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US 4,055,536 AGranted
4,4'-Bipiperidylidene derivatives and their use as stabilizers
AssigneeSankyo Company, Limited
InventorsNobuo Soma, Takao Yoshioka, Tomoyuki Kurumada, Syoji Morimura
Life of this patent
Estimating the term…
Abstract
New 2,2',6,6'-tetraalkyl-2,2',6,6'-tetramethyl-4,4'-bipiperidylidene derivatives, which are optionally substituted in the 1,1',3,3',5, and 5' positions are useful as stabilizers of organic substrates, particularly synthetic polymers, against photo- and thermal-deterioration. They may be prepared by condensing a corresponding 2,6-dialkyl-2,6-dimethyl-4-piperidone and then optionally introducing the desired substituents at the 1- and 1'-positions in the resulting bipiperidylidene derivative.
Claims13
A 4,4'-bipiperidylidene compound having the formula (I):
- ##STR5## wherein each of the symbols Z represents
- a hydrogen atom, or
- an alkyl group having from 1 to 3 carbon atoms;
- and
- X and Y are the same or different and each represents
- a hydrogen atom,
- an oxyl group,
- a hydroxy group,
- an alkyl group having from 1 to 18 carbon atoms,
- an alkenyl group having from 3 to 6 carbon atoms,
- an alkoxyalkyl group having from 1 to 3 carbon atoms in its alkyl moiety and from 1 to 18 carbon atoms in its alkoxy moiety,
- a cyanoalkyl group having 2 or 3 carbon atoms,
- an alkanoyl group having from 1 to 12 carbon atoms,
- an alkenoyl group having 3 or 4 carbon atoms,
- an 2,3-epoxypropyl group,
- an unsubstituted aralkyl group having 7 or 8 carbon atoms,
- an aralkyl group having 7 or 8 carbon atoms and having in its aryl moiety up to 3 substituents selected from the group consisting of chlorine atoms, C.sub.1-4 alkyl groups and C.sub.1-8 alkoxy groups,
- a group of the formula --CH.sub.2 CH(R.sup.1)OR.sup.2
- wherein
- R.sup.1 represents
- a hydrogen atom,
- a methyl group, or
- a phenyl group, and
- R.sup.2 represents
- a hydrogen atom, or
- an acyl group having the formula --COR.sup.5
- wherein
- R.sup.5 represents
- an alkyl group having from 1 to 17 carbon atoms,
- an alkenyl group having from 2 to 4 carbon atoms,
- an unsubstituted phenyl group,
- a phenyl group having up to 3 substituents selected from the group consisting of
- chlorine atoms,
- C.sub.1-4 alkyl groups,
- C.sub.1-8 alkoxy groups and
- hydroxy groups,
- an unsubstituted aralkyl group having 7 or 8 carbon atoms,
- an aralkyl group having 7 or 8 carbon atoms and having in its aryl moiety up to 3 substituents selected from the group consisting of
- chlorine atoms,
- C.sub.1-4 alkyl groups,
- C.sub.1-8 alkoxy groups, and hydroxy groups,
- a styryl group, or
- a cyclohexyl group,
- a group of the formula --CH.sub.2 COOR.sup.3
- wherein
- R.sup.3 represents
- an alkyl group having from 1 to 18 carbon atoms,
- an alkenyl group having from 3 to 6 carbon atoms,
- a phenyl group,
- an aralkyl group having 7 or 8 carbon atoms, or a cyclohexyl group, or
- a group of the formula --COOR.sup.4
- wherein
- R.sup.4 represents
- an alkyl group having from 1 to 8 carbon atoms,
- a benzyl group,
- a phenyl group, or
- a cyclohexyl group
- and an acid addition salt thereof.
55 more elements
An organic polymer composition stabilized against photo- and thermal deterioration by the incorporation of a stabilizing amount of a 4,4'-bipiperidylidene derivative having the formula (I) ##STR6## wherein each of the symbols Z represents a hydrogen atom, or
- an alkyl group having from 1 to 3 carbon atoms, and
- X and y are the same or different and each repesents
- a hydrogen atom,
- an oxyl group,
- a hydroxy group,
- an alkyl group having from 1 to 18 carbon atoms,
- an alkenyl group having from 3 to 6 carbon atoms,
- an alkoxyalkyl group having from 1 to 3 carbon atoms in its alkyl moiety and from 1 to 18 carbon atoms in its alkoxy moiety;
- a cyanoalkyl group having 2 or 3 carbon atoms,
- an alkanoyl group having from 1 to 23 carbon atoms,
- an alkenoyl group having 3 or 4 carbon atoms,
- an 2,3-epoxypropyl group,
- an unsubstituted aralkyl group having 7 or 8 carbon atoms,
- an aralkyl group having 7 or 8 carbon atoms and having in its aryl moiety up to 3 substituents selected from the group consisting of
- chlorine atoms,
- C.sub.1-4 alkyl groups and
- C.sub.-8 alkoxy groups,
- a group of the formula -CH.sub.2 CH(R.sup.1)OR.sup.2
- wherein
- R.sup.1 represents
- a hydrogen atom,
- a methyl group, or
- a phenyl group, and
- R.sup.2 represents
- a hydrogen atom, or
- an acyl group having the formula -COR.sup.5
- wherein
- R.sup.5 represents
- an alkyl group having from 1 to 17 carbon atoms,
- an alkenyl group having from 2 to 4 carbon atoms,
- an unsubstituted phenyl group,
- a phenyl group having up to 3 substituents selected from the group consisting of chlorine atoms,
- C.sub.1-4 alkyl groups,
- C.sub.1-8 alkoxy groups and
- hydroxy groups,
- an unsubstituted aralkyl group having 7 or 8 carbon atoms,
- an aralkyl group having 7 or 8 carbon atoms and having in its aryl moiety up to 3 substituents selected from the group consisting of chlorine atoms,
- C.sub.1-4 alkyl groups,
- C.sub.1-8 alkoxy groups and hydroxy groups,
- a styryl group, or
- a cyclohexyl group,
- a group of the formula -CH.sub.2 COOR.sup.3
- wherein
- R.sup.3 represents
- an alkyl group having from 1 to 18 carbon atoms,
- an alkenyl group having from 3 to 6 carbon atoms,
- a phenyl group,
- an aralkyl group having 7 or 8 carbon atoms, and a cyclohexyl group, or
- a group of the formula -COOR.sup.4
- wherein
- R.sup.4 represents
- an alkyl group having from 1 to 8 carbon atoms,
- a benzyl group,
- a phenyl group, or
- a cyclohexyl group,
- and an acid addition salt thereof.
53 more elements
Dependencies are inferred from the claim text.