Stabilized polymers, novel stabilizers, and synthesis thereof

A catalytic method for directly preparing a substituted .alpha.-aminoacetamide having the formula ##STR30## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 independently represent the following substituents:

• hydrogen;
• aryl, alkyl having from 1 to about 24 carbon atoms wherein functional groups may be substituted with alkyl groups;
• hydroxyalkyl having from 1 to about 12 carbon atoms;
• haloalkyl having from 1 to about 12 carbon atoms;
• cyanoalkyl having from 2 to about 12 carbon atoms;
• aminoalkyl or iminoalkyl having from 1 to about 12 carbon atoms;
• ether groups having from 3 to about 18 carbon atoms;
• alkenyl and aralkyl having from 7 to about 14 carbon atoms;
• alkylene having from 1 to about 7 carbon atoms;
• alkenylene having from 2 to about 10 carbon atoms;
• each substituent optionally containing a phosphite, ester or hindered phenol group, except that each amine and amide N atom has at least one substituent, and said each substituent in combination, R.sup.1 with R.sup.2, R.sup.3 with R.sup.4, and R.sup.5 and R.sup.6, optionally (i) forms a ring containing from about 5 to about 9 ring atoms, which ring optionally (ii) contains a hetero atom selected from the group consisting of N, S and O, and a moiety selected from the group consisting of keto, ester, amide, thio and ether, comprising reacting (a) an amine nucleophilic agent with (b) an alkoxide ion generating agent and (c) a dichlorocarbene generating agent, in an aqueous alkaline medium, at a relatively low temperature in the range from about -20.degree. C. to about 50.degree. C., in the presence of a catalytic amount of an onium salt sufficient to yield said substituted .alpha.-aminoacetamide.

A catalytic method for directly preparing a substituted .alpha.-aminoacetamide having the formula ##STR31## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 independently represent the following substituents:

• hydrogen;
• aryl, alkyl having from 1 to about 24 carbon atoms wherein functional groups may be substituted with alkyl groups;
• hyroxyalkyl having from 1 to about 12 carbon atoms;
• haloalkyl having from 1 to about 12 carbon atoms;
• cyanoalkyl having from 2 to about 12 carbon atoms;
• aminoalkyl or iminoalkyl having from 1 to about 12 carbon atoms;
• ether groups having from 3 to about 18 carbon atoms;
• hydroxyalkyl ether or cyanoalkyl ether groups having from 4 to about 18 carbon atoms;
• alkenyl and aralkyl having from 7 to about 14 carbon atoms;
• alkylene having from 1 to about 7 carbon atoms;
• alkenylene having from 2 to about 10 carbon atoms;
• each substituent optionally containing a phosphite, ester or hindered phenol group, except that each amine and amide N atom has at least one substituent, and said each substituent in combination, R.sup.1 with R.sup.2, R.sup.3 with R.sup.4, and R.sup.5 with R.sup.6, optionally (i) forms a ring containing from about 5 to about 9 ring atoms, which ring (ii) contains a hetero atom selected from the group consisting of N, S and O, and a moiety selected from the group consisting of keto, ester, amide, thio and ether, comprising reacting (i) an amine nucleophilic agent with (ii) an .alpha.-trihalmethylhydroxy alcohol, in an aqueous alkaline medium, at a relatively low temperature in the range from about -20.degree. C. to about 50.degree. C., in the presence of a catalytic amount of an onium salt sufficient to yield said substituted aminoacetamide.

A substituted .alpha.-aminoacetamide compound of the formula ##STR32## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 independently represent the following substituents:

• aryl, alkyl having from 1 to about 24 carbon atoms wherein functional groups may be substituted with alkyl groups;
• hyroxyalkyl having from 1 to about 12 carbon atoms;
• haloalkyl having from 1 to about 12 carbon atoms;
• cyanoalkyl having from 2 to about 12 carbon atoms;
• aminoalkyl or iminoalkyl having from 1 to about 12 carbon atoms;
• ether groups having from 3 to about 18 carbon atoms;
• aralkyl having from 7 to about 14 carbon atoms;
• alkylene having from 1 to about 7 carbon atoms;
• alkenylene having from 2 to about 10 carbon atoms;
• and R.sup.1, R.sup.2, may in addition independently represent hydrogen;
• each substituent optionally containing a phosphite, ester or hindered phenol group, except that substituents on the amine N atom are different from substituents on the amide N atom, and said substituents in combination, R.sup.1 with R.sup.2, R.sup.3 with R.sup.4, and R.sup.5 with R.sup.6, optionally (i) forms a ring containing from about 5 to about 9 ring atoms, which ring optionally (ii) contains an O hetero atom.

A substituted .alpha.-aminoacetamide compound of the formula ##STR33## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 independently represent the following substituents:

• aryl, alkyl having from 1 to about 24 carbon atoms wherein functional groups may be substituted with alkyl groups;
• hydroxyalkyl having from 1 to about 12 carbon atoms;
• haloalkyl having from 1 to about 12 carbon atoms;
• cyanoalkyl having from 2 to about 12 carbon atoms;
• aminoalkyl or iminoalkyl having from 1 to about 12 carbon atoms;
• ether groups having from 3 to about 18 carbon atoms;
• aralkyl having from 7 to about 14 carbon atoms;
• alkylene having from 1 to about 7 carbon atoms;
• alkenylene having from 2 to about 10 carbon atoms;
• and R.sup.1, R.sup.2, may in addition independently represent hydrogen;
• each substituent optionally containing a phosphite, ester or hindered phenol group, except that substituents on the amine N atom are different from substituents on the amide N atom, and said substituents in combination, R.sup.1 with R.sup.2, R.sup.3 with R.sup.4, and R.sup.5 with R.sup.6, optionally (i) forms a ring containing from about 5 to about 9 ring atoms, which ring optionally (ii) contains hetero atoms selected from the group consisting of N, S and O, and a moiety selected from the group consisting of keto, ester, amide, thio and ether.