JPS6139294B2 - - Google Patents

Info

Publication number: JPS6139294B2
Authority: JP; Japan
Prior art keywords: formaldehyde; ethylene glycol; present; mixed gas; phenol
Prior art date: 1984-08-24
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.): Expired

Application number

JP59176321A

Other languages

English (en)

Japanese (ja)

Other versions

JPS6153235A (ja

Inventor

Akio Matsuda

Takashi Masuda

Kazuhisa Murata

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

National Institute of Advanced Industrial Science and Technology AIST

Original Assignee

Agency of Industrial Science and Technology

Priority date (The priority date 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 date listed.)

1984-08-24

Filing date

1984-08-24

Publication date

1986-09-03

1984-08-24 Application filed by Agency of Industrial Science and Technology filed Critical Agency of Industrial Science and Technology

1984-08-24 Priority to JP59176321A priority Critical patent/JPS6153235A/ja

1986-03-17 Publication of JPS6153235A publication Critical patent/JPS6153235A/ja

1986-09-03 Publication of JPS6139294B2 publication Critical patent/JPS6139294B2/ja

Status Granted legal-status Critical Current

Links

LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 72
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 65
239000007789 gas Substances 0.000 claims description 13
UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 7
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 7
229910002091 carbon monoxide Inorganic materials 0.000 claims description 6
229910017052 cobalt Inorganic materials 0.000 claims description 6
239000010941 cobalt Substances 0.000 claims description 6
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
NQZFAUXPNWSLBI-UHFFFAOYSA-N carbon monoxide;ruthenium Chemical group [Ru].[Ru].[Ru].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-] NQZFAUXPNWSLBI-UHFFFAOYSA-N 0.000 claims description 5
229910052739 hydrogen Inorganic materials 0.000 claims description 5
239000001257 hydrogen Substances 0.000 claims description 5
238000004519 manufacturing process Methods 0.000 claims description 5
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
238000000034 method Methods 0.000 description 12
238000006243 chemical reaction Methods 0.000 description 11
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 7
230000015572 biosynthetic process Effects 0.000 description 5
239000003054 catalyst Substances 0.000 description 5
238000003786 synthesis reaction Methods 0.000 description 5
239000002994 raw material Substances 0.000 description 3
239000000243 solution Substances 0.000 description 3
239000002904 solvent Substances 0.000 description 3
KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 2
238000004458 analytical method Methods 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
230000000052 comparative effect Effects 0.000 description 2
238000007796 conventional method Methods 0.000 description 2
MQIKJSYMMJWAMP-UHFFFAOYSA-N dicobalt octacarbonyl Chemical group [Co+2].[Co+2].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-] MQIKJSYMMJWAMP-UHFFFAOYSA-N 0.000 description 2
239000008098 formaldehyde solution Substances 0.000 description 2
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 2
239000000203 mixture Substances 0.000 description 2
150000002989 phenols Chemical class 0.000 description 2
239000000047 product Substances 0.000 description 2
229910052703 rhodium Inorganic materials 0.000 description 2
239000010948 rhodium Substances 0.000 description 2
MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 2
229910052707 ruthenium Inorganic materials 0.000 description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
239000005977 Ethylene Substances 0.000 description 1
VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 1
229930040373 Paraformaldehyde Natural products 0.000 description 1
230000002528 anti-freeze Effects 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
239000003245 coal Substances 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
239000002826 coolant Substances 0.000 description 1
150000001896 cresols Chemical class 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
238000004821 distillation Methods 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
238000000605 extraction Methods 0.000 description 1
239000000295 fuel oil Substances 0.000 description 1
238000004817 gas chromatography Methods 0.000 description 1
-1 glycolic acid ester Chemical class 0.000 description 1
229910000856 hastalloy Inorganic materials 0.000 description 1
239000003345 natural gas Substances 0.000 description 1
239000003921 oil Substances 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
229920002866 paraformaldehyde Polymers 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1

Classifications

- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts

Landscapes

Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

JP59176321A 1984-08-24 1984-08-24 エチレングリコ−ルの製造方法 Granted JPS6153235A (ja)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP59176321A JPS6153235A (ja)	1984-08-24	1984-08-24	エチレングリコ−ルの製造方法

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP59176321A JPS6153235A (ja)	1984-08-24	1984-08-24	エチレングリコ−ルの製造方法

Publications (2)

Publication Number	Publication Date
JPS6153235A JPS6153235A (ja)	1986-03-17
JPS6139294B2 true JPS6139294B2 (fr)	1986-09-03

Family

ID=16011536

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP59176321A Granted JPS6153235A (ja)	1984-08-24	1984-08-24	エチレングリコ−ルの製造方法

Country Status (1)

Country	Link
JP (1)	JPS6153235A (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS61192173U (fr) *	1985-05-17	1986-11-29

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5731472A (en) *	1995-12-06	1998-03-24	Union Carbide Chemicals & Plastics Technology Corporation	Metal-ligand complex catalyzed processes
EP2915584A1 (fr) *	2014-03-05	2015-09-09	Basf Se	Catalyseurs ruthénium-phénol pour des réactions d'hydrogénation par transfert

1984
- 1984-08-24 JP JP59176321A patent/JPS6153235A/ja active Granted

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS61192173U (fr) *	1985-05-17	1986-11-29

Also Published As

Publication number	Publication date
JPS6153235A (ja)	1986-03-17

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Legal Events

Date	Code	Title	Description
2004-08-24	EXPY	Cancellation because of completion of term