Piperidyl-triazine derivatives as stabilizers for synthetic polymers
AssigneeChimosa Chimica Organica S.p.A.
InventorsPaolo Cassandrini, Antonio Tozzi
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Abstract
Novel piperidyl triazine derivatives are produced by reacting a substituted halogentriazine with a polyalcohol, a polymercaptan or a polyamine. The compounds are valuable light stabilizers for synthetic polymers, such as polyolefins, and fast to extraction in aqueous surfactant solutions.
Claims24
A method of increasing the light stability of a synthetic polymer, comprising adding to a composition of material of said synthetic polymer, an amount of a compound having the formula ##STR23## wherein R.sub.1, R.sub.2, same or different, are hydrogen, hydroxyl, straight or branched chain C.sub.1 to C.sub.18 alkyl, C.sub.5 to C.sub.18 cycloalkyl, substituted or not substituted C.sub.6 to C.sub.18 aryl, C.sub.7 to C.sub.18 aralkyl or a piperidine radical of formula (II) ##STR24## in which R.sub.4, R.sub.5, R.sub.7, R.sub.8, same or different, are selected from C.sub.1 to C.sub.6 alkyl and R.sub.6 is selected from H, O, C.sub.1 to C.sub.12 alkyl, C.sub.2 to C.sub.12 alkenyl or alkinyl,
- a group ##STR25## in which R.sub.9, R.sub.10, same or different, are selected from hydrogen, a C.sub.1 to C.sub.8 alkyl, a C.sub.5 to C.sub.8 cycloalkyl or a C.sub.6 to C.sub.8 aryl;
- X, y, same or different, are --O--, --S-- or ##STR26## R.sub.11 being selected from H, a straight or branched chain C.sub.1 to C.sub.18 alkyl, C.sub.5 to C.sub.18 cycloalkyl, C.sub.6 to C.sub.18 aryl, C.sub.7 to C.sub.18 aralkyl or a piperidine radical of formula (II);
- the radicals R.sub.1 --X--, R.sub.2 --Y--, taken as a single substituent group representing a radical of a nitrogenous heterocyclic compound having 5 to 8 atoms linked to the triazine ring by means of a distributed nitrogen atom of said radical, as well as representing Cl-- and Br--;
- n is an integer from 2 to 6;
- R.sub.3 is an n-valent residue derived from a polyalcohol, a polymercaptan or a polyamine by reaction of the active H atoms thereof with a halogen atom of a monohalogen triazine;
- in the formula (I) there is in at least one of the radicals R.sub.1 --X--, R.sub.2 --Y--, R.sub.3, at least one piperidine radical of formula (II) present, effective to increase the light stability of said synthetic polymer.
A composition comprising a synthetic polymer of increased stability having incorporated with the polymer in an amount effective to increase the light stability of the polymer, a compound having the formula ##STR27## wherein:
- R.sub.1, R.sub.2, same or different, are straight or branched chain C.sub.1 to C.sub.18 alkyl, C.sub.5 to C.sub.18 cycloalkyl, C.sub.6 to C.sub.18 aryl, C.sub.7 to C.sub.18 aralkyl or a piperidine radical of formula (II) ##STR28## in which R.sub.4, R.sub.5, R.sub.7, R.sub.8, same or different, are selected from C.sub.1 to C.sub.6 alkyl and R.sub.6 is selected from H, O, C.sub.1 to C.sub.12 alkyl, C.sub.2 to C.sub.12 alkenyl or alkinyl,
- a group ##STR29## in which R.sub.9, R.sub.10, same or different, are selected from hydrogen, a C.sub.1 to C.sub.8 alkyl, a C.sub.5 to C.sub.8 cycloalkyl or a C.sub.6 to C.sub.8 aryl;
- X, y, same or different, are --O--, --S-- or ##STR30## R.sub.11 being selected from H, a straight or branched chain C.sub.1 to C.sub.18 alkyl, C.sub.5 to C.sub.18 cycloalkyl, C.sub.6 to C.sub.18 aryl, C.sub.7 to C.sub.18 aralkyl to a piperidine radical of formula (II);
- when X or Y is ##STR31## the R.sub.1 or R.sub.2 attached thereto also can be hydrogen;
- the radicals R.sub.1 --X--, R.sub.2 --Y--, taken as a single substituent group representing a radical of a nitrogenous heterocyclic compound having 5 to 8 atoms linked to the triazine ring by means of a disubstituted nitrogen atom of said radical, as well as representing Cl-- and Br--;
- n is an integer from 2 to 6;
- R.sub.3 is a n-valent residue derived from a polyalcohol, a polymercaptan or a polyamine by reaction of the active H atoms thereof with a halogen atom of a monohalogen triazine;
- in the formula (I) there is in at least one of the radicals R.sub.1 --X--, R.sub.2 --Y--, R.sub.3, at least one piperidine radical of formula (II) present.
A method of increasing the light stability of a synthetic polymer, comprising adding to a composition of material of said synthetic polymer, an amount of a compound having the formula ##STR37## wherein:
- R.sub.1 R.sub.2, same or different, are straight or branched chain C.sub.1 to C.sub.18 alkyl, C.sub.5 to C.sub.18 cycloalkyl, C.sub.6 to C.sub.18 aryl, C.sub.7 to C.sub.18 aralkyl or a piperidine radical of formula (II) ##STR38## in which R.sub.4, R.sub.5, R.sub.7, R.sub.8 , same or different, are selected from C.sub.1 to C.sub.6 alkyl and R.sub.6 is selected from H, O, C.sub.1 to C.sub.12 alkyl, C.sub.2 to C.sub.12 alkenyl or alkinyl,
- a group ##STR39## in which R.sub.9, R.sub.10, same or different, are selected from hydrogen, a C.sub.1 to C.sub.8 alkyl, a C.sub.5 to C.sub.8 cycloalkyl or a C.sub.6 to C.sub.8 aryl;
- X, y, same or different, are --O--, --S-- or ##STR40## R.sub.11 being selected from H, a straight or branched C.sub.1 to C.sub.18 alkyl, C.sub.5 to C.sub.18 cycloalkyl, C.sub.6 to C.sub.18 aryl, C.sub.7 to C.sub.18 aralkyl or a piperidine radical of formula (II);
- When X or Y is ##STR41## the R.sub.1 or R.sub.2 attached thereto also can be hydrogen;
- the radicals R.sub.1 --X--, R.sub.2 --Y--, taken as a single substituent group representing a radical of a nitrogenous heterocyclic compound having 5 to 8 atoms linked to the triazine ring by means of a disubstituted nitrogen atom of said radical, as well as representing Cl-- and Br--;
- n is an integer from 2 to 6;
- R.sub.3 is an n-valent residue derived from a polyalcohol, a polymercaptan or a polyamine by reaction of the active H atoms thereof with a halogen atom of a monohalogen triazine;
- in the formula (I) there is in at least one of the radicals R.sub.1 --X--, R.sub.2 --Y--, R.sub.3, at least one piperidine radical of formula (II) present, effective to increase the light stability of said synthetic polymer.
Dependencies are inferred from the claim text.