发明公开
- 专利标题： Polyamines and their preparation
- 专利标题（中）： 多胺和deren Herstellung。
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申请号： EP90630186.6申请日： 1990-10-25
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公开(公告)号： EP0438964A1公开(公告)日： 1991-07-31
- 发明人: Friedli, Floyd E. , Gilbert, Robert J.
- 申请人： SHEREX CHEMICAL COMPANY, INC.
- 申请人地址： 5777 Frantz Road Dublin, Ohio 43017 US
- 专利权人： SHEREX CHEMICAL COMPANY, INC.
- 当前专利权人： SHEREX CHEMICAL COMPANY, INC.
- 当前专利权人地址： 5777 Frantz Road Dublin, Ohio 43017 US
- 代理机构： Schmitz, Jean-Marie
- 优先权： US464293 19900112
- 主分类号： C07C211/14
- IPC分类号： C07C211/14
摘要：
The present invention is directed to polyamines represented by the following general structure:
where
R is an organic group,
R' is H or CH₃, and
x=0 -3. Tri, tetra, penta and hexa amines, accordingly, are disclosed.
The method for making the novel polyamines comprises a multi-step reaction that commences in step (a) with the cyanoethylation of a primary amine, R-NH₂, with acrylonitrile under cyanoethylation conditions to form an aminonitrile of the structure R-NH-CH₂-CH₂-CN. The aminonitrile in step (b) is methylated by reaction with formic acid and formaldehyde under Leuckart reaction conditions to form a monomethyl aminonitrile of the structure R-N(CH₃)-CH₂-CH₂-CN. The monomethyl aminonitrile then in step (c) is reduced, preferably by hydrogenation under hydrogenation conditions, to form a monomethyl diamine of the structure R-N(CH₃)-CH₂-CH₂-CH₂-NH₂. The monomethyl diamine then in step (d) is chain extended again by cyanoethylation with acrylonitrile under cyanoethylation conditions to form a monomethyl diaminonitrile of the structure R-N(CH₃)-CH₂-CH₂-CH₂-NH-CH₂-CH₂-CN. Finally, the monomethyl diaminonitrile in step (e) is reduced, preferably by hydrogenation under hydrogenation conditions to form the novel polyamine. Repeating step (b) results in R' being a methyl group. Repeating steps (d) and (e) extends x up to 4.
where
R is an organic group,
R' is H or CH₃, and
x=0 -3. Tri, tetra, penta and hexa amines, accordingly, are disclosed.
The method for making the novel polyamines comprises a multi-step reaction that commences in step (a) with the cyanoethylation of a primary amine, R-NH₂, with acrylonitrile under cyanoethylation conditions to form an aminonitrile of the structure R-NH-CH₂-CH₂-CN. The aminonitrile in step (b) is methylated by reaction with formic acid and formaldehyde under Leuckart reaction conditions to form a monomethyl aminonitrile of the structure R-N(CH₃)-CH₂-CH₂-CN. The monomethyl aminonitrile then in step (c) is reduced, preferably by hydrogenation under hydrogenation conditions, to form a monomethyl diamine of the structure R-N(CH₃)-CH₂-CH₂-CH₂-NH₂. The monomethyl diamine then in step (d) is chain extended again by cyanoethylation with acrylonitrile under cyanoethylation conditions to form a monomethyl diaminonitrile of the structure R-N(CH₃)-CH₂-CH₂-CH₂-NH-CH₂-CH₂-CN. Finally, the monomethyl diaminonitrile in step (e) is reduced, preferably by hydrogenation under hydrogenation conditions to form the novel polyamine. Repeating step (b) results in R' being a methyl group. Repeating steps (d) and (e) extends x up to 4.
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