Age-resistant polymers containing chemically bound antioxidant functional groups
AssigneePhillips Petroleum Company
InventorRalph C. Farrar
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Abstract
Conjugated diene homo- or copolymers having chemically bound antioxidant functional groups are prepared by the reaction of polymer-alkali metal with certain antioxidants containing a functional group reactable polymer-alkali metal, providing both coupling and bound anti-oxidant groups. These polymers having antioxidant functional groups chemically attached into the polymer chain have better aging stability than similar polymers containing non-bound antioxidants.
Claims25
A process of treating a living alkali metal-terminated polymer, said polymer selected from conjugated diene polymers, wherein said conjugated diene polymer is a homopolymer or copolymer of a conjugated diene or of a conjugated diene with a comonomer containing a vinylidene group, which comprises contacting said living alkali metal-terminated conjugated diene polymer with an effective coupling amount of an agent selected from the group consisting of:
- ##STR10## wherein Z is the 3,5-di-tert-butyl-4-hydroxyphenyl moiety, ##STR11## n is 0-4, and R is an alkyl radical of 1-24 carbon atoms, ##STR12## wherein Z and n are as defined above, ##STR13## wherein Z and n are as defined above and R' is an alkylene radical of 2-10 carbon atoms;
- and ##STR14## wherein Y is Z--(CH.sub.2).sub.n --, and Z and n are as defined above, and mixtures,
- thereby resulting in a coupled conjugated diene polymer of increased molecular weight exhibiting aging stability.
An age-resistant polymer produced by the process of treating a living alkali metal-terminated polymer selected from conjugated diene homopolymers, copolymers, or copolymers of a conjugated diene with a comonomer containing a vinylidene group, which comprises contacting said living alkali metal-terminated conjugated diene polymer with an effective coupling amount of ##STR19## wherein Z is the 3,5-di-tert-butyl-4-hydroxyphenyl moiety ##STR20## n is 0-4, and R is an alkyl radical of 1-24 carbon atoms;
- ##STR21## wherein Z and n are as defined above;
- ##STR22## wherein Z and n are as defined above and R' is an alkylene radical of 2-10 carbon atoms;
- and ##STR23## wherein Y is Z--(CH.sub.2).sub.n --, and Z and n are as defined above, and mixtures, thereby resulting in a coupled conjugated diene polymer of increased molecular weight exhibiting aging stability.
Dependencies are inferred from the claim text.