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US 5,670,692 AGranted
7-substituted quinone methides as inhibitors for unsaturated monomers
AssigneeCiba-Geigy Corporation
InventorsPeter Nesvadba, Samuel Evans, Matthew E. Gande, Volker H. von Ahn, Roland A. E. Winter
Life of this patent
Estimating the term…
Abstract
Ethylenically unsaturated monomers are protected from premature polymerization during manufacture and storage by the incorporation therein of an effective stabilizing amount of a 7-substituted quinone methide compound.
Claims8
A composition for inhibiting the premature polymerization of an ethylenically unsaturated monomer which comprises
- (a) an ethylenically unsaturated monomer or mixture of monomers, and
- (b) an effective inhibiting mount of a synergistic mixture of
- (i) at least one compound of formula I ##STR5## wherein R.sub.1 and R.sub.2 are independently alkyl of 4 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms or phenylalkyl of 7 to 15 carbon atoms, and
- R.sub.3 is --CN, --COOH, --COOR.sub.4, --COR.sub.5, --OCOR.sub.6, --CONR.sub.7 R.sub.8 or --PO(OR.sub.9).sub.2 where
- R.sub.4 is alkyl of 1 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenyl or benzyl,
- R.sub.5 is alkyl of 1 to 18 carbon atoms, aryl of 6 to 10 carbon atoms or said aryl substituted by 1 or 2 alkyl of 1 to 4 carbon atoms or by hydroxyl,
- R.sub.6 is alkyl of 1 to 18 carbon atoms, aryl of 6 to 10 carbon atoms or said aryl substituted by 1 or 2 alkyl of 1 to 4 carbon atoms or by hydroxyl,
- R.sub.7 and R.sub.s are independently hydrogen, alkyl of 1 to 18 carbon atoms or said alkyl substituted by alkylamino of 1 to 4 carbon atoms, by dialkylamino of 2 to 8 carbon atoms or by hydroxyl;
- benzyl, aryl of 6 to 10 carbon atoms or said aryl substituted by alkyl of 1 to 4 carbon atoms, by alkylamino of 1 to 4 carbon atoms, by dialkylamino of 2 to 8 carbon atoms, by phenylamino or by hydroxyl, or
- --NR.sub.7 R.sub.8 is morpholino, piperidino or pyrrolidino, and
- R.sub.9 is hydrogen or alkyl of 1 to 18 carbon atoms, and
- (ii) at least one 7-aryl quinone methide of formula II ##STR6## where E.sub.1 and E.sub.2 are independently alkyl of 4 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms or phenylalkyl of 7 to 15 carbon atoms, and
- E.sub.3 is 2-, 3- or 4-pyridyl, 2- 3-thienyl, 2- 3-pyrryl, 2- 3-furyl, aryl of 6 to 10 carbon atoms, or said aryl substituted by one to three alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 8 carbon atoms, alkylthio of 1 to 8 carbon atoms, alkylamino of 1 to 8 carbon atoms, dialkylamino of 2 to 8 carbon atoms, alkoxycarbonyl of 2 to 8 carbon atoms, hydroxy, nitro, amino, cyano, carboxy, aminocarbonyl, chloro or mixtures of said substituents.
10 more elements
Dependencies are inferred from the claim text.