Compounds having two bis (2,2,6,6-tetramethyl-4-piperidyl)-substituted heterocyclic rings and polymers containing same

#This invention relates to novel compounds having two bis (2,2,6,6-tetramethyl-4-piperidyl)-substituted heterocyclic rings and to stabilized polymer compositions containing these novel compounds. Further, this invention relates to methods for the stabilization of polymers wherein the novel compounds having two bis (2,2,6,6-tetramethyl-4-piperidyl)-substituted heterocyclic rings are added to the polymer.

#That synthetic, and even many natural, organic polymers require stabilization against light, particularly ultraviolet light, and heat induced discoloration and deterioration of physical properties is well known. Organic polymers subjected to outdoor exposure often discolor and show a loss of physical properties as a result of the exposure to a combination of degradation inducing factors (e.g. ultraviolet light, heat, water and oxygen). Outdoor use of organic polymers not only subjects the polymers to the ultraviolet light of the sun but also the heat of the sun. This outdoor exposure to the ultraviolet light and heat of the sun takes place in the presence of oxygen in the air. Thus, there can exist various combinations of factors working to degrade the organic polymer. On the other hand there exists other uses of organic polymers which result in their exosure to heat and oxygen in the absence of ultraviolet light, or ultraviolet light and oxygen in the absence of heat or even heat in the absence of oxygen. Thus, many organic polymers require protection against deterioration induced by a variety of environmental conditions. Factors such as heat and oxygen are not only present during the commercial use of organic polymers but are also present during the processing of the polymer into finished articles of commerce. Stabilization of organic polymers against discoloration and loss of physical properties during processing into finished products is also required.

#In view of the numerous applications and large scale use of organic polymers, it is very important to stabilize such organic polymers against the deteriorating effects of environmental factors during processing and use. To protect many organic polymers against undesirable changes in physical properties and discoloration during processing and use, various stabilizers and stabilizer combinations have been added to the organic polymers. Included among such stabilizers are, for example, the well known metal salts, organometallic compounds, phenols, hindered phenols, substituted and unsubstituted benzophenones, salicylates, mercaptans, expoxides and benzothiazoles. More recently hindered amine stabilizers having tetraalkyl substituted piperidino groups have been proposed as stabilizers.

#The following examples are presented to further describe this invention and the practice thereof and are not intended to be limiting on the invention or its practice. In the following examples all amounts, ratios and percentages are intended to be by weight and the temperatures in degrees centigrade unless otherwise indicated.

#One mole of triacetone amine and 0.5 moles of ethylene diamine were dissolved in 200 grams of heptane and refluxed into a water trap for 1.0 hour. The heptane was removed by stripping to 110.degree. C. at 15 mm Hg. The residue was dissolved in 300 grams of isopropanol and added to a flask containing 1.0 mole of NaBH.sub.4 in 300 grams of isopropanol. After reacting at 40.degree.-45.degree. C. for 10 hours, 200 grams of heptane was added, followed by 500 grams of water. The organic layer was stripped to 130.degree. C. at 15 mm to yield 166.0 grams of crude product. Recrystallization of the product from heptane gave 133.0 grams (72%) of white crystals melting at 67.degree.-70.degree. C. Analysis by GLC indicated 99.3% purity.

#Yield--91.6 grams