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    • 1. 发明授权
    • Process for the preparation of chlorozincate salts of benzo thiazolium
azo dyestuffs by alkylating with dialkylsulfate in aqueous medium in
the presence of Zn-containing acid acceptor at pH.ltoreq.7
    • 在含有Zn的酸受体的pH7中存在下,通过在含水介质中与二烷基硫酸盐烷基化制备苯并噻唑鎓偶氮染料的氯酸锌盐的方法
    • US4638053A
    • 1987-01-20
    • US775111
    • 1985-09-11
    • Rudolf NeebReinhard Mohr
    • Rudolf NeebReinhard Mohr
    • C09B44/00C09B44/20C09B69/06C09B29/045C09B43/11
    • C09B44/005C09B44/20C09B69/065
    • Chlorozincate salts of benzothiazonium azo compounds are prepared by reacting benzothiazolium azo compounds with an dialkylsulfate having from 1 to 4 carbon atoms in the alkyl radicals, which process comprises carrying out the reaction in an aqueous medium at a temperature of from 10.degree. to 80.degree. C. in the presence of an acid acceptor and the alkylation with the use of from 1.8 to 2.5 mols of the dialkylsulfate, calculated on the starting azo dyestuff, at a pH not exceeding 7. The prepared benzothiazolium azo compound is precipitated as chlorozincate salt, especially with the use of an alkali metal chloride. According to this process, the chlorozincate salts are obtained in higher purity. A perceptible decomposition of the benzothiazolium azo compound does not occur. Chemicals, for example the alkylation agent and acid-binding agents need be used in a small quantity. In addition to this economy and to the less pollution of the waste water, the process has the advantage that it can be carried out with the use of a small reaction volume.
    • 苯并噻唑偶氮化合物的氯化锌盐通过苯并噻唑鎓偶氮化合物与烷基中具有1至4个碳原子的二烷基硫酸盐反应来制备,该方法包括在水介质中在10至80℃的温度下进行反应 在酸性受体的存在下进行烷基化,并使用1.8-2.5摩尔在起始偶氮染料上计算的二烷基硫酸盐在pH不超过7的条件下进行烷基化。制备的苯并噻唑鎓偶氮化合物作为氯酸锌沉淀,特别是 使用碱金属氯化物。 根据该方法,得到较高纯度的氯锌酸盐。 不会发生苯并噻唑鎓偶氮化合物的可察觉的分解。 化学品,例如烷基化剂和酸结合剂需要少量使用。 除了这种经济之外,对废水的污染较少,该方法的优点是可以使用小的反应体积进行。
    • 2. 发明授权
    • Method of producing quaternary pyridinium compounds
    • 制备季铵化合物的方法
    • US3997519A
    • 1976-12-14
    • US481382
    • 1974-06-20
    • Robert F. Armbruster
    • Robert F. Armbruster
    • C07D213/20C09B1/20C09B1/28C09B44/00C09B44/02C09B43/00
    • C07D213/20C09B1/207C09B1/28C09B44/005C09B44/02
    • The method of preparing quaternary pyridinium compounds having the formula ##STR1## WHEREIN R represents alkyl, ##STR2## in which A is phenyl, naphthyl, carbostyrilyl, pyrazolinyl and substituted derivatives thereof where the substitutents are selected from the group consisting of alkyl having 1 to 4 carbon atoms, NO.sub.2, Cl, Br, phenyl, nitrophenyl and methylsulfonate; B is -O-alkylene-, ##STR3## AND C is selected from the group consisting of hydrogen, NHCOR.sub.1 and, when B is -O-alkylene, C can also be --OR.sub.2 -- where R.sub.1 is alkyl of 1 to 4 carbon atoms and R.sub.2 is alkylene of 1 to 4 carbon atoms; and wherein R.sub.4 represents lower alkyl having 1 to 6 carbon atoms, halophenyl, alkylphenyl or naphthyl, m represents an integer of 1 or 2 and m' is equal to m. The process for preparing the particularly designated compounds above comprises contacting pyridine and a hydroxy-containing compound having the formula: R'--(OH).sub.n wherein R' represents alkyl, ##STR4## in which A' is phenyl, naphthyl, carbostyrilyl, pyrazolinyl and substituted derivatives thereof where the substituents are selected from the group consisting of alkyl having 1 to 4 carbon atoms, NO.sub.2, Cl, Br, phenyl, nitrophenyl and hydroxy; B, C, R.sub.1 and R.sub.2 are as defined above; and n is an integer of 1 or 2 and is equivalent to m defined above; reacting the pyridine and said hydroxy-containing compound in the presence of a sulfonyl halide having the formula R.sub.4 SO.sub.2 X wherein R.sub.4 is as defined above and X is Cl, Br or F; and conducting the reaction at an elevated temperature up to the reflux temperature of the reaction mixture. The quaternary pyridinium compounds can be used to prepare cationic surfactants, cationic pharmaceuticals, cationic dyestuffs, pesticides, fungicides and agricultural chemicals.
    • 制备具有下式的季铵化合物的方法R表示烷基,其中A是苯基,萘基,喹唑啉基,吡唑啉基及其取代衍生物,其中取代基选自具有1〜 4个碳原子,NO 2,Cl,Br,苯基,硝基苯基和甲基磺酸酯; B是-O-亚烷基,而且C选自氢,NHCOR1,当B是-O-亚烷基时,C也可以是-OR2-,其中R1是1-4个碳原子的烷基 并且R 2是1至4个碳原子的亚烷基; 并且其中R 4表示具有1至6个碳原子的低级烷基,卤代苯基,烷基苯基或萘基,m表示1或2的整数,m'等于m。 制备上述特别指定的化合物的方法包括使吡啶和具有下式的含羟基化合物:R' - (OH)n,其中R'表示烷基,其中A'是苯基,萘基,喹唑啉基,吡唑啉基 取代基选自碳原子数为1〜4的烷基,NO 2,Cl,Br,苯基,硝基苯基和羟基的取代衍生物; B,C,R 1和R 2如上所定义; n为1或2的整数,并且相当于上述定义的m; 在具有式R4SO2X的磺酰卤的存在下使吡啶和所述含羟基的化合物反应,其中R4如上所定义,X是Cl,Br或F; 并在升高的温度下直至反应混合物的回流温度进行反应。 季铵化合物可用于制备阳离子表面活性剂,阳离子药物,阳离子染料,农药,杀真菌剂和农药。
    • 3. 发明授权
    • Process for the preparation of cationic dyestuffs
    • 阳离子染料的制备方法
    • US4349670A
    • 1982-09-14
    • US169580
    • 1980-07-17
    • Roderich RaueHeinz Giesecke
    • Roderich RaueHeinz Giesecke
    • C09B26/02C09B26/04C09B44/00C07D211/72C07D215/06C09B55/00
    • C09B44/005C09B26/04
    • To prepare dyestuffs of the general formula ##STR1## in which R.sup.1 and R.sup.2 represent methyl or ethyl,n represents 0 or 1,B represents the divalent radical of a 5-membered or 6-membered heterocyclic ring system andX.sup.- represents an anion,and whereinthe ring a can be substituted by C.sub.1 - to C.sub.4 -alkyl radicals, C.sub.1 - to C.sub.4 -alkoxy radicals or halogen,compounds of the formula ##STR2## wherein R.sup.1, B and n have the meaning indicated above,m represents 0 or 1 andthe ring a can be substituted by C.sub.1 - to C.sub.4 -alkyl, C.sub.1 - to C.sub.4 -alkoxy or halogen,or of the formula ##STR3## in which B and R.sup.1 have the abovementioned meaning and the ring a can be substituted by C.sub.1 - to C.sub.4 -alkyl, C.sub.1 - to C.sub.4 -alkoxy or halogen,are reacted with arylsulphonic acid esters of the formula ##STR4## wherein R represents hydrogen, C.sub.1 - to C.sub.4 -alkyl or halogen andR.sup.2 represents methyl or ethyl,in the presence of water and acid-binding agents at temperatures of 20.degree.-70.degree. C., and, if appropriate, the arylsulphonate anion is replaced by another anion customary in dyestuff chemistry.
    • 为了制备通式“IMAGE”的染料,其中R1和R2表示甲基或乙基,n表示0或1,B表示5元或6元杂环系的二价基团,X表示阴离子, 并且其中环a可被C 1至C 4 - 烷基,C 1至C 4 - 烷氧基或卤素取代,其中R 1,B和n具有上述含义,式 1和环a可以被C 1〜C 4 - 烷基,C 1〜C 4 - 烷氧基或卤素取代,或式(Ⅷ)所示,其中B和R 1具有上述含义,并且环a可以被C1 与C 1-4烷基,C 1至C 4 - 烷氧基或卤素反应,与下式的芳基磺酸酯反应:其中R表示氢,C 1至C 4 - 烷基或卤素,R 2表示甲基或乙基, 的水和酸结合剂,温度为20-70℃,如果合适,将芳基磺酸根阴离子替换为 染料化学中另一种阴离子习惯。
    • 4. 发明授权
    • Process for the preparation of chlorozincate salts of thiazolium azo
dyestuffs
    • 制备噻唑鎓偶氮染料的氯酸锌盐的方法
    • US4269768A
    • 1981-05-26
    • US54993
    • 1979-07-06
    • Rudolf NeebKurt HohmannReinhard Mohr
    • Rudolf NeebKurt HohmannReinhard Mohr
    • C09B29/00C09B29/08C09B44/00C09B44/20C09B45/00
    • C09B44/005C09B29/0085C09B29/0807C09B44/20
    • Chlorozincate salts of thiazolium azo compounds are prepared by reacting thiazolium azo compounds with an dialkylsulfate having from 1 to 4 carbon atoms in the alkyl radicals, which process comprises carrying out the reaction in an aqueous medium at a temperature of from about 10.degree. to 50.degree. C. in the presence of a zinc compound capable of binding acid, and with the use of from 1.8 to 2.5 mols of the dialkylsulfate, calculated on the starting azo dyestuff, at a pH not exceeding 8, preferably at 3-7. The prepared thiazolium azo compound is precipitated as chlorozincate salt, especially by means of an alkali metal chloride. According to this process, the chlorozincate salts are obtained in higher purity. A perceptible decomposition of the thiazolium azo compound does not occur. Chemicals, for example the alkylation agent and acid-binding agents need be used in a small quantity. In addition to this economy and to the less pollution of the waste water, the process has the advantage that it can be carried out with the use of a small reaction volume.
    • 噻唑鎓偶氮化合物的氯化锌盐通过使噻唑鎓偶氮化合物与烷基中具有1至4个碳原子的二烷基硫酸盐反应制备,该方法包括在水介质中在约10°至50℃的温度下进行反应 在能够结合酸的锌化合物的存在下,并且使用1.8-2.5摩尔在起始偶氮染料上计算的二烷基硫酸盐,pH不超过8,优选3-7。 制备的噻唑鎓偶氮化合物作为氯酸锌盐,特别是通过碱金属氯化物沉淀。 根据该方法,得到较高纯度的氯锌酸盐。 不会发生噻唑鎓偶氮化合物的可察觉的分解。 化学品,例如烷基化剂和酸结合剂需要少量使用。 除了这种经济之外,对废水的污染较少,该方法的优点是可以使用小的反应体积进行。
    • 6. 发明申请
    • Tricationic dyes
    • 化学染料
    • US20100011518A1
    • 2010-01-21
    • US12308042
    • 2007-06-04
    • Christian CremerOlof WallquistVictor Paul EliuKishor Ramachandra Nivalkar
    • Christian CremerOlof WallquistVictor Paul EliuKishor Ramachandra Nivalkar
    • A61K8/49C09B44/00C09B67/22A61Q5/10
    • A61Q5/10A61K8/49A61K8/4926A61K8/4946A61K8/4966C09B23/145C09B26/04C09B44/005C09B44/08C09B44/126C09B44/16C09B55/002C09B55/004C09B69/001
    • Disclosed are compounds of formula D is an aromatic or a cationic heteroaromatic group, which is optionally substituted by C1-C14alkyl, C1-C14alkoxy, hydroxy-C1-C14alkyl, C3-C8cycloalkyl, —CN, NO2, —NR3R4, halogen, C6-C10aryl, which is optionally substituted or C1-C14alkyl, or by one or more groups Z; E1 and E2 independently from each other are ═CH; or ═N—; K is an aromatic or heteroaromatic group which is optionally substituted by C1-C14alkyl, C1-C14alkoxy, C3-C8cycloalkyl, C6-C10aryl, halogen, hydroxy, NO2, —NR3R4, —N(R3)(CO)R4, —SO2NR1R2, —SONR1R2 or by one or more Z; or a radical of formula —NR1R2; R1 and R2 independently from each other are hydrogen; C1-C14alkyl; cyclo-C1-C14alkyl; C6-C10aryl; an aromatic or heteroaromatic group which is optionally substituted by C1-C14alkyl, C1-C14alkoxy, C3-C8cycloalkyl, C6-C10aryl, halogen, hydroxy, —NR5R6, —N(R5)—(CO)R5 or by Z; Z is a group of the formula (1a) *—X1—Y1—W1, wherein X1 is the direct bond; —NR7—; —O—; —NR7(C═O)—; —(CO)NR7—; —O(C═O)—; —(CO)O—; or —(C═O)—; Y1 is the direct bond; C1-C12alkylene, which is optionally interrupted by —O—, —NR8, —S—, —(C═O)—, —O(C═O)—, (C═O)O—, —NR7(C═O)—, —(C═O)NR7—, and which may substituted by C1-C14alkyl, hydroxy-C1-C14alkyl, hydroxy, —NR9R10 or halogen; or C6-C10arylene, which may substituted by C1-C14alkyl, hydroxy-C1-C14alkyl, hydroxy, amino or halogen; W1 is a cationic group; and R3, R4, R5, R6, R7, R8, R9 and R10 independently from each other are hydrogen; C1-C14alkyl; or Z; and An1−, An2− and An3− independently from each other are an anion. The compounds are useful for dyeing of organic materials, such as keratin-containing fibers, wool, leather, silk, cellulose or polyamides, especially keratin-containing fibers, cotton or nylon, more preferably human hair.
    • 公开了式D的化合物是芳族或阳离子杂芳基,其任选被C 1 -C 14烷基,C 1 -C 14烷氧基,羟基-C 1 -C 14烷基,C 3 -C 8环烷基,-CN,NO 2,-NR 3 R 4,卤素, C10芳基,其为任选取代的或C 1 -C 14烷基,或一个或多个基团Z; E1和E2彼此独立地是-CH; 或-N-; K是任选被C 1 -C 14烷基,C 1 -C 14烷氧基,C 3 -C 8环烷基,C 6 -C 10芳基,卤素,羟基,NO 2,-NR 3 R 4,-N(R 3)(CO)R 4,-SO 2 NR 1 R 2, -SONR1R2或一个或多个Z; 或式-NR1R2的基团; R1和R2彼此独立地是氢; C 1 -C 14烷基; 环C 1 -C 14烷基; C6-C10芳基; 任选被C 1 -C 14烷基,C 1 -C 14烷氧基,C 3 -C 8环烷基,C 6 -C 10芳基,卤素,羟基,-NR 5 R 6,-N(R 5) - (CO)R 5或Z取代的芳族或杂芳族基团; Z是式(1a)* -X1-Y1-W1的基团,其中X1是直接键; -NR7-; -O-; -NR7(C-O) - ; - (CO)NR7-; -O(C-O) - ; - (CO)O-; 或 - (C-O) - ; Y1是直接键; (CO) - , - (CO) - ,(CO)O - , - NR7(CO) - , - (CO) NR7-,其可以被C 1 -C 14烷基,羟基-C 1 -C 14烷基,羟基,-NR 9 R 10或卤素取代; 或可被C 1 -C 14烷基取代的C 6 -C 10亚芳基,羟基-C 1 -C 14烷基,羟基,氨基或卤素; W1是阳离子基团; 且R 3,R 4,R 5,R 6,R 7,R 8,R 9和R 10彼此独立地为氢; C 1 -C 14烷基; 或Z; 而An1-,An2-和An3-彼此独立地是阴离子。 这些化合物可用于染色有机材料,例如含角蛋白的纤维,羊毛,皮革,丝绸,纤维素或聚酰胺,特别是含角蛋白的纤维,棉或尼龙,更优选人发。