# US 4,393,207 A · Alkoxyalkylaminotriazine trans-etherification products

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- Number: US 4,393,207 A
- Document ID: US4393207A
- Status: Granted
- Kind: A
- Application number: 06/279,586
- Filed: 1981-07-01
- Granted: 1983-07-12
- Earliest claimed: 1980-07-04
- Assignees: BASF SE
- Inventors: Rainer Hummerich; Wolfram Weiss; Franz Merger; Guenther Immel; Hans-Joachim Kraus; Karl-Clemens Peters
- Web page: https://patentgrep.com/patent/US4393207A

## CPC

- C09D 161/32: Modified amine-aldehyde condensates
- C07D 251/18: with nitrogen atoms directly attached to the two other ring carbon atoms, e.g. guanamines
- C07D 251/64: Condensation products of melamine with aldehydes; Derivatives thereof (polycondensation products C08G)
- C08G 12/425: {based on triazines}
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

## Abstract

Alkoxyalkylaminotriazine trans-etherification products are obtained by reacting an alkoxyalkylaminotriazine of the general formula ##STR1## where X is hydrogen, alkyl, phenyl, alkylphenyl or ##STR2## A and B are hydrogen, alkyl, alkenyl or ##STR3## and R and R' are hydrogen or alkyl, with from 0.1 to 6 moles, per mole of alkoxyalkylaminotriazine, of a .beta.-hydroxyaldehyde of the general formula ##STR4## where R", R"' and R"" are identical or different and each is hydrogen or alkyl or R"' and R"" together with the .alpha.-carbon atom form a cyclopentane or cyclohexane ring, and R"' and/or R"" can also be hydroxyalkyl and R"" can also be phenyl, in the presence of an acidic catalyst, and removing the alcohol resulting from the trans-etherification. The alkoxyalkylaminotriazine trans-etherification products may be used in baking finishes and acid-hardening surface coatings.

## Claims

### Claim 1

An alkoxyalkylaminotriazine trans-etherification product suitable for use in baking finishes or acid-hardening finishes, which is obtained by reacting an alkoxyalkylaminotriazine of the formula (I) ##STR25## where X is hydrogen, alkyl of 1 to 15 carbon atoms, phenyl, alkylphenyl, where alkyl is of 1 to 4 carbon atoms, or ##STR26## A and B are identical or different and each is hydrogen, alkyl of 1 to 4 carbon atoms, alkenyl of 3 to 15 carbon atoms or ##STR27## and R and R' are identical or different and each is hydrogen or alkyl of 1 to 9 carbon atoms, with from 0.1 to 6 moles, per mole of alkoxyalkylaminotriazine, of a .beta.-hydroxyaldehyde of the general formula (II) ##STR28## where R", R"' and R"" are identical or different and each is hydrogen or alkyl of 1 to 5 carbon atoms or R"' and R"" together with the .alpha.-carbon atom form a cyclopentane or cyclohexane ring, and R"' or R"" can also be hydroxyalkyl of 1 to 4 carbon atoms and R"" can also be phenyl, in the presence of an acidic catalyst, and removing the alcohol resulting from the trans-etherification.

### Claim 2 (depends on 1)

An alkoxyalkylaminotriazine trans-etherification product as defined in claim 1, wherein the alkoxyalkylaminotriazine used is essentially hexamethoxymethylaminotriazine.

### Claim 3 (depends on 1)

An alkoxyalkylaminotriazine trans-etherification product as defined in claim 1, wherein the .beta.-hydroxyaldehyde used is hydroxypivalaldehyde.

### Claim 4 (depends on 2)

An alkoxyalkylaminotriazine trans-etherification product as defined in claim 2, wherein the .beta.-hydroxyaldehyde used is hydroxypivalaldehyde.

### Claim 5 (depends on 1)

An alkoxyalkylaminotriazine trans-etherification product as defined in claim 1, which is obtained by reacting an alkoxyalkylaminotriazine of the formula (I) with from 0.5 to 4.5 moles, per mole of alkoxyalkylaminotriazine, of a .beta.-hydroxyaldehyde of the formula (II).