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EP0051687A1 Expired / Lapsed EP ⏱️ 0.0 years remaining

Maleimides and process for the preparation of same

Assignee: Mitsui Toatsu Chemicals Inc
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Filing: 1980-11-07
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Granted: —
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Expires: 2000-11-07
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Abstract

Abstract Maleimide compounds represented by the general formula (I) where R and R' are a hydrogen atom, a halogen atom, or an alkyl radical of from 1 to 4 carbon atoms, and n and n' are a whole number of from 1 to 4; and a process for the preparation of the maleimide compounds, in which a maleamic acid represented by the general formula (II) where R and R' are a hydrogen atom, a halogen atom, or an alkyl radical of from 1 to 4 carbon atoms, and n and n' are a whole number from 1 to 4, is contacted with a dehydrating agent in an organic solvent.

Inventors

  • 👤 Masayuki Oba
  • 👤 Motoo Kawamata
  • 👤 Hikotada Tsuboi
  • 👤 Nobuhito Koga

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-08 09:32
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/44; C07D207/444; C07D207/448; C07D207/452

Claims Analysis

Total Claims: 25
Claim 1
Independent Claim 44 words
A maleimide compound represented by the general formula (I) where R and R' are a hydrogen atom, a halogen atom, or an alkyl radical of from 1 to 4 carbon atoms, and n and n' are a whole number of from 1 to 4.
Claim 2
Dependent Claim 44 words
A maleimide compound represented by the general formula (I) where R and R' are a hydrogen atom, a halogen atom, or an alkyl radical of from 1 to 4 carbon atoms, and n and n' are a whole number of from 1 to 4.
Claim 3
Dependent Claim 25 words
A compound as claimed in claim 1, wherein said maleimide compound is selected from the group consisting of 2-(4'-hydroxyphenyl)-2-(4"-maleimidophenyl) propane, 2-(3'-methyl-4'-hydroxyphenyl)-2-(3"-methyl-4"-maleimidophenyl) propane, and 2-(3'-chloro-4'-hydroxyphenyl)-2-(3"-chloro-4"-maleimidophenyl) propane.
Claim 4
Dependent Claim 13 words
A compound as claimed in claim 1, wherein said maleimide compound is 2-(4'-hydroxyphenyl)-2-(4"-maleimidophenyl).
Claim 5
Dependent Claim 87 words
A process for the preparation of a maleimide compound represented by the general formula (I) where R and R' are a hydrogen atom, a halogen atom, or an alkyl radical of from 1 to 4 carbon atoms, and n and n' are a whole number of from 1 to 4, which comprises contacting a maleamic acid represented by the general formula (II) where R, R', n, and n' have the same meaning as in the general formula (I), respectively, with a dehydrating agent in an organic solvent.
Claim 6
Dependent Claim 87 words
A process for the preparation of a maleimide compound represented by the general formula (I) where R and R' are a hydrogen atom, a halogen atom, or an alkyl radical of from 1 to 4 carbon atoms, and n and n' are a whole number of from 1 to 4, which comprises contacting a maleamic acid represented by the general formula (II) where R, R', n, and n' have the same meaning as in the general formula (I), respectively, with a dehydrating agent in an organic solvent.
Claim 7
Dependent Claim 31 words
A process as claimed in claim 4, wherein said maleamic acid is contacted with said dehydrating agent in said organic solvent in the presence of a catalyst and a tertiary amine.
Claim 8
Dependent Claim 24 words
A process as claimed in claim 4, wherein said dehydrating agent is a lower carboxylic anhydride, a dicarboxylic anhydride, or an aromatic carboxylic anhydride.
Claim 9
Dependent Claim 14 words
A process as claimed in claim 6, wherein said dehydrating agent is acetic anhydride.
Claim 10
Dependent Claim 47 words
A process as claimed in claim 5, wherein said catalyst is at least one metallic compound selected from the group consisting of compounds containing a metal selected from the group consisting of sodium, potassium, lithium, calcium, magnesium, iron, nickel, cobalt, copper, manganese, zinc, chromium, titanium, and vanadium.
Claim 11
Dependent Claim 53 words
A process as claimed in claim 5, wherein said catalyst is at least one metallic compound selected from oxide, halide, hydroxide, an inorganic acid salt, an organic acid salt, and a acetylacetonate complex of a metal selected from the group consisting of sodium, potassium, lithium, calcium, magnesium, iron, nickel, cobalt, copper, and manganese.
Claim 12
Dependent Claim 38 words
. 10. A process as claimed in claim,9, wherein said catalyst is at least one metallic compound selected from oxide and carboxylic acid salts of a metal selected from the group consisting of sodium, nickel, cobalt, and magnesium.
Claim 13
Dependent Claim 20 words
A process as claimed in claim 10, wherein said catalyst is sodium acetate, nickel acetate, cobalt acetate, or magnesium acetate.
Claim 14
Dependent Claim 30 words
A process as claimed in claim 4, wherein said catalyst is a metallic compound used in an amount of from 0.001 to 1.2 moles per mole of said maleamic acid.
Claim 15
Dependent Claim 44 words
A process as claimed in claim 5, wherein said tertiary amine is at least one tertiary amine selected from trialkylamines having alkyl radicals of from 1 to 14 carbon atoms, N,N-diethylcyclohexylamine, N,N-dimethylbenzylamine, N-methylpiperidine, 1,4-diazabicyclo [2, 2, 2] octane, 1,8-diazabicyclo [5, 4, 0]-7-undecene, and N-methylmorpholine.
Claim 16
Dependent Claim 13 words
A process as claimed in claim 13, wherein said tertiary amine is triethylamine.
Claim 17
Dependent Claim 30 words
A process as claimed in claim 5, wherein the amount of said tertiary amine is in the range of from 0.01 to 1.1 moles per mole of said maleamic acid.
Claim 18
Dependent Claim 37 words
A process as claimed in claim 4, wherein said dehydrating agent is at least one compound selected from oxides or oxyacids of phosphorus or sulfur; condensed phosphoric acid, and inorganic acid salts of sodium, calcium, and magnesium.
Claim 19
Dependent Claim 20 words
A process as claimed in claim 16, wherein said dehydrating agent is phosphorous pentaoxide, condensed phosphoric acid, or sulfuric acid.
Claim 20
Dependent Claim 30 words
A process as claimed in claim 4, wherein the amount of the dehydrating agent is in the range of from 0.2 to 30 moles per mole of said maleamic acid.
Claim 21
Dependent Claim 30 words
A process as claimed in claim 18, wherein the amount of the dehydrating agent is in the range of from 1.05 to 3.5 moles per mole of said maleamic acid.
Claim 22
Dependent Claim 36 words
A process as claimed in claim 4, wherein said organic solvent is selected from halogenated hydrocarbons, ketones, aliphatic carboxylic acids, aliphatic carboxylic esters, ethers, alcohols, alicyclic hydrocarbons, aromatic hydrocarbons, nitrogen containing compounds, and sulfur containing compounds.
Claim 23
Dependent Claim 19 words
A process as claimed in claim 20, wherein said organic solvent is acetone, methyl ethyl ketone, tetrahydrofuran, or dimethylformamide.
Claim 24
Dependent Claim 20 words
A process as claimed in claim 4, wherein said reaction is effected at a temperature of from 10 to 12000.
Claim 25
Dependent Claim 16 words
A process as claimed in claim 4, wherein said maleamic acid used is 2-(4'-hydroxyphenyl)-2-[4"-(2"'-carboxy- vinylcarbonylamino)phenyl] propane.

References Cited (Backward Citations)

US3758498A Cited
US4130564A Cited
US4231934A Cited

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