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    • 1. 发明授权
    • N-substituted triarylmethane sulfonamides and method of preparation
    • N-取代三芳基甲烷磺酰胺及其制备方法
    • US5399709A
    • 1995-03-21
    • US076213
    • 1993-06-11
    • Myron S. SimonMarcis M. KampeDavid P. Waller
    • Myron S. SimonMarcis M. KampeDavid P. Waller
    • B41M5/26B41M5/136B41M5/323B41M5/337C07D513/10C09B11/28G01N33/52G03C1/498G03C8/10G03C8/14G03C8/16G03C8/18G03C8/22C07D491/107C07D311/88C07D405/10G03C1/72
    • G03C8/16B41M5/136B41M5/323C07D513/10G01N33/52G03C8/10B41M5/1366Y10S430/156
    • A novel class of N-substituted triarylmethane sulfonamides is provided which undergo reversible oxidation into colored form and reversible reduction of the oxidized form into colorless form. The N-substituted triarylmethane sulfonamides can be represented by the formulae: ##STR1## wherein B is a carbocyclic ring or rings; T is a 5- or 6-membered ring; Y is a moiety selected from ##STR2## wherein E, positioned ortho or para to said --OH group, is selected from --OH, --NH.sub.2, --NHR', --NR'R" and --NHSO.sub.2 R' wherein R' and R" each are lower alkyl groups having 1 to 6 carbon atoms or aralkyl wherein the aryl portion may be substituted with alkyl groups having 1 to 24 carbon atoms, and E' is hydrogen or a monovalent group that is substituted on one of the remaining carbon atoms; G and G' each are hydroxy or methoxy, provided one is hydroxy and the other is methoxy; and Z and Z' taken individually represent the moieties to complete the chromophoric system of a triarylmethane dye when said N-containing ring, T, is open and Z and Z' taken together represent the bridged moieties to complete the chromophoric system of a bridged triarylmethane dye when said N-containing ring, T, is open; and Y' represents the quinoid form of Y. Preferred embodiments comprise xanthene sulfonamides having N-aryl substituents, e.g., hydroquinone substituents. These compounds possess redox potentials ranging between about +200 to -500 millivolts and thus are useful as dyes for producing photographic, photothermographic, thermal, and pressure-induced images, as well as being useful as redox indicators in a wide variety of biological and chemical reactions.
    • 提供了一类新的N-取代的三芳基甲烷磺酰胺,其经历可逆的氧化成着色形式,并将氧化形式可逆地还原成无色形式。 N-取代的三芳基甲烷磺酰胺可以由下式表示:其中B是碳环或环; T是5-或6-元环; Y是选自图像(a)和(b)中的部分,其中位于所述-OH基团的邻位或对位的E选自-OH,-NH 2,-NHR',-NR'R' '和-NHSO 2 R',其中R'和R“各自是具有1至6个碳原子的低级烷基或芳烷基,其中芳基部分可以被具有1至24个碳原子的烷基取代,并且E'是氢或一价 在其余碳原子上被取代的基团; G和G'各自为羟基或甲氧基,其中一个为羟基,另一个为甲氧基; 并且Z和Z'分别表示当所述含N环T是开放的且Z和Z'代表桥连部分以完成桥联三芳基甲烷的发色体系时完成三芳基甲烷染料的发色体系的部分 当所述含氮环T为开时染色; Y'表示Y的醌型。优选的实施方案包括具有N-芳基取代基的呫吨磺酰胺,例如氢醌取代基。 这些化合物具有范围在约+200至-500毫伏之间的氧化还原电位,因此可用作产生照相,光热照相,热和压力诱导图像的染料,并且可用作各种生物和化学品中的氧化还原指示剂 反应。
    • 5. 发明授权
    • Process for the production of triaryl methane compounds
    • 生产三芳基甲烷化合物的方法
    • US4533499A
    • 1985-08-06
    • US597213
    • 1984-04-06
    • Malcolm C. ClarkJohn B. HenshallDerrick A. Hart
    • Malcolm C. ClarkJohn B. HenshallDerrick A. Hart
    • B41M5/136B41M5/145B41M5/323C07C273/18C07C275/24C09B11/16C09B11/24C09B11/26C07D307/83C09B11/10
    • C09B11/26B41M5/1366B41M5/145B41M5/323C07C273/1863C09B11/16C09B11/24
    • A process for the production of a compound of formula ##STR1## which comprises reacting a compound of formula ##STR2## or a mixture of the compounds (2a) and (2b) with a compound ZH or a compound of formula ##STR3## or a mixture of the compounds (2c) and (2d) with a compound YH, both reactions under acidic conditions, wherein X and Y are the same or different and each represents an aromatic carbocyclic radical having an unsubstituted or substituted amino group in the para position to the indicated bond, or a heterocyclic group, and Z represents an aryl radical of formula ##STR4## wherein R.sub.1 and R.sub.2 independently of one another represent hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.2 -C.sub.8 -alkoxyalkyl, cycloalkyl, aralkyl, aryl, or substituted alkyl, cycloalkyl, aralkyl or aryl, or R.sub.1 and R.sub.2 together with the nitrogen atom which links them represent a five- or six-membered, preferably saturated, heterocyclic radical andW represents hydroxy, alkoxy, aryloxy, amino or substituted amino, and the aromatic carbocyclic radical of formula (1a) or (1b) may be further substituted by one or more halogen, cyano, nitro, alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms,V represents oxygen, sulphur or imino andT.sub.1 and T.sub.2 independently represent hydrogen, C.sub.1 -C.sub.12 -alkyl, C.sub.2 -C.sub.12 -alkenyl, aryl, aralkyl, and T.sub.1 also amido or ureido, orT.sub.1 and T.sub.2 together with the nitrogen atom which links them represent a five- or six-membered heterocyclic radical.
    • 制备式(1)化合物的方法,其包括使式IMAMA(2a)或(IMAGE)(2b)化合物或化合物(2a)和(2b)的混合物与 化合物ZH或式(2c)或化合物(2d)的化合物或化合物(2c)和(2d)的混合物与化合物YH的反应,两种在酸性条件下的反应,其中X和Y为 相同或不同,并且各自表示在指定键的对位具有未取代或取代的氨基的芳族碳环基团或杂环基,Z表示式(1a)或(VI)的芳基, (1b)其中R1和R2彼此独立地表示氢,C1-C12烷基,C2-C8-烷氧基烷基,环烷基,芳烷基,芳基或取代的烷基,环烷基,芳烷基或芳基,或R1和R2与氮原子一起 其连接它们代表五或六元,优选饱和的杂环基,W代表羟基,烷氧基 ,芳氧基,氨基或取代的氨基,式(1a)或(1b)的芳族碳环基团可以进一步被一个或多个卤素,氰基,硝基,1-4个碳原子的烷基或1-4个碳原子的烷氧基取代 原子,V表示氧,硫或亚氨基,T1和T2独立地表示氢,C1-C12-烷基,C2-C12-烯基,芳基,芳烷基和T1也是酰氨基或脲基,或T1和T2与氮原子一起 连接它们代表五或六元杂环基。