Heat stabilizer for halogen-containing polymers
View Patent ↗A stabilizer composition having low volatility and high efficiency comprising: (i.) 25.000% to 99.997% by weight of at least one dimethyltin compound of formula (CH 3 ) 2 Sn(S(CH 2 ) m COOR 1 ) 2 wherein R 1 is a linear, branched or cyclic C 10 -C 20 alkyl group and m is 1 or 2, optionally containing unsaturations in the form of double or triple bonds; (ii.) 0.001% to 50.000% by weight of at least one mono-methyltin compound of formula CH 3 Sn(S(CH 2 ) n COOR 2 ) 3 wherein R 2 is a linear, branched or cyclic C 10 -C 20 alkyl group and n is 1 or 2, optionally containing unsaturations in the form of double or triple bonds; (iii.) 0.001% to 10.000% by weight of at least one tri-methyltin compound of formula (CH 3 ) 3 Sn(S(CH 2 ) p COOR 3 ) wherein R 3 is a linear, branched or cyclic C 10 -C 20 alkyl group and p is 1 or 2, optionally containing unsaturations in the form of double or triple bonds; and (iv.) 0.001% to 15.000% by weight of at least one thioester of formula HS(CH 2 ) q COOR 4 wherein R 4 is a linear, branched or cyclic C 10 -C 20 alkyl group and q is 1 or 2, optionally containing unsaturations in the form of double or triple bonds.
1. A stabilizer composition comprising:
i. 44.500% to 93.990% by weight of at least one dimethyltin compound of formula (CH 3 ) 2 Sn(S(CH 2 ) m COOR 1 ) 2 wherein R 1 is a linear, branched or cyclic C 10 -C 20 alkyl group and m is 1 or 2, optionally containing unsaturations in the form of double or triple bonds;
ii. 3.000% to 40.000% by weight of at least one mono-methyltin compound of formula CH 3 Sn(S(CH 2 ) n COOR 2 ) 3 wherein R 2 is a linear, branched or cyclic C 10 -C 20 alkyl group and n is 1 or 2, optionally containing unsaturations in the form of double or triple bonds;
iii. 0.010% to 0.500% by weight of at least one tri-methyltin compound of formula (CH 3 ) 3 Sn(S(CH 2 ) p COOR 3 ) wherein R 3 is a linear, branched or cyclic C 10 -C 20 alkyl group and p is 1 or 2, optionally containing unsaturations in the form of double or triple bonds; and
iv. 3.000% to 15.000% by weight of at least one thioester of formula HS(CH 2 ) q COOR 4 wherein R 4 is a linear, branched or cyclic C 10 -C 20 alkyl group and q is 1 or 2, optionally containing unsaturations in the form of double or triple bonds.
2. The stabilizer composition of claim 1 wherein R 1 , R 2 , R 3 , and R 4 are saturated alkyl groups.
3. The stabilizer composition of claim 2 wherein R 1 , R 2 , R 3 , and R 4 are independently selected from decyl, dodecyl, tetradecyl or octadecyl.
4. The stabilizer composition of claim 1 wherein m, n, p, and q are 1.
5. The stabilizer composition of claim 1 wherein m, n, p, and q are 2.
6. The stabilizer composition of claim 2 , wherein R 1 , R 2 , R 3 , and R 4 are the same.
7. The stabilizer composition of claim 6 , wherein R 1 , R 2 , R 3 , and R 4 are tetradecyl.
8. The stabilizer composition of claim 1 further comprising a co-stabilizer selected from epoxidized soy bean oil, dihydropyridine compounds, pyridine derivatives, polyols, disaccharide alcohols, perchlorate compounds, glycidyl compounds, hydrotalcites, zeolite compounds, phosphite compounds, β-diketones β-ketoesters, metal soaps, amino- and/or thiouracils, hydrazides or mixtures thereof.
9. The stabilizer composition of claim 1 further comprising an additive selected from light stabilizers, antioxidants, lubricants, fillers, fusion promoters, plasticizers, pigments, flame retardants, smoke suppressants, UV absorbers, chemical foaming agents, impact modifiers, processing aids, antistatic agents, reinforcing agents, metal release agents, dispersants, whitening agents, gelling assistants, or mixtures thereof.
10. The stabilizer composition of claim 1 having a volatility of no greater than 1.0% by weight.
11. The stabilizer composition of claim 1 having an on-set decomposition temperature of at least 240° C. and a total tin content of no greater than 15.0 wt. %.
12. A stabilized composition comprising:
(A) a stabilizer composition comprising:
i. 44.500% to 93.990% by weight of at least one dimethyltin compound of formula (CH 3 ) 2 Sn(S(CH 2 ) m COOR 1 ) 2 wherein R 1 is a linear, branched or cyclic C 10 -C 20 alkyl group and m is 1 or 2, optionally containing unsaturations in the form of double or triple bonds;
ii. 3.000% to 40.000% by weight of at least one mono-methyltin compound of formula CH 3 Sn(S(CH 2 ) n COOR 2 ) 3 wherein R 2 is a linear, branched or cyclic C 10 -C 20 alkyl group and n is 1 or 2, optionally containing unsaturations in the form of double or triple bonds;
iii. 0.010% to 0.500% by weight of at least one tri-methyltin compound of formula (CH 3 ) 3 Sn(S(CH 2 ) p COOR 3 ) wherein R 3 is a linear, branched or cyclic C 10 -C 20 alkyl group and p is 1 or 2, optionally containing unsaturations in the form of double or triple bonds; and
iv. 3.000% to 15.000% by weight of at least one thioester of formula HS(CH 2 ) q COOR 4 wherein R 4 is a linear, branched or cyclic C 10 -C 20 alkyl group and q is 1 or 2, optionally containing unsaturations in the form of double or triple bonds; and
(B) a halogen-containing polymer, the stabilizer composition being present in an amount from 0.01 to 10 parts by weight per 100 parts by weight of the halogen-containing polymer.
13. The stabilized polymer composition of claim 12 , wherein the stabilizer composition is present in an amount from 0.1 to 7.0 parts by weight per 100 parts by weight of the halogen-containing polymer.
14. The stabilized polymer composition of claim 13 , wherein the stabilizer composition is present in an amount from 0.25 to 3.0 parts by weight per 100 parts by weight of the halogen-containing polymer.
15. The stabilized polymer composition of claim 12 wherein the halogen-containing polymer is selected from polyvinyl chloride, polyvinylidene chloride, chlorinated polyvinyl chloride or mixtures thereof.
16. A process comprising compounding (A) a stabilizer composition comprising:
i. 44.500% to 93.990% by weight of at least one dimethyltin compound of formula (CH 3 ) 2 Sn(S(CH 2 ) m COOR 1 ) 2 wherein R i is a linear, branched or cyclic C 10 -C 20 alkyl group and m is 1 or 2, optionally containing unsaturations in the form of double or triple bonds;
ii. 3.000% to 40.000% by weight of at least one mono-methyltin compound of formula CH 3 Sn(S(CH 2 ) n COOR 2 ) 3 wherein R 2 is a linear, branched or cyclic C 10 -C 20 alkyl group and n is 1 or 2, optionally containing unsaturations in the form of double or triple bonds;
iii. 0.010% to 0.500% by weight of at least one tri-methyltin compound of formula (CH 3 ) 3 Sn(S(CH 2 ) p COOR 3 ) wherein R 3 is a linear, branched or cyclic C 10 -C 20 alkyl group and p is 1 or 2, optionally containing unsaturations in the form of double or triple bonds; and
iv. 3.000% to 15.000% by weight of at least one thioester of formula HS(CH 2 ) q COOR 4 wherein R 4 is a linear, branched or cyclic C 10 -C 20 alkyl group and q is 1 or 2, optionally containing unsaturations in the form of double or triple bonds; and
(B) a halogen-containing polymer.
17. The process of claim 16 wherein the halogen-containing polymer is selected from polyvinyl chloride, polyvinylidene chloride, chlorinated polyvinyl chloride or mixtures thereof.
18. The process of claim 16 wherein the stabilizer composition is present in an amount from 0.01 to 10 parts by weight per 100 parts by weight of the halogen-containing polymer.
19. The process of claim 18 , wherein the stabilizer composition is present in an amount from 0.1 to 7.0 parts by weight per 100 parts by weight of the halogen-containing polymer.
20. The process of claim 19 , wherein the stabilizer composition is present in an amount from 0.25 to 3.0 parts by weight per 100 parts by weight of the halogen-containing polymer.