# US 2020/0399767 A1 · Integrated system comprising electrocatalysis device of glycerol and chemical catalysis device of biomass

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- Number: US 2020/0399767 A1
- Document ID: US20200399767A1
- Status: Published application
- Kind: A1
- Application number: 16/088,353
- Filed: 2017-07-11
- Published: 2020-12-24
- Earliest claimed: 2016-07-14
- Assignees: Korea Research Institute of Chemical Technology
- Applicants: Korea Research Institute of Chemical Technology
- Inventors: Hyung Ju Kim; Jeehoon Han; Ho Jeong Chae; Jeong-Rang Kim; Soon Yong Jeong; Beom Sik Kim
- Web page: https://patentgrep.com/patent/US20200399767A1

## CPC

- B01J 19/08: Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor (application of shock waves B01J3/08)
- C25B 3/23: Oxidation (halogenation C25B3/27)
- C07C 2/08: Catalytic processes
- C07C 11/02: Alkenes
- C07C 45/38: being a primary hydroxyl group
- C07C 47/19: containing hydroxy groups (sugars C07H)
- C07C 51/21: with molecular oxygen
- C07C 51/42: Separation; Purification; Stabilisation; Use of additives
- C07C 59/10: Polyhydroxy carboxylic acids
- C07C 59/185: Saturated compounds having only one carboxyl group and containing keto groups
- C07H 1/08: from natural products
- C25B 1/02: Hydrogen or oxygen
- C25B 3/07: Oxygen containing compounds
- C25B 9/19: with diaphragms
- C25B 15/08: Supplying or removing reactants or electrolytes; Regeneration of electrolytes
- C25B 15/085: {Removing impurities}
- C25B 15/081: {Supplying products to non-electrochemical reactors that are combined with the electrochemical cell, e.g. Sabatier reactor}
- Y02P 20/10: Process efficiency
- Y02P 20/129: Energy recovery, e.g. by cogeneration, H2recovery or pressure recovery turbines
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- C25B: ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR (anodic or cathodic protection C23F13/00; single-crystal growth C30B)
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07H: SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS (derivatives of aldonic or saccharic acids C07C, C07D; aldonic acids, saccharic acids C07C59/105, C07C59/285; cyanohydrins C07C255/16; glycals C07D; compounds of unknown constitution C07G; polysaccharides, derivatives thereof C08B; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification C12N15/00; sugar industry C13)
- Y02P: CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS

## Abstract

The present invention provides an integrated system comprising: an electrocatalysis device, in which an oxidation reaction is carried out at an anode by an electrocatalysis of glycerol, and at a cathode hydrogen is produced through a reduction reaction; and a chemical catalysis device for producing butene oligomers from lignocellulosic biomass through a hydrogenation process, wherein the hydrogen produced by the electrocatalysis device is used for the production of the butene oligomers by the chemical catalysis device, and a thermal energy of the electrocatalysis device and the chemical catalysis device is exchanged with each other. The integrated system according to the present invention can reduce the cost of materials of a process for preparing butene oligomers by using hydrogen, which is a byproduct of a process for preparing glycerol derivatives, as a material of a process for preparing the butene oligomers through the integration of materials and energy from the processes for preparing glycerol derivatives and butene oligomers, and can obtain an effect of reducing energy costs by greatly reducing energy required in an integrated process by supplying, as a part of a thermal energy required at the process for preparing glycerol derivatives, the waste heat of the process for preparing the butene oligomers through the construction of a thermal energy integration network.

## Claims

### Claim 1

An integrated system, comprising:
an electrocatalysis device, in which an oxidation reaction is carried out at an anode by an electrocatalysis of glycerol, and at a cathode hydrogen is produced through a reduction reaction; and
a chemical catalysis device for producing butene oligomers from lignocellulosic biomass through a hydrogenation process,
wherein the hydrogen produced by the electrocatalysis device is used for the production of the butene oligomers by the chemical catalysis device, and a thermal energy of the electrocatalysis device and the chemical catalysis device is exchanged with each other.

### Claim 2 (depends on 1)

The integrated system of claim 1, wherein the electrocatalysis device comprises:
a reaction unit which comprises an anode, a cathode, and an electrolyte; and
a purification unit for purifying a reaction product produced by the reaction unit.

### Claim 3 (depends on 2)

The integrated system of claim 2, wherein the purification unit comprises:
a removal unit for removing water and other impurities from the reaction products;
a first purification unit for purifying glyceraldehyde (GAD) from the reaction products;
a second purification unit for purifying hydroxypyruvic acid (HPA) from the reaction products; and
a third purification unit for purifying glyceric acid (GLA) from the reaction products.

### Claim 4 (depends on 1)

The integrated system of claim 1, wherein the chemical catalysis device comprises:
a first hydrolysis unit for hydrolyzing lignocellulosic biomass so as to produce a first hydrolysate;
a first hydrogen reaction unit for subjecting the first hydrolysate produced by the first hydrolysis unit to a reaction with hydrogen so as to produce a first hydrogen reactant;
a second hydrolysis unit for hydrolyzing the first hydrogen reactant produced by the first hydrogen reaction unit so as to produce a second hydrolysate;
a second hydrogen reaction unit for subjecting the second hydrolysate produced by the second hydrolysis unit to a reaction with hydrogen so as to produce a second hydrogen reactant;
a hydrogen reactant purification unit for purifying the second hydrogen reactant produced by the second hydrogen reaction unit;
a butene preparation unit for catalyzing the second hydrogen reactant purified by the hydrogen reactant purification unit so as to prepare a butene mixture comprising butene; and
a butene oligomer preparation unit for preparing butene oligomers from the butene mixture prepared by the butene preparation unit.

### Claim 5 (depends on 4)

The integrated system of claim 4, wherein the chemical catalysis device further comprises a butene purification unit for purifying the butene mixture prepared by the butene preparation unit.

### Claim 6

An integrated system, comprising:
an electrocatalysis device, comprising: a reaction unit which comprises an anode, a cathode, and an electrolyte; and a purification unit for purifying a reaction product produced by the reaction unit, in which an oxidation reaction is carried out at the anode by an electrocatalysis of glycerol, and at the cathode hydrogen is produced through a reduction reaction; and
a chemical catalysis device for producing butene oligomers from lignocellulosic biomass through a hydrogenation process, the chemical catalysis device comprising: a first hydrolysis unit for hydrolyzing lignocellulosic biomass so as to produce a first hydrolysate; a first hydrogen reaction unit for subjecting the first hydrolysate produced by the first hydrolysis unit to a reaction with hydrogen so as to produce a first hydrogen reactant; a second hydrolysis unit for hydrolyzing the first hydrogen reactant produced by the first hydrogen reaction unit so as to produce a second hydrolysate; a second hydrogen reaction unit for subjecting the second hydrolysate produced by the second hydrolysis unit to a reaction with hydrogen so as to produce a second hydrogen reactant; a hydrogen reactant purification unit for purifying the second hydrogen reactant produced by the second hydrogen reaction unit; a butene preparation unit for catalyzing the second hydrogen reactant purified by the hydrogen reactant purification unit so as to prepare a butene mixture comprising butene; and a butene oligomer preparation unit for preparing butene oligomers from the butene mixture prepared by the butene preparation unit,
wherein the hydrogen produced by the reaction unit in the electrocatalysis device is supplied to the first hydrogen reaction unit and the second hydrogen reaction unit, and a thermal energy of the electrocatalysis device and the chemical catalysis device is exchanged with each other.

### Claim 7 (depends on 6)

The integrated system of claim 6, wherein a thermal energy of the reaction unit is supplied from the purification unit.

### Claim 8 (depends on 6)

The integrated system of claim 6, wherein a thermal energy of the purification unit is supplied from one or more units selected from the group consisting of the first hydrolysis unit, the first hydrogen reaction unit, and the hydrogen reactant purification unit.

### Claim 9 (depends on 6)

The integrated system of claim 6, wherein a thermal energy of the first hydrolysis unit is supplied from one or more units selected from the group consisting of the purification unit and the hydrogen reactant purification unit.

### Claim 10 (depends on 6)

The integrated system of claim 6, wherein a thermal energy of the second hydrolysis unit is supplied from one or more units selected from the group consisting of the purification unit, the hydrogen reactant purification unit, and the butene oligomer preparation unit.

### Claim 11 (depends on 6)

The integrated system of claim 6, wherein a thermal energy of the hydrogen reactant purification unit is supplied from the first hydrogen reaction unit.

### Claim 12

A method comprising:
a step of carrying out an oxidation reaction at an anode by an electrocatalysis of glycerol and at a cathode producing hydrogen through a reduction reaction (step 1-1);
a step of purifying one or more value-added chemicals selected from the group consisting of glyceraldehyde (GAD), hydroxypyruvic acid (HPA), and glyceric acid (GLA) from the reaction products produced through the oxidation reaction at the anode in step 1-1 (step 1-2);
a step of hydrolyzing lignocellulosic biomass to furfural (FF) and levulinic acid (LA) (step 2-1);
a step of subjecting furfural (FF) produced in step 2-1 to a reaction with hydrogen so as to convert to furfuryl alcohol (FFA) (step 2-2);
a step of hydrolyzing furfuryl alcohol (FFA) produced in step 2-2 to levulinic acid (LA) (step 2-3);
a step of subjecting levulinic acid (LA) to a reaction with hydrogen so as to convert to gamma-valerolactone (GVL) (step 2-4); and
a step of producing butene oligomers from gamma-valerolactone (GVL) produced in step 2-4 (step 2-5),
wherein hydrogen produced in step 1-1 is used for step 2-2 and step 2-4, and the steps exchange a thermal energy with one another.

### Claim 13 (depends on 12)

The method of claim 12, wherein step 1-2 is carried out successively in:
a step of removing water and impurities from the reaction products produced through the oxidation reaction at the anode;
a step of purifying glyceraldehyde (GAD) from the reaction products;
a step of purifying hydroxypyruvic acid (HPA) from the reaction products; and
a step of purifying glyceric acid (GLA) from the reaction products.

### Claim 14 (depends on 12)

The method of claim 12, wherein a thermal energy generated in step 1-2 is supplied to one or more steps selected from the group consisting of step 1-1, step 2-1, step 2-3, and step 2-4.

### Claim 15 (depends on 12)

The method of claim 12, wherein a thermal energy generated in step 2-1 is supplied to step 1-2.