Stabilization of polyamides IV. Thermo-oxidation of hexano-6-lactam in the presence of alkali metal salts

Polymer Degradation and Stability

Volumn 87, Issue 2, 2005, Pages 361-373

  Lanska B ^a   Matisova Rychla L ^b   Rychly J ^b  

^a INSTITUTE OF MACROMOLECULAR CHEMISTRY   (Czech Republic)

^b INSTITUTE OF CHEMISTRY   (Slovakia)

Author keywords

Alkali metal salts; Chemiluminescence of reactions; Influence of salts on the oxidation mechanism and kinetics; Oxidation of N alkylamides

Indexed keywords

ALKALI METALS; CHEMILUMINESCENCE; FREE RADICALS; OXIDATION; REACTION KINETICS;

ALKALI METAL SALTS; AROMATIC AMINES; POLYMER RESISTANCE;

POLYAMIDES;

EID: 12744254701     PISSN: 01413910     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.polymdegradstab.2004.10.001     Document Type: Article

References (37)

1. Lánská B. Stabilization of polyamides. I. The efficiency of antioxidants in polyamide 6. Polym Degrad Stab 1996;53:89.
2. Lánská B. Stabilization of polyamides. II. Reactions of antioxidants with peroxy radicals of 6-hexanclactam. Polym Degrad Stab 1996;53:99.
3. Burda JV, Lánská B. An ab initio quantum chemical study of reactions of hexano-6-lactam peroxy radicals with phenoxy or diphenyl radicals. Polym Degrad Stab 2001;74:569.
4. Allen NS, McKellar JF, Wilson D. Quenching of chromophoric species in nylon-6, 6 by halide ions. J Photochem 1976;6:73.
5. Allen NS, McKellar JF, Wilson D. Luminescence and degradation of nylon polymers. II. Quenching of fluorescent and phosphorescent species. J Photochem 1977;7:319.
6. Lee LH, Stacy CL, Engel RG. Mechanisms of oxidative degradation. I. Oxidation of synthetic rubbers catalyzed by metallic ions. J Appl Polym Sci 1966;10:1699.
7. Kovarskaya BM. Thermal stability of heterochain polymers. Moscow: Khimyia; 1977 [in Russian].
8. Lánská B. In: Puffr R, Kubánek V, editors. Lactam-based polyamides, vol. I. Boca Raton, Florida: CRC Press; 1991. p. 287.
9. Kotelnikov VA, Danilevskaya LB, Kurashev VV, Konova IO, Gavrilenko VV, Chekulaeva LA. Effect of the nature of catalyst used in the anionic polymerization of lactam on the thermal stability of polycaproamide. Vysokomol Soedin A 1993;35:1257.
10. Emanuel NM. Mechanism and kinetics of chain reactions for liquid-phase oxidation of hydrocarbones. Izv Akad Nauk SSSR 1974; Ser Khim: 1056.
11. Banks GL, Chalk AJ, Dawson JE, Smith JF. Catalysis of olefin auto-oxidation by heavy-metal ions in non-polar media. Nature (London) 1954;174:274.
12. Chalk AJ, Smith JF. Catalysis of cyclohexene auto-oxidation by trace metals in non-polar media. 1. Metal salts. Trans Faraday Soc 1957;53:1214.
13. Robertson A, Waters WA. Some features of the autoxidation of tetralin. Trans Faraday Soc 1946;42:201.
14. Belts AT, Uri N. The conversion of metal catalysts into inhibitors of auto-oxidation. Makromol Chem 1966;95:22.
15. Betts AT, Uri N. Inhibition of iron-photosensitised auto-oxidation of amides. Chem Ind 1967;513.
16. Sagar BF. Autoxidation of N-alkyl amides. III. Mechanism of thermal oxidation. J Chem Soc 1967;B428:1047.
17. Laver HS. The influence of metal chelates on the oxidation of polymers. In: Scott G, editor. Developments in polymer stabilization 1 1979. p. 167 [chapter 5].
18. Denisov ET, Solyanikov VM, Aleksandrov AL. Ionic catalysis in chain oxidation of alcohols (Mayo FR), Oxidation of organic compounds I. Advances in chemistry, 75. Washington: Am Chem Soc; 1968. p. 112 [chapter 9].
19. Watkins AR. Quenching of biphenyl fluorescence by inorganic ions. J Phys Chem 1973;77:1207.
20. 2 in the catalytic oxidation of n-decane. Zh Fiz Khim 1959;33:877.
21. Kamiya Y, Ingold KV. The metal-catalyzed auto-oxidation of tetralin. IV. The effect of solvent and temperature. Can J Chem 1964;42:2424.
22. Burn AJ. Mechanism of oxidation inhibition by zinc dialkyl dithiophosphates (Mayo FR), Oxidation of organic compounds I. Advances in chemistry, 75. Washington: Am Chem Soc; 1968. p. 323 [chapter 25].
23. Emanuel NM, Maizus ZK, Skibida IP. Catalytic effect of transition metals on the liquid-phase oxidation of hydrocarbons. Angew Chem 1969;81:91.
24. Gervits LL, Zolotova NV, Denisov ET. Mechanism of the inhibiting action of dialkyldithio carbamates on the chain oxidation of polypropylene. Vysokomol Soedin A 1975;A17:2112.
25. Black JF. Metal-catalyzed autoxidation. The unrecognized consequences of metal-hydroperoxide complex formation. J Am Chem Soc 1978;100:527.
26. Janssen K, Gijsman P, Tummers D. Mechanistic aspects of the stabilization of polyamides by combination of metal and halogen salts. Polym Degrad Stab 1995;49:127.
27. Kamiya Y, Ingold KV. The metal-catalyzed auto-oxidation of tetralin. III. Catalysis by manganese, copper, nickel and iron. Can J Chem 1964;42:1027.
28. Lánská B, Postnikov LM, Aleksandrov AL, Šebenda J. Kinetics of the initial stage of initiated thermal oxidation of caprolactam and N-octylbutyramide. Collect Czech Chem Commun 1981;46:2650.
29. Šebenda J, Postnikov LM, Lánská B. Effect of additives and impurities on the initial stage of thermal oxidation of N-octylbutyramide. Collect Czech Chem Commun 1975;40:1877.
30. Lánská B, Šebenda J. The mechanism and kinetics of reactions in the initial stage of thermally initiated oxidation of caprolactam. Angew Makromol Chem 1988;164:181.
31. Lánská B, Matisová-Rychlá L, Rychlý J. Chemiluminscence of polyamides. III. Luminescence accompanying thermo-oxidation of lactam-base polyamides stabilized by antioxidants. Polym Degrad Stab 2001;72:249.
32. Lánská B, Makarov GG, Šebenda J. Termination reaction in the chain oxidation of caprolactam. Angew Makromol Chem 1990;181:143.
33. Lánská B. Thermo-oxidation of lactam-based polyamides with carboxylic end-groups. Decomposition of 6-hydroperoxyhexano-6-lactam in the presence of carboxylic acids. Eur Polym J 1994;30:197.
34. Osawa Z. Role of metals and metal-deactivators in polymer degradation. Polym Degrad Stab 1987;20:203.
35. Privalova LG, Maizus ZK. Effect of organic acids on the mechanism of chain branching in oxidation of n-decane. Izv Akad Nauk SSSR 1964; Ser Khim: 281.
36. Lánská B, Matisová-Rychlá L, Rychlý J. Chemiluminescence of polyamides: I. Luminescence accompanying auto-oxidation of lactams and thermolysis of lactam hydroperoxides. Polym Degrad Stab 1998;61:119.
37. Šittler E, Šebenda J. Alkaline polymerization of caprolactam. XXL. Dissociation of alkali metal salts of 6-caprolactam in the polymerization of 6-caprolactam. J Polym Sci Part C 1967;16:67.