公开(公告)号：US4400321A

公开(公告)日：1983-08-23

申请号：US274338

申请日：1981-06-17

Applicant: Karl Linhart ,  Harald Gleinig ,  Roderich Raue ,  Hans-Peter Kuhlthau

Inventor： Karl Linhart ,  Harald Gleinig ,  Roderich Raue ,  Hans-Peter Kuhlthau

IPC: C09B35/03 ,  C09B37/00 ,  C09B41/00 ,  C09B43/28 ,  C09B31/02

CPC classification number: C09B41/009 ,  C09B37/00 ,  Y10S534/01

Abstract: To prepare concentrated solutions of cationic polyazo dyestuffs of the formula ##STR1## in which R represents hydrogen or methyl andR.sup.1 represents an alkyl radical which has 1 to 3 carbon atoms and is optionally substituted by hydroxyl, alkoxy or halogen,and mixing coupling products thereof with aromatic monoamines, diaminobenzenes of the general formula ##STR2## in which R has the abovementioned meaning,if appropriate mixed with up to 30 mol % of aromatic monoamines of the formula ##STR3## in which R.sup.2 represents hydrogen, C.sub.1 - to C.sub.4 -alkyl, C.sub.1 - toC.sub.4 -alkoxy or C.sub.1 - to C.sub.4 -acylamino andn denotes a number from 1 to 3,are dissolved in aliphatic carboxylic acids which have 2 to 4 carbon atoms and can optionally be substituted by halogen, hydroxyl or alkoxy, and are reacted with 0.5 to 0.75 mol of a salt or ester of nitrous acid per mol of diamine at 0.degree. to 30.degree. C.

Abstract translation: 制备式“IMAGE”的阳离子多偶氮染料的浓缩溶液，其中R表示氢或甲基，R 1表示具有1至3个碳原子并且任选被羟基，烷氧基或卤素取代的烷基，并且混合其偶联产物 与芳族单胺，通式为“IMAGE”的二氨基苯，其中R具有上述含义，如果合适的话，与高达30mol％的式“IMAGE”的芳族单胺混合，其中R 2表示氢，C 1至C 4 - 烷基 ，C 1〜C 4 - 烷氧基或C 1〜C 4酰基氨基，n表示1〜3的数，被溶解在碳原子数2〜4的脂肪族羧酸中，可任意地被卤素，羟基或烷氧基取代， 在0〜30℃下与0.5〜0.75摩尔亚硝酸的盐或酯相对于每摩尔二胺反应。

公开(公告)号：US4376728A

公开(公告)日：1983-03-15

申请号：US271164

申请日：1981-06-08

Applicant: Roderich Raue ,  Hans-Peter Kuhlthau

Inventor： Roderich Raue ,  Hans-Peter Kuhlthau

IPC: C09B26/02 ,  C09B26/04 ,  C09B41/00 ,  C07D27/38 ,  C09B23/16

CPC classification number: C09B26/02 ,  C09B26/04 ,  C09B41/009

Abstract: To prepare dyestuffs of the general formula ##STR1## or color bases of the general formula ##STR2## wherein R.sup.1 and R.sup.2 denote hydrogen, alkyl, alkenyl or aralkyl,R.sup.3 and R.sup.4 denote methyl or ethyl andX denotes an anion,and wherein the rings A and B and the radicals R.sup.1 and R.sup.2 can carry non-ionic substituents and the rings A and B can carry further fused-on rings, an amine of the formula ##STR3## wherein B has the abovementioned meaning, and a compound of the formula ##STR4## wherein R.sup.1, R.sup.3, R.sup.4 and A have the abovementioned meanings andR.sup.5 and R.sup.6 represent hydrogen, alkyl, alkoxy, phenoxy or phenyl,are reacted, in the presence of an acid, with a substance which releases nitrous acid and, if appropriate, the product is then reacted with a compound which forms the radicals R.sup.1' and/or R.sup.2', which represent alkyl, alkenyl or aralkyl which are optionally substituted by non-ionic radicals, and X.

Abstract translation: 为了制备通式为“IMAGE”的通式或通式为“IMAGE”的着色基，其中R 1和R 2表示氢，烷基，烯基或芳烷基，R 3和R 4表示甲基或乙基，X表示阴离子，其中环 A和B以及基团R 1和R 2可以带有非离子取代基，并且环A和B可以携带另外的稠合环，其中B具有上述含义的式“IMAGE”的胺和式 其中R1，R3，R4和A具有上述含义，R5和R6表示氢，烷基，烷氧基，苯氧基或苯基，在酸存在下与释放的物质反应 亚硝酸，并且如果合适，则产物与形成任选被非离子基团取代的烷基，烯基或芳烷基的化合物R 1'和/或R 2'反应，而X。

公开(公告)号：US4104268A

公开(公告)日：1978-08-01

申请号：US368304

申请日：1973-06-08

Applicant: Hans-Lothar Dorsch ,  Roderich Raue

Inventor： Hans-Lothar Dorsch ,  Roderich Raue

IPC: C09B29/40 ,  C09B44/20 ,  D06P3/52 ,  D06P3/76 ,  C09B43/00

CPC classification number: C09B44/20 ,  C09B29/3613 ,  D06P3/522 ,  D06P3/76

Abstract: Dyestuffs of the formula ##STR1## WHEREIN R.sub.1 is a straight-chain alkyl, alkenyl, or alkinyl of 3-6 carbon atoms or aralkyl; R.sub.2 is aryl; R.sub.3 is hydrogen, straight-chain alkyl of 1-6 carbon atoms, straight-chain alkenyl or alkinyl of 3-6 carbon atoms or aralkyl; An is an anion; and the cyclic and acyclic radicals can be further substituted by non-ionic substituents. These dyestuffs are suitable for dyeing and printing of natural and synthetic materials, particularly of polyacrylonitrile, copolymers of acrylonitrile with other vinyl compounds, of acid modified polyesters and acid modified polyamides.

Abstract translation: 下式的化合物：其中R1是3-6个碳原子的直链烷基，烯基或炔基或芳烷基; R2是芳基; R3是氢，1-6个碳原子的直链烷基，3-6个碳原子的直链烯基或炔基或芳烷基; An是阴离子; 并且环状和非环状基团可以进一步被非离子取代基取代。 这些染料适用于天然和合成材料，特别是聚丙烯腈，丙烯腈与其他乙烯基化合物的共聚物，酸改性聚酯和酸改性聚酰胺的染色和印花。

公开(公告)号：US4072911A

公开(公告)日：1978-02-07

申请号：US573785

申请日：1975-05-01

Applicant: Herbert Walther ,  Wolfgang Hartig ,  Adolf Friedrich ,  Roderich Raue

Inventor： Herbert Walther ,  Wolfgang Hartig ,  Adolf Friedrich ,  Roderich Raue

IPC: H01S3/20 ,  H01S3/213 ,  H03F3/00 ,  F21K2/00

CPC classification number: H01S3/213

Abstract: A dyestuff laser which consists of a reservoir for the dyestuff solution and an energy source, coupled thereto, which is capable of exciting the dyestuff solution to produce an emission, the radiation generated lying in the wavelength range of 550 to 680 nm. The dyestuff is a sulforhodamine.

Abstract translation: 一种染料激光器，其由用于染料溶液的储存器和耦合到其的能量源组成，其能够激发染料溶液以产生发射，所述辐射产生在550至680nm的波长范围内。 染料是一种磺酰罗丹明。

公开(公告)号：US4927729A

公开(公告)日：1990-05-22

申请号：US266554

申请日：1988-11-03

Applicant: Horst Harnisch ,  Roderich Raue

Inventor： Horst Harnisch ,  Roderich Raue

IPC: C07D209/48 ,  C07D221/14 ,  G03G9/097

CPC classification number: C07D209/48 ,  C07D221/14

Abstract: Heteropolyacid salts of the formula ##STR1## R.sup.1 and R.sup.2 independently of one another stand for hydrogen, chlorine, bromine, hydroxyl, C.sub.1 - to C.sub.4 -alkoxy, nitro or carboxyl,A stand for C.sub.1 - to C.sub.5 -alkylene or --C.sub.6 H.sub.4 --CH.sub.2 -- (m- or p-),m stands for 0 or 1,n stands for 1 or 2,K.sup..sym. stands for ##STR2## R.sup.3 stands for C.sub.1 - to C.sub.24 -alkyl, carbamoyl-C.sub.1 - to C.sub.2 -alkyl, C.sub.1 - to C.sub.4 -alkoxycarbonyl-C.sub.1 - to C.sub.2 -alkyl, benzyl, cyclohexyl or allyl,R.sup.4 stands for C.sub.1 - to C.sub.4 -alkyl or a single bond linked to D,R.sup.5 stands for C.sub.1 - to C.sub.4 -alkyl,D stands for --CH.sub.2 --, --CH.sub.2 --CO--, --CH.sub.2 --CO--NH-- or --CH.sub.2 --CO--NH--CH.sub.2 --,W stands for ##STR3## CO or for single bond, Z stands for --CH.sub.2 --, ##STR4## --O--, --S--, --SO.sub.2 -- or a single bond and X.sup..crclbar. stands for an anion of a heteropolyacid based on tungsten and/or molybdenum containing phosphorus, silicon, vanadium, cobalt, nickel, manganese, chromium and/or aluminum,are used as additives for reinforcing the positive charge in electrographic toners.

Abstract translation: R 1和R 2彼此独立的杂多酸代表氢，氯，溴，羟基，C 1至C 4 - 烷氧基，硝基或羧基，A代表C 1至C 5 - 亚烷基或 -C 6 H 4 -CH 2 - （m-或对 - ），m代表0或1，n代表1或2，K（+）代表 R3代表C1-至C24-烷基，氨基甲酰基-C1- C 1〜C 4烷氧基羰基-C 1〜C 2烷基，苄基，环己基或烯丙基，R 4表示C 1至C 4烷基或与D连接的单键，R 5表示C 1 -C 4 - 烷基，D代表-CH 2 - ， - CH 2 -CO-， - CH 2 -CO-NH-或-CH 2 -CO-NH-CH 2 - ，W代表单键，Z代表-CH 2 - ， - S - ， - SO 2 - 或单键，X（ - ）表示基于含有磷，硅，钒，钴，镍的钨和/或钼的杂多酸的阴离子， 锰，铬和/或铝被用作增强电摄影调色剂中的正电荷的添加剂。

公开(公告)号：US4869989A

公开(公告)日：1989-09-26

申请号：US180418

申请日：1988-04-12

Applicant: Roderich Raue ,  Hubertus Psaar

Inventor： Roderich Raue ,  Hubertus Psaar

IPC: C09B67/20 ,  C09B69/06 ,  G03G9/09

CPC classification number: C09B69/06 ,  G03G9/0914

Abstract: A dry toner for developing latent electrostatic images in electrostatic recording and printing methods contains, as charge-control substance, a pigment of the formula ##STR1## in which A.sup.- represents an anion of a heteropolyacid based on tungsten and/or molybdenum with phosphorus, vanadium, cobalt, aluminium, manganese, chromium and/or nickel or a copper(I) hexacyanoferrate anion,R.sup.1 and R.sup.3, independently of one another, represent hydrogen, alkyl or aralkyl,R.sup.2 and R.sup.4 independently of one another, represent hydrogen, alkyl, aralkyl or aryl, orR.sup.1, R.sup.2, R.sup.3 and R.sup.4, independently of one another, through linking to the o-position of the benzene ring, represent members of a five- or six-membered ring, orR.sup.1 and R.sup.2 or R.sup.3 and R.sup.4 together represent members of a five- or six-membered ring,B represents oxygen or N-R,R represents hydrogen, alkyl or aryl andD represents CH or C-CN,in which the two benzene rings may be fused to a further benzene ring and then hydrogen can also replace NR.sup.3 R.sup.4 and D can also denote N, and in which the cyclic and acyclic radicals and the benzene rings may be substituted by nonionic radicals which are conventional in dyestuffs chemistry.

Abstract translation: 用于在静电记录和印刷方法中显影静电潜像的干燥调色剂包含作为电荷控制物质的式I的颜料，其中A-代表基于钨和/或钼与磷的杂多酸的阴离子与磷 ，钒，钴，铝，锰，铬和/或镍或六氰基铁酸铜（I），R1和R3彼此独立地表示氢，烷基或芳烷基，R2和R4 + L彼此独立地表示， 代表氢，烷基，芳烷基或芳基，或R 1，R 2，R 3和R 4彼此独立地通过连接到苯环的邻位，表示五元或六元环的成员，或者R1和 R2或R3和R4一起表示五元或六元环的成员，B表示氧或NR，R表示氢，烷基或芳基，D表示CH或C-CN，其中两个苯环可以稠合至 另外苯环然后氢也可以代替NR3R4 nd D也可以表示N，其中环状和非环状基团和苯环可以被染料化学中常规的非离子基取代。

公开(公告)号：US4847177A

公开(公告)日：1989-07-11

申请号：US180402

申请日：1988-04-12

Applicant: Roderich Raue ,  Hubertus Psaar

Inventor： Roderich Raue ,  Hubertus Psaar

IPC: C09B67/20 ,  C09B69/06 ,  G03G9/09

CPC classification number: G03G9/0914 ,  C09B69/06

Abstract: A dry toner for developing latent electrostatic images in electrostatic copying and printing processes contains, as charge-control substance, a pigment of the formula ##STR1## in which A.sup.- represents a silicomolybdate anion,R.sup.1 and R.sup.3 represent, independently of each other, hydrogen, alkyl or aralkyl,R.sup.2 and R.sup.4 represent, independently of each other, hydrogen, alkyl, aralkyl or aryl, orR.sup.1, R.sup.2, R.sup.3 and R.sup.4 represent, independently of each other, members of a five- or six-membered ring produced by linkage with the o-position of the benzene ring orR.sup.1 and R.sup.2 or R.sup.3 and R.sup.4 jointly represent members of a five- or six-membered ring,B represents oxygen, sulphur or N--R,R represents hydrogen, alkyl or aryl andD represents CH, C--CN or N,in which the two benzene rings may be fused with a further benzene ring and then NR.sup.3 R.sup.4 may also be replaced by hydrogen, and in which the cyclic and acyclic radicals and the benzene rings may be substituted by nonionic radicals usual in dyestuff chemistry.

Abstract translation: 在静电复印和印刷方法中用于显影静电潜像的干燥调色剂包含作为电荷控制物质的式I的颜料，其中A-表示硅钼酸盐阴离子，R 1和R 3彼此独立地表示， 氢，烷基或芳烷基，R 2和R 4彼此独立地表示氢，烷基，芳烷基或芳基，或者R 1，R 2，R 3和R 4彼此独立地表示五或六元环的成员 通过与苯环的邻位连接或R 1和R 2或R 3和R 4共同表示五元或六元环的成员，B表示氧，硫或NR，R表示氢，烷基或芳基，D表示 CH，C-CN或N，其中两个苯环可以与另外的苯环稠合，然后NR 3 R 4也可以被氢代替，并且其中环状和非环状基团和苯环可以被非离子基团取代 通常在染料化学中。

公开(公告)号：US4710569A

公开(公告)日：1987-12-01

申请号：US774273

申请日：1985-09-10

Applicant: Gunter Franke ,  Dieter Ockelmann ,  Roderich Raue ,  Peter Wild

Inventor： Gunter Franke ,  Dieter Ockelmann ,  Roderich Raue ,  Peter Wild

IPC: C09B44/00 ,  C09B62/465 ,  C09B69/00 ,  C09B19/00 ,  C09B19/02

CPC classification number: C09B69/004 ,  C09B69/00

Abstract: Dyestuffs of the formula ##STR1## wherein F stands for an organic chromophore andZ stands for radicals of the formulae ##STR2## wherein R.sub.1 -R.sub.2 denote hydrogen, alkyl, cycloalkyl, alkenyl, aryl, aralkyl or a heterocyclic structure orR.sub.2 and R.sub.3 represent an optionally substituted amino group or together form a ring orR.sub.1 with R.sub.2 and/or R.sub.3 with R.sub.4 form a ring,A.sup.(-) denotes an anion,Y denotes an anionic group,m denotes 0-2 andn denotes 1-6,and wherein the chromophore and said radicals can carry further substituents, provided that the total number of anionic substituents is smaller than the total number of quaternary and quaternizable amino groups, are used for dyeing cellulose fibres, in particular paper.

Abstract translation: （I）的染料其中F代表有机发色团，Z代表式（II）的基团（III）其中R1-R2表示氢，烷基，环烷基，烯基， 芳基，芳烷基或杂环结构，或R 2和R 3表示任选取代的氨基或一起形成环或R 1与R 2和/或R 3与R 4形成环，A（ - ）表示阴离子，Y表示阴离子基团， m表示0-2，n表示1-6，并且其中发色团和所述基团可以携带另外的取代基，条件是阴离子取代基的总数小于季氨基和季氨基的总数，用于染色纤维素 纤维，特别是纸。

公开(公告)号：US4211436A

公开(公告)日：1980-07-08

申请号：US958609

申请日：1978-11-08

Applicant: Hans-Peter Kuhlthau ,  Hubertus Psaar ,  Roderich Raue

Inventor： Hans-Peter Kuhlthau ,  Hubertus Psaar ,  Roderich Raue

IPC: B41M5/136 ,  B41M5/323 ,  C09B11/00 ,  C09B11/04 ,  C09B11/26 ,  B41M5/16 ,  B41M5/22

CPC classification number: C09B11/26 ,  B41M5/136 ,  B41M5/323 ,  C09B11/04 ,  B41M5/1366 ,  Y10S428/914

Abstract: A pressure-sensitive and heat-sensitive recording material contains color-forming agents of the formula ##STR1## wherein R.sub.1 denotes hydrogen or a non-ionic radical which is free from amino groups,R.sub.2 denotes hydroxyl, alkylamino, dialkylamino, acylamino, aralkylamino, arylamino, a saturated heterocyclic radical, alkoxy, alkenyloxy, aralkoxy, cycloalkoxy, aryloxy, acyloxy or a direct bond to R.sub.4,R.sub.3 denotes hydroxyl, alkoxy, aralkoxy, alkenyloxy, cycloalkoxy, aryloxy, alkylthio, arylthio or a radical of the formula ##STR2## wherein R.sub.5 and R.sub.6 independently of one another denote hydrogen, alkyl, aralkyl, cyloalkyl or aryl or, together with the nitrogen atom, form a ring, or R.sub.5 forms a ring with the ring B in the o-position relative to the nitrogen atom, andR.sub.4 denotes an aryl radical which is free from amino groups or a heterocyclic radical.

Abstract translation: 压敏和热敏记录材料包含下式的成色剂：其中R1表示氢或不含氨基的非离子基，R2表示羟基，烷基氨基，二烷基氨基，酰氨基，芳烷基氨基， 芳基氨基，饱和杂环基，烷氧基，烯氧基，芳烷氧基，环烷氧基，芳氧基，酰氧基或与R4的直接键，R3表示羟基，烷氧基，芳烷氧基，烯氧基，环烷氧基，芳氧基，烷硫基，芳硫基或式 其中R 5和R 6彼此独立地表示氢，烷基，芳烷基，环烷基或芳基，或者与氮原子一起形成环，或者R5与相对于氮原子的o位置的环B形成环 R 4表示不含氨基或杂环基的芳基。

公开(公告)号：US4115413A

公开(公告)日：1978-09-19

申请号：US878952

申请日：1969-11-21

Applicant: Roderich Raue ,  Willi Eifler ,  Hans-Peter Kuhlthau

Inventor： Roderich Raue ,  Willi Eifler ,  Hans-Peter Kuhlthau

IPC: C09B11/22 ,  C07C93/14

CPC classification number: C09B11/22

Abstract: Triaryl-methane dyestuffs which are free from sulfonic acid and carboxylic acid groups and are selected from the group consisting of dyestuffs having one of the following four formulae: ##STR1## wherein R is alkyl, aralkyl, cycloalkyl or aryl; R.sub.1 is hydrogen, alkyl, aralkyl or cycloalkyl; R.sub.2 is alkyl, aralkyl, cycloalkyl or aryl; R.sub.1 and R.sub.2 additionally including divalent alkylene when joined together with the nitrogen or with a carbon atom in the o-position in the ring A to form a heterocyclic ring; R.sub.3 is hydrogen, alkyl, aralkyl, aryl, aralkoxy, aryloxy, halogen, carboxylic acid ester radical, carbonamido, sulfonamido, cyano, nitro, alkylsulfonyl, aryalkylsulfonyl, arylsulfonyl or acyl; and X is the radical of an anion; ##STR2## wherein R is alkyl or cycloalkyl; R.sub.1 is hydrogen, alkyl, aralkyl, cycloalkyl or aryl; R.sub.2 is alkyl, cycloalkyl, aralkyl or aryl, halogen or cyano; R.sub.1 and R.sub.2 additionally include divalent alkylene when joined together with the nitrogen atom or with a carbon atom in the o-position in the ring A to form a heterocyclic ring; R.sub.3 is hydrogen or alkyl; R.sub.4 is alkyl or cycloalkyl; and X is the radical of an anion; ##STR3## wherein R is alkyl or cycloalkyl; R.sub.1 is hydrogen or methyl; R.sub.2 is methyl, aryl, or cycloalkyl; R.sub.3 is hydrogen or alkyl; R.sub.4 is alkyl or cycloalkyl; R.sub.3 and R.sub.4 additionally include divalent alkylene when joined together to form a carbocyclic ring; and X is the radical of an anion; and ##STR4## wherein at least one R is halogen, alkyl, or alkoxy and the other R's are hydrogen, halogen, alkyl, or alkoxy; R.sub.1 is hydrogen or methyl; R.sub.2 is methyl, aryl, or cycloalkyl; and X is the radical of an anion.Process of preparing the above dyestuffs by condensation of an appropriate benzophenone with an aromatic amine or by the oxidation of the corresponding leuco compound. These dyestuffs are particularly useful in dyeing or printing materials made of polymers of acrylonitrile, polymers of as.-dicyanoethylene, and acid-modified aromatic polyesters.

Abstract translation: 不含磺酸和羧酸基团的三芳基甲烷染料，选自具有以下四种式之一的染料：