Process for preparing 4-aminodiphenylamine intermediates
AssigneeFlexsys America L.P.
InventorsRalph Triplett, Roger Rains
Life of this patent
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Abstract
The invention is directed to a method of producing one or more 4-aminodiphenylamine intermediates comprising the steps: a. bringing an aniline or aniline derivative and nitrobenzene into reactive contact; and b. reacting the aniline and nitrobenzene in a confined zone at a suitable time and temperature, in the presence of a mixture comprising a strong organic base, or equivalent thereof, and an oxidant comprising hydrogen peroxide in an amount of from about 0.01 to about 0.60 moles of hydrogen peroxide to moles of nitrobenzene.
Claims21
1-25. (canceled)
A method of producing 4-aminodiphenylamine or a 4-aminodiphenylamine derivative, the method comprising the steps of:
- a. contacting an aniline or aniline derivative and nitrobenzene;
- b. reacting the aniline or aniline derivative and nitrobenzene in the presence of a strong base and an oxidant comprising hydrogen peroxide to form a 4-aminodiphenylamine intermediate;
- and
- c. reducing the 4-aminodiphenylamine intermediate in a reduction reaction to produce 4-aminodiphenylamine.
A method of producing a rubber product comprising the steps of:
- a. contacting an aniline or aniline derivative and nitrobenzene;
- b. reacting the aniline or aniline derivative and nitrobenzene in the presence of a strong base and an oxidant comprising hydrogen peroxide to form a 4-aminodiphenylamine intermediate;
- c. reducing the 4-aminodiphenylamine intermediate in a reduction reaction to produce 4-aminodiphenylamine;
- d. reductively alkylating the 4-aminodiphenylamine to form an alkylated derivative of the 4-aminodiphenylamine;
- and
- e. incorporating the alkylated derivative of the 4-aminodiphenylamine into a rubber product.
A product of manufacture comprising rubber and a compound selected from the group consisting of:
- a. a 4-aminodiphenylamine intermediate produced by the steps of:
- i. contacting an aniline or aniline derivative and nitrobenzene;
- and
- ii. reacting the aniline or aniline derivative and nitrobenzene in the presence of a strong base and an oxidant comprising hydrogen peroxide to form a 4-aminodiphenylamine intermediate;
- b. 4-aminodiphenylamine produced by reducing the 4-aminodiphenylamine intermediate produced by performing step (a) above in a reduction reaction to produce the 4-aminodiphenylamine;
- and
- c. an alkylated derivative of 4-aminodiphenylamine produced by reductively alkylating the 4-aminodiphenylamine produced by performing steps (a) and (b) above to form the alkylated derivative of the 4-aminodiphenylamine.
Dependencies are inferred from the claim text.