CN102206236A - Metal cyanide made from organic nitrile and preparation method thereof - Google Patents

Metal cyanide made from organic nitrile and preparation method thereof Download PDF

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CN102206236A
CN102206236A CN 201010136792 CN201010136792A CN102206236A CN 102206236 A CN102206236 A CN 102206236A CN 201010136792 CN201010136792 CN 201010136792 CN 201010136792 A CN201010136792 A CN 201010136792A CN 102206236 A CN102206236 A CN 102206236A
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salicylaldehyde
bis
production method
method according
organic
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CN 201010136792
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吴新涛
盛天录
胡胜民
谭春红
靳美亮
马骁
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中国科学院福建物质结构研究所
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The invention discloses metal cyanide made from organic nitrile and a preparation method thereof. In the method, metal salt, organic nitrile and Schiff base are dissolved in an organic solvent, after full stirring and heating, the target product can be obtained. According to the invention, virulent raw materials like hydrogen cyanide, potassium cyanide and sodium cyanide are avoided, and substances like peroxides easy to result in explosions are not generated during reactions. In addition, lump crystal product can be obtained in one-step reaction directly. Thus, the method of the invention is safe and efficient.

Description

一种由有机腈制得的金属氰化物及其制备方法 The method of preparation of a metal cyanide and an organic nitriles obtained

【技术领域】 TECHNICAL FIELD

[0001] 本发明涉及一种由有机腈直接制得的金属氰化物及其制备方法。 [0001] The present invention relates to a method for preparing a double metal cyanide and the organic nitriles obtained directly. 【背景技术】 【Background technique】

[0002] 金属氰化物在工业催化、采矿、有机合成等领域应用广泛,但是其制备过程却比较危险。 [0002] metal cyanide catalysis is widely used in industrial, mining, organic synthesis, but the preparation was more dangerous. 因为传统的制备金属氰化物的方法,一般都使用剧毒的氰酸、氰化钾、氰化钠等作为反应原料,如以氰化氢、石灰乳、硫酸亚铁或氯化亚铁为原料一步生成亚铁氰化钙溶液,该溶液再与相应的碱金属盐类反应得到期待的碱金属亚铁氰化物等等,具体制备过程参见CN87106254A、US3247258、US4477589、US447256、US5188952、EP283148 等。 Since the conventional method for preparing metal cyanide, generally use highly toxic cyanate, potassium cyanide, sodium cyanide as the starting material, such as in hydrogen cyanide, milk of lime, ferrous sulfate or ferrous chloride as starting material calcium ferrocyanide solution generating step, and the solution was expected to give the alkali metal ferrocyanide and the like corresponding alkali metal salt is reacted with the specific preparation see CN87106254A, US3247258, US4477589, US447256, US5188952, EP283148 and so on.

[0003] 文献报道的氰基钴酸钾的合成工艺,多采用以氯化亚钴和氰化钾合成的方法。 [0003] reported the synthesis of cyanocobalamin potassium, the use method cobalt chloride and potassium cyanide synthesis. CA55卷10187公开的制备方法是将稍过量的15%氯化亚钴溶液滴入15%氰化钾溶液中反应生成氰化亚钴沉淀,再将氰化亚钴铜稍过量氰化钾反应,浓缩、结晶、过滤得产品。 Volume 10187 CA55 methods of preparation are disclosed in slight excess of the 15% cobalt chloride solution was added dropwise a 15% potassium cyanide solution and precipitation reaction of cobalt cyanide, cobalt and copper cyanide and then a slight excess of potassium cyanide, concentration, crystallization, filtration products. 其制备过程中,若为有氧条件生成过氧化钾,无氧条件则生成氢气,系统存在爆炸危险。 Their preparation, if potassium peroxide generating aerobic conditions, anaerobic conditions generating hydrogen, the danger of explosion system. 同时,操作人员易接触到剧毒的氰化钾、氰化亚钴和滤液,存在较大的安全隐患。 Meanwhile, the operator easily come into contact with the highly toxic cyanide, cobalt cyanide and a filtrate, there is a large security risk.

[0004] 因此,找寻安全有效的制备金属氰化物的方法意义深远。 [0004] Thus, to find a safe and effective method for preparing metal cyanide profound.

【发明内容】 [SUMMARY]

[0005] 本发明目的提供一种由低毒有机腈代替剧毒的氰化氢、氰化钾、氰化钠等反应原料制备金属氰化物的方法。 The method of preparing a raw material metal cyanide Objective [0005] The present invention provides a low-toxic organic nitrile is replaced by highly toxic hydrogen cyanide, potassium cyanide, sodium cyanide and other reactions. 本方法直接用金属盐、有机腈、席夫碱溶解在有机溶剂中,搅拌, 加热,一步反应得到金属氰化物。 The process directly with a metal salt, an organic nitrile, Schiff base is dissolved in an organic solvent, stirring, heating, the reaction step to obtain a metal cyanide.

[0006] 本发明方法技术方案为: [0006] The method aspect of the present invention are:

[0007] 1.由低毒有机腈直接制得的金属氰化物,其特征在于:其化学式为: K2 [LCo (CN)2]22CH30H,分子量是997. 94,其中L 为N,N'-双(水杨醛)缩_1R,2R_ 环己二胺或N,N'-双(水杨醛)缩环己二胺;当L是N,N'-双(水杨醛)缩-1R,2R-环己二胺时,晶体数据:单斜,空间群为P2(l),a=13.969⑴ A,b=8.164(5) A,c=l9.974(3) Α, β = 92.82(1)。 [0007] 1. The low toxicity of organic nitriles obtained by directly manufactured metal cyanides, characterized in that: having the formula: K2 [LCo (CN) 2] 22CH30H, molecular weight of 997.94, where L is a N, N'- bis (salicylaldehyde) condensing _1R, 2R_ cyclohexyl diamine or N, N'- bis (salicylaldehyde) condensation cyclohexanediamine; when L is N, N'- bis (salicylaldehyde) condensing -1R when 2R- cyclohexanediamine, crystal data: monoclinic, space group P2 (l), a = 13.969⑴ A, b = 8.164 (5) A, c = l9.974 (3) Α, β = 92.82 (1). ,¥ = 2275 (3)人3,2 = 2;当1^是队"-双(水杨醛)缩环己二胺时,晶体数据: 三斜,空间群为Pl,a=8.202(3) A,b=13.449(l) A, c = 21. 788(7),A α=89·96(1)。,β=89.87(1)°, β = 89. 87(1)°,γ = 78.21(1)°,V=2352(3) Α3,Z = 2。。 , ¥ = 2275 (3) = 2 persons 3,2; 1 ^ when the team is "- when bis (salicylaldehyde) condensation cyclohexanediamine, Crystal data: triclinic, space group Pl, a = 8.202 (3 ) A, b = 13.449 (l) A, c = 21. 788 (7), A α = 89 · 96 (1)., β = 89.87 (1) °, β = 89. 87 (1) °, γ = 78.21 (1) °, V = 2352 (3) Α3, Z = 2 ..

[0008] 2、一种根据项1所述的金属氰化物的制备方法,包括如下步骤: [0008] 2. A method of preparation according to the item 1, the metal cyanide, comprising the steps of:

[0009] a)等当量的钴盐、席夫碱、有机腈溶解在有机溶剂中,充分搅拌混勻; [0009] a) an equivalent amount of a cobalt salt, a Schiff base, an organic nitrile is dissolved in an organic solvent, stir and mix;

[0010] b)将混勻液加入的反应釜中,加热,恒温,降温; [0010] b) The mix was added to the reaction kettle, heating, temperature, cooling;

[0011] c)过滤、洗涤,即得目标产物。 [0011] c) filtering, washing, to obtain the desired product.

[0012] 3.根据项2所述的制备方法,其特征在于:所述的钴盐是醋酸钴。 [0012] The production method according to item 2, wherein: the cobalt salt is cobalt acetate.

[0013] 4.根据项2所述的制备方法,其特征在于:所述的席夫碱为N,N'-双(水杨醛) 缩环己二胺或N,N'-双(水杨醛)缩-1R,2R-环己二胺。 [0013] The production method according to item 2, wherein: said Schiff base is N, N'- bis (salicylaldehyde) condensing cyclohexyl diamine or N, N'- bis (water salicylaldehyde) condensing -1R, 2R- cyclohexanediamine.

[0014] 5.根据项2所述的制备方法,其特征在于:所述的有机腈为TCNQ,TCNQ为7,7,8,8-四氰基对苯二醌二甲烷。 [0014] The production method according to item 2, wherein: said organic nitriles TCNQ, TCNQ is tetracyano quinodimethane terephthalamide.

[0015] 6.根据项2所述的制备方法,其特征在于:所述的有机溶剂是指甲醇。 [0015] The production method according to item 2, wherein: said organic solvent is a solvent of methanol.

[0016] 7.根据项2所述的制备方法,其特征在于:步骤b)中反应物在反应釜中加热,温度为70°C -80°C。 [0016] Item 7. The production method of claim 2, wherein: in step b) the reaction was heated in an autoclave at a temperature of 70 ° C -80 ° C.

[0017] 8.根据项2所述的制备方法,其特征在于:步骤b)中反应物在反应釜中加热,恒温时间为1.5-3天。 [0017] Item 8. The production method of claim 2, wherein: in step b) the reaction was heated in an autoclave, a constant temperature time of 1.5-3 days.

[0018] 9.根据项2所述的制备方法,其特征在于:步骤b)中反应物在反应釜中加热后, 程序降温6-50小时。 [0018] 9. The production method according to item 2, wherein: after step b), the reaction was heated in an autoclave, cooling program 6-50 hours.

[0019] 该方法不但原料低毒,反应过程中不会生成过氧化物等易导致爆炸的物质,而且一步反应直接得到块状晶体产物,比较安全高效。 [0019] This method is not only low toxicity material, during the reaction does not easily lead to peroxide generating explosive substances, and one-step reaction directly from bulk crystalline product, relatively safe and efficient. 可用于工业催化、采矿、有机合成等领域。 Catalysis can be used in industry, mining, organic synthesis.

【附图说明】 BRIEF DESCRIPTION

[0020] 图1氰化物晶体结构(手性L配体) [0020] FIG 1 crystal structure cyanide (chiral ligand L)

[0021] 图2氰化物晶体结构(非手性L配体) [0021] FIG 2 crystal structure cyanide (achiral ligands L)

【具体实施方式】 【Detailed ways】

[0022] 下面结合附图对本发明的实施例作详细说明。 [0022] The following embodiments in conjunction with the accompanying drawings of embodiments of the present invention will be described in detail. 本实施例在以本发明技术方案为前提下进行实施,给出了详细的实施方式和具体的操作过程,但本发明的保护范围不限于下述的实施例。 This embodiment In embodiments of the present invention is a technical premise, given the specific operation and detailed embodiments, but the scope of the present invention is not limited to the following examples.

[0023] 实施例1 : [0023] Example 1:

[0024] 依次称取醋酸钴(0.2mmol,0.0498g),N,N'-双(水杨醛)缩_1R,2R-环己二胺(0. 2mmol,0. 064½), KTCNQ(0. 2mmol,0. 0408g)溶解在8ml 甲醇中,磁力搅拌一小时,充分混勻,加入到反应釜中,程序升温4小时,至80°C,保温3天,程序降温33小时,抽滤,分别用水、甲醇洗涤,真空干燥,得红色块状晶体产物,产率为34. 72%。 [0024] successively weighed cobalt acetate (0.2mmol, 0.0498g), N, N'- bis (salicylaldehyde) condensing _1R, 2R- diaminocyclohexane (0. 2mmol, 0. 064½), KTCNQ (0 . 2mmol, 0. 0408g) was dissolved in 8ml of methanol, magnetically stirred for one hour, thoroughly mixed, was added to the reaction vessel, temperature program for 4 hours to 80 ° C, incubated 3 days, cool the program 33 hours, filtered off with suction, washed with water, washed with methanol, and dried in vacuo to give a red product bulk crystal, yield 34.72%.

[0025] 实施例2 ; [0025] Example 2;

[0026] 依次称取醋酸钴(0. 2mmol,0. 0498g),N,N'-双(水杨醛)缩环己二胺(0. 2mmol, 0.064½), KTCNQ(0. 2mmol,0. 0408g)溶解在8ml甲醇中,磁力搅拌一小时,充分混勻,加入到反应釜中,程序升温4小时,至80°C,保温3天,程序降温33小时,抽滤,分别用水、甲醇洗涤,真空干燥,得红色块状晶体产物,产率为49. 60%。 [0026] successively weighed cobalt acetate (0. 2mmol, 0. 0498g), N, N'- bis (salicylaldehyde) condensation cyclohexanediamine (0. 2mmol, 0.064½), KTCNQ (0. 2mmol, 0 . 0408g) was dissolved in 8ml of methanol, magnetically stirred for one hour, thoroughly mixed, was added to the reaction vessel, temperature program for 4 hours to 80 ° C, incubated 3 days, cool the program 33 hours, filtered off with suction, washed with water, methanol washed, and dried in vacuo to give a red product bulk crystal, yield 49.60%.

4 4

Claims (9)

  1. 1.由低毒有机腈直接制得的金属氰化物,其特征在于:其化学式为: K2[LCo(CN)2]2*2CH30H,分子量是997. 94,其中L 为N,N'-双(水杨醛)缩_1R,2R_ 环己二胺或N,N'-双(水杨醛)缩环己二胺;当L是N,N'-双(水杨醛)缩-1R,2R-环己二胺时, 晶体数据:单斜,空间群为P2(l),a = 13.969(1) A,b = 8. 164(5) A, c = 19.974(3) A, β = 92.82(1)°,V = 2275(3) A3 ,Z = 2;当L 是N,N'-双(水杨醛)缩环己二胺时, 晶体数据:三斜,空间群为Pl,a = 8. 202(3) A, b = 13.449(1) A, c = 21. 788 (7), A α =89. 96(1) °,β = 89. 87 (1) °,γ = 78. 21(1)° ,V = 2352 (3) A3 , Z = 2。 1. The metal cyanide toxicity of organic nitriles prepared directly, wherein: having the formula: K2 [LCo (CN) 2] 2 * 2CH30H, molecular weight of 997.94, where L is N, N'- bis (salicylaldehyde) condensing _1R, 2R_ cyclohexyl diamine or N, N'- bis (salicylaldehyde) condensation cyclohexanediamine; when L is N, N'- bis (salicylaldehyde) condensing -1R, when 2R- cyclohexanediamine, crystal data: monoclinic, space group P2 (l), a = 13.969 (1) A, b = 8. 164 (5) A, c = 19.974 (3) A, β = 92.82 (1) °, V = 2275 (3) A3, Z = 2; when L is N, N'- bis (salicylaldehyde) timelapse cyclohexanediamine, crystal data: triclinic, space group Pl, a = 8. 202 (3) A, b = 13.449 (1) A, c = 21. 788 (7), A α = 89. 96 (1) °, β = 89. 87 (1) °, γ = 78. 21 (1) °, V = 2352 (3) A3, Z = 2. .
  2. 2. 一种根据权利要求1所述的金属氰化物的制备方法,包括如下步骤:a)等当量的钴盐、席夫碱、有机腈溶解在有机溶剂中,充分搅拌混勻;b)将混勻液加入的反应釜中,加热,恒温,降温;c)过滤、洗涤,即得目标产物。 A method of preparing a metal cyanide according to claim, comprising the steps of: a) an equivalent amount of a cobalt salt, a Schiff base, an organic nitrile is dissolved in an organic solvent, sufficiently mixed with stirring; b) the mix was added to the kettle, the heating temperature, cooling; c) filtering, washing, to obtain the desired product.
  3. 3.根据权利要求2所述的制备方法,其特征在于:所述的钴盐是醋酸钴。 3. The production method according to claim 2, wherein: the cobalt salt is cobalt acetate.
  4. 4.根据权利要求2所述的制备方法,其特征在于:所述的席夫碱为N,N'-双(水杨醛)缩环己二胺或N,N'-双(水杨醛)缩-1R,2R-环己二胺。 4. The production method according to claim 2, wherein: said Schiff base is N, N'- bis (salicylaldehyde) condensing cyclohexyl diamine or N, N'- bis (salicylaldehyde ) reduction -1R, 2R- cyclohexanediamine.
  5. 5.根据权利要求2所述的制备方法,其特征在于:所述的有机腈为TCNQ,TCNQ为7,7, 8,8-四氰基对苯二醌二甲烷。 The production method according to claim 2, wherein: said organic nitriles TCNQ, TCNQ 7,7, 8,8-xylylene tetracyanoquinodimethane quinodimethane.
  6. 6.根据权利要求2所述的制备方法,其特征在于:所述的有机溶剂是指甲醇。 6. The production method according to claim 2, wherein: said organic solvent is a solvent of methanol.
  7. 7.根据权利要求2所述的制备方法,其特征在于:步骤b)中反应物在反应釜中加热, 温度为70°C -80°C。 7. The production method according to claim 2, wherein: in step b) the reaction was heated in an autoclave at a temperature of 70 ° C -80 ° C.
  8. 8.根据权利要求2所述的制备方法,其特征在于:步骤b)中反应物在反应釜中加热, 恒温时间为1. 5-3天。 8. The production method according to claim 2, wherein: in step b) the reaction was heated in an autoclave, the time constant of 1. 5-3 days.
  9. 9.根据权利要求2所述的制备方法,其特征在于:步骤b)中反应物在反应釜中加热后,程序降温6-50小时。 9. A method of preparation according to claim 2, wherein: after step b), the reaction was heated in an autoclave, cooling program 6-50 hours.
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