# US 4,396,783 A · Hydroxylating aromatic hydrocarbons

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- Number: US 4,396,783 A
- Document ID: US4396783A
- Status: Granted
- Kind: A
- Application number: 06/299,546
- Filed: 1981-09-04
- Granted: 1983-08-02
- Earliest claimed: 1980-09-09
- Assignees: Anic S.p.A.
- Inventors: Antonio Esposito; Marco Taramasso; Carlo Neri
- Web page: https://patentgrep.com/patent/US4396783A

## CPC

- B01J 37/033: {Using Hydrolysis}
- B01J 29/046: {Chromiasilicates; Aluminochromosilicates (B01J29/005 takes precedence)}
- B01J 29/068: Noble metals
- B01J 29/072: Iron group metals or copper
- B01J 29/076: containing arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J 29/89: Silicates, aluminosilicates or borosilicates of titanium, zirconium or hafnium {(B01J29/005 takes precedence)}
- C01B 37/005: {Silicates, i.e. so-called metallosilicalites or metallozeosilites}
- C07C 37/60: by oxidation reactions introducing directly hydroxy groups on a =CH-group belonging to a six-membered aromatic ring with the aid of other oxidants than molecular oxygen or their mixtures with molecular oxygen
- C07C 41/26: by introduction of hydroxy or O-metal groups
- C07C 201/12: by reactions not involving the formation of nitro groups
- B01J 2229/18: to introduce other elements into or onto the molecular sieve itself
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- C01B: NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; {METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C}
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

A process for the hydroxylation of aromatic hydrocarbons by hydrogen peroxide, consisting in reacting said compounds in the presence of synthetic zeolites which contain heteroatoms, both replaced and exchanged. The reaction is carried out at a temperature comprised between 80.degree. C. and 120.degree. C. and in the presence of the hydrocarbon only or in the presence of a solvent which permits, at least partially, to admix the aromatic hydrocarbon with the hydrogen peroxide.

## Claims

### Claim 1

The process of hydroxylating an aromatic hydrocarbon selected from the group consisting of phenol, anisole, toluene and nitrobenzene, which comprises contacting said aromatic hydrocarbon with hydrogen peroxide in the presence of a catalyst in the temperature range between 80.degree. C. and 120.degree. C., said catalyst being a crystalline silica modified through the introduction into the crystalline lattice of the silica, as partial replacement of Si atoms therein, of metal selected from the group consisting of titanium, iron and vanadium.

### Claim 2 (depends on 1)

The process of hydroxylating an aromatic hydrocarbon as claimed in claim 1, wherein said hydrocarbon is contacted with the hydrogen peroxide in the absence of a solvent.

### Claim 3 (depends on 1)

The process of hydroxylating an aromatic hydrocarbon as claimed in claim 1, wherein said hydrocarbon is contacted with the hydrogen peroxide in the presence of a solvent adapted to render said hydrocarbon at least partially miscible with the hydrogen peroxide.

### Claim 4 (depends on 3)

The process of hydroxylating an aromatic hydrocarbon as claimed in claim 3, wherein said solvent is a member of the group consisting of water, methanol, acetic acid, isopropanol and acetonitrile.