Phenol-free phosphites
Various phenol-free phosphites for use in PVC as an alternative to the conventional phenol-containing products phenyl diisodecyl phosphite and diphenyl isodecyl phosphite were tested. These phosphites utilize para-cumyl phenol-based derivatives in order to provide a phenol free derivative of the above mentioned conventional phosphites.
1. A process for reducing phenol emissions from a polymer resin comprising the step of adding at least one phosphite additive of formula (I) to said resin, wherein said formula (I) comprises:
wherein
R 1 is
R 2 is selected from the group consisting of C 8-16 alkyls;
R 3 is selected from the group consisting of C 1-4 alkylenes;
m is 1;
a is an integral value ranging from 1 to 4 inclusive;
b is an integral value ranging from 1 to 2 inclusive; and
R 4 and R 5 are independently selected from the group consisting of C 1-3 alkyls;
R 6 is selected from the group consisting of C 8-12 alkyls and C 8-12 alkoxy compounds;
c is an integral value ranging from 0 to 4 inclusive; and
d is equal to m.
2. The process of claim 1 wherein
R 2 is C 10 H 21 ;
R 3 is selected from the group consisting of ethylene and propylene;
a is 1;
R 4 and R 5 are methyl;
c is 0; and
d is 1.
3. The process of claim 2 wherein
R 1 is
4. The process of claim 3 wherein said phosphite is selected from the group consisting of ethoxy-paracumylphenyl diisodecyl phosphite and propoxy-paracumylphenyl diisodecyl phosphite.
5. The process of claim 4 wherein said polymer resin is a halogenated resin.
6. The process of claim 5 wherein said halogenated resin is polyvinyl chloride.
7. A process for reducing phenol emissions from a polymer resin comprising the step of adding at least one phosphite additive of formula (II) to said resin, wherein said formula (II) comprises:
wherein
R 1 is selected from the group consisting of C 8-12 alkyls and C 8-12 alkoxy compounds;
R 2 is selected from the group consisting of C 8-16 alkyls;
a is an integral value ranging from 1 to 4 inclusive; and
b is an integral value ranging from 1 to 2 inclusive.
8. The process of claim 7 wherein
R 2 is C 10 H 21 ; and
a is 1.
9. The process of claim 7 wherein said phosphite is selected from the group consisting of nonylphenyl diisodecyl phosphite, di-nonylphenyl dilsodecyl phosphite, bis(nonylphenyl)isodecyl phosphite and bis(di-nonylpnenyl)isodecyl phosphite.
10. The process of claim 7 wherein said polymer resin is a halogenated resin.
11. The process of claim 10 wherein said halogenated resin is polyvinyl chloride.
12. A process for reducing phenol emissions from a polymer resin comprising the step of adding at least one phosphite additive to said resin, said at least one phosphite selected from the group consisting of formulas (I) and (II)
wherein
R 1 is
R 2 is selected from the group consisting of C 8-16 alkyls;
R 3 is selected from the group consisting of C 1-4 alkylenes;
m is 1;
a is an integral value ranging from 1 to 4 inclusive;
b is an integral value ranging from 1 to 2 inclusive;
R 4 and R 5 are independently selected from the group consisting of C 1-3 alkyls;
R 6 is selected from the group consisting of C 8-12 alkyls and C 8-12 alkoxy compounds;
c is an integral value ranging from 0 to 4 inclusive; and
d is equal to m.
13. The process of claim 12 wherein
R 2 is C 10 H 21 ;
R 3 is selected from the group consisting of ethylene and propylene;
a is 1;
R 4 and R 5 are methyl;
c is 0; and
d is 1.
14. The process of claim 13 wherein
R 1 is
15. The process of claim 14 wherein said phosphite is selected from the group consisting of ethoxy-paracumylphenyl diisodecyl phosphite, and propoxy-paracumylphenyl diisodecyl phosphite.
16. The process of claim 12 wherein said polymer resin is a halogenated resin.
17. The process of claim 16 wherein said halogenated resin is polyvinyl chloride.
18. A process for reducing the emission of phenol from a polymer resin which comprises replacing at least a portion of a phosphite additive which emits phenol from said resin with a phosphite composition selected from the group consisting of
wherein
R 1 is
R 2 is selected from the group consisting of C 8-16 alkyls;
R 3 is selected from the group consisting of C 1-4 alkylenes;
m is 1;
a is an integral value ranging from 1 to 4 inclusive;
b is an integral value ranging from 1 to 2 inclusive;
R 4 and R 5 are independently selected from the group consisting of C 1-3 alkyls;
R 6 is selected from the group consisting of C 8-12 alkyls and C 8-12 alkoxy compounds;
c is an integral value ranging from 0 to 4 inclusive; and
d is equal to m.
19. The process of claim 18 wherein
R 2 is C 10 H 21 ;
R 3 is selected from the group consisting of ethylene and propylene;
a is 1;
R 4 and R 5 are methyl;
c is 0; and
d is 1.
20. The process of claim 19 wherein
R 1 is
21. The process of claim 20 wherein said phosphite is selected from the group consisting of ethoxy-paracumylphenyl diisodecyl phosphite and propoxy-paracumylphenyl diisodecyl phosphite.
22. The process of claim 18 wherein said polymer resin is a halogenated resin.
23. The process of claim 22 wherein said halogenated resin is polyvinyl chloride.