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AssigneesDeutsche Gold- und Silber-Scheideanstalt vormals Roessler, Henkel & Cie G.m.b.H.
InventorsWerner Schwarze, Wolfgang Merk, Volker Binder
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There are used as antistatic agents for thermoplastic synthetic resins compounds of the formulae ##STR1## where R and R' are saturated alkyl groups in which the sum of the carbon atoms in the two alkyl groups is 4 to 30 carbon atoms and wherein one of R and R' can be hydrogen, R.sup.2 is hydrogen, lower alkyl with one to 5 carbon atoms, 2-hydroxyethyl, 2-hydroxypropyl, 2,3-dihydroxypropyl, benzyl o-,m- and/or p-methylbenzyl, o-,m- and/or p-chlorobenzyl, o-,m- and/or p-bromobenzyl, aminoalkyl (C.sub.2 to C.sub.6), preferably aminoalkyl (C.sub.2 and C.sub.3), alkyl (C.sub.1 to C.sub.6)-aminoalkyl (C.sub.2 to C.sub.6), 2-hydroxyethyl-aminoalkyl (C.sub.1 to C.sub.6), 2-hydroxypropyl-aminoalkyl (C.sub.2 to C.sub.6) or 2,3-dihydroxypropyl-aminoalkyl (C.sub.2 to C.sub.6), R.sup.3 in case the compound is present as the ammonium salt is hydrogen or a lower alkyl group with 1 to 5 carbon atoms, R.sup.4 is hydrogen or hydroxyl, and X.sup.- is a monovalent, inorganic or organic acid group or one equivalent of a polybasic inorganic or organic acid group. The antistatic compounds can be premixed with silica to give enhanced antistatic activity.
A composition comprising a thermoplastic synthetic resin containing an antistatically effective amount of a compound having the formula ##STR51## where R and R.sup.1 are alkyl groups in which the sum of the carbon atoms in the two alkyl groups is 4 to 30 carbon atoms, with the proviso that not over one of R and R.sup.1 can be hydrogen,
A composition comprising a thermoplastic synthetic resin containing an antistatically effective amount of a compound having the formula ##STR52## where R and R.sup.1 are alkyl groups in which the sum of the carbon atoms in the two alkyl groups is 4 to 30 carbon atoms, with the proviso that not over one of R and R.sup.1 can be hydrogen,
A composition comprising a thermoplastic synthetic resin containing an antistatically effective amount of a compound having the formula ##STR53## where R and R.sup.1 are alkyl groups in which the sum of the carbon atoms in the two alkyl groups is 4 to 30 carbon atoms, with the proviso that not over one of R and R.sup.1 can be hydrogen,
A composition comprising a thermoplastic synthetic resin which is polyvinyl chloride or polymethyl methacrylate containing an antistatically effective amount of a compound having the formula ##STR54## where R and R.sup.1 are alkyl groups in which the sum of the carbon atoms in the two alkyl groups is 4 to 30 carbon atoms, with the proviso that not over one of R and R.sup.1 can be hydrogen,
Dependencies are inferred from the claim text.
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No related US applications are recorded in the indexed filing history.
The present application is related to our copending application Ser. No. 653,835 filed on even date and entitled "N-2,3-Dihydroxypropyl-N-2'-Hydroxyalkyl-Amine and its Salts" claiming the benefit of German application 2504053.3-42. The entire disclosure of the copending United States application is hereby incorporated by reference and relied upon.
The electrostatic charging of thermoplastic synthetic resins such as for example mono-olefin polymers, e.g., polyethylene and polypropylene, polystyrene, polyvinyl chloride and polymethyl methacrylate leads to known difficulties in the production, working and use of products made therefrom such as films, fibers, sheets, tubes and other molded articles as well as lacquers.
The charging with static electricity can be prevented or reduced by materials which are applied to the surface of the synthetic resin. These materials are designated as external antistatic agents. The thin layer produced, however, only acts as long as it is not mechanically removed from the surface, for example by wiping off, abrading, washing off and the like. The effect of such materials is substantially permanent when they are added before the processing of the synthetic resin. The materials so used are called internal antistatic agents. Together with the initial antistatic activity these should also display a long lasting effect, be effective in the least possible concentration, be odorless and have the lowest possible toxicity. Furthermore, they should not lead or contribute to surface tackiness of the synthetic resin products and they should not negatively influence the thermal stability, color, transparency, mechanical properties or use properties of the synthetic resins. Especially the antistatic agents should not have any interaction with the other synthetic resin additives, e.g., antioxidants and UV absorbers, and should not impair the working properties of the synthetic resins. The problem of the invention therefore was to find easily accessible materials which could be synthesized at low cost which satisfy these high requirements for antistatic agents, especially as internal antistatic agents.
Nitrogen-containing compounds: amines; Quaternary ammonium compounds
Amines; Quaternary ammonium compounds: quaternary ammonium compounds
Antistatic agents not otherwise provided for: non-high polymeric antistatic agents/n
Non-high polymeric antistatic agents/n: antistatic agent contains pentavalent nitrogen
Term ended 24 Jan 1995 (estimated)
USPTO file history isn’t available for this patent, so only indexed dates are shown.