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    • 3. 发明授权
    • Process for producing perylene-3, 4-dicarboxylic acid imides
    • 生产苝-3,4-二羧酸酰亚胺的方法
    • US6136976A
    • 2000-10-24
    • US147353
    • 1998-12-07
    • Arno BoehmHarald ArmsWilli HelferGeorg Henning
    • Arno BoehmHarald ArmsWilli HelferGeorg Henning
    • C07D221/18C09B5/62C07D471/00C07D239/28C07D401/12C07D403/12
    • C09B5/62C07D221/18
    • Perylene-3,4-dicarboximides I ##STR1## (R.sup.1 is hydrogen; C.sub.1 -C.sub.8 -alkyl; C.sub.5 -C.sub.8 -cycloalkyl; substituted or unsubstituted phenyl or naphthyl;R.sup.2 independently at each occurrence is hydrogen; C.sub.1 -C.sub.18 -alkyl, substituted or unsubstituted aryloxy, arylthio, hetaryloxy or hetarylthio)are prepared by reacting the corresponding perylene-3,4,9,10-tetracarboxylic acid or its anhydride (II) with an amide IIIR.sup.3 --CO--NHR.sup.1 III(R.sup.3 : C.sub.1 -C.sub.4 -alkyl or --NR.sup.4 R.sup.5 where R.sup.4 and R.sup.5 independently are hydrogen or one of the R.sup.1 alkyls, cycloalkyls, phenyls or naphthyls and where if two or more of R.sup.1, R.sup.4 and R.sup.5 are other than hydrogen they are identical)under superatmospheric pressure in the presence of an inert diluent and a transition metal catalyst.
    • PCT No.PCT / EP97 / 02761 Sec。 371 1998年12月7日第 102(e)日期1998年12月7日PCT提交1997年5月28日PCT公布。 公开号WO97 / 46533 日期1997年12月11日亚苯基-3,4-二甲酰亚胺I(R1为氢; C1-C8-烷基; C5-C8-环烷基;取代或未取代的苯基或萘基; R2各自独立地为氢; C1-C18-烷基 ,取代或未取代的芳氧基,芳硫基,杂芳氧基或杂芳硫基)通过相应的苝-3,4,9,10-四羧酸或其酸酐(II)与酰胺IIIR3-CO-NHR1 III(R3:C1- C4烷基或-NR4R5,其中R4和R5独立地是氢或R1烷基,环烷基,苯基或萘基中的一个,并且如果R 1,R 4和R 5中的两个或多个不是氢,则它们相同)在超大气压下 存在惰性稀释剂和过渡金属催化剂。
    • 4. 发明授权
    • Tert-alkylphenoxy-substituted polycyclic compounds
    • 叔烷基苯氧基取代的多环化合物
    • US07145010B2
    • 2006-12-05
    • US10472546
    • 2002-03-20
    • Arno BoehmWilli HelferGeorg BeckMatthias KriegerPeter Erk
    • Arno BoehmWilli HelferGeorg BeckMatthias KriegerPeter Erk
    • C07D221/18D06P1/00
    • C07D241/38C07D209/56C07D211/08C07D471/06C07D487/06C08K5/0041C09B3/44C09B5/62C09B47/18C09B69/00C09D5/36C09D11/037
    • Tert-alkylphenoxy-substituted polycyclic compounds of the general formula I where P is a conjugated polycyclic radical which is stable to bases and nucleophiles, optionally bears aryl substituents and contains no group from the group consisting of —CO—NH—CO—, —COOH and —CO—O—CO—; R is C1–C8-alkyl, whose carbon chain may be interrupted by one or more groups selected from the group consisting of —O—, —S—, —NR1—, —CO— and/or —SO2— and which may be monosubstituted or polysubstituted by C1–C6-alkoxy or by a 5- to 7-membered heterocyclic radical which is attached via a nitrogen atom and may contain further heteroatoms and be aromatic; C5–C8-cycloalkyl whose carbon chain may be interrupted by one or more groups selected from the group consisting of —O—, —S—, —NR1—, —CO— and/or —SO2— and which may be monosubstituted or polysubstituted by C1–C6-alkyl; R1 is hydrogen or C1–C6-alkyl; Hal is chlorine and/or bromine; m is from 0 to 15; n is from 1 to 16, subject to the proviso that the sum m+n is ≦16, are prepared and used.
    • 通式I的叔烷基苯氧基取代的多环化合物,其中P是对碱和亲核试剂稳定的共轭多环基团,任选地带有芳基取代基,并且不包含-CO-NH-CO-,-COOH 和-CO-O-CO-; R是C 1 -C 8 - 烷基,其碳链可以被一个或多个选自-O - , - S - , - NR 1 - , - CO - 和/或-SO 2 - ,并且其可以被C 1 -C 1单取代或多取代, 6 - 烷氧基或通过氮原子连接并可以含有其它杂原子并且为芳族的5-至7-元杂环基; C 5 -C 8 -C 8 - 环烷基,其碳链可被一个或多个选自-O - , - S - , - NR < -CO - 和/或-SO 2 - ,并且其可以被C 1 -C 6单取代或多取代, 亚烷基; R 1是氢或C 1 -C 6 - 烷基; Hal是氯和/或溴; m为0〜15; n为1至16,但条件是m + n之和<= 16,并被使用。
    • 6. 发明授权
    • Conversion of perylene-3,4:9,10-tetracarboximides to a form suitable for use as fluorescent dyes
    • 将苝-3,4:9,10-四羧酰亚胺转化为适合用作荧光染料的形式
    • US07851628B2
    • 2010-12-14
    • US12346262
    • 2008-12-30
    • Peter ErkSimone SchaeferArno BoehmPeter BlaschkaHarald ArmsWilli Helfer
    • Peter ErkSimone SchaeferArno BoehmPeter BlaschkaHarald ArmsWilli Helfer
    • C09B3/14C07D471/00
    • C09B67/0014C09B67/0025
    • A process for converting perylene-3,4:9,10-tetracarboximides of the general formula I in which R1 and R2 are each unbranched, branched or cyclic C1-C8-alkyl to a form suitable for use as fluorescent dyes, which comprises a) dissolving or suspending the perylene-3,4:9,10-tetracarboximides whose molecules have a molecular volume of ≦230 Å3 in an organic or inorganic solvent at from 0 to 250° C., b1) cooling the solution obtained in step a) to or below the crystallization temperature and, in the case of an organic solvent, if desired at the same time removing excess solvent until the first crystals form, or, in the case of an inorganic solvent, adding water or dilute aqueous solutions of the solvent until the first crystals form, and maintaining the solution at this temperature for further crystallization or b2) cooling the suspension obtained in step a) to or below the crystallization temperature when the temperature in step a) was above the crystallization temperature, and maintaining the suspension at this temperature for further crystallization, c) isolating the solvate crystals formed in step b) and d) then removing the solvent from the solvate crystals, and also novel crystalline forms of perylene-3,4:9,10-tetracarboxylic diimides.
    • 用于将通式I的苝-3,4:9,10-四甲酰亚胺转化为其中R 1和R 2各自是非支链,支链或环状的C 1 -C 8烷基的方法,其适于用作荧光染料,其包含 )在有机或无机溶剂中在0至250℃下溶解或悬浮其分子具有分子量为&amp; 230;Å3的苝-3,4:9,10-四甲酰亚胺,b1)冷却步骤 a)达到或低于结晶温度,并且在有机溶剂的情况下,如果需要,同时除去过量的溶剂直到形成第一晶体,或者在无机溶剂的情况下,加入水或稀的水溶液 溶剂直到形成第一晶体,并将溶液保持在该温度下进一步结晶,或b2)当步骤a)中的温度高于结晶温度时,将步骤a)中获得的悬浮液冷却至或低于结晶温度,并将其固化 在该温度下搅拌悬浮液进一步结晶,c)分离步骤b)中形成的溶剂化物晶体,d)然后从溶剂合物晶体中除去溶剂,还可以形成苝-3,4:9,10-四羧酸 二酰亚胺
    • 7. 发明授权
    • Method for converting perylen-3,4:9,10-tetracarboxylic acid diimides into a form suitable for use as a fluorescent dye
    • 将苝-3,4:9,10-四羧酸二酰亚胺转化为适合用作荧光染料的形式的方法
    • US07753967B2
    • 2010-07-13
    • US10514564
    • 2003-06-06
    • Peter ErkSimone SchaeferArno BoehmPeter BlaschkaHarald ArmsWilli Helfer
    • Peter ErkSimone SchaeferArno BoehmPeter BlaschkaHarald ArmsWilli Helfer
    • C09B3/14C07B63/00
    • C09B67/0014C09B67/0025
    • Novel crystalline forms of and a process for converting perylene-3,4:9,10-tetracarboximide of the general formula I to a form used as a fluorescent dye. The process including: a) dissolving or suspending the perylene-3,4:9,10-tetracarboximide in a solvent to obtain a solution or suspension; and b1) cooling the solution obtained in step a) to a temperature at or below the crystallization temperature of the perylene-3,4:9,10-tetracarboximide and, if the solvent is organic, removing excess solvent until the first crystals form, otherwise, adding water or dilute aqueous solutions of the solvent until the first crystals form, and maintaining the solution at that temperature for further crystallization; or b2) cooling the suspension obtained in step a) to or below the crystallization temperature when the temperature in step a) was above the crystallization temperature, and maintaining the suspension at the temperature for further crystallization to form one or more solvate crystals.
    • 将通式I的苝-3,4:9,10-四甲酰亚胺转化为用作荧光染料的形式的新型晶型和方法。 该方法包括:a)将苝-3,4:9,10-四甲酰亚胺溶解或悬浮在溶剂中以获得溶液或悬浮液; 和b1)将步骤a)中获得的溶液冷却至等于或低于苝-3,4:9,10-四甲酰亚胺的结晶温度的温度,如果溶剂是有机的,则除去多余的溶剂直到形成第一晶体, 否则,加入水或稀释的溶剂水溶液直到形成第一晶体,并将溶液保持在该温度下进一步结晶; 或b2)当步骤a)中的温度高于结晶温度时,将步骤a)中获得的悬浮液冷却至或低于结晶温度,并将悬浮液保持在该温度下进一步结晶以形成一种或多种溶剂化物晶体。