CS228934B2 - Method of and apparatus for preparing phtalanhydride - Google Patents

Method of and apparatus for preparing phtalanhydride Download PDF

Info

Publication number: CS228934B2
Authority: CS; Czechoslovakia
Prior art keywords: naphthalene; xylene; oxidation; catalyst; phthalic anhydride
Prior art date: 1981-06-16

Application number

CS824398A

Other languages

Czech (cs)

English (en)

Inventor

Francesco Benedetti

Ezio Polacco

Angelo Celli

Original Assignee

Italiana Carbochimica

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.)

1981-06-16

Filing date

1982-06-14

Publication date

1984-05-14

1982-06-14 Application filed by Italiana Carbochimica filed Critical Italiana Carbochimica

1984-05-14 Publication of CS228934B2 publication Critical patent/CS228934B2/cs

Links

238000000034 method Methods 0.000 title claims abstract description 18
UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims abstract description 98
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims abstract description 76
239000003054 catalyst Substances 0.000 claims abstract description 27
239000000203 mixture Substances 0.000 claims abstract description 20
230000008569 process Effects 0.000 claims abstract description 17
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims abstract description 16
LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims abstract description 15
JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 claims abstract description 15
239000004408 titanium dioxide Substances 0.000 claims abstract description 7
GNTDGMZSJNCJKK-UHFFFAOYSA-N divanadium pentaoxide Chemical compound O=[V](=O)O[V](=O)=O GNTDGMZSJNCJKK-UHFFFAOYSA-N 0.000 claims abstract description 6
229940078552 o-xylene Drugs 0.000 claims description 37
230000003647 oxidation Effects 0.000 claims description 18
238000007254 oxidation reaction Methods 0.000 claims description 18
WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 claims description 12
238000004519 manufacturing process Methods 0.000 claims description 10
238000004458 analytical method Methods 0.000 claims description 2
239000000126 substance Substances 0.000 claims description 2
230000008020 evaporation Effects 0.000 claims 2
238000001704 evaporation Methods 0.000 claims 2
239000002994 raw material Substances 0.000 claims 1
230000001590 oxidative effect Effects 0.000 abstract description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
238000010586 diagram Methods 0.000 description 6
239000012535 impurity Substances 0.000 description 5
229910052757 nitrogen Inorganic materials 0.000 description 5
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
230000015572 biosynthetic process Effects 0.000 description 4
238000006243 chemical reaction Methods 0.000 description 4
239000011148 porous material Substances 0.000 description 4
239000000047 product Substances 0.000 description 4
XHCLAFWTIXFWPH-UHFFFAOYSA-N [O-2].[O-2].[O-2].[O-2].[O-2].[V+5].[V+5] Chemical compound [O-2].[O-2].[O-2].[O-2].[O-2].[V+5].[V+5] XHCLAFWTIXFWPH-UHFFFAOYSA-N 0.000 description 3
239000007858 starting material Substances 0.000 description 3
229910001935 vanadium oxide Inorganic materials 0.000 description 3
239000005711 Benzoic acid Substances 0.000 description 2
229910021542 Vanadium(IV) oxide Inorganic materials 0.000 description 2
238000002159 adsorption--desorption isotherm Methods 0.000 description 2
235000010233 benzoic acid Nutrition 0.000 description 2
239000006227 byproduct Substances 0.000 description 2
230000008859 change Effects 0.000 description 2
238000003795 desorption Methods 0.000 description 2
238000005516 engineering process Methods 0.000 description 2
239000007788 liquid Substances 0.000 description 2
238000005259 measurement Methods 0.000 description 2
LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 2
PJQGTLIQKVRYNE-UHFFFAOYSA-N 1,7-dimethyl-3,8-dioxatricyclo[5.1.0.02,4]oct-5-ene Chemical compound CC12C(C=CC3C1O3)(C)O2 PJQGTLIQKVRYNE-UHFFFAOYSA-N 0.000 description 1
MXRUXDKFSWOBHU-UHFFFAOYSA-N 2-benzofuran-1,3-dione;1,2-xylene Chemical compound CC1=CC=CC=C1C.C1=CC=C2C(=O)OC(=O)C2=C1 MXRUXDKFSWOBHU-UHFFFAOYSA-N 0.000 description 1
IVLRWAWNKKMBFT-UHFFFAOYSA-N 2-benzofuran-1,3-dione;naphthalene Chemical compound C1=CC=CC2=CC=CC=C21.C1=CC=C2C(=O)OC(=O)C2=C1 IVLRWAWNKKMBFT-UHFFFAOYSA-N 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
229930192627 Naphthoquinone Natural products 0.000 description 1
229910010413 TiO 2 Inorganic materials 0.000 description 1
230000004913 activation Effects 0.000 description 1
150000004056 anthraquinones Chemical class 0.000 description 1
238000001354 calcination Methods 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
230000006835 compression Effects 0.000 description 1
238000007906 compression Methods 0.000 description 1
230000009849 deactivation Effects 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
QLATUHQTFVBALS-UHFFFAOYSA-N furan-2,5-dione;naphthalene Chemical compound O=C1OC(=O)C=C1.C1=CC=CC2=CC=CC=C21 QLATUHQTFVBALS-UHFFFAOYSA-N 0.000 description 1
239000007789 gas Substances 0.000 description 1
239000001307 helium Substances 0.000 description 1
229910052734 helium Inorganic materials 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
125000000896 monocarboxylic acid group Chemical group 0.000 description 1
150000002791 naphthoquinones Chemical class 0.000 description 1
ZWLPBLYKEWSWPD-UHFFFAOYSA-N o-toluic acid Chemical compound CC1=CC=CC=C1C(O)=O ZWLPBLYKEWSWPD-UHFFFAOYSA-N 0.000 description 1
-1 oxyoxy Chemical group 0.000 description 1
229910052573 porcelain Inorganic materials 0.000 description 1
238000000746 purification Methods 0.000 description 1
239000012495 reaction gas Substances 0.000 description 1
238000011084 recovery Methods 0.000 description 1
230000009467 reduction Effects 0.000 description 1
238000002336 sorption--desorption measurement Methods 0.000 description 1
238000011144 upstream manufacturing Methods 0.000 description 1
238000009834 vaporization Methods 0.000 description 1
230000008016 vaporization Effects 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/255—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting
- C07C51/265—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting having alkyl side chains which are oxidised to carboxyl groups
- 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
- B01J23/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/20—Vanadium, niobium or tantalum
- B01J23/22—Vanadium
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/31—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting
- C07C51/313—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting with molecular oxygen

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Oil, Petroleum & Natural Gas (AREA)
Materials Engineering (AREA)
Chemical Kinetics & Catalysis (AREA)
Furan Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Catalysts (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

CS824398A 1981-06-16 1982-06-14 Method of and apparatus for preparing phtalanhydride CS228934B2 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
IT8122358A IT1226043B (it)	1981-06-16	1981-06-16	Procedimento per l'ottenimento di anidride ftalica partendo da ortoxilolo, naftalina e loro miscele per ossidazione in presenza di un catalizzatore specifico e catalizzatore ottenuto con la messa in opera del procedimento

Publications (1)

Publication Number	Publication Date
CS228934B2 true CS228934B2 (en)	1984-05-14

Family

ID=11195178

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CS824398A CS228934B2 (en)	1981-06-16	1982-06-14	Method of and apparatus for preparing phtalanhydride

Country Status (12)

Country	Link
US (1)	US4472587A (fr)
JP (1)	JPS5874675A (fr)
AU (1)	AU8463382A (fr)
BE (1)	BE893521A (fr)
BR (1)	BR8203499A (fr)
CS (1)	CS228934B2 (fr)
DE (1)	DE3219540A1 (fr)
FR (1)	FR2507600A1 (fr)
GB (1)	GB2104066B (fr)
IT (1)	IT1226043B (fr)
YU (1)	YU130882A (fr)
ZA (1)	ZA823512B (fr)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4728503A (en) *	1984-11-02	1988-03-01	Mitsubishi Jukogyo Kabushiki Kaisha	Filter medium for treating an exhaust gas
US4705770A (en) *	1986-07-07	1987-11-10	Aristech Chemical Corporation	Method of making anatase-titania attrition-resistant catalyst composition
JPS63253080A (ja) *	1987-04-10	1988-10-20	Nippon Steel Chem Co Ltd	無水フタル酸の製造方法
DE3719476A1 (de) *	1987-06-11	1988-12-29	Huels Chemische Werke Ag	Verfahren zur herstellung von phthalsaeureanhydrid durch gasphasenoxidation eines o-xylol-naphthalin-gemisches
JPH01190677A (ja) *	1988-01-27	1989-07-31	Nippon Steel Chem Co Ltd	無水フタル酸の製造法
DE4034787A1 (de) *	1990-11-02	1992-05-07	Zimmer Ag	Verfahren zur erzeugung homogener o-xylol-naphthalin-luft-gemische fuer die phthalsaeureanhydrid-herstellung
ES2084240T3 (es) *	1991-10-25	1996-05-01	Nippon Catalytic Chem Ind	Metodo para la produccion de anhidrido ftalico mediante la oxidacion de fase de vapor de una mezcla de ortoxileno y naftaleno.
DE19823275A1 (de)	1998-05-26	1999-12-02	Basf Ag	Verfahren zur Herstellung von Phthalsäureanhydrid durch katalytische Gasphasenoxidation von x-Xylol-/-Naphthalin-Gemischen
WO2011128814A1 (fr)	2010-04-13	2011-10-20	Basf Se	Procédé de régulation d'un réacteur d'oxydation en phase gazeuse en vue de la préparation d'anhydride phtalique
CN108794439B (zh) *	2017-05-02	2021-09-21	中国科学院大连化学物理研究所	一种苯酞的制备方法

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB922749A (en) *	1960-09-16	1963-04-03	American Cyanamid Co	Preparation of phthalic anhydride
GB1063153A (en) *	1965-02-26	1967-03-30	Ici Ltd	Catalytic process for the manufacture of phthalic anhydride
DE2106796C3 (de) *	1971-02-12	1981-09-24	Wacker-Chemie GmbH, 8000 München	Verfahren zur Herstellung Festbettkatalysatoren mit einem Überzug aus Vanadiumpentoxid und Titandioxid
DE2238067C3 (de) *	1972-08-02	1979-04-12	Wacker-Chemie Gmbh, 8000 Muenchen	Verfahren zur Herstellung von Phthalsäureanhydrid
DE2510994B2 (de) *	1975-03-13	1977-04-14	Basf Ag, 6700 Ludwigshafen	Vanadium- und titanhaltiger traegerkatalysator
DE2546268C3 (de) *	1975-10-16	1983-11-24	Basf Ag, 6700 Ludwigshafen	Verfahren zur Herstellung von Phthalsäureanhydrid aus o-Xylol oder Naphthalin
DE2914683A1 (de) *	1979-04-11	1980-10-16	Basf Ag	Vanadium- und titan- und/oder zirkonhaltiger traegerkatalysator

1981
- 1981-06-16 IT IT8122358A patent/IT1226043B/it active
1982
- 1982-05-18 US US06/379,396 patent/US4472587A/en not_active Expired - Fee Related
- 1982-05-19 ZA ZA823512A patent/ZA823512B/xx unknown
- 1982-05-25 DE DE19823219540 patent/DE3219540A1/de not_active Withdrawn
- 1982-06-07 AU AU84633/82A patent/AU8463382A/en not_active Abandoned
- 1982-06-14 CS CS824398A patent/CS228934B2/cs unknown
- 1982-06-14 FR FR8210324A patent/FR2507600A1/fr not_active Withdrawn
- 1982-06-15 BE BE0/208353A patent/BE893521A/fr not_active IP Right Cessation
- 1982-06-15 YU YU01308/82A patent/YU130882A/xx unknown
- 1982-06-15 GB GB08217265A patent/GB2104066B/en not_active Expired
- 1982-06-15 BR BR8203499A patent/BR8203499A/pt unknown
- 1982-06-16 JP JP57104647A patent/JPS5874675A/ja active Pending

Also Published As

Publication number	Publication date
IT8122358A0 (it)	1981-06-16
GB2104066B (en)	1985-08-21
ZA823512B (en)	1983-03-30
DE3219540A1 (de)	1983-03-24
BE893521A (fr)	1982-10-01
FR2507600A1 (fr)	1982-12-17
IT1226043B (it)	1990-12-10
BR8203499A (pt)	1983-06-07
US4472587A (en)	1984-09-18
GB2104066A (en)	1983-03-02
YU130882A (en)	1985-04-30
JPS5874675A (ja)	1983-05-06
AU8463382A (en)	1982-12-23

Publication	Publication Date	Title
US4284571A (en)	1981-08-18	Process for producing phthalic anhydride and catalyst therefor
RU2002730C1 (ru)	1993-11-15	Способ получени уксусной кислоты и катализатор дл его осуществлени
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US3862960A (en)	1975-01-28	Process for the oxidation of orthoxylene or naphthalene to phthalic anhydride
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US2097904A (en)	1937-11-02	Production of maleic acid
US2115091A (en)	1938-04-26	Sulphuric acid process
US2521466A (en)	1950-09-05	Process for producing phthalic anhydride from ortho-xylene concentrates and naphthalene
US4304723A (en)	1981-12-08	Process for manufacturing maleic anhydride
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JP2006104204A (ja)	2006-04-20	無水マレイン酸の製造方法
US2777862A (en)	1957-01-15	Hydrocarbon
SU385957A1 (fr)	1973-06-14
US2022845A (en)	1935-12-03	Process for the oxidation of hydrocarbons