CH480280A - Procédé d'oxydation en phase liquide, d'hydrocarbures saturés - Google Patents

Procédé d'oxydation en phase liquide, d'hydrocarbures saturés

Info

Publication number: CH480280A
Authority: CH; Switzerland
Prior art keywords: liquid; oxidation; hydrocarbon stream; liquid phase; hydrocarbon
Prior art date: 1966-07-07

Application number

CH264269A

Other languages

English (en)

French (fr)

Inventor

Alagy Jacob

Cha Bernard

Koen Cornelis

Original Assignee

Inst Francais Du Petrole

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.)

1966-07-07

Filing date

1967-06-19

Publication date

1969-10-31

1967-06-19 Application filed by Inst Francais Du Petrole filed Critical Inst Francais Du Petrole

1969-10-31 Publication of CH480280A publication Critical patent/CH480280A/fr

Links

238000007254 oxidation reaction Methods 0.000 title claims description 31
230000003647 oxidation Effects 0.000 title claims description 30
238000000034 method Methods 0.000 title claims description 14
239000007791 liquid phase Substances 0.000 title claims description 12
229930195734 saturated hydrocarbon Natural products 0.000 title claims description 6
239000007788 liquid Substances 0.000 claims description 64
229930195733 hydrocarbon Natural products 0.000 claims description 45
150000002430 hydrocarbons Chemical class 0.000 claims description 45
239000004215 Carbon black (E152) Substances 0.000 claims description 42
239000007789 gas Substances 0.000 claims description 33
239000004327 boric acid Substances 0.000 claims description 7
230000001590 oxidative effect Effects 0.000 claims description 5
MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 2
150000001298 alcohols Chemical class 0.000 claims description 2
125000004432 carbon atom Chemical group C* 0.000 claims description 2
229910001882 dioxygen Inorganic materials 0.000 claims description 2
PQMFVUNERGGBPG-UHFFFAOYSA-N (6-bromopyridin-2-yl)hydrazine Chemical compound NNC1=CC=CC(Br)=N1 PQMFVUNERGGBPG-UHFFFAOYSA-N 0.000 claims 1
JKWMSGQKBLHBQQ-UHFFFAOYSA-N diboron trioxide Chemical compound O=BOB=O JKWMSGQKBLHBQQ-UHFFFAOYSA-N 0.000 claims 1
238000005406 washing Methods 0.000 description 22
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 12
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
239000002245 particle Substances 0.000 description 8
239000007787 solid Substances 0.000 description 8
KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 7
150000002148 esters Chemical class 0.000 description 5
229910052757 nitrogen Inorganic materials 0.000 description 5
239000000047 product Substances 0.000 description 5
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
VGTPKLINSHNZRD-UHFFFAOYSA-N oxoborinic acid Chemical compound OB=O VGTPKLINSHNZRD-UHFFFAOYSA-N 0.000 description 3
229910052760 oxygen Inorganic materials 0.000 description 3
239000001301 oxygen Substances 0.000 description 3
239000006200 vaporizer Substances 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
239000008346 aqueous phase Substances 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
150000001639 boron compounds Chemical class 0.000 description 2
239000003054 catalyst Substances 0.000 description 2
230000000052 comparative effect Effects 0.000 description 2
150000001875 compounds Chemical class 0.000 description 2
238000009833 condensation Methods 0.000 description 2
230000005494 condensation Effects 0.000 description 2
DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
238000002347 injection Methods 0.000 description 2
239000007924 injection Substances 0.000 description 2
UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
239000012074 organic phase Substances 0.000 description 2
239000012071 phase Substances 0.000 description 2
238000000926 separation method Methods 0.000 description 2
239000000243 solution Substances 0.000 description 2
238000009834 vaporization Methods 0.000 description 2
230000008016 vaporization Effects 0.000 description 2
QEGNUYASOUJEHD-UHFFFAOYSA-N 1,1-dimethylcyclohexane Chemical class CC1(C)CCCCC1 QEGNUYASOUJEHD-UHFFFAOYSA-N 0.000 description 1
XDVOLDOITVSJGL-UHFFFAOYSA-N 3,7-dihydroxy-2,4,6,8,9-pentaoxa-1,3,5,7-tetraborabicyclo[3.3.1]nonane Chemical compound O1B(O)OB2OB(O)OB1O2 XDVOLDOITVSJGL-UHFFFAOYSA-N 0.000 description 1
ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
230000002411 adverse Effects 0.000 description 1
150000008064 anhydrides Chemical class 0.000 description 1
230000000903 blocking effect Effects 0.000 description 1
229910052796 boron Inorganic materials 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000012295 chemical reaction liquid Substances 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
125000004122 cyclic group Chemical group 0.000 description 1
DDTBPAQBQHZRDW-UHFFFAOYSA-N cyclododecane Chemical compound C1CCCCCCCCCCC1 DDTBPAQBQHZRDW-UHFFFAOYSA-N 0.000 description 1
HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 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
230000001627 detrimental effect Effects 0.000 description 1
238000010586 diagram Methods 0.000 description 1
230000008030 elimination Effects 0.000 description 1
238000003379 elimination reaction Methods 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
239000012535 impurity Substances 0.000 description 1
239000011261 inert gas Substances 0.000 description 1
-1 isoctane Chemical compound 0.000 description 1
GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
239000000203 mixture Substances 0.000 description 1
TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
238000012856 packing Methods 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000004064 recycling Methods 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
238000005201 scrubbing Methods 0.000 description 1
239000013589 supplement Substances 0.000 description 1
BOOITXALNJLNMB-UHFFFAOYSA-N tricyclohexyl borate Chemical compound C1CCCCC1OB(OC1CCCCC1)OC1CCCCC1 BOOITXALNJLNMB-UHFFFAOYSA-N 0.000 description 1
238000004383 yellowing Methods 0.000 description 1

Classifications

- 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
- C07C29/48—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups
- C07C29/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only
- C07C29/52—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only in the presence of mineral boron compounds with, when necessary, hydrolysis of the intermediate formed
- 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
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/0053—Details of the reactor
- B01J19/006—Baffles
- 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
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/24—Stationary reactors without moving elements inside
- B01J19/2415—Tubular reactors
- B01J19/2425—Tubular reactors in parallel
- 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
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/24—Stationary reactors without moving elements inside
- B01J19/2415—Tubular reactors
- B01J19/2435—Loop-type reactors
- 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
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00049—Controlling or regulating processes
- B01J2219/00051—Controlling the temperature
- B01J2219/00074—Controlling the temperature by indirect heating or cooling employing heat exchange fluids
- B01J2219/00087—Controlling the temperature by indirect heating or cooling employing heat exchange fluids with heat exchange elements outside the reactor
- B01J2219/00103—Controlling the temperature by indirect heating or cooling employing heat exchange fluids with heat exchange elements outside the reactor in a heat exchanger separate from the reactor
- 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
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00049—Controlling or regulating processes
- B01J2219/00182—Controlling or regulating processes controlling the level of reactants in the reactor vessel
- 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
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00761—Details of the reactor
- B01J2219/00763—Baffles
- B01J2219/00765—Baffles attached to the reactor wall
- B01J2219/0077—Baffles attached to the reactor wall inclined
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Physical Or Chemical Processes And Apparatus (AREA)

CH264269A 1966-07-07 1967-06-19 Procédé d'oxydation en phase liquide, d'hydrocarbures saturés CH480280A (fr)

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date	Title
FR68651A FR1527718A (fr)	1966-07-07	1966-07-07	Procédé et appareillage d'oxydation d'hydrocarbures
FR90608A FR93064E (fr)	1966-07-07	1967-01-10	Procédé et appareillage d'oxydation d'hydrocarbures.
FR100912A FR93072E (fr)	1966-07-07	1967-03-30	Procédé et appareillage d'oxydation d'hydrocarbures.
CH878067A CH484853A (fr)	1966-07-07	1967-06-19	Procédé et appareillage d'oxydation d'hydrocarbures saturés en alcools

Publications (1)

Publication Number	Publication Date
CH480280A true CH480280A (fr)	1969-10-31

Family

ID=27243389

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
CH264269A CH480280A (fr)	1966-07-07	1967-06-19	Procédé d'oxydation en phase liquide, d'hydrocarbures saturés
CH878067A CH484853A (fr)	1966-07-07	1967-06-19	Procédé et appareillage d'oxydation d'hydrocarbures saturés en alcools

Family Applications After (1)

Application Number	Title	Priority Date	Filing Date
CH878067A CH484853A (fr)	1966-07-07	1967-06-19	Procédé et appareillage d'oxydation d'hydrocarbures saturés en alcools

Country Status (10)

Country	Link
US (1)	US3609176A (de)
AT (1)	AT278730B (de)
BE (1)	BE700414A (de)
CH (2)	CH480280A (de)
DE (1)	DE1668246C3 (de)
ES (2)	ES342678A1 (de)
FR (3)	FR1527718A (de)
GB (2)	GB1157069A (de)
NL (1)	NL6709313A (de)
YU (1)	YU34358B (de)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR2421159A1 (fr) *	1978-03-28	1979-10-26	Inst Francais Du Petrole	Procede de production d'oligomeres du propene et/ou du butene
US4413068A (en) *	1981-07-02	1983-11-01	Polysar International S.A.	Hard shell soft core latex
US4450291A (en) *	1983-05-02	1984-05-22	Monsanto Company	Decontamination of KA oil refinement waste stream
US4755281A (en) *	1984-05-01	1988-07-05	Mobil Oil Corporation	Countercurrent process with froth control for treating heavy hydrocarbons
US4550012A (en) *	1984-05-01	1985-10-29	Mobil Oil Corp.	Multi-phase countercurrent reactor system
DE3869299D1 (de) *	1987-09-24	1992-04-23	Mitsubishi Chem Ind	Verfahren zur herstellung eines cycloalkanols.

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2557281A (en) *		1951-06-19		Oxidation op petroleum cyclohexane
US2232674A (en) *	1939-05-27	1941-02-18	Shell Dev	Method for carrying out chemical reactions
US2519481A (en) *	1945-05-02	1950-08-22	Benjamin Clayton	Temperature control of chemical reactions
US2561256A (en) *	1948-05-22	1951-07-17	Standard Oil Dev Co	Method of drying synthetic rubber polymers
US2639981A (en) *	1950-05-23	1953-05-26	Olin Mathieson	Apparatus for mixing hypochlorite solutions
US2721180A (en) *	1952-10-09	1955-10-18	Kendall Refining Company	Organo-boron compositions and method for production thereof
NL95163C (nl) *	1955-06-15	1960-08-15	Basf Ag	Werkwijze ter bereiding van alcoholen en ketonen door oxydatie van cycloalifatische koolwaterstoffen
FR1275463A (fr) *	1960-09-28	1961-11-10	Potasse & Engrais Chimiques	Perfectionnements à la granulation et au séchage de produits fluides
US3161476A (en) *	1960-10-18	1964-12-15	Bombrini Parodi Delfino Spa	Apparatus for the catalytic oxidation, in liquid phase, of organic materials
US3317581A (en) *	1964-01-17	1967-05-02	Halcon International Inc	Hydrocarbon oxidation process to produce borate ester
US3295976A (en) *	1964-09-01	1967-01-03	Eastman Kodak Co	Novel inhibitors for use in the black and white development of color reversal film

1966
- 1966-07-07 FR FR68651A patent/FR1527718A/fr not_active Expired
1967
- 1967-01-10 FR FR90608A patent/FR93064E/fr not_active Expired
- 1967-03-30 FR FR100912A patent/FR93072E/fr not_active Expired
- 1967-06-19 CH CH264269A patent/CH480280A/fr not_active IP Right Cessation
- 1967-06-19 CH CH878067A patent/CH484853A/fr not_active IP Right Cessation
- 1967-06-23 BE BE700414D patent/BE700414A/xx unknown
- 1967-06-27 US US649191A patent/US3609176A/en not_active Expired - Lifetime
- 1967-07-01 YU YU1326/67A patent/YU34358B/xx unknown
- 1967-07-04 AT AT05736/68A patent/AT278730B/de active
- 1967-07-05 ES ES342678A patent/ES342678A1/es not_active Expired
- 1967-07-05 NL NL6709313A patent/NL6709313A/xx unknown
- 1967-07-07 GB GB43367/68D patent/GB1157069A/en not_active Expired
- 1967-07-07 GB GB31502/67A patent/GB1156376A/en not_active Expired
- 1967-07-07 DE DE1668246A patent/DE1668246C3/de not_active Expired
1968
- 1968-07-31 ES ES356682A patent/ES356682A1/es not_active Expired

Also Published As

Publication number	Publication date
YU132667A (en)	1978-12-31
DE1668246B2 (de)	1978-05-18
ES342678A1 (es)	1969-05-01
DE1668246C3 (de)	1979-01-11
YU34358B (en)	1979-07-10
FR1527718A (fr)	1968-06-07
DE1668246A1 (de)	1971-07-22
CH484853A (fr)	1970-01-31
BE700414A (de)	1967-12-01
ES356682A1 (es)	1970-02-01
FR93072E (fr)	1969-02-07
FR93064E (fr)	1969-02-07
GB1156376A (en)	1969-06-25
US3609176A (en)	1971-09-28
GB1157069A (en)	1969-07-02
AT278730B (de)	1970-02-10
NL6709313A (de)	1968-01-08

Legal Events

Date	Code	Title	Description
1973-01-31	PL	Patent ceased

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