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    • 6. 发明授权
    • Preparation of glycine-N,N-diacetic acid derivatives
    • 甘氨酸-N,N-二乙酸衍生物的制备
    • US5849950A
    • 1998-12-15
    • US653024
    • 1996-05-24
    • Thomas GreindlAlfred OftringGerold BraunJochen WildBirgit Potthoff-KarlGeorg Schuh
    • Thomas GreindlAlfred OftringGerold BraunJochen WildBirgit Potthoff-KarlGeorg Schuh
    • C07C227/18C07C227/26C07C229/16C07C229/00
    • C07C227/26
    • Glycine-N,N-diacetic acid derivatives I ##STR1## where R is unsubstituted or substituted alkyl, alkenyl, alkoxylate groups, phenylalkyl, phenyl, a heterocyclic ring or a radical of the formula ##STR2## where A is an alkylene bridge or a chemical bond, and M is hydrogen, alkali metal, alkaline earth metal, ammonium or substituted ammonium in the appropriate stoichiometric amounts, are prepared by reacting A) corresponding 2-substituted glycines or 2-substituted glycinonitriles or doubled glycines of the formula ##STR3## or doubled glycinonitriles of the formula ##STR4## or precursors of the glycine derivatives named as starting material with formaldehyde and hydrogen cyanide in aqueous medium at a pH of from 0 to 11 or B) iminodiacetonitrile or iminodiacetic acid with appropriate monoaldehydes of the formula R--CHO or dialdehydes of the formula OHC--A--CHO and hydrogen cyanide in aqueous medium at a pH of from 0 to 11 and, where appropriate, subsequent hydrolysis of nitrile functionalities which are present, where the starting material used comprises unpurified raw material derived from the industrial synthesis of glycine derivatives or their precursors or of iminodiacetonitrile or iminodiacetic acid, or mother liquors produced in such syntheses.
    • 甘氨酸-N,N-二乙酸衍生物I(I)其中R是未取代或取代的烷基,烯基,烷氧基化物,苯基烷基,苯基,杂环或下式的基团其中A是亚烷基 桥或化学键,并且M是氢,碱金属,碱土金属,铵或取代的铵以适当的化学计量的量,通过使A)相应的2-取代的甘氨酸或2-取代的甘氨酸腈或式 或者在水性介质中以甲醛和氰化氢命名为起始原料的甘氨酸衍生物的前体(pH值为0至11)或B)亚氨基二乙腈或亚氨基二乙酸与适当的单醛 式R-CHO或式OHC-A-CHO的二醛和氰化氢在水介质中的pH为0至11,并且在适当的情况下随后水解腈官能团 其中使用的起始材料包括衍生自甘氨酸衍生物或其前体或亚氨基乙腈或亚氨基二乙酸的工业合成的未纯化原料,或在这种合成中产生的母液。
    • 9. 发明授权
    • Method for producing long-chain glycine-N,N-diacetic acid derivatives
    • 制备长链甘氨酸-N,N-二乙酸衍生物的方法
    • US06307086B1
    • 2001-10-23
    • US09463998
    • 2000-03-21
    • Rainer RahmThomas GreindlAlfred OftringGuenter OetterJuergen DeteringGerold Braun
    • Rainer RahmThomas GreindlAlfred OftringGuenter OetterJuergen DeteringGerold Braun
    • C07C25300
    • C07C229/08C07C229/16C07C253/00C07C255/25
    • A process for preparing compounds of the formula IIb  where R is C6-C30-alkyl or C6-C30-alkenyl, which may additionally have upto 5 hydroxyl groups, formyl groups, C1-C4-alkoxy groups, phenoxy groups or C1-C4-alkoxycarbonyl groups as substituents and may be interrupted by upto 5 nonadjacent oxygen atoms, or alkoxylate groups of the formula —(CH2)k—O—(A1O)m—(A2O)n—Y where A1 and A2 are, independently of one another, 1,2-alkylene groups having 2 to 4 carbon atoms, Y is hydrogen, C1-C12-alkyl, phenyl or C1-C4-alkoxycarbonyl, and k is 1, 2 or 3, and m and n are each numbers from 0 to 50, and the total of m+n must be at least 4, by reacting iminodiacetonitrile with aldehydes of the formula R—CHO and HCN or alkali metal cyanides, the process being carried out a) in the absence of an organic solvent and in the presence of a Lewis or Brönsted acid, or b) in the presence or absence of an organic solvent and in the presence of an emulsifier, or c) in the presence or absence of an organic solvent and under a pressure in the range from 1 to 40 bar.
    • 制备式IIb化合物的方法,其中R是C 6 -C 30 - 烷基或C 6 -C 30烯基,其可另外具有多达5个羟基,甲酰基,C 1 -C 4 - 烷氧基,苯氧基或C 1 -C 4 - 烷氧基羰基作为取代基,并且可以被至多5个不相邻的氧原子间隔或式 - (CH2)kO-(A1O)m-(A2O)nY的烷氧基化物,其中A1和A2彼此独立地为1,2 具有2至4个碳原子的亚烷基,Y是氢,C 1 -C 12 - 烷基,苯基或C 1 -C 4 - 烷氧基羰基,k是1,2或3,m和n各自为0至50, 通过使亚氨基二乙腈与式R-CHO和HCN或碱金属氰化物的醛反应,所述m + n的总和必须至少为4,该方法在不存在有机溶剂的情况下进行,并且在Lewis的存在下 或布朗斯台德酸,环)在存在或不存在有机溶剂的情况下和在乳化剂orc的存在下)在存在或不存在有机溶剂的情况下 在1至40巴的压力范围内。
    • 10. 发明授权
    • Method for producing long-chain glycine-N,N-diacetic acid derivatives
    • 制备长链甘氨酸-N,N-二乙酸衍生物的方法
    • US06420593B2
    • 2002-07-16
    • US09875995
    • 2001-06-08
    • Rainer RahmThomas GreindlAlfred OftringGuenter OetterJuergen DeteringGerold Braun
    • Rainer RahmThomas GreindlAlfred OftringGuenter OetterJuergen DeteringGerold Braun
    • C07C22904
    • C07C229/08C07C229/16C07C253/00C07C255/25
    • A process for preparing compounds of the formula IIb  where R is C6-C30-alkyl or C6-C30-alkenyl, which may additionally have upto 5 hydroxyl groups, formyl groups, C1-C4-alkoxy groups, phenoxy groups or C1-C4-alkoxycarbonyl groups as substituents and may be interrupted by upto 5 nonadjacent oxygen atoms, or alkoxylate groups of the formula —(CH2)k—O—(A1O)m—(A2O)n—Y where A1 and A2 are, independently of one another, 1,2-alkylene groups having 2 to 4 carbon atoms, Y is hydrogen, C1-C12-alkyl, phenyl or C1-C4-alkoxycarbonyl, and k is 1, 2 or 3, and m and n are each numbers from 0 to 50, and the total of m+n must be at least 4, by reacting iminodiacetonitrile with aldehydes of the formula R—CHO and HCN or alkali metal cyanides, the process being carried out a) in the absence of an organic solvent and in the presence of a Lewis or Brönsted acid, or b) in the presence or absence of an organic solvent and in the presence of an emulsifier, or c) in the presence or absence of an organic solvent and under a pressure in the range from 1 to 40 bar.
    • 制备式IIb化合物的方法,其中R是C 6 -C 30 - 烷基或C 6 -C 30烯基,其可另外具有多达5个羟基,甲酰基,C 1 -C 4 - 烷氧基,苯氧基或C 1 -C 4 - 烷氧基羰基作为取代基,并且可以被至多5个不相邻的氧原子间隔或式 - (CH2)kO-(A1O)m-(A2O)nY的烷氧基化物,其中A1和A2彼此独立地为1,2 具有2至4个碳原子的亚烷基,Y是氢,C 1 -C 12 - 烷基,苯基或C 1 -C 4 - 烷氧基羰基,k是1,2或3,m和n各自为0至50, 通过使亚氨基二乙腈与式R-CHO和HCN或碱金属氰化物的醛反应,所述m + n的总和必须至少为4,该方法在不存在有机溶剂的情况下进行,并且在Lewis的存在下 或布朗斯台德酸,环)在存在或不存在有机溶剂的情况下和在乳化剂orc的存在下)在存在或不存在有机溶剂的情况下 在1至40巴的压力范围内。