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AssigneeSun Oil Company, (Sun Research and Development Co.)
InventorsRobert E. Moore, Abraham Schneider
Estimating the term…
Alkyladamantanes and/or alkyladamantanols of the C.sub.12 -C.sub.19 range containing 1-3 alkyl groups of the C.sub.1 -C.sub.3 range are converted to hydrocarbon dimers in which two adamantane nuclei are linked to each other through an alkylene radical derived from and having the same number of carbon atoms as an alkyl group of the starting material. The reaction is effected by contacting the starting material with sulfuric acid having a strength in the range of 94-102% H.sub.2 SO.sub.4 in the absence of any other reactant material. When the reactant is a dimethyladamantane or ethyldimethyladamantane or a monool corresponding thereto, ether products in which two adamantane nuclei are joined both through an ether linkage and through a methylene or ethylene radical can also be produced. Some of the linked products are oily liquids while others are normally solid. Usually a small amount of alkyladamantanone is formed. Both the hydrocarbon dimers and ethers have unusually high traction coefficients and are particularly useful as component of traction fluids. These products also have various other uses, such as in coating, investment casting, caulking and potting compositions and as stiffening agents in candles.
Method of reacting an alkyladamantane compound containing only methyl as the alkyl substituents to form a hydrocarbon dimer having two adamantane nuclei linked through a methylene radical which comprises:
As a composition of matter of bis-type adamantane product selected from the group consisting of (a) compounds having a structure conforming to formula I, (b) compounds having a structure conforming to formula II and (c) mixtures of compounds conforming both to formula I and formula II, wherein said formulas are:
Method of reacting an alkyladamantane compound containing at least one alkyl substituent of the C.sub.2 -C.sub.3 range to form a hydrocarbon dimer having two adamantane nuclei linked through an alkylene radical having 2-3 carbon atoms which comprises:
Method according to claim 45 wherein the acid concentration is in the range of about 96- 100% H.sub.2 SO.sub.4 and said temperature is in the range of 10- 75.degree. C.
An adamantane hydrocarbon of structure conforming to any of the formulas IV, IX and X:
A liquid mixture of adamantane hydrocarbons comprising a compound having a structure conforming to formula IV with at least one other compound selected from those of structures conforming to formulas III and V:
A liquid mixture of adamantane hydrocarbons comprising a compound having a structure conforming to formula IX with at least one other compound selected from those of structures conforming to formulas XIII and XIV:
A liquid mixture of adamantane hydrocarbons comprising a compound having a structure conforming to formula X with at least one other compound selected from those of structures conforming to formulas XI and XII:
An adamantane ether compound of structure conforming to any of the formulas VI, VII and VIII:
Dependencies are inferred from the claim text.