JPS6115053B2 - - Google Patents

Info

Publication number: JPS6115053B2
Authority: JP; Japan
Prior art keywords: oxidation; cycloalkane; water; cyclohexane; reactor
Prior art date: 1975-11-22
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

JP51140640A

Other languages

English (en)

Japanese (ja)

Other versions

JPS5265249A (en

Inventor

Maria Furanshisukasu Paasen Machijisu

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.)

Stamicarbon BV

Original Assignee

Stamicarbon BV

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.)

1975-11-22

Filing date

1976-11-22

Publication date

1986-04-22

1976-11-22 Application filed by Stamicarbon BV filed Critical Stamicarbon BV

1977-05-30 Publication of JPS5265249A publication Critical patent/JPS5265249A/ja

1986-04-22 Publication of JPS6115053B2 publication Critical patent/JPS6115053B2/ja

Status Granted legal-status Critical Current

Links

238000007254 oxidation reaction Methods 0.000 claims description 46
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 43
230000003647 oxidation Effects 0.000 claims description 37
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 35
150000001924 cycloalkanes Chemical class 0.000 claims description 29
239000007789 gas Substances 0.000 claims description 27
238000000034 method Methods 0.000 claims description 21
239000007788 liquid Substances 0.000 claims description 12
238000004821 distillation Methods 0.000 claims description 11
230000008569 process Effects 0.000 claims description 10
239000007791 liquid phase Substances 0.000 claims description 9
MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 8
KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical class OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 8
239000003054 catalyst Substances 0.000 claims description 7
229910001882 dioxygen Inorganic materials 0.000 claims description 6
229910052751 metal Inorganic materials 0.000 claims description 6
239000002184 metal Substances 0.000 claims description 6
150000003839 salts Chemical class 0.000 claims description 6
239000007795 chemical reaction product Substances 0.000 claims description 4
230000001590 oxidative effect Effects 0.000 claims description 4
239000000047 product Substances 0.000 claims description 4
239000011541 reaction mixture Substances 0.000 claims description 4
238000004064 recycling Methods 0.000 claims description 3
239000000126 substance Substances 0.000 claims description 2
239000006096 absorbing agent Substances 0.000 claims 1
238000009833 condensation Methods 0.000 claims 1
230000005494 condensation Effects 0.000 claims 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 11
238000001816 cooling Methods 0.000 description 11
239000001301 oxygen Substances 0.000 description 11
229910052760 oxygen Inorganic materials 0.000 description 11
238000006243 chemical reaction Methods 0.000 description 8
239000012074 organic phase Substances 0.000 description 7
239000008346 aqueous phase Substances 0.000 description 6
239000000203 mixture Substances 0.000 description 6
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
238000004140 cleaning Methods 0.000 description 3
238000010586 diagram Methods 0.000 description 3
238000004519 manufacturing process Methods 0.000 description 3
GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 description 3
229920006395 saturated elastomer Polymers 0.000 description 3
RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
229910017052 cobalt Inorganic materials 0.000 description 2
239000010941 cobalt Substances 0.000 description 2
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
DDTBPAQBQHZRDW-UHFFFAOYSA-N cyclododecane Chemical compound C1CCCCCCCCCCC1 DDTBPAQBQHZRDW-UHFFFAOYSA-N 0.000 description 2
HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 2
230000003247 decreasing effect Effects 0.000 description 2
239000011261 inert gas Substances 0.000 description 2
WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical class [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 2
229910052759 nickel Inorganic materials 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
-1 orthoboric acid Chemical class 0.000 description 2
239000012071 phase Substances 0.000 description 2
229910052723 transition metal Inorganic materials 0.000 description 2
150000003624 transition metals Chemical class 0.000 description 2
MMEDJBFVJUFIDD-UHFFFAOYSA-N 2-[2-(carboxymethyl)phenyl]acetic acid Chemical compound OC(=O)CC1=CC=CC=C1CC(O)=O MMEDJBFVJUFIDD-UHFFFAOYSA-N 0.000 description 1
BWLBGMIXKSTLSX-UHFFFAOYSA-N 2-hydroxyisobutyric acid Chemical compound CC(C)(O)C(O)=O BWLBGMIXKSTLSX-UHFFFAOYSA-N 0.000 description 1
BCEIUDAMUFAQMG-UHFFFAOYSA-M CC(C)(C)O[Cr](O)(=O)=O Chemical compound CC(C)(C)O[Cr](O)(=O)=O BCEIUDAMUFAQMG-UHFFFAOYSA-M 0.000 description 1
VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
239000002250 absorbent Substances 0.000 description 1
230000002745 absorbent Effects 0.000 description 1
230000004913 activation Effects 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
230000008901 benefit Effects 0.000 description 1
229960002645 boric acid Drugs 0.000 description 1
235000010338 boric acid Nutrition 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
229910052804 chromium Inorganic materials 0.000 description 1
239000011651 chromium Substances 0.000 description 1
150000001868 cobalt Chemical class 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
238000010924 continuous production Methods 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
239000010949 copper Substances 0.000 description 1
150000001934 cyclohexanes Chemical class 0.000 description 1
WJTCGQSWYFHTAC-UHFFFAOYSA-N cyclooctane Chemical compound C1CCCCCCC1 WJTCGQSWYFHTAC-UHFFFAOYSA-N 0.000 description 1
239000004914 cyclooctane Substances 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
230000000694 effects Effects 0.000 description 1
230000032050 esterification Effects 0.000 description 1
238000005886 esterification reaction Methods 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
238000004880 explosion Methods 0.000 description 1
DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
SGGOJYZMTYGPCH-UHFFFAOYSA-L manganese(2+);naphthalene-2-carboxylate Chemical compound [Mn+2].C1=CC=CC2=CC(C(=O)[O-])=CC=C21.C1=CC=CC2=CC(C(=O)[O-])=CC=C21 SGGOJYZMTYGPCH-UHFFFAOYSA-L 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
239000002808 molecular sieve Substances 0.000 description 1
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen(.) Chemical compound [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
VGTPKLINSHNZRD-UHFFFAOYSA-N oxoborinic acid Chemical compound OB=O VGTPKLINSHNZRD-UHFFFAOYSA-N 0.000 description 1
230000000737 periodic effect Effects 0.000 description 1
230000009467 reduction Effects 0.000 description 1
URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
229910052720 vanadium Inorganic materials 0.000 description 1
LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
- C07C45/33—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties

Landscapes

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

JP51140640A 1975-11-22 1976-11-22 Process and apparatus for oxidation of cycloalkane Granted JPS5265249A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
NL7513664A NL7513664A (nl)	1975-11-22	1975-11-22	Werkwijze en inrichting voor het oxideren van cy- cloalkanen.

Publications (2)

Publication Number	Publication Date
JPS5265249A JPS5265249A (en)	1977-05-30
JPS6115053B2 true JPS6115053B2 (ko)	1986-04-22

Family

ID=19824904

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP51140640A Granted JPS5265249A (en)	1975-11-22	1976-11-22	Process and apparatus for oxidation of cycloalkane

Country Status (15)

Country	Link
JP (1)	JPS5265249A (ko)
AR (1)	AR211401Q (ko)
BE (1)	BE848408A (ko)
BR (1)	BR7607811A (ko)
CA (1)	CA1080255A (ko)
CH (1)	CH627427A5 (ko)
DD (1)	DD127649A5 (ko)
DE (1)	DE2652691C2 (ko)
ES (1)	ES453518A1 (ko)
FR (1)	FR2332255A1 (ko)
GB (1)	GB1561494A (ko)
IN (1)	IN143447B (ko)
IT (1)	IT1069818B (ko)
MX (1)	MX146065A (ko)
NL (1)	NL7513664A (ko)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP1505145B1 (en)	2003-08-06	2006-06-28	De Smet Engineering N.V.	Method and apparatus for vacuum stripping
EP1624047B1 (en)	2004-08-06	2006-10-18	De Smet Engineering N.V.	Oil recuperation process
ATE369900T1 (de)	2004-09-15	2007-09-15	Smet Engineering N V De	Gaswaschverfahren und -vorrichtung
EP1818088A1 (en)	2006-01-20	2007-08-15	De Smet Engineering N.V.	Crystallisers useful in fractionation processes for oils and fats
EP1892232A1 (en) *	2006-08-21	2008-02-27	Desmet Ballestra Oleo s.p.a.	Production of esters of fatty acids and lower alcohols
EP1905815A1 (en)	2006-09-28	2008-04-02	De Smet Engineering S.A.	Phase transfer apparatus and process
EP2028258A1 (en)	2007-08-01	2009-02-25	N.V. Desmet Ballestra Engineering S.A.	Process for equipment for desolventising under reduced pressure

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE1120445B (de) *	1959-02-26	1961-12-28	Chemstrand Corp	Verfahren zur Oxydation von Cyclohexan in fluessiger Phase
NL283634A (ko) *	1961-09-26
GB1172655A (en) *	1968-03-06	1969-12-03	Toa Gosei Chem Ind	A process for Continuously Oxidising Cyclohexane
NL157587B (nl) *	1968-03-23	1978-08-15	Stamicarbon	Werkwijze voor het oxyderen van cyclohexaan.
PL71186B1 (ko) *	1969-04-15	1974-04-30
BE790104A (fr) *	1971-10-14	1973-04-13	Stamicarbon	Procede continu d'obtention de cyclohexanone

1975
- 1975-11-22 NL NL7513664A patent/NL7513664A/xx not_active Application Discontinuation
1976
- 1976-11-16 GB GB47723/76A patent/GB1561494A/en not_active Expired
- 1976-11-17 IN IN2058/CAL/77A patent/IN143447B/en unknown
- 1976-11-17 BE BE172415A patent/BE848408A/xx not_active IP Right Cessation
- 1976-11-18 CA CA266,006A patent/CA1080255A/en not_active Expired
- 1976-11-18 AR AR265523A patent/AR211401Q/es unknown
- 1976-11-18 FR FR7634756A patent/FR2332255A1/fr active Granted
- 1976-11-19 DE DE2652691A patent/DE2652691C2/de not_active Expired
- 1976-11-19 CH CH1461476A patent/CH627427A5/de not_active IP Right Cessation
- 1976-11-19 IT IT52285/76A patent/IT1069818B/it active
- 1976-11-20 ES ES453518A patent/ES453518A1/es not_active Expired
- 1976-11-22 BR BR7607811A patent/BR7607811A/pt unknown
- 1976-11-22 MX MX167112A patent/MX146065A/es unknown
- 1976-11-22 JP JP51140640A patent/JPS5265249A/ja active Granted
- 1976-11-22 DD DD195889A patent/DD127649A5/xx unknown

Also Published As

Publication number	Publication date
BE848408A (nl)	1977-05-17
FR2332255B1 (ko)	1982-11-05
AR211401Q (es)	1977-12-15
IN143447B (ko)	1977-11-26
ES453518A1 (es)	1977-11-16
JPS5265249A (en)	1977-05-30
MX146065A (es)	1982-05-11
GB1561494A (en)	1980-02-20
CH627427A5 (en)	1982-01-15
IT1069818B (it)	1985-03-25
FR2332255A1 (fr)	1977-06-17
DE2652691A1 (de)	1977-06-02
DE2652691C2 (de)	1986-05-07
NL7513664A (nl)	1977-05-24
DD127649A5 (ko)	1977-10-05
BR7607811A (pt)	1977-10-11
CA1080255A (en)	1980-06-24

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