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EP0240083A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Colourless ketimines, their preparation and their use as cross-linking agents

Assignee: Akzo NV
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Filing: 1987-03-27
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Granted: —
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Expires: 2007-03-27
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Abstract

Abstract The invention pertains to a colourless ketimine or an adduct thereof dis­playing excellent colour stability and usable as a cross-linking agent in a curable coating, impregnating, sealing or bonding composition wherein the ketimine is the adduct of a polyamine having a primary and a secondary amino group and containing at least 3 carbon atoms in a linear chain be­tween both amino groups, and a ketone containing not more than 8 carbon atoms and having methylene groups adjacent to the carbonyl group. The in­vention also pertains to a process for preparing the ketimine and to the use of the ketimine in a curable composition.

Inventors

  • 👤 Tamme Bartels
  • 👤 Wincenty Lambertus Stanislaw Pilaszek

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-01 14:52
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/29; C08G; C08G59/00; C08G59/18; C08G59/182; C08G59/40; C08G59/4007; C08G59/4014; C08G59/4042

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 133 words
A cross-linking agent comprising a mono- or difunctional, one or more secondary amino groups-containing ketimine or the adduct thereof and a compound reactive with secondary amino groups, characterized in that the ketimine has the formula wherein A    stands for a saturated, branched or non-branched, divalent ali­phatic hydrocarbon group having at most 12 carbon atoms and con­taining at least three carbon atoms in a linear chain between - NH - and - N =, R¹ = alkyl or cycloalkyl having at most 20 carbon atoms, or - A - NH₂, or R² =alkylene or cycloalkylene containing at most 12 carbon atoms, R³ =alkyl containing 1-4 carbon atoms, R⁴ =alkyl containing 1-4 carbon atoms, n =0, 1, 2, 3, with the proviso that R³ and R⁴ together do not contain more than 5 carbon atoms.
Claim 2
Dependent Claim 133 words
A cross-linking agent comprising a mono- or difunctional, one or more secondary amino groups-containing ketimine or the adduct thereof and a compound reactive with secondary amino groups, characterized in that the ketimine has the formula wherein A    stands for a saturated, branched or non-branched, divalent ali­phatic hydrocarbon group having at most 12 carbon atoms and con­taining at least three carbon atoms in a linear chain between - NH - and - N =, R¹ = alkyl or cycloalkyl having at most 20 carbon atoms, or - A - NH₂, or R² =alkylene or cycloalkylene containing at most 12 carbon atoms, R³ =alkyl containing 1-4 carbon atoms, R⁴ =alkyl containing 1-4 carbon atoms, n =0, 1, 2, 3, with the proviso that R³ and R⁴ together do not contain more than 5 carbon atoms.
Claim 3
Dependent Claim 48 words
A cross-linking agent according to claim 1, wherein the ketimine adduct is an adduct having a molecular weight of 300-3000 of the ketimine of formula I and one or more mono- or polyfunctional epoxy compounds, mono- or polyfunctional isocyanate compounds, or mono- or polyfunctional α,β-ethylenically unsaturated carbonyl compounds.
Claim 4
Dependent Claim 20 words
Use of a cross-linking agent according to claim 1 or 2 in a curable coating, impregnating, sealing or bonding composition.
Claim 5
Dependent Claim 30 words
Use according to claim 3 in a composition based on one or more resins which contain functional groups selected from the group of anhydride, epoxy, isocyanate, acetoacetate and α,β-unsaturated carbonyl.
Claim 6
Dependent Claim 100 words
Ketimine of the formula wherein A    stands for a saturated, branched or non-branched, divalent ali­phatic hydrocarbon group having at most 12 carbon atoms and containing at least three carbon atoms in a linear chain between -NH - and - N =, R¹ = alkyl or cycloalkyl having at most 20 carbon atoms, - A - NH₂, or R² =alkylene or cycloalkylene containing at most 12 carbon atoms R³ =alkyl containing 1-4 carbon atoms, R⁴ =alkyl containing 1-4 carbon atoms, n =0, 1, 2, 3, with the proviso that R³ and R⁴ together do not contain more than 5 carbon atoms.
Claim 7
Dependent Claim 100 words
Ketimine of the formula wherein A    stands for a saturated, branched or non-branched, divalent ali­phatic hydrocarbon group having at most 12 carbon atoms and containing at least three carbon atoms in a linear chain between -NH - and - N =, R¹ = alkyl or cycloalkyl having at most 20 carbon atoms, - A - NH₂, or R² =alkylene or cycloalkylene containing at most 12 carbon atoms R³ =alkyl containing 1-4 carbon atoms, R⁴ =alkyl containing 1-4 carbon atoms, n =0, 1, 2, 3, with the proviso that R³ and R⁴ together do not contain more than 5 carbon atoms.
Claim 8
Dependent Claim 12 words
A ketimine according to claim 5, wherein A = - CH₂CH₂CH₂ -.
Claim 9
Dependent Claim 12 words
A ketimine according to claim 5 or 6, wherein R₃ = methyl.
Claim 10
Dependent Claim 82 words
A process for the preparation of a ketimine according to any one of the claims 5-7, characterized in that an amine of the formula R¹ - (NH - R²) n - NH - A - NH₂      (II) wherein A, R, R and n may have the meanings given in claim 5, are brought into reaction with a ketone of the formula R³ - CH₂ - - CH₂ - R⁴      (III) wherein R³ and R⁴ may have the meanings given in claim 5.
Claim 11
Dependent Claim 23 words
A process according to claim 8, characterized in that the reaction is carried out in the presence of zinc acetate as a catalyst.

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