Zinc glycerolate manufacture

Details Zinc glycerolate manufacture Zinc glycerolate manufacture

1996-05-14

1997-07-08

Nazario-Gonzalez, Porfirio

Organic compounds -- part of the class 532-570 series

Organic compounds

Heavy metal containing

C07F 306

Patent

active

056463243

DESCRIPTION:

BRIEF SUMMARY
This application was filed under 35 U.S.C. .sctn.371 as a request for U.S. examination of International application No. PCT/GB94/02059, filed Sep. 22, 1994.
The present invention relates to zinc glycerolate and provides an improved process for the preparation thereof.
"Zinc glycerolate" as used herein means a slippery tactile insoluble material comprised of plate-like crystals having relatively low thickness and high lubricity formed by heating zinc oxide (or a zinc oxide precursor compound) with glycerol. As used herein, the term "zinc oxide precursor compound" means a zinc compound which will decompose to or form zinc oxide under the reaction conditions. Typically the crystals are of 1 to 100, usually 10 to 100, micrometer particle size. Zinc glycerolate is known under the Trade Mark GLYZINC and has cosmetic and pharmaceutical as well as industrial uses.
Radoslovich et al (Austral. J. Chem. 23 (1970) 1963-1970) first disclosed that crystalline metal complexes were formed by heating certain metal oxides, hydroxides or salts with glycerol at temperatures above 110.degree. C. The metals are cobalt, iron, manganese and zinc and the complexes formed differ from those previously obtained by reaction in aqueous solution at room temperature in that they are insoluble in water and organic solvents. The zinc comp ("glycerolatozinc (II)") reportedly was obtained from zinc carbonate at 160.degree. C., from zinc acetate at 110.degree.C. to 160.degree.C., and from zinc hydroxide at 200.degree.C. but no experimental data is provided. It is reported that slow heating produced well developed crystals at 110.degree. C. but that higher temperatures were required to obtain smaller plates. The particle size and tactility of these products is not reported but, as reported below, subsequently it has been assumed that temperatures of at least 120.degree.C. were required to obtain zinc glycerolate (as that term is used herein).
Fairlie et al (Agents and Actions 36 (1992) 152-158) refers to the use of zinc to treat local skin disorders and some forms of systemic inflammatory disease, including arthritis. Reference is made in the opening paragraph of the Introduction to forming Glyzinc by heating zinc oxide with glycerol at 200.degree. to 300.degree. C. In the exemplified process, a dispersion of zinc hydroxide in ethanol is heated with glycerol to 120.degree. C. until ethanol and absorbed water evaporates and then the temperature is raised to 240.degree.-275.degree. C. for one hour to expel water.
WO-A-8201867 (published 10th Jun. 1982) discloses the use of zinc glycerolate for cosmetic, prophylactic and therapeutic purposes. Specific reference is made to its use in treating ammoniacal dermatitis in babies (nappy rash) and pruritus; for alleviating psoriasis; for preventing fungal or bacterial decomposition of tissue and the resulting odours, especially in tinea pedis; for preventing industrial dermatitis; and for treating ichthyosis. The zinc glycerolate is specified to be of 10 to 100 micrometer particle size and to be the reaction product of zinc oxide (or a zinc oxide precursor compound) with glycerol at 120.degree. C. to 300.degree. C. It is stated that the reaction of zinc oxide with glycerol proceeds slowly below 200.degree. C. but very rapidly above 220.degree. C. The only specified reactant ratio of zinc compound to glycerol is 1:10.
The preferred methods of preparing zinc glycerolate specified in WO-A-8201867 are (a) heating a mixture of zinc oxide (or zinc oxide precursor compound) with glycerol at a temperature of about 260.degree. C.; (b) adding zinc oxide (or zinc oxide precursor compound) to glycerol at 120.degree. C.; and then increasing the temperature of the mixture to about 260.degree. C.; and (c) adding zinc oxide (or zinc oxide precursor compound) to glycerol at 220.degree. C. and then increasing the temperature of the mixture to about 260.degree. C. Process (a) is exemplified in Example 4 using zinc oxide; process (b) is exemplfied in Example 2 using zinc oxide; process (c) is exemplified in Examples 1 and 3

REFERENCES:
patent: 4544761 (1985-10-01), Taylor et al.
patent: 5475123 (1995-12-01), Bos
Apisariyakulm, A., et al., The Medical Journal of Australia, 152, p. 54, Jan. 1990.

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