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    • 4. 发明申请
    • 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
    • US20050251930A1
    • 2005-11-17
    • US10514564
    • 2003-06-06
    • Peter ErkSimone SchaferArno BohmPeter BlaschkaHarald ArmsWilli Helfer
    • Peter ErkSimone SchaferArno BohmPeter BlaschkaHarald ArmsWilli Helfer
    • C09B67/10C09B67/48D06P3/52
    • 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 in an organic or inorganic solvent whose molecules have a molecular volume of ≦230 Å3 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.
    • 用于转化通式I的苝-3,4:9,10-四甲酰亚胺的方法,其中R 1和R 2各自为非支链,支链或环状C < SUB-1-C 8 - 烷基至适于用作荧光染料的形式,其包括:a)将苝-3,4:9,10-四甲酰亚胺溶解或悬浮于 分子在0-250℃下具有分子体积<= 230Å3的有机或无机溶剂,b1)将步骤a)中获得的溶液冷却至或低于结晶温度, 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,加入水或溶剂的稀溶液直到形成第一晶体,并保持 在该温度下进一步结晶的溶液或b2)当步骤a)中的温度wa)时将步骤a)中得到的悬浮液冷却至或低于结晶温度 高于结晶温度,并将悬浮液保持在该温度下进一步结晶,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,以及新型苝-3的结晶形式, 4:9,10-四羧酸二酰亚胺。
    • 5. 发明申请
    • METHOD FOR CONVERTING PERYLEN-3,4:9,10-TETRACARBOXYLIC ACID DIIMIDES INTO A FORM SUITABLE FOR USE AS A FLUORESCENT DYE
    • 将季戊四烯-3,4:9,10-四羧酸二异氰酸酯转化为适用于荧光染料的形式的方法
    • US20090176985A1
    • 2009-07-09
    • US12346262
    • 2008-12-30
    • Peter ERKSimone SchaeferArno BohmPeter BlaschkaHarald ArmsWilli Helfer
    • Peter ERKSimone SchaeferArno BohmPeter BlaschkaHarald ArmsWilli Helfer
    • C07D471/06
    • 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0-250℃下将分子体积分数为<= 230的二萘嵌苯-3,4:9,10-四甲酰亚胺溶解或悬浮在有机或无机溶剂中,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 溶剂直至形成第一晶体,并将溶液保持在该温度下进一步结晶,或b)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,并维持 g在该温度下的悬浮液进一步结晶,c)分离步骤b)中形成的溶剂合物晶体,d)然后从溶剂合物晶体中除去溶剂,以及新型的苝-3,4:9,10-四羧酸的结晶形式 二酰亚胺
    • 7. 发明授权
    • Preparation and purification of perylene-3,4-dicarbimides
    • 苝-3,4-二酰亚胺的制备和纯化
    • US5808073A
    • 1998-09-15
    • US860925
    • 1997-07-21
    • Arno BohmWilli Helfer
    • Arno BohmWilli Helfer
    • C07D221/18C07D471/06C07D493/08C09B5/62C09B57/08C07D401/04C07D407/04C07D409/04
    • C07D221/18C09B5/62
    • Preparation of perylene-3,4-dicarbimides by reaction of a perylene-3,4,9,10-tetracarboxylic acid or of the corresponding anhydrides with a primary amine by performing the reaction in the presence of a tertiary nitrogen base as solvent and of a transition metal or transition metal salt as catalyst, and purification of perylene-3,4-dicarbimides obtained by reaction of a perylene-3,4,9,10-tetracarboxylic acid or of the corresponding anhydrides with a primary amine by heating the crude products initially in N-methylpyrrolidone and then treating the resulting N-methylpyrrolidone adducts in the presence of an organic diluent with a base, and if desired subjecting the subsequently isolated products to an additional treatment with an aqueous acid, and also novel perylene-3,4-dicarbimides and their use as fluorescent dyes, pigments or pigment additive precursors.
    • PCT No.PCT / EP96 / 00117 Sec。 371日期1997年7月21日 102(e)日期1997年7月21日PCT 1996年1月12日PCT PCT。 WO96 / 22331 PCT出版物 日期1996年7月25日通过在叔氮存在下进行反应,通过苝-3,4,9,10-四羧酸或相应的酸酐与伯胺的反应制备苝-3,4-二酰亚胺 作为溶剂的碱和作为催化剂的过渡金属或过渡金属盐,并且通过苝-3,4,9,10-四羧酸或相应的酸酐与主要的反应获得的苝-3,4-二酰亚胺的纯化 胺,最初在N-甲基吡咯烷酮中加热粗产物,然后在有机稀释剂存在下用碱处理所得的N-甲基吡咯烷酮加合物,如果需要,用随后的分离产物再用酸水溶液处理,并且还 新型苝-3,4-二酰亚胺及其作为荧光染料,颜料或颜料添加剂前体的用途。
    • 8. 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。
    • 9. 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
    • 10. 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。