# US 2023/0264992 A1 · Application of hydrophobic phthalocyanine as heterogeneous catalyst in oxidizing phenol wastewater by hydrogen peroxide

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- Number: US 2023/0264992 A1
- Document ID: US20230264992A1
- Status: Published application
- Kind: A1
- Application number: 17/980,428
- Filed: 2022-11-03
- Published: 2023-08-24
- Earliest claimed: 2022-02-21
- Assignees: Hangzhou Normal University
- Applicants: Hangzhou Normal University
- Inventors: Jiachi HUANG; Shiliang CHEN
- Web page: https://patentgrep.com/patent/US20230264992A1

## CPC

- C02F 1/725: {by catalytic oxidation}
- B01J 31/183: {with more than one complexing nitrogen atom, e.g. phenanthroline}
- B01J 31/28: of the platinum group metals, iron group metals or copper
- B01J 37/36: Biochemical methods
- C02F 1/722: {Oxidation by peroxides}
- C12N 1/20: Bacteria; Culture media therefor
- B01J 2231/70: Oxidation reactions, e.g. epoxidation, (di)hydroxylation, dehydrogenation and analogues
- C02F 2101/345: {Phenols}
- C02F 2305/023: Reactive oxygen species, singlet oxygen, OH radical
- C12R 2001/02: Acetobacter
- Y02W 10/37: using solar energy
- C02F: TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE (separation in general B01D; special arrangements on waterborne vessels of installations for treating water, waste water or sewage, e.g. for producing fresh water, B63J; adding materials to water to prevent corrosion C23F; treating radioactively-contaminated liquids G21F9/04; regeneration of reactants for recirculation into processes, see the relevant places for the processes)
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- C12N: MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA (microbiological testing media C12Q1/00)
- C12R: INDEXING SCHEME ASSOCIATED WITH SUBCLASSES C12C - C12Q, RELATING TO MICROORGANISMS
- Y02W: CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT

## Abstract

Disclosed is an application of a hydrophobic phthalocyanine as a heterogeneous catalyst in oxidizing phenol wastewater by hydrogen peroxide. A hydrophobic silane is decorated on a bacterial cellulose-metal phthalocyanine heterogeneous catalyst to obtain a hydrophobic phthalocyanine heterogeneous catalyst; during the catalytic degradation of phenols, the obtained catalyst is capable of adjusting a concentration of hydrogen peroxide oxidant around the catalyst. A preparation method of the hydrophobic phthalocyanine comprises: 1. preparing a mixed solution of a bacterial cellulose medium containing metal phthalocyanine; 2. adding acetic acid bacterium into the mixed solution obtained in step 1 for biological culture; 3. heating the product obtained in step 2, and taking out a solid for cleaning and drying; 4. preparing a hydrophobic silane solution; and 5. immersing the product obtained in step 3 into the solution obtained in step 4, and taking out a solid after reaction for cleaning and drying.

## Claims

### Claim 1

An application of a hydrophobic phthalocyanine as a heterogeneous catalyst in oxidizing phenol wastewater by hydrogen peroxide, wherein the hydrophobic phthalocyanine is obtained by decorating a hydrophobic group on a bacterial cellulose-metal phthalocyanine with a silane coupling agent; the bacterial cellulose-metal phthalocyanine is obtained by mixing a metal phthalocyanine into a bacterial cellulose medium, biologically culturing with an acetic acid bacterium, and then heating and reducing the mixture; and the metal phthalocyanine is nitro-sulfonic metal phthalocyanine.

### Claim 2

A hydrophobic phthalocyanine for catalytic degradation of phenols, wherein the hydrophobic phthalocyanine is obtained by decorating a hydrophobic group on a bacterial cellulose-metal phthalocyanine with a silane coupling agent; the bacterial cellulose-metal phthalocyanine is obtained by mixing a metal phthalocyanine into a bacterial cellulose medium, culturing the mixture with an acetic acid bacterium, and then heating and reducing the mixture; and the metal phthalocyanine is nitro-sulfonic metal phthalocyanine.

### Claim 3 (depends on 2)

The hydrophobic phthalocyanine for the catalytic degradation of phenols according to claim 2, wherein the process of decorating the hydrophobic group on the bacterial cellulose-metal phthalocyanine is: adding the bacterial cellulose-metal phthalocyanine in a silane coupling agent solution for treatment.

### Claim 4 (depends on 2)

A method for preparing the hydrophobic phthalocyanine for the catalytic degradation of phenols of claim 2, comprising the following steps of:
step 1. preparing a mixed solution of a bacterial cellulose medium containing metal phthalocyanine;
step 2. adding an acetic acid bacterium into the mixed solution obtained in step 1 for biological culture;
step 3. heating the product obtained in step 2, and taking out a solid for cleaning and drying;
step 4. preparing a hydrophobic silane coupling agent solution; and
step 5. immersing the product obtained in step 3 into the solution obtained in step 4, and taking out a solid after reaction for cleaning and drying to obtain the hydrophobic phthalocyanine.

### Claim 5 (depends on 4)

The method according to claim 4, wherein in step 1, the bacterial cellulose medium consists of a glucose, a peptone, a yeast extract and a disodium hydrogen phosphate, wherein concentrations of the glucose, the peptone, the yeast extract and the disodium hydrogen phosphate are 2% to 10%, 0.2% to 1%, 0.2% to 1% and 0.02% to 0.1% respectively; and a concentration of the nitro-sulfonic metal phthalocyanine in the mixed solution is 0.5% to 5%.

### Claim 6 (depends on 4)

The method according to claim 4, wherein in step 2, the acetic acid bacterium is one of Gluconacetobacter intermedius, Acetobacter xylinum or Acetobacter Hansenii; and conditions for the biological culture are as follows: a culture temperature ranges from 20° C. to 35° C., and a culture time ranges from 3 days to 10 days.

### Claim 7 (depends on 4)

The method according to claim 4, wherein in step 3, the heating is carried out in a temperature range of 80° C. to 99° C. and the reaction time ranges from 12 hours to 72 hours; the cleaning process comprises sequentially cleaning with a hydrochloric acid solution, a sodium hydroxide solution and ultrapure water; a concentration of the hydrochloric acid solution ranges from 0.10 mol/L to 1 mol/L, and a concentration of the sodium hydroxide solution ranges from 0.10 mol/L to 1 mol/L.

### Claim 8 (depends on 7)

The method according to claim 7, wherein in step 5, the reaction conditions are as follows: a reaction temperature is 25° C., and a reaction time is 24 hours; and the cleaning process comprises sequentially cleaning with absolute ethyl alcohol and ultrapure water.

### Claim 9 (depends on 4)

The method according to claim 4, wherein in step 4, the silane coupling agent is one of trimethoxymethylsilane, ethyltrimethoxysilane, trimethoxy(propyl)silane, trimethoxyphenylsilane or hexadecyltrimethoxysilane, the solvent used is toluene, and a concentration range of the hydrophobic silane in the solution is 1 g/L to 50 g/L.

### Claim 10 (depends on 2)

A method for treating phenolic wastewater, comprising the process as follows: adding the hydrophobic phthalocyanine of claim 2 as a catalyst, and H2O2 as an oxidant into the treated wastewater.