Process for the preparation of compounds which contain hydantoin groups
AssigneeBayer Aktiengesellschaft
InventorsRudolf Merten, Jurgen Lewalter, Wilfried Zecher
Life of this patent
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Abstract
A process for preparing compounds which contain hydantoin groups, which is characterized in that compounds which contain isocyanate or isothiocyanate groups are reacted with compounds which contain an .alpha.-halocarboxylic acid group or derivatives thereof at least once in the molecule.
Claims13
A process for the preparation of a hydantoin which comprises reacting at a temperature of 50.degree. to 350.degree.C.
- a. at least one compound of the formula
- R.sup.3 (--NCX).sub.z
- wherein X is O or S;
- z is an integer of from 2 to 3 and R.sup.3 is an optionally substituted aliphatic radical containing 1-20 carbon atoms, an optionally substituted aromatic radical containing 5-12 carbon atoms, a cycloaliphatic radical containing 5-12 carbon atoms, an aliphatic-aromatic radical containing 6-20 carbon atoms or an aromatic or cycloaliphatic heterocyclic radical containing 5-12 ring atoms which contains or is substituted by hetero atoms such as N, O or S, with
- b. at least one .alpha.-halocarboxylic acid selected from the group consisting of ##EQU11## wherein Hal is halogen;
- R.sup.4 is an optionally substituted aromatic radical containing 5-10 carbon atoms, an aliphatic radical containing 1-20 carbon atoms, a cycloaliphatic radical containing 5-10 carbon atoms, hydrogen or two radicals R.sup.4 taken together with the carbon atom to which they are attached form a cycloaliphatic ring of 5-7 ring members;
- R.sup.6 is an aliphatic radical containing 1-10 carbon atoms, a cycloaliphatic radical containing 5-10 carbon atoms, an aliphatic-aromatic radical containing 6-10 carbon atoms or an aromatic radical containing 5-10 carbon atoms and y is an integer of from 1 to 3.
An oligohydantoin or polyhydantoin containing in statistical arrangement the structural unit ##EQU12## wherein R.sup.4 is hydrogen, an optionally substituted aromatic radical containing 5-10 carbon atoms, an aliphatic radical containing 1-20 carbon atoms, a cycloaliphatic radical containing 5-10 carbon atoms or the two radicals R.sup.4 taken together with the carbon atom to which they are attached from a cycloaliphatic ring of 5-7 ring members and R.sup.3 is an optionally substituted aromatic radical containing 5-12 carbon atoms.
Dependencies are inferred from the claim text.