Preparation of diphenyl compounds
AssigneeExxonMobil Research and Engineering Company
InventorsAaron Sattler, Victor DeFlorio, Michele L. Paccagnini, Allen W. Burton
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Abstract
This disclosure relates to the preparation of diphenyl compounds, especially dimethylbiphenyl compounds, in which there is one methyl group on each ring, and their oxidized analogues. These compounds, and particularly alkylated biphenyl compounds and biphenylcarboxylic acids, alcohols and esters, are useful intermediates in the production of a variety of commercially valuable products, including polyesters and plasticizers for PVC and other polymer compositions.
Claims23
A process for producing a biphenyl compound, the process comprising:
- (a1) reacting furan or a substituted furan compound having the formula (I):
- where R1 is —H, —CH3, —CHO, —CH2OH, —COOH or —COOR2 and R2 is an alkyl group having from 1 to 20 carbon atoms with a compound having the formula (II)
- where R3 is —H, —NO2, —CH3, —CHO, —CH2OH, —COOH or —COOR4 and R4 is an alkyl group having from 1 to 20 carbon atoms under cycloaddition conditions effective to produce a compound having the formula (III):
- and
- (b1) dehydrating the compound of formula (III) to produce a compound of formula (IV):
A process for producing a biphenyl compound, the process comprising:
- (a2) reacting furan or a substituted furan compound having the formula (I):
- where R1 is —H, —CH3, —CHO, —CH2OH, —COOH or —COOR2 and R2 is an alkyl group having from 1 to 20 carbon atoms with a compound having the formula (II):
- where R3 is —H, —NO2, —CH3, —CHO, —CH2OH, —COOH or —COOR4 and R4 is an alkyl group having from 1 to 20 carbon atoms under alkylation conditions effective to produce a compound having the formula (V):
- (b2) reacting at least part of the compound of formula (V) with ethylene under cycloaddition reaction conditions to produce a compound having the formula (VI):
- and
- (c2) dehydrating the compound of formula (VI) to produce a compound of formula (VII):
Dependencies are inferred from the claim text.