New N-substituted oxazolidine derivatives useful for preparing hydroxyalkylamino and polymeric hydroxyalkylamino derivatives for manufacturing e.g. high-performance composite materials for parts of automotives and electronics
N-Substituted oxazolidine derivatives (I) are new. N-Substituted oxazolidine derivatives of formula (I) are new. R3 : -H, -1-8C alkyl or 6-15C aryl; R6 : CH 2-CHR1-O-CO-1-8C-alkyl, -CH 2-CHR1-O-CO-CR5=CH 2, -CH 2-CHR1-O-CO-NH-1-8C-alkyl, -CH 2-CHR1-O-CO-NH-6-15C-aryl, -CO-O-1-8C-alkyl, -CO-CR5=CH 2,...
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Zusammenfassung: | N-Substituted oxazolidine derivatives (I) are new. N-Substituted oxazolidine derivatives of formula (I) are new. R3 : -H, -1-8C alkyl or 6-15C aryl; R6 : CH 2-CHR1-O-CO-1-8C-alkyl, -CH 2-CHR1-O-CO-CR5=CH 2, -CH 2-CHR1-O-CO-NH-1-8C-alkyl, -CH 2-CHR1-O-CO-NH-6-15C-aryl, -CO-O-1-8C-alkyl, -CO-CR5=CH 2, -CO-O-phenyl, -CO-NH-1-8C-alkyl, -CO-NH-6-15C-aryl, -CH 2-CHR1-O-CO-CH 2-CO-CH 3, -CH 2-CHR1-O-CO-CH 2-CO-O-1-12C-alkyl; and R1, R5 : 1-8C alkyl or H. Independent claims are included for: (1) the preparation of (I); (2) hydroxyalkylamino derivatives of formula (Y1-[A] m) (III); (3) the preparation of (III) comprising (d) reacting the N-substituted oxazolidine derivative with a compound (A) comprising urea, di-alkylurea, triazines such as melamine, melam, substituted melamine, preferably succinimidomelamine, phthalimidomelamine, alkylated melamine (preferably N,N-dimethylmelamine) or ammeline, guanamines such as benzoguanamine or acetoguanamine, and amides, preferably bi- or polyfunctional polyamides, polyureas and polyurethanes and phenols, preferably ortho- or para-substituted phenols, bisphenol and novolac, preferably novolac from ortho- or para-substituted phenols; (4) N-substituted bisoxazolidine derivatives of formula (IV); (5) the preparation of (IV) comprising (a) reacting alkanolamine compounds of formula (HN-(CH 2CHR1-OH) 2) (A) or (HNR2-CH 2-CHR1-OH) (B) with an aldehyde of formula (HC(R3)=O); (b) dehydrating formed methylol derivatives to give an oxazolidine derivative of formula (II); and (c1) reacting (II) with bifunctional compounds containing bifunctional dicarboxylic groups of formula (1-4C alkyl-O-CO-1-8C alkyl-CO-O-1-4C alkyl), (1-4C alkyl-O-CO-6-15C-aryl-CO-O-1-4C alkyl), (1-4C alkyl-O-CO-CH=CH-CO-O-1-4 alkyl) or their anhydrides, diisocyanates of formula (OCN-1-8C alkyl-NCO) or (OCN-6-15C-aryl-NCO), or organic carbonates of formula (1-4C alkyl-O-CO-O-1-4C alkyl), (1-4C alkyl-O-CO-O-phenyl), (phenyl-O-CO-O-phenyl) to give (IV); (6) polymeric hydroxyalkylamino derivatives of formula ([-Y1-B1-] p) (XIII); (7) the preparation of (XIII) comprising (d1) reacting the N-substituted bisoxazolidine derivative with a compound (A), where the amide is preferably polyamides, polyureas and polyurethanes; (8) a mixture comprising at least one derivative (III) and/or at least a derivative (XIII) and at least one additive comprising UV stabilizers in the form of radical stabilizers and/or UV absorbers, fillers, reinforcing fibers and/or radical initiators; an |
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