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EP0284447A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Process for preparing aminopropyl alkoxy silanes

Assignee: Tonen General Sekiyu KK
•
Filing: 1988-03-28
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Granted: —
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Expires: 2008-03-28
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Abstract

Abstract A process for preparing aminopropyl alkoxy silanes comprising reacting an allylamine having at least one active hydrogen atom attached to the amine nitrogen atom with a hydro-alkoxy silane having from 1 to 3 alkoxy groups attached to the silicon atom in the presence of a rhodium complex having inorganic ligands, at least one of said ligands being carbonyl. By this process the desired gamma-isomer can be prepared in a high selectivity and yield within a short reaction time. When the reaction is carried out in the presence of carbon monooxide and/or a cyclic olefinic compound, the selectivity and yield of the gamma-isomer can be further improved. The presence of carbon monooxide in the reaction system further serves to elongate the catalyst life and to reduce the amount of the catalyst to be used.

Inventors

  • 👤 Kouji Shiozawa
  • 👤 Nobukazu Okamoto
  • 👤 Haruko Takai
  • 👤 Yoshiharu Okumura
  • 👤 Kazutoshi Takatsuna
  • 👤 Chichiro Imai

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-03 23:07
CPC Classifications
C; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1804; C07F7/1872; C07F7/1876

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 107 words
A process for preparing aminopropyl alkoxy silanes comprising reacting an allylamine of the formula [I] wherein R₁ is hydrogen, alkyl having from 1 to 10 carbon atoms, alkenyl having from 2 to 10 carbon atoms, phenyl, substituted phenyl, -CH₂CH₂NHCH₂CH₂NH₂ or -CH₂CH₂NH₂, and R₂ is hydrogen or alkyl having from 1 to 6 carbon atoms with a hydro-alkoxy silane of the formula [II] wherein R₃ and R₄ are the same or different and each represents alkyl having from 1 to 6 carbon atoms, and n is 0, 1 or 2, in the presence of a rhodium complex having inorganic ligands, at least one of said ligands being carbonyl.
Claim 2
Dependent Claim 107 words
A process for preparing aminopropyl alkoxy silanes comprising reacting an allylamine of the formula [I] wherein R₁ is hydrogen, alkyl having from 1 to 10 carbon atoms, alkenyl having from 2 to 10 carbon atoms, phenyl, substituted phenyl, -CH₂CH₂NHCH₂CH₂NH₂ or -CH₂CH₂NH₂, and R₂ is hydrogen or alkyl having from 1 to 6 carbon atoms with a hydro-alkoxy silane of the formula [II] wherein R₃ and R₄ are the same or different and each represents alkyl having from 1 to 6 carbon atoms, and n is 0, 1 or 2, in the presence of a rhodium complex having inorganic ligands, at least one of said ligands being carbonyl.
Claim 3
Dependent Claim 20 words
A process according to Claim 1 in which the allylamine is selected from allylamine, N-methyl­allylamine, N-ethylallylamine, 2-methylallylamine, diallylamine and allylethylenediamine.
Claim 4
Dependent Claim 45 words
A process according to Claim 1 or Claim 2 in which the hydrosilane is selected from triethoxy silane, trimethoxy silane, tripropoxy silane, tributoxy silane, methyl dimethoxy silane, ethyl dimethoxy silane, methyl diethoxy silane, dimethyl methoxy silane, trioctyloxy silane, methyl dioctyloxy silane and dimethyl octyloxy silane.
Claim 5
Dependent Claim 39 words
A process according to any one of Claims 1 to 3 in which the rhodium complex is selected from tetrarhodium dodecacarbonyl, hexarhodium hexadecacarbonyl, tetraethylammonium salt of rhodium tetracarbonyl, tetraethylammonium salt of hexarhodium pentadecacarbonyl and tetraethylammonium salt of tetrarhodium undecacarbonyl.
Claim 6
Dependent Claim 24 words
A process according to any one of Claims 1 to 4 in which the reaction is carried out in the presence of carbon monoxide.
Claim 7
Dependent Claim 26 words
A process according to any one of Claims 1 to 5 in which the reaction is carried out in the presence of a cyclic olefinic compound.
Claim 8
Dependent Claim 29 words
A process according to Claim 6 in which the cyclic olefinic compound is selected from cyclopentene, cyclopentadiene, cyclohexene, cyclohexadiene, cycloheptene, cycloheptadiene, cycloheptatriene, cyclooctene, cyclooctadiene, cyclooctatriene, cyclooctatetraene, norbornene and norbonadiene.
Claim 9
Dependent Claim 31 words
A process according to any one of Claims 1 to 7 in which the reaction is carried out at a temperature between 50°C and 250°C and preferably between 100°C and 200°C.
Claim 10
Dependent Claim 22 words
The use of a process according to any one of Claims 1 to 8 in the manufacture of a silane coupling agent.
Claim 11
Dependent Claim 25 words
The use of a process according to any one of Claims 1 to 8 as an intermediate stage in the manufacture of a composite material.

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