CAS: 15791-87-4; 4,6-Diaminobenzene-1,3-Diol

该化合物是Resorcinol(DAR)的二胺衍生物,其特点是在苯环的4和6个位置上的两个氨基组,该化合物是合成高性能聚合物,特别是多苯甲醚和其他热稳定材料的关键中间体,其僵硬的芳香结构和功能组有助于提高聚合物应用中的机械强度和耐热性. DAR还因其发相特性,被用于染色和协调综合体的生产中.该化合物的纯度和再活性很高,因此对需要精确分子控制的先进材料研究和工业过程很有价值.

结构式图片

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4,6-Bis-Phenylazo-Resorcinol 15236-63-2
4,6-Bis-Phenylazo-Resorcinol 15236-63-2

合成工艺路线路线简述

    2-Chloro-4,6-Dinitroresorcinol置于15% Palladium On Carbon,Ammonium Acetate,氢气体系中,用 异丙醇 用作溶剂,60.0 °C,2.0 Mpa 条件下,反应 0.05H,以88%的收率获得4,6-二氨基间苯二酚
    参考文献:Pd / C催化剂上2-氯-4,6-二硝基间苯二酚的加氢脱氯
    标题:Pd / C催化剂上2-氯-4,6-二硝基间苯二酚的加氢脱氯
    摘要:通过浸渍-沉积法制备的负载在活性炭上的钯催化剂(pd / C)用于2-氯-4,6-二硝基间苯二酚(cdnr)的催化加氢和加氢脱氯(hdc).通过x射线衍射,X射线光电子能谱(xps),扫描电子显微镜和透射电子显微镜进行表征,揭示了〜3.0 Nm Pd纳米颗粒形式的pd物种,该颗粒由高度分散在活性炭上的pd 0和pd N +组成.具有高pd 0 /(pd 0 + Pd N +的pd / C催化剂 )对cdnr的氢化具有高活性,而目标产物4,6-二氨基间苯二酚(dar)的收率很大程度上取决于溶剂介质.得到了溶剂介电常数与活性和选择性的关系.烷醇或乙酸水溶液对hdc有利.当使用80%乙醇/水介质进行反应时,未检测到2-氯-4,6-二氨基间苯二酚产物.Xps,能量分散光谱和高分辨率透射电子显微镜显示,强cl吸附导致pd / C催化剂的活性和对dar的选择性降低.
    Doi:10.1007/s11164-018-3477-Y

    海关参考信息

    专利信息


    专利号:US-RE34589-E
    优先权日:1989-11-17
    标题 :Aqueous synthesis of 2-halo-4,6-dinitroresorcinol and 4,6-diaminoresorcinol
    发明人:YIN TYZE-KUAN T
    权利人:DOW CHEMICAL CO
    摘要:The displacement of halogen from a 1,2,3-trihalo-4,6-dinitroresorcinol can be carried out in an aqueous medium using alkali metal hydroxide to form 2-halo-4,6-dinitroresorcinol. The product is a useful intermediate in the synthesis of 4,6-diaminoresorcinol, which is a monomer for polybenzoxazole polymers. The process from part of a useful aqueous process for synthesizing 4,6-diaminoresorcinol.

    专利号:US-5219981-A
    优先权日:1991-03-01
    标题 :Semi-continuous process for synthesis of polybenzazole polymers
    发明人:GREGORY THOMAS; HURTIG CARL W; LEDBETTER HARVEY D; QUACKENBUSH KENNETH J; ROSENBERG STEVEN
    权利人:DOW CHEMICAL CO
    摘要:Polybenzazole polymers can be synthesized rapidly in large quantities at high molecular weight and high concentration by a two-step process of forming oligomers in a batch reactor and advancing the molecular weight of the polymer in an extruder.

    专利号:US-5194562-A
    优先权日:1989-02-22
    标题:Nucleophilic displacement method for synthesis of non-rigid PBZ polymers
    发明人:INBASEKARAN MUTHIAH N; MULLINS MICHAEL J
    权利人:DOW CHEMICAL CO
    摘要:Azole rings, such as oxazole and thiazole rings, can activate an aromatic ring bonded to a leaving group such as a halogen atom so that the aromatic ring will undergo aromatic nucleophilic substitution. The reaction is useful for making ethers, thioethers and amines containing azole rings. In particular, monomers having azole rings, activated aromatic rings with leaving groups and nucleophilic moieties can react under conditions of aromatic nucleophilic displacement to form non-rigid rob PBZ polymers. The non-rigid rod PBZ polymers can be used to form molecular composites with rigid rod PBZ polymers which molecular composites are not substantially phase separated.

    专利号:US-5216110-A
    优先权日:1989-02-22
    标题 :Monomers useful in nucleophilic displacement synthesis of polybenzazole polymers
    发明人:INBASEKARAN MUTHIAH N; MULLINS MICHAEL J
    权利人:DOW CHEMICAL CO
    摘要:Azole rings, such as oxazole and thiazole rings, can activate an aromatic ring bonded to a leaving group such as a halogen atom so that the aromatic ring will undergo aromatic nucleophilic substitution. The reaction is useful for making ethers, thioethers and amines containing azole rings. In particular, monomers having azole rings, activated aromatic rings with leaving groups and nucleophilic moieties can react under conditions of aromatic nucleophilic displacement to form non-rigid rod PBZ polymers. The non-rigid rod PBZ polymers can be used to form molecular composites with rigid rod PBZ polymers which molecular composites are not substantially phase separated.

    专利号:US-5104960-A
    优先权日:1989-02-22
    标 题:Nucleophilic displacement method for synthesis of non-rigid PBZ polymers
    发明人:INBASEKARAN MUTHIAH N; MULLINS MICHAEL J
    权利人:DOW CHEMICAL CO
    摘要:Azole rings, such as oxazole and thiazole rings, can activate an aromatic ring bonded to a leaving group such as a halogen atom so that the aromatic ring will undergo aromatic nucleophilic substitution. The reaction is useful for making ethers, thioethers and amines containing azole rings. In particular, monomers having azole rings, activated aromatic rings with leaving groups and nucleophilic moieties can react under conditions of aromatic nucleophilic displacement to form non-rigid rod PBZ polymers. The non-rigid rod PBZ polymers can be used to form molecular composites with rigid rod PBZ polymers which molecular composites are not substantially phase separated.

    专利号:US-5371291-A
    优先权日:1993-10-15
    标 题:Synthesis of 4,6-diaminoresorcinol
    发明人:NADER BASSAM S
    权利人:DOW CHEMICAL CO
    摘要:The invention is a new process for preparing 4,6-diaminoresorcinol, a precursor to polybisbenzoxazoles. The desired product is prepared from resorcinol by incorporating a halo group on the 2-position of resorcinol to form 2-haloresorcinol, then nitrating selectively at the 4- and 6-positions of the 2-haloresorcinol to form 2-halo-4,6-dinitroresorcinol, then hydrogenating the 2-halo-4,6-dinitroresorcinol. The selective incorporation of a halo group on the 2-position of resorcinol is accomplished by sulfonating resorcinol at the 4- and 6-positions. The following scheme illustrates the synthetic route used to prepare 4,6-diaminoresorcinol from resorcinol: ##STR1##
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    摘要:J. Eggers, H. Heckelmann, K. Lohmer, and R. Posse. Mitt. Forschungslab. Agfa Leverkusen-Miinchen 1, 95 (1955); CA 50, 6982c.
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