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Patent Number/Link: 
4,582,613 Use of copper (II) oxide as source of oxygen for oxidation reactions

United States Patent [19]

Kenney et al.

[11] Patent Number:

[45] Date of Patent:

4,582,613

Apr. 15, 1986

[54] USE OF COPPER (II) OXIDE AS SOURCE OF

OXYGEN FOR OXIDATION REACTIONS

[75] Inventors: Charlie W. Kenney, Littleton; Laura

A. Uchida, Lakewood, both of Colo.

[73] Assignee: Resource Technology Associates,

Boulder, Colo.

[21] Appl. No.: 653,344

[22] Filed: Sep. 24, 1984

[51] Int. C1.4 C02F 1/72

[52] U.S. Ct 210/761; 210/758;

210/904; 210/909;423/42; 75/117

[58] Field of Search 210/758, 761, 762, 763,

210/721,909,711,904; 75/117; 423/42, 35,

604; 568/724

[56] References Cited

U.S. PATENT DOCUMENTS

1,925,367 9/1953 Booth 568/747

2,944,396 7/1960 Barton et al. 2101763

3,606,999 9/1971 Lawless 210/761

3,853,759 12/1974 Titmas 210/761

4,195,189 3/1980 Earley 5681730

FOREIGN PATENT DOCUMENTS

2534458 2/1976 Fed. Rep. of Germany 210/904

50-106862 8/1975 Japan 210/761

51-24575 2/1976 Japan 210/761

785202 12/1980 U.S.S.R 210/763

Primary Examiner-Benoit Castel

Attorney, Agent, or Firm-Sheridan, Ross & McIntosh

[57] ABSTRACT

This invention comprises a wet oxidation process utilizing

copper (II) oxide as the sole oxygen source. In particular

the destruction and detoxification by oxidation

of toxic materials such as cyanide, hydrocarbons, halogenated

hydrocarbons, and dioxins contained in typically

aqueous streams by using copper (II) oxide is

contemplated. The preferred embodiment involves adding

the copper (II) oxide to the feed stream containing

the toxic materials and reacting the stream under elevated

pressure and elevated temperature conditions to

substantially oxidize the toxic materials to less toxic or

innocuous compounds. The oxidation process can be

accomplished in a vertical tube reactor system, wherein

the necessary pressure for the wet oxidation is achieved

by hydrostatic head pressure inherent in the system.

26 Claims, No Drawings

4,582,613

This invention provides processes for the oxidation

treatment ofliquid feed streams containing toxic materials,

such as cyanides, and including hydrocarbons such

as phenols, halogenated hydrocarbons, such as pentachlorophenol,

and dioxins. Such feed streams are typically,

but not necessarily, aqueous. The feed stream

containing the toxic material is mixed with copper (II)

oxide and this mixture is subjected to conditions of

elevated temperature and elevated pressures for a time

sufficient such that the toxic materials are detoxified

and destroyed by oxidation. The treated feed stream is

substantially free of the toxic materials and is typically

suitable after treatment for acceptable disposal. The

only external source of oxygen is the copper (II) oxide,

and no external additional source of oxygen is required.

The copper (II) oxide provides the oxygen necessary

for the oxidation reaction, with a concomitant reduction

of the copper (II) oxide to copper (I) oxide or

elemental copper.

In another embodiment of the invention, the process

steps are conducted in a vertical tube reactor system,

wherein the necessary pressure is achieved by hydrostatic

head pressure inherent in the system.

In other embodiments, the reduced copper is recovered

from the oxidized streams and regenerated and

2

temperatures and pressures and moving reaction components.

A vertical tube reactor configuration was considered

as an economic means for achieving desired

reaction conditions. U.S. Pat. No. 4,272,383 to

5 McGrew, along with the various references cited

therein, disclose such reactor configurations, along with

particular processing conditions for treatment of particular

wastes. Deep well reactors have been used to accomplish

wet oxidation, and a vertical tube subsurface

10 reactor environment useful for controlled chemical

oxidation reactions was disclosed in U.S. Pat. No.

3,606,999 to Lawless, but this patent does not teach

detoxification ofhazardous waste. Use of a vertical tube

reactor system could provide the necessary pressure by

hydrostatic head pressure inherent in the system, but

such reactors do not allow for agitation or mixing of the

reaction components as they provide only "plug" or

laminar flow. Since detoxification of many of the waste

materials involves decomposition of molecules or complexes

which are difficult to break, and thought to require

agitation of the reaction mixture in order to

achieve reasonably complete oxidation, the usefulness

of a vertical tube reactor for this purpose was by no

means certain. Surprisingly, however, the vertical tube

reactor was found to be effective in achieving substantially

complete detoxifying even on such stubborn materials

as copper and silver complexes with cyanide.

However, one disadvantage of the subsurface vertical

tube reactor system is the introduction of an oxygencontaining

gas at these depths. It would be advantageous

to have a system where the oxygen source is

contacted with the waste feed stream prior to downflowing

the waste stream into the vertical tube reactor

system.

Thus, an object of one embodiment of this invention

is to provide an oxidation process for the detoxification

of hazardous organic and inorganic waste contained in

feed streams by using a vertical tube reactor system in

which the only external oxygen source is non-gaseous

copper (II) oxide.

SUMMARY OF THE INVENTION

1

USE OF COPPER (II) OXIDE AS SOURCE OF

OXYGEN FOR OXIDATION REACTIONS

FIELD OF INVENTION

This invention relates to the detoxification of toxic

substances by oxidation utilizing copper (II) oxide as the

single oxygen source for the oxidation reactions.

BACKGROUND OF THE INVENTION

Wet oxidation is a series of oxidative and hydrolysis

reactions which occur at elevated temperatures and

pressures, typically in an aqueous environment. Wet

oxidation is a well-known process for use in purifying

waste waters, such as sewage sludge and manufacturing 15

waste process waters. Further, it is known that wet

oxidation can be accomplished by use of a catalyst with

an oxygen-containing gas at elevated temperatures and

pressures. U.S. Pat. No. 4,141,828 to Okada et aI.,

teaches a process of wet oxidation of ammonia-contain- 20

ing waste water by contacting the waste water with an

oxygen-containing gas and a catalyst and subjecting the

mixture to the elevated temperatures and pressures.

U.S. Pat. No. 4,072,608 to Farha, Jr. et al., teaches a

process for the purification of water polluted by organ- 25

ics and oxygen-containing compounds. This process

comprises contacting the waste water and an oxygencontaining

gas with an iron group metal promoted by a

solid copper-magnesium-oxygen spinel structure catalyst

at elevated temperatures and pressures. U.S. Pat. 30

No. 4,062,772 to Box, Jr. et aI. also relates to a process

for the purification of organically polluted waters by

contacting the waste waters with a solid copper-magnesium-

oxygen catalyst promoted with bismuth and an

oxygen-containing gas at elevated temperatures and 35

pressures. U.S. Pat. No. 4,268,399 to Box, Jr. et aI.,

relates to a process for oxidizing organically polluted

waters by contacting the polluted waters with an oxygen-

containing gas and a catalyst consisting of zinc,

titanium, and oxygen. 40

None of these references teach a process of wet oxidation

using copper (II) oxide (CuO) as the single oxygen

source for the oxidizing reactions.

Accordingly, it is an object of this invention to provide

a wet oxidation process, particularly for the detoxi- 45

fication of waste streams, utilizing copper (II) oxide as

the single oxygen source for the reactions.

As a result of major environmental problems occurring

today, inorganic and organic waste material that·

are generally carried in aqueous streams must be detoxi- 50

fied before disposal. Waste compounds that pose environmental

disposal problems include cyanide-bearing

solutions; halogenated hydrocarbons, such as pentachlorophenols

prevalent in wood processing waste;

hydrocarbon wastes from petrochemical plants and 55

refineries, such as phenolic compounds; and dioxins.

However, effective detoxification and destruction of

the toxic waste materials require costly chemicals and/

or elevated pressures which make such a system quite

expensive. 60

The high pressures required for wet oxidation reactions

have been previously achieved in autoclave-type

reaction vessels which allow for agitation and mixing of

the reaction components. However, such systems require

large amounts of energy to achieve the required 65

temperatures and pressures and to pump reaction components

into the pressurized vessels. It was desirable to

find a more economical way of achieving the required

(i)

(ii)

4,582,613

DETAILED DESCRIPTION OF THE

PREFERRED EMBODIMENTS

C6CIsOH+HZO+9CuO-.6COZ+5HCI+9Cu'

3

recycled as copper (II) oxide for use in the process steps

of the invention.

4

Dioxin compounds, such as 2,3,7,8-tetrachlorodibenzo-

p-dioxin(2,3,7,8-TCDD) found in the discontinued

herbicide 2,4,5-trichlorophenoxyacetic acid; 2-

chlorodibenzo-dioxin (2-CDD); 1,2,3,4-tetra-

5 chlorodibenzo-dioxin (1,2,3,4-TCDD); and 2,7-

Typical feed material for the processes of the present dichloro-dibenzo-dioxin (2,7-DCDD) are also effecinvention

are toxic organic and inorganic compounds tively detoxified.

capable of being destroyed or beneficially altered by In addition, cyanide-containing solutions may also be

oxidation, such as cyanides, including free cyanide, beneficially treated according to the processes of this

metal-cyanide complexes, thiocyanates, and thiosul- 10 invention to less toxic-substances.

fates; halogenated hydrocarbons, such as pentachloro- Although the process of this invention is described

phenol (PCP); petrochemical plants and refinery waste, with respect to the above specific toxic substances, it is

such as phenolic compounds; and dioxins. The toxic not limited thereto and may be advantageously used to

organic and inorganic compounds used as feed material oxidize all substances which may be beneficiated by

are chemically oxidizable substances that convert dur- 15 conventional wet oxidation procedures.

ing the oxidation reaction to less toxic or innocuous Typically, the oxidation process is conducted at a

products. By oxidation, as used herein, is meant a reac- temperature offrom about 70· C. to about 370· C., more

tion in which oxygen reacts with the toxic material to preferably from about 200· C. to about 350· C., and

form less toxic or innocuous compounds. When the most preferably at a temperature of from about 290· C.

toxic material is contained in an aqueous medium, hy- 20 to about 350· C. The pressures are typically in the range

drolysis reactions also take place. As used herein, mate- of from about 400psi to about 3200 psi, more preferably

rials defined as toxic andlor hazardous can include from about 1000 psi to about 2400 psi. As will be underchemical

compounds or groups of compounds that are stood by those skilled in the art, the time may be adgenerally

regarded as having toxic properties, either justed based on considerations of process variables,

when ingested, inhaled, or absorbed via the skin. Ex- 25 such as the amount of CuO added, the percent of toxic

eluded from this list would be radioactive substances. materials present, and the temperatures and pressures

For purposes of this invention innocuous or harmless chosen as operating conditions. Generally, at higher

means not toxic. The feed material is typically con- temperatures and pressures, less time is required for the

tained in an aqueous stream, usually a waste aqueous process.

stream derived from a manufacturing or ore treatment 30 The pH of the feed streams will typically be from

process. Typical. amounts of toxic material in the stream about 2 to about 12, dependent upon the type and conare

from about I ppm to about 15 gil, although streams centration of feed material contained in the stream.

containing more or less toxic materials may be treated In the preferred embodiment, the copper (II) oxide,

according to the processes of this invention. which has been reduced to copper (I) oxide or elemen-

In the initial step, the toxic material-containing 35 tal copper from the oxidation process, is recovered and

stream, typically aqueous, is mixed with a slurry of separated from the oxidized stream. The reduced copcopper

(II) oxide in water or other liquids. The amount per can be treated by means known in the art to regenerof

copper (II) oxide added to the waste stream depends ate copper (II) oxide, which is then suitable for recyupon

the amount of toxic material to be oxidized. Typi- cling to the steps of this process.

cally this amount is the stoichiometric amount, or 40 The process of the invention requires a reactor or

greater, of oxygen necessary to oxidize the toxic materi- other apparatus into which the cupric oxide is added

als. and in which the stream is heated and pressurized. A

The copper (II) oxide-loaded stream is next contacted number of reaction pressure apparatuses known in the

at elevated temperatures and elevated pressures and for art may be used, as for example: a stirred pressure vesa

time sufficient to detoxify the toxic materials con- 45 sel, a pipeline reactor, or a free-flowing pressurized

tained in the stream. The copper (II) oxide supplies the absorption column.

oxygen necessary for the reaction with a concomitant In one embodiment of the invention, the process steps

reduction of the copper (II) oxide to copper (I) oxide or are carried out in a vertical tube reactor system,

elemental copper. After the heat and pressure treat-' wherein the necessary pressure is achieved by hydroment,

the stream, particularly if aqueous, may be suit- 50 static head pressure inherent in the system. The reactor

able for acceptable disposal without further treatment design is typically vertical, with a downcomer portion

as the stream is substantially free of the toxic materials. which is generally a cylindrical pipe, and a riser portion

Phenol is a common constituent of petrochemical and which is also generally a cylindrical pipe. Another conrefinery

hydrocarbon wastes. When phenol is contained figuration for a vertical reactor system is aU-tube

in an aqueous feed stream, the stoichiometric amount of 55 wherein one leg comprises the downcomer and the

copper (II) oxide supplied oxygen required to com- adjacent leg comprises the riser. Another configuration

pletely oxidize phenol is generally about 1.0 to about is an annular tubing arrangement wherein the down-

1.5. The reaction occurs according to the following comer generally comprises an internal cylindrical pipe

equation: and the riser comprises a concentric outside annular

60 ring. Suitably lined deep bore holes or well holes can be

utilized as the process apparatus and the desired pressure

can be achieved by conducting the reaction at a

pre-selected underground depth. It is not necessary that

the reactor configuration be truly vertical, as long as the

feed material is introduced into the reactor system at a

location sufficiently elevated from the primary reactor

zone portion of the system so as to generate sufficient

hydrostatic head pressure. Utilizing the inherent hydro-

When a halogenated hydrocarbon is contained in the

aqueous feed stream such as pentachlorophenol (PCP),

the reaction of the wet oxidation of PCP is as follows: 65

4,582,613

5

static head pressure of the system significantly reduces

the cost of the operations, making the process more

economically feasible.

The dimensions of the downcomer and riser portions

6

mum phenol removal with cupric oxide was achieved at

a temperature of about 3380 C. An insufficient quantity

of gas was available at the end of the runs with cupric

oxide for an analysis of organic vapors.

TABLE I

Wet Oxidation of Phenol

Summary of Test Conditions and Results

Test No. Feed I 2 4

Input 0.74 g phenol 0.74 g phenol 0.76 g phenol 0.74 g phenol 0.87 g phenol

Sample(I*) CuO 11.34 g CuO 11.35 g CuO 11.34 g CuO 11.34 g CuO

Excess 02, no. times stoic for C6HSOH 1.30 1.26 1.30 I.lO

Test Conditions

Preheat, min 145 58 54 87

Temp, 'C. 316-320 242-248 279-280 337-340

Pressure, psig 1550-1610 500-540 875-910 2050-2125

Residence time, min 44 80 70 78

Products

Gas

Volume, ml 261 211 211 211

Pressure, psig 11.22 0.39 0.19 23

% C02(*3) 6.8 (*4) (·4) 40

% 02(*3) 3.4 (*4) (·4) 6.0

Liquor (rinse)

Volume, ml 77(320) 94(375) 88(320) 67(540)

pH 4.6 4.95 5.2 4.4 4.6

Phenol, mgll 6720 2660(60.9) 4090(62.5) 3590(89.1) 712(22.4)

TOC,mgll 5560 2440(69) 3660(119) 3230(90) 845(36)

COD, mgll 17,200 7400(171) 11,060(276) 9730(267) 1940(80)

Cu, mgll 0.02 50.1(1.91) 1.42(0.28) 2.55(0.30) 43.5(3.00)

% reduction of phenol(·2) 66.6 40.9 48.7 92.4

% reduction in TOC(*5) 62.2 31.9 43.7 88.4

% reduction in COD(*6) 63.7 35.3 45.3 91.4

(·])Dissolved in 100 ml deionized water.

{·2)Assume 9.29% degradation of initial sample and no phenol in gas phase.

(*3)Orsat Analysis.

(*4)Insufficient sample for analysis.

(*5)Assume initial TOC = 75.1% of initial sample phenol concentration.

(*6)Assume initial COD = 2.324 X initial sample phenol concentration.

EXAMPLE 2

Pentachlorophenol (PCP) Tests

Tests were completed to determine the effects of

temperature, time, pH, and the use of a solid oxygen

carrier on PCP destruction. The tests were run in a

600-ml stainless steel autoclave equipped with a glass

liner and titanium or Hastelloy C wetted parts. A solution

containing I gram per liter ofPCP was used as feed

for the tests. In Test 1, the solution was heated with

mixing under a nitrogen atmosphere to the desired reaction

conditions; then 100 psi of oxygen was added. In

Test 2, the oxygen gas was not added, instead, CuO, the

solid oxygen carrier, was added to the solution. To end

the tests, the reactor was cooled rapidly by removing

the heat source and running water through a cooling

loop. The aqueous solution was removed and the reactor

was rinsed with methanol to recover residual PCP.

Both the aqueous and alcohol solutions were analyzed

for PCP using a gas chromatograph/mass spectrometer.

Test conditions and results are summarized in Table

2.

EXAMPLE I

Tests were run on phenol, C6H50H, a water soluble 50

organic, using CuO as a solid oxygen donor. All tests

were run in a 300-ml stainless steel Parr stirred autoclave.

To start a test, the phenol and deionized water

and copper (II) oxide were placed in the autoclave and

the system was purged with nitrogen. The autoclave 55

was heated to the required temperature. The temperature

was maintained for the allotted time and the autoclave

was cooled by removing the heating mantle and,

in some cases, by using an air blower or water bath.

When the system reached room temperature, a gas 60 TABLE 2

sample was analyzed by either gas chromatography or --------.Su.m:m.ar:y o=f P=CP T:e:st.Re.su:lts.--------

Orsat (gas absorption). After gas samples were taken, pCP

the slurry was filtered and the filtrate analyses included Test Temp Time Removal(*I)

pH, phenol, total organic carbon (TOC), chemical oxy- No. 'C. min % Comments

gen demand (COD), and copper. 65 I 310 60 92.9

Table 1 contains a summary of test conditions and 2 310 60 97.2 CuO oxygen carrier

results. Reduction of phenol, TOC, and COD were (*I)Removal based on PCP recovered in methanol wash solution.

primarily functions of reaction temperature. The maxiof

the reaCtor system are designed so that the feed 35

stream flow rate and reactor residence time are sufficient

to accomplish the oxidative reaction. The reactor

length is primarily a function of the desired reaction

pressure.

Upon exiting the riser portion of the reactor system, 40

the reduced copper exists in precipitated form in the

oxidized aqueous stream. The process aqueous stream is

preferably separated from the copper, and the copper

may then be treated to regenerate copper (II) oxide for

recycle to the process. 45

The following examples are provided by way of illustration

and not by way of limitation.

4,582,613

7

Although the foregoing has been described in some

detail by way ofillustration and example for purposes of

clarity of understanding, it will be obvious that certain

changes and modifications may be practiced within the

scope of the invention, as limited only by the scope of 5

the appended claims.

What is claimed is:

1. A process for treating a liquid feed stream containing

toxic materials said process comprising contacting

said stream with copper (II) oxide as the only external 10

source of oxygen at a temperature of from'hbout 70· C.

to about 370· C. and a pressure offrom about 400 psi to

about 3200 psi and for a time sufficient to substantially

destructively oxidize and detoxify said materials.

2. A process according to claim 1 wherein said toxic 15

materials are cyanides.

3. A process according to claim 1 wherein said toxic

materials are hydrocarbons.

4. A process according to claim 3 wherein said toxic 20

materials are phenolic compounds.

5. A process according to claim 3 wherein said toxic

materials are halogenated hydrocarbons.

6. A process according to claim 5 wherein said halogenated

hydrocarbon is pentachlorophenol. 25

7. A process according to claim 3 wherein said toxic

materials are dioxins.

8. A process according to claim 1 wherein said feed

stream is aqueous.

9. A process according to claim 1 wherein said feed 30

stream is non-aqueous.

10. A process according to claim 1 wherein said CuO

is in at least a stoichiometric amount necessary to oxidize

the materials.

11. A process according to claim 1 wherein said tem- 35

perature is from to about 290· C. to about 350· C.

12. A process according to claim 1 wherein said pressure

is from about 1000 psi to about 2400 psi.

13. A process according to claim 1 further comprising

regenerating copper reduced in the process to copper 40

(II) oxide and recycling said copper (II) oxide.

8

14. A process for treating a liquid feed stream containing

toxic materials comprising:

(a) contacting said feed stream with copper (II) oxide

as the only external source of oxygen; and

(b) flowing said copper (II) oxide-loaded stream into

the downcomer portion of a vertical tube reactor

system at a temperature of from about 70· C. to

about 370· C. and a pressure of from about 400 psi

to about 3200 psi, wherein said pressure is produced

by the hydrostatic head pressure inherent

from the downflowing mixture and for a time sufficient

to substantially detoxify said toxic materials

such that said feed stream is substantially free of

said toxic materials.

15. A process according to claim 14 wherein said

toxic materials are cyanides.

16. A process according to claim 14 wherein said

toxic materials are hydrocarbons.

17. A process according to claim 14 wherein said

toxic materials are halogenated hydrocarbons.

18. A process according to claim 17 wherein said

hydorcarbon is pentachlorophenol.

19. A process according to claim 14 wherein said

toxic materials are phenolic compounds.

20. A process according to claim 14 wherein said

toxic materials are dioxins.

21. A process according to claim 14 wherein said feed

stream is aqueous.

22. A process according to claim 14 wherein said feed

stream is non-aqueous.

23. A process according to claim 15 wherein said

copper (II) oxide is in at least a stoichiometric amount

necessary to oxidize said toxic materials.

24. A process according to claim 14 wherein said

temperature is from about 290· C. to about 350· C.

25. A process according to claim 14 wherein said

pressure is from 1000 psi to about 2400 psi.

26. A process according to claim 14 further comprising

regenerating copper reduced in the process to copper

(II) oxide and recycling said copper (II) oxide.

* * * * *

45

50

55

60

65

UNITED STATES PATENT AND TRADEMARK OFFICE

CERTIFICATE OF CORRECTION

PATENT NO.

DATED

INVENTOR(S)

4,582,613

April 15, 1986

Kenney et ale

It is certified that error appears in the above-identified patent and that said Letters Patent

is hereby corrected as shown below:

At Column 3, formula (i), line 61, that portion of the

formula reading "6C020 + 3H2" should read -- 6C02 + 3H20 --.

At Column 7, Claim 11, line 36, the word "to" after the

word "from" should be deleted.

At Column 8, Claim 18, line 22, the word "hydorcarbon"

should read -- halogenated hydrocarbon --.

Signed and Sealed this

Fourteenth Day of October, 1986

[SEAL]

Attest:

DONALD J. QUIGG

Attesting Officer CommissiOIler of Patents and Trademarks


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