FR2366299A1 - PREPARATION OF A COPPER ACETYLIDE COMPLEX AND ITS USE AS A CATALYST IN THE PREPARATION OF 1,4-BUTYNEDIOL - Google Patents
PREPARATION OF A COPPER ACETYLIDE COMPLEX AND ITS USE AS A CATALYST IN THE PREPARATION OF 1,4-BUTYNEDIOLInfo
- Publication number
- FR2366299A1 FR2366299A1 FR7800133A FR7800133A FR2366299A1 FR 2366299 A1 FR2366299 A1 FR 2366299A1 FR 7800133 A FR7800133 A FR 7800133A FR 7800133 A FR7800133 A FR 7800133A FR 2366299 A1 FR2366299 A1 FR 2366299A1
- Authority
- FR
- France
- Prior art keywords
- preparation
- butynediol
- catalyst
- copper acetylide
- acetylide complex
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- NPKGQBIUYHHPOT-UHFFFAOYSA-N [Cu+2].[C-]#[C-] Chemical compound [Cu+2].[C-]#[C-] NPKGQBIUYHHPOT-UHFFFAOYSA-N 0.000 title abstract 2
- DLDJFQGPPSQZKI-UHFFFAOYSA-N but-2-yne-1,4-diol Chemical compound OCC#CCO DLDJFQGPPSQZKI-UHFFFAOYSA-N 0.000 title abstract 2
- 239000003054 catalyst Substances 0.000 title abstract 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- 229910000014 Bismuth subcarbonate Inorganic materials 0.000 abstract 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 abstract 1
- 239000012736 aqueous medium Substances 0.000 abstract 1
- 229940116318 copper carbonate Drugs 0.000 abstract 1
- GEZOTWYUIKXWOA-UHFFFAOYSA-L copper;carbonate Chemical compound [Cu+2].[O-]C([O-])=O GEZOTWYUIKXWOA-UHFFFAOYSA-L 0.000 abstract 1
- 239000013078 crystal Substances 0.000 abstract 1
- FWIZHMQARNODNX-UHFFFAOYSA-L dibismuth;oxygen(2-);carbonate Chemical compound [O-2].[O-2].[Bi+3].[Bi+3].[O-]C([O-])=O FWIZHMQARNODNX-UHFFFAOYSA-L 0.000 abstract 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000002002 slurry Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic Table
- C07F1/08—Copper compounds
-
- 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
- B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/84—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/843—Arsenic, antimony or bismuth
- B01J23/8437—Bismuth
-
- 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
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/06—Halogens; Compounds thereof
-
- 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
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/0009—Use of binding agents; Moulding; Pressing; Powdering; Granulating; Addition of materials ameliorating the mechanical properties of the product catalyst
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01G—COMPOUNDS CONTAINING METALS NOT COVERED BY SUBCLASSES C01D OR C01F
- C01G29/00—Compounds of bismuth
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01G—COMPOUNDS CONTAINING METALS NOT COVERED BY SUBCLASSES C01D OR C01F
- C01G3/00—Compounds of copper
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C33/04—Acyclic alcohols with carbon-to-carbon triple bonds
- C07C33/042—Acyclic alcohols with carbon-to-carbon triple bonds with only one triple bond
- C07C33/044—Alkynediols
- C07C33/046—Butynediols
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic Table
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2004/00—Particle morphology
- C01P2004/50—Agglomerated particles
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2004/00—Particle morphology
- C01P2004/60—Particles characterised by their size
- C01P2004/61—Micrometer sized, i.e. from 1-100 micrometer
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2006/00—Physical properties of inorganic compounds
- C01P2006/60—Optical properties, e.g. expressed in CIELAB-values
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Inorganic Compounds Of Heavy Metals (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
L'invention se rapporte aux catalyseurs. Elle concerne un procédé de préparation d'un complexe d'acétyliure de cuivre, caractérisé en ce qu'on soumet des agglomérats sphéroïdaux de cristaux de carbonate de cuivre basique contenant de l'oxycarbonate de bismuth uniformément dispersé, sous forme d'une bouillie dans un milieu aqueux à l'action de formaldéhyde et d'acétylène. Utilisation dans la préparation de 1,4-butynediol.The invention relates to catalysts. It relates to a process for preparing a copper acetylide complex, characterized in that spheroidal agglomerates of basic copper carbonate crystals containing uniformly dispersed bismuth oxycarbonate are subjected in the form of a slurry in an aqueous medium with the action of formaldehyde and acetylene. Use in the preparation of 1,4-butynediol.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US71172476A | 1976-08-05 | 1976-08-05 | |
US05/803,261 US4110249A (en) | 1976-08-05 | 1977-06-06 | Preparation of bismuth modified spheroidal malachite |
Publications (2)
Publication Number | Publication Date |
---|---|
FR2366299A1 true FR2366299A1 (en) | 1978-04-28 |
FR2366299B1 FR2366299B1 (en) | 1984-10-05 |
Family
ID=27108686
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR7724022A Granted FR2366222A1 (en) | 1976-08-05 | 1977-08-04 | PREPARATION OF SPHEROIDAL MALACHITE MODIFIED BY BISMUTH |
FR7800133A Granted FR2366299A1 (en) | 1976-08-05 | 1978-01-04 | PREPARATION OF A COPPER ACETYLIDE COMPLEX AND ITS USE AS A CATALYST IN THE PREPARATION OF 1,4-BUTYNEDIOL |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR7724022A Granted FR2366222A1 (en) | 1976-08-05 | 1977-08-04 | PREPARATION OF SPHEROIDAL MALACHITE MODIFIED BY BISMUTH |
Country Status (7)
Country | Link |
---|---|
JP (1) | JPS5340700A (en) |
CA (1) | CA1096134A (en) |
DE (1) | DE2735465C2 (en) |
FR (2) | FR2366222A1 (en) |
GB (1) | GB1579039A (en) |
IT (1) | IT1085695B (en) |
NL (1) | NL7708642A (en) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS57145523A (en) * | 1981-03-04 | 1982-09-08 | Kato Giichirou | Lightning warning device utilizing transmission line |
JPS6042680A (en) * | 1983-08-17 | 1985-03-06 | M Syst Giken:Kk | Thunderbolt sensor |
US4536491A (en) * | 1984-06-04 | 1985-08-20 | E. I. Dupont De Nemours And Company | Agglomerates of malachite crystals and method for their preparation |
RU2225360C1 (en) * | 2003-02-25 | 2004-03-10 | Соколов Валерий Васильевич | Malachite and a method for preparation thereof |
CN105642303B (en) * | 2014-12-04 | 2018-02-09 | 中国石油化工股份有限公司 | Synthesize copper bismuth catalyst of 1,4 butynediols and preparation method thereof |
CN105642301B (en) * | 2014-12-04 | 2018-02-09 | 中国石油化工股份有限公司 | A kind of preparation method for being used to synthesize the copper bismuth catalyst of 1,4 butynediols |
CN105709759B (en) * | 2014-12-04 | 2018-04-10 | 中国石油化工股份有限公司 | A kind of copper bismuth catalyst preparation method for being used to synthesize 1,4 butynediols |
CN105709758B (en) * | 2014-12-04 | 2018-02-09 | 中国石油化工股份有限公司 | A kind of copper bismuth catalyst and preparation method thereof |
CN112023963B (en) * | 2020-09-02 | 2023-07-07 | 河北瑞克新能源科技有限公司 | Catalyst for synthesizing 1, 4-butynediol and application |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3650985A (en) * | 1967-10-23 | 1972-03-21 | Du Pont | Ethynylation catalyst catalyst preparation and process |
BE825446A (en) * | 1974-02-25 | 1975-08-12 | PROCESS FOR CO-PRECIPITATION OF MALACHITE AND BISMUTH, PROCESS FOR PREPARATION OF A COPPERY ACETYLIDE COMPLEX FROM THE CO-PRECIPITE OBTAINED, AND COMPLEX THUS PRODUCED |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3294849A (en) * | 1965-04-15 | 1966-12-27 | Gen Aniline & Film Corp | Production of alkynols and alkynediols using continuous phase silica gel carrier impregnated with 15 to 20 percent copper and 2 to 9 percent bismuth |
US3560576A (en) * | 1967-10-23 | 1971-02-02 | Du Pont | Ethynylation of formaldehyde |
-
1977
- 1977-08-03 CA CA284,012A patent/CA1096134A/en not_active Expired
- 1977-08-04 IT IT2649677A patent/IT1085695B/en active
- 1977-08-04 NL NL7708642A patent/NL7708642A/en not_active Application Discontinuation
- 1977-08-04 FR FR7724022A patent/FR2366222A1/en active Granted
- 1977-08-05 GB GB3298277A patent/GB1579039A/en not_active Expired
- 1977-08-05 JP JP9404777A patent/JPS5340700A/en active Granted
- 1977-08-05 DE DE19772735465 patent/DE2735465C2/en not_active Expired
-
1978
- 1978-01-04 FR FR7800133A patent/FR2366299A1/en active Granted
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3650985A (en) * | 1967-10-23 | 1972-03-21 | Du Pont | Ethynylation catalyst catalyst preparation and process |
BE825446A (en) * | 1974-02-25 | 1975-08-12 | PROCESS FOR CO-PRECIPITATION OF MALACHITE AND BISMUTH, PROCESS FOR PREPARATION OF A COPPERY ACETYLIDE COMPLEX FROM THE CO-PRECIPITE OBTAINED, AND COMPLEX THUS PRODUCED |
Also Published As
Publication number | Publication date |
---|---|
JPS5340700A (en) | 1978-04-13 |
GB1579039A (en) | 1980-11-12 |
FR2366222A1 (en) | 1978-04-28 |
DE2735465C2 (en) | 1986-05-07 |
FR2366299B1 (en) | 1984-10-05 |
DE2735465A1 (en) | 1978-02-09 |
CA1096134A (en) | 1981-02-24 |
IT1085695B (en) | 1985-05-28 |
JPS6125037B2 (en) | 1986-06-13 |
NL7708642A (en) | 1978-02-07 |
FR2366222B1 (en) | 1984-06-08 |
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