Hydrolytically stable phosphite compositions
View Patent ↗Hydrolytically stable phosphites as secondary antioxidants for polymer resins comprising a phosphite and an amine compound. The phosphite may be a liquid phosphite composition. The amine compound may have the structure of formula I: wherein x is 1, 2 or 3; R 1 is selected from the group consisting of hydrogen, and straight or branched C 1 -C 6 alkyl, and R 2 is selected from the group consisting of straight or branched C 1 -C 30 alkyl.
1. A composition comprising:
(a) a mixture of phosphites which mixture is a liquid at ambient conditions and consists essentially of
(i) a tris(monoalkylaryl)phosphite in an amount from 20 to 70 wt %;
(ii) a bis(monoalkylaryl)dialkylaryl phosphite in an amount from 15 to 60 wt %,
(iii) a tris(dialkvlaryl)phosphite in an amount of from 0.1 to 20 wt %; and
(iv) a bis(dialkylaryl)monoaryl phosphite in an amount of from 2 to 20 wt % and
(b) an amine having the structure:
wherein x is 1, 2 or 3; R1 is selected from the group consisting of hydrogen, and straight or branched C1-C6 alkyl, and R2 is selected frorn the group consisting of straight or branched C1-C30 alkyl,
wherein the phosphites each independently have the structure:
wherein R 3 , R 4 and R 5 are independently selected alkylated aryl groups of the structure:
wherein R 6 , R 7 , and R 8 are independently selected from the group consisting of hydrogen and straight or branched C 4 -C 5 alkyl, provided that at least one of R 6 , R 7 , and R 8 is not hydrogen.
2. The composition of claim 1 , wherein x is 1 or 2.
3. The composition of claim 1 , wherein the amine has the structure
wherein R 1 is hydrogen or methyl; and R 2 is a straight or branched C 8 -C 20 alkyl group.
4. The composition of claim 1 , wherein the amine is selected from the group consisting of octyl-bis(2-ethanol)amine, nonyl-bis(2-ethanol)amine, decyl-bis(2-ethanol)amine, undecyl-bis(2-ethanol)amine, dodecyl-bis(2-ethanol)amine, tridecyl-bis(2-ethanol)amine, tetradecyl-bis(2-ethanol)amine, pentadecyl-bis(2-ethanol)amine, hexadecyl- bis(2-ethanol)amine, heptadecyl-bis(2-ethanol)amine, octadecyl-bis(2-ethanol)amine, octyl- bis(2-propanol)amine, nonyl-bis(2-propanol)amine, decyl-bis(2-propanol)amine, undecyl-bis(2-propanol)amine, dodecyl-bis(2-propanol)amine, tridecyl-bis(2-propanol)amine, tetradecyl-bis(2-propanol)amine, pentadecyl-bis(2-propanol)amine, hexadecyl-bis(2-propanol)amine, heptadecyl-bis(2-propanol)amine, octadecyl-bis(2-propanol)amine, and isomers thereof.
5. The composition of claim 1 , wherein the amine has the structure
wherein each R 1 , is independently selected from the group consisting of hydrogen, straight or branched C 1 -C 3 alkyl.
6. The composition of claim 1 , wherein the amine is present in an amount from 0.01 to 3 wt %, based on the total weight of the composition.
7. The composition of claim 1 , wherein the phosphites are selected from the group consisting of tris(4-tert-butylphenyl) phosphite, tris(2-tert-butylphenyl) phosphite, tris(2,4-di-tert-butylphenyl) phosphite, bis(4-tert-butylphenyl)-2,4- di-tert-butylphenyl phosphite, bis(2,4-di-tert-butylphenyl)-4-tert-butylphenyl phosphite, bis(2- tert-butylphenyl)-2,4-di-tert-butylphenyl phosphite, bis(2,4-di-tert-butylphenyl)-2-tert-butylphenyl phosphite, tris(4-tert-amylphenyl) phosphite, tris(2-tert -amylphenyl) phosphite, tris(2,4-di-tert-amylphenyl) phosphite, bis(4-tert-amylphenyl)-2,4-di-tert -amylphenyl phosphite, bis(2,4-di-tert-amylphenyl)-4-tertamylphenyl phosphite, bis(2-tert -amylphenyl) -2,4-di-tert-amylphenyl phosphite, and bis(2,4-di-tert-amylphenyl)-2-tertamylphenyl phosphite.
8. A stabilized polymer composition comprising a polymer and the composition of claim 1 .