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US 4,070,402 AGranted
Terpolymer alkylated phenol
AssigneeThe Standard Oil Company
InventorsRobert E. Karll, Edmund J. Piasek, deceased, by Evelyn W. Hunt, administratrix
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AssigneeThe Standard Oil Company
InventorsRobert E. Karll, Edmund J. Piasek, deceased, by Evelyn W. Hunt, administratrix
Estimating the term…
Phenols alkylated with high molecular weight ethylene-propylene-diene terpolymers are obtained in essentially quantitative yields and with no measurable fragmentation of terpolymer by reacting terpolymer with a large excess of phenol, in the presence of BF.sub.3 as catalyst, at alkylation temperatures of about 170.degree.-300.degree. F. The preferred terpolymers consist essentially of about 35-45 mole percent propylene, 65-55 mole percent ethylene, and about 1.0-2.5 mole percent of a 5-alkenyl-2-norbornene such as 5-ethylidene-2-norbornene. The novel terpolymer alkylated phenol compositions are useful as intermediates for the preparation of multifunctional addition agents for lubricating oils, for example addition agents having combined dispersant-viscosity index improving properties.
A process of preparing a high molecular weight ethylene-propylene-diene terpolymer having 1 to 5 pendant hydroxyphenyl groups conprising reacting an ethylene-propylene-diene terpolymer of from 10,000 up to 40,000 Mn whose units consist essentially of from 1 up to 10 mole percent of a C.sub.4 to C.sub.25 diene hydrocarbon or a 2-(C.sub.2 -C.sub.5 alkenyl)-2-norborene and whose remaining 99- 90 mole percent units consist of 35 to 70 mole percent ethylene and from 65 to 30 mole percent propylene units, with about 50 to about 100 moles of phenol for each mole of terpolymer, in the presence of BF.sub.3 as a catalyst in amounts in the range of about 0.05 to about 0.20 moles of BF.sub.3 for each mole of phenol, at a reaction temperature of about 170.degree. F to about 300.degree. F, and thereafter removing unreacted BF.sub.3 and phenol.
A process for preparing a high molecular weight terpolymer substituted phenol comprising the steps of:
A high molecular weight hydroxy-phenyl substituted hydrocarbon comprising a backbone terpolymer having from 1 up to 5 pendant hydroxy phenyl groups wherein said terpolymer backbone has a M.sub.n in the range of from 10,000 up to 40,000, from 0 up to 4 olefinic double bonds in its chain for each 1,000 carbon atoms, and consists essentially of polymer units derived from ethylene, propylene, and a diene consisting of a C.sub.4 to C.sub.25 diene hydrocarbon or a 5-alkenyl-2-norbornene whose alkenyl substituent contains from 2 to 5 carbon atoms wherein from 1 to 10 mole percent of the polymer units are derived from the diene and the remaining 90 to 99 mole percent are from 35 up to 70 mole percent ethylene and from 30 up to 65 mole percent propylene units.
Dependencies are inferred from the claim text.