AU2020102110A4 - A method for preparing diol by auto-producing hydrogen and auto-hydrogenating at low temperature - Google Patents

A method for preparing diol by auto-producing hydrogen and auto-hydrogenating at low temperature Download PDF

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AU2020102110A4
AU2020102110A4 AU2020102110A AU2020102110A AU2020102110A4 AU 2020102110 A4 AU2020102110 A4 AU 2020102110A4 AU 2020102110 A AU2020102110 A AU 2020102110A AU 2020102110 A AU2020102110 A AU 2020102110A AU 2020102110 A4 AU2020102110 A4 AU 2020102110A4
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auto
catalyst
reaction substrate
hydrogenating
producing hydrogen
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AU2020102110A
Inventor
Xin Jin
Youhai Jin
Mengyuan LIU
Wenjuan YAN
Chaohe Yang
Guangyu Zhang
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China University of Petroleum East China
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China University of Petroleum East China
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/42—Platinum
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/44—Palladium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/46—Ruthenium, rhodium, osmium or iridium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/48—Silver or gold
    • B01J23/52—Gold
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/56—Platinum group metals
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/89—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/89—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals
    • B01J23/8906—Iron and noble metals
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/89—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals
    • B01J23/892—Nickel and noble metals
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/89—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals
    • B01J23/8926—Copper and noble metals

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)

Abstract

The invention discloses a method for preparing diol by auto-producing hydrogen and auto hydrogenating at low temperature, which comprises the following steps: (1) The molar ratio of metal catalyst to reaction substrate is 1:50 to 1: 200; (2) The operating temperature is 120-240°C; (3) The operating pressure is 80 times of the nitrogen pressure of the standard atmospheric pressure; (4) The mass fraction of the reaction substrate in the solution is 1-55%; (5) The contact time between reaction substrate and catalyst is about 0.5-48 hours; (6) The technological process can be intermittent or continuous. The invention has a simple and convenient preparation process, good preparation effect and high working efficiency.

Description

AUSTRALIA
PATENTS ACT 1990
PATENT SPECIFICATION FOR THE INVENTION ENTITLED:
A method for preparing diol by auto-producing hydrogen and auto-hydrogenating at low
temperature
The invention is described in the following statement:-
A method for preparing diol by auto-producing hydrogen and auto-hydrogenating at low
temperature
TECHNICAL FIELD
The invention is related to a method for preparing diol by auto-producing hydrogen
and auto-hydrogenating at low temperature.
BACKGROUND
Diol is a very important chemical raw material and an important precursor for
preparing plastics and other materials. At present, bulk diol products such as 1,2
propanediol and ethylene diol mainly adopt fossil fuels as raw materials, which are
processed by dehydrogenation, oxidation and hydrolysis at high temperature. The energy
consumption of these products is very high, while the product yield in the process is very
low. In additon, it also causes serious pollution to the environment. In recent years, one
step synthesis of dihydric alcohol is available by using biomass as raw material, but its
process usually entails high operating temperature and hydrogen pressure. The main
problem of the process is that the side effects are very serious due to the harsh operation
conditions. At the same time, the use of high-pressure hydrogen poses a great hidden
danger to the safety of the process.
SUMMARY
The method for preparing diol by auto-producing hydrogen and auto-hydrogenating
at low temperature comprises the following steps:
1) The reaction substrates are cellulose, disaccharides, sorbitol, xylitol and glycerol,
and also include alcohols and acids with 1 to 4 carbons;
2) The molar ratio of metal catalyst to reaction substrate is 1:50 to 1: 200;
3) The operating temperature is 120240°C;
4) The operating pressure is 80 times of the nitrogen pressure of the standard
atmospheric pressure;
5) The mass fraction of the reaction substrate in the solution is 1-55%;
6) The contact time between reaction substrate and catalyst is about 0.5~48 hours;
7) The technological process can be intermittent or continuous;
The metal catalysts include monometallic of Pt, Au, Ru, and Pd; As bimetallic
catalysts include PtCu, PtNi, PtFe, PtCo, PtMn, PtRu, AuCu, AuCo, AuNi, AuMn, PdCu,
PdCo, PdNi, RuCu, RuNi, RuCo, and PdRu.
After adopting the above steps, the invention will have the beneficial effect as follows:
The invention has a simple and convenient preparation process, good preparation effect
and high working efficiency.
DESCRIPTION OF THE INVENTION
In order to make the object, technical scheme and advantages of the present invention
more clearer, the present invention will be further described in detail with reference to
specific examples. It is to be understood that the examples described herein are used only
to explain the invention, and are not intended to limit the invention.
1. Experiment of auto-producing hydrogen and auto-hydrogenating of glycerol
Table 1. Reaction results of auto-producing hydrogen and auto-hydrogenating of glycerol
T Content Conver -sion Propylene Ethylene Acids Alcohols Gaseous Catalyzer (°C) catalyzer rate(%) glycol glycol product (g)
Pt(5)/C 220 0.05 56 38 19 38 2 4
Pd(5)/C 220 0.05 41 49 21 12 3 3
Pt(5)/C 200 0.05 38 45 10 22 8 2
Pd(5)/C 200 0.05 28 56 26 10 4 2
Au(5)/C 160 0.05 24 33 18 18 5 2
Pt(5)Cu(5)/C 160 0.05 89 26 8 55 6 1
Pt(5)Ru(5)/C 130 0.05 81 55 15 12 4 <1
Pd(5)Cu(5)/C 130 0.05 71 46 22 11 1 0
Au(5)Co(5)/C 130 0.05 66 45 25 10 2 0
The numbers in brackets represent metal loading, for example, Pt(5)/C: 5w% of Pt
content, with C carrier. The reaction conditions: Ig of glycerol, 0.2g ofNaOH and H20 are
taken as solvent, with the total reaction volume is 50 mL, 10 bar of N2 as the pressure, and
6h for the reaction time.
2. Experiment of auto-producing hydrogen and auto-hydrogenating of sorbitol
Table 2. Reaction results of auto-producing hydrogen and auto-hydrogenating of sorbitol
T Content of Conversion Propy Ethylene Acd loosGaseous Catalyzer catalyzer raterson gl ycl Acids Alcoholsproduct (0C0 (g) glycol gyo
Pt(5)/C 200 0.05 100 22 10 39 18 0
Pd(5)/C 200 0.05 100 29 15 18 15 0
Pt(5)/C 160 0.05 100 33 11 22 14 0
Pd(5)/C 160 0.05 100 35 19 10 11 0
Au(5)/C 160 0.05 99 17 16 44 20 0
Pt(5)Cu(5)/C 160 0.05 100 36 21 21 12 0
Pt(5)Ru(5)/C 130 0.05 100 38 22 14 9 0
Pd(5)Cu(5)/C 130 0.05 100 31 24 16 9 0
Au(5)Co(5)/C 130 0.05 100 39 26 22 6 0
The numbers in brackets represent metal loading, for example, Pt(5)/C: 5w% of Pt
content, with C carrier. The reaction conditions: Ig of sorbitol, 0.2g of NaOH and H20 are
taken as solvent, with the total reaction volume is 50 mL, 10 bar of N2 as the pressure, and
6h for the reaction time.
For those skilled in the art, it is obvious that the present invention is not limited to the
details of the foregoing exemplary examples, and the present invention can be implemented
in other specific forms without departing from the spirit or basic characteristics of the
present invention. Therefore, from any point of view, the examples should be regarded as
exemplary but not limited. The scope of the present invention is defined by the appended
claims rather than the above description, so it is intended to include all changes falling
within the meaning and scope of the equivalent elements of the claims in the invention.
It is obvious to those skilled in the art that the present invention is not limited to the details of the above exemplary examples, and that the present invention can be realized in other specific forms without departing from the spirit or basic characteristics of the present invention. Therefore, the examples should be regarded as exemplary and non-limiting from any point of view, and the scope of the present invention is defined by the appended claims rather than the above description, so it is intended to embrace all changes falling within the meaning and range of equivalent elements of the claims.
In addition, it should be understood that although this specification is described
according to examples, each embodiment does not contain only one independent technical
solution. The description of this specification is only for the sake of clarity, and those
skilled in the art should take the specification as a whole. The technical solutions in each
embodiment can also be combined appropriately to form other examples that can be
understood by those skilled in the art.

Claims (7)

THE CLAIMS DEFINING THE INVENTION ARE AS FOLLOWS:
1. The method for preparing diol by auto-producing hydrogen and auto-hydrogenating
at low temperature comprises the following steps:
1) The reaction substrates are cellulose, disaccharides, sorbitol, xylitol and glycerol,
and also include alcohols and acids with 1 to 4 carbons;
2) The molar ratio of metal catalyst to reaction substrate is 1:50 to 1: 200;
3) The operating temperature is 120240°C;
4) The operating pressure is 80 times of the nitrogen pressure of the standard
atmospheric pressure;
5) The mass fraction of the reaction substrate in the solution is 1-55%;
6) The contact time between reaction substrate and catalyst is about 0.5~48 hours;
7) The technological process can be intermittent or continuous;
2. The metal catalysts include monometallic of Pt, Au, Ru, and Pd; As bimetallic
catalysts include PtCu, PtNi, PtFe, PtCo, PtMn, PtRu, AuCu, AuCo, AuNi, AuMn, PdCu,
PdCo, PdNi, RuCu, RuNi, RuCo, and PdRu.
After adopting the above steps, the invention will have the beneficial effect as follows:
The invention has a simple and convenient preparation process, good preparation effect
and high working efficiency.
3. According to the catalyst of claim 2, preparing the bimetallic catalyst.
AU2020102110A 2020-09-02 2020-09-02 A method for preparing diol by auto-producing hydrogen and auto-hydrogenating at low temperature Ceased AU2020102110A4 (en)

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AU2020102110A AU2020102110A4 (en) 2020-09-02 2020-09-02 A method for preparing diol by auto-producing hydrogen and auto-hydrogenating at low temperature

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Application Number Priority Date Filing Date Title
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Publications (1)

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