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US 9,752,067 B2Granted
Amine adducts preparable by Michael addition
AssigneeBYK-Chemie GmbH
InventorsWolfgang Pritschins, Jürgen Omeis, Stefan Mössmer, Andrea Esser, Monika Roch
Life of this patent
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Abstract
The invention relates to a process for preparing an amine adduct, in which a polyamine component (A), a polyester component (B) and a hydrocarbon component (C) are reacted. The amine adduct is of particularly good suitability as a wetting agent and dispersant, especially for coatings and plastics applications.
Claims13
A process for preparing an amine adduct, in which a polyamine component (A), a polyester component (B) and a hydrocarbon component (C) are reacted in weight ratios of
- (A):(B)=1:1000 to 1:1 and
- (A):(C)=1:100 to 100:1
- in that according to reaction variant i) first a reaction intermediate (A-B) is produced from the polyamine component (A) and the polyester component (B), which is subsequently reacted with the hydrocarbon component (C) or
- according to reaction variant ii) first a reaction intermediate (A-C) is formed from the polyamine component (A) and the hydrocarbon component (C) and this is subsequently reacted with the polyester component (B) or
- according to reaction variant iii) the polyamine component (A) is reacted simultaneously with the polyester component (B) and the hydrocarbon component (C)
- wherein the polyester component (B) and the hydrocarbon component (C) do not react with one another under the reaction conditions of the reaction,
- the polyamine component (A) is present in the form of at least one organic polyamine compound (A′), which in each case has at least three amino groups (A′+) selected from primary and secondary amino groups, in each case reactive with both the polyester component (B) and the hydrocarbon component (C),
- the polyester component (B) is present in the form of at least one polyester compound (B′), which in each case contains no primary amino groups and no secondary amino groups, in each case has at least three ester groups, and in each case contains a coupling group (B′+) present as a carboxyl group or carboxylic acid anhydride group, reactive with primary and/or secondary amino groups, and
- the hydrocarbon component (C) is present in the form of at least one branched or unbranched, saturated or unsaturated hydrocarbon compound (C′) each having a linking group (C′+), in each case (C′) having no primary amino groups, in each case having no secondary amino groups, in each case having no carboxyl groups with the exception of a COOH substituent as an alternative moiety of the linking group (C′+), and in each case having no carboxylic acid anhydride groups, and in each case (C′) having an overall ratio of carbon atoms to hetero atoms of at least 2:1, wherein the hetero atoms are selected from the group of elements consisting of at least one of elements O, N, P, S, and Si, wherein the linking group (C′+) in each case has the characteristic of reacting with primary amino groups with formation of secondary amino groups and/or with secondary amino groups with formation of tertiary amino groups, and also in each case is present in the form of an activated alkenyl function of formula (I)
- R4R5C═CR6R7 (I)
- with R4, R5, R6 and R7 in each case independently from one another represented by an electron-withdrawing substituent E, by H or by a saturated or unsaturated, branched or unbranched C1-C12 hydrocarbon moiety, with the specification that a total of two of the moieties from the group R4, R5, R6 and R7 may be joined together by ring closure, that at least one of the moieties from the group R4, R5, R6 and R7 is present as an electron-withdrawing substituent, and that one of the moieties from the group R4, R5, R6 and R7 is a bivalent unit over which the linking group (C′+) is connected to the other part of the hydrocarbon compound (C′),
- wherein the electron-withdrawing substituent E in each case is the same or different and is represented by CORE, COORE, CONHRE, CONRE2, or CN and the moieties RE in each case are the same or different and independently of one another are represented by H or an aliphatic, aromatic or aliphatic-aromatic moiety.
9 more elements
Dependencies are inferred from the claim text.