Studiengesellschaft Kohle Mbh

Paul Heimbach

Gunther Wilke

Erich F Nabbefeld-Arnold

Achim Roloff

A process has been developed for controlling the catalytic co-oligmoerization of 1,3-dienes with Schiff's bases which comprises condensing a 1,3-diene of the formula ##STR1## wherein R.sup.4 and R.sup.5, independently of one another, represent hydrogen or an alkyl group having 1 to 4 carbon atoms with a Schiff base of the formula ##STR2## wherein each of R.sup.1, R.sup.2 and R.sup.3 represents hydrogen alkyl, cycloalkyl, aralkyl, aryl or dimethylamino groups which, in addition, optionally contain functional groups of the group consisting of ethers esters, C.dbd.N double bonds and which can be closed to form a ring, in the presence of a nickel (O)-containing catalyst, and optionally in the presence of an X--H compound with a molar ratio of Ni: X H of from 1:0 to 1:10.

Process for controlling the catalytic co-oligomerization of 1,3-dienes

Process of producing nickel alcoholates by reacting .pi.-allyl nickel compounds with carbonyl compounds. The nickel alcoholates so produced can be hydrolyzed to their corresponding alcohols and these alcohols can in part be dehydrated to their corresponding olefins. The nickel alcoholate products are useful for the production of their corresponding alcohols and these alcohols are useful for the production of their corresponding olefins.

Phenyl substituted-hexene-(3)-diol-(1,6)

A series of mono, bi and tricarbocyclic compounds, most of which have olefinic unsaturation in the ring, which may or may not have substituents thereon. While the bi and tricyclic rings may be unsubstituted, these compounds which have olefinic unsaturation, particularly multiple olefinic unsaturation, are polymerizable and copolymerizable in known polymerization systems. They are particularly good crosslinking agents. These compounds are further useful in the sense that they can be cleaved oxidatively, to corresponding carboxylic acids, aldehydes and/or alcohols which have known utility in the plasticizer and detergent arts. The compounds which do not have olefinic unsaturation can also be oxidatively cleaved to produce oxygenated, e.g., acid, alcohol or aldehyde, compounds having known utility.

3-Methoxycyclooctadiene-(1,5)

1-Phenyl-cyclooctadiene (1,5)

3-Buten-1-yl (3) and 3 buten-2-yl (1) cyclooctadiene (1,5)

Ethyl 3,7-cyclodecadiene-1-carboxylate

This invention relates to novel nickel alcoholates and alcohols thereof and to a process of preparing said novel nickel alcoholates and alcohols.

1-Phenyl-but-3-ene-ol

Ethyl 4-methyl-2,6-cyclooctadiene-1-carboxylate

Cyclocooligomerization of at least one conjugated diene and an alkyl acrylate in the presence of a non-carbonyl containing, zero-valent nickel complex compound catalyst to form an olefinically unsaturated alicyclic ring compound having the non-hydrocarbon functional group pendent from the ring.

Production of alicyclic unsaturated compounds having pendent functional

1-Ethyl-cyclooctadiene-1,5

Cyclocooligomerization of at least one conjugated diene and an alkyl acrylate in the presence of a noncarbonyl containing, zero-valent nickel complex compound catalyst to form an olefinically unsaturated alicyclic ring compound having the non-hydrocarbon functional group pendent from the ring.

Phenyl substituted unsaturated diols useful as complexing agents for nickel and starting materials for the production of polymers.

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Mulheim (Ruhr), Germany

Paul Heimbach