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    • 86. 发明授权
    • Preparation of trans cyclohexane 1,4-diamine
    • 反式环己烷1,4-二胺的制备
    • US4486603A
    • 1984-12-04
    • US420186
    • 1982-09-20
    • Hans ZengelManfred Bergfeld
    • Hans ZengelManfred Bergfeld
    • C07C271/24C07C67/00C07C209/00C07C209/56C07C211/36C07C231/00C07C231/02C07C235/58C07C239/00C07C241/00C07C263/06C07C265/00C07C265/14C07C273/18C07C275/04C07C275/26C07C311/56C07D295/20C07C85/00C07C87/36
    • C07C273/1845C07C311/56
    • A process is disclosed for selectively making trans-cyclohexane-1,4-diisocyanate, trans-cyclohexane-1,4-diamine, a trans-cyclohexane-1,4-diurethane, a trans-cyclohexane-1,4-diurea and trans-cyclohexane-1,4-disulphonyl urea by reacting ammonia with a mixture of cis and trans cyclohexane-1,4-dicarboxylic acid, a lower alkyl ester, a glycol ester, an oligomeric ester or a polyester to make a solid trans-dicarboxylic acid diamide in a first step. The diamide is chlorinated to form trans-cyclohexane-1,4-dicarboxylic acid-bis-N-chloramide. The latter compound is then converted into a(a) trans-cyclohexane-1,4-diamine with an alkali metal hydroxide or alkaline earth metal hydroxide; or into a(b) a trans-cyclohexane-1,4-diurethane by reaction with an alcohol or glycol in a reaction mixture containing an alkali metal hydroxide or alkaline earth metal hydroxide; or into(c) a trans-cyclohexane-1,4-diurea by reaction with a primary or secondary amine in a reaction mixture containing an alkali metal hydroxide or alkaline earth metal hydroxide; or into a(d) trans-cyclohexane-1,4-sulphonyl urea by reaction with a primary sulphonamide in a reaction mixture containing an alkali metal hydroxide and dimethyl formamide and water.The diurea prepared in (c) may be converted into trans-cyclohexane-1,4-diisocyanate with gaseous hydrogen chloride in an inert solvent. The diurethane prepared in (b) and the disulphonyl urea prepared in (d) may be thermally decomposed into trans-cyclohexane-1,4-diisocyanate.
    • 公开了一种选择性制备反式环己烷-1,4-二异氰酸酯,反式环己烷-1,4-二胺,反式环己烷-1,4-二氨基甲酸酯,反式环己烷-1,4-二脲和反式环己烷-1,4-二脲 - 环己烷-1,4-二磺酰脲通过使氨与顺式和反式环己烷-1,4-二羧酸,低级烷基酯,乙二醇酯,低聚酯或聚酯的混合物反应制得固体反式二羧酸 酸二酰胺在第一步。 将二酰胺氯化以形成反式 - 环己烷-1,4-二羧酸 - 双-N-氯酰胺。 然后将后一种化合物用碱金属氢氧化物或碱土金属氢氧化物转化为(a)反式 - 环己烷-1,4-二胺; 或者通过与含有碱金属氢氧化物或碱土金属氢氧化物的反应混合物中的醇或二醇反应形成(b)反式环己烷-1,4-二氨基甲酸酯; 或者通过与含有碱金属氢氧化物或碱土金属氢氧化物的反应混合物中的伯胺或仲胺反应形成(c)反式环己烷-1,4-二脲; 或通过与含有碱金属氢氧化物和二甲基甲酰胺和水的反应混合物中的伯磺酰胺反应而形成(d)反式 - 环己烷-1,4-磺酰脲。 (c)中制备的二脲可以在惰性溶剂中用气态氯化氢转化成反式 - 环己烷-1,4-二异氰酸酯。 (b)中制备的二氨基甲酸酯和(d)中制备的二磺酰脲可以热分解成反式环己烷-1,4-二异氰酸酯。
    • 88. 发明授权
    • Preparation of trans cyclohexane 1,4-diurea
    • 反式环己烷1,4-二脲的制备
    • US4467114A
    • 1984-08-21
    • US420187
    • 1982-09-20
    • Hans ZengelManfred Bergfeld
    • Hans ZengelManfred Bergfeld
    • C07C271/24C07C67/00C07C209/00C07C209/56C07C211/36C07C231/00C07C231/02C07C235/58C07C239/00C07C241/00C07C263/06C07C265/00C07C265/14C07C273/18C07C275/04C07C275/26C07C311/56C07D295/20C07C127/15
    • C07C273/1845C07C311/56
    • A process is disclosed for selectively making trans-cyclohexane-1,4-diisocyanate, trans-cyclohexane-1,4-diamine, a trans-cyclohexane-1,4-diurethane, a trans-cyclohexane-1,4-diurea and trans-cyclohexane-1,4-disulphonyl urea by reacting ammonia with a mixture of cis and trans-cyclohexane-1,4-dicarboxylic acid, a lower alkyl ester, a glycol ester, an oligomeric ester or a polyester to make a solid trans-dicarboxylic acid diamide in a first step. The diamide is chlorinated to form cyclohexane-1,4-dicarboxylic acid-bis-N-chloramide. The latter compound is then converted into a(a) trans-cyclohexane-1,4-diamine with an alkali metal hydroxide or alkaline earth metal hydroxide; or into a(b) a trans-cyclohexane-1,4-diurethane by reaction with an alcohol or glycol in a reaction mixture containing an alkali metal hydroxide or alkaline earth metal hydroxide; or into(c) a trans-cyclohexane-1,4-diurea by reaction with a primary or secondary amine in a reaction mixture containing an alkali metal hydroxide or alkaline earth metal hydroxide; or into a(d) trans-cyclohexane-1,4-sulphonyl urea by reaction with a primary sulphonamide in a reaction mixture containing an alkali metal hydroxide and dimethyl formamide and water.The diurea prepared in (c) may be converted into trans-cyclohexane-1,4-diisocyanate with gaseous hydrogen chloride in an inert solvent. The diurethane prepared in (b) and the disulphonyl urea prepared in (d) may be thermally decomposed into trans-cyclohexane-1,4-diisocyanate.
    • 公开了一种选择性制备反式环己烷-1,4-二异氰酸酯,反式环己烷-1,4-二胺,反式环己烷-1,4-二氨基甲酸酯,反式环己烷-1,4-二脲和反式环己烷-1,4-二脲 通过使氨与顺式和反式 - 环己烷-1,4-二羧酸,低级烷基酯,乙二醇酯,低聚酯或聚酯的混合物反应,形成固体反式 - 环己烷-1,4-二磺酰脲, 二羧酸二酰胺。 氯化二酰胺以形成环己烷-1,4-二羧酸 - 双-N-氯酰胺。 然后将后一种化合物用碱金属氢氧化物或碱土金属氢氧化物转化为(a)反式 - 环己烷-1,4-二胺; 或者通过与含有碱金属氢氧化物或碱土金属氢氧化物的反应混合物中的醇或二醇反应形成(b)反式环己烷-1,4-二氨基甲酸酯; 或者通过与含有碱金属氢氧化物或碱土金属氢氧化物的反应混合物中的伯胺或仲胺反应形成(c)反式环己烷-1,4-二脲; 或通过与含有碱金属氢氧化物和二甲基甲酰胺和水的反应混合物中的伯磺酰胺反应而形成(d)反式 - 环己烷-1,4-磺酰脲。 (c)中制备的二脲可以在惰性溶剂中用气态氯化氢转化成反式 - 环己烷-1,4-二异氰酸酯。 (b)中制备的二氨基甲酸酯和(d)中制备的二磺酰脲可以热分解成反式环己烷-1,4-二异氰酸酯。