R 1至R 4如所定义,X为卤素阴离子,在硼酸盐中,在水或水和有机溶剂的混合物中,在约20℃至 约90℃
    • 8. 发明授权
    • Use of colorless highly fluorine-substituted phosphonium compounds as
charge control agents for electrophotographic recording processes
    • 使用无色高氟选择性磷酸盐化合物作为电子记录记录过程的电荷控制剂
    • US5147748A
    • 1992-09-15
    • US508852
    • 1990-04-12
    • Jorg GitzelHans-Tobias MacholdtWolfgang Knaup
    • Jorg GitzelHans-Tobias MacholdtWolfgang Knaup
    • C09D5/03C09D5/46G03G9/097
    • G03G9/09766G03G9/09741
    • Use of colorless highly fluorine-substituted phosphonium compounds as charge control agents for electrophotographic recording processesUse of highly fluorine-substituted phosphonium compounds of the formula (I) ##STR1## in which R.sub.1 to R.sub.4 are hydrogen atoms or organic radicals, at least one of the radicals R.sub.1 to R.sub.4 being a fluorine-substituted, unsaturated and/or saturated alkyl radical having 1 to 30 carbon atoms and 3 to 50 fluorine atoms, which can contain further substituents, or a fluorine-substituted aryl radical or an aralkyl radical which is fluorine-substituted on the aromatic ring, it being possible for the aryl or aralkyl radical to be additionally substituted on the aromatic ring, and in the case of an aralkyl radical the alkyl bridge between the phosphorus atom and the aromatic ring contains 1 to 30 carbon atoms, and not more than three of the radicals R.sub.1 and R.sub.4, independently of one another, are hydrogen atoms, unsaturated or saturated, substituted or unsubstituted alkyl radicals having 1 to 30 carbon atoms, aryl or aralkyl radicals which can be substituted on the aromatic ring, and X.sup.- is an anion, it being possible for the radicals R.sub.1 to R.sub.4 to contain a COO.sup.- or SO.sub.3.sup.- group as substituent and X.sup. - in this case becoming superfluous, individually or in combination as colorless charge control agents having a positive or negative control effect in toners and developers for electrophotographic recording processes.
    • 使用无色高氟取代的鏻化合物作为电子照相记录方法的电荷控制剂使用式(I)的高度氟取代的鏻化合物其中R 1至R 4为氢原子或有机基团, R 1〜R 4中的至少一个为可以含有其它取代基的氟取代的,不饱和的和/或饱和的碳原子数为1〜30的氟原子和/或饱和的烷基,或氟取代的芳基或芳烷基 在芳香环上被氟取代的基团,可以在芳环上另外取代芳基或芳烷基,在芳烷基的情况下,磷原子和芳环之间的烷基桥含有1个 至30个碳原子,且不超过3个基团R 1和R 4彼此独立地为氢原子,不饱和或饱和的,取代或未取代的烷基 可以在芳香环上被取代的芳基或芳烷基,X是阴离子,基团R 1〜R 4可以含有COO-或SO 3 - 作为取代基, 在这种情况下,X - 单独或组合成为在调色剂和显影剂中具有正或负控制效果的无色电荷控制剂,用于电子照相记录方法。
    • 9. 发明授权
    • Ammonium and iminium compounds
    • 氨和化合物
    • US5053537A
    • 1991-10-01
    • US430740
    • 1989-11-02
    • Jorg GitzelHans-Tobias MacholdtFrank WehowskyGunther Prossel
    • Jorg GitzelHans-Tobias MacholdtFrank WehowskyGunther Prossel
    • C07C211/63C07D213/20C07D215/10C07F5/02
    • C07D213/20C07C211/63C07D215/10C07F5/027
    • Ammonium compounds of the formula (I) ##STR1## in which at least one of the radicals R.sub.1 to R.sub.4 denotes a fluorine-containing alkyl radical having 4 to 30 carbon atoms and not more than three of the radicals R.sub.1 to R.sub.4 independently of one another denote hydrogen atoms or alkyl or hydroxyalkyl radicals having 1 to 30 carbon atoms, and R.sub.5 to R.sub.8 denote aryl, alkylaryl or halogenoaryl radicals or fluorine atoms, and iminium compounds of the formula (II) ##STR2## in which Q, together with the constituent ##STR3## forms a ring system having 4 to 17 carbon atoms, which can be interrupted by 1 to 4 hetero atoms and contain 2 to 9 double bonds, and which can be substituted by fluorine, chlorine, bromine or iodine atoms or alkyl (C.sub.1 -C.sub.6), alkoxy (C.sub.1 -C.sub.6), nitro or amino groups, R.sub.9 denotes a fluorine-containing alkyl (C.sub.1 -C.sub.30) radical, R.sub.10 denotes a hydrogen, fluorine, chlorine, bromine or iodine atom or an alkyl(C.sub.1 -C.sub.6), alkoxy (C.sub.1 -C.sub.6), nitro or amino group and the radicals R.sub.11 to R.sub.14 denote aryl radicals, alkylaryl radicals, halogenoaryl radicals or fluorine atoms, and mixtures of these compounds and processes for their preparation.
    • 式(I)的铵化合物其中至少一个基团R 1至R 4表示独立地具有4至30个碳原子且不超过3个基团R 1至R 4的含氟烷基 彼此表示氢原子或具有1至30个碳原子的烷基或羟烷基,R5至R8表示芳基,烷基芳基或卤代芳基或氟原子,以及式(II)的亚铵化合物其中 Q与组分“IMAGE”一起形成具有4至17个碳原子的环系,其可被1至4个杂原子间隔并含有2至9个双键,并且可被氟,氯,溴或 碘原子或烷基(C1-C6),烷氧基(C1-C6),硝基或氨基,R9表示含氟烷基(C1-C30)基,R10表示氢,氟,氯,溴或碘原子或 烷基(C1-C6),烷氧基(C1-C6),硝基或氨基,基团R11至R14表示芳基 自由基,烷基芳基,卤代芳基或氟原子,以及这些化合物的混合物及其制备方法。
    • 10. 发明授权
    • Quinacridones having selectively adjusted triboelectric effects
    • 具有选择性调整的三电效应的喹喔啉
    • US5137576A
    • 1992-08-11
    • US414137
    • 1989-09-28
    • Hans-Tobias MacholdtAdolf KrohAlexander SieberErwin Dietz
    • Hans-Tobias MacholdtAdolf KrohAlexander SieberErwin Dietz
    • G03G9/097C09B48/00C09B67/20C09B67/22C09B67/52G03G9/09
    • G03G9/092C09B48/00C09B67/0036C09B67/006
    • Quinacridones having selectively adjusted triboelectric effects, which quinacridones contain about 0.05% to 100 percent by weight of triboelectrically active compounds of the general formula IQ--A--Y].sub.n (I),in which Q is a quinacridone radical which is unsubstituted or substituted by halogen atoms, alkyl, alkoxy H.sub.2 N--CO--, alkyl--NH--CO-- or (alkyl).sub.2 N--CO groups, A is a direct bond or --O--, --S--, --NR.sup.1 --, --CO--, --SO.sub.2 --, --CR.sup.2 R.sup.3 -- or arylene and Y is an --NR.sup.4 R.sup.5 group or a five-, six- or seven-membered heterocycle which contains one to three heteroatoms from the series comprising nitrogen and/or oxygen and/or sulfur and which can be substituted by alkyl, alkoxy, hydroxyphenyl, halogen, --CN, --COOH, --CO-- NRR', --SO.sub.2 --NRR', hydroxyalkyl or alkylaminoalkyl, in which R and R' together with the nitrogen atom can be a heterocycle, R and R' are hydrogen atoms or alkyl and R.sup.1 to R.sup.5, independently of one another, are each hydrogen and/or alkyl or alkenyl of 1 to 22 carbon atoms and n is a number from 1 to 4, and their use for the preparation of toners or developers which are used for electrophotographic copying or reproduction of originals and for printing electronically, optionally or magnetically stored information or are used in color proofing.
    • 具有选择性调节摩擦电效应的喹吖啶酮,其中喹吖啶酮含有约0.05%至100%重量的通式I QAY] n(I)的摩擦电活性化合物,其中Q是未被取代或被卤素原子取代的喹吖啶酮基团, 烷基,烷氧基H2N-CO-,烷基-NH-CO-或(烷基)2N-CO基,A是直接键或-O - , - S - , - NR 1 - , - CO - , - SO 2 - CR 2 R 3 - 或亚芳基,Y是-NR 4 R 5基团或五元,六元或七元杂环,其含有一至三个包含氮和/或氧和/或硫的系列的杂原子,其可以被烷基, 烷氧基,羟基苯基,卤素,-CN,-COOH,-CO-NRR',-SO2-NRR',羟基烷基或烷基氨基烷基,其中R和R'与氮原子一起可以是杂环,R和R'是氢 原子或烷基和R 1至R 5彼此独立地为氢和/或1至22个碳原子的烷基或烯基,n为1至4的数,并且th 用于制备用于电子照相复制或再现原稿的电子调色剂或显影剂,以及用于电子,可选地或磁存储的信息的印刷,或用于彩色打样。