Vol. 55 has a strong tendency to coordinate with unsaturated atoms (as in the amine oxides) the 1:1 complex of aluminum chloride and dimethylaniline should be stable in the presence of olefins and should not be a catalyst for the polymerization of the latter, and this was found to be the case. More striking yet, it was found that the introduction of trimethylamine vapor during adsorption runs on acetylene, ethylene and isobutylene stopped adsorption completely. Thus it seems clear that an activated olefin molecule may cause the rupture of a C-Cl coordinate link, or even of an Al-0 coordinate link, but is unable to break the much stronger A1=N link. Summary 1. A study has been made of the reaction of aluminum chloride with acetylene, ethylene and isobutylene.2. A study has been made of the action upon acetylene, ethylene and isobutylene of some organic complexes of aluminum chloride.3. A theory of polymerization based on the electronic structures of aluminum chloride and olefins has been advanced.
Boiling Points, in O C., a t Following Pressure: Literature Atoms 1 m m . 2 m m . 4 m m . 8 m m . 16 mm. 32 mm. 64 a m . 128 mm. 2 5 6 m m . 5 1 2 m m . 760 mm. Calcd. 6
existence of abnormal compounds on the basis of absorption experiments only.2. The existence of a dihydrochloride of methylaniline has been shown by means of a thermal diagram of the system.3. An explanation of the absorption of hydrogen chloride by the normal ammonium salts with and without the formation of stoichiometric compounds has been advanced.4. An attempt has been made to bring all molecular compounds of higher orders into one general system.
The nitrated product lends itself to fractionation on the basis of solubilities in water and acetone. A hot-watersoluble fraction may be removed, and by solution in acetone a small acetone-insoluble fraction may be separated. Then, by fractional precipitation from acetone by water, additional fractions may be obtained, as in the case of the nitrated raw sulfate pulp (16.7 per cent lignin) shown in Figure 7.The viscosities of the acetone solutions of the crude nitrated woody tissues are varied, but the hardwood products give the highest values. Addition of water to the clear acetone solutions precipitates light cream-colored products which all contain over 12 per cent ester nitrogen (Table I).Patent application has been made covering certain principles of this work, and the study of nitrated woody tissues is being continued.
ConclusionsFrom the wide variety of unextracted natural woody tissues and partially delignified pulps treated, it appears evident that any lignified material may be nitrated under conditions similar to those described here.These nitrates have a high solubility in acetone, are stable under ordinary conditions, and contain, on the average, 10 to 11 per cent of ester nitrogen. They may be purified by bleaching to yield nearly white products which retain a high acetone solubility and nitrogen content.Nitration of partially delignified pulps gives products of higher yield and nitrogen content than the original wood of the same species. Higher yields are generally obtained from
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